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I'm a masc usually top guy but thinking about trying it any advice? and do think it would be better with a top or bottom for my first time?
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>>1801863
How can you (or anyone for that matter) say you're a top if you've never tried bottoming?
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>>1801864

Source? Or at least who is the bottom?
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>>1801874
Op here I've only ever topped and still have a preference for it 95% of the time but that 5% ha
>>1801876
Sorry man don't know it
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Im Vers. Bottomed like 80%
Its more kinda a psychological thing than a physical orgasm.
I Love beeing dominated and bring Joy to The guy whos fucking me. If hes really horny, then im Too.

My advice:
Try some dildo First. And yea size matters. I really dont like cocks Too big. (Shouldnt be bigger than mine) pic is me.
But its also no Fun if the cock is Too small so youre Not feeling anything after 5minutes of fucking.

Hygiene is mandatory.
Ask me anything
>>
>>1801863
Whatever you're comfortable with. You'll have a first time topping, a first time but I'm in a first time flies fucking, etc. Just don't rape and avoid being stupid around potential rapists. You'll know if it feels bad, just back out, and have an exit strategy
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>>1801889
>>
>>1801889
Best way to clean ass out?
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>>1801889
I was thinking about getting a dildo to practice ha
Do you reckon I'd be better off convincing a btm friend to top me for my first time? or a top friend?
nice dick btw ha

>>1801890
Trouble with rapists is they tend to not announce they are rapists.
>>
>>1801893
Screw off your shower head. Water up your bum. Flush out in toilet. (Very very slowly. No hot or Too cold water. Repeat couple of times. Until it feels good. Dont overdo it. You just Need to clean out the last bit of your rectum.

Safer is just a normal douche. You can get it on every erotic online Shop.

As i said before. For best results try a dildo First. (Or before your date)
>>
>>1801896
Yea try to get a lifelike one.

Thats really up to you.
You cant really hurt yourself after the proper Preparation. (Douching, fucking yourself with the dildo. And using lots and lots of lube.
>>
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>>1801903
Would a butt plug be alright or just best to go with a straight up dildo? strange as sounds I do a lot filming I rekon I could convince any would be snooper it's equipment rather than a dildo which is obviously what it is ha
>>
>>1801909
Na i dont think a Buttplug would be a good idea.
Its Not about getting loose
Its about getting Used to The feeling of getting fucked.
Best realistic way is one with a suction cup in The shower. So you could move yourself onto it.


>>18
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>>1801914
What lube is the best?
>>
>>1801919
Doesnt matter. Try to find a water based
>>
Could probably count the number of times I’ve had anal on my hands. All with the same guy
>>
First time I had anal I met up with an older black guy who was feminine and fatter than the picture looked. I brought movies but he put on hetero porn, said he liked to imagine being the girl. His hand goes for the belt before too long and I get some head. He could take it all in fine (I'm a modest seven inches) but had no real technique other than that. I told him to put his ass in the air and I start fingering him. He was real loose and prelubed, so I didn't warm him up for too long. I wrapped it up and squated over his upended ass and smoothed it in. It felt like he was trying to push me out, but I wasn't getting much out of it other than some amusing moans and it didn't take very long till I realized I picked an exhausting position. I pulled out and asked him if he'd ever eaten ass. He never had, so I layed down and he took like a fish to water. I grinned and asked him if he liked eating my ass and he said very much. He rimmed me for half an hour, the highlight of the night for me. He stopped and started hotdogging my asscheeks. I knew he didn't have condoms so I told him not to stick it in, and he said he wouldn't. He kept rubbing his dick up my crack like I'd warm up to the idea but I got bored and said I had to go. I picked up my bycicle and left. He messaged me the next day and asked for a chance to redeem himself, and I blocked him.
>>
>>1801919
spit
>>
First time anal
>be browsing craigslist
>see ad from guy looking to get fucked
>he's a married nurse
>agree to meet him at his hospital
>it's a psych hospital
>sunday morning. no docs, no visitors
>meets me at front door
>go through three sets of locked doors to his office (he's a supervisor)
>sit and chat for a few
>get down to business
>he drops his pants and bends over his desk
>I lube his ass and wrap up
>slight problem... he's about 6'2" and I'm 5'7"
>on my tip toes but can barely get my cock in his ass
>he lays on floor and I mount him
>fuck him like it's the last time I'll have sex
>he's groaning loudly
>cover his mouth with my hand as I pound him
>cum in about 5 minutes
>get up and see he blew his load while I was fucking him
>say thanks and leave
>>
>>1801863
>three weeks after my first experience
>which was blowing guy
>he calls me up and wants me t meet him again
>meet him at his apartment
>we make out
>I ask him to fuck me
>get on my hands and knees
>he slides in
>he's only 4'5 " but feels great
>I'f used toys but still good
>it's dark but look between my legs
>see stream of precum flowing from my cock
>let him fuck me til he cums
>enjoyed it
>>
>>1801919
tears
>>
>be straight
>watching straight porn
>fascinated by cock
>really want to try it out
>buy a dildo
>it easily slides up my boipussy
>feels amazing
>yep, I'm gay
>want cocks in my mouth and ass
>end up getting a bf
>he's got a thick cock
>tell him I have a rape fetish
>go out for the first time
>he picks me up
>he takes my virginity by driving in some back road, pulling over, grabbing me and tossing me in the bed of his pick up truck and fucking me raw while I try to half-heartedly fight him off
>date for a year
>he's hyper sexual
>fucks me on a daily basis
>my tight boipussy now has a permanent gape
>he bullys me by making fun of my gape and calling me a dirty cumslut whore
>>
>>1801919
J-lube
>>
>>1802034
Anyone interested?
>>
>>1802495
Let’s see the gape I think it’s hot
>>
>be straight , 19
>hanging out with best friend at the time (lesbian)
>drinking
>gay friend comes over
>super fem and cute bubble butt
>lesbian friend tells him im holding 8"
>pretty much peer pressures me into fucking his face and eventually plowing him while lesbian friend watches
>now im a bi top
>>
Met a guy on CL a few years ago - my age, attractive, nice guy with a really nice cock. First time together just oral (me going down on him). Few months later we make plans to hook up again. I start sucking him again, he flips me on my back & eats my ass (OMG - best thing ever!!). Ends up fucking me doggie & spanking my ass (I’m loving it & can’t get enough)! End up with me on top, riding his cock, both of us cumming all over each other. Fast forward to me now, went from bi curious to highly preferring gay sex!
>>
>>1802547
Did she record you fucking him?
>>
>>1802150
why do tall bottoms like short guys? im 5'6 and i constantly get messages from guys 6 ft tall or more. my last hookup was with a 6'4 bottom with a beautiful ass and an amazing 8 incher
>>
>>1801891
More?
>>
>Be me
>16
>had been curious for a while
>trying to find a guy to actually do something with
>meet an older 30s-40s guy online
>chat for a few days
>not sketchy, happy to use condoms even though he doesn’t like them, doesn’t mind I’m a virgin
>decide to meet
>heart pounding as he pulls up
>he picks me up in his car and drives to his place
>shows me test papers “in case I change my mind about condoms”
>offers stuff to clean out with, glass of water, weed if I’m nervous
>says it’s all in his bathroom
>go in the bathroom, use enema
>notice I’m shaking from nerves
>I’ve only smoked twice before but I need the calm
>smoke what he left out for me and drink some water
>walk out naked, he’s lying in bed watching tv only wearing a cock ring
>”you ready?”
>answer by lying down in front of him and putting his cock in my mouth
>start awkwardly sucking him
>try to do it like the pornstars
>it works, he likes it more
>can’t take it in my throat
>suddenly, with half of an 8 inch cock in my mouth, the weed hits
>higher than I’ve ever been
>lose awareness of everything but the fact I’m supposed to be having sex
>can deepthroat now
>after a few more minutes I get on my hands and knees
>he lubes his fingers and starts loosening me
>cold lube surprises me when he puts fingers in
>puts a condom on and starts pressing the tip of his cock against my hole
>too high to worry but heart starts racing anyway
>slowly pushes it into me and starts sliding back and forth
>strangest feeling but I like it
>eventually speeds up to full powered fucking
>moan loudly but I’m not fully aware of it
>he grabs my neck and pulls me up so my back is against his chest
>starts dirty talking in my ear
>don’t pay close attention due to the weed and the fucking but I know he said something about owning my ass that made me go wild
>sex-crazed, intoxicated brain decides it needs to escalate
>lean my head back and whimper ”take me raw please daddy”
>>
>>1803387
more
>>
>>1803387
Cont’

>still holding me by the throat with one hand, he slides out and takes the rubber off with the other
>pulls me back toward him as he slips his bare cock in
>moan more as he fucks me harder than before
>he chokes, spanks, and slaps me around while he goes for it
>feel him cum in me but he doesn’t stop fucking
>my cock is dripping precum everywhere
>he pulls out and rolls me onto my back
>fucks me lying on my back while he picks up one of my legs and sucks my toes
>usually hate foot fetishes but suddenly don’t mind
>cums in me again and starts to slow down but keeps going
>after a few more minutes I cum and feeling it sets him off.
>he pulls out, kneels over my chest and shoots his last load all over my face and throat with a groan
>he gets off me and lies down on the other side of the bed
>lay there exhausted and out of breath, full of and covered in the cum of a man more than twice my age
>post orgasm shame very high
>stay still, feeling his seed leak out of my ass onto the bedsheets, slowly licking the cum from my face and neck off my fingers while he watches tv 3 feet away
>go back and do it again every chance I get for the rest of high school
>>
>>1803296
because it's fun to toss them around on your dick
>>
>bi, though mostly into guys, 18
>been sucking off and doing stuff with a friend for a couple of weeks but don´t really expect anything else to happen.
>he suddenly says he wants to fuck. I go diamonds and say yeah
>I get lube but couldn´t find a douche so we just decide to risk it, with a condom of course
>he goes in and its like hell. Keep going but it just hurts and gives me the feeling like im about to pee. Tell him to pull out.
>we switch and I try fucking him though we don´t have any more condoms so I go in raw.
>its starting to feel good for me but hes hurting like hell so I can´t really go at it. Start feeling weird and hes not feeling any pleasure so I pull out.
>surprise, surprise, I got shit on my dick
>so yeah, always use condoms, duche, and practice with a dildo a lot before doing it
>>
>>1803296
I think it has more to do with the availability of bottoms and the shortage (no pun intended) of tops. It seems EVERYONE is a bottom looking for a top, so when you find one who is available, height doesn't matter. Plus I think some guys get off being dominated by someone shorter than them.
>>
>>1801889
How small is too small inch wize. girth wise?
>>
>live in big city for college
>like idea of dicks and sex with guys
>don’t like stupid gay stuff
>can’t find anybody to get first anal from cause they’re either creepy or too “fabulous” and it’s a turn off


Anybody else have this problem? I’m out to family but I'll never be open because I don’t want to associate myself with mentally ill flamers and all the public obscenity bullshit that goes with them. I’m a normal person and I just want another normal person to have sex with but the internet is stocked with freaks
>>
Bump
>>
>>1801863
>q5 at the time
>friend is also 15
>we hang together in his room watching his brother's porn dvd's (he's at uni)
>talk about what we're watching
>he asks a lot of "I wonder what _____ is like (insert fucking, blow jobs, anal)
>one day he says " want to try it"
>what's "it"?
>we were watching a hetero anal scene and he says "fucking in the ass"
>I'm already hard but not sure what he means... me fucking of me getting fucked
>he says he'll lay on the bed like the girl in the porn (bent over the bed)
>try to go in dry since they never show lubing in porn
>can't get it in
>switch places
>he gets some lotion, lubes me with it and pushes in
>feels pretty nice.after 10 minutes we switch
>I lube up and start fucking him
>run my hands on his back while I fuck him
>cum in his ass
>realize he came while I fucked him
>he tells me touching his back was the best part
>>
>>1801863
Use a dildo/plug alone first until you are 100% sure you want a real cock in there. I still use the manrammer ;)
>>
>>1803852
Totally feel you, anon.
And every time I tried to find a regular dude to hang out with ended up in drama.
Getting tired of this desu...
>>
>>1801909
Just keep it stored in a lockable case along with any lube, etc. And don't shop while you're horny ;)
>>
>>1803852
Non fat, married (to women) guys are best. I felt like you until I had a couple of these guys as regulars. Most are just scratching an itch and happily return to their wives.
>>
Wow I was like in Ecstasy.
He got a big dick (much bigger than mine)
He fucked me well. Anilingus.
I was like WOW
And then I started to switch
Bisexual for real.
>>
>>1803387
Wow. What a story.
And personally.
I always dream of a men can fuck me so well. And then suck mine.
Switch not passivity only
Wow
>>
>>1801889
>Im Vers. Bottomed like 80%
Its more kinda a psychological thing than a physical orgasm.
I Love beeing dominated and bring Joy to The guy whos fucking me. If hes really horny, then im Too.

You're basically me here. I do get physical pleasure from getting fucked, but it's mostly a mental thing. Getting feedback that the guy pounding me is really into fucking me is what turns me on. And if it's a guy I actually have some real emotional connection too... THAT'S heaven on Earth.
>>
First time with a guy
> I am 18, I think he was 17 or 18
> recently broke up with my GF, i am bi
> start testing the waters with anon, always figured him to be gay
> found out that was right
> we start texting back and forth
> easing our way in to the sexting
> finally make a day to fuck
> he wanted to fuck me, I would bottom, he would top
> I agreed
> we meet up at a church parking lot
> I get in to his car

He still lives with his parents, they weren't home, so we went to his place

> we stop in an alley close to his house, where we could see the parking lot, to make sure his parents are gone
> while we were waiting he asked if I wanted to start sucking him off
> I was too nervous, ive done absolutely nothing with a guy before
> ended up making it in to the house
> head to his bedroom

Before we did anything, I had him wash his junk, he just got out of the gym

> I was sitting on his bed while he washed his junk
> he finally finished and came in to the room
> he pulled down his pants
> there was his throbbing hard 8" cock in my face, uncircumcised
> he told me to suck it
> as a good bottom, I obeyed
> starting sucking his big dick
> I told him earlier ive never sucked on one before, after I did suck on him, he said I was a natural basically
> i instantly get hard
> he saw my also 8" dick, I am cut
> then he starting sucking me off

Now to the painful part

> he told me to turn around on the bed so I was in the doggy position
> he put a condom on
> no lube.... we both weren't that experienced, so wasn't too pleasant, luckily the condom had some lube on it
> he starts fucking me in the ass
> end up shitting myself just a little
> I tell him sorry lol
> he said "It's okay, its making it easier to fuck you."
> he finishes in his condom
> I get up, go to the bathroom, clean myself
> I left

We ended up doing it one more time, in his car, was a lot better, he brought lube and I didn't shit myself lol

I miss that, wish we could do it again, but he is too far away
>>
I was 19 and went to a gay bar for the first time with a few friends because my buddy's dad was the manager. Had a good time but didn't leave when all my friends did so my friends older father said he would give me a lift home.
When we got in we smoked a few bowls and chatted. He asked how long it had been since I got a blow job. He went down on me for about five minutes until I'm so hard I can't think anymore.
I'm proud of my 6" fairly thick uncut cock but he whipped out a thick 8" monster. He got me to give him a long slow bj before pushing me to my knees.
We didn't have any lube so he ate my ass and made it sloopy, and I spit as much on him as I could. He pushed my face down and slowly pushed all the way in.
Slowly he fucked me for what seemed like an hour (was about ten minutes) and then picked up the pace. He let loose and fucked me so hard I have been a total bottom ever since.
He covered my ass and hole in his cum before bringing me back to his place for the night.
I only had two other encounters so far. And hopefully a few more.
>>
5623075045 give me a call some time waiting to hear from tou
>>
Is putting soap on your finger and fingering yourself in the shower sufficient for cleaning yourself out? I really don't want to use an enema.
>>
>>1803296
I'm 5'4" and tall guys are very into me.
I never really questioned it because I enjoy being picked up and tossed around.
I am pretty sure it's a dominance thing. I'm submissive with guys and they like being in control of my body.
>>
>>1806221
Ooops, I had that backward lol. It's early and I misread that.
I am a bottom.
>>
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>>1806200
That's what I do. Don't use regular soap. I use Cetaphil face cleaner since it's a little gentler and pH balanced.
>>
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Use a dilation kit, I was not given a choice, I was stupid and horny and just let him open me up raw. Hurt like hell for the first few times then it began to feel AMAZING. If I was to prep I would try a kit like this: https://www.healthyandactive.com/black-anal-dilator-kit/?gclid=EAIaIQobChMIuNPQi9WB3wIVB4FpCh0_rQFIEAkYBSABEgKlnPD_BwE
use LOTS of lube also !
pic is me
>>
my very first time doing any butt stuff was with a dildo a friend had bought me, like i said i hadn't done anything with my ass before so i got home, put some lotion on it, and went to it. it was a pretty large size but it went in real easy. i guess i've always been a natural bottom? however i do love to top and dominate.
>>
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>>1806200

Try a bulb applicator - a few washes with like warm water is all you need...
>>
My first time was via a hooker when I was in college...was crazy horny in the summer heat and couldnt stop thinking about getting fucked. Get the nerve to try a hooker...he comes over...he was too fem for my tastes...and his cock was too big...tried sitting on him but it hurt too much and eventually I bled a little so we stopped...was soo disappointed...it would be years before I tried with a real cock again.

Now I know that as beautiful and fun large cocks are to suck that its better/easier to be fucked by smaller (not too small mind you :) cocks
>>
>>1806330
>like

luke
>>
>>1806288

Damn, any more pics?
>>
>>1801889
A good fat cock can have me cumming lick crazy with enough forplay.
>>
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Is it big enough?
>>
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>>1801863
I need help here /hm/.
I wanna do my first time anal, and there's this guy that I've kinda been talking to.
The guy's a lot I want, he's literally 2 meters tall, 9 inches dick, and wants to do it at my place. Pic related.

But he wants to do it bare, no condom, and I kinda want it too, but of course I don't wanna like, get infected or anything. He says he has no aids and shit, but it still gets me pretty nervous.

What the fuck should I do? I wanna take him but well.
>>
>>1807364
Not worth the stress. Have him wear a condom.
>>
>>1807382
He says he doesn't likes them, that he doesn't feel anything when he uses them, and he's been insisting for like a month that if we'd do it it'd be without condom.
He even tried to go for the excuse of him not having money for condoms. Which is the shittiest excuse there can be.
>>
>>1807387
Seems pretty obvious to me. Why would you put yourself at risk of potentially catching something because someone's a little pushy?
>>
>>1807398
I'm kind of a size queen I guess.
>>
>>1807399
>virgin
>size queen
?????
>>
>>1807399
Just get him to do a test if you're really keen. He clearly is if you've been talking that long
>>
>>1803296
im a 6'2 bear and love a short twink
>>
>>1806288
good advice and very got, any dick pics?
>>
This was my first time
https://www.xvideos.com/video41842377/radmark_getting_fucked_part_2
>>
>>1801889
Reverse for me.

I don't really care about the idea of being dominated so much as the feeling of being fucked.

When I was a teenager I got a dildo to fool around with and found it felt pretty great so I tried finding a guy on craigslist to fuck me. I'd practiced with a pretty big dildo so I tried playing up the young white guy wanting BBC angle and actually found a couple blacks guys that were genuinely huge. I could get fucked all night long if it were an option, feels awesome.
>>
>>1807423
It's sort of a fantasy for my first time.
>>1807424
Is it even safe if he gets tested and turns out negative for aids?
How about any other STDs, should I at least tell him to cum outside or something?
>>
>>1807595
I’m like 5’8” and mostly top but feel so weird having sex with guys like 6’2” or taller. It feels awkward and I’m trying to figure out how to make that work lol
>>
I kost my virginity today and with poppers it felt really good.
>>
Not really sure what advice to give. See some guys say they enjoy the mentality of it while others saying they enjoyed the physicality of it but I found I thoroughly enjoy both. First time I had sex the guy ended up coercing me into it and while I mentally did not want it at first it actually felt pretty damn good which allowed me to mentally get into it half way through it. you best bet is to have a guy who is willing to warm you up, play with your butt, touch you, talk dirty, what ever gets you mentally into it and have him finger you or use a toy on you to get you physically ready and of course a lot of lube. No spit, no lotion, get straight up anal lube.
>>
>>1807387
Dude... I was with a guy for six months who said he was clean and exclusive with me. Said he didn't like condoms and felt he was losing his erection when he was wearing them. I said OK to going bare and within a week he gave me an STI. Unless you're living with him 24/7 after long-term "dating", use condoms. Don't be an idiot (like me).
>>
>be straight and 22 at the time
>friend invites me over for a 3 way with him and his wife
>thinking we're just gonna spit roast her and no gay stuff
>we get a little high next thing i know he's blowing me but I dont mind but I think that's as far as it'll go
>he stops i go down on his wife she's on the couch im on my knees on the floor my ass is exposed
>i feel something wet on my tight little asshole (I've played around a bit with my ass but never had cock in it)he's lubing me up
>he's 8 inches and thick as fuck
>I'm nervous but i keep eating his wife fuck it why not i think
>so he most certainly does, i gasp a little when he shoves it in
>he goes slow I can tell the thought of his cock in my ass has him already about to burst
>less than 5 minutes he fills my virgin boipussy
>we fucked around a couple times after that just the two of us
>he said once i give the best head hes ever had
>haven't seen him in years still think about that cock while i fuck my gf though
>>
Bump
>>
>bicurious teenager
>had made a couple of dates for hook-ups but backed out because they were sketchy
>see craigslist ad from guy visiting my city
>married, mid-40's, good shape, nice cock
>exchange emails with him
>he asks for a picture so I send one, neck down
>he asks if I'm really 18 (said I was when I responded to him) and I say yes
>arrange to meet at his hotel
>tell my parents I'm staying at friend's house and bike to the hotel
>so nervous I'm almost wetting my pants
>go up to his room and knock
>he opens the door in his boxers
>must have been pre-gaming since he was tenting his boxers pretty hard
>asks if I want some wine and when I say yes he pours two glasses
>chat for a few minutes until he says "want to start?"
>just nod
>he leans over and starts kissing me. day-old scruff scratches my face
>we make out for about 5 minutes and then he says "let's get naked"
>undress while he pours another glass of wine for me
>sip, make out, sip some more
>asks me to suck his cock
>tell him I've never done it (truth) so he guides me down and lets me take my time
>he's moaning and telling me I'm doing a good job
>pulls me back up and kisses me and says "you're not 18, are you"
>tell him no and that if I told the truth he wouldn't have had me over
>he says that's true, but since I'm here we may as well continue
>after sucking on his cock for another 10 minutes he returns the favor
>while blowing me he starts to finger my ass
>I've done that before but this is 100x better>he reaches over and grabs some lube and continues fingering me
>1 then two then I'm not sure how many fingers he has inside me but when he pulled them out I hungered for them to be back inside me
>he came up to kiss me again and told me he wanted to fuck me

cont...
>>
>>1808520

>now I'm really nervous and tell him I'm not sure I can fit him in
>he lays on his back and tells me to sit on him and guide it in at my own pace
>climb up, reach back and aim his cock at my hole
>press down and his cockhead slides off the hole due to all the lube
>embarrassed that I can't do it right
>he tells me to take my time
>try a couple more times and suddenly his cockhead pops into my ass
>slide down his pole a little and it seems I can feel every bump and vein on his cock
>lower inch by inch until I feel his pubes on my ass
>he asks how it feels and I tell him I feel good
>he says to start riding him and I do, letting his cock slide almost all the way out and then all the way back in
>slip out all the way a couple of times but slide it in easily
>got a rhythm going and he tells me he's going to cum and not to stop
>keep going until he groans, grabs my hip to hold me still and blows his load in my ass
>tell me to sit there for a minute and then tell me to jerk off on his chest
>I do and it takes all of 15 seconds to cum
>he lets me sit there a few minutes and then tells me to clean off his chest with my mouth
>I lift off his cock and start licking my own cum off his chest and stomach
>he keeps pushing me lower until I'm licking his cum off his cock
>tastes like ass but what the fuck
>lay together and chat for about a half hour until we shower together
>I blow him in the shower, get dressed and bike home
>repeat several times when he comes back to town
>>
>>1807975
Spoiler, not straight.
>>
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>>1805785
Thanks, I’ve got a lot of good stories with that guy.

I’m total sub, but a little jealous of switch types, seems like more options. I get turned on a lot by submitting and feeling the sex, but the shame and the thought of how dirty it is give me a rush too
>>
>>1807387
Why gamble when there's a guy in your area who will fuck you with a condom? There's not a single man or dick in this world worth a lifetime of popping HIV meds, sweety.
>>
>>1801863
This happened today

>be me, 21, average in every way
>live in post communist shithole
>>
I see everyone saying they found an ad for sex on craigslist.
How?
>>
How do people find ads for sex on craigslist?
>>
>>1808810
>find some half spanish half german bull visiting this place online
>bald, muscular with broad shoulders, maaculine chad jaw
>says he likes dominant kissing and fucking
>he comes over, he is even better looking in real life
>he grabs my head and we start to make out, insta boner
>I love feeling him up, when I touch his arms I can feel he is stronger than me
>we make it to the bed, me on bottom he on top, we make out
>he takes his shirt off, tells me to take my pants off
>tell him "make me"
>he forcibly strips me naked, I try to playfully resist but when I do he holds me down and he is stronger
>me naked now we make out again
>he gently slaps me, I slap him back
>he is like what did you just do boy, manhandles me so that I cant move
>he decides its time I suck him
>he takes his jeans and belt off and rolls over, I go in the position and start throating him like an absolute whore
>tell him I wanna get fucked and stop sucking
>he goes to take a condom
>he comes back, Im on the bed shaking ny ass, teasing him
>he grabs me by my legs and pushes me over
>climbs on top of me
>slowly goes inside me
>it doesnt surprisingly hurt but im like paralised and cant move
>he starts thrusting, i grab whatever part of him i can I wanna feel him up he is so strong
>he starts to thrust faster. I start to moan loud
>cant believe I make those moans, Im a quiet reserved homo
>he puts his hand over my mouth and keeps whispering in my ear good boy you like it dont you
>wanna say yes but can only scream loud moans
>he comes
>he dresses up we talk
>he stands and is clothed I sit on the bed naked
>I start to rub myface in his crotch, he loves it, he grabs my hair
> he is hard again, he unsips his cock and I suck him off again
>we talk some more while I rub and sniff his croch
>time for him to go
>we kiss goodbye
>im in love now. I think.

Just jerked of to this memory while I typex it.Sometimes things go soo right
>>
>>1808817
I had to open the window to get the sex smell out, my entire apartment smells like cum
Anyway we are gonna fuck the whole week so if my story got somebody going I will greentext the future hookups as well
>>
>>1808821
Take pics and show it to us u fag
>>
>>1808812
>>1808813
I don't think you can these days. You could try doublelist.
>>
>second year Uni student
>bi, fuck whatever
>guy a couple of years older than me in my 1st year course I have to repeat
>Big Maori rugby player kinda guy
>do a group project with him and 2 other guys
>fast forward a few weeks, bump into him in town and go for beers
>get to talking about relationships, tell him i'm bi, he's curious, never tried it with a guy, tell him i've never bottomed
>offer
>accepts
>return to my place, crack a beer, tell him i'm gonna have a quick shower
>douche with an empty shampoo bottle, don't want poos in my sheets
>go back out finish beers, bit awkwardly
>go to my room, bit of mutual cock rubbing, no kissing
>pull down my pants and bend over bed
>starts fingering my ass
>feels good man, rubbing my prostate, can feel the precum dribbling out
>crack out a condom and lube kit (like a little cardboard box thing with a condom and a lube sachet) from my bedside cabinet.
>he puts it on, and lubes up my hole
>starts to slide it in
>HOLY FUCKING SHIT THIS HURTS
>hop around the room a bit laughing, he's laughing too
>try again, it goes right in this time
>He fucks me doggy, it hurts pretty bad, starts to feel good towards the end, not pleasurable like fucking someone, more the contact and thrusting, etc.
>he finishes, I don't.
>clean up and go back out for some more beers and Xbox.
>Asks me if I want to try again after a couple of hours.
>Go ahead
>More adventurous this time, feels real good.
>He finishes again, I don't.
>We both fall asleep in my bed.
>get woken up by him again, asks me if i wanna go again.
>he's a fuckin animal
>hell yea let's go
>fucks me again, he doesn't finish this time but leaves his cock in while I cum.
>he leaves after that
>saw him 2 years later when he dated my female flatmate briefly.
>>
>>1802547
So you were pressured into doing a sex act under the influence of alcohol that you wouldn't have done on your own accord, sounds kind of like sexual harassment just at the border of rape.
>>
bump
>>
>>1808843
Fucking hot
>>
Never really wrote down an anecdote in greentext before so I hope I'm not bad at this


>be 23
>student in large town
>know I'm bi, dated a guy when I was in highschool but we never went further than handjobs and oral
>try to find guys on apps, be awful at it
>fuck it
>i'm gonna go to a gay bathhouse

>it's a half hour drive away
>somehow not once during this half hour did I turn back to just jerk off in my flat
>go in
>guy at the counter is really casual and chill, kinda takes the pressure off a bit
>lockers, get naked, towel around waist
>take a walk around the place, clearly hear some guys fucking in a room
>down a beer at the bar
>fuck it, let's just find the first relatively hot guy
>there's this tall, muscley Asian guy, around 40 years old
>not usually into Asians but hey he's the hottest guy around
>do the weird-ass slowly-walk-past-him-while-making-eye-contact thing and then kinda put your hand on his chest or something
>i'm feeling awkward as fuck but he's game
>we go in a room and he closes the door behind us

>the room is pretty small, and only has a sort of high bench/table thing with several levels and pillows on it, clearly designed to fuck on
>and mirrors on almost every wall
>I suck his dick for a while, he's a bit larger than average
>he's a bit vocal, really likes it
>he tries sucking me off a bit but I'm so stressed out that I can't get hard
>ask him to just fuck me
>"okay"
>act like I've totally done it before
>lie on my back on the bench/table thing
>he eats my ass for a bit
>feelsgoodman.jpg
>he stops and asks me if I'm ready for the rest
>yes
>he puts on a condom, puts on lube, some on me
>legs up in the air
>he positions himself against my hole
>starts inserting himself in me

(1/???)
>>
>>1809910
>I'd fingered myself before so I knew that feeling, but it still felt a bit painful and much more overwhelming than I expected
>asks me if Im okay, he can tell I'm not too used to it
>I'm good
>he starts going in and out slowly
>i'm starting to relax and enjoy it
>that's about when I realise that I can see myself getting fucked in the ass on almost every mirror
>there's even a mirror on the ceiling
>I can actually see his dick going in and out of my asshole
>for some reason that really turns me on
>he tries to jerk me off but I'm still half-flaccid
>tell him it's fine, just focus on fucking me
>he obliges
>goes in full assfuck mode
>i'm moaning a lot
>he's getting faster and faster, and pounding harder and harder
>i'm fucking loving it
>still have a full view of me getting fucked in the ceiling mirror
>keep telling him to go harder and oh god fuck me
>that gets him even more excited
>i can tell he's about to finish
>start jerking myself off cause I wanna cum while he's still in me
>I manage to cum at about the same time as he does
>he's doing those slower but reaaally deep thrusts thing when you're finishing right as I"m cumming too
>probably the most intense orgasm I'd ever had at that point

>he pulls out, we both take like 10 seconds to gather our breath
>he's got a huge smile on his face, tells me he had a really good time
>"t-thanks, y-you too"
>"so, what do you do?"
>we talk about work and random stuff for a while
>take a shower
>eventually go to the bar to get beers, he's a pretty interesting dude
>some other guys come up to the bar, socialise a bit
>feel a bit awkward talking to some guys in SM gear or fully naked but eh
>several of them tell me I'm really hot, one compares me to a greek god
>feel really happy and humbled about the compliments but also like maybe I'm setting my standards way too fucking low and shouldn't have been in this bathhouse in the first place
>oh well whatever
>overall have a nice time

(2/3)
>>
>>1809912
>we eventually go back to a room with the Asian dude and he fucks my ass again
>this time I make him lie down on the bed/table thing and I start riding his dick
>try to go kinda power bottom mode
>really hot but also exhausting as fuck
>he just ends up doing me doggystyle
>i keep pushing back against him to get fucked harder
>there are also mirrors in this room so I've got a very good view of myself getting pounded
>he gets more talkative this time, goes a bit into dirty talk territory
>he even (softly) slaps my ass a couple of times
>my dick is diamond
>once again we finish at the same time (turns out I'm pretty good at jerking myself off to cum at about the right moment, still do it)
>this time I tell him I really got to get going, it's getting really late
>tell him I had a great time and all that, bye bye
>shower, lockers, get dressed
>he catches me on the way out
>gives me his phone number on a piece of paper
>tells me, no pressure, to call him if I wanna do stuff again


>end up losing the piece of paper


(3/3 the end)
>>
I think it's better to be topped by a bottom because they are more sensual and generous with giving pleasure. Also they are more gentle and overall more fun to be around.
I recommend taking a shower with the guy and letting things unfold.
>>
>be me, 17, in the "I'm too horny for my own good" period
>arrange to meet a guy for sex at his apartment
>says he's a top, 40-ish, a bit overweight, hairy as a bear
>meet, make out, exchange BJ's, frot
>do this a couple of times
>one night I'm at his place again
>cock is diamonds with all the foreplay
>he pulls out some lube (we used it before for handjobs) and asks if he can hot dog me
>I say OK
>he spreads some on my butt crack and on his cock
>me on my stomach, him on top
>he starts sliding his cock between my ass cheeks
>feels extremely erotic
>meanwhile he's kissing my neck and breathing on my ears
>puts his cock right on my hole, pushes a little and then backs off
>for that one moment I was anticipating/hoping it would go in
>more foreplay, more hotdogging
>cock at my asshole again and he pushes slightly
>feel myself arch my back, almost begging that it goes in
>it does
>catch my breath. I actually have a cock in my ass
>know I should ask him to put a condom on but I'm caught up in the sexual tension/arousal
>he leaves the head on his cock inside me and continues kissing and caressing me
>inch-by-inch he goes further in
>caught between fear of not using a condom, the high of risky sex and the overall horniness of the situation
>before I know it he's balls deep inside me
>doesn't move his cock for about 10 minutes, just awkward kissing (my head is turned about 100 degrees)
>he slowly starts fucking me
>feels great
>picks up speed
>his personality changes from being a gentle lover to someone fucking for their own pleasure, and I'm along for the ride
>pinned to his bed I can do nothing but take it (and I do't mind taking it)
>5 minutes of relentless pounding and he blows his load in my ass
>all I can do is lay there and be his body pillow
>later get up, get dressed and go home
>do this about 20 times over the next 2 months before he loses interest in me
>>
Tfw just got fucked by a tranny who was head and shoulders taller than me.

Am i gay now?
>>
>>1810035
>03:01:00
Yes
>>
>>1801863

>Be 22, just moved out
>straight for the most part
>Invited cousin over to see my new place
>Start getting drunk with cousin
>We're extremely close, more like siblings, but we rarely meet
>Catching up, talking about the past year
>She tells me she has a friend who is into me
>Ask if she's hot
>She says it's a guy
>Well I'm curious, let's have a look
>She pulls up his instagram
>Very feminine twink guy, 19, seems to live for fashion
>Not really my cup of tea
>At this point I had only been with girls anyway, all though I didn't cringe at the idea of being with a guy
>At least not in my then drunken state
>Tell her I'm good to her disappointment
>Skip ahead a few days
>Just got home from a party
>Slightly buzzed
>My curiosity gets the better of me
>Check out his instagram again
>Scrolling through
>Accidentally like one of his pics without noticing
>Wake up next day and check my phone
>He sent me a message request
>Not sure if I should open it or not
>Decide to go ahead and read it
>"Hi are you (insert name)'s cousin?
>Exchange a few messages back and forth
>Seems like a nice enough guy
>Laughs at my unfunny jokes the same way girls do when they're into you
>This goes on for a few days
>Get a call from my cousin out of the blue

Cont..
>>
>>1810920

>Tells me I got to make a move because he won't leave it alone
>Laugh and tell her no way, still into girls.
>She's annoyed but accepts my decision.
>Asks if I wanna go out and eat next weekend
>Skip ahead a few days
>meet her at a restaurant downtown
>Immediately realize I've been tricked
>She brought the guy with her
>She's grinning from ear to ear
>Act unfazed by it
>Introduce myself in person and we order food and talk
>Really enjoying the company desu
>Then she acts like something came up and she has to leave
>She's an awful liar, and it was in no way smooth, and very obvious what she was doing.
>She leaves and we keep it going
>No awkward pauses or anything
>Guy is surprisingly easy to talk to
>End up at a bar further down the road
>We're both drinking and having fun
>He ends up with his hand on my thigh
>Dick reacts positively
>Take a cab back to my place
>It's a tall building and I live on the 8th floor
>He's all over me in the elevator
>Dick is very confused, but solid at this point
>He wastes no time
>Pulls my pants off as soon as we get in the door
>Gives me the S U C C
>Realize that girls have no idea what they're doing compared to this guy him
>He brb's into the bathroom
>I get out of all my clothes, turn on the tv LOUD, because of thin walls
>He comes out naked
>RIght back to giving me head
>Puts a condom on me and get on my lap
>This is new to me so I just let him take control
>He gets on and does his thing
>And he knows exactly what he's doing
>Convert me into bisexual right there
>Can't have lasted more than 5 minutes at first
>But we stayed inside, ordered food and fucked for the next 2 days
>Cousin blowing up both our phones asking both of us what ended up happening
>We just laugh at it and blow her off

Skip ahead to the current year and we're still together and live together.
>>
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Closeted Bi guy with girlfriend. Im tall and athletic so I attract allot of girls and guys but never had the balls to get with a guy. I was in London for work staying at a hotel so I went out with my colleague drinking and we get separated about 2am. I walk home very drunk and meet a cute guy. Ask him where his coming from and he says a local gay bar. I ask if he's gay and he says yes. Hormones take over and I grab he's hand and lead him off to make out. He then leads me to where he works he has a key card that gets us to a kind of garden out back and we go to dark corner and continue to make out. Take my chance and get on my knees and pull he's jeans down to find he's hard as fuck and pretty big which really turns me on. First time sucking dick and can tell I'm bad lol so he starts face fucking me and I let him. Pull my trousers down in full slut mode and let him fuck my big ass bare back. He doesn't last long which bums me out as I enjoyed it after the initial pain. Walk back to the hotel with cum dripping out my ass. Never had gay sex since this day and got checked for std at the doctors and was very luckily clean I would never make that mistake again I was shitting myself until the results came. Still makes me super horny to this day
>>
I'm some sort of bisexual with a crazy lust for trannies, had trannies fuck my ass a lot

also had a guy fuck my ass a few times, it was good

however i find it almost impossible to successfully clean my ass, which is why i alost never bottom

i tried douching with the shower hose but it's like a process that never ends and more shit keeps coming out so after a while i say well fuck it and i just dont have sex

tips? i really love it in the ass and i have a great body and and ass, it's a shame really to have an ass like this and not have it fucked
>>
I’d say be picky and be smart with who you bottom with for the first time. Not just because of STDs, but because, even if you don’t end up liking it, it’s going to be a big moment in your life. My first time bottoming was with my boyfriend, that I’m still with. The first time his cock slipped in my ass it felt like someone had stabbed me with a knife back there. We had to stop a few times, but eventually it did feel really good. Today (5 years later), he fucks me regularlly bareback, dumping his loads in me whenever he gets the chance. We’re exclusive but we still get tested regularly. When he hits my PSpot it feels like electricity (in the best possible way.) Even though right before I met him I would have let anyone take my cherry, I’m glad it was with him and that we’ll always have that memory together no matter what happens.

My first time topping a guy was a terrible experience and ended with me getting gono which is not fun at all. But I wasn’t being picky at the time.
>>
>>1801863

>hit up craigslist
>chat with an unbelievably hot daddy
>6'3" full beard and fit
>agree to visit him at his job
>Show up and wait for the doorman to let me in
>Doorman looks like a shorter version of Danny Devito, incredibly repulsing
>Yellow brick road song pops into my head
>"Hey anon" -says the dwarf
>CATFISHED.jpg
>Too nice to leave and just tell him he looks even better than his pictures
>"Wait till you see my cock" -he says
>When he takes off his pants it's hard to see it
>Literally the smallest penis I have ever seen, about the size of those old pink erasers
>It smells like medicine and his naked body smells like year old onions

cont?
>>
>>1811587
No!
>>
>>1811587
>>1811588

>put my mouth over his dick
>tastes like feta cheese
>he cums within seconds and I can taste bitter coffee and blood
>wants to top me
>I-I don't think that would be possible...
>Doesn't heed my advice and tells me to bend over table in the custodial closet
>he pulls over a step stool to reach me
>tries for minutes but his dick can't even get passed my butt checks
>sneezes during his struggle and I feel globs of mucus hitting my back
>he doesn't try to clean the globs up and I can feel them drying on my back
>imagine clicking my heels three times and appearing home
>can't believe how swindled I got

cont?
>>
>21, in college trolling craigslist casual encounters. always been attracted to men and used to ride big 10 inch dildos but never hooked up with a real guy. Meet a guy who works in the same building as me. we message pics and he shows me how big his cock is (he's married too). One day i head into his office and without speaking i strip down on all fours and he starts eating my ass. Tongue feels good in my asshole. I suck off his big cock and choke on it (always had fantasies about huge cocks fucking me) He bends me over and squeezes his big dick inside of me and covers my mouth so his coworkers won't hear him fuck my virgin ass. Start cumming as he pounds me doggystyle. He cums in 5 minutes cause my ass is so tight and i feel it leak out of my ass. I go over to his office and still fuck him, can't lose the taste for his big dick. his wife doesnt know but he says my asshole is way better than her pussy
>>
>>1803439
Not that anon but it depends. Test your hole what parts of it are sensetive? I have almost no sensation in my prostate but my rim and entrance are really sensetive, so I prefer thick short cocks. If you're the opposite way around then you'll need a longer thiner one.
>>
>>1811590
>cont?
No thanks.
>>
Play with yourself first and see if you enjoy it before you commit to putting a dick in your butt, lol
>>
>>1810923
cute!
>>
>Be me 19 stationed in Korea
>been drinking rice wine and soju
>Bar hoping on hooker hill in itaewon
>Go into small place near top of the hill
>start buy a beer and chatting up the juicy girl
>turns out this place is a massage parlour that gives happy ending.
>alright I'm game
>get naked and get on table
>she gets naked and that's when I see the dick
>really small almost cute
>I'm shocked but not discouraged from continuing
>she asks if I like
>I laugh and say it's cute
>she smiles and starts dumping oil all over me
>she start massaging and oil is going EVERYWHERE
>she climbs on table and lays on top of me
>uses her body and small tits to massage my back
>I feel her hard dick on my ass cheeks
>she starts to hotdogs me
>I'm so fucking hornet I don't give a shit
>she slides up to my ear and asks if I'm ready
>when I shake my head she thanks me for it
>shes small and there is so much oil she slides in pretty easy
>some pain but not as much as I expected
>she start slow but by the end she is fucking me pretty decent
>tells me I feel great and she gonna cum
>I say go for it and she dumps her load I to me
>gets off me after getting off in me
>and tells me to flip over
>I do so and she slides my dick into her ass
>rides men pretty good
>see her small dick bouncing around
>realize it's getting me harder
>I start pounding hard into her
>cum with the force of a thousand suns
>gets off me and let's the cum dribbles out her ass onto me
>licks it off and says $40
>with just cumming I start freaking out
>pay her and clean up
>go back to my barracks and go to sleep
>go to the medics next day and get tested for EVERYTHING
>thank fuck I'm clean
>went back to her 6 more times before leaving
>never did ass play again scared next person wont be clean
>>
>Be me 19 stationed in Korea
>been drinking rice wine and soju
>Bar hoping on hooker hill in itaewon
>Go into small place near top of the hill
>start buy a beer and chatting up the juicy girl
>turns out this place is a massage parlour that gives happy ending.
>alright I'm game
>get naked and get on table
>she gets naked and that's when I see the dick
>really small almost cute
>I'm shocked but not discouraged from continuing
>she asks if I like
>I laugh and say it's cute
>she smiles and starts dumping oil all over me
>she start massaging and oil is going EVERYWHERE
>she climbs on table and lays on top of me
>uses her body and small tits to massage my back
>I feel her hard dick on my ass cheeks
>she starts to hotdogs me
>I'm so fucking hornet I don't give a shit
>she slides up to my ear and asks if I'm ready
>when I shake my head she thanks me for it
>shes small and there is so much oil she slides in pretty easy
>some pain but not as much as I expected
>she start slow but by the end she is fucking me pretty decent
>tells me I feel great and she gonna cum
>I say go for it and she dumps her load I to me
>gets off me after getting off in me
>and tells me to flip over
>I do so and she slides my dick into her ass
>rides men pretty good
>see her small dick bouncing around
>realize it's getting me harder
>I start pounding hard into her
>cum with the force of a thousand suns
>gets off me and let's the cum dribbles out her ass onto me
>licks it off and says $40
>with just cumming I start freaking out
>pay her and clean up
>go back to my barracks and go to sleep
>go to the medics next day and get tested for EVERYTHING
>thank fuck I'm clean
>went back to her 6 more times before leaving
>never did ass play again scared next person wont be clean
>>
>>1811939
>>1811940
WTF why did it post twice?
>>
>>1811939
I'd bet that $40 you spent that you still got something.

1) clamydia and gonorrhea take 7-10 days before they show up on a test.
2)you'd need a rectal swab to check for a rectal infection and I bet you did not tell the base doc you took it up the pooper, nor would the doc have even done one because a lot of docs still don't realize people who have anal sex need anal testing.
3) HIV and syphilis would take weeks to 3 months before they would show up on a test.
>>
I will bottom on occasion but the first time I bottomed I was 16 and got fucked by a guy with a huge cock. I didn’t know anything about douching and shit all over him - which he loved and just kept on fucking me.
>>
>>1811947
I got may self tested after every visit. And because its free in the service and some are mandatory, I'd had myself tested every six months and sketchy escapes. I'm 38 now and the only thing I got was HPV and I got that from my wife... go figure
>>
>>1811962
Sketchy Escapades*
>>
>>1802547
god, I wish I were that dyke
>>
I'm thinking about trying anal (receiving) with a long time friend this weekend. We haven't seen each other in years, and the furthest we've gone is him blowing/rimming me and using a small plug on me, and me blowing him for 15 seconds.

I have already prepped hair-wise, ordered an enema bulb on Amazon, condoms and lube. Also I owned a dildo that I rode 3 or 4 times before tossing it because I moved and didn't want to risk anyone seeing it.

Excited but nervous. Really hope I don't back out of it again.
>>
>>1811939
>her
>>
Met guy on Craigslist, smoked meth, instantly a slut, fucked me bare for hours. Didn't feel him cum in me, says to me after " how do you like being positive"? 5 years later still negative. Guess the chances are low if he was poz. Or he was joking Idk. That feeling of my ass being used and going home with cum in your ass. Since then I've been breed the more times, still negative.
>>
>>1812929
Noice
>>
>>1812144
If you’ve never done an enema definitely practice at leasg once beforehand, also do it around an hour before the actual play
>>
>>1801863
I'm a pansexual guy (just about 50/50) who just had anal sex for the first time. I'd sucked several hundred miles' worth of cock but just had no luck in finding a partner who knew what the fuck they were doing when it came time to get penetrated. I'd used toys of various sizes and shapes and they did very little for me - either they felt weird or were the wrong size or whatever. Then, at long last, I hooked up with a young man at an ABS and - well, let's just say that I now understand why so many women screech and moan and howl when they're taking a cock. I can't describe the feeling - it was totally different from anything I'd ever experienced. Within like three strokes I slid into some kind of total surrender/acceptance state, apparently I made so much noise people outside were remarking on it but I don't remember anything but that incredible sensation. I didn't touch myself but I shot so much jizz all over the floor I almost slipped in it.
>>
>>1811587
>>1811590
I hope you learned to tell dudes like this to fuck off. That dude knew he was blatantly lying to you, and was just banking on you being polite or horny enough for that pity fuck. Who knows what else he's lying about with his ointment-smelling dick.

Cut your losses, let him jerk off his sad dick with his pinky fingers while you move on to bigger better cock.
>>
>>1809913
Go back there anon, find the asian dude
>>
>>1813567
what's an ABS?
>>
>>1814053
Adult Book Store.
>>
>>1808521
Was it more rough/kinky next time?
>>
>>1814085
Not really. He was certainly dominant and knew what he wanted, and I was more than happy to give it to him. About the most kinky we got was some pee play and some light bondage.




>>
>>1801891
WTF BRAS ON THE FLOOR?
>>
> be 18
> still confused but whatever, mostly been with girls, have tried out bjs with 2 guys but nothing more
> parents and little sis away for weekend
> have place to myself, decide to man up and put two days of privacy to proper use
> met someone cute couple weeks earlier
> messed around a little already, but nothing too extreme
> first day it's going well, walk around house naked, trading bjs
> night we go to backyard and fool around, I'm comfortable with all this
> day 2, more of the same
> wanna try fucking
> am in lounge room resting against sofa while he tries get it in
> takes a while before success
> lean there and get ploughed, so many sensations
> trying to relax and enjoy it but not in that place yet
> keep head down, eyes closed and work through this
> hear car in drive
> wtf?
> disengage, both run to my room
> get dressed, act cool
> door opens it's my big bro and his wife, random visit to make sure I'm ok I suppose
> meet them in the lounge, two sets of clothes lying on the ground
> me all hot and red from being freshly fucked
> feel like I'm walking strange
> my new friend comes out and says hi
> brother looks at me, winces his face
> ok guess it's all out in the open now
>>
>>1801889
It it both psychological and physical for me. I cum very very easily while being fucked - but it doesnt cum in squirts, more like an uncontrollable ooze
>>
>>1801863
my first time anal is not such a great story.....it involved being forced while using a puclic restroom. it was violent at the start, but my erection proved I liked it
>>
>>1814021
alas, that was years ago and i've since moved to a different town
>>
>>1814254
hahaha omg, did he ever say anything?
>>
>>1815096
There was an awkward conversation a year later when he was drunk. Our family is real strict and I denied everything, the only thing that saved me was not long after our talk I started seeing a girl.
I've spoken to his wife openly about it, she is cool af and agrees it's best I keep that to myself. Because she knows as much as I do that he wouldn't handle very well having a bi brother.
For the record that night my friend and I tried again. I was a lot more relaxed and it went well. Very well.
>>
> 21, 5'2", probably still around 115 pounds
> dont go to college, but pick my friend up. im in his classroom.
> im introduced as "the gay friend" i just came out weeks ago so im extremely nervous
> professor is tall, blond hair, kinda messy, glasses, strong though
> prof tells me to come by again.
> i pick up friend a third time. prof hits on me. tells friend to get something. demands number, i say ok because hes making me melt.
> two weeks later, get a text. its his address. he tells me hes hard. tells me to come over
> ok
> get there, he grabs me by the chin, pins me against the wall by his door. we kiss for a while. he eases me down.
> fattest dick ive ever seen desu. ive sucked a few. i go for it.
> tells me hes gonna fuck my cute ass
> ok
> he spends like 15 minutes penetrating me with his fingers and lube while im bent over in his bed. im hard.
> he pushes against me. i cum before hes inside.
> he pushes in. it hurts. i cry. i dont tell him to stop though.
> he rails me and calls me "boy" (insert kratos joke)
> pulls out cums on my ass
> im shellshocked, he gives me a towel. we hold.
> ghosts on me. two weeks later, i get a time and his address again
> i hate him and he ruins me for seven months
>>
not my first time, but i don't do anal often so i'll remember this forever...
>be me; in college, 21 years old and twink body
>meet 30 year old on grindr, have kinky conversation about all the things we'd do to each other.
>i've had a history of not coming through on grindr because id get so nervous
>i talked myself up and said how much i wanted to be fucked, how i wanted multiple loads, etc.
>i guess part of me didn't think id come through on it
fast forward a week
>drinking with friends on a friday night. super horny.
>hit him up. hes home and tells me to come over.
>i ride my bike across town and approach the apartment building.
>im so nervous im practically shaking. i pause once before pressing the buzzer.

cont....
>>
cont from >>1815369

>i buzz. moments later i hear the door open and i begin my ascent up the stairs.
>he told me to just walk in so i do and i find him naked on the bed.
>without saying much more than "hey" i begin to undress
>before i finish getting naked, he tells me to grab one of his jockstraps out of his drawer.
>he tells me to put it on.
>i do
> by that time he hands me a pipe with weed and i take a hit.
>he says "why don't you start sucking me?"
>start sucking his flaccid dick
>hes definitely a grower. it gets up to 8"
>he only waited until he was hard and his cock was wet to get me on my knees on the edge of the bed
>without saying anything, he slides his fat cock in me raw
>i maybe would have said something but it went in so easily.
>normally i have a hard time bottoming but his cock was so wet and my hole was so hungry so he was able to start destroying my hole right away.
>he grabs the jockstrap im wearing, wraps it around his hand, and alternates between slow rhythmic fucking and rough fucking.
>10 minutes in and he is dripping sweat.
>he tells me to start fucking myself on his cock
>work his cock with my hole until hes had enough and fucks me harder than ive ever been fucked.
>he unloads a monster load in my ass and slides his cock out
>he makes me clean his cock with my mouth
>he takes a break to smoke more but makes me stay on on the bed
>hes smoking while im still on my hands and knees on the edge of the bed.
>he tells me to get on my back on the edge of the bed and keep my legs up and back, exposing my gaping hole to him.
>he takes a couple puffs and orders me to start to push his cum out of my hole and into my hand then shove it back in my hole.
>i obey and the im overtaken by the sluttiest feeling in my life.
>there i lay, still havent cum, pushing his load out of my ass and then fingering it back in as he smoked and watched me like the whore i was.

cont....
>>
cont from >>1815377

>when he was finished, he fucked me again, using his previous load as lube.
>the rough fucking made my hole and his cum all messy.
>hes still fucking me on my back and he pulls out and sprays all over my chest.
>he then starts to rub his cum all over my chest, lathering it all over my body.
>he takes another break while i continue to put on a show for him, fingering my hole with my ass up in the air.
>i cant see it but i can feel my hole is absolutely destroyed by it doesnt hurt at all.
>by now his cock easily slides in and out considering all the cum and my loose hole
>hes fucking me a third time to finally get me to cum for the first time.
>im rubbing his cum on my chest and using it to jerk off.
>i feel like im on the edge. i tell him im about to cum.
>he quickly cups his hand under my cock and gets all my cum in his hand.
>then, i remember what i said weeks ago on grindr.....
>im on my back and he tells me to bring my feet back further, with my feet basically behind my head
>with my hole positioned perfectly upwards, he dumps my cum on my gaping hole, stands up, and uses his cock to push my own load in my ass.
>by now my ass is basically overflowing with cum.
>usually im having post sex regret right now but i have just completely let go.
>in that position, he finishes for the final time
>while standing, he drops his load on my face.

>we shower and I leave.
>continued to fool around for a couple months
>>
>>1815369
>>1815377
>>1815379
Fucking hot
>>
>>1801863
Iv have hooked up with a few guys befor and nevered bottomed untill i found my self a nice daddy type fuck buddy, i alwasy go around to his place and suck him off untill one day i was really in the mood and clean and i let him be the first person to fuck me, now i cant get enough of it.
>>
>>1801863
>just starting to explore my sexuality
>had met a younger black guy three weeks before and exchanged blow jobs
>he called and wanted to meet up again
>go to his place
>get naked on his bed and suck each other's cocks
>he's 4'5" so not very big
>after a lot of fooling around I ask him if he'd fuck me
>he's reluctant but says OK
>gets behind me and puts on a condom as I lube myself
>slides in. he's small enough that there's no pain
>really feels nice. good size for a beginner like me
>while he'd fucking me I look between my legs
>long stream of pre-cum flowing out of my cock, lit up by the glow of the street light outside his dark bedroom
>enjoy him fucking me
>he finally cums and lays back on the bed
>I take the condom off his cock and suck him clean while I jerk myself off
>all-in-all a nice experience
>>
>>1811220
eat more fiber. Psyllium husk is good source
>>
> be me 20years old. Gf makes me try anal with strapon
> Love it
> I became a bit submitted to her while doing it
> Fast forward she leaves me
> We stay in good terms
> Tell her I miss anal
> She tells me to try with men but I didn't wanted
> Later she went black and told me how he is dominative
> I felt kinda excited
> Went on Grindr
> I get tones of offer
> one black guy talked to me
> We talked for days
> I went to see him
> He makes me go naked
> I was so excited
> He put his dick out
> Biggest dick ever seen
> Suck it deep in his living room
> He later fucked my ass like I was never fucked by my ex gf.
> Cum on my face
> Feel like a slut
> Went out and told my ex.
> "You understand why I like blacks"
> "Yes"
> We both went black and never went back
Kik dosiland if you want to talk
>>
>be me 16 sophmore in highschool
>Horny as fuck always
>Search craigslist looking for a daddy
>Find 50+ guy looking for a young boy
>Drive to hotel a couple of blocks from my school
>knock on door
>He answers in just his pants
>I walk in and close the door and drop to my knees
>Without saying anything I pull down his pants and take his 6' soft cock in my mouth
>Suck the fuck out of it till its 8'
>He picks up my tiny body and throws me on the bed
>Proceeds to rim me
>Im moaning, begging for him to fuck me
>Pours lube all over my ass and his cock
>Slaps my hole with the tip, then slowly starts pushing
>Too horny to ask for condoms, plus he showed me his papers beforehand
>As he gets deeper inside me im screaming in pain, he doesnt stop
>Fucks me for 20 minutes,
>Im begging for his cum
>Feel him get fast and faster
>Finally grabs my hips and bottoms out in me
>Feel his cock pulse and empty his balls inside me
>Slowly pulls out and makes me clean his cock
>After a while i get dressed, take the money off the dresser to be quite(he knew I was underage)
>Havnt seen him since
>best fuck every
>>
>>1817288
>he showed me his papers beforehand
about 5 years ago someone used that line in craigslist rants & raves. in 15 minutes i made a fictitious std test result showing i was clean. don't be stupid/naive.
>>
>>1801863
>start meeting up with older guy
>I'm more of a bottom, he's more top
>he has ED so doesn't get fully hard
>firm enough to fuck my mouth but can't fuck me
>we try but it's like pushing a rope into a small hole
>we joke about it but I really wanted him to fuck me
>we've been meeting for a few months and I'm at his apartment
>sitting on the floor with my back to his bed
>he's standing in front of me fucking my mouth
>his balls are slapping my chin
>I have drool dripping on to my chest
>after about 10 minutes of this he cums in my mouth
>drool and cum flowing down my chin
>sit there to gather myself and there's a knock on the door
>I sit there while he answers
>he walks back in and he's got a friend with him
>not sure about this. never met the guy
>my friend explains his friend is a long time buddy and he's been telling him about us and asks if he takes over
>I haven't cum so still horny so I say OK
>guy strips down and I realize he has a prosthetic leg
>he takes his leg off and stretches out on the bed
>by now my friend has given me a towel to clean up with
>get up on the bed and make out with new guy for a while
>do down on him and suck his cock. it's nice and hard, long but not too thick
>my friend comes over with a condom and says "you always wanted to get fucked, right?"
>ask new guy if he wants to fuck me
>he says yes but I have to be on top since without a leg it's hard for him to thrust
>wrap him up, lube my ass and squat over him
>slowly lower myself on his cock
>a little pain but I ease into it gently
>start riding his cock
>I'm in heaven. first cock in my ass
>still riding him and my friend stands on the bed and lets me suck his cock for a while
>too awkward so he gets down and let's me ride the other guy hard
>few minutes later guy cum
>get off him, remove condom and slurp the cum off his cock
>while he recovers I get back into my original position on the floor and my friend face fucks me again
met up with both several times. same scenario
>>
>>1817183
no wonder she left you
>>
>>1818072
lol
>>
>>1803424
I wouldn't agree?
I'm personally a bottom only, like to be used, and get probably around 10 different tops a day sending me a message from my area, and I don't even have a pic up (grindr).
I've only encountered 3 or 4 other bottoms around here, maybe I live in the promise lands for slut bottoms like me
>>
>>1801893
Enema kits on amazon are like 10 bucks( the bag one) ,unless you are planning on getting rammed daily this is the method that best works (personally) just takes a little while,however if you plan on getting rammed daily you shouldn’t be eating much anyway so a bulb should work
>>
>>1813317
Yes I agree.... don't douche right before the fun...
>First ever meet up, used toys but not real dick
>douche lots before getting in my car to go get fucked by someone almost triple my age
>Extremely nervous, pull up at his house, he's standing there in dressing gown
>my ass decides this is the time to tell me that all of the water did in fact not come out
>remainingwaterexits.jpg
>Underwear now wet, I can't just drive away, decide to go in and go to toilet to check the damage
>nope I need to leave
>made an excuse about being too nervous and ended up going home
>cleaned up and got fucked by someone else 2 hours later though so day was still good
>>
My first and only time anal was with a guy I hooked up on yahoo messenger. I had been wanting to try anal prior to this so I practiced with dildos and butt plug. When we met it he loved and fingered my ass. When he tried entering me it hurt to much. It was not until he had me sit on his cock that I his cock went all the way in me. What a great fucking feeling. I rode his cock for a bit just enjoying it. Once I was nice and loose he fucked me in every postion. I ended up cumming hard wothout my cock being touched. It was a great first time for me.
>>
>>1811220
I'm a bottom slut and don't want whoever is pounding me to have any dirty so If I know it's happening the next night, I don't eat breakfast, lunch or dinner that day, then douche a couple hours before, then again about an hour before, using alot of water, it's a lot of dedication for the dick but it gets them wanting more
>>
>>1820067
and where is this promised land?
>>
>>1820131
Pretty much most towns in the UK are like this
>>
My first and only time bottoming
>super horny after work
>hit up Grindr
>decide today’s the day I get fucked
>buy a bulb and clean out in a McDonald’s bathroom
>put plug in to stretch me out as I walk it to guys place
>meet up
>shorter than I thought but okay still cute
>we get in the shower, naked fun
>dick smaller than I thought but okay still not bad especially for first time
>tell him be gentle since I couldn’t get a full clean out
>says okay and proceeds to finger fuck the hell out of me
>ouch
>can feel my insides shifting a little but proceed
>suck him for a bit and then get condoms
>height differences make many positions awkward. Only good one is me standing and bent over at a weird angle
>proceeds to fuck me like jackhammer with no rhythm
>tell him to slow down
>does not listen
>it happened
>pooped on dick
>oh no
>removed condom and take a break
>hit showers again
>suck him off but I hate him at this point
>knock knock
>who the fuck
>”anon, my roommates are home”
>kill me now

We spent like half and hour in his room until I decided fuck this I’m going home. He wasn’t out to his roommates so I imagine that was probably awkward.
>>
My first experience hurt like hell... He wasnt that big as in length but he made up with girth. Tried doggy and just the head made me want to stop but once he got the whole thing in and loosen me up i actually loved it. I love being came inside too and beating off while feeling cum ooze out my ass. In my opinion you should only do it with someone who your comfortable with. Someone who will stop when you need and be okay with it. If its forced your not going to have a great time. Lots of lube is also a pluss too
>>
My first time was back in college. I met a guy and we were just hanging out in my dorm room. Somehow the topic of masturbation came up. We chatted about that and he mentioned how he liked to do it. He pulled down his shorts and showed me. I did the same. He reached over and started giving me a hand job, so I started giving him one. Next thing I knew I leaned over and started giving him a blow job. I don't know why, I just did.
After a few minutes he came. He then gave me a blow job, and that only took about two minutes. As we were both about 18 or 19, it didn't take long to get hard again. He said he wanted to fuck me. He used spit for lube. He slid it in slowly, and then started pumping. I was dripping like crazy, but I didn't come from his fucking. He came after a few minutes, and then it was my turn. I was in him for maybe three minutes before I came. It was quite an experience. We got together once or twice a week after that. Great times!
>>
>>1813674
I like you anon :')
>>
>>1820833
:)
>>
>>1801863

Anyone else notice that once you break a guy in, he becomes a lot more willing to take it? It's been really funny watching my boyfriend go from 'hey dude I really like you too but I'm just not comfortable with another guy topping me' to moaning as I bend him over and fuck him as if he were a bitch in heat nearly every weekend now. Recently bought him a few jockstraps to start wearing too.
>>
irst time but hey, an anal virgin had his card taken.
>Be about 19 or 20 years old
>Bored as hell, stuck in a rural town in South West England
>Surrounded by normies or straight people into the same stuff as me
>Moved here recently so my only friends are co-workers, no nightlife in town whatsoever
>Turn to Craigslist and Grindr to try and find someone cool
>One day grindr finally answers my prayers, I meet with this cute sub a year younger than me who is a big ol degenerate into weebshit and vidaya
>There's a catch, being that he's almost never free and neither of us can host
>Nonetheless we still chat when we can talking about Nintendo shit, Jojo and kinks
>Eventually we say fuck it, we'll just do it in public, on a day we're both free we sneak off to a park, it's pretty out of the way from the rest of the town
>Get behind a tree and start hugging, making out, getting really handsy
>I get out a buttplug and lube it up, then put it in him
>Continue making out for a bit then he gives me head while I play with the plugs vibration settings
>I'm fucking diamonds and can't wait anymore, take out the plug and slowly enter him
>He's got his hands on the tree to stay balanced while I'm pounding him
>He's taking it really well for his first time, cock is dribbling as I'm pounding away
>Eventually manage ot build up to me thrusting really fast, then I cum inside of him
>I pull out, we get dressed gather our things etc
>Then notice some dog walkers are entering the park (there's a long path way so there's a fair amount of distance between us)
>We walk past them while trying to act normal
>Once we're done, hold hands and walk til we're back in town then go our separate ways
Easily the best guy I've been with, but it sucks because other than one other meet up we were never free at the same time due to work and I've since moved out of that place.
>>
>>1821159
Not MY first time but hey, an anal virgin had his card taken.*
>>
>>1817183
My current (and only) girlfriend also got me addicted to anal. I've always been bi but I was a virgin before I started dating her as we started in high school, but if for some reason we don't work out in the future I'm probably never going back to girls again, I'd miss getting fucked too much
>>
When I was 26 I met an 18yo guy off A4A and we swapped head in the back of my car, first time for both of us. I felt a huge amount of guilt since I was closeted and my family is incredibly religious. He sort of fell for me, but I was really struggling with the whole thing.

Then a few months later we met up just to hang out and I ended up fucking him in the back of my car. It was horrible, awkward virgin carsex and neither of us came until I pulled out and we jacked off together. I fell a little for him, but I think he lost interest in me.

Then a couple years later he hit me up on Grindr and said he was in my area for an interview with the police department. He came over afterwards and we had much better sex on my bed (we'd both had a lot more practice with other people by this point).

Then he ghosted me :/
>>
>>1801863
1/2
>Be me 18
>Never really met any gays that weren't feminine
>Say fuck it decide to finally have sex on Grindr
>Start getting a lot of attention but settle on this handsome white dude 34 8 inches (the selling point for giving my virginity)
>We talk for a while and decide to meet at his place
>Have my first kiss and make out session
>Turns out I love kissing
>Move on to sucking his dick because I'm eager
>Cock tastes way better than I imagined really want him to cum in my mouth but want to have sex
>Soon we get naked and move to his bed
>We 69 for a bit and eventually I manage to take him into my throat, but I'm a newbie so I had a lot
>He likes it
>After throat fucking me a bit, he pulls his dick out, it's covered in thick saliva; like slobber I guess
>moves between my legs
>He fingers me and rims me feelsgoodman
>legit didn't think a tongue going in my hole would feel this good
>Sometimes he slips out to suck my balls and diamond hard dick
>We get into the missionary position (kind of like mating press)
>He aligns his cock with my hole bare
>I was naive and needed a bare cock luckily he was clean
>He slides into me
>It king of hurts even with the prep
>Damn he's big
>It really hurts; not a burning sensation but a sharp pain deep inside because of how long and thick he is
>Finally gets in balls deep
>>
>>1823377
>Finally gets in balls deep
>I can feel his warm balls resting on my cheeks
>He's kissing me while I adjust to him
>So romantic, I feel so connected with him
>Says I'm the tightest hole he's ever been in
>Kind of hurts still but feels good seeing how much pleasure I'm giving him
>He starts thrusting
>The groans and faces he makes are fucking hot
>Eventually relax and he gets into a nice rythm
>Holy fuck my prostate
>Literally feels like he's turning my insides to mush while with his cock
>Feel pressure building up, my face feels flushed
>I'm about to cum
>He says he is too
>I tell him to cum inside but he doesn't want to for my first time
>I am desperate for this man to breed me like God intended
>I wrap my legs around his waist and keep him inside while he empties his balls into me
>Literally the only time I could FEEL a guy cum (like pulsing his seed into me)
>Fuckiwishicouldgetpregnant.doc
>He groans as I cum buckets
>Feel bad and apologize for forcing him to cum inside
>He kisses me and says it's ok
>He keeps complimenting me and kissing me while we cuddle in his bed for a few hours
We had sex a few times after but sort of drifted apart. Glad to say I had a great first time. Pic related is me
>>
>>1823377
Woops gag a lot* not had
>>
>>1823377
>I was naive and needed a bare cock luckily he was clean
I love fucking dummies like you.
>>
>have had fwb for years
>Im def bottom
>no matter what we try I haven't been able to actually bottom because it hurts way too much
>>
>>1823437
Lol it was a one time thing. I've learned since then. If anyone is a chaser or a stealther, they are degenerates and need to be stoned desu.
>>
>>1823456
please for the love of god finger yourself and get some functional lube, if i can take ten inches then you can get whatever your friend has inside of you i promise
>>
>>1801919
I've tried a few and am a new bottom. Any water based for toys is fine. Actual sex though, I like gun oil best of the silicone lubes I have tried
>>
>>1823903
>Actual sex though, I like gun oil best of the silicone lubes I have tried

Go back to /k/. Also, you're a liar and a sack of shit. Just try that some time, tough guy. Put some gun oil on your ass and sit there. Guarantee you that in five minutes or less, you'll be in the bathroom douching that stuff off/ out and screaming like a little girl the whole time.

Some things just are NOT meant to be on your ass. They might be slippery AF, they might even be edible, seasoned ok oil for example, but they are NOT great anal lubes.
>>
>>1823931
https://www.gunoil.com/products/gun-oil-silicone
>>
>>1823961
Only used gun oil once and thought it was pretty nice.
>>
I've been thinking on hooking up with a guy for a some time, even came pretty close to meet a guy on grindr. Chickened out at last minute. How do I decide whether or not to go with it ?
>>
>>1824066
stop being a pussy
>>
>>1823931
LMAO wtf are you going on about?


>>1823961
Thanks - this is what I was talking about. Obviously not actual oil for fucking guns.
>>
>>1824182
>Obviously not actual oil for fucking guns.

'course not. So when I say you're a fuckhead, I actually mean Fuck Head™ which is really helpful. Thanks. Glad you cleared things up.
>>
>>1824198
Didn't realize silicone was used in making weapons lubrication I figured itd be petroleum based or some shit but maybe I am a Fuck Head ™
>>
>>1824133
Great advice.
>>
>>1824066


>>1824066
If you don't wanna do it don't. But you need to eventually just gotta get over the hurdle. Trust your gut.
>>
i really really want to fuck with a guy, do everything, suck, get sucked, fuck, get fucked... everything.

But i scared to death of the post-sex shame and disgust.
>>
>>1806200
It really depends on what your diet is like and when was the last time you took a shit. For some people that can be okay, but it you're a clean freak you're going to want to go a bit deeper. If you're doing anal correctly your ass will be very relaxed and if there's anything in there its going to come out.
>>
>>1807387
Sorry, that would be no dice for me. Even if you go ahead and do it, you'll still be wondering "what if" for the next 3 months (3 months being the detection time of HIV) He may not have money for condoms but getting tested at a clinic is free.....even if he says he's "clean" how does he know? Does he get tested? even if you ignore HIV he could still have an STI.
>>
>be 15
>literally spend hours a week sucking my friends cock
>he has the most beautiful 7,5" uncut fat cock I've ever seen, I'm slightly smaller
>Adding frotting in to the mix, his big forskin can hold my head as well
>Frotting turns into me grinding on his dick with my ass, feels amazing
>One day he lubes his dick up with spit before grinding, I didn't notice
>His dick slides right in, feels amazing but because I didn't expect it I freaked out
>Jumped of his dick and sucked him until he came in my mouth

Never tried it again somehow, have been graving it ever since.
>>
>>1807732
>It's sort of a fantasy for my first time.
I hope you practiced on some on some dildos or it your fantasy might not go the way you want it to.
>>
>go to big city for studying
>never had proper sex before, just some groping, sucking, and once I fucked somebody which I did not like at all
>met this dude on planetromeo
>he's a chaser
>I'm a cute, girly, 18 yo chubby
>picked me up from the subway station with his car
>drove 15 mins to his place
>huge fucking appartment, huge tv, I was so baffled at how fucking fine his damn toilet looked kek
>thisguyisrich.tiff
>he grabs something to eat while I'm alone in this fucking fine appartment all by myself
>take lots of pics to show my best friend
>he comes back, we eat
>before moving to the couch to watch a movie he starts groping me
>we fondle each other on the couch
>thisisnice.bat
>we start making out
>thisisevennicer.3ds
>we move to the bed
>he fucks me
>he actually fucked me and it wasn't a huge mess. at this point in time I had no concept of douching and it was still fine.
>don't remember if he came, but in the end he fingered me while jerking me off and sucking my cock, and I came so damn hard I shot WAY above my head
>go to sleep, he tries spooning with me, but I don't like sleeping laying on my side
>next morning he pokes my ass with his morning wood and we trade bj's

After some years I tried to hook up with him again but he completely ignored my. I don't know what he thought how my damn hear virgin ass would handle this situation any better than I did. Still enjoyed it though. :3~
>>
>>1801876
Hunter page
>>
>>1824233
>But i scared to death of the post-sex shame and disgust.
Yeah, that was me. Jerked off to gay fantasies and after cumming felt that shame and disgust. Finally arranged to meet a guy. Some things to remember... only had sex with one woman before, never been naked in front of anyone (except that woman), have body issues and that anticipation of guilt and shame after the deed is done.

Met the guy, got naked, made out, blew each other. After we were finished we just laid there naked and talked for about 30 minutes. No guilt, no shame, no body issues. I never looked back.
>>
was 14 at the time i had my first sexual experience and last sadly

> me and my friend would stay over each others house on weekend
> we would get junk food play games the norm you know
> it was another Saturday night we would show each other porn we liked while taking turns playing call of duty 4 at the time
> i asked him what porn he was into mostly blondes with fake tits
> i showed him some blonde pornstar i liked i cant remember at the time
> he got really exited he was sort of ADHD said jokingly can wank i said i dont care go at it
> didnt pay much attention he grunted i assume he nutted he laughed and said what am i going to clean my hands with ?
> i said the spare pair of socks you bought over he was like o shit forgot about that
> from that moment a odd vibe was in the air cant explain it still to this day
> the night went on kept playing call of duty had food more call of duty
> was about 10pm i was tired fell asleep on the blow up bed i had i let guests have my bed
> my friend wakes me up and says the internet is out what we gonna do ?
> neither of us had phones because neither of us had a phone on contract so no internet feelsbad
> so we both talked about random shit like local girls we wanted to fuck rating them etc
> was fun time looking back now for when it happens
> we both just stop talking maybe 30 mins or so i lay up on shitty blow up mattress
> i see the covers going up and down i was turned on i asked him what he was doing
> he said jacking off to becky this local slapper i said i can be becky
> my heart dropped i cant believe i said that he said you aint gay right ?
> no just helping a friend out he was a bigger dude he said sure becky
> reached for my hand under the cover starting jerking hes rock hard dick so slow i wanted this to never stop
> i stopped got up from the edge of the bed went under the cover starting sucking that big dick he had with a beautiful curve leaning to the left i felt it throb in my mouth to (capped)
>>
>>1824459
> he grabbed my head with both hands held me from pulling away exploded in my mouth gagged a bit
> swallowed it all licked every part of the dick sucked up all the cum that leaked on hes hairy pubes i felt like i made the miss i need to clean up
> he said thanks becky thats a good girl i said thank you
> horniess turned into guilt from both of us i said we must never speak of this again to anyone
> we went back to sleep he left in the morning i never spoke to him again
> sort of sad at that moment we both felt so disgusted in our self's i have never spoke to him since
> i am still virgin to this day bi or straight i dont know i liked it but i will never act on it i actually feel ashamed to be myself :(
>>
>>1824218
>If you don't wanna do it don't. But you need to eventually just gotta get over the hurdle. Trust your gut.
What if my gut is changing it's mind just as I'm about to walk out the door ?
>>
>>1824517
By trust your gut I mean if you don't feel like you're in danger or they are not a psycho just go with it. It's just butterflies it happens to everyone
>>
>>1801863
c
>>
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>move to college town for freshman year
>desperately want to lose my virginity before college starts
>my assigned roommates both don't come until the weekend before semester starts, have whole place for 2 weeks
>chatting with a bunch of older guys on grindr, still too pussy to commit
>one of the kinkier ones tells me to give him my address
>i go for it, he says he'll be over in 20
>i shower, douche, prepare my hole a little bit with a butt plug
>he finally gets there, in gym clothes, is a little sweaty (granted it's summer in the south)
>we sit on my couch, i'm so nervous i'm shaking a little bit
>he kisses me, tastes like he smoked a cigarette in the past 5 minutes, I hate it
>i'm dodging his kisses, he takes it as a sign i want to get straight to business
>he tells me to get naked, he strips too
>gets on his knees in front of me, in between my legs
>he's playing with my nipples while spitting down on his cock
>he keeps pushing his spit into my ass with his cock head
>does this for 5 minutes, i'm so horny at this point
>he starts pushing in deeper and deeper
>i ask him to put a condom on
>he says he's not going to fuck me yet, just prepping me
>continues for 5 more minutes, keeps pushing more and more and im moaning
>eventually he slides in and then holds me tight
>he's fucking me, asks if i want him to pull out
>he says he'll put a condom on if i want but he'd have to pull out
>i have an internal dilemma but end up saying nothing
>he goes back to kissing me while he fucks me, but I don't care at this point
>maybe 2 minutes in he starts stroking my dick, i cum within 10 seconds
>he pulls out, tells me to play with his nipples and cums on my chest
>tells me to lick the cum off his dick (thank god i douched), it's so fucking bitter
>we chat for a couple minutes before i say i'm gonna hop in the shower
>as i get up he says he's just gonna head out now
>>
bump
>>
>>1801893

https://imgur.com/gallery/yjOXz
>>
>>1806048
>Before we did anything, I had him wash his junk, he just got out of the gym
Pussy!
>>
>>1805470
Have... Have you ever realized that this experience might make you gay?
>>
>>1825750
>Hermione the hemhoroid
>>
>>1825851
y-yes
>>
>>1801863
Not my first time, but his first time

>Be me, 24
>Last week of moving out, only a mattress, pillows on the studio floor, couch, lamp. Looks like a drug den, to be honest.
>Blank profile messages me on Grindr
>We chat a little, he's French and visiting with senpai, wants to lose his virginity
>Comes over. Russian twink fantasy I didn't even know I had
>Timid, is a bit intimidated because there's nothing in the place
>I offer vodka and wine, we drink wine and I just start talking about his experiences back home
>sit closer, hand on thigh
>he literally can't talk after just a hand on his thigh
>so I just start kissing, and licking his neck
>sex ensues

I gotta break greentext for this

HE WAS A GYMNAST. I was able to do everything with his legs, I don't think my penis has ever gotten so hard.. Best sex of my life.
>>
>>1803852

I am lucky. My SO and I met through OKC, going on 10 years. We both know how to blend in with liberal acquaintances in larger cities, but we are libertarian conservatives. We are gay (a bit bi) but monogamous and drama-free. Of course playing with a third together is an option, but we have a good sex life and this hasn’t happened for years. Someone out there exists for you. It’s easier if you’re a 10 to find a charismatic overachiever who knows how to blend with the sheep when necessary.
>>
>>1807732

Don’t be an idiot. Don’t risk it, and don’t trust him. Find someone else. If you live in a medium to large city or this dude travels, definitely don’t do it. Don’t put yourself at unnecessary risk. If you’re in a smaller town and he doesn’t travel then you’re probably safe to take it raw.
>>
>>1825895
Dude hell naw if they're that pushy about it obviously they have fucked raw a ton and who knows what they have. Find someone else
>>
>>1825885
BUT WHY DID YOU STOP RIGHT THERE, WE NEED THE FULL STORY
>>
>>1825918
so you get thirsty
>>
>>1801919
ELBOW GREASE WATER BASED BEST LUBE
>>
>>1826376
you're an evil person
>>
>>1821159
southwest huh
>>
bump
>>
>>1826574
lies
>>
>>1814123
More stories?
>>
>be me, 18, tall skinny closeted twink
>move to middle of Texas for college
>place is homophobic af
>suprisedpikachu.jpg
>pretty lonely and confused
>find guy on craigslist m4m
>he’s 26, short, decently attractive, guy next door type
>he picks me up and we go for a drive, talk, nothing happens
>ff A week
>he takes me to his apartment
>roommates are gone for the weekend
>”anon, let’s watch a movie”
>homeward bound
>we start making out immediately
>commence foreplay
>he starts kissing me down my chest
>diamonds
>gets to dick and immediately deepthroats my cock
>no where near prepared for that sensation
>entire body arches and I moan
>he’s clearly surprised
>”are you okay, anon?”
>awkwardly tell him it’s my first time
>he continues
>both naked at this point
>he rotates body to 69, with him on top
>very thick cock staring directly back at me
>he tells me to suck
>don’t need to be told twice
>can still vividly recall his low-hanging balls dragging across my nose and face
>he starts face fucking me
>balls slapping my face
>he eventually gets off me, but we continue to 69
>he starts to finger me
>big man hands
>please don’t stop
>eventually find myself laying chest down on bed
>he’s on top grinding against me
>”please fuck me”
>he asks if I’m sure
>”YES”
>he pulls my hips up
>no lube
>he gets in front and tells me to suck
>”get it extra wet”
>gets behind me
>no condom
>pushes it in
>starts aggressively fucking me from behind
>each thrust pushes me forward and knocks my head against wooden headboard
>butt hurts
>head hurts
>he continues to grab my hips and fuck
>”i’m gonna cum”
>slams into me
>pulls out
>”well, let’s go shower”
>head to shower
>he laughs at my still hard cock
>internal voice:I never came.
>what i say:ha, yeah
>dry off
>check time
>3am
>mfw we have been doing this for ~4 hours
>ask him to take me home
>>
>>1801863
Bump
>>
bump
>>
>>1801863
>fabguys
>saw profile, guy with huge cock really nearby, about 20 years older than me (I'm 20)
>messaged him with an ass pic telling him I love sucking and want to try to deepthroat
>a few quick messages in he wants to meet
>never been with a guy before
>really fucking horny
>decide to do it, shave completely and clean my ass out just in case
>take some codeine, also in case because he is really fucking big
>so nervous I was shaking on the way to his
>opens the door with a bathrobe on
>I come inside he leads me upstairs
>I get naked, he takes his robe off
>exactly like the pictures, tall and fit, cock is fucking massive
>I get on my knees
>give him a blowjob and lick his balls
>can't even take him in my throat he is too thick, so I'm like halfway down
>even when he pushes my head I just can't, no gag reflex either because it doesn't reach far enough because of thickness
>after about 15 minutes I tell him I want him to fuck me
>he puts a condom on
>ask him how he wants me
>says "just get on your knees"
>pushes me down
>lubes my ass
>spits on his cock
>not going in
>most nervous I've ever been in my life
>suddenly really intense pain
>still not going in
>I can't, tell him to lube me up more
>it works, he enters
>slowly, not much pain anymore
>feels ok
>feels good
>he's halfway in
>feels great
>fuck it feels great
>starts fucking
>hands on my hips, thrusting hard
>grunting
>try to thrust back to help him
>he cums after maybe 2 minutes?
>takes condom off, I lick his cock clean
>chat for a few minutes
>take my stuff and go
>on the way back home my ass kind of hurts, but I feel great
>feel like I just came, even though I didn't
>go home and feel blissful for the next few hours
10/10 really want to do it again sometime, not been with a guy since that either
I'm sure I'll meet him again soon to repeat the experience.
>>
>>1825173
Enjoy your aids
>>
>>1801863
does solo story count?
>>
>>1825750
I discovered the bottle way by myself when I was 11 experimenting with my body, sum years later I saw it on the internet and was really amazed abut it cuz felt like a genius
>>
bump
>>
So I was 23-24 and I'd never had sex with a guy or girl. Finally got enough courage to talk about meeting up with a guy.
He was about 35 yo and looked like he had a nice body. His cock looked about 7-8 inches. He came over to my place and we talked. I told him I was a virgin, had barely ever played with my ass. I started by sucking him off which I seemed to be doing well enough from the noises.

Eventually he asked what I wanted next and I said I wanted his cock inside me. I laid on the couch on my back with my ass hanging over the edge. He put my ankles on his shoulders and used some spit for lube.
He then slowly slid into me. He mentioned multiple times that I was pretty tight. Eventually he got to fucking me. It felt great but my anxiety kept my cock from staying hard.

He kept at it for about 8 minutes or so and then told me he was closed and asked me where I wanted it. I said inside me. I hadn't considered a condom in the slightest which I should have, but I was too horny before we got started. Also I wanted his cum inside me.

He came and I could feel the heat inside me. It was great. He then got me hard again and sucked me off until I came though I needed porn to help me out unfortunately. I never saw him again and I hate not trying to stay in contact with him.
>>
>be me 55 year old bi married daddy
>retire early after successful career
>wife loves sunshine, i love conservative politics
>we decide to move to southern arizona
>beautiful home in quiet conservative community
>decide to explore the town
>beautiful mexican men everywhere mowing lawns, working in restaurants
>begin to have fantasies
>having lunch at popular local restaurant
>strawberry chicken salad!
>friendly waiter
>we return often for the excellent food and great service
>become friendly with waiter who is also manager sometimes
>wife starts to develop attraction to him
>confides in me one night during sex she thinks about him to reach orgasm
>feels like a kick in the balls but also makes me horny as hell imagining him with my wife
>next time at dinner she is flirting with him, a lot
>he reveals he is bi and he likes her but he likes me more
shocked.jpg
>wife has ideas
>tells me while making love we should "try it"
>does she know my secret bisexual status?
>paranoia.exe
>delete internet history, change passwords
>weeks pass, she continues to fantasize about him during our lovemaking
>one night at dinner we are a little too drunk
>restaurant is mostly empty only one waiter and manager
>wife admits she hasn't stopped thinking about him
>he says he hasn't stopped thinking about us
>she invites him over to swim in our pool some evening
>he says he is available next evening
>we make a date
>>
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>>1832194
>the big night arrives
>wife and i talk about boundaries/limits before he arrives
>decide i will leave them alone or maybe watch discreetly from walk-in closet if i'm comfortable with it
>we put on our bathing suits and i wear a t-shirt, she wears a coverup
>soft music and wine
>he pulls up in his big white pickup truck
>invite him in
>he is better looking in street clothes
>ask him if he brought a bathing suit
>'No'
>wife is getting a little too drunk
>she goes to get hors d'ouvres
>i tell him he can borrow one of mine
>take him to master suite, show him a range of bathing suits
>he chooses one and begins undressing in front of me
>i can't help but stand there watching while he unbuttons his shirt
>hairy chest is perfect
>he tells me he's been thinking about this a long time
>asks me what i want to do tonight
>tell him i'm inexperienced only been blown a couple of times by younger guys
>tells me he likes my dad bod
>tells me he wants to fuck me just as he's dropping his trousers
>he's not wearing underwear
>his huge uncut cock and giant balls swing out just as he says this
>"i want to fuck you" he says again
>i'm staring at his giant dick and can't think of anything but how it must look ejaculating
>"you want this in you?" he asks grabbing it
>hear wife coming up stairs
>he pulls on swim trunks
>she walks in with her wine, oblivious
>his body is amazing and she stops and stares
>he laughs and walks over to her, takes her in his arms
>they dance slowly as she nuzzles into the fur on his pecs
>"let's skip the pool for now" he says gruffly
>he takes her face in both hands and kisses her passionately on the mouth.
>she responds in kind and nearly drops her wine glass
>i step in and take it from her, removing myself to a safe distance in a dimly lit corner chair and watch the action
>>
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>an impressive bulge begins to appear in his shorts as he holds her
>i can tell she is in heaven feeling his young, strong body
>his hands move down her body to cup her ass and she begins moaning

TL;DR he takes her to the bed, undresses her, eats her pussy and then fucks her

>she cums several times while i watch with a dripping cock from the shadows
>i notice he doesn't ejaculate but is oozing copious amounts of pre cum from the tip of his big mexican wiener
>she lays back in the bed, satisfied, and falls asleep
>he stands up and i can see the muscles of his young, lithe body ripple beneath the thick black hair that covers his chest, arms and legs
>he nods at me and quietly asks if i want to take a swim
>i follow him to the pool and watch him dive in completely nude
>"come on in" he yells then swims a few laps
>i slide my swim trunks down and step in the shallow end
>the water is warm (thank god we have a heated pool) and the night is clear and quiet
>my hardon has subsided and i think about what could come next
>i decide to offer him more wine
>finding a towel i go into the house and get a bottle of wine
>when i return he is sitting in the hot tub with his arms on the sides revealing his hairy armpits
>i have always had a fetish for hairy men's armpits and seeing him like this i get erect beneath my towel
>i pour him a glass of wine and hand it to him
>i pour myself a glass and get into the jacuzzi with him
>i mention it is a beautiful night and he says 'yeah'
>i thank him for what he did to my wife saying "she's been fantasizing about your for months"
>"i know" he says
>"i have too" i say and he laughs and says "yeah, i know" again
>i ask him if he came
>"no" he says "i was saving it for you"
>"i still want to fuck you" he says
>i say i'm not sure that's a good idea as my wife might wake up
>he says he doesn't care and he stands up revealing an enormous erection
>seeing it this close really makes me appreciate how perfect it is
>>
File deleted.
>it is not only very long but very thick
>and it is perfectly straight and juts up into the air at a perfect 50 degree angle
>the head is huge and his long foreskin is retracted back behind the flared corona
>it is at least twice as long as my erection and probably 3 times as thick
>i tell him i've only ever seen a cock that big in porn
>he laughs and steps over onto the step in front of me in the spa and stands with his egg-sized balls dangling over my face
>he looks down at me and i look up at him and i realize it is now or never
>i reach up with my tongue and gently lick the bottom of his lowest hanging nut
>it is wet and hairy and he smells like sex and chlorine
>he grabs my head in both hands and pulls my face into his groin
>"suck on my balls" he commands
>i lick and suck and manage to get one of his big hairy balls into my mouth
>i look up at him and his cock drips out a big glob of clear precum that stretches out and lands with a plop on my forehead
>i moan and feel my cock start ejaculating uncontrollably into the hot, bubbling water
>he keeps holding my head on his balls as i cum, gasping and convulsing beneath him
>"is that what you needed, faggot?" he asks in a gravelly voice "my big balls in your mouth?"
he pushes me away and gives my face a slap with the flat of his palm
>it stings a little but is more of a shock than anything
>for the first time i see a really dominant side of him
>"turn around" he orders me, motioning with his hand
>i struggle to do as he says, kneeling on the step and bending over the cold tiles of the edge of the pool
>he grabs my ass and begins licking my asshole, really tonguing my sphincter
>it feels amazing and i realize he wants to fuck me right there, in the hot tub
>>
>he licks a finger and then slides it into my ass
>i have played with toys a few times on business trips and this feels amazing
>he spits on my hole and inserts another finger and is soon stretching my hole with the fingers of both hands, pulling me apart and tonguing the inside
>i don't think there is anyway he is going to get his massive cock in me though
>he is at least twice as thick as any toy i've ever played with and they took a lot of lube and several hours of playing
>he seems to realize this too and he asks me if i have any lube
>"U-uh yeah we have some upstairs" i stutter
>"let's go in then" he says and stands up and gets out of the pool
>I follow him into the house and he walks nude and dripping across our italian stone floors and up the stairs, his massive erection leading the way like the prow of a ship.
>I meekly follow him, throwing down some towels to collect the drips so nobody falls and kills themselves (i'm compulsively anal about wet floors) and head upstairs.
>the wife is passed out and snoring quietly in our bed so i take him to one of the guest bedrooms and tell him i'll be right back
>i find some lube and condoms and return to find him naked on the bed looking at his phone with one hand around the base of his impressive meat
>it is still standing and dripping copiously and the foreskin is still retracted in a wrinkled bulge behind the swollen glans
>he looks up at me and sets his phone down on the side table
>"come and suck my dick" he says
>i leap on the bed on my stomach between his hairy thighs and start hungrily licking and slurping his shaft and enormous head
>i take his huge balls in my hand and gently tug on them while managing to swallow the first four or five inches of him before gagging
>i can only get the first half of his dick in my mouth and i can tell my back molars are scraping along the sides of his shaft when he thrusts into my throat and tries to force my head down onto him
>>
>"damn your mouth is small" he says "let's try something else"
>he pulls away from me and gets up on his knees on the bed
>"turn around" he says grabbing the lube
>i do as i'm told, kneeling in front of him and he pushes me down so my ass is presented to him
>i feel a cold squirt of lube in my ass crack and he rubs it in with his fingers, forcing it into my tight hole
>he squirts more lube into his palm and spreads it liberally over his cockhead
>another squirt of lube on his hand and he rubs it on his shaft
>"i need you to wear a condom" i tell him, craning my neck back to try and make eye contact with him
>"do you want my dick or not?" he asks pushing my head down into the duvet
>"i don't wear condoms" he says
>"I-i i don't want to get any diseases" i protest loudly into the coverlet
>"i don't have any diseases" he says and i feel the heat of the head of his penis press against my ass-lips and i realize he is about to enter me
>my dick is hard again and i quickly calculate my options and my odds and life expectancy and decide to go with it as he grabs my hips and thrusts into me
>i yelp as the knob of his manhood pops my sphincter and lodges in my rectum
>the pain is insane and i buck violently trying to get away but his grip on my hips is firm and he holds me as i struggle
>"fuck yeah" he swears under his breath and i detect a glint of sadistic pleasure in his voice as he holds the head of his lance inside me
>"is this what you needed?"
>i moan into the bedspread as the pain gradually subsides and i feel him slowly start pushing deeper into me
>my asshole is being stretched beyond what it has ever been before
>even my most giant bowel movements were never as big around as his dick and i wasn't really prepared for the feeling of tearing, like being cut with the blade of a knife that i was experiencing in the skin of my hole
>i heard him squelch some more lube onto the lower half of his shaft and then felt him spread it around the girth and on the lips of my anus
>>
>then he backed out a little, applied more lube to his shaft then resumed pushing into me again
>"open up" he commanded slapping one ass cheek firmly with his sticky hand while holding onto my hip with his other hand and firmly guiding himself into me
>he was about halfway in me at this point and he stopped and held it there for a minute while i adjusted to his size, biting fistfuls of blanket and trying not to screech like a girl
>"you're taking it like a champ" he exclaimed encouragingly "i'm almost there"
>i grit my teeth and prepared for the final onslaught and was not disappointed when he grabbed me with both hands and forced himself relentlessly to the hilt
>i screamed in spite of my best efforts as i felt the head of his cock push past some tender membrane deep in my gut and it felt like he had his forearm inside me
>"yeah" he moaned "take it all" and he slowly began to pull out of me dragging my stretched intestinal walls over the length of his huge shaft and then thrusting in again
>it felt like i was taking a shit, a huge shit
>actually it felt like i was being raped by a chainsaw, but i loved it
>i had never been dominated like this before and the knife-like pain around my hole gradually grew numb as his thrusting began to speed up from long slow strokes to an intense pounding that forced my face into the bedsheets and forced my guts up into my throat
>he was jack-hammering me now with the same intensity that i had seen him use on my wifes cunt, but she was old and her pussy had birthed out three children
>i couldn't fathom how he was doing the same to my tender starfish and i worried that i would need a colostomy and have to wear a plastic bag to collect my feces when he was done with me
TL;DR he pounded my ass for about 20 minutes before dumping a huge load somewhere inside my large intestine
i shit cum and blood for the next two days and eventually went to my doctor who said i suffered from a rectal fissure
>>
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when he asked how it happened i reluctantly told him "anal sex" and he didn't ask any more questions but ordered a full roster of STD tests and follow up visits and told me i needed to be more careful in the future
thankfully i got a clean bill of health 6 months later and my wife never knew the full extent of our intimacy
she said she felt ten years younger and asked if i had enjoyed watching her with "that young stud"
i replied that yes it had been interesting and i was happy that she had been able to fulfill her fantasy but that now that we had checked it off our bucket list it was something that we no longer needed to concern ourselves with
thankfully, she agreed and we haven't been back to that particular restaurant to eat since the incident since i am too humiliated to face him after what he did to me and i'm also afraid that he might say something to her, and she seems indifferent to the whole thing and wants to keep it as a memory and not one that intrudes upon her daily life
i'm thankful for the opportunity i had to experience a life-long fantasy and i'm grateful that he was able to intuit our needs and give us such a mind-blowing experience
and i'm glad we didn't catch anything from him
i made a point of giving him several hundred dollars in cash as he was leaving that night, in an effort to secure his discretion, and at this point in time it seems he has been true to his vow of silence
sometimes i'm tempted to pass by and say "hi" to my favorite waiter but then i think it is best to let those sleeping dogs lie
>>
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>>1832208
>my tender starfish
>>
I just had my first successful bottoming experience; I only topped before. The main thing that I wasn't able to do until recently was relax, so this time I actually was able to get fucked. I wouldn't have been able to bottom for the first time with a random hookup, so my more long-term fwb was the perfect way to do it with.

OCD about cleanliness was also one of the main things that hindered my ability to relax in the past, so after tweaking my cleaning routine once more this time I think I found the best way to do it for me (though I can only do this once a week maximum given the effort it takes).

It made me relaxed to know I was without a doubt clean, and to be with someone I was comfortable with. So it really just was amazing. I knew I liked anal pleasure from doing it myself but never had experienced it with someone else like this... I can't really describe it other than extremely *fulfilling*.
>>
>>1832209
kek
>>
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>>1832208
>i felt the head of his cock push past some tender membrane deep in my gut and it felt like he had his forearm inside me
>>
>>1810956
Where's home?
>>
>>1808843
You a fellow kiwi bro? I live in qtown.

Hot story btw
>>
Bump
>>
>>1832209
Beautiful
>>
>>1823378
fuck you're hot
>>
>18, at a party in a rugby club with some friends.
>Not a party person, was getting a headache from the music.
>About to head outside for some air. My friend comes with me as he wants to smoke.
>We’re outside. He lights up a cigarette and we go walking.
>Out in the back field, away from the clubhouse.
>We’re talking and joking. We were nearly finished school and were remembering good memories.
>I started teasing him about how he had seven girlfriends in the one year.
>He laughs and then goes quiet. He asks me to keep a secret.
>I say sure. He tells me that he’s gay, and that the reason he had so many gfs was because he had been confused. He says I’m the first person he told.
>I take it in for a second. I’m surprised. He’s the definition of a lady’s man. Athletic, hot, toned. I’ve had a crush on him since we were 14.
>Awkward for a second.
>To break the awkwardness, I tell him I’m bi, something I’ve never told anyone.
>It goes awkwardly quiet again. I can distantly hear the music from the clubhouse. I go to say we should head back, when he suddenly kisses me.
>I’m taken aback. Despite saying I’m bi, I had never actually been with a guy. I also had a girlfriend at the time.
>Maybe it was the beer, but I didn’t stop it. I started kissing him back.
Cont.
>>
>>1836361
>We keep kissing. A deep, sloppy, heat of the moment kiss. I’m quickly getting hard through my jeans.
>He must notice. He puts his hand out, rubbing it through the fabric. I moan, causing him to smile.
>This has been a fantasy of mine for years now, and it’s actually happening.
>I return the favour and touch his cock. He gasps slightly.
>I’m getting hornier by the second. I slid my hand into his pants and pull out his cock.
>It’s not overly large, around 5 1/2 or 6. It’s also not very girthy. However, to me at this moment, it’s like to perfect creation.
>I begin jerking him off, slowly, remembering how my girlfriend jerked me off.
>We go like this for about three minutes, with him panting and moaning, when he whispers ‘Lick it’
>My mind is so clouded by lust that he could tell me to do anything and I would do it, no questions asked.
>I give it a long, experimental lick along the bottom of the shaft, causing him to moan in a way that was like honey to my ears.
>I get more adventurous, I put my mouth on the head. I flick my tongue under his foreskin, once again copying my girlfriend’s technique.
>He says ‘Oh fuck’, putting his hands on my head, encouraging me to go deeper. I didn’t need any encouragement.
>I go as deep as I can, causing myself to gag. I pull back, lick under the foreskin, then go back down and gag. I repeat this over and over, causing such sounds of pleasure to escape his lips.
>I taste something on my tongue. It’s salty, not great, but not revolting. I realise it’s his pre.
>I can feel his balls begin to tighten, as if he’s about to come.
>I take my mouth off his cock. He whimpers, but I tell him, completely taken by lust, that I want him to fuck my brain’s out.
>>
>>1836368
>He lays me on my stomach, on the cold, dry grass. It’s mid October so it’s pretty cold.
>He unbuckles my jeans and pulls them off. He tells me to lift my arse in the air. I do, wiggling it a few times to tease him. I hear him mutter something, but can’t make out the words.
>Suddenly, he attacks my asshole with his mouth. I’m caught off guard. He starts liking my sensitive hole. I’m moaning, more than I ever did with my girlfriend.
>He shoves his tongue into my asshole, past the ring, and I am in complete and utter bliss. I’m moaning, almost yelling, making noises like an autistic cow getting fucked. Nothing has ever felt this good.
>My eyes roll upwards and I let my own tongue hang out. I begin begging, pleading that he never stops. My voice sounds so effeminate, but I could give less shits.
>Eventually, he pulls out. I feel empty afterwards, and put out a long, complaining moan. Wordlessly, mid-moan, he shoves his fingers in my mouth. I realise why, so I start sucking on them. I completely wet them, leaving no part dry.
>He takes them out of my mouth. He takes his index finger and slowly, delicately, starts to put one finger up my needy hole. It’s sore, a stingy feeling. He whispers in my ear, telling me he’ll move when I say I’m ready.
>After the pain subsides a bit, I give him the go ahead. He begins slowly fingerfucking me. It’s still sore, but I begin to feel pleasure building up.
>Before I know it, I have three fingers pumping in and out of me at a decent speed. He clearly has done this before, based on how expertly he’s doing it.
>Eventually, he removes the three fingers, leaving me whimpering again. I am left there, spreading my cheeks for him. I can feel the cold air in my asshole, a rather nice sensation.
>I hear him root in his pockets for a condom, but he tells me he doesn’t have one. I tell him there is one in my jeans. I hear him take it out, open it and put it on.
>>
>>1836374
>My stomach is a mess of butterflies. I’m simultaneously excited and terrified. I realised there was no going back.
>He had me wet his wrapped member a bit before insertion.
>I felt him prod at my asshole, testing it. I still had it spread. Slowly, begins inserting his cock into my ass.
>ohshitohfuckohshit
>The pain is strong, but somewhat numb. I think the alcohol was making this somewhat easier.
>After several minutes on Slow Insertion, Inch by inch, he has bottomed out inside me. I’m gritting my teeth. My toes are curling.
>He whispers in my ear how fucking tight I am. I hadn’t thought it possible, but he drove me even hornier.
>After i felt well adjusted, I told him to start fucking me. He does so, pulling out to the head, then going back to the hilt inside me.
>My toes continue to curl. My finger dig into the hard soil below. As he thrusts, he shoves my face into the ground.
>My tongue once again lolls out, my eyes turning up to the heavens. I am not just moaning, I am screaming with pure bliss. He picks up speed, fucking my further into the ground. I have never felt anything so good.
>Suddenly, he flips me over, onto my back. There is little light. Only the moon lit up the area. Still, despite the poor vision, I could see the unmistakable look of pure arousal in his eyes, of being dominant.
>I knew I was his bitch, and I loved it. I wrapped my arms and legs around him, giving him easy access. He is ploughing me, out of my mind. He hits my spot, twice. If I was loud before, I was even louder now.
>I came, covering us both in my semen. I felt my ass clench, causing him to follow. I wish I could have felt him filling me up. We both slumped there for a moment, him still inside me.
>With a slosh, he pulled out of me. I turned my attention to his cock. I took off the condom, and licked it clean, just because I wanted to. I swallowed all of his seed.
>After we exchanged a few kisses, we headed back to the party. No one really missed us.
>>
>>1836381
>That night, I made out with my girlfriend, but thought of my friend. I felt no shame. That was the greatest experience of my life. It converted me from bi, to a full gay bottom slut.
>My friend and I fucked a few more times after that, before we went to college and went our separate ways. I still come to the memory of my first time.
Safe to say, it was a great first experience.
>>
My first time anal was kinda lame. I was 13 he was 12. for some reason I had a bigger cock and he was afraid to receive so I decided . I loved my ass up with vaseline and he rubbed it all over his cock. I felt it go in but it did not feel bad or good. He did his thing and it was over. No satisfaction for me. I didn't try anal again until my late 20's. Met a guy on yahoo and I went to his place. We were just suppose to play a little and do some oral. We connected so I decided I want to try anal again. He lived my ass all up and his cock, with condom, . I hot on all fours and he tried putting it in me but it hurt to bad. He fingered my ass some more and than had be sit on top of him and his cock. I had his hard cock in my hand and was putting his cock little by little in my ass until it went all the way in. I will never forget what an incredible feeling it was when it entered me all the way. It felt so fucking good. I rode his cock for awhile on top then he put in in all diffrent ppstions and fucked the hell out of my ass. I came without my cock being touched. . It was not until I was driving back home that I even realized that he did not have condom on when he finished. He must have came in my ass. I got freaked out at that point. I got tested and came back negative. I got so caught up in the moment I got stealthier. Probably why it felt so good. But it freaked me out and have not done anal with anyone again.
>>
>>1836361
>>1836368
>>1836374
>>1836381
>>1836382
Hot as fuck. Came reading this.
>>
>>1801874
The same way one can know one is gay without ever having tried pussy.
>>
.
>>
bump
>>
> be me. 32. Last summer
> decide go trail hiking
> straight(now bi) but always had thoughts
> decide go trail-hiking one day.
> park truck. Get 100' in. Meet local.
> hes leaving. Im going in.
> gay. Bigger. Older. Guy. Hairy
> We exchange greetings.

Sidenote: drunk surfing grindr 2 years ago... We shared pics anddiscovered my secret but never said a word.

> carry on my way.
> 5 steps. Urge hits.
> opportunity.jpeg
> quickly turn around and call his name.
> "Randy?!"
> he turns around.
> if you're interested. Im going to shoot off the path about 100' down.
> i walked away.
> i proceeded on. Faster pace
> i get to the offshoot. And wait 50 feet down.
> i get on my knees.
> imready.jpeg.
> the balsams move aside as he enters the clearing.
> did i just swallow a golf ball??
> he stands infront of me.
> asks me if im okay.
> i nod. Anxiously....
> he unzips. Fuck me lord.
> its thick. Long. Half hard. Uncut 7" fat top
> i reach up and grab him. Stroking it. Slowly. Holding it infront if my face.
> i open my mouth and start sucking him.
> my mind is Fucking hiroshima.
> hes getting harder. Its fucking big.
> in my horniness. I began stroking myself.
> i am spitting. Licking. Sucking. Sucking his balls. Worshiping his dick, actually fulfilling this fantasy finally.
> i ask if he wants to fuck me.
> he tells me to bend over.
> he spits in the crack of my ass.
> didnt expect his finger size. Holy fuck.
> he slid it in and out. Wetting my hole.

Sidenote: using toys. This dude has been the guy ive fantasized about fucking me. This is Literally a dream come true.

> he slides his dick against my ass and i fucking MOAN
> He presses the tip against it.
> i flinch.
> he tells me to spit in his hand.
> obliged.jpeg
> he soaks the tip of his cock and goes again.
> he presses the head in and i can feel myself opening, stretching wider and i try to relax.

TO BE CONTINUED...
>>
Trail pt.2

> he slides in deeper and back out a little before thrusting deeper.
> my arms give away. My ass now up in the air. I reach back and spread myself.
> he grabs my hips.and begins fucking me. Fast. Spitting on my aascrack to provide lube.
> his dick is now sliding in and back out. Stopping 2" before completely out.
> my body begins following his motions. Bouncing back onto his dick as quick as he can thrust forward.
> suddenly i feel it.
> explosion. Jpeg
> he keeps thrusting. Im cumming..i moan. Im cumming. He grabs my cock. Fucks me harder. Tells me im not done cumming.
> hauls my legs in and props my ass higher
> he squats down and begins slamming directly on my prostate. I am cum/pissing. Then i go over the top. My dick pulsing hard
> i cum the hardest ive ever came.
> he cums inside my ass. I fall over.
> he asks if im okay.
> i nod. Literally shaking.
> tell him ill make my way out in a little bit.
> he leaves.
> i lay there. Playing with his cum.
Best day ever.
>>
I got two good ones, my first time, and a few months ago

>Be kid in high school
>Kind of effeminate, was always better friends with girls, kind of soft face, ect
>Made fun of now and again, teased in the locker room
>One guy was a kind of friend, kind of bully, we hit it off, since we both played the same game
>Go over to eachothers houses to play games now and again
>Pretty standard pattern of him teasing me when other people are around, then apologizing when nobody is around.
>One day, at his house, in the middle of a game, he tells me I'm cute
>I flush red, get butterflies, and such.
>It's obvious I'm spilling my spaghetti, I notice he gets a bit hard, but I pretend not to notice
>Over the next few times, we play closer together
>One day, he says whoever looses has to suck the other one
>I'm shit anyways, so I just tell him I'll do it now
>he's quiet for a second, I see his dick grow, I slut it up, move in, and unzip him
>I barely put it in my mouth, he cums
>he gets nervous and shy, we play a bit more, then I kind of surprise him a bit later. I gag a bit, but I enjoy it
>Over the next month or so, I'm sucking his dick two or three times a week.
>I was iffy at first, but I quickly grow to love the taste and texture of cum
>I start to realize that there's a certain expression I can do that just fires his engine
>One week, he starts teasing me at school, I shoot him the look, and he has to go hide his boner before anyone notices
>He gets pissy the next day, says I can't do that in public

>I've been wanting to do more, but he's resisting. He says he isn't "that" gay
>I tell him there's only one way I won't keep trying to out him
>A few days later, he's gotten condoms, and his parents are out of town
>I go over for a "sleep over"
>He's really nervous, I just keep giving the look
>He eventually gets hard af, I tell him I'm not sucking it today
>We go to the bathroom, get naked. He's already preing.
1/2 of the first story, sorry I'm wordy
>>
>>1840000
>He opens a condom, I take it from him and put it on him
>We get into the shower, he pushes into me
>hurts like shit, I go from hard to soft in seconds, but it feels so good
>He pushes me up against the wall, starts humping me
>I start to feel that warmth, like nothing I've ever felt before, and I start leaking
>He groans, and I feel warm dribbling down my legs
>That wonderful feeling starts to fade
>I remember I audibly told him he wasn't done
>Pulled off him, sat him down on the shower seat-step-thing
>He wasn't really hard anymore
>I mounted him, he was still hard enough to get in
>He told me he was done, I grabbed up some of the stuff on my leg and stuck it in his mouth
>He spat and got pissed
>But he got hard again
>I rode him for a good long while, I think he might have cum again, I don't really remember much at this point, honestly
>That feeling came back
>I tried to grind it, good instincts for a dumb kid, I guess
>Came so hard I hit both of our faces
>He turned on the shower, I was stunned
>He starts cleaning up, then starts cleaning me up
>I guess he gets horny again, fucks me raw, not like I could have moved enough to stop him if I wanted to
>This would be the day that having the water spray on my face would become part of my routine
>Felt him orgasm, that squeezes another something out of me
>Cleans himself and me up again, I'm able to stand by the end
>Go to bed, I blow him in the morning

>This kind of backfires on him, now he gets hard looking at me, whether I give him a face or not
>He teases me hard enough over the next few days to the point that other people start to be worried about me
>We stop talking, he doesn't want to do anything else, we pretty much stop seeing eachother.
Kind of sad, desu, but I didn't have the self-respect to stand up for myself then. Still feel kind of bad, like I pushed him too far or something.
>>
>>1840011
Second story
>Be grizzled anal veteran in college (read: I have dildos, have fucked exactly one other guy since, and have one female fwb, haven't had any other sex)
>No longer "cute" to the same degree, but still not exactly handsome
>fwb is something of a fujoshi, she gets incredibly turned on by the fact that I'm bi, reads yaoi, loves my two stories, pegs me a bit, ect
>One day, she texts me and says she's met someone she wants to introduce me to
>we go to lunch, she's brought along a pretty cute guy,
>He's bicurious, has fallen for the trap memes, and wants to try a threesome
>He's nervous as fuck, she's practically feeding off his nervousness
>We set a date for two weekends from then
>The next weekend, me and galpal go out to get me some clothes, we get some stockings, a skirt, the works
>The day before, I go stay the night at her house, she does my hair and make-up and plugs me
>I'm certainly not passing, but I don't look half-bad.
>Next day
>Doorbell rings
>She goes to get him
>She leads him in
>He sees me
>Goes red and hard. I realize that just from that, he looks big
>we all go to her "guest" bedroom
>I play up as much as possible, lean into his arms
>I cannot properly express how much spaghetti he has spilled
>Nor how thrilled she was
>Her clothes are off and she's in her chair so fast I can't help laughing
>I collect myself and stare into his eyes
>Either he wanted this more than he let on, or the sounds of a girl jilling encourage gay shit, because his tongue is down my throat
>I go hard, pull myself away, and unzip him
>I lift my skirt, he just stares and exhales
>I sit him on the bed, put his hand on my chest, and pull him out
>Jesus, this thing was big
>My imagination had run a bit, he was a bit smaller than I had let myself believe, but still, way bigger than me, probably 8, 9 inches, easy.
>That girth, tho
1/2 or 3 of story 2
>>
>>1840019
>I start in, I had practiced giving oral to my toys before, but I'm in tears here
>He's just a bit too thick to deepthroat, I try a few times, then am ready to give up
>I second, something about a girl pleasuring herself to gay shit is just magical, my galpal moans, and before I even know what I'm doing, I've got him down my throat
>He groans, his hands go on my head, she's schlicking noisily, and I'm just in heaven.
>I start to lose myself, but that isn't today.
>I pull him out, give him a pre-ey kiss, and he grabs at my panties.
>I pull 'em down one leg, leave 'em on the other, and pull out my plug
>I sit on his lap, and ask him how he wants to do this
>he looks away, red as a beet, so I take initiative and just slide onto him right there, trying to make eye contact
>He's definitely thicker than my bigger toy, jesus
>And long enough that it just doesn't stop
>I try to maintain my composure, only little grunts for now
>He winces, sweet nostalgia, he cums before he's even in all the way
>He starts apologizing, galpal giggles and calls him cute
>I reassure him, say I'll give him a minute to recover and he can try again
>Call galpal over, start going down on her to buy time
>He says he wants to try receiving first, while fucking her
>I feel a bit dissapointed, but go along with it
>He shimmies up to her, slides in.
>I ask him if he's ever taken anything before
>He says no
>Oh boy, it's Christmas

>I lube up a finger, ease it in
>He groans, she giggles and says he liked that
>I lube myself up while fingering him, then press up against him
>I planned on easing in,but she grabs me and just yanks me close
>He moans, she told me later he went hard
>We start alternating thrusts, but he can't keep pace, so I just try to find something resembling rhythm
>We fuck for a while, he cums, she ends up sticking her finger in me, great times
>We cuddle for a minute
2/3
>>
>>1840025
>I ask him if he's ready to try me again
>he says sure, and he wants to try from behind
>I stinkbug up, and start lapping his goo out of her
>He presses up against me, nervous, I feel him shaking
>I'm nervous too, I felt like I wasn't as stretched as I had been
>I feel her shift, I smile and grit my teeth, sure enough, he is suddenly in me
>Fuck, I swear he's bigger since last time, my moan is just lost into her, though
>Well, I say he's in me, but I underestimated just how long he could go in me for, and after he regains his balance from being pulled, he pushes in all the way
>tfw you've moaned the air out of your lungs, and suddenly need to moan again
>I know I came some right there, because she grabbed it up and started rubbing me with it
>He pulls out, again, I underestimate how long that takes. or maybe he's just going slow.
>That second thrust would have taken my breath away if I had any left whatsoever.
>He starts in, I'm a lot more experienced now, but jesus, he's so much bigger than my toys or the two other dicks I've had
>I'm rapidly understanding how good big dicks feel, just how long it goes in and out for, sweet jesus
>I don't even realize he's not quite lined up right to grind my spot until that sweet woman shifted to fix my angle
>Suddenly, I realize that he wasn't lined up before, but is now
>All I can do is hang on for dear life
>I just feel on fire and not there and sweet jesus,
>That sweet woman pulls my face out of her, holds my hand, brushes the jizzy hair out of my face and strokes me. I think she was saying something to me, don't remember.
>I lost complete track of time, and how many times I came, I had to ask her later, she said this just happened for minutes. It was his third load, and he needed tenacity to get through it.
>According to her, she "felt" me orgasm four times, though I had run out of cum by the second or so
3/4 I guess
>>
>>1840043
>However long it took, or however many times I came, I definitely felt him finally cum, I know there was a lot
>They rolled me over, and leaned me up on a pillow. He licked me down, and lightly sucked me a bit, I was so tender that I kept groaning and pulling away
>She was determined to get every drop of his goo out of me, I do regret not being able to feel him drain out naturally, but I recall how feathery and gentle her tongue was, and the sound of her schlicking as she did it.
>I don't even remember falling asleep, but I woke up hot and cuddled between them
>I was also aware of a pool of hardened jizz on my chest and belly, he apparently fucked her on me afterwards, and she just let herself drain on me for a while

The three of us have fucked a few more times, but he seems to have mostly "gotten it out of his system", and it's never been as intense. Also, I'm more used to how big he is, so it's less shocking.

I, uh, think I wandered a bit from purely anal, but, oh well.
>>
>>1840046
both of these stories were super hot, thanks
>>
>>1802491
Quoted for truth.
>>
>>1803852
Yup-- married bi guy here-- best fuck is another married bi man-- my last regular was a local chef/owner of a few locations, tubby, but hairy, manly, with a fat 7" cock, and like me, loved fucking asshole but not fabulous. at all. Man's man.

People in food service are 50/50 on drugs. He sold me blow once only to call me back and ask if I needed it...
>>
>>1840046
WHOA-- i'm dizzy just reading. I think this should be published somewhere.
>>
>>1832207
This got me so hard!!
>>
>>1832208
mmm great story, so hot!




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