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Either your first time or the time you gave somebody else his first time. I'll start
>be me
>a friend invites me to a party
>most of the guys there are in college because they're my friend's brother's friends, and he's older than him
>I heard about the kinds of stuff that happens in college, so I'm both nervous and excited to go
>most people at the party are standoffish about it, they refuse to talk to me much or give me alcohol
>I end up alone most of the party, drinking juice
>some guys see me alone and take pity of me, so they come to chat me up
>me being the nevr give up kinda guy that I am I pester them and beg them for alcohol until one of them agrees to buy me a beer
>I drink two or three and now I'm asking to smoke marihuana
>they don't want to give me any, so I get upset, they get upset that I'm upset, and like half of the guys call me a retard and leave
>I'm not getting any weed, so I ask for more alcohol instead
>in the back of my head, college guys don't do just alcohol and weed, they do sex too
>I wanted to try that too, but I was too shy to ask at first
>figured I'd drink a few beers, and then I'd pretend I was more drunk than I actually was, and if they rejected it I'd blame the alcohol
>at first I try to get them to make me meet their female friends, it doesn't work, one says he doesn't know other women because he has a gf, so I ask him to meet with his gf, and people at this point are telling me I need to leave
>one of the guys mentions he's gay, so I say what the hell and go for a kiss
>at this point they say that's enough and they start talking about themselves how they're getting me home (I went to the party in bus)
>>
>finally the gay guy is in charge of driving me home and we walk away
>except that he doesn't take me to the car, he takes me to the bathroom
>in there he asks if I want to be an adult so bad, and I say yes
>he takes out his dick and tells me he lets me suck it if I want
>I was planning to be the top but whatever
>get on my knees and start sucking
>I don't want this to be the last time, so I do my best to do the best job I can, so he asks for more another day
>suddenly he starts moaning and takes charge, which made it 10x times hotter
>the feeling of his cock filling my mouth, the low voice moans, him attempting to go deeper when it's already touching the back of my mouth and can't go any further, and the taste of precum that starts around this moment has me diamonds
>>
>I want to get my dick out and jerk off, but I don't know if he will get grossed out so I don't
>then he makes me bend on a toilet and pulls out a condom
>I tell him I don't want it with condom, but he doesn't listen unfortunately
>he puts it in and I'm in the best bliss of my life
>my pants are down now that he's fucking me and he reaches around and grabs my dick
>kinda awkward because his arms are not long enough, but he starts jerking me off
>somehow both places at once feels better than the sum of each individual place, and in less that 5 minutes I can't help it and blow my load
>he takes a big time to cum afterwards, I remember being there with my horniness gone in almost total silence while I listened to the party's sounds feeling awkward and waiting for him to finish
>he says he wants to cum in the condom inside, but I want a facial, so I force him to pull out and jerk off to my face
>he didn't cum much (a bit disappointing at the time) but still hot anyway
>he spends the next while cleaning me up and making sure my clothes are okay, and tells me not to tell anyone
>I tell him I won't if he buys me weed next time
>he does the "I leave the bathroom first, you wait 10 minutes before leaving"
>he tells me to go home, but I don't and I go back to the party and stay there for a few more hours, although I didn't achieve anything else
anyway we met again later and we started having sex regularly after some whining on his part. I was never able to convince him to let me top though. eventually I got a gf so I didn't really need to keep the relationship anymore
>>
>>2712963
>me 53, white dadbod divorced, bi but never with a guy
>him 19 Taiwan student
>I post ad for BJ on craigslist M4W
>he replies that he's willing but never did it before
>meet for coffee
>lives with aunt and uncle. they watch him like a hawk (parents aren't spending $'s for him to not study every minute of the day)
>invite him to my apartment
>get in, both strip down
>didn't think males could have such a feminine body
>sucks my cock
>asks if he can sit on it
>tries, can't fit, just blows me
>week later, I'm pounding his ass
>first for both of us
>>
wrestled with my friend when I was 14. He easily pinned me and felt his boner on my ass. He ended up grinding on my ass till he blew his load in his bum. Few weeks later he insisted to fuck me. Basically was his bf throughout high school till he moved onto someone else.
>>
First time sharing.
18, living alone in a different country travelling. Saw an ad on cl offering young guys $100/hour to just hang out with late 30s man in underwear. Young, naive, needed money so thought why not, also messaged that I was curious to suck my first cock but nothing further.

Get to his place, family home, blinds down, family pictures all over the dark living room. Guy seemed quite normal, little bit overweight and hairy but something dark about his eyes like he hadn’t slept.

Both stripped down to underwear and he just hugged me really tight to him, breathing kind of heavy but just a really unsettling tight hug and breathing right in my ear, slightly sweaty body rubbing against mine.

Pushes me down to get on my knees and flicks his cock up out his boxers, 5 inches but really thick head and doesn’t smell too fresh. Thrusts into my face before I even have a chance to open my mouth and line it up. Holds my hands above my head and clumsily thrusts in a few times before pulling me up again and bear hugging from behind.

Hands all over me overwhelming and before I realise what’s happening I’m on my knees bent over the sofa and he’s behind me. Feel something wet press against my hole and I bolt up in panic and say no I wasn’t ready for that and I’d said no anal on message. He says relax it was just his thumb but apologises and hugs me more gently to try to comfort me.

Then the cycle kind of repeats with him getting more forceful and I end up in exactly the same position bent over the sofa with him behind me holding me down and something pressing on my virgin hole. I jump up again and I’m a bit panicky and his face is really annoyed looking. Asks me what I’m even doing here and reminds me he’s paying me. I feel really stupid for getting in this situation and a bit scared.

Cont
>>
>>2713126
Puts all his weight on my shoulders and forces me down on all 4s facing him on his knees and he hate fucks my mouth. Really uncomfortable position on my neck holding it straight but I’m too scared to resist and just switch off and let it happen. Somehow don’t gag because he was only about 5 but his thick cock head completely docks with the back of my throat and plugs all breathing when he holds it deep. Sweaty hairy belly pressing against my forehead and I feel close to tears.

He’s just muttering what a stupid young slut I am, and how this is all I’m good for, to just let it happen etc. His breathing gets quicker and I can tell he’s getting close. His hands feel like a vice holding my head in place as he forces his cock to the back of my mouth and I can feel his cum shoot against my throat.

Starts saying ‘don’t you fucking swallow, don’t you fucking swallow, just hold it there’ and I’m trying not to because it starts sliding down my throat. Practically choking on it at this point and he suddenly releases the pressure on my head and pushes me back on the floor. Bring his cum to the front of my mouth and it’s really bitter. He stands above me and tells me to kneel as he looks down.

Cont
>>
>>2713127
Comes down to face level and tells me to show him. I open and look up at him a bit teary eyed but relieved it’s over. He gently puts his hand under my chin and just casually spits a huge glob of spit into my open mouth like it was the most normal thing to do in the world. I was disgusted and tried to turn away and spit it all out but he had one hand at the back of my head holding me up and one holding my mouth shut and we were just stuck awkwardly there for what felt like a whole minute. He was just looking down telling me to be good and swallow and what a cock tease I’d been, and how I’d wasted his time. Eventually gave in and I painfully swallowed a huge mouthful of bitter cum and he released me to the ground.

He awkwardly laughed a bit as he slid $60 under the elastic of my boxers and told me I had 2 minutes to get dressed and get out. Emailed me after to say I should have been clearer about what I wanted to do, he probably felt a bit guilty he got carried away. I blocked him.
Not a great first time at the time but unlocked a lot of kinks
>>
>>2713128
Absolute proof that being gay is not normal or healthy
>>
>>2712963
I'm an old anon so some of you may not get this. Back in my late teens, I was in a garage band. We played high school dances and occasionally opened for other bands in clubs. The amount of pussy I got from doing that was unbelievable.

One day I met with the guy who would book us (an "agent", but not really. Just a guy with connections.) He wanted us to open for an up and coming glam rocker (makeup, long hair, feminine mannerisms and dress). Met in glam's hotel room and we worked out a schedule, play list, pay, etc... All the while we're drinking, smoking weed and doing a little coke.

Agent takes the paperwork and leaves us there. As soon as we were alone, glam strips down, gets on his hands and knees, tosses me some vaseline and told me to fuck him. I'm like "thanks dude, but I ain't gay" but I have to admit, besides the cock and balls between his legs he was very female presenting. So I lubed my cock and fucked him.

Post-fuck regret and super awkward after. Leave knowing I'm going to see him in a few days. But over the next few days I felt it wasn't that bad. At the show, he apologized and said it was the drugs. I said no problem. After the show we went back to his hotel and fucked again.

All this was before the tranny craze, but when that started, it brought back a nice memory.
>>
>>2713130
>single example
PROOF!
I wonder why you're in this thread reading these stories?
>>
>>2713141
Absolute proof that being gay is not normal or healthy
>>
>>2712963
First time? How about two 15-year olds, unsure, talk about a classmate who "appears" to be gay. Talk between ourselves what that is like, how do they do "it"?

This started just after school started in September. First showed each other our cocks in November, touched them the day after Christmas and New Years eve we sucked each other. Three months of being unsure, curious and aroused, sleepovers naked cuddling in bed.

And then on April 15, while my father was downstairs banging out tax returns, I fucked him. and he fucked me.
>>
>>2712963
I just got my first hook-up. It was an eye-opener.

(1/?)
>be me, 23
>feeling horny, seeing how gay porn looked so hot
>felt horny, decided to be adventurous.
>installed Grindr
>since it was the first time for me, i was very nervous, even as far as not showing/sharing any face pics online besides a gym pic that i blur the background and censored my face.
>one recognized the gym i went, nothing much but small chat but respects my privacy
>eventually ended up with a guy who lives a walking-distance away from where i live.
>decided to fuck it and went there with a face mask at first.
>guy gave me instructions to get in, he was already in a towel.
>went to his room , he laid down on his bed and had some small talk
>eventually he guides my hand to his dick and i started rubbing, he reached for my nipples and flick them around
>this made me calm down and get horny so i went in and started sucking (no fucking, i asked the guy if its cool if i just give him a blowjob and he gave a thumbs up)
>>
>>2713440

(2/2)

>a lot happened, he caressed my hair before i invited him to shove his cock deeper in my mouth, gagged a bit but he moaned a lot. we eventually moved and he sat on the chair and i got on my knees like those "implied blowjob" videos you see online.
>most of the time he scroll through gay porn in his phone, i was a bit anxious and made sure he doesn't end up filming me as i kept sucking him off.
>he really had an attempt on his dirty talk but so much was happening, i could only moan in return
>eventually had to stop as it starts to hurt my jaw and just sucked on his nipples as he jacks himself off near orgasm.
>once near, i knelt back down and kept my mouth there until he starts cumming in my mouth.
>i promised him I'd swallow, but I guess a part of me couldn't do it so i pushed the cum out of my mouth while his dick is still inside my mouth.
>had to clean with tissues and alcohol before we go on to our separate ways.
>checked back on Grindr to thank him for the good time but realized he deleted our conversations since i couldn't see it anymore.

im kinda worried if my pics were saved or anything, but seeing the lengths i went through to hide my identity and how it was a fresh account, i guess i really shouldn't. i also deleted my Grindr, it was really a lot but i don't think i can bring myself to indulge more on it.
>>
>>2713441
>most of the time he scroll through gay porn in his phone,
why do guys do this? I am 100% into the guy sucking my cock, holding his head, pulling out to kiss him, telling him he's a good cocksucker. You are engaged in live gay porn. Why watch it?
>>
>>2713530
Probably for the extra stimuli, I don't know, I think he even got those massagers just in case if he needs it (thankfully he didn't.)

I feel overwhelmed, I think it's a one-time thing with him. Thing is, he lives close that there's a non-zero chance we might cross paths. I really want things to be hush-hush especially if I eventually go and have an exclusive relationship.
>>
>>2713533
With someone else I mean.
>>
>be teen at friends house
>friend wants to pretend wrestle for some reason
>he keeps trying to pin me down on my front
>he pins me with his bodyweight, I can feel his dick is hard rubbing on my ass
>he pulls my shorts down over my butt
>before I even realise what's happening his hard dick is out and is pushing on my asshole
>I whelp and whine as he tries to force it in, then he pulls out, spits on his hand and rubs it on his cock, then resumes a bit slower than before
>he gets it in and moans with satisfaction
>10 to 20 thrusts later he tenses up and I can feel hot cum pumping into me
>I realise I am harder than I've ever been

We got up, I went and pushed his cum out of my ass into the toilet while I masturbated. We didn't speak about it. But from then on I bottomed for him every chance we got for over a year.
>>
>>2713538
your fault for looking so feminine
>>
>>2713540
It's true I was a smooth twink and I deserved to get my ass fucked. Don't worry though I got what was coming to me - he spent the next year truly turning me out
>>
> Be 21, college athlete in senior year.
> Finally break up with HS sweetheart.
> Always had bi thoughts and enjoyed gay porn, but never acted on it because of her.
> Decide that if I was ever going to experiment, it was the perfect time.
> Spend weeks on Craigslist. Send some emails back and forth but always chicken out.
> Eventually work up the courage and agree to blow a guy in his car since I had roommates and was in campus housing.
> Meet him in an out of the way parking lot on campus, get into the front seat of his truck.
> Park in the darkest corner we can find.
> I'm super nervouse but way too late to back out now.
> We kiss a bit in the front seat while I rub his hardon through his pants.
> Decide to switch to the back seat for more room.
> He's lounging across the seat while I'm on my knees and I pull his pants down.
> His hard cock springs out, and I'm face to face with another man's dick and balls for the first time.
> Just the smell made me start getting hard right away.
> I licked up and down his shaft before I pop his head in my mouth.
> Start to bob up and down, going further and further each time.
> I was scared I was doing poorly, but his moans and the hand on the back of my head was encouraging.
> My own pants are about to bust with how hard I am.
> Jerk him off while I give his balls some attention. Getting drunk off the musk from his pubes.
> Go back to bobbing my head on his cock, playing with his nuts in my hand.
> After a few minutes he said he was close and asked how I wanted his cum.
> Told him in my mouth.
> A few seconds later he starts moaning louder and I feel his head twitching on my tongue.
> Pumps the first load of cum into me I ever took.
> I swallow without a second thought and show him my tongue, which he liked.
> I thanked him and went back to my dorm, my own dick almost in pain being so hard without being touched.
> Jerked off the second I got back inside.
>>
>>2713544

He sent a follow up email later telling me I was a good cock sucker and asking if I jerked off thinking about it. I told him I did and that it was my first time. He said he couldn't tell. I spent the rest of the year secretly blowing guys off Craigslist, mostly in their cars. I even took my first raw load in the back seat of one. I still have a kink for fooling around in cars after all of that.
>>
My first time was with my older brother in the back of our parents van.

We used to play with our dicks in front of each other any chance we got and our parents were inside the store so we were sitting in back playing with our dicks as usual lol I cant remember how he asked or told me, but right there in the parking lot I put my head down and took his dick in my mouth for the first time. I still remember how thick it was, and how the head felt sliding in my mouth, feeling the slight salty taste on my tongue. I only did it for my 30 seconds because we were both too paranoid about getting caught but it turned into me sucking him off a lot over the years.
>>
> be me, 24
> peak covid lockdown
> haven't seen anyone in person in over a week
> feeling lonely
> tinder isn't enjoyable, the conversation with women is a bit boring and feels performative
> been playing with my ass and exploring that side of things
> one night get horny and high
> download grindr while playing with myself
> chat to a few guys, get a lot of dick pics
> mostly just exposure
> wake up the next day
> message someone who just has a chest pic
> 400m away
> start chatting
> he asks to go for a walk around the local park
> we do, social distanced ofc
> i find him very attractive, which is weird as ive never looked at men like that before
> I suggest if he's open to it, to coming over to mine later tonight for a drink or two
> he says he doesn't drink, but does smoke weed
> perfect, I have weed too
> we make plans, i go home
> I prep, shower, wait anxiously for him to come over

1/?
>>
>>2713130
why are you acting like straight people don't also unlock kinks from sexual trauma lol
>>
Kind of started with a friend when we were 14. He kissed me out of the blue (he sort of had a touch of the 'tism). It was a very slow exploration between two kids who knew nothing except that we liked what we were doing. I lost him as a friend the day we had sex.
>>
>>2713591
>I lost him as a friend
as in u became lovers or he gosted u?
>>
>>2713538
Absolute proof that being gay is not normal or healthy
>>
>>2713545
Absolute proof that being gay is not normal or healthy
>>
>>2713578
Absolute proof that being gay is not normal or healthy
>>
>>2713662
Not totally ghosted but everything stopped. For the ~10 months before, we were very intimate. We kissed, frotted, jerked each other off and gave each ither blow jobs. And after we blew our loads, we'd lay on the bed next to each other naked sometimes cuddling, sometimes holding each others cocks, chatting about everything and nothing.

The day I fucked him, we were fooling around on the bed and he actually asked me to fuck him. From the time I asked to the point I was about to put it in him, I asked him five times if he was sure. He said yes, no hesitation and even asked me if I wanted him to put a pillow under him to make it easier.

Minute I went in, it was like he passed out. No movement, talk, sounds, nothing. I fucked him gently, no pounding and came in his ass. He got up, got dressed and left. After that he wouldn't talk to me, hang out, nothing. Just walk away if I approached him. To this day I have no idea why.
>>
Was always a little more on the feminine side and my cousin was staying over one night and we found my dad’s porn stash. After going through a few he asked if I wanted to see his dick. I agreed and asked him if he wanted me to act like the girl in the magazines, he said yes. So I started sucking his dick and probably wasn’t my best work but next thing I knew he was rubbing my ass. By this time we are beyond horny, after a little bit he asked if he can stick it in me. I’m not disagreeing to anything at this point. Took a little bit but he got it in, after a few pumps he came and we never spoke of it again.
>>
>>2713545

You think that's bad? Here's the story of my first raw load:


> Christmas break that same year.
> Had bottomed once, we used a condom and it was quick and awkward.
> Horny every night, frequently browsing CL, watching porn, and toying my ass with a round travel toothbrush holder.
> Eventually agree to blow a guy in his car at night after my family goes to sleep.
> Super horny all day, toy myself thinking about it.
> Night time comes and I sneak out and meet him at a street corner.
> Super nervous, he seemed quiet and a bit shy.
> We drive a few streets over and park in a dark lot behind a nearby strip mall.
> Jump in the back seat and kiss while I pull his cock out. Average size but not bad.
> Put it in my mouth and get to work.
> Feel him rubbing my ass and reaching down the back of my pants.
> Loosen my pants and moan over his cock when I feel his fingers on my hole.
> He asks to see my ass, I turn around and pull my pants down to oblige.
> He spends some time fingering me with his spit, I can also tell he's spitting on his hand and jerking off.
> Gets behind me and asks if he can rub his dick against my crack.
> I say yes, knowing where things are going.
> At first he does just hotdog me, but then I feel him poke at my hole.
> He keeps spitting on his dick/my hole and poking it.
> I don't stop him.
> Eventually he gets the tip in and slowly pushes in the rest of the way.
> It hurt without real lube, but not so bad since I had been training my hole for days.
> Moan with his raw cock in my ass.
> He begins to thrust slowly.
> It doesn't take long before he picks up a bit.
> I hear him moaning and, without any warning, he shoves into me to the hilt and cums deep in me.
> He doesn't say much as we put our clothes back on and get to the front.
> I thank him when he drops me off at the same street corner.
> Sneak back in and bust an enormous nut with the knowledge of another man's cum up my ass.
> Jerk off again in the morning to the memory.
>>
>>2713704
>>2713703
>>2713702
No one asked for your opinion so shove it up your ass and get lost .
>>
Sucked my first cock a few weeks back in a threesome. Married couple, he wanted to explore, so do I. His wife finds it, and me, hot as hell. He did a decent job, she was amazing, he thought I was amazing. They both want me to be the first to fuck his ass. I love toys in my ass so they'll bothget mine.

Highly recommend, I really like them both.
>>
>>2712963
>be me, dumb horny teen
>download grindr
>lie about my age say im 18
>get messaged by a married arab dl
>40s nice physique great looking cock
>agree to meet in a hotel
>go there to meet him
>he gets me to the bedroom and we both strip
>we make out for a bit to get hard
>brings me to my knees in front of his cock
>sucking his cock, so far so good
>he picks me up and puts on the bed doggy position
>fingers me with his wet fingers
>feels kinda good
>he takes them out
>starts shoving his cock in me
>hurts as hell
>he starts fucking me but still hurts
>i beg him to stop, he doesn't listen
>tell him my real age, still doesn't stop
>i cry as i realize what is happening to me
>he ends up coming in me
>i try to leave but he holds me tight
>he calms me down and tells me i did good
>after i went home he messaged me again
>we got into a relationship for 6 months
>>
>>2713770
Absolute proof that being gay is not normal or healthy
>>
>>2713788
Absolute proof that being gay is not normal or healthy
>>
>>2713871
>implying a straight hookup can't also go horribly wrong
More accurate to say that having anonymous sex is risky or dangerous

Also, why are you on /hm/, repressed homofag?
>>
>>2713889
Absolute proof that being gay is not normal or healthy
>>
>>2713889
>go horribly wrong
he dated the guy for 6 months, horribly wrong seems a stretch
>>
> be me, 16
> Skinny, twinkish build fag
> Parents decide I need to take extra math classes due to get to uni (I really didnt)
> Start going to a local engineering college student that teaches extra math part time
> Hes cute, 19 or 20, swims
> I really dont need the classes so usualy its just playstation and smoking weed together and chill annd talk and stuff
> "You got a girlfriend?" "Oh, a boyfriend then?" "What kind of guys you like" etc. etc. and we end up making out and Im on my knees pulling his shorts down
>About 6 inches thick as hell
>Feel him get fully hard as I lick his shatft and smear pre on my lips
>Suck his cock as with his hand in my hair setting the pace and him giving me instructions
>Tells me to stop when hes close, Im rock hard loving this
>Asks if I want him to fuck me
>Yes yes yes
>Asks if I know how to prep
>Yea, (I played with my ass before so)
>Shower and douche in his bathroom
>Come out, he has a cock ring on and a bottle of lube
>Nervous but horny
>"On the bed, on all fours"
>I obbey and he gets behind me
>Feel him finger me, lube me up
>"You ready?"
>"Yes"
>He spreads my cheeks and I feel his tip on my ass
>Feel him slide in, hes *thick* so even with the prep it hurts
>Hes taking it slow, slowly working it in
>Feel him bottom out as he calls me a good boy
>Fuck.jpg
>Proceeds to slowly fuck me as my ass gets used to him, still hurts but feels really good
>I moan as he slowly picks up pace
>After a while he pulls out and I feel the breeze as I gape a little
>More lube
>He slides back in, not very gentle now
>Hear him grunt as he starts fucking me properly
>Im rock hard, feels good
>Jerk off as he fucks my ass faster and faster
>I feel Im really close when he hilts me hard and cums in me
>Pulls out and gives my ass a slap
>I cum buckets as I gape on his bed

We shower and I go home. After this it becomes a regular thing with me sucking his cock or or getting fucked every time he felt horny. Also had a thing for blindfolding me.
>>
>>2714048
So... did you get into uni?
>>
fyi for the virgins out there: any story that brings up anal sex where there's no prep and the bottom still enjoys it is made up
>>
>>2714048
Out of all these probably fake stories, this feels like the fakest of them all. All the tropes, the “prep”, the set-up, everything. Lame and gay
>>
>About 17 slim tall twink mode
>Have a girlfriend at the time but still always horny
>Never even seen a cock irl but have chatted with online for years at this point.
>Chatting one night at home and one convinces me to meet up close by
>Meet on the street not far from my house.
>Guy is in his forties, maybe older, grey hair, shorter than me but built much stronger.
>Quick chat on the street he convinces me to go to his place.
>Nice place, warm, music playing.
>Basically has as much bourbon and coke as I can drink and I help myself.
>We chill on his couch for a couple hours
>Smoke some weed keep drinking
>Moves to him putting porn on the tv and feeling me over my clothes.
>I end up getting up and one point and he thinks I want to leave.
>Ask if I can try sucking his cock
>Takes me to his bedroom
>Porn Playing on the tv there too
>He tells me to get on my knees
>I oblige and Start taking off his shorts
>His soft cock is in my face and he moves my head to it
>It's cut, 6 and a half inch, thicker than mine.
>I suck until hes hard and he tells me to take my clothes off and get on his bed.
>I lay down and he gets over top of me.
>Almost 69 position, he has his cock in my mouth as he sucks my uncut cock.
>Rubs his fingers on my ass, licks my cock sucks my balls
>Grabs me at one point and holds my legs up as he eats my ass.
>One finger, two fingers, three fingers, stretching me out in between shoving his tongue in my ass.
>Asks if I want his cock inside of me
>I say he can if he wears a condom
>He says okay and pulls out some lube
>Lubes my ass and cock before putting on a condom to fuck me
>Pulls my legs over his shoulders
>I try to guide his cock into my ass but it hurts too much
>Give up and try again
>Can't get it in
>Eventually I give up and say he can go in raw
>Pulls my legs over his shoulders and tries again
>Success
>I can barely move with the sensation
>Try to get him to move slowly and he does for a bit

Cont..
>>
>>2714082
...cont

>He starts fucking harder and faster
>Feel his cock sliding in and out of me with my fingers
>My cock has never been harder
>Asks me if it hurts
>Yes
>Asks if it feels good too
>Yes
>He keeps fucking me as I moan and writhe like a girl.
>Whenever I try to touch my cock he moves my hand and pins it to my chest
>Start feeling something build up as he fucks me
>Harder and faster
>He moans and grunts as he fucks me like a slut
>Get to the point where I can't hold on and I say I'm getting close
>He goes faster and tells me he's going to cum in my ass
>He cums inside me as I cum hands free and my cock twitches out a load on my stomach
>He lays on top of me till his cock softens and he pulls out.
>Tells me I'm a good boy and how hot that was.
>Have another smoke and walk home full of a man's cum

Met up with him a bunch more times over a few years. Still wonder if he thinks about when he fucked me for the first time. Wish I had some cock rn.
>>
first time having sex
>be me 16 yrs old
>6’2 chubby hockey player with a plump ass
>bicurious since I was at least 12
>just loved looking boys and touching them
>tried to hook up with the only publicly gay kid in my grade again after it didn’t work the first time
>he won’t touch me until I’m 18
>tells me to try grindr
>lie about being 18
>guy in his late 20s messages me
>invites me over
>butterflies in my stomach when I get there
>he opens the door shirtless exposing his beautiful hairy body
>we go into his room
>butterflies to max
>tells me it’s okay, starts kissing me
>im in heaven
>strips us both down
>his cock is rock hard, 7in, gorgeous and dripping with precum
>immediately start sucking it
>compliments me on how cute I am and is extremely tender, touching me all over
>my cock is getting hard
>we make out for half an hour
>switch to 69ing for a while
>he gets up, grabs lube and poppers
>he puts my legs on his shoulders, slowly lubes me up, gentle fingering me and tells me to inhale
>insane head rush, whole body feels incredible, I just want this man inside me right now
>1 finger turns to 3
>incredible feeling
>starts to put his cock in me
>it hurts a lot, but he’s being very careful and is going slow
>he starts to thrust slowly, still hurts
>suddenly it stops hurting
>im overcome with this intense pleasure
>i start moaning from pleasure instead of pain
>my cock has completely retreated at this point
>he starts jerking me off, cock getting hard again just about ready to cum
>has me hit the poppers again

[1/2]
>>
>>2714103

>poppers hit even harder this time
>he goes all the way in, hits my prostate starts pounding my ass
>my eyes are rolling in the back of my head at this point
>daddy rolls off my tongue likes it’s nothing
>starts going harder
>tell him I’m about to cum
>he stops, flips me on my belly, starts pounding me even harder
>spanks me
>yes daddy fuck me please
>this dance goes on for at least an hour
>this man is breeding me
>it’s sensual, tender, loving and so hot
>finally after one last popper hit I release and loud moan and cum buckets all over my belly
>he moans too, feel his throbbing cock inside me cumming buckets
>he collapses next to me
>we shower together and he’s touching me all over
>think im in love
>we finish up and he asks me how old I actually am
>16
>says this was great but we can’t see each other again
>go home feeling happy, sad, regretful at the same time
>jerk off to the memory 13 years later

Still haven’t been fucked anywhere near as good as that since then. I miss being a young chubby boy, I loved being railed by hebephillic perverts.
>>
I started when I was ten. We'd show each other our penises and touch and suck each other really fast. A few months later, his brother, who was about 16 or 17, made us suck each other off about three times, and that's when I had sex with a man for the first time. I didn't dislike it. That phase passed, and I didn't go back to being with a man until I was 21 or 22. Currently, I date girls, but I'm with men from time to time.
>>
>at age 26, away for work, drunk as fuck and horny
>get on craigslist, look at w4m, decide I don't want to spend money on a whore
>always had bi tendencies, so hop on m4m, see ad for 45yo man for blowjobs
>call the guy, get his address. keep drinking with buddies then call a cab
>now drunk as fuck
>arrive at guys' place (I was in Kingston Ontario, summer of 2011) and he says to go through back stairs
>I get in (all sweaty) and ask him if we can take a showe together first. he shows me where it is and tells me he's already showered and to hurry up as his son comes back in 2 hours from work
>shower as fast as I can, finger myself with some soap in case
>get out, appartment super dark, porn playing on TV. he gets up and comes to me. I'm already fully naked
>he pushes me on my knees and shoves his cock down my throat. at first I gag, but I quickly get used to it. I'm just in love with his dick
>asks me if I wanna go in living room, I say yes.
>he sits down and starts jerking off, I ask if I can suck him some more, he tells me to go ahead
>few more minutes of sucking, and he asks for us to go to he bedroom. I say yes
>he lays down, I ask him if he wants to 69. He says he has no interest in sucking me and just wants for me to make him cum.
> after 2 more minutes of sucking him off, he says he needs to fuck to cum. I'm drunk as fuck, and he grabs me and turns me around by force. I then feel a pressure on my ass and then pop, he gets right in. A few strokes and he then starts going all out
>I feel helpless, but I'm enjoying it and start moaning and asking for him to go harder
>2 minutes pass by, he pulls out, gets his cock close to me and starts cumming in my mouth
> after I lick him clean, he offers me a beer, we have a drink together, and then he brings me back to my hotel

I've since had close to 20 different men behind my wife's back and a few trannies. I just can't get enough!
>>
>>2714107
Absolute proof that being gay is not normal or healthy
>>
>>2714137
Absolute proof that lurking gay threads, in denial, soliciting your unwanted opinions as if they were fact is not normal or healthy.
>>
>>2714115
Bro! You’re telling these stories to a bunch of actual faggots who, most of which have actually fucked and been fucked. Some of whose have had a lot of gay sex.
Anyway, we can tell bullshit pretty quickly. Now, it’s obvious that most of these stories are rather embellished, but some, like yours are just downright goon fantasy.

What I’m getting at here isn’t directed at you personally. But rather these threads in particular. And that is;

YOU AIN’T GOTTA LIE TO KICK IT!
>>
Ive sucked a cock a few times before this but not counting that. At the time I was 23 and dating a girl who knew I was bi and was pretty into the thought of me taking cock (so was I). We talked about and agreed she would set something up for my birthday so on my 24th we met up with a cute blonde guy in a local pub and got pleasantly drunk. We moved to the flat I was sharing with my GF where we drank some more and I got blindoflded and we sucked his thick cock together with my bf, ended up taking my first cock with my hands cuffed behind my back, face down in my couch, then on my back legs on his shoulders as I ate my gf out, then we spitroasted her and I ended up having him cum on my tongue. Probably still the best birthday present
>>
>>2714166
Absolute proof that being gay is not normal or healthy
>>
>>2712963
Sure
>Be me
>Be 20 year old young grasshopper
>Lost virginity to fat short latina girl in HS
>Relationship did not last long
>Lonely.png
>Hop on bumble
>Match with 23 year old guy, twunk ish, longer hair, no facial hair.
>About 4 inches shorter than me but I'm really tall to begin with
>Click really well
>Not closeted, but neither of us are stereotypically gay and. We both disliked the fem-attention-whore-degen-yassqueen-slayy-tell everyone and anyone entire personality gay culture.
>Talk a ton before first date
>Pick him for our first date in my 2nd gen subaru forester and take him to a nearby ice cream shop
>Mutual love of yugioh, play some and swap scoops of ice cream
>Very cute
>Go in for a kiss in the car before driving him home
>He returns the kiss
>I go for tongue, which he was not expecting, but he enjoyed it and returned after getting over his surprise
>Diamonds while driving him home
>Take him home

Didn't end up working out, and I haven't dated another guy since, but after getting cheating on by my most recent ex GF, I'm reconsidering exploring my bisexuality some more.
>>
>>2714459
>>2714442
Yeah, he was a gross person, looser poor hygiene etc, which has had me put off of having another M/M relationship, but honestly I can't say he was anymore evil in intention than my female ex's. I wish people weren't evil or degenerate like either of them and I do plan to be patient in finding the right person. I believe that there must be some good ones out there because I am aroused by M/M stuff without the weird evil parts of it. I just want to be truly known and loved, man.
>>
>>2714459
If you do end up feeling comfortable enough to give men a try again, then I hope you find a better match than guy #1 was for you.
>>2714462
>I just want to be truly known and loved, man.
Same bro, saaame.
>>
>>2713385
>touched them the day after Christmas
"Coxing Day".

Americunts will not get this
>>
>>2713889
JFC you dumb mother fucker, it's almost certainly a bot. And even if it isn't, how new are you to not know that you DON'T FEED THE TROLLS.

Fucks sake, I know we're not on /b/ but lurk moar.
>>
when i broke up with my first gf i went on tinder to look for a date and thought id finally put my bisexuality into practice. i was 18 and found someone my age that looked cute and was very effeminate and a twink, wore heavy makeup and whoreish clothes etc. we met up and had a beer and i asked if he'd like to watch Twilight with me since we joked about the movie before meeting and he agreed. this was also my first hookup in general so i was very nervous. we slowly got drunker on pink wine while we held hands and started making out. he jerked me off first over my sweatpants and then under, instantly rock hard while i fumbled with his belt to return the favour. his was kinda smaller and i think he was on HRT since he didnt get 100% hard but it was very hot nonetheless. he sucked me off and i felt like i was in heaven, he left some of the makeup he was wearing all over my dick and it turned me on so much i started frotting with him and then he made me sit down and straddled me while he jerked me off and we made out. i made him suck my cock until i came in his pretty mouth and all over his face and ruined his makeup. we then both went to the shower and made out giggling. i fingered his pretty ass while he jerked me off and i put the tip in but he said i was kinda big and he hadnt prepped so he just finished me off with his hands all over his asscheeks. it was insanely hot and he was very cute and we spent the next hour or so outside smoking and talking about life while we waited for his bus. we met again for a sexless date but i started feeling bad about fucking a guy because i hadnt come out as bi to my parents yet and i ghosted him and i feel a little bad about it still
>>
>>2714471
Oh look. He changed Boxing Day to Coxing Day. How funny! Too bad I'm a stupid Americunt who won't get the really piss poor effort joke.
>>
>>2714476
Absolute proof that being gay is not normal or healthy
>>
>>2714528
>>2714442
>>2714137
>>2713913
>>2713871
>>2713870
>>2713704
>>2713703
>>2713702
GDS
>>
>>2712963
Was curious for a long time and ws already doing some pretty gay shit like sexting guys online and trading nudes. but last year when i was 25 i told myself i'd never know if i didnt try.
so one day i'm horny af for cock and go on grindr ( i used to go there just to sext.) and find this guy in his 40s, who sends me a pic of his cock.
We sext all night and i tell him everything, he makes me feel comfortable enough that we schedule to meet the next day.He was married so he got a hotel room not too far from mine. I remmeber my heart pounding the whole day waiting for it, i took a shower, shaved myself bought lube and went ahead.
part of the agreement with him was that i wanted him to be waiting for me naked i didnt want to chit chat or make out or anything just get to the point.
i get to his room and there he is,pants down, jerking his cock. I instictinvely go to jerk his cock and he asks me to get naked.
i strip and put on some jockstraps that he brought ( i asked him to bring stuff that he likes)

he got us a bottle of champagne to and asked me to go open it, i go open it and he pushes me agianst the counter and starts eating my ass, my heart dropped i was like damn theres really a mans tongue in my asshole right now.
he goes to the bed and asks me to sit on his face which i do.

while he eats me i see his cock throbbign so i just say fuck it and start sucking it.
sucking was fun, he then sits on a chair and i get on my kneees and keep sucking.

after a while he asked if i wanted to bottom which i did, so we wennt back to the bed and he ate my hole some more while he fingered me. after a while of that he lubed me up and started putting his cock in me. it hurt a bit at first but he was very gentle.
desu it wasnt porn fucking he was mainly just going in and out very slowly, but eventually i asked to ride him and surprisignly took his enitre thing inside me.

he says he wants to cum so i ask him to do it on my face. he cums
>>
>>2714603
after that i wash off, go home and realise i didnt cum and was still horny. still riding off that hornyness i text a twink from grindr and he comes over to mine, we blow each other, i cum on his mouth and he leaves.

tried a few times after it before meeting my gf, sometimes i still fantasize aboout it
>>
>>2714476
>thought id finally put my bisexuality into practice.
men don't talk like this. go back to tumblr femoid
>>
>>2714554
Absolute proof that being gay is not normal or healthy
>>
>>2714634
We all know your priest fuck you good and you liked you loose whore.
>>
>>2714661
Absolute proof that being gay is not normal or healthy
>>
> first time
> be 17 5'10" 170 lb, 7" cut, decent build
> met middle aged guy on old gay com website
> should have been pickier
> early 40's and kinda overweight
> small pecker that barely stayed hard
> like blowing overcooked spaghetti
> wasn't good at reciprocating
> received toothy blow job
> didn't cum
> generally weak sauce 1st time
My 1st time bottoming was totally different. I'll post it next.
>>
>>2714708
> first time bottoming
> had met a few guys before, mostly for giving/receiving oral or j/o
> met new guy on squirt
> mid 20's, about 6', good build, decent looking, 8" uncut and fairly thick
> met me a block from my place and drove me to his house
> got through the door
> immediate kissing, hugging, groping
> feel bulge down his leg
> ohshit.gif
> strip our clothes off and 69 on couch
> 1st cock that was kinda tough to blow without gag reflex kicking in
> starts rimming me
> oooh, that's new....and feels gooood
> asked me if I ever bottomed
> nyet, am virgin b-hole
> his eyes light up
> quits with the sucky sucky to retrieve lube and a mysterious brown bottle
> now sucking him again while he fingers my ass and works the lube in
> moment of truth,
> now on all fours on the floor
> he opens the brown bottle and takes a long whiff
> instructs me to do the same
> smells like nail polish and dirty socks
> ............sssssssSCHOOOOOOOMMM
> instant head spin and warmth all over me
> look back, his 8 inches are lubed and flaring hard
> ........and no condom (meh, fuck it)
> he starts to push against my hole
> ooohh shit that hurts
> pulls back, fingers me more, adds more lube, and hands me the brown bottle again
> take 2nd rip off mystery bottle, brains in orbit now
> lines up cock again and pushes, harder this time
> now stinging like hell
> a spike of pain, then *POP*
> his cock head and first couple inches are in
> i'm groaning and writhing a bit, my ass hurting a lot
> he's talking me through it, trying to comfort me while massaging my legs and back
> slowly, he pulls back till he's just barely in, then gently pushes forwards again
> continues working himself in and out, pushing a bit deeper every few thrusts
> his cock now about 5 - 6" in me
> hits something inside
> pulls back, thrusts in again, hits that thing inside me again, new aches
> continues thrusting in, feeling the same barrier in me
>>
>>2714709
> he pushes his cock head against it, and holds it there
> applying more pressure, then backing off slightly
> i can feel my insides starting to yield
> i gasp as i feel his cock head sink in deeper
> he holds still for a bit, withdraws, then slowly pushes deep back into me
> my ass now pressed flat against him
> feel hands grip tight around my hips
> WHAM
> hilted himself in me, his balls on mine
> YEOUCH
> he stops, gives me a sec to get used to it
> pulls out, puts more lube on, then proceeds to deep dick me
> 8 thick inches plowing and stretching my virgin asshole
> weird alien feeling I've never experienced before
> a mix of physical pain, but also joy from submission
> starting to get off on being filled deeply by a big powerful cock and heavy balls slapping against my taint
> aching less and less
> groans of pain being replaced by moans of want
> find myself grinding back against his cock, trying to match my hip movements to him
> almost ready to cum without touching myself
> continues plowing me, building up speed
> reaches around and jerks my dick
> unload in seconds
> ass clamps down on his cock
> pushes in hard one last time and shoots a big hot load deep up my ass
> can feel the pulses in his cock
> starts thrusting again, the cum and lube making slurping noises, churing it into white foam
> pulls out, more cum running down my leg
We then showered together, kissing and hugging the whole time.
I've since met up with this guy several times.
>>
>>2714709
>>2714710
Fake and gay
Literally
>>
>>2714710
Got any pics of you or him? Kinda hot story.
>>
Sucked off my friend after pitching the idea of sharing my girl with him. We were hanging out together and got her drunk, stripped her down and had her on my lap facing forward, legs spread while we made out. I got his attention and he was very obviously shocked and embarrassed. I told him to come suck her tits and he nervously did so while I started tugging his pants off. I moved her to the bed and let him lick her pussy while I stroked his average uncut cock. I told him he could fuck her raw which he did and he didnt last long, the couple times he'd pull out id suck and lick his tip and shaft. When I swapped an started fucking her he seemed to get coy again because im significantly bigger than him. After he creampied her and hurried up to leave but i ended up sharing her with him multiple times and even sucked him off just me and him which he very much enjoyed. He was a bit scared each time because I guess he thought I was gonna try and shove my big cock in his ass
>>
>>2712963
>15 at the time
>brother takes me to a music store in the city
>cool place
>owner is a long-haired hippy type, mid-late 20's
>his drugged out girlfriend is on the register
>buy some music
>next weekend I take the train back in by myself
>looking around, owner asks if I want to see some memorabilia
>takes me in the back room
>has some really cool stuff. autographs, instruments, rare records
>asks if I've ever blown a guy
>I never even considered it
>he tells me I can take any record on the floor if I suck his cock
>doesn't wait for an answer, just pulls my head to his crotch
>first time doing anything sexual
>must have been awful but he still came in my mouth
>takes me back out to the store
>his girlfriend is giving him the evil eye
>take my record and leave
>start going there every weekend
>>
>>2714865
Except that the adult in question was bisexual, not gay.
And that cis-hets do that shit to girls. Or is your point actually that men are not normal or healthy?
>>
>>2714870
Absolute proof that being gay is not normal or healthy
>>
>>2714862
i think this story has been posted before, though i dont remember how it all pans out.

also lol to the gadfly in the thread posting the same 10 words on repeat for 4 months. proog that being str8 is neither normal or healthy.
>>
>>2714906
>i think this story has been posted before, though i dont remember how it all pans out.
Yes, I posted it before. I went there every weekend for months. He gave me a job cleaning to make me going there "legitimate".
>also lol to the gadfly in the thread posting the same 10 words on repeat for 4 months. proog
that being str8 is neither normal or healthy.
Dude, he's reading posts in a gay thread. He's far from straight.
>>
>>2712963
We had a pool and a sauna so it was kind if popular to visit me. When I was 14 we usually swam and played and stuff and then we went to the sauna after. I was hung af for my age, atleasf 19-20cm and the boys in class got really horny about it, they had already seen it in gym shower and on football practice. I liked to just be naked on purpose and saw that they got horny, so one time I decided to just show my boner. One friend just insta blew my and I cummed in his mouth.

After that I was at a friend who loved to show his dick for fun and we drank some alcohol. He got a few other boys over and we was completely smashed and just took of all our clothes, jerked off, laughed. A friend even went to the computer room and started to watch porn and I busted him. Then I gave him a bj and he just laughed. I continued until my other friend came in he just lol
>>
>>2714914
Absolute proof that being gay is not normal or healthy
>>
>>2714920
It's nice that you're able to find a way to justify reading gay porn to yourself. Good luck on your journey!
>>
>>2712963
>Was 17 and Jr. in High School.
>Went to a weekend baseball tournament.
>Met a lot of guys from other teams.
>One was from the next town from me, and we lived less than one mile apart.
>Got together with him the next weekend at his house. He had me bring my swimsuit since they had a pool.
>Met his parents and sisters. We went swimming.
>We went inside and started playing video games up in his room.
>His parents took his sister to her softball game, and the other sister left too.
>He has some weed so we went outside to smoke it, and jumped back in the pool.
>We started talking about girls, and I was telling him about one that I had dated. I got a hard-on just talking about her.
>He noticed it, and told me he could do something about it.
>I asked what he meant, and he rubbed it through my suit and said he could empty my balls.
>I let him rub my dick and he pulled my suit aside and started stroking it. It felt great.
>He said we should go back in the house, so we went to his room.
>He pulled down my suit, grabbed my dick, and said it was time to take care of it.
>He had me sit down, and then he got down and started sucking it.
>I had a couple of blowjobs from girls by then, but that didn't matter, and I came within maybe three minutes.
>I told him that was the best blowjob I ever had, and I wanted to try sucking him.
>I sucked on his dick and after several minutes he pulled out and jerked off until he was ready to cum. Then he put his dick back in my mouth.
>He came and I gagged some on his cum.
>It was quite an experience.
>We got together a lot during the next year and traded blow jobs. We never fucked, though.
>>
>>2714921
Absolute proof that being gay is not normal or healthy
>>
>>2714918
this reads like a fanfiction a 13 year old would write, except a 13 year old would make it straight instead of gay
>>
>>2714926
LMFAO
>>
>>2712963
My first time was after a two hour talk with my friend about his date the previous night, attraction, etc...

He went on a date with a cute girl and he confessed that while it was a nice night out, he said he probably would have had a better time going out with her brother, our friends or me.

When I asked if he kissed her, he said no he had never kissed anyone. He asked me the same question and I confessed I had kissed a guy on a dare. After the two hours I aksked if he wanted to try kissing me. I assured him no one would know and if he didn't like it, not a problem (note: I kind of knew I was interested in guys at this point).

We kissed for about 10 minutes and it was nice. He looked at me and said "I got hard." I said "me too".

About 10 minutes later our pants were down and we stroked each other while kissing. We both came on each others cocks.
>>
>>2715299
That's fucking gay dude
>>
In 5th grade my best friend was named George. George was the kid that was more physically mature than other boys- hairy legs in elementary school, beard in Junior High type. I remember George had pubes and a man cock compared to the rest of us. One day George comes to my house, excited about something. He said "Dudes- I can make sperm!" I was rightfully confused. He proceeds to explain that he was playing with his dick and came unexpectedly. He described it to me, and said "Come on- I'll show you". We went to the creek behind the church where we would catch crawdads and frogs. He pulls out his thick little cock and got hard immediately. He spit in his palm and started polishing the head of his dick with his spit slicked palm- every so often dripping another long drip of spit to land on his swollen purple cock head. He started to get into it, working into a fever pitch. Suddenly, I have no idea why, I reached over and gripped the shaft of George's cock and that was all it took. I help George's vibrating cock in my hand while he shot several spurts into the middle of the creek. Then he put his dick away and we went about our day. We never had any other contact like that again. A few years later we jerked off together once- in the same room, but not watching each other.
>>
I tried topping several times and it didn't work. I couldn't even tell the dick was in. After several (many) attempts, I had to give up and let a guy fuck me in the ass even though I'm exclusively top.
It was a bit gross and painful, but at least we both were able to cum, so I guess it's better than nothing
>>
>>2714077
>Be in first time thread
>Suprised that it contains first times
You faggots are so fucking annoying
If you wanna read about how someone got raped by a pedophile go lurk on the fucking rape thread
>>
>>2716020
Gays reproduce by molesting children
>>
When I was 15, I went on Craigslist. Looking back it was wrong of course but teenage hormones, etc. needed it. Found a top. Sent an email. He hits back at me in like 5 minutes. I had posted pics that apparently he liked a lot. I asked to see his. He sent me photos of a thick 8.5" or maybe 9" bbc. I do not like black guys at all. I've never had good interactions in daily life, especially back then. Not general complaints but lived experiencs. But I was indescribably horny, and the other options that night were beyond disgusting. I threw the dice and chanced it. I was very afraid because I was inexperienced. I had played with myself extensively and had relative confidence that his size wouldn't cause me pain but was still terrified of actually going through with it in general. I drove to his house, maybe a 10 minute drive. Greets me warmly, shakes my hand, tells me I look even better in person, beyond comforting any way you slice it. He sits down on the couch, I do too. Asks me a bunch of questions. "Do you have a girlfriend?". " Are you okay with what you came here for or do you want to pull the plug, I won't be offended. Are you a virgin? etc. I said "yes I do", "no... I want to", and embarrassed, "yes I am" respectively. He was very reassuring. He then smiled and pulled it out. He told me I could say stop at any point and he would stop no questions asked. I felt very comfortable, more than I thought I would. He then put his hand on the back of my neck and guided my face down without saying anything. I accommodated and started sucking. It dwarfed my dick ten to one. Granted I have a small dick at 5.5" but still it was ridiculous. I was hesitant and timid, he could tell. So he said he would help until I was used to it. He put a hand on the back of my head and one under my throat and guided me to the pace and depth he apparently wanted. Then he let go and I matched it. idk the character limit for this,.lmk if I should continue.
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>>2716640
Continue, but first explain how your were 15 and "drove" to this guy.
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>>2716640
>55 inches of penis
lmao
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19, just broke up with gf. Was smooth but had a big ass and legs from sports. Went to a skeezy basement bathhouse that was mostly gross old men but eventually found a room with a dude probably mid 40s, attractive enough, hard af and looking at me, so slunk in and started sucking his cock ass up. Almost made him nut that way but then got fucked raw (yes, bad idea) with spit as lube in the pile drive position. He wanted me to eat his ass a bit and then fuck him but couldn’t get hard, probably because nerves/alcohol/bottom mode. He then pounded me doggy until he patted my ass and said “alright buddy” and I got the hint to head out. The pile driving wasn’t great, honestly, my ass felt like it was getting torn up. But the getting fucked doggy was reaaaaaly good. I couldn’t tell if he came in my ass or was saving his load for later, but I did definitely have his ass juices on my tongue as I left
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>>2716678
Yeah I had my learners permit and was not supposed to drive alone but there was nobody home and had access to the car so I did anyway.
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>>2716750
Lol no no, 5.5, like five and a half
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>>2716640
Continued. Without being asked, I totally absent mindedly moved and sucked both his balls and surprised myself in the process. He groaned. He started fingering me while I sucked. I started backing into it after a bit. Eventually he said he didn't want to cum in my mouth, and warmly but firmly told me to stand up and walk to the stairs. I did as told. When we reached the top, he guided me into this giant bedroom. I had been comfortable before, but was nervous as shit again all of a sudden. I approached the bed and he, behind me, picked me up and placed me on all fours on the bed. He ate my ass to prep me. Then, he entered me. I was not as prepared as I thought. Having someone else control the pace of fucking as opposed to me fucking myself was a wild distinction. I struggled audibly but I took it and was proud of myself, if only after the fact. He said things during like "bury it", "deeper", "arch it, don't run" as commands. I did my best to accommodate. He flipped me over missionary, which at first startled me and I thought I would hate, didn't consider that as a thing he might do beforehand. But once rhythm established I really lost my shit. It just hit the spot dead on and I was gone. I wrapped around him and he came hard in me. It hurt but I wasn't going to ruin his orgasm. He gave me like a playful half slap on the face after and thanked me "for the pussy".
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>be 17 in the year 2010, lost virginity to women at 16
>watching too much porn for sure
>had been curious at this point but only explored as far as shemale porn and wearing panties
>had a serious panty collection, stole from sister, friends sisters, friends mom's, gfs, pretty much panties weren't safe to be left alone with me
>wore them constantly
>had a gf and started having regular sex for the 1st time. We dabbled in kink for 17yos. Light bondage, hot wax drip, some fetish wear
>when she broke up with me i went into sex withdraw pretty much and that's when I really ramped up my curiosity
>started really thinking about wanting to suck dick and wearing panties even more
>was a metal head/emo kid and would go with friends to teen shows and that's where I met Zack
>he was 19, hardcore guy, lived on his own and knew one of my friends
>we started smoking weed with him before shows in his car
>exgf told someone about our sexploration and said i wore panties which obviously got around and one of my friends joked about it infront of Zack
>started becoming friends with Zack and he wanted to hangout one day
>at his apartment smoking weed and he asks me if I'm gay
>way out of left field caught off guard but I was stoned and initiating said no and then he told me that he was gay
>I thought about it for a second and realized he knew some of my friends but if he told them anything that it wouldn't get out to my school cause I was dealing with rumors and bullying from my exgf
>swallowed huge gulp and told him that I've watched some shemale porn that I thought was hot and I do like wearing panties
>he then asked if I was bicurious and I told him yes
>first person i opened up to about sex
>showed him the waistband of the panties I was wearing, I specifically remember they were white cotton bikini with yellow trim and a little spider on the front
>told me that he thought I was hot and he wanted to fool around
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>>2716771
>at this point I was stoned and in this weird open minded state after spilling my heart to him
>told him i wanted to suck his dick
>got on my knees infront of his couch and stood up and unzipped
>still remember that dick smell mixed with weed and the surreal feeling silence when I was face to face with his cock
>I looked up at him and said do I just start?
>told me to do whatever I wanted
>mouth dry af from smoking and he was half chub already
>closed my eyes and just inhaled his cock
>I was not good to start and he coached me a bit. Didn't know how to pull my teeth back at first but had watched so much porn that I did have an ideas of what I wanted to try
>so nervous at first that I didn't get hard and I was just so focused on him
>sucked him for a few minutes and started figuring stuff out and loved it more and more as I went on
>he told me to open my eyes and at first it felt weird but then it felt hot af and I didn't feel his eyes on the top of my head anymore
>his cock was 7" and cut or so bigger than mine for sure and I'm 5.5"
>just started doing what he told me when I was out of ideas
>told me to lick his balls and then I vividly remember the first "move" I made when I dragged my tongue from his ball all the way up his cock to the tip
>sucked him for a good while just discovering how much fun it was till my mouth started getting tired
>he asked me if i wanted to try a different position and then stood up infront of me and i sat on the couch
>he took my head and introduced me to getting my skull fucked
>I had no idea how to cope but really enjoyed it, just focused on breathing while he held me still and banged the back of my throat raw which numbed and killed my gag reflex
>blissfully discovered how hot and fun it is to be used in the way i had fantasizes drooling and crying and gasping for air
>notice my shirt is getting messy with drool so I rip it off and he told me to take my pants off too
>obediently comply
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>>2716775
>in just panties on a shitty leather couch and back to sucking him and not getting skull fucked
>he tried to get me to take off my panties but I told him i didn't want to even after he said he wanted to suck me too
>told him i wasn't ready for that and he politely gave up after I told him i was sure
>him still infront of me and said he was ready to finish
>asked me where I wanted him to cum
>didn't have a clue pretty much never thought about getting that far
>told him whatever he wanted
>kept trading back and forth from him skull fucking me and me sucking his tip and him stroking
>says hes close and he rolls my head back and shoots a fat drop of cum in my hair and forehead, strokes out the rest on my face
>breathy thank you from him and he gets me a paper towel to clean up
>explained after that I just was too nervous and high to get hard
>got dressed and thanked him and we hung out for a while longer that day, smoked some more weed and played Xbox


All of my gay firsts were with Zack but that was my 1st first
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>>2716767
you said 10x your size, and your size is 5.5
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>>2716779
Oh I see what you mean, my bad. Yeah just hyperbole
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>>2716776
More proof that weed makes you gay. How many of you fagorinos would have done this shit without either that or a lot of meth
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>>2716776
>panties
surely there's another board for these metasexual sissy fantasies?
>>
>in college
>hanging out getting high with my dealer
>he gives me something "extra" that gets me feeling super horny
>dealer suggests we put on porn and next thing I know we're jerking off together
>he "casually" asks if I've ever sucked dick before
>some corner of my mind is going "red alert idiot! this is weird, you're getting groomed or something!"
>but I'm too horny and relaxed to worry
>I say I'm not gay but messed around with a couple friends when I was younger
>he offers to "let" me suck his cock
>uhhh...
>he sweetens the deal by offering me some free weed if I do it
>...just a blowjob right, nothing else?
>he promises that's it
>30 mins later I'm naked and flat on my stomach and pinned under my dealer
>with the tip of his lubed dick pressing into my ass
>feel like I'm in way over my head but this dude is bigger and stronger than me and I'm too high and too intimidated to stop him
>suddenly WHOA holy shit that's a big fucking dick in my ass
>super weird feeling but surprisingly doesn't really hurt
>think the drugs must've relaxed me a lot
>after a few minutes of nailing me to the mattress his thrusts get erratic and he starts groaning
>I realize he must be close, ask him to pull out
>he just laughs a bit, says "too late", and pushes extra deep while he finishes cumming
>I get dressed and kinda stumble home in a daze
>start sobering up and thinking "fuck, did I just get raped?"
>take a shower and have a very confusing fap thinking about how I'm full of another dude's cum
>post cum regret hits, and I swear that I'm cutting ties and never talking to the guy again
>two weeks later I'm over at his place again
>once again high and impaled on his cock
Could never get the prick to wear a rubber. I'm lucky I never caught anything from him. Got a lot of free weed out of it, at least.
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>>2716807
Drug dealers are pushy... they like to make sex transactional and don't like to take no for an answer.

It wasn't my first time, but I also got into a sorta dubcon situation with my own dealer. I thought he was straight, he seemed like a typical masculine dudebro sort... but as soon as he found out I was a fag, suddenly my money was no good anymore, he only wanted to accept sexual favors. And since I owed him a lot of money and couldn't really pay anyway, I felt like I had no choice but to let him dick me down.
>>
> be me, 14-15
> my best buddy, also 14-15
> both virgins of course
> occasionally we rent and watch porn (pre-internet days) when parents are not home
> we make fun of each other getting hard, laugh and shit
> rubbing our dicks over our pants as we watch etc
> eventually we unbutton our jeans because 'it feels more relaxed'
> still in the "keep your dick to yourself, homo!" mindset
> naturally, one time the pants slide all the way down
> holy shit, a full view of my buddy's dick!
> we are both skinny fucks at the time, my cock is between 7-8 inches and i take pride in how good it looks
> his is equal in size, a lot thicker at the base and curves to the right
> It looks like a log compared to his skinny frame
> Maybe i feel a little envy?
> Porn sessions continue, having us jerking off next to each other
> "hey anon, what would it feel like to have your dick sucked?"
> "That would be the dream anon"
> "hey i have an idea, let's rub each other's dick and pretend it's our crushes jerking us off"
> LOL nice trick, let's do it!
> i wrap my hand around his cock for the first time.
> Fuck! It is hard as a rock and so warm, completely different sensation from grabbing my own.
> My gaze is locked on his cock in my hand, unable to look away.
> I don't jerk him off with a purpose. I just keep it in my hand, mostly exploring it, slightly move it up and down with no intent to make him cum
> Weird, I prefer my hand on his cock rather than mine
> i completely ignore his hand on my cock, i focus 100% on holding his.
> during next sessions I am always looking forward to the moment the pants slide off so i can grab his cock again
> One day i take initiative
> I reach over, unbutton his jeans, pull them down and aggressively grab his cock
> "Holy shit anon, are you going to blow me?"
> "Nah man, hahaha don't be a fag"
> That single question gives me the most intense mental image. His thick cock in my mouth.
> I say nothing
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>>2716955
> Mental images get stronger and stronger
> How would it feel like? Could i take it all in?
> I keep my thoughts to myself
> Days pass by, nothing changes, still watching porn together as usual.
> Except that one day
> That one day it's time for him to go home
> I follow him to the door
> "Yo anon, wait"
> No warnings. I kneel, i pull down his pants and have his still semi-hard cock right in front of my face
> No hesitation
> I take it in my mouth...
> I have no clue what to do. I just made an O shape with my mouth, only made contact with my lips, went as deep as i could and pulled away
> His cock was semi hard as i took it in. That split second it stayed in my mouth made him fully erect and rock hard
> FUCKING WOW!!!
> He is in awe! "Anon what the fuck was that?"
> haha i just wanted to see how it feels like. See ya tomorrow!
> He leaves as we are both giggling
> Days go by but the sensation doesn't fade.
> How my breath bounced off it for a split second and returned hot to my face
> The instant swelling while it was in my mouth
> Fuck, i am fixed into doing this again
> Home alone again, we are hanging out. No porn this time
> I know he wants me to continue from where i left off last time
> He doesn't know that i want it more than him
> I imagine myself copying the moves we watch from the porn actresses with his cock in my mouth
> Tries to bring the conversation to that moment
> "Hey anon, what was that last time? Took me by surprise"
> "lol yeah"
> "never stopped thinking about it"
> "me neither"
> We are both on the couch, he makes that hesitant move to unbutton his jeans and i reach to pull them down.
> He lays on his back, as i am pulling his jeans down to his ankles
> From this angle i can see his balls and i have the fullest view of the whole thing.
> The rock hard shaft, that thick base covered in sparse blondish pubes... and that curve.
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>>2716956
> I grab it, pausing for a moment to feel that warm handful as it is pumping with blood.
> I lean over it, he is watching me.
> I pull the skin with my hand downwards, wrap my lips on its head and give a little suck as i move my head upwards in a reverse motion of that of my hand
> God dammit this feels weird! Why am i embarrassed all of the sudden?
> He is in heaven with that single motion
> "Hold on anon, i need to turn off the lights"
> I turn off the lights and it is almost pitch black
> I go at it again
> Oh fuck yeah, this is it.
> In the dark it feels like i am doing it in secret
> Gives me the security that I can do whatever the fuck i want and nobody will ever know
> I move firmly my hand up and down feeling the bumps of his veins
> I move my head slowly focusing on the head
> I don't synchronize my hand and mouth, i give a little delay. First my hand, and then my mouth follows the motion
> I get excited. How deep can i go?
> The deeper i try to go, the more i become obsessed with it
> I try to find the right angle while following the curve of his cock
> I can feel it hitting against the back of my throat
> Motherfucker this is a dream
> My hand is firmly holding the thick base
> All this time you can hear a pin-drop, no moans, no grunting, no dirty talk
> Just a kid receiving his first blowjob and another kid giving his first
> Deafening thoughts with complete silence in the room
> Then the silence suddenly breaks
> A voice slightly louder than a whisper
> "I am cumming"
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>>2716957
> Instantly i feel it
> A stream of cum that lasted 1 sec hitting the back of my throat from point blank as it was during my struggle to go deeper and deeper
> Before i have the time to react, a second stream, this one lasting longer and hitting the back of my throat again, with more force this time
> Some of it slides down my throat unwillingly but... oh that taste
> You might think that 1-2 secs doesn't last long but imagine shooting a water pistol in your mouth with full force for that long
> He holds my head in place as the spurts start shooting in, in perfect sync with the spasm of his hips
> Time stops
> I can't react
> I don't want to react
> I am in an almost pitch black room, held down on the cock that i've been adoring for weeks
> The same cock that now keeps unloading in me
> More spurts keep shooting, 5, 6, 7...
> I lost count, impossible to count them all
> I am in ecstasy
> As he calms, i am still there, frozen on his throbbing cock with a mouthful of cum.
> I am trying my best to keep my mouth sealed so i don't make a mess on the couch.
> some of it kept dribbling down my throat since it had nowhere to go, i could feel it going down

Didn't swallow the rest, i got up and spat this huge cum bubble in the bathroom.
This was my first experience of sucking cock. I even let him fuck me a couple of times but wasn't much of a thrill.
Ayway, even though this happens to be one of my most intense sexual experiences, I never had the slightest interest to any other guy.
Thankfully, after all these years the memories of that remain vivid. So vivid that I can relive the feeling of the spurts hitting my throat up to this day
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>>2716791
I don't mix sex and alcohol and drugs anymore.

Realized at maybe 21-22 that it makes sex much worse.
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>>2716955
now i fundamentally dont believe that two 14 y/os both had "7-8 inch thick dicks" and rented porn from the video store like every other day. but that aside its a fine story.
>>
April 2011, close new friend of the past school year as he just joined I was 14 he just turned 13 month before, sat playing Black Ops zombies on one seat but enough room to share together side by side at his house, larger house and room than mine. I'm really into him not sure he is. But I just keep looking at him after getting really high round on zombies Kino as he was fascinated by how naturally good I am at video games, he just gives me the look and get curious rub his leg, rub it closer ask if he's ever wanked before, says yes. put hand down pants and his dick is semi but bigger than mine try to jerk off but no good sitting with jeans on. So stand and take them off I get on my knees while jerking him and licking his balls. He cums a lot. Then I sit down on the chair he spreads me out and does the same to me more or less.
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>>2716776
Horny gonna keep recapping the rest of my exploration with zack
>friendship with Zack grows intense bromance from this point, hanging out almost every day, texting every day
>go over to his house before he goes to work/after i go to work and we smoke weed and jerk eachother off and swap head
>pretty much my first boy friend before I realized I had a bf
>few weeks of this and we both get off on my submissiveness and we get more adventurous with where and when we hooked up
>in the car at first, in a park at night, in a bathroom at the mall, in a movie
>all of these "hookups" were me sucking him off and swallow his loads
>just obsessively and obediently making out with his cock for several weeks
>if you couldn't tell i had very little supervision as a teen but had a weekend where my single parent was going out of town so I had my house to myself
>be ready to get ass fucked
>had did a long time been using sharpies and a hairbrush handle to stretch
>not many internet resources to understand how to prep but did as much as I thought
>zack coming to my house after his waiter job so it's late af and the whole time I was nervous waiting
>zack says he's on the way
>set up for my fantasy, door unlocked, me naked on my bed, ass up in the air, zack told me to have towel, lube and condom on the bed
>hear zack enter house, making his way down the hall and opening the door
>immediately tongues my ass hole
>didn't expect that but absolutely melts me
>asks if I'm ready
>craving it at this point
>he starts lubing me up and stretching me with a finger, then 2 fingers and 3
>he gets the condom on and says he's ready
>his cock was too much of a step up but he uses more lube and goes slow
>falls to my stomach more than ass in the air
>finally breaks through feel him balls deep in my ass
>pumps slow and gentle
>first time taking anything in my ass this big
>zack says my ass is really tight
>pulls out and starts to flip me over
>didnt realize i was holding my breath but big exhale
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>>2717072
>didn't correlate in the moment but that convulsion pulsing when I pull something out but I feel that in the moment and let out a moan
>zack teases my ass while putting more lube
>tell him to put it back in which he laughed at
>on my back now legs in the air and totally limp
>felt so much better to get fucked on my back
>zack pumps harder and faster and kinda hurt and had to get him to slow down
>says he's gonna nut soon
>wanted to know what a creampie felt like so I told him not to pull out
>squeezes my legs hard and pounds my ass
>felt him pulsing against my ass a little but still made me feel incredible watching him dump a load into me
>pulls out and again i had that pulsing convulsions in my ass that were amazing
>he threw out the condom in trash can and told me how amazing my ass was for my first time
>I was totally limp and relaxed but still crazy horny
>zack then started to stroke me and I got hard immediately
>he only stroked me for max 3 minutes before he finished me and I covered myself in cum
>post nut clarity hit like a freight train, ass still felt good but hot, cum on my face and hair lots on bed too, ass slippery with lube
>tell zack that I enjoyed that ALOT and I wanted it again
>jokingly tell him in a realization that "fuck I don't have any doubts now, I'm bi, I really liked getting fucked"
>that night we showered, changed clothes and bed and ended up swapping head again before going to sleep in what was our first sleep over
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>>2717075
You still talk with Zack or?
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>>2717081
We never really said anything official between us so I started seeing this psycho girl and we stopped hooking up. Kinda grew apart after I graduated HS and ran in different circles. He moved cities a few years ago and opened a coffee shop in Denver.

If i ran into him tomorrow I think it would be awkward cause my wife has no idea to the extent me and him fucked lol
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>>2717095
Damn. Thanks for satisfying my curiosity, wish you the best dude!
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>>2716951
What happened, what was it like when he made you suck and take his cock?
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>>2717095
you have a wife? thats so sad
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>>2717095
made a picture
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Never had any sexual encounters with men, but I'm definitely bi curious.
Question to those experienced homosexuals: how long do you make fuck and suck sessions last?
I feel like sex with a woman is limited by the time you can perform with kind of a linear progression of arousal towards orgasm.
If I had a male fuckbuddy, my main fantasy to fulfill would be to just hang out, kiss and edge endlessly by blowing, frotting and jerking each other off.
God I'm rock hard just writing this.
Anyway, does that make sense? My fantasy doesn't quite fit into these extreme top and bottom dynamics a lot of stories on here have.



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