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Asking from someone who has wanted to get fucked for a couple years now. What were some of your regrets after your first time and what pushed you over the edge to lose your virginity. (bottom) Also if anyone knows of a good website or app to talk to people that would help
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>>2427914
Save it for marriage (to a woman).
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I'll marry 5 men.
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Women wouldnt be the same as an actual cock going in you.
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>>2427914
MY first time was with this guy that was sooooo hotttt I couldn't say no to him and we hooked up for a few months and he took my first kiss and everything and then all of a sudden he stopped responding to my texts and now I'm totally ruined because whenever I'm with anyone else I always think of him OKAYYYY
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Communication. If the top is going to fast or puts it in too far, tell then to slow down. Use lots of lube and start with fingers, then a toy, then the cock. Also, you aren't asking for someone, you're asking for yourself. We're anonymous so don't be a pussy about it. We don't give a shit. Most people here have never seen another man naked in person so you're in good company.
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>>2427914
Keep a clear head on you, watch for red flags and don't let you get pushed out of your comfort zone. Life altering mistakes can be made very easily.

Recently I decided to start dating seriously and found someone who appeared to be everything I wanted, and said he was looking for a dead serious relationship, which is exactly what I wanted. He was more experienced, which I was actually looking for, but I wanted to take it slow.

Long story short I went and got myself semi drunk (not too bad but my judgment was certainly more liberal than it should have been) and he was very much impatient and pushed me into sex I really should've been more cautious about. He then shortly proved himself to be a bizarre narcissist and I'm glad to be rid of him, but I regret giving myself away that easily. And while I got away with it, I was not as safe as I should've been. Greater men have paid dearly for less.

Now if you're just looking for sex, ruining the magic of your first relationship isn't really a problem for you, but the principal is really the same regardless. Don't get pushed around, don't let your comfort zone be negotiable, make sure he's right and understands you and your boundaries, and be safe. And don't be a jackass like me, stay sober too.

Also take it really really slowly, and make sure he understands that. If you get some impatient guy who just wants to plow you and move on, you're in for a world of hurt.
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>>2427914
Probably having sex with the first loser that was half-way attractive. We did drugs (meth) in his bedroom, had a chat, then fucked. I bleed a lot and I think it was obvious it was my first time but he was cool about it. Still, I wished I would have sought someone around my own age instead of some random 20 years older. I feel that my early sexual experiences made me dislike sex to a degree and place a higher preference on intimacy and relationship stability.
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Mine was magic. Met on the gay beach in Acapulco mexico. I was 18 white American freshman he was 24 brown mex med student. He was 5-6 and jacked.

We showed together in his ghetto but nice hotel and then banged each other. I have a thick 8 incher and he had a 3.5 inch thin microdick. But that worked great because it didn’t hurt going in, felt great.

I was a little embarrassed for him cause he was so tiny, my dick was about 4 times thicker. But he had huge biceps and a six pack. He also gave me a very long strong back message.

I followed him home to Mexico City and may have outed him to his brother in law. I couldn’t keep my hands off him and gave him a spontaneous BJ when the brother in law caught us. But he was a future doctor in a poor family so their prince.
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>>2427935
Unfortunately that's the hump and dump user mentality of many gay men who enjoy "deflowering and initiating" young "trophy conquest" guys into gay culture....
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Cont

So no regrets. Advice: use a condom, take a long shower together first, check him carefully for visible signs of STD, no drugs. And start with a little dick guy, asians and indian-looking hispanics have little ones.

I used to have a virginity fetish, but with my thick 8 incher that’s not the best starter dick, especially for thin twink virgins I like. So i would give them 1 single vicodin to calm and relax them, lowest dose of it. I also stopped before I came. I am just to big to bang a virgin for 15 minutes hard.

I probably hooked up with 20 claimed virgins, mostly asian college boys. Probably half were lying, but in general chinese/korean immigrant 18-22 year olds are very shy and nervous and not slutty.

The first couple I banged too hard and hurt their little butts afterward. By the time I got better, I gave them an amazing fantasy, muscular hung masc-bi white guy in mid-late 20s popping their cherries slow and gentle. A few of them became regular things.
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>>2427914
its just a fetish, you like your colon massaged

I liked anal till I started getting hemorrhoids, but I stopped with penetration and they healed up... it became obvious to me what actually mattered and what doesnt, gay sex feels good but its gay

and the sad part is idk if id ever be able to know that to be true without having first been cummed in before. idk its weird its like I was super obsessed with pleasure when I was young and inexperienced
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>>2428008
no, it's more like that dude was way too clingy and was talking about adopting kids while i'm still inside him

but yeah, men are like a christmas present that you open and play with for a few days and then discard

if we wanted to be stuck with someone nagging us to do everything for them we would have married women
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>>2427914
Save it for someone you really really like. If not, save it for your sexual ideal and someone you can meet regularly. I lost mine to someone who was hot but not super my type, and it was on vacation so I saw him once and never again.
Chat for a while first to discuss things and sus him out. Make sure he knows he's your first too cuz that's hot and he'll act accordingly. You only get one first so make it count: personally mine was pretty crazy (dirty talk, intense face-to-face fucking, being dominated, spit in my mouth, bareback cum in my ass), but I wish it could have been crazier (poppers and/or drugs, some piss, multiple breedings, guy who was 90+% my type, rather than 65%).
"Big dick hurts" is a myth. Have him stretch out using 1, then 2, then 3 fingers before entering. Lube also shouldn't be stingy or excessive. If he's gliding in and out with a bit of friction but no tugging pain, that's enough.
Prepare beforehand with a diet high in soluble fibre for 2 days. Douching is a bit of a meme.
>>2428042
>>2428060
Straight hands typed these posts
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>>2428072
You can tell how loose this anon is just from the post. Definition of hot dog down a hallway
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Things I regret about my first time:
>used lotion instead of real lube (there are no substitutes, especially on your first time)
>didn't practice with big enough toys (he had a very, very large dick, which was also debatably a mistake itself)
>didn't make him use a condom (it was fine but my anxiety afterwards until my tests came back was a bitch
And most of all
>it was his first time too

Overall it was not a fun experience and most of the subsequent times we met I "didn't have time" for anal and just swallowed for him. But it turns out if you fix all of these issues bottoming is amazing.
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None Imao
Loved every single moment
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It was painful as fuck...but I liked it, I guess
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>>2427914

I was really horny coming home from deployment and let myself get sucked off by a guy with a white beard in a private room at a porno store. It was a Basketball Diaries-tier moment of shame for me.
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First time getting fucked was at a bathhouse. I had been a few times and didn't do anything cause I wasn't really into the people who were there.

But this time there were some pretty cool/good looking guys and it went over really well. Some hot Spanish guy fucked me while several other guys watched.

But when he came, I was so turned on by it that I finished myself off with him. Post-nut clarity wasn't too bad but enough that I felt satisfied and left the place.

It wasn't until a bit later that I realized I should have held off coming and got fucked by some of the others watching. Missed out on a gangbang with some pretty hot guys.

Moral of the story: take your time and have patience, especially if it's going well. And side-note, especially if you're going to a bathhouse: use a condom and get tested regularly!
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>>2427917
I think you're a little lost, ma dude
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sucked a smelly cock - got gonorrhea

got fucked by a smelly dude - got chlamydia

conclusion: don't trust dudes that lack even basic hygiene. I've been dumb so you don't have to be! :|
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I was too young...
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>>2427917
based
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>>2427914
>regrets
My first time was with a woman and I didn't even cum. First time with a guy I came on his face. Guess which was better
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I was 14 and I didn't knew fully what I was doing back then, pretty nervous, it was painful as fuck and the only sound I could make was gasps.

So, in your first time you should fuck with a guy you know enough to be comfortable around him, if not it will be really akward.
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>>2429526
Well you came with the guy and didn't with the woman, so once a woman gets you off, let us know which was better.
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Used to lurk A4A. Dude just across the street keeps messaging me to hookup. I give up and meet him. no passion. dick not going in my ass. finally tell him to split. he's cool with it. can't believe I hooked up with a dude. I cry and cry.

the no passion thing was a deal breaker for me.
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Is 30 too late to get cherry popped ?
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First guy that fucked me in the ass, was actually phenomenal, but with a couple of regrets.
I'd sucked a few dudes off at this point, and was beyond ready for anal. Took a day off, cleaned myself inside and out, posted an ad on CL in the good old days.
Guy offered to both fuck me and give me a back massage. He made good on it, when I arrived and introduced myself, but it was a full body back rub with oil.
he entered me patiently, and picked up the pace only when I gave him obvious signs. started me doggy, and after some minutes flipped me into missionary. At some point, he pulled out and started to stroke. After a minute of it, he brought his cock to my mouth, and I opened for it. Went ass to mouth my first time, which I regretted. (That said, I thankfully cleaned well enough.) Would up fucking me for a few more minutes and came on my face, which I asked for.
While i didn't regret that I came the next morning, when he said "come over, boy!" I did regret one part. The day before I was nervous, and was limp while he fucked me. Today, I was hard and very comfortable. He had me calling him daddy, and all this shit.
Like the day before he started doggy, patiently as before, and even picked me up to flip me on my back (he's big, I'm short) had my legs wrapped around him moaning like a pro, and screamed I'm going to come. Shot ropes on myself while he pushed deep into me, and watched. I thought he stopped because I came, and didn't want to hurt me.
Turned out he already came inside me. He thanked me, and gave me a kiss.
I regretted it but I never told him not to. Wound up fucking him on and off and he came in me every time. I only let that happen if I know them well now. Closet bi and don't hook up often as I would like, which I regret.
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>>2429487
based on what
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my only regret was using a condom instead of taking my bf's load deep inside
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>>2429859
nah i was a khhv until i finally got over myself at 28, and now i'm a happy slut
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>>2427935
damn that's hot. id love if someone would manipulate and use me like this.
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>>2427937
why not just show up wearing a plug? possibly stupid question im a bottom virgin
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>>2430262
I mean sure if you want. Personally, if someone showed up for a hook up with a plug in them, it would turn me off. I want to loosen that hole up with foreplay rather than have it stretched already. However, if you let the top know you plan on doing that, go for it. Don't just show up with a plug in the chance that's not what they're interested in. Again, just communicate.
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>>2427914
My first time was with my long distance boyfriend and it went quite well. Went slow, loosened up, lots of lube, and I managed to take his somewhat thick 6.5 in pretty easy. Don't do your first time with a stranger
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>>2427914
>What were some of your regrets after your first time?
I regret who I did it with. I was just very horny and sad over a break up. He let me fuck him then wanted a turn. I didn't care as I couldn't even finish due to the depression. It felt gross and my discomfort really got him off. I've to this day never felt someone cum in me so much.

>what pushed you over the edge to lose your virginity?
Girl I was/am in love with dumped me because I was cybering online with her mutual friends. A few days after my first time I hooked up with another male friend and we ended up as a couple to this day.
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My first time was with some grindr hookup. This was early in my grindr days, when I was just testing the waters still and only giving bjs. I thought I was pretty good at them but for this guy it just wasn't working. I must've sucked that dick for like 15 minutes, it was pretty small, like I'm 3.5x5in and he was easily shorter/thinner, so it wasn't too bad, but he would grab my head and thrust hard sometimes, and that wasn't great. So eventually, partially because I felt bad my mouth couldn't do the job, but also because he kept going so hard, plus he was small so I figured it wouldn't hurt my butt, I asked him if he just wanted to fuck me. He was so damn excited I couldn't believe how fast he got the condom and some lube, and in like a minute he was in me. This guy fucked me like a damn rabbit, and honestly it felt amazing despite the size. He fucked fast and he came fast, he thanked me, and I went on my way. I've been a bottom ever since.
If there's anything I regret though, it's that it was so unceremonious. Also, I realized later that I was supposed to clean down there beforehand... oops.
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I'm 26 and the idea of getting fucked is hot, but douching and stretching just seems like a whole can of worms. I've never even tried with a dildo
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>>2427914
I regret choosing a big dick to take my V, it hurt a lot
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>>2427914
>regrets
I regret doing it with a stranger. He was a friend of an online friend who just happened to live in my area. I'm into masc dudes and he was femme but I didn't care. I was horny and desperate and trying to internalize a sexuality I was terrified of facing; that's also an answer to your second question, I guess.
I regret telling him I was a switch in a desperate attempt to make sure it happened. When I went to top him I went immediately soft and it was incredibly awkward. I ended up fingering him and found out he had neglected to clean properly.
I regret forgetting to wash my hands, something I only realized several bites into a burger we got during a break.

Passionless sex is just complicated masturbation, but that's not news to anyone at this point. If you want pp in your bumbum, just get a dildo unless you want to find a proper bf. If you want to slut it out later be my guest, but don't waste your first time on someone you don't love. I regret it terribly.
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>>2427914
My first anal was a boring Grindr hookup with a 36yo architect Daddy.

I decided to let him deflower me because he was the perfect Daddy.

It was alright but I kinda regret doing it this way. I should have waited for a relationship to happen, but I was too impatient for it, and I wanted to gain experience beforehand.

Besides being good in bed increases your chances of settling with someone.
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>>2430482
It's honestly not that bad. Hop in the shower, play with your hole for a little, and slide your middle finger in. Swish is around until you don't see poop remnants anymore. You'll eventually see sort of a slimy substance than might have a little brown on it, but that's normal and don't keep going after that. If the poop is strong and hard to get out, save it for another day when it's less crowded in there
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>>2427914

Back in college when craigslist was still doing casual encounters.

Really nice black guy with a nice cock said he'd fuck me raw, which is what I wanted. He pulled out in the end, which I kind of regret but that's what I said I wanted.

We hooked up a second time, wanted him to cum inside me but he pulled out again. Also regret that he pulled out.

My biggest regret is that we didn't hook up again after that.
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I was raised in a fundamentalist Christian environment. Didn’t loose my virginity until 24 and to my first boyfriend. While it was safe and fine, I wish I experimented more and did slutty stuff in college. Felt like a trainwreck doing it in my late 20s/early 30s.
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>>2430668
>I was raised in a fundamentalist Christian environment
same for me. is there any advice for someone about to achieve wizard status? i want my first time to be with someone i care about and cares for me too.
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>>2430668
basically, i want to be someone like picrel with my first.
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>>2430624
Hey - I like this advice. I've douched for ages and sometimes still not clean 100%. I think too much douching can stir things up inside. Hv noticed if I use your method my hole is pretty clean and even when the guys sticks his cock in his shat satys pretty much clean. As you say the process is quick. The guy that dicks me has a smallish cock [ Persian guy ] so his dick does not go too far in my ass
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>>2430893

I've had this image on full screen on my large TV for a few minutes while dozing.
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Numerous regrets--

>40 yo as of 13 days ago
>banging the tight virgin sphincter of an 18 yearold (ID checked) a month ago
>kid ghosts me for a few days-- odd, cause kids are needy
>kids mom texts me on his phone and states he is a basket case... going to rehab.
>please leave him alone
>I respectfully concur.
>week goes by, he hits me up again to be fucked in my bed
>? WTF, kid, escaped rehab?
> ignore child
>I regret not tapping that tight butt again
Next...?
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>>2430261
get some self respect
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>>2427914
I had wanted to get fucked while I was in high school, but I didn't know of anyone who would top me. So, when I went to college, I had my chance. I went to a gay bar. After a short time I met someone who was very attractive. We had a beer together and then went to his apartment. We got undressed and he asked me to suck his cock. I did that for a couple of minutes, and then he said it was time to fuck. I got on my hands and knees and he started to loosen my ass with his fingers (and a good amount of lube). He knew what he was doing because he kept pressing on my prostate which made me moan. Finally, he moved up and slid his cock into my ass. He fucked me for about five minutes then pulled out and shot his load onto my back. He then gave my a fantastic handjob.
Two regrets: I wish I had told him to shoot his load in my face and I wish I had him finger my prostate while he gave me the handjob.
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>>2427914
if youre young(ish) people who hook up with you might not treat you with respect

ive have guys pull the condom off and shit, just keep your wits about you
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>>2432097
i can't
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I was groomed by a gay friend of mine who was year older.
After a night out he texted me and a got a taxi over to his.
He had a big dick 7-8 inches and made me his bitch. I was begging to finish him with my mouth by the end because he was too big. It was hot.
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>>2427914
>>2427914
I guess two regrets. First, it was the first time the guy fucked another guy. I met him three times. The first time he couldn't stay hard. The second time he was hard but had so much difficulty getting it in my hole that he prematurely ejaculated. Third time he got in and came within 15 seconds.

Second regret is waiting until I was 53, I wished I stared 20-30 years earlier.

So many regerts.
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my first time was with my big brother when I was about twelve. He was about fifteen and a lot bigger than me. We did it with me on my back with my legs up over his sholders. While I still find that the most erotic position, over the years I've come to realize that its a lot easier for me to be taken from behind. I think the two of us kinda figured that out as we ended up playing pretty regularly for the next few years.
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>>2427914
I was a starfish pretending to be too drunk. Only regret was I wasn't openly gay and it was 6 months before don't ask don't tell disappeared. He was a smoker and I'm also lucky he didn't give me anything. He ate my ass and fucked me. Wished I would've went for more rounds.

Friend of Adventure Time creators, I'm sorry I ghosted you after that. At least I gave you the courtesy to say I'm alright
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>>2434507
what's a starfish?
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>>2434614
A person who plays there during sex and basically does nothing.

Source: am starfish because too cute and too lazy to care
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>>2427914
My first was on Grindr within the first week of downloading it on my iPod touch in 2010. I was a 21yo virgin, a junior in college, and this cute white bro from the lacrosse team kept replying back to me and was two dorms over. We fucked all of spring break while everyone was gone. Went on paintballing trips and fucked in tents and canoes and shit. Was totally worth the student loans I'm still paying 11 years later. Also black hands typed this post. And I've fucked dozens of white boys you are my official fetish ever since. You taste better.
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>>2434641
cute af story congrats
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My first and only time with a guy. I basically put myself into a situation that I realised I didn't want to be in, the moment it was too late to get out of it. I have a bondage fetish, as well as a humiliation fetish. This eventually evolved and manifested in me crossdressing on the Internet while tying myself up. I have all the gear: ballgags, cuffs, rope, you name it. I was propositioned to meet up with a guy at a hotel room. He told me he'd pay me €500. The plan was to arrive at the hotel, do my sissy makeup, outfit and wig, let the guy in and allow him to tie me up and fuck me. While I'm not attracted to men, it did combine a lot of my fetishes together and got me half a grand. The moment I decided I didn't really want to do it was the moment I was tied and gagged, bent over the foot of the hotel bed. (An important thing to note is I hadn't cum in over a week leading up to this, in order to make me horny and stupid enough to go through with it) So, he starts fucking me and I'm instantly in pain and writhing around. Right as I start to get used to it and accept that I can just try to find some pleasure in my prostate being attacked, he shifts me slightly and my neglected dick starts rubbing into the side of the bed every time he thrusts into me. This eventually causes me to cum... which was terrible because the build up of a weeks worth of hormones and sexual frustration was the only thing keeping me from being in complete and utterly misery. So I have to lie there, crying into a gag for a further 10 minutes as I painfully get rammed by this guy without even a hard-on to help me tolerate it. It wasn't rape but it felt pretty damn close. Also, the feeling of hot cum shooting deep inside your body is extremely horrific when you aren't horny. You can actually feel every spurt and you know some of it is going to still be in you long after it's all over.
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>>2434727
mate you were raped.
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>>2434808
>agrees to take money in exchange for getting fucked
>post nut clarity kicks in and don't like the situation because not horny anymore
That's not rape. That's regret
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>>2434808
Nah.
>>2434809
Exactly. I didn’t enjoy it but I wasn't exactly forced into anything. If I jumped into traffic and then wished I hadn't, the guy that runs me over with his truck didn't murder me. It was my own fault I didn't give myself an opportunity to say a safeword.
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When I was around 18 I used to post my photos (landscape and stuff) on facebook. One day I got a comment from an older guy, around 35 years old back then. He complimented my pics etc., then after a few days he messaged me, seemed nice. We started chatting, the whole thing was innocent because we were discussing photography in general, gear, etc., nothing sexual. One day he revealed to me he was gay and a priest (which wasn't really obvious based on his pic or content he posted). It was an orange flag for me, because I did not really care about that, didn't ask him nor we were talking about sex/relationships. But I ignore it and the relationship goes on. Then he invited me to his place. Can't deny – I was interested, because he lived in a very nice village with beautiful landscapes all around. And he also had a lot of photo gear. So I accepted and we arranged a 2 days stay at his place. I arrived to the city he lived in by train, he came to pick me up. This is when I got the second flag, red this time: he touched my hand when we were in the car. I freaked out internally and just said "sorry, no" and then ignored it. He did as well. Fast forward, the day was okay, we had a walk, talked a lot, ate dinner etc. Things started going shit in the afternoon. He proposed some wine, and since I was a young stupid student discovering alcohol at that time, I accepted. He brings wine, but locks livingroom's door (which was right behind the priest's office). This is where I started to really freak out, I asked him why did he lock the door if we're alone. I was almost crying and my voice was breaking which he noticed that. He said it's just so no one notices me, as it is unusual for him to have guests, this young especially. I tell him I don't like what he's doing and ask to open the door. After a while he accepts, which calmed me a little bit, but the damage was done. I felt extremely angry
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>>2435048
Shit story. Nothing even fucking happened
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>>2435048
cont
To change the mood he puts on a film. For a while things seemed to go back to normal. But then the night came and it was time to go to sleep. He asks me if I want to sleep in the livingroom on the couch or in his bedroom, I say couch. Then he starts insisting that the couch is really uncomfortable and that it would be nice for us to sleep in the same room because he doesn't have guests often or something like that. I don't remember how or why but at the end I accept. He had a giant bed and promised to give us two separate blankets so we would sleep comfortably. Fast forward, we go to sleep, quite far away from each other, so I try to relax and fall asleep. And this is where hell starts. Not going to go into detal, but he tried to jerk and suck me off, I was like paralyzed during the whole thing, couldn't get hard at fucking all. At a certain point he tells me to jerk him off, in a very manipulative and nasty way. I do it praying for everything to end as soon as possible. After he came he said thanks, amazing, blah blah, and left me alone. Did not sleep all night and the next day he acted like nothing happened.

I was not aware of what has happened until I turned 23/24, which was when my emotional swings started to get out of control (sudden crying attacks, extremely deep sadness and despair). Today I'm fine, but still struggle with self esteem, fuck that guy
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>>2435052
yeah that's fairly fucked up. sorry anon
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>>2427914
My regret from my first time bottoming is that the guy had a massive cock. I met him on grindr and sucked him a couple times. The third time we met up he wanted to fuck and I was super horny so I agreed as long as he wore a condom. His cock was so fucking thick. It was literally the most painful thing I've ever experienced. It hurt so bad I couldn't take it more than a couple pumps. I had to suck him off and let him cum in my mouth instead. So I guess my advice would be, start slow, use lots of lube
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>>2435048
>>2435052
This is mostly on you. Rando from internet starts messaging you about pictures, tells you he's gay, invites you to stay the weekend... what did you really expect? Did you think he was just being nice because you posted a couple of shitty landscape pictures on the internet? hahahahahaaha... moron.
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>>2435052
>>2436262
>This is mostly on you.

Um no, 35 is way older than 18, a 35 is a grown ass man who has been a grown ass man for many years while 18 is just out of childhood, and the brain isn't fully developed yet, the 35 year old basically groomed someone who was JUST legal and totally broke Dan Savage's campsite rule.
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I was 15, dude 32 was "Mentoring Me" as a young gay dude who recently figured out he was gay. Dude had a girlfriend and was Semi-Bi (he changed to dudes only later.) Anyway his GF came into things and started trying to get me to join them both. Me being an idiotic 15 year old did just that and was a Unicorn. I'm still fucked up 14 years later I still get really angry. Then another dude came around under the guise of being a friend he was like 22. Dude did the same shit groomed me and then wham. Dude made me love him before dropping out of my life. THEN came this one dude who almost happened but didn't. I at least contacted the police dude was using his brother's kid's plushes as Jizz rags. Or rather I called from a payphone back in 2008.
Wait for someone you love and who is actually there for you instead of the pump and dump fucks. The first dude and his GF lasted about 7 months of on and off. One time they'd "Break Up" with me then we'd get back together and stuff. She eventually beat the fuck out of the guy and he had to wear a diaper from emotional duress or something. I have no clue I had already moved on when he tried to have me come back a 4th time about a year after the last time.
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>>2436332
2nd dude was heavily into DnD WoW Second Life and Resident Evil. He was once again MENTORING a young gay dude. I just wanted a friend. No one wanted to be my friend because I was a fat nerd faggot with white hair prematurely. Bad dad issues and this asshole exploited every bit of it. I just kinda starfished. I was a pillow princess... I don't do anal anymore because of this fucker he didn't go slow he tore into me I had blood for a few months after I just..Idk it took until earlier this year to even admit what had happened. Only my SO and Best Friend know this besides random internet Anon's. Thank God he's so understanding and fine with just oral/mutual masturbation...fuck. I was so stupid I didn't even think of checking for a condom with these people. Only condom that i know of was at least the one I wore fucking number 1's girlfriend. Wasn't fun at all, I am still really angry at myself and the people... So uh.. Make sure you communicate to your partner and try to enjoy it. Make sure to wear a condom because fuck. I feel so blessed that I didn't get an std or sti.
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>>2436305
18 is developed enough to know when he's being set up for a sexy weekend and if you believe they're not, you're a fucking idiot.
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>>2427914
My only regret is that after my first time I ghosted the guy before I had all my feelings sorted out and only after the fact realized I was a sissy fag who wanted cock 24-7 and he would have given it too me.
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>>2435052

>At a certain point he tells me to jerk him off, in a very manipulative and nasty way

Uh huh... yeah. Sure.

He said something like "Hey, you wanna jerk me off?" and you said "Okay." and it was such a traumatizing experience for you since you'd never imagined that a man would ever exist after you accepted his invitation to watch a movie and stay the night and sleep in the same bed with him and stuff.

Jesus Christ how horrifying.

I bet you're literally shaking right now.
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In a couple of days I will be losing my anal virginity to a 8.5 inch cock, do you have any tips ?
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>>2436460
Why do you internet and porn addicted faggots think it's OK to find the biggest cock you can to take for the "first time"?
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>>2436460
>do you have any tips
Please livestream.

Also, unless the guy you are fucking haven't fucked anyone else in months, go get your monkey pox vaccine first.

https://www.cdc.gov/poxvirus/monkeypox/considerations-for-monkeypox-vaccination.html

Someone actually died from monkeypox a few days ago.
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>>2436474
>Please livestream.

Fucking Christ... you can tell this fag has been stuck in the basement on the internet for awhile, he wants everyone to live stream everything so he can live vicariously through them.
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>>2436461
What's the problem if he starts slow
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>>2436483
No, I just want free live porn.
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My first time was with a FTM transgender and now I have to pay child support. I regret it.
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>>2427914
Wear a condom, you will be cockdrunk or too much of a pushover as the bottom but dont get rawdogged

Just 1000x less worries and a peaceful mind afterwards when the horny disappears, instead of panicking over potentially contracting stds
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>>2435048
>>2435052
Fuck man, thats sounds shitty as hell, hope ur alright now
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>>2430893
How do you find a guy who's into cuddling?
Is it common? I need a lot of physical affection, I have no idea what guys are like in that department as compared to girls (in my experience, it declines rapidly as the relationship progresses and resentments grow)
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my biggest regret is not saving the guy's contact info. i really want to suck his dick again and i have no way to contact him.
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>>2436603

It's so gross watching the Russiabots desperately earning their meager wages in the backwater drainage ditches of the internet.
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ITT: newfags can't greentext
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>>2436616
most guys i've been with enjoy cuddling, as do i. but i also "look cuddly" (chubby, hairy) so that might have something to do with it
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My first time was with my stepdad when I was 16. I'm sure most people would assume he groomed me, but from my perspective I was the one who seduced him. Lots of low-key flirting between us for months and he turned me down multiple times before he finally let me get in his pants.

I don't regret the sex itself. It was probably among the best possible introductions I could've had... started off with him letting me explore his body at my own pace. Patiently coached me on how to give head. And when I was finally ready to get fucked, he took control and broke me in so gently that he managed to give me a prostate orgasm my very first time.

The regret came later... the sex wasn't a one time thing, and quickly grew to dominate our relationship. As much as I enjoyed it, it really messed up our dynamic in the long-run... I didn't realize how much I'd come to see him as a father figure until the sex caused that aspect of our relationship to evaporate. And we could never put the genie back in the bottle.
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>came 2 seconds into a handjob
>tell myself it's my first time. i'm just overeager
>hook up with a different guy a year later
>same thing happens
>oh-no.jpg

How do you guys last long? Or at all

It's like there's no "barrier" stopping my cum from rising to the top. When I masturbate it's pretty much just edging the whole time.

Are you holding it in when you're fucking? Or are you trying to cum the whole time?
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>>2436695
I don't think it's a russianbot who is just here for the rouble, since Feb/March a deeply closeted gay russian found our board via google maybe (the zelensky thread), at first it was the bump orc trying to 404 that thread like what it do on /pol/, but russian narnian has started commenting on other threads to call us fags while he is clicking on a lot of dick and ass pics...
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>>2436989
idk i usually have the opposite problem. it takes me weirdly long to cum with a partner unless i save up a load for days. could you try jerking off right before your hookup to lower your sensitivity?
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>>2437407
>nonsensical babbling

Did you know that video is actually playing in reverse?
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The first guy I hooked up with turned out to have autism or something. We met on Tinder. Very handsome guy, decent to talk to. But when we finally got in bed, he just wasn't interested in doing anything.

I asked him if I could take his pants off and he said, "If you have to." Yikes
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>>2438549
So you raped a straight guy with autism for your first time?
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>>2437486
It's not reverse, but it IS a clear edit. Right between the 4 and 5 second mark, you can see the cock's feet change position suddenly immediately before insertion. That's a real back flip. You can even see spidie's arms go back prior to the flip as a way to get his mass moving in the right direction to hurl his body backflipwardliwise.
Can't tell if everything after 5sec is reversed tho.
4th captcha attempt. Jesus



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