the first time i had sex with a guy was fucking horrible, honestly borderline abuse. Give me your shitty first time stories
>>5875143
heres my first time story: __________________
>>5875198
anon you need to fill in the blank
>>5875246
maybe one day I will, but today is not that day
It was the worst family reunion ever
>Advertise on CL for first partner
>Inb4 wretched hive of scum and villainy. Yeah, I know that now.
>Preop transexual. Cool, this'll be great, cuz it's like a half-gay but still kinda straight, so it's like the shallow end, right?
>Least convincing transexual in human history. Yeah whatever, I was looking for a dude anyway, but holy shit she's like a joke.
>Offers me drugs. Not weed or poppers, fucking cocaine and meth.
>Puts on some porn to get in mood. Whatever. Get to work.
>Really wanna suck dick. Somehow convinced myself that when I taste cum that'll be the moment when I'm sure if I'm gay or not.
>Bitch can't keep it up. Keeps offering me drugs. Not getting anywhere.
>She's all like "I'm sorry, this doesn't usually happen to me, I guess maybe it was the cocaine?"
>Finish up with her asking if any of my friends might like to purchase some drugs.
>>5875143
>be me, horny 16 yo
>super submissive bottom
>downloaded grindr, want to see what kind of guys would fuck an underage boy
>meet this 20 something guy who's willing to fuck me hard
>he has a nice cock, I'm really excited for it
>the big day comes
>I do my enema, really excited
>he wusses out
>don't wanna waste my enema, quick go on grindr to find someone else
>end up getting another guy
>drive over to his house to pick him up
>he's also 16
>he's has a thick British accent, I can't understand a word he says
>he smells horrible and is ugly af
>drive him back to my house, go downstairs
>we undress
>he has a huge mushroom cock, probably 8 inches long
>im really not feeling it, I can't get hard
>we "cuddle" really awkwardly
>he really seems to like it but I find it horrid
>we decide to fuck
>he says we don't need lube
>he puts the condom on backwards
>tries to fuck me but I'm too tight for his monster dick
>I make him stop
>I make up a bullshit excuse to get him out of my house
>make some cookie dough
>cry while eating it
I haven't had sex in three years since
>>5876491
You didn't have it anyway
i feel like i'm the only one on this entire board who had a great first time
I was 15 he was 36 basically i was really attracted to him but i was sooo nervous i couldn't stop trembling for like 10 min. And when i got fucked it hurt so bad the snuggles after was great though
>>5876491
You poor, poor baby.
I like cookie dough too
My bf of 3 months decided to rape me on new years day, just forced himself in with no condom lube or prep.
Spent a month recovering from internal injuries in hospital, plus gained a ton of weight on all the drugs.
Happened over a year ago and been too scared to even look for a relationship since.
>>5877606
I was 17 at the time and it was first serious relationship
I have a friend who is bi and he is always telling me that we should fuck. We already skyped and I enjoyed a lot. But it's the first time I ever fucked a guy and I always get horny about the ideia but I don't think I can go forward with it.
He was so small i could barely feel him inside me, and it was my first time. He also came in more or less 3 minutes. I just laid there, confused.
My first time was kinda awesome
>be 14 Twink as all hell
>guy in his mid 20's offers me 400 dollars to fuck
>broke as hell and need a new graphic card so eh why not
>expect it to be HBO rape level bad
>dude strips me down, gives me a hot oil massage all over
>my blonde headed ass is over a ottoman
>he slides in and lasts maybe 10 mins..was so lubed and hot it didn't even hurt
>played the shit out of some everquest that week
>was 13 at the time
>in school band
>15 year old neighbor also in band so we walk to/from practice together
>long time ago (pre-internet) so I'm totally oblivious to anything sexual
>walking home from practice one night. winter so it's dark
>get to his house (mine a few doors down) and he tells me to come into his backyard
>says he has something funny to show me
>drops his pants, bends over and rips a fart
>we both laughed
>he tells me to try
>I pull my pants down, bend over and try
>nothing
>he tells me he can push some air inside me to help
>feel him licking my ass
>WTF?
>"trust me. this will work"
>while I'm bent over I feel him fumbling around my ass
>next thing I know he's pushing his cock into my ass
>I start complaining and he tells me to shut up
>fucks my ass. only sound is his skin slapping up against mine
>ass burning
>he cums in my ass and pulls out
>tells me to try to fart
>juicy, cum-laden fart erupts out of my ass
>he's laughing hysterically
>I pull my pants up and leave
>ass burns for days after
>>5875143
I figured an 8' dick would feel as amazing as it looked. The guy didn't prep me either. He just rammed it in. It was stupid and pure torture.
Never again.
>>5877676
>>juicy, cum-laden fart erupts out of my ass
If this had been consensual this would be hilarious
>>5877647
>prostituted yourself to a pedophile
Welp that's a turn off
>>5877647
Everquest! My nigga. I use to have a eq wife. She would pay for my eq and other bills I had. She would also give me money and buy my Amazon stuff. She knew I was gay. Good times
You don't "have sex" with a guy you get fucked by a guy.
Yeah! Men rule!
>>5877721
>If this had been consensual this would be hilarious
I'm ashamed to admit that sometimes I think about it and smirk a little.
>>5877647
>played the shit out of everquest that week
That's such a cute nerdy ending.
>>5877720
SAME THING FOR ME YO
>17 years old
>Get with 21 year old guy on grindr
>He was really nice
>Only 5.4 inchs so wasn't too painful
>Really romantic
>Didn't finish but I still really enjoyed it
>Fall asleep on him
>Wake up with him gone
>HIV information pamphlet right next to me with a smiley face written in permanent, under it saying "Welcome to the club"
>Crying the entire time I get tested
>Considering suicide.
>Test results come back "Neg"
>Says they have to do another just in case they did the first one too soon
>Comes back negative again
I was so fucking scared, I won't do anything without a condom now unless they have recent test results.
>>5879974
Fucking sociopath. But you're an idiot if you weren't doing it safe too.
At least you learnt your lesson I guess but Christ alive what a fucking dick.
>>5875143
A teen took me to the woods when I was a kid and told me his lighter only lit when we did gay stuff and I wanted to start a bonfire sadly the first dick I sucks was tiny plus he always tried to shove sticks up my butt
>>5879974
Yeah I remember when I first heard that urban legend about 20 years ago. Cute though.
>>5876430
kek
>>5876491
fake and gay
My first time SO/sexy time was pretty terrible.
Me, a gross pre-everything 6" tranny virgin, her, an emotionally stunted 4" gendeer queer tumblerina who hated her BF and wanted to cheat on him with me. I say no fuck off because I'm not an awful person.
Comes over to hang out like a month later and upset that she had to dump him. Says he was abusive and rapey, was odd as he was asexual I thought. Still no confirmation if that was true or if she just really wanted to bed my ugly hon ass. She got me drunk and we ended up awkwardly fucking while she fingered me. She acted like a depraved anime slut in bed while I was so self-conscious the whole time I could barely look at her.
If anything dating her emphasized just how much I crave dick. She was dominant at first and we did a lot of strapon stuff but then started to act overly feminine around me and make me feel jealous/dysphoric all the time, I think she did that on purpose, like she was intentionally making me the man of the relationship (I was her first gf, and she admitted she'd never want to date a woman without a penis..)
Eventually we had less and less sex and I only stuck with her because she threatened to an hero if I broke up with her, and it dawned on me she was emotionally abusing me. Eventually my empathy for her ran out so I told her to gtfo. It made me cry at the time but I don't remember why because I'm so much better off without her now.
At least I got an awkward four-some out of it once (which involved the only man I've ever had sex with to this day. Tfw no bf)
Maybe I should stop telling people I'm bi because it feels like she has ruined other women forever for me. I never want to go through this shit again.
>>5882030
urban legend?
tf kind of town are you from
>>5884398
We had something like it too. That and the one with the babysitter and the clown statue were popular.
>>5884398
I've heard that legend before. Both with two guys and a guy and a woman, where the woman writes it in lipstick on the mirror.
>be me
>17yo Latino twink
>decide it's time to loose v card
>post on Craigslist because I'm young and dumb
>30 something fag says he'll pick me up
>he rolls up in a merc and I jump in
>he's kinda ugly and out of shape
>he might be older than what he said
>whatever I can deal
>we get to his apartment and have some drinks
>we undress and his body is pathetic
>his dick is small and ugly
>he has no ass and a muffin top
>eventually we fuck
>a condom had never even occurred to me and he fucks me raw
>he's not big but it sucks
>I force myself to come and I have to stay the night
>he tries touching me some more but he grosses me out more and more
>he drops me off in the mourning after buying me Starbucks
That was pretty bad but It was a long time ago. I've been doing pretty well since then.
>>5882411
True and gay
>>5877641
I'm sorry but kek
>>5877751
That's Ephebophilia, nigga.
>>5882429
So for clarification, are you a mtf?
I had a similar experience. I think I'm bi but that cunt ruined wimmins for me lol
>be a deeply closeted mtf but at this stage say I'm gay
>be on a trip in Japan
>friends go out clubbing but I declined, was staying in my hotel room
>bored watching Japanese TV decide fuck it I'll go out
>in Shibuya, was vaguely aware that there is a gay area around here
>go into some club that sounds gay
>it's a weekday so not much happening, just a few guys at the bar
>sit down and order a baileys and milk
>start getting chatted up by the guys, they're all super nice tho
>there is one super shy twinkish guy who is talking to his faghag who is then translating for me
>few drinks later she says he has to leave but maybe I should go with him
>decide fuck it I'll go he looks super cute
>leave in taxi back to hotel room, we don't talk because I don't know any Japanese and he doesn't know any English
>get back to hotel room and we start kissing
>make out for a very long time, I'm OK with this
>he makes a move for my dick but my dysphoria kicks in and I just say no
>try to steer it back to him and I start rubbing his cock through his jeans
>still kissing but start taking his jeans off
>he's probably like 4 inchs hard and has Phimosis (can't pull foreskin back)
>don't really give a fuck as I think it kinda looks cute
>start sucking him off
>he cums in like 30 seconds even though I had no fucking idea what I was doing
>he makes another move to touch my dicks but I bring it back to kissing and cuddling
>we cuddle and make out the rest of the night
>wake up in the morning he is gone
>go downstairs to check out and the clerk hands me a letter
>'from your visitor last night'
>he wrote me a love letter in very broken English
>still have the letter and read it occasionally
That was my first, and only sexual encounter. Overall not bad.
>>5894452
How did you know you were mtf and not just gay? Genuine curiosity.
>>5894475
Lots of things. A large part was I hated my penis but also couldn't see myself with another guy while I was a man.
Hard to explain but I liked guys but couldn't be with them because I couldn't stand that I also had a male body, it just seemed incompatible.
I thought since I liked men I must obviously be gay, but I had one other attempt besides the one I posted and I ended up leaving crying because the guy had started sucking my dick and I was so sad that I had one.
There are also many more reasons but these where the ones that sexual encounters brought forward.
>23, man
>self-loathing bi top
>constantly oscillating between grillust and homolust
>gf unironically telling me for years to just download "gay tindr" and find a fwb
>scared af I'll get a disease or someone will find out
>>5894957
>get a disease
Wear protection. Problem solved.
>someone will find out
Who gives a shit.
>>5894452
That's very cute anon
>>5895005
Is it really as simple as using protection? I always thought it wasn't really effective but I've only ever had two sexual partners.
I live in a small town. My family is very homophobic conservative Christian. I know they and even some of my friends would disown me.
Plus, I imagine due to the low population it would be hard to find someone right for me. I have a lot of "first time nightmares" where it doesn't go right. I just want to take it slow with a FWB.
At least I'm moving to a bigger city soon so there eshouod be more people.
>>5876491
Did it hurt?
I was 18. Advertised on craigslist (so dumb) and found a 38 year old guy. We drove to a secluded area and he fucked me in his jeep. He was probably 7.5 inches. It hurt really, really bad. It felt like I was being split open from the inside. After about 5 minutes I started getting into it and it felt great. He finished up (condom) and then blew me. Awesome blowjob. Then he dropped me back off at home.
I had mixed feelings on it, but it was good looking back.
>>5895746
There are ALWAYS risks associated with sex. Proper condom use reduce the significant risks to basically zero.
>>5896708
Yeah
>>5896797
That's sort of hot.
>>5876491
I don't understand why you went with him if he smelt and was ugly af? Just walk away, anon.
>>5897359
I really don't understand peoples' desperation for sex, or I'm just asexual.
>>5897373
I think it's an easy mistake to make; but if you ever repeat that mistake no more sympathy.
