Gayest thing you've ever done thread

Gayest thing you've ever done thread
I used to go on omegle with my brother and take requests

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>Nice trips also
GO ON?

post my ass here

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Got molested by cousin when I was 9 so that was pretty gay

kik?

M13 shared a room with a bi/ mostly gay brother 17. Caught me trying to take money so he’d use that as blackmail so he could get sexual favors from me...

Me and this guy in middle school started fighting for some reason and we both hit each other on the face we both almost kissed each other and that shit scared me straight.

Story?

At 13ish, pretended to be asleep while a friend molestered me in my sleep and did things like place my hand on his cock. Progressed over time. Eventually led to consumption of alcohol and me pretending to pass out, resulting in him ramming his cock up my ass and cumming inside me.

crossdressed for a stranger then blew him. he came in my mouth twice

He says “now you gotta be my slave or I’ll tell on you” i say ill do anything to not get in trouble.... then he unzipped his pants and said to get on my knees. So i do he said “start sucking” id jerked before so I just did what I thought would feel good at first to get him hard. I start sucking and he said to suck harder so i do after a few minutes he starts moaning and dribbling precum like crazy. He grabs my head and starts fucking my face and moaning, and I could barely breathe. Then he exploded in my mouth shooting cum in the back of my throat. I swallowed unintentionally because he kept cumming. This eventually turned into him fucking me..

during a sleepover i touched up my friends thigh and dick while he was asleep next to me. i was crushing on him and wanted to touch his dick and blow him. now 9 years later and i still havent blown anyone. regrets

Double-teaming older guys (not old old, like in their 20s) with a friend for money while we were at school.

A few times after that, i was getting ready to suck him and he said “you’re going to do something else for me this time, no take your pants off” so i do and he bends me over the back of the chair and grabs some astroglide. I look at him and he’s rubbing it on his diamond hard dick and then my ass. He tells me to just relax and it will feel good. So i do and i feel him start prodding my ass slowly. I tell him “this doesn’t feel good, id rather....” and he pushed up my ass halfway and held it. I moan in discomfort but he slowly starts thrusting more and after I relaxed a little, it felt better. I tell him half way is already too much and don’t go deeper, and he starts thrusting out and halfway in. after that he says “it feels good up your ass, I gotta go all the way just take it” and he grabs my waist and pushed balls deep up my ass. I felt him in my stomach he was so deep, and when he started thrusting deep I could feel his balls hit mine. He’s pounding away and noticed im hard, so he reached around and started jerking me hard. I started cumming in 30sec, and i said “its too sensitive!” But he kept jerking hard all the way through my orgasm. As i was cumming he came from me clenching down on his cock

the gayest thing I've done is have a relationship with a trans woman

I go on Omegle all the time and cross dress for guys and try and get them to cum

I dated a guy and kissed and fucked him
I'm very gay and I love guys
women are boring

fuck off retard

>tfw no mutural crush but you're both teenagers and too afraid of being gay but then you wake up and your best friend is sucking your dick and you're happy

mmarquez666

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Any more stories user?

This was long time ago, still my only "gay" experience. No one in my real life knows.
>10'ish years ago
>be me, 16, folks gone for weekend, up late, horny
>browsing escort sites, everything is expensive
>browse craigslist, don't expect anything
>run across ad from tranny/cd/whatever, he's 40something and hosting "all comers" for blowjobs
>he isn't that far away and i reply not expecting much, lie and say i'm 18
>he responds immediately, tells me to come on down asap
>i consider jacking off and going to sleep, get brave, take quick shower and hop in my shitty car and drive to his house
>i find it easily, park, go to the door, he opens before i can knock and is dolled up, black wig, blouse, sexy skirt, stockings, smells amazing
>pulls me inside, laughs and says that i'm so not 18, offers me a shot of tequila, we both drink, he purrs at me to not be nervous and has me sit on the couch
>within seconds he's bobbing his head in my lap
>he stands up, asks if i want him to sit on it, i start to say no but he's already hiked his skirt up and slides his panties down, grabs lube and slathers it on my cock then his ass very quickly while i'm speechless
>he backs into me slowly, telling me i'm going to love it, reaching back to position my dick and surprisingly easily i slide into his asshole
>it's so tight and warm, he moves back and forth slowly, i'm astonished at how good it feels
>he starts to go faster, i put my hands on his hips and rise mine to meet his ass, our balls start to bounce against each other as we fuck
>i cum harder than i ever had deep in his ass, then instant regret and disgust washes over me
>he kisses my cheek and calls me a stud, i can barely pay attention, lost in my own thoughts
>get my pants back up, leave, take 2nd shower, bed

never saw him again and never told anyone

I wish ;'(

I just try to get them to cum. Idk why but it's satisfying to see them cum. Though at the same time I just wanting nothing to do with them physically

Still feeling disgusted user? Something I did was give someone a handjob involving lots of lube, never made them cum. I ended up cumming while we watched porn then left the hotel. Instant regret after I came and still bothers me to this day

I think it’s about the exposure, how often do you think they take screen shots/pics of you?

>Still feeling disgusted user?
Nope, i'm okay with it now. I still haven't done anything like that again tho i've had opportunities. Probably won't, but i'm far more comfortable with all of that than i used to be.
I definitely know exactly what you mean about the instant regret once you came. I remember pretty vividly shooting hard and the intense horniness escaping my dick at the same time. Kind of a cheesy way to explain it but that's how it felt. And a sense of "oh god what am i even doing?"

If I had been more secure with my sexuality at the time maybe i would have gone back for more, he was definitely a nice guy and in hindsight i'm lucky there was no stranger-danger or STDs or anything.

I honestly never thought about them taking shot/pics of me. Just wanting to watch them cum, which I guess goes with the exposure like you said

Bisexual / bicurious

Only had LTRs with girls but talked to a lot of guys over the net to trade pics and talk dirty

>Met with one guy and gave oral, was very meh
>Met with another guy to give oral and buttjob, he persuaded me into taking it in the ass

Was 18 for both

ugh, exposure stuff is too hot.

Have posted so much stuff of myself all sissy, way more of me as a sissy than a guy online lol

stay mad bitch ass nigga

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What are the most common things a guy asks you to do on cam? I also just ask the guy if he is taking pics and if he wants me to pose in any way for them.

"Bend over and show me your ass" is by far the most common

Stuck my wife’s dildo to our shower wall and put it in my ass. Best/hardest cum I’ve ever had

What’s the craziest thing you have done on cam? I’ve done body writing, oil play, atm,

Am Strongly agree with and I've jerked off with guys on cam, but like spreading my ass which is what most guys ask for. Also fingered myself, and rode a dildo on omegle.

Fucked my first tranny back in '16 on a visit to the states. The rabbit hole is deep frens

Where / how'd you get in contact?

God I wish craigslist personals still existed. Or doublelist didn't require a phone number.

about the same as i really want to get a guy over from grindr to blow while i'm on omegle/chaturbate or something

Craigslist as well, met up at a hotel he was staying at and proceeded to have sex. After a while of me not cumming he took the condom off and let me go raw.
Came inside and it felt amazing but the regret after was real as fuck

How often do you think people take pics of you?

/shrug, if they have i haven't seen them. Only the ones i put out myself

joey?

how passing was the cd? kinda determines how gay it was lmao. gay either way but possibly incredibly gay

do you ever show your face?

>penis coming out of a vagina
why the fuck do they do this

I fucked youre dad.

oh yeah a lot, i've never been identified. Someone once said they recognized me but i don't know at this point if it's sissy me or real me. No one in real life has said anything.

Do you ever try chaterbate?

I once had sex while the office was playing in the background. There was some point in the episode where my friend made a cringy as shit joke which made me laugh so hard we had to take a break.

yeah, i get real bored real quick, lot of people asking the same things over and over. I get overwhelmed real quick.

>how passing was the cd? kinda determines how gay it was lmao. gay either way but possibly incredibly gay
Pretty darn passing, actually. But to be fair I was very horny and even tho i was wary about doing anything "too gay", i clearly knew it was a guy and was okay with going there to get blown.
He was dressed up, had a wig, makeup, smelled very nice, and had what i now know are silicone boobs or something stuffed in his bra - i wasn't sure at the time what it was but i could see fake nipples poking. I felt them but didn't see them.
Thin guy with chubby ass, or at least that's my memory. No clue it he was on hormones or whatever but i doubt it.

I stopped once I saw the permanent recording of my sessions on a porn site. I pretty sure they are all recored and uploaded

Uaed to suck my friends cock in the showers almsot daily at the public pools for a whole summer. He ended up fucking me in the bathroom stall after the first week. We would just go to the pool, swim for a bit then go shower. I would suck him till hes hard then he would fuck me and blow a load in me while I jerked off

honestly that'd probably make me do it more, but i don't think i go long enough for anyone to be able to do it

you could have caught the aids

Ive done alot of sexual shit...
Grade 6-7 would do many gay things with best friend almost daily
High school got into crossdressing and would hook up on weekends
After school went to the U.K and had alot of weird sexual encounters with guys and even a dog
Came home after U.K and stayed with other best friend, let him fuck me whenever he wanted as rent, also liked me dressing up like a slut
Got own place after that and kinda used apartment as whore house for myself
Calmed down now crossdress in private, hook up now and then, let my two dogs fuck my ass sometimes and own a shitload of toys

Ded thread

My friend and I would watch porn together on the bus when we were in middle school.

that's all you did with each other?

not dead, just slow

Have a link to one of these vids user? You know.. so I can jerk of to it

He grabbed my dick a few times but nothing else unfortunately

>And even a dog
Okay, I need to at least hear that story

Hmm I had a friend in Highschool that i fucked around with a few times. He blew me a few times overall, i blew him briefly as I wasn't really comfortable with the gay stuff yet... I'd done a few gay childhood things with a couple other friends but never anything to completion. I fucked him once coincidentally my first fuck. Came inside him p damn hot. Though I think the hottest thing I did with him was Christmas one year we both spent the night at my cousin's house. While my two cousins slept on their respective beds we were on a really shitty
mostly deflated air mattress on the floor, we jerked each other off at the same time cumming nearly in sync.

I played Second Life

sounds hot, did you swallow?

got involved in a gay orgy group for a while, most was 8 men involved. that was super gay, even for my gay standards

Lived with my sister in the U.K for a few months after high school...
Her bf had a neopolitan mastif, a pretty big fuckin dog.
They used to ask me to look after the house and dog when they went away...
I was already into beastiality by then but havent done much.
One night I was alone for the weekend with the dog in the house.
I wanted to do shit with him for a while but couldnt build the nerve. Then that night I called him into the bathroom... Threw a towel down and started playing with him. Petting him, stroking is cock now and then and just building a bond...
Then I laid down on my back and worked my way under him, started playing with his dick again and put it in my mouth, sucked his cock and he even started humping my mouth. That felt weird but good, his cum tasted kinda nice...
Then I decided I wana go all in... Lubed my ass up well, fingered it a bit and got on all fours. He seemed to know what was happening cause he got up on me and started prodding his cock at my ass. I grabbed it and guided him in. At first it was fine and he started fucking my ass faster and faster. He held me tight and pulled me back onto him. He fucked me for a few mins then I felt my ass swelling from his knot. I didnt know if I wanted that or not but before I could react, he pushed his knot in. It felt so painfull but reall good after that. I could feel his cum shooting in my ass and I started jerking my cock while riding his dick.
We were stuck for like half hour then his cock slipped out. I jerked off twice with him in me that night. Was amazing

What happened in grades 6 and 7?

Should be recording this kind of stuff for the rest of us

Sadly I did not user. He swallowed probably all like 5 times he blew me. Miss him sometime tbh. Now tho I would jump at a comfortable opportunity to suck some dick

I wish I recorded that. I would gladly hve shared it

I would go home with him and suck his cock then let him fuck my ass for a hour or so every day almost after school. We fooled around alot together

Was 18, bi-curious. Got blown by a friend in a mall bathroom stall. He brought a wig in case I didn't get hard. Ended-up earing it. I cam in his mouth and he swallowed. I didn't enjoy it. He asked if I wanted to fuck him and I declined. When I left the stall, I cam face to face with my weed dealer. My friend got out of the bathroom licking his lips... wig in hand. The awkwardness was insane

I'm high af, sorry for the typos

Did you ever participate in a circle jerk or masturbate with your friends?

Sat on a guy's lap

Ia cool were all high af

Yes, twice. Once we just jerked off in my friends bedroom to some porn, three of us jerked off together and another we were house sitting for a friends parents and 3 of my friends jerked off on me in the hot tub

Can always record your whoring and such at home ;)

>you could have caught the aids
Yep, you're right. If I did it again it would 100% be with protection, just wasn't smart in general. I'm lucky that i didn't get anything since he seemed pretty promiscuous.
Wasn't a smart thing on my part but being young/horny is the excuse even if not a great one.

did you ever actually have group sex with any of these boys on a sleepover?

How old were you two, though?

as a teenager i used to babysit these two kids who had a dog (cocker spaniel i think). once i put the kids to sleep I would lead the dog into the bathroom and make him lick my cock. he got very enthusiastic sometimes :)
I was also curious about his cock and got him erect, masturbated and blew him.

I have a vid of my current dog fucking me. Whats ur kik

Yeah. Aftee the hot tub jerk that night it was just three of us, we were jerking off to porn and one friend threw the idea out that we should do stuff. We were sucking eachothers cocks on his moms bed and one thing led to another and soon I was in the middle of them, dick in my mouth and one in my ass. Never felt so horny before and it felt amazing. We fooled around till like 5 in the morning

#
I'm curious, theguy786540

fuck, how old were the 3 of you then? just how filthy did you boys get as the night went on?

I was 15, they were like a year older or same age not so sure.
We did alot, kinda just did what we felt. First night I had my ass eaten out and had someone cum on my mouth.

Sorry for late reply, was eating late dinner. I don't have a kik =[

Gayest thing?
I bought some panties for myself, shaved it all, fucked my ass with a brush and recorded it.
Also wore my ex's panties and helped someone on Omegle get off
Also fucked a guy from highschool
Also sucked dick
I wanna suck dick again and hopefully get fucked

Im gonna crossdress and fuck my ass with a buttplug in 4 hours

what were the nastiest things the three of you did that night? was cum eaten out of your ass at all?

Nah didnt do that but had the one guy sit on my face with his cock and balls in my mouth/throat. He came a fat load down my throat. Also was fucked by them both at the same time, didnt go so well cause my ass was tight

this

Balls touched. Hella gay

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