ITT

ITT
>First or best gay experience 6

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I jerked off my friends dog during a sleepover when I was 8

My best Spent a couple weekends with a really cute twink who could take a dick like a champ i think i filled his ass atleast a dozen times

>start the evening in my apartment crossdressing and flirting on webcam in a group chat
>Most of the guys there are just flooring and trying to get me to do things on camera that they want to see
>One guy DMs me. Someone I'd messaged with previously and flirted with a little. Says he's in my town tonight. Will come over to my place right now, and will quote 'fuck your little tease ass so hard you wont walk right for a week. Give me your address, right now, and it's happening'.
>It's like something in my brain breaks. I immediately send him my address. Message comes back: 'ten minutes'.
Continue?

First
>My brother and I used to fool around/experiment when we were kids

Best
>Was with two guys at the same time, sucked, rimmed, fucked. They were older than me and it was hot.

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u all just got pranked. u admitted ur gay. fag.

Got my ass grabbed by a group of trannys in Thailand and I got hard

Of course

Summer camp when I was 13 we had to do cabin skits and we did a Disney spoof where I was Hannah Montana and 3 other guys were the Jonas brothers. I went to one of the girls cabin and they gave me a makeover. I got too into it and shaved my legs and leg them pluck my eyebrows, do nails and toes, stuff bra, panties, basically everything. I danced around and acted like a flaming faggot wearing a tube top, mini skirt, heels, wig and makeup in front of everyone. The skit was basically the Jonas bros were trying to fuck me it was super cringe and I did gay stuff like dance on them, hold hands, pretend to kiss etc. Afterwards in the cabin everyone was telling me how "hilarious" it was so I kept up the act and pranced around like a faggot teasing the other guys. Later on when we were alone the 3 boys were getting handsy and feeling me up. Eventually give in and started kissing the boys. That went on for 10 minutes and then it led to me jerking and sucking off them. I kept the girls clothes and for the last week of summer I was dressing up and getting my cabin mates off.
I still cringe when I think about it. It really did fuck me up later in life with tranny thoughts but therapy helped me become a normal guy again.

>I go back to the webcam chat and put it aside in my head. His profile says he's on the other side of the country. When we last talked it was kinda jokey although I did find him hot and pretty direct. He's just gonna flake like most guys looking for a wank fantasy. Whatever.
>Ten minutes later, loud knock on the door. Oh shit, this is happening. Doors unlocked and he's inside and in front of me before I really have time to think. I stand up, kinda skinny, short, and dolled up to the max for the boys on camera. He's at least a foot taller than me and that kind of wide you only get in the gym or on the field.
>I stammer out something like 'hey.. you really were nearby!'. He gets close, pulls me up, and without saying anything goes in for a kiss like I'm his new wife and it's the first moment alone in the honeymoon suite after the wedding. My brain still isn't working. I melt.
>When we come up for air he's already walked us over to the bed and he throws me on it. He takes off his jacket, unzips his fly, and tells me to 'fucking get over here, you little whore'. Yessirrightawaysir.jpg
Continued...

First, kissed another boy when I was 12, he instantly got hard so I played with his pp

Best, met a tinder tranny when I was in my early 20's who pretty much just looked female, ass was beyond tight and head was pro level, and she was constantly sending lingerie pics and videos of her playing with herself. Fucked her in my car in a parking garage an hour after meeting. v high maintenance, didn't not associate with her long.

Played doctor with my best friend when we were 6. Does that count?

>My brother and I used to fool around/experiment when we were kids
Story time faggot. Most I did was peek at lil bro bathing, talk about jerking off and eventually doing so toghether (each under its own blanket). I miss this phase of discovery

story? sounds hot

My parents took me to a Broadway musical when I was five.

>He's all ready hard so when he pulls it out it whips me in the face. Pretty big, smells great, and I'm still not really thinking so I just go for it and start servicing him. We met ten seconds ago and I don't know who he is or where he lives or anything about him, but he's in my apartment and his dick is on my tongue and he's stated plainly that it's going other places soon enough.
>'Wait'. He pushes my forehead back, lifts my chin up. 'Open'. He leans forward and spits in my mouth, then pulls me back down onto his cock so firmly his balls press into my chin. I can taste his cock and smoky spit and I can't breathe because he's not letting up. He holds me there for maybe twenty seconds until I fight him hard. A few seconds more and he lets me go.
Continued...

I jerked off in videocall with a dude last week. I was 9 months without ejaculate so I was kind of open to anything. He really was into it moaning and shit but I was already feeling post nut clarity even before nut. Covered myself in cum, but felt really depressing afterwards. This must mean im not really gay.

Parents gave us unmonitored bath time together and thats how it started. Touching, rubbing etc... eventually playing with each other in any manner that would allow us to touch each other there. When we stayed at our grandparents in the summer and slept in the same bed with nothing but undies it led to mutual oral for the first time

Depends on how far it went

Do you remember how it started? Like how did it get from bathing to touching pp, who started it, first orgasm toghether, stuff like that
Last time I got a glance from my brother's dick it was at that age when half the length is the glans kek

Don't remember the specifics of how it started or who initiated the first time as we were close in age. I remember bath times like that were really silent and we'd just be rubbing each other under the water. Too young to 'cum' but old enough for the sensation to feel good. I remember our dad commented that my brother's penis was 'red' after bath time and they changed the soap we used to prevent 'irritation' like that

>college
>have roomate because cheaper to room with someone
>hes a self proclaimed fag
>never really considered men an option but never hated gay people or anything like that
>roomate apparently got dumped just before we moved in together
>really affected him emotionally
>i like to make new friends so i supported him through this time
>he would constantly ask for physical affection (hugs, cuddling, etc)
>gave affection to him
>first started off as a friend thing but i started questioning myself later on
>started watching femboy porn at this time aswell which didnt help
>end up finding him cute
>next time we cuddle i planned to make a subtle move
>time comes
>try to shoehorn the fact that i was questioning my sexuality into a convo
>do so succesfully
>it works suprisingly
>he ends up expirementing with me to see what i like and dont like
>end up kissing later that night
>end up fucking the next day


he was cool

>He moves me down off the bed onto my knees and I go back to bobbing on his cock with a bit more freedom. He pulls and holds me down on it periodically, and occasionally pulls back to slap it on my face. He stays hard but doesn't cum. This lasts for I guess twenty minutes. I'm slowly retaining some sense of what's happening but 'cock drunk' is a thing and he's bullying me just enough that I don't have time to do anything other than what he wants.
>Eventually he stands back and takes his shirt off. Sure enough, gym fit. I am a pathetic mess of smeared lipstick, messy hair, and drool kneeling in front of him in a crop top and pencil skirt. 'get on the bed'. I sit on the edge. 'turn around. Hands and knees. Come back towards me'
Continued..

Didn't you get dry orgasms? What was the best time you remember?
And why was his dick red and yours not lol, was he younger?

So... What did you like? How did it go?

More

Yeah dry orgasm was definitely what it was. Best time was definitely in the bed at my grandparents. We spent a good chunk of one summer there and just spend so long stroking and sucking each other. He was the older one, by 2 years I think I just rubbed too hard lol

Dry orgasms broke me, that's something I wish I could experience again

Absolutely, we didn't even know what we were doing, we just knew it felt good

>Barely functional slut-brain remembers the years of safe sex education. I grab the bowl of condoms from the nightstand and turn around to put one on him. As I reach out to put it on he grabs my wrist. 'not happening. I'm going to cum in you'. Brain not working again, I turn back around.
>He grabs my hip with one hand and eases inside with the other. He is big, and bare feels different. I expected him to start pumping while standing but instead he comes forward and flattens me into the bed pushing his entire body weight into me and going impossibly deep. Then on top he starts pumping with his full weight coming back down each time. Full speed, full force for a long time, maybe five minutes. I have to turn my head to the side to breathe. He doesn't let up for a second. Holy shit this is happening to me right now.
Continued..

college roomate cont.
>night of expirements
>when i mention trying to discover my own sexuality, he offers to help me
>i realize my plan worked and get a little excited
>started with basic shit
>he held my hand and asked me how it felt
>responded with "good"
>he moved his hand down to my thigh and started rubbing it
>tell him that feels a bit weird
>he takes his hand off and comes in to kiss me on the cheek
>bold move but whatever
>he asks me how it feels, i say feels good again
>autisticaly ask if i can kiss him on the cheek
>he laughs and says yes
>kiss him on cheek, then leave a second break before kissing him on the lips
>we are both noticabley flustered
>seeing him flustered for some reason gives me more confidence
>without saying anything i rested his face into my hand
>kissed him again
>he made a weird expression which i think was a mix of suprised and flustered again? (still not too sure)
>he asks me if im still questioning my sexuality
>tell him "i dont know" like an autist but he gets the message
>he asks me if he can sleep in my bed for the night
>said he could

we slept in the same bed and did all the gay shit that couples do that night (except sex)