Bi curious men; how would you like to lose your gay virginity

[Uncut1969]

To be with a couple and wife turns me into a sub faggot for them!

 

[Crackapple]

In a hotel room with a TS or cross dresser bottom.

 

[cockford]

Hookup, chat, connection, hotel room, strip off, i lay on my back while he fucks me, says goodnight and leaves.

 

[Crackapple]

Hookup, chat, connection, hotel room, strip off, i lay on my back while he fucks me, says goodnight and leaves.

Sounds great , when you available?

 

[nostuff]

It's a bit late to imagine how my first gay encounter would occur. I can only describe how I dreamed it would happen, and it's a fantasy that involved a married couple with whom my wife and I hung out. Let's call them Lisa and Jerry.

The fantasy began with Lisa, a dirty blonde with substantial tits on a tight little frame. I wanted to fuck Lisa so bad, but I was too damned responsible to make a real pass. We just flirted a lot, then I would go home to jerk off.

One day, to my surprise, I found myself thinking about Jerry, a big chubby guy who struck me as a bit effeminate. He never gave me reason to think he was gay, but I always wondered whether he might, at least, be a little bi.

At first, my thoughts were quite vague, not really coherent enough to be considered a fantasy. I mostly wondered what it would be like to just touch a cock, Jerry's cock. Was it something I could actually do? Or would I find it disgusting? I was straight, after all. But the more I thought, the more interested I became. Eventually, a story began to take shape.

The fantasy begins with my wife and I at Lisa and Jerry's for dinner, a dinner with a bit too much alcohol. I never figured out the initial stages of my seduction, but somehow, I'm naked and on my knees on the living room floor. Jerry is standing in front of me, naked with his hard cock pointed at me. The wives are cuddling on the sofa, laughing and cheering Jerry on.

The intent, of course, is obvious. Jerry is going to deflower me and make me his bitch, but I'm pleading, insisting that I'm not gay. Nobody's paying attention to my words. The girls want a show, and Jerry wants to fuck. He grabs my head between his hands and feeds me his cock. I decide to surrender and let him have his way.

But Jerry isn't satisfied taking my mouth. After a few minutes, he pulls back and says he wants something more. He steps behind me and pushes me down onto my hands and knees. I'm terrified, knowing his intentions. As I feel his hands spreading my ass cheeks, I protest again, but the girls tell me to shut up. Fuck the bitch, they say, and I feel Jerry's cock pushing against my hole.

Accepting my fate, I try to relax, hoping to minimize the pain. Except there is no pain. I'm actually feeling pleasure as Jerry penetrates me and begins thrusting against my G-spot. Pleasure enough that I begin to push back against my lover, and he begins pounding me hard. So hard that I collapse flat on the floor and feel the full weight of Jerry's body.

Even if I wanted, there is no resisting Jerry now, and he hammers me into the carpet. Suddenly, I feel Jerry tense, followed by a series of deep thrusts, then he relaxes. He owns me now.

As Jerry's cock softens and slips from my ass, I turn my head and look at the girls.

"I made him cum," I say. "He gave me his cum."

End of fantasy.

Alas, Lisa and Jerry left town before I came to grips with my desires.

 

[KinkStevens]

I want to suck a trans cock... I want her to be very feminine and very sensual... nothing rough, just gently take that cock little by little into my mouth...

Would it be ok if the cock is large?

 

[KinkStevens]

My first penetration didn’t truly feel like it because I’d been prepping my ass over time. The truly ‘first’ feeling was experiencing the weight of someone pressing down on me and hips thrusting.

If I could do it all over again, I would have loved for a gorgeous ebony tranny to have fucked me missionary bareback. She would spray my innards while deeply kissing me and telling me shes gonna give me a black baby - one arm up my spine holding the back of neck and the other under my tailbone cupping my ass.

 

[KinkStevens]

With the wife watching. However, a quiet night with drinks or a group of guys while I'm in a sling. As long as I get called Faggot as he cums in my ass.

How loving

 

[Sounding22]

If you’re thinking about sucking? Honestly don’t wait. You will get lost in the smell, taste, texture of the cock and I mean the head, veins, length and mmm so much
My first time, the wife had me on my knees deep throating him and getting him close. Ever time she had me back off.
Don’t waste time and the taste of precum is to die for plus facials ahh

 

[Maturemale520]

I frequently fantasize being with a cute ts,cd or even femboy for my 1st experience. There would be lots of making out, slow exploring and sensual fun. I find myself fantasizing more and more as I grow older. My 1st exp I hope will be very rmantc and very sensual. Love to talk about it with those who are interested.

 

[Grey_Curious_Man]

When it happens I’d prefer that we’re close in age (55-65), and share no work or social connection. Not to say it needs to be anonymous, but confidentiality and discretion are simplified if it’s outside current circles.

 

[otterlimitsss]

It would be with an older, experienced guy. We would have talked beforehand (maybe on here) to set everything up. I want my first time to be videoed so that I can watch it again and again. He would have me strip and kneel naked, turn to the camera and state my name and that I wanted him to take my virginity and turn me into his gay slut. He would then take as long as he wanted teaching me how to suck cock before bending me over and taking my virgin ass all on camera. Obviously we’d both get a copy of the video after.

Only a fantasy… but you never know…

 

[Curious216216]

With a mature gay couple that takes their time with me and slowly but surely introduces me to all facets of gay sex. I want to watch them and watch my cock grow long and hard and probably leaking massive amounts of precum which I taste over and over.

 

[Justusnluv]

I lost my gay anal virginity when I was 18. My then gf's stepfather seduced me. He was 45 super manly construction type.

 

[KinkStevens]

I lost my gay anal virginity when I was 18. My then gf's stepfather seduced me. He was 45 super manly construction type.

Sounds like an excellent story

 

[Justusnluv]

Sounds like an excellent story

It truly is.

 

[KinkStevens]

It truly is.

Please share, publicly or privately

 

[Justusnluv]

I wrote a story about it many years ago. Not sure if it could even be found now.

 

[TryGuy35]

To an older man who lives one street over and mows his lawn in small shorts with no shirt during the summers. I walked past his house during these hours so we can lock eyes and I can lick my lips until he finally gestures back by grabbing his cock. We escape inside his house so I can suck his magical cock until he explodes. We have many encounters after that….one more thrilling than the next.

 

[Dreamer110]

To an older man who lives one street over and mows his lawn in small shorts with no shirt during the summers. I walked past his house during these hours so we can lock eyes and I can lick my lips until he finally gestures back by grabbing his cock. We escape inside his house so I can suck his magical cock until he explodes. We have many encounters after that….one more thrilling than the next.

Id like to be that older man.

 

[JessForFun37]

I want to suck a trans cock... I want her to be very feminine and very sensual... nothing rough, just gently take that cock little by little into my mouth...

Anally as well? I do dream of it.

 

[TryGuy35]

Id like to be that older man.

Me too! I need you to move in down the street

 

[Uncut1969]

Soon hopefully I am so ready

 

[KinkStevens]

I sucked off a complete stranger. It was exactly what I wanted, including the load he dropped in my mouth,

Is this story shared somewhere?

 

[claimsguy]

I'd love for my wife to bring me home a man that proceeds to have his way with both of us.