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

[liqueur]

My actual first time (oral virginity) was when I was in my 40s, with a very close friend. Proof positive that friendship and sex don't always mix: It was not a good experience. My second time (popped my cherry) was with a beautiful man I'd just met. It was glorious. It took me quite a few years after that to truly claim my sluthood, but I knew that night it was what I was born for.

But, the question was

how would you like to lose your gay virginity?

If I could have my “likes,” and do it all over again, it would have happened when I was much, much younger. Any one of the many, many opportunities I had when I was “barely legal”— or illegally bare— but was too afraid of my destiny to say yes. He would have been an older man, a mentor or some sort— a teacher, maybe, or an employer— thick and muscular, seductive at first but gradually more forceful as we got to know each other, manipulating my weaknesses. When the night of consummation came, I would believe I was only agreeing to suck him, but as soon as he'd cum (making sure I couldn't pull away, so I'd have to swallow) he would spin me around, pull my ass up and force my face down, smear my spit and the last dribbles of his cum over my asshole with his cockhead, and then slide it in with no further preparation. And, Oh, it would have slid in easily! because I'd been masturbating that way since I was a preadolescent. And having just cum in my mouth, he would last a good long time in my ass.

After a week or so of fucking me two of three times a day and gradually training me to enjoy degradation, he'd start inviting friends in...

But I'm getting ahead of the question.

 

[Vaslim74]

Not sure how I would want to lose my gay virginity, I have a few different thoughts about how. The main one would be during a mmf. During that mmf I would be fuck by the husband and the wife. Me being fuck by the husband doggy while the wife fucks my mouth with her strap on.

 

[Winchester3030]

I have a couple of scenarios I that use for inspiration. My favorite one is a massage that turns sensual and we end up sucking each other off, the other is of course a MMF that includes me licking her pussy while he fucks her and his cock ends up in my mouth!

 

[vandelayatx]

Dressed in the man’s wifes clothes.

 

[bisissyhusband1]

While my wife watched.

 

[m_and_em_stories]

I mostly imagine it with my wife. On my hands and knees with her pegging me in front of her friends, one of them getting so turned on he kneels next to my head and I start sucking on him as she fucks me. My wife tells me not to move and swaps with him, removing the strapon and laying in front of me so I'm licking her as he takes her place and starts driving himself into my prepared hole crushing my mouth and face into my wife each time, making me cum but not stopping until he cums in me.

Or sometimes sitting at a campfire with a gay man 10-20 years older than me. He keeps getting closer and closer to me as the night goes on, touching my arms and shoulders, then hes kissing me, feeling my through my clothes and directing my hands to feel him, removing our clothes then teaching me how to pleasure him with my mouth and hands while pleasuring me as my wife watches and encourages us, finally laying me on my back in front of her as he takes me boldly, his hand holding and stroking my dick as he does until I come all over my stomach, chest and neck.

 

[Dreamer110]

I mostly imagine it with my wife. On my hands and knees with her pegging me in front of her friends, one of them getting so turned on he kneels next to my head and I start sucking on him as she fucks me. My wife tells me not to move and swaps with him, removing the strapon and laying in front of me so I'm licking her as he takes her place and starts driving himself into my prepared hole crushing my mouth and face into my wife each time, making me cum but not stopping until he cums in me.

Or sometimes sitting at a campfire with a gay man 10-20 years older than me. He keeps getting closer and closer to me as the night goes on, touching my arms and shoulders, then hes kissing me, feeling my through my clothes and directing my hands to feel him, removing our clothes then teaching me how to pleasure him with my mouth and hands while pleasuring me as my wife watches and encourages us, finally laying me on my back in front of her as he takes me boldly, his hand holding and stroking my dick as he does until I come all over my stomach, chest and neck.

Love the scenarios you cum up with.

 

[Tomgoodboyfm]

From a caring older "daddy" chubby and smooth.

 

[Uncut1969]

To find a Fwb or a couple with benefits to grow with and then use me as their sex toy away they please and vice verses

 

[CaptainCuriousJoe]

My wife would let it accidentally slip to her friend that I enjoy it when she wears a strap on and I give her bjs. Her friend can’t believe it and wants to watch. She sees how much I love it and invites her husband to come over. My wife and her friend watch me blow her husband. Then it just becomes a regular thing because his cock is glorious.

 

[bisissyhusband1]

I mostly imagine it with my wife. On my hands and knees with her pegging me in front of her friends, one of them getting so turned on he kneels next to my head and I start sucking on him as she fucks me. My wife tells me not to move and swaps with him, removing the strapon and laying in front of me so I'm licking her as he takes her place and starts driving himself into my prepared hole crushing my mouth and face into my wife each time, making me cum but not stopping until he cums in me.

Or sometimes sitting at a campfire with a gay man 10-20 years older than me. He keeps getting closer and closer to me as the night goes on, touching my arms and shoulders, then hes kissing me, feeling my through my clothes and directing my hands to feel him, removing our clothes then teaching me how to pleasure him with my mouth and hands while pleasuring me as my wife watches and encourages us, finally laying me on my back in front of her as he takes me boldly, his hand holding and stroking my dick as he does until I come all over my stomach, chest and neck.

Definitely in favour of the bi spitroast with wife and a man where I start being pegged by wife and sucking his cock, before they swap places!

 

[tenderlips2]

For Bi curious guys, how would you like to lose your gay virginity? Not necessarily your anal virginity, but your first time with a man where there's sex involved.

Would you turn to a trusted friend? Or maybe be completely anonymous, and suck off a stranger at a adult book store?
Would there be alcohol and a massage involved? (that works for me)

Would there be any kissing? Maybe you would go to a gay bath house, and rent a private room? Maybe you'd like to suck your first cock while people watch?

How do you want to lose it?

My gay virginity is long gone, and it was a bumpy ride. But I wish it had been in an MMF situation, with the woman encouraging us. Perhaps she would tempt or bribe us by saying 'you only get to fuck me after you've 69'd each other' or 'frot and kiss him, I know you'll like it' or 'show him how you like your cock sucked'

I Ould love to be in an mms sucking him to an erection and then feeling him take my cherry as the woman sits on my face and watches being fucked

 

[tristantrotsky]

As the centre of a bukkake gangbang...

 

[TryGuy35]

If I could lose my gay virginity again I'd like to be younger and accept my sexuality. I would have liked if I had been out with friends in mixed company. At some point just alone with a guy just talking as we take a break from the noise of the group. Not knowing that he was attracted to me but then before we rejoin the party he gets close to me and pulls me in to makeout. We go back inside and mingle some more. At the end of the night we go home together and we make out, explore each other's bodies just like being on a first date with a woman. And after a lot of foreplay he is on top of me as we make out. I feel his hard cock at my hole and I reach down and grab his ass pulling him to me as I grind my hole against his stiffness. Nothing is said but he knows I want it. We wake up together the next morning. Now we both know.

Agreed! I wish it happens to me too younger, I think it would have made me more honest about it. But anyway I wish it had been an older man, someone close or maybe even a person I worked it. Had a job at airport once and and older ticket counter agent and me almost had a thing but ended up no meet ups though we had a lot of flirting and sexual gestures

 

[BiSissySophie]

I want to be fucked like a woman while cum is dripping down my face.

 

[bisissyhusband1]

My wife would let it accidentally slip to her friend that I enjoy it when she wears a strap on and I give her bjs. Her friend can’t believe it and wants to watch. She sees how much I love it and invites her husband to come over. My wife and her friend watch me blow her husband. Then it just becomes a regular thing because his cock is glorious.

Worked for us irl. My wife and one of her girl friends conspired to get her husband to let me suck his cock while my wife pegged me and his wife watched us and masturbated to orgasm

 

[Dreamer110]

Hmm, this'll take some thinking. So many ways.....

 

[WeWeeOui]

I think the thrill of the great unknown. Not knowing them or having physically met them. A couple of drinks to loosen up. Go somewhere private and he takes out his cock and puts my hand on it. He then unzips me and takes my cock in his hand. Once the juices are flowing, so to speak, its wing it from there.

 

[AllenJames]

This! So much, this. You could be reading my mind.

I once had a doctor (female) who had me on my back on the exam table, put my feet in the stirrups so my legs were spread open, receptive, and then gave me a rectal exam and a testicular exam simultaneously. I must have whimpered, or something, because she stopped, concerned, to ask me what hurt. I said No, it felt good. She just smiled a Mona Lisa type smile and went on about her business.

That was many years ago. I've fantasize about it ever since— that she was just a little more dominant, that she continued until I ejaculated, or that she skillfully milked me until my belly was a puddle of ejaculate, but with no orgasm, and then told me to get dressed without offering me so much as a tissue, that she had a nurse come into the room, to witness there was “no impropriety”, or an intern who she had practice on me— and so on, endless variations...

But i digress. I think the thread was about something else.

My first prostate exam was by an African American woman doctor - I think she may have used two fingers - I didn't say anything but, oh, my.

 

[Chefbgrif]

The perfect spot to tell my story. I had never considered anal but was years beyond being curious. All aspects of man to man in fact but not anal.

A week ago I was playing with this guy whose cock was as hard as hard could be. An average size but it had an upward curve to it. We were frotting in my hand and I was
letting it poke around my dick and balls and without thinking about i guidelines to my hole and then arousement took over and I thought why not? I spit in my hand and rubbed the spit and his precum around his head, pushed outward on my hole, relaxed and told him to push in . I could not believe how easily his head slipped in and with me still holding his dick let him him slowly go balls deep. When I realized he was all the way in, I cupped his balls and told him to let me get used to the feeling. It was fucking unbelievable and my dick was now harder then it had been in years. It was a perfect fit.

I pulled him down to me, gave him a long kiss, and told him he could have his way now. I lifted my legs and let him go to town. He started pumping slowly but very quickly the pace picked up. He was leaning over me on his hands and his look told how worked up he was.i verbally encouraged as he quite literally had me pinned by this point. His grunting and movements told me he was close. Suddenly through the grunts and deep breathing I heard "gonna cum", I reached around and held his ass while telling him to go for it. Then, I felt it. The eruption deep in my ass . Burning deep man seed. Endlessly flowing it seemed. Then he collapsed on me his mouth in my neck at the shoulder. Drooling a little and gasping for air telling me how great it was. I could feel his cock shrinking, still poked in me, and after a couple of minutes it slid out along with a wad of his sperm.
Would I do it again? Def would with him and probably would in a similiar situation
Don't want to hijack the thread but feel free to ask anything.

I loved your story. I’m still an anal virgin, but so ready to kiss that cherry goodbye. You’ve given me a lot of confidence.

 

[xmrmatt]

I have a story on my profile that says how I lost mine

 

[Cupig1029]

I travel for work quite a bit , a night at the hotel bar and luring look would be all it would take , i want to feel another mans tongue against mine , to feel a mans body against mine , to eye his cock and take it my mouth , taste his cum , hold him tight until hes ready to bust my virgin ass , i travel tomorrow, dreaming

 

[Bathtubbill]

I travel for work quite a bit , a night at the hotel bar and luring look would be all it would take , i want to feel another mans tongue against mine , to feel a mans body against mine , to eye his cock and take it my mouth , taste his cum , hold him tight until hes ready to bust my virgin ass , i travel tomorrow, dreaming

Happy hunting

 

[WeWeeOui]

I travel for work quite a bit , a night at the hotel bar and luring look would be all it would take , i want to feel another mans tongue against mine , to feel a mans body against mine , to eye his cock and take it my mouth , taste his cum , hold him tight until hes ready to bust my virgin ass , i travel tomorrow, dreaming

I travel for work quite a bit , a night at the hotel bar and luring look would be all it would take , i want to feel another mans tongue against mine , to feel a mans body against mine , to eye his cock and take it my mouth , taste his cum , hold him tight until hes ready to bust my virgin ass , i travel tomorrow, dreaming

Yeah, kissing a bloke is out.

Good job, you just talked me out of trying Bi sex.

 

[Lemmetri]

Yeah, kissing a bloke is out.

Good job, you just talked me out of trying Bi sex.

That's unfortunate. Sex with another person of the same gender is amazing!