First time with a man - story

[IwantU99]

Hello Lit friends,
I could use some help.
I am a lesbian, with a heterosexual past, but I am currently writting a story about a gay couple. And about the first sexual experience between them.
And I am wondering about the desires and feelings that the first time with a man might bring? I want it to feel really passionate, but I'm afraid I can't portrait the fears correctly. Since there are a lot of gay men in the forum, it would be greatly apreciated if you wouldn't mind sharing it with me.
Thnak you for you time.

 

[OdinElder]

My first time was the fulfillment of a desire I’d had for years. When I finally had the opportunity I didn’t hesitate. Holding his cock took my breath away and as soon as I took him in my mouth I was hooked. I couldn’t get enough. I sucked him in every room of his house, in the garage, on the patio, and in the pool.

 

[IwantU99]

Thank you OdinElder,
For your feed back.
I understand the enjoyment of oral, giving and receiving.
But when you are a young male, and you have no experience, and you fall in love with an older more experienced male. And I imagine you really want to have sex with him, anal intercourse. What plays in this yound man's mind is it more desire, is there fear, because it might hurt, or is it totally desire all fears aside?
And while on the subject are men really just bottom or top or do they enjoy switching?
Any insight will be greatly apreciated.

 

[Escierto]

Thank you OdinElder,
For your feed back.
I understand the enjoyment of oral, giving and receiving.
But when you are a young male, and you have no experience, and you fall in love with an older more experienced male. And I imagine you really want to have sex with him, anal intercourse. What plays in this yound man's mind is it more desire, is there fear, because it might hurt, or is it totally desire all fears aside?
And while on the subject are men really just bottom or top or do they enjoy switching?
Any insight will be greatly apreciated.

With my first transgender girlfriend she wanted me to fuck her so I did a couple of times but I much preferred being bottom. With my current transgender girlfriend I am bottom all the time and I love it. I never want to be top. Of course that’s just me.

 

[Travler99921]

I was middle age and married before my first experience so I cannot say what it would be like for a young guy. For me all fears were extinguished by the desire of the moment. While they returned after my orgasm, I knew sex with men was now part of my life. My passion was for sex with men, not any particular man. I never developed any romantic feelings for a man

 

[james2346]

here's my story that i shared before:

I met up with a guy who i was chatting with on here. We met up at his place and had a few drinks watching movies. We had a nice chat and I started to feel comfortable. He then started to rub my legs and my chest and went in for a deep passionate kiss. I got a hard on and we started to stoke each other, then he asked me to meet in the bedroom. We got naked and stood by the bed stroking each other, he then gently laid me on the bed and got on top of me. We started to rub each other in missionary and got off at the same time. it was so hot and can't wait to do it again.

 

[nostuff]

It was all about overcoming my fears.

I accepted my desire for cock several years ago, but I’ve always been obsessed with the possible consequences of acting on that desire. I have a marriage to protect and a network of family, friends and associates who I fear would be less than understanding. Lots of very conservative people in my circle.

For example, long before developing any interest in cock, a couple of gay guys invited a bunch of us at a party to go dancing at a gay bar. I thought the whole thing amusing and declined the invitation. But when I told the story to my brother and his wife, they were aghast. I can only imagine what they would have said if I had actually gone dancing.

Despite my fears, my desire for cock had grown stronger. And to make matters worse, I kept having little encounters that caused me regret.

I remember two waiters at a restaurant who struck me as obviously gay, and I just know I could have spent the night with them if I had said something. Then there was the guy working at a small alternative theater where I ducked in to get out of the rain. Again, obviously gay, and I’ve no doubt he would have fucked me.

But I always hesitated.

Now, jump to October 2019. I’m at a convention hundreds of miles from home, and out of curiosity, I look up the address for a local bathhouse. Turns out, it’s just a short ride from downtown. I’m thinking about that bathhouse every day of the convention, wondering if I can go there and maintain my anonymity. The convention ends, and I’ve got one more night in town before catching my flight home.

Now or never, I keep telling myself. The chances of being recognized are infinitesimal, and I tell myself I can always leave if things get uncomfortable. So I decide to go, except I chicken out. And I spend the whole afternoon deciding to go, then chickening out.

It’s early evening now, and I leave my hotel to take a walk and find dinner. The whole time, I'm thinking about experiencing my first cock. Wondering if I have the balls to actually take a cock in my mouth, what would it feel like, how would it taste, would I freak out. Could I fuck a man’s ass? Would I be brave enough to let a man fuck mine?

At that point, I start taking a series of small steps. When I stepped out of the restaurant, I decided to call a ride. When my Lyft arrived, I decided to go to the bathhouse instead of my hotel. When I got to the bathhouse, I decided to go in. When I went in, I decided to take a room and undress. After I undressed, I hesitated, so I focused on the TV screen playing a video of two men fucking. Finally, I decided to walk around the bathhouse, then I decided to park myself on a bunk in the basement to see what would happen.

And then it happened. This small, geeky fellow climbed up beside me on the bunk, and I spread my legs, wondering whether my invitation was enough. I watched as his hand pushed aside the towel I was wearing, and I felt his hand on my prick. As he stroked me, I reached under his towel and for the first time touched another man’s cock.

We sat there silently stroking each other for how long I don’t know. Frankly, I didn’t know what to say, until I heard the question: Top or bottom?

I paused for a moment, then replied: Bottom.

Leaving my towel behind, I slid off the bunk, spread my guy's legs apart with my hands and dropped to my knees, staring at his shaved cock. And I'll never forget the sight of his stiff tool pointing right at me.

To be honest, my guy wasn't very big, but he was nicely shaped -- cut with a beautiful head and a shaft that curved up slightly. And though I wanted him to be bigger, it was probably best not to start with a monster. Holding him in my hand, I opened my mouth and leaned forward.

I'll never forget the feel of that first cock in my mouth, the hardness under the soft skin, the rim of the head, the texture of the shaft. I flicked his cum hole with the tip of my tongue and tasted a bit of salt, then I pulled him all the way in until I felt the stubble of his hair against my lips and nose.

With my tongue, I pressed my guy's cock up against the roof of my mouth, and I began to bob up and down. For how long, I just don't know. Time became a bit of a blur. But I'll never forget the salty taste or the wonderful texture.

I’m a confirmed cocksucker.

 

[saintcero]

Thank you OdinElder,
For your feed back.
I understand the enjoyment of oral, giving and receiving.
But when you are a young male, and you have no experience, and you fall in love with an older more experienced male. And I imagine you really want to have sex with him, anal intercourse. What plays in this yound man's mind is it more desire, is there fear, because it might hurt, or is it totally desire all fears aside?
And while on the subject are men really just bottom or top or do they enjoy switching?
Any insight will be greatly apreciated.

I am an anal virgin so I can’t offer any input for my first experience (at least not just yet) but there is no doubt in my mind that I am a bottom. I have no desire to fuck a man but plenty of desire to be bred by one; hopefully one with bull balls that slap against me with each thrust.

 

[tungluv]

here's my story that i shared before:

I met up with a guy who i was chatting with on here. We met up at his place and had a few drinks watching movies. We had a nice chat and I started to feel comfortable. He then started to rub my legs and my chest and went in for a deep passionate kiss. I got a hard on and we started to stoke each other, then he asked me to meet in the bedroom. We got naked and stood by the bed stroking each other, he then gently laid me on the bed and got on top of me. We started to rub each other in missionary and got off at the same time. it was so hot and can't wait to do it again.

james2346 would you like to discuss what else we can do ?

 

[james2346]

james2346 would you like to discuss what else we can do ?

Hi, yes would like to chat for more

 

[BiBetaBottomJock]

Hey, IwantU99.

I can't speak for everyone, but I can give you mine. I had my first experience early, but not with a much older man. The guy I was with had more experience than me though. I was having bisexual or gay thoughts for the first time, while in the middle of an actual sexual experience, and at an age when I hardly had any control over my own horniness or hormones in general. There were a lot of conflicting emotions that I didn't understand at the time

I was scared of people finding out, while also desperately wanting not to stop and to actually have sex. I'm a fairly self assured person in general, and I think my friends also thought of me that way, and I was terrified I'd lose all that respect if they found out. I probably lost some respect for myself too in the process

He was very clearly intent on being the top, and it was really, really exciting me, to the point where there was no denying it. I was judging myself at the same time for being attracted to his innate sexual dominance. I really wanted him to fuck me. That was an uncomfortable but incredibly arousing thing to think for the first time. To actually admit that I wanted to get fucked. The moment I thought it, I was itching for it. Almost palpably

I also didn't have too much time to overthink it, which probably allowed it to happen. And like I said, I was insanely horny, and had very little control over my horniness at that point. I never really thought about how much it would hurt beforehand, or at least.. if I did, I don't remember it now

I think there are two kinds of people in that situation, those that run and avoid risk, and those that say "fuck it" and just do it regardless, even with the element of danger. I was definitely the latter.. I guess some also surrender to the other person's will and avoid making the decision, and there was some of that too in my case. It was easy just to let him lead. That turned me on too, since I wasn't used to letting people lead at that point

Also, I feel there a lot of men that are vers, and do both top and bottom, but there are (maybe) more rigid roles among gay men than I get the feeling there are among lesbian women (although you know better than I do). In my case, when with men I'm definitely a bottom

Of course, after all of this, I went through another period of confusion when I realized I actually do like girls too, but that's another story : )

 

[james2346]

james2346 would you like to discuss what else we can do ?

i would love to discuss more and see what else we can do

 

[dodgeboy2]

Hello Lit friends,
I could use some help.
I am a lesbian, with a heterosexual past, but I am currently writting a story about a gay couple. And about the first sexual experience between them.
And I am wondering about the desires and feelings that the first time with a man might bring? I want it to feel really passionate, but I'm afraid I can't portrait the fears correctly. Since there are a lot of gay men in the forum, it would be greatly apreciated if you wouldn't mind sharing it with me.
Thnak you for you time.

My 1st was with a friend the year after we graduated from high school. He had discussed with me about a year or so earlier that he didn't have any interest in dating girls and we talked openly about his thoughts of guys but that is all it went.

It was back in the late 70's when we met up again while I was on break from college for Thanksgiving. We had a soda and some fries, I think if my memory is right, and caught up and after he offered me a ride home. On the way he started back up that conversation we had over a year ago, one thing led to another and I told him I wasn't dating anyone as he told me the same. I remember his car driving into a secluded lot as we sat talking and laughing about some stuff from our high school days.

He asked me if I had ever thought of guys like he did, I hesitated for quite a while since I knew I had many times and to be honest had a lot of both day and night dreams of him after he told me he liked guys. Being from a strict Italian Catholic family same sex relationships were a taboo thing and my upbringing made it so hard for me to allow anyone to know my feelings. But that night I did tell him it all, how I got so turned on by guys in all stage of undress and have had dreams of being with guys. That night talking with him loosened my Catholic shame and hours later he told me he would love to be my 1st.

As we undressed I think there was too much young horniness and not enough thought, his cock in my hand and later my mouth was awesome as was mine in his hand and mouth. Later in the night he decided to give his virginity to me we both again had no idea what we were doing other than a drive pushing us on, needless to say we were too naïve to know lubrication was required which broke the mood and caused my 1st time to be delayed.

My time home was short and we didn't see each other until winter break which we again hooked up this time both more learned and prepared and it was wonderful, I reciprocated and that night became the night I gave up my own anal virginity, which to me was only so-so, it was then I knew my preference was to be a top but I still bottomed for him from time to time just because he deserved what he wanted from time to time.

I later on in my early 20's found I also liked woman and ended up marrying my wife at 26 and we have been married since and I haven't been with another man in over 40 years now, not that I haven't checked out gay/bi porn

 

[Escierto]

My 1st was with a friend the year after we graduated from high school. He had discussed with me about a year or so earlier that he didn't have any interest in dating girls and we talked openly about his thoughts of guys but that is all it went.

It was back in the late 70's when we met up again while I was on break from college for Thanksgiving. We had a soda and some fries, I think if my memory is right, and caught up and after he offered me a ride home. On the way he started back up that conversation we had over a year ago, one thing led to another and I told him I wasn't dating anyone as he told me the same. I remember his car driving into a secluded lot as we sat talking and laughing about some stuff from our high school days.

He asked me if I had ever thought of guys like he did, I hesitated for quite a while since I knew I had many times and to be honest had a lot of both day and night dreams of him after he told me he liked guys. Being from a strict Italian Catholic family same sex relationships were a taboo thing and my upbringing made it so hard for me to allow anyone to know my feelings. But that night I did tell him it all, how I got so turned on by guys in all stage of undress and have had dreams of being with guys. That night talking with him loosened my Catholic shame and hours later he told me he would love to be my 1st.

As we undressed I think there was too much young horniness and not enough thought, his cock in my hand and later my mouth was awesome as was mine in his hand and mouth. Later in the night he decided to give his virginity to me we both again had no idea what we were doing other than a drive pushing us on, needless to say we were too naïve to know lubrication was required which broke the mood and caused my 1st time to be delayed.

My time home was short and we didn't see each other until winter break which we again hooked up this time both more learned and prepared and it was wonderful, I reciprocated and that night became the night I gave up my own anal virginity, which to me was only so-so, it was then I knew my preference was to be a top but I still bottomed for him from time to time just because he deserved what he wanted from time to time.

I later on in my early 20's found I also liked woman and ended up marrying my wife at 26 and we have been married since and I haven't been with another man in over 40 years now, not that I haven't checked out gay/bi porn

So even though he bottomed for you, he still preferred to be top? Or only occasionally?

 

[dodgeboy2]

So even though he bottomed for you, he still preferred to be top? Or only occasionally?

In our time together which was a bit over a year, he actually preferred being the bottom most of the time but there were a few he wished to switch and I gladly granted his wish. We were very good together and parted ways as our lives drifted into different paths, had always wondered what his life turned out to be and a few months ago he found me on FB and sent me a request and we have messaged each other catching up with the last 40+ years. Nothing untowardly happened and I assure you nothing will but we did catch up just as well, both happy we have had good lives.

 

[IwantU99]

My 1st was with a friend the year after we graduated from high school. He had discussed with me about a year or so earlier that he didn't have any interest in dating girls and we talked openly about his thoughts of guys but that is all it went.

It was back in the late 70's when we met up again while I was on break from college for Thanksgiving. We had a soda and some fries, I think if my memory is right, and caught up and after he offered me a ride home. On the way he started back up that conversation we had over a year ago, one thing led to another and I told him I wasn't dating anyone as he told me the same. I remember his car driving into a secluded lot as we sat talking and laughing about some stuff from our high school days.

He asked me if I had ever thought of guys like he did, I hesitated for quite a while since I knew I had many times and to be honest had a lot of both day and night dreams of him after he told me he liked guys. Being from a strict Italian Catholic family same sex relationships were a taboo thing and my upbringing made it so hard for me to allow anyone to know my feelings. But that night I did tell him it all, how I got so turned on by guys in all stage of undress and have had dreams of being with guys. That night talking with him loosened my Catholic shame and hours later he told me he would love to be my 1st.

As we undressed I think there was too much young horniness and not enough thought, his cock in my hand and later my mouth was awesome as was mine in his hand and mouth. Later in the night he decided to give his virginity to me we both again had no idea what we were doing other than a drive pushing us on, needless to say we were too naïve to know lubrication was required which broke the mood and caused my 1st time to be delayed.

My time home was short and we didn't see each other until winter break which we again hooked up this time both more learned and prepared and it was wonderful, I reciprocated and that night became the night I gave up my own anal virginity, which to me was only so-so, it was then I knew my preference was to be a top but I still bottomed for him from time to time just because he deserved what he wanted from time to time.

I later on in my early 20's found I also liked woman and ended up marrying my wife at 26 and we have been married since and I haven't been with another man in over 40 years now, not that I haven't checked out gay/bi porn

Thank you so much for sharing, that was super sweet.

 

[littlegrizz02]

My 2 cents worth.
I am still shocked how much I love sex with another man! Started with being curious, then after sucking my first cock, I thought well, that's it, I just like sucking cock, but then I started experiencing other things, touching, body contact and kissing,,,,damn I just discovered I can be just as passionate with another man as with a woman! A hot make out session with another man is so very erotic! Now, I've only been fucked once, doggy style, but have long desired to be fucked, or better yet, a man that wants to 'make love' to me, missionary, my legs wrapped around his waist, my arms around his neck, as he slips his cock into my tight love canal, and starts thrusting into me, over and over, deeper and deeper, as we kiss passionately, moaning into each others mouths until we explode, my cock erupting between our bellies as he squirts his hot, wet love cream deep into my belly....

Oh man that's so hotttttt

 

[canogagrizz]

All I can add is that over the years in my very few m2m experiences (as a straight man & not gay or bi at imo), it was only about just strictly the pleasure & getting off to orgasm only. It was better to jack off with another guy & suck each other than it was to just jack off alone. I never had any "intimacy" or sexual "desires" for any men. Didn't look at them sexually and was never attracted to men whatsoever. The penis yes. It was arousing because it felt wrong to be doing these things which made the acts even more exciting. Just the contact of a hand & mouth was all that was needed to get aroused and that all it was.
I suppose there is many gay & bi men out there that are attracted to other men & their looks & who like to get passionate & kiss and such. As I also suspect there is many men like myself that have no attraction to men and would never want to hug or especially kiss another man. But the penis gets aroused easily by contact imo. So in the case I think you'd probably find MOST men that would get an erection regardless by being jacked off or sucked by a woman or a man in reality. This is why they have gloryholes. Never mind what is behind the curtain.
As far as anal goes, I have never liked the thought of it or the act, and the one time I had it done to me (just to try it out) I didn't care for it whatsoever. And when I fucked one friend (who liked it) a couple of times, it did take me being totally erect to go through with it & fuck him. The first time he wanted me to fuck him I lost my erection & he had to stimulate me a lot more for me to proceed to go through with it. Did I like it? Yeah it was ok I got off. But it was not nearly as great as intercourse a woman. Because in my case it was way more passionate & intimate with a woman. With a guy it's more raw and I wasn't into that. It just felt too odd for me and going out of my boundries & comfort zone us having anal sex.
All just imho as a totally straight man my entire life. Who has sexual thoughts still now & then of my few m2m encounters with very few other males from the past. I even sometimes watch gay porn thinking of times in the past. If I see a video with two men kissing it totally turns me off. I just watch the sex part.

 

[Gator50]

Thank you so much for sharing, that was super sweet.

Hi - thanks for sharing. I caught my attention because it’s much like my history

 

[ParkerSteve66]

In our time together which was a bit over a year, he actually preferred being the bottom most of the time but there were a few he wished to switch and I gladly granted his wish. We were very good together and parted ways as our lives drifted into different paths, had always wondered what his life turned out to be and a few months ago he found me on FB and sent me a request and we have messaged each other catching up with the last 40+ years. Nothing untowardly happened and I assure you nothing will but we did catch up just as well, both happy we have had good lives.

I'd love to reconnect with my first jerk off buddy. We sucked each other once, and not to completion. I know the general area where he lives. I am sure he would be shocked if I contacted him after 60+ years.

 

[ericrodman101]

If we are talking about first time anal, for me I had been sexually active for a while before I received anal intercourse. My friends and I began with fondling, mutual masturbation, kissing and pissing, before graduating to toys and other insertions. I had all the fears about anal which others have related: would it hurt, would it be messy and so on. Inserting something in your ass yourself feels like you are completely in control, and mutual insertion with guys your own age feels like playing. What happened for me is also what other people describe. While so much of my initial activity had been with guys around my own age, the first time I was anally penetrated was by a much older man in a position of authority. It wasn't an act if love, but of conquest and while I didn't enjoy it much, I didn't object either. Indeed, I see it as getting me over a hurdle which I hadn't accomplished with my same age lovers. I feel quite grateful towards him even though I wasn't particularly attracted to him, and while I saw him many times afterwards we never had sex again. It was relatively quick and it hurt, but he was not rough and he talked me through it, told me what he was doing and why, lubed me up, worked my hole open, and so on. Looking back it felt quite instructional, like an initiation. My preference has always been for oral and mutual masturbation over anal. As an older guy now, however, I do top younger guys and I reciprocate if that's what they want. Maybe my experience of first anal has given me a similar sort of instructional approach to anal sex. I meet young men, or perhaps I go looking for them, who want me to top them, sometimes for their first time, in the same way as I was topped. I have to say I find that for me experiencing a teaching relationship with a younger man is very erotic and empowering in ways that regular anal sex with a familiar partner is not. With my regular partners anal is not my first preference, although some guys just want to be topped every time. I have been romantically attracted to other men, but not frequently. Mostly it is just the sex act I am seeking rather than companionship or love, and I find nowadays I can buy what I want from escorts much more successfully on my terms than from meeting and seducing guys.

 

[james2346]

Reading these stories is making me so excited.

Although, i don't consider myself gay i do enjoy the full experience (kissing, anal, missionary sex)

 

[james2346]

Reading these stories is making me so excited.

Although, i don't consider myself gay i do enjoy the full experience (kissing, anal, missionary sex)

would love to chat with someone about our experiences

 

[BrokenQuill]

My first time with another man had me excited and terrified. I was excited to finally be in a situation where I was going to lose my virginity, but at the same time I was terrified that he would go further than I wanted and rip me apart with his uncontrolled passion.

I asked him to go slowly with me so that I could get used to the sensations, and gave into the situation fearing that my trust would be discarded. He was so slow and gentle with me. Even when he did start to enter me, it was in a controlled and caring way.

Afterwards I asked him why he had been so gentle and caring, and his answer was "So that you'd come back for more"

 

[Gator50]

I’ve been following this thread for some time, and thought to respond. When I was a young man, actually beginning in middle school, I had friends who assumed that I was gay. In fact when I was in grade 7 a friend of mine showed me his cock and wanted me to touch it. It scared me away.

I’m long-time married with kids and grandkids. Over the years, most relationships I’ve been in were started by the other person. I was more receptive to women than to men and have always had stronger emotional attachments to women than to men. There are very strong cultural norms, but I think there are people of the same sex out there who are self confident enough to be intimate with each other.