First time with a man

AdL3

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What was your first experience ever with a man? Where did you meet? What did you do? Who did what?

Mine was a CL hook up. Posted an ad, exchanged emails when I was out of town. We did not trade pics so I didn't know what to expect when he knocked on the door of my hotel room. Decent looking guy but older, probably married. Gave me my first BJ from a man. It was nice.
 

chrisrobin

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Mine was with this hot black guy that picked Me up on Santa Monica Blvd. in West Hollywood!! I sucked his cock and he fucked Me!! View attachment 829278
same hear, first time I was fucked with was with this amazing black guy who took his time in introducing his member to my manhole (actually boyhole), shagging me slow and deep, ejaculating but staying inside me and them fucking me again, and wow, did I enjoy that second time when my asshole was relaxed.
 

AdL3

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same hear, first time I was fucked with was with this amazing black guy who took his time in introducing his member to my manhole (actually boyhole), shagging me slow and deep, ejaculating but staying inside me and them fucking me again, and wow, did I enjoy that second time when my asshole was relaxed.

I definitely had to learn how to relax. As soon as I did I REALLY started to enjoy it, crave it even.
 

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I definitely had to learn how to relax. As soon as I did I REALLY started to enjoy it, crave it even.
Once shagged I couldnt wait till the next time, poor guy was worn out having to shag me three times in a row - think that's why he let me fuck him (actually taught me how to do it without being a bull in a china shop)m which was after we'd had a first double ended cock suck session, not that was a first, not only cock in the mouth but cum to (makes chicken in a basket seem lame)
 
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667457-1505394648-4d902f252844a185eb3b9de17800caeb.jpg
my hole is a virgin would love a young guy to fuck me
 

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My first time I can't post here because of the rules, but if you want to pm me I can share it with you.

My first time that it wasn't just "sex", where there was an actual emotional connection, and to this day I still consider to be one of the best nights of my life, happened when I was 21 and he was 23 I believe.
I was a truck driver out of St. Louis (still am) and about every week and a half I'd take a load down to Tulsa Oklahoma and pickup a load in a small town about 50 miles east of Tulsa to bring back. There was a bbq place in that town that had truck parking and damn good food so I always ate there and that's where he worked and how we met. I was normally there during off peak times and would always talk with him with that eventually leading to him taking his break and eating with me if he hadn't taken his break yet. This was 1988, before cell phones and the internet were prevalent, and you had to pay for long distance phone calls on your land line so our communication was fairly limited. On this particular trip they had an unusual snow storm for Oklahoma and I wound up getting a motel room for the night and when I was eating I invited him to the bar at the motel for a beer after he got off work and he accepted the invitation. While we were in the bar an older guy that he knew joined us for a few beers and then all 3 of us went back to my room for a few more. Prior to this he and I had never discussed our sexuality with each other and while I did have hopes I pretty much figured that this 3rd guy was going to fuck up any possibilities I may have had. It comes time that the cock blocker said he had to leave and he offered my friend a ride home. Until that moment I didn't know my friend was without a car at the time, so I quickly said that if he wanted to stay and have a couple more beers that I could give him a ride in my big truck in the morning so he agreed to stay. After the other guy leaves we sat there having some small talk but it was kind of obvious that there was something on both of our minds that neither one of us was saying. Finally he says I need to tell you something and I hope it doesn't create a problem, and then he tells me that he is gay. At that time homosexuality wasn't nearly as accepted as it is now, but I didn't let him sit there worried that he was about to get his ass kicked, I quickly responded that I was not only okay with that but that I was bi. We both smiled and kind of started touching each other when he suggested that we take a shower, to which I said together? And he replied that that's what he was hoping. We stood up and got undressed, once we were naked we checked each other out and wound up embracing and passionately kissing each other! I had never kissed another man before this, and even though I had fooled around with a few guys before, kissing was taboo, even repulsive. I know, kind of strange to play with and suck a guys dick but find kissing him to be repulsive. I guess that was because with previous guy's it was just sex with no emotional connection. With Tom it just felt so right, natural, and wonderful! After a few minutes of deep kissing and rubbing and groping our naked bodies he breaks away and says let's get in the shower. We get in the shower and start washing each other facing one another when he tells me to turn around and he'll wash my back. As his hands move down my back I feel him washing my butt and then I feel his hand between my cheeks washing my crack, damn it was feeling good! This was all a first for me, up until then I had never shared an intimate shower with anyone, male or female. Next thing I feel is him pulling me back into his body, and while playing with my ass, proceeds to start nuzzling my neck and jacking me off, fuck that felt good! It didn't take long, and I tried to stop him, but I shot a helluva load! After I recovered from one of the best orgasms of my life, we kissed some more, finished our shower and moved to the bed. In bed we made out, sucked each other, and he proceeded to do things to my body that I had never experienced before. He licked and sucked on my my nipples, and while sucking on my dick went down and reemed my ass! Damn that felt fucking great! That night I learned many new things about my body and the sensations you can feel or give to someone else. We both came 3 times that night, he tried to bottom for me but we were both inexperienced and that didn't work out. After that we got together a few more times, but like I said earlier, this was before cell phones and the internet and we lost contact with each other. I hope he is doing well and I would love to reconnect with him, but I don't see that ever happening. I would like for it to, but I doubt it will ever happen.
 

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if we're talking about first time touching another man, then it happened at this 'jerk off party' this guy hosts about once a week.
I had been there a few times before but just jerked off onto myself, the guy hosting actually wants a few guys to cum on his face or in his mouth while he jacks off but I felt weird about it (still never have done it actually).
One time I sat next to a guy a little older than me and we kept looking at each other's cocks while stroking. When I made eye contact with him he notioned his head towards the bathroom. He got up and after about the longest 10 seconds of my life I got up and followed him.
We just stood in the bathroom looking at each other while jacking off, I kept staring at his gorgeous cock and my mouth was watering. Then out of nowhere I decided to sit on the toilet and I took his dick in my mouth. I sucked up and down for about 5 mins then he said he was going to cum so I jerked him off onto my chest.
I went back to the livingroom where everyone else was with his cum still on my chest (and now stomach and legs) and finished myself off.
Great first experience!
 

AdL3

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My first time I can't post here because of the rules, but if you want to pm me I can share it with you.

My first time that it wasn't just "sex", where there was an actual emotional connection, and to this day I still consider to be one of the best nights of my life, happened when I was 21 and he was 23 I believe.
I was a truck driver out of St. Louis (still am) and about every week and a half I'd take a load down to Tulsa Oklahoma and pickup a load in a small town about 50 miles east of Tulsa to bring back. There was a bbq place in that town that had truck parking and damn good food so I always ate there and that's where he worked and how we met. I was normally there during off peak times and would always talk with him with that eventually leading to him taking his break and eating with me if he hadn't taken his break yet. This was 1988, before cell phones and the internet were prevalent, and you had to pay for long distance phone calls on your land line so our communication was fairly limited. On this particular trip they had an unusual snow storm for Oklahoma and I wound up getting a motel room for the night and when I was eating I invited him to the bar at the motel for a beer after he got off work and he accepted the invitation. While we were in the bar an older guy that he knew joined us for a few beers and then all 3 of us went back to my room for a few more. Prior to this he and I had never discussed our sexuality with each other and while I did have hopes I pretty much figured that this 3rd guy was going to fuck up any possibilities I may have had. It comes time that the cock blocker said he had to leave and he offered my friend a ride home. Until that moment I didn't know my friend was without a car at the time, so I quickly said that if he wanted to stay and have a couple more beers that I could give him a ride in my big truck in the morning so he agreed to stay. After the other guy leaves we sat there having some small talk but it was kind of obvious that there was something on both of our minds that neither one of us was saying. Finally he says I need to tell you something and I hope it doesn't create a problem, and then he tells me that he is gay. At that time homosexuality wasn't nearly as accepted as it is now, but I didn't let him sit there worried that he was about to get his ass kicked, I quickly responded that I was not only okay with that but that I was bi. We both smiled and kind of started touching each other when he suggested that we take a shower, to which I said together? And he replied that that's what he was hoping. We stood up and got undressed, once we were naked we checked each other out and wound up embracing and passionately kissing each other! I had never kissed another man before this, and even though I had fooled around with a few guys before, kissing was taboo, even repulsive. I know, kind of strange to play with and suck a guys dick but find kissing him to be repulsive. I guess that was because with previous guy's it was just sex with no emotional connection. With Tom it just felt so right, natural, and wonderful! After a few minutes of deep kissing and rubbing and groping our naked bodies he breaks away and says let's get in the shower. We get in the shower and start washing each other facing one another when he tells me to turn around and he'll wash my back. As his hands move down my back I feel him washing my butt and then I feel his hand between my cheeks washing my crack, damn it was feeling good! This was all a first for me, up until then I had never shared an intimate shower with anyone, male or female. Next thing I feel is him pulling me back into his body, and while playing with my ass, proceeds to start nuzzling my neck and jacking me off, fuck that felt good! It didn't take long, and I tried to stop him, but I shot a helluva load! After I recovered from one of the best orgasms of my life, we kissed some more, finished our shower and moved to the bed. In bed we made out, sucked each other, and he proceeded to do things to my body that I had never experienced before. He licked and sucked on my my nipples, and while sucking on my dick went down and reemed my ass! Damn that felt fucking great! That night I learned many new things about my body and the sensations you can feel or give to someone else. We both came 3 times that night, he tried to bottom for me but we were both inexperienced and that didn't work out. After that we got together a few more times, but like I said earlier, this was before cell phones and the internet and we lost contact with each other. I hope he is doing well and I would love to reconnect with him, but I don't see that ever happening. I would like for it to, but I doubt it will ever happen.

That's a good one. I'm sure if you remember his name you can track him down. I would.
 
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AdL3

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if we're talking about first time touching another man, then it happened at this 'jerk off party' this guy hosts about once a week.
I had been there a few times before but just jerked off onto myself, the guy hosting actually wants a few guys to cum on his face or in his mouth while he jacks off but I felt weird about it (still never have done it actually).
One time I sat next to a guy a little older than me and we kept looking at each other's cocks while stroking. When I made eye contact with him he notioned his head towards the bathroom. He got up and after about the longest 10 seconds of my life I got up and followed him.
We just stood in the bathroom looking at each other while jacking off, I kept staring at his gorgeous cock and my mouth was watering. Then out of nowhere I decided to sit on the toilet and I took his dick in my mouth. I sucked up and down for about 5 mins then he said he was going to cum so I jerked him off onto my chest.
I went back to the livingroom where everyone else was with his cum still on my chest (and now stomach and legs) and finished myself off.
Great first experience!

Hot dude! I never thought I'd like having a cock in my mouth but there's something satisfying about the feel of it and how it drives my BF crazy. The moans, the feel of his hands on my head and even the scent.
 

chrisrobin

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Hot dude! I never thought I'd like having a cock in my mouth but there's something satisfying about the feel of it and how it drives my BF crazy. The moans, the feel of his hands on my head and even the scent.
your bf smooth of a nice manly bush?
and yes, a cock in the mouth and cum down the throat topped up with nose in a good set of pubic hair
perfect
 

Oralgami15

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I was 45 and in the last year of 20 year marriage that was devoid of any sexual contact for a couple of years. I had fooled around with some married women where I worked but I learned that that was too dangerous - emotional connections, other people suspecting, jealous husbands, etc. In my sexual frustration I started watching a lot of porn after everyone had gone to bed and in time I stumbled into some guys sucking each other off. I loved oral sex - and because I enjoyed it, my wife stopped doing it. The idea of finding another similarly situated and frustrated married guy and discretely giving each other what we wanted but could no longer get began to interest me - two guys with a shared secret getting together for the hedonistic pleasure of getting each other off.

As someone who had lived a completely straight life, it took a while for me to accept the fact that the idea of mutually trading oral with another guy turned me on, a little while longer to decide that if an opportunity ever came up, I'd be willing to do it and, eventually, coming to terms with the fact that such an opportunity wasn't likely to come along and that I wanted to experience it badly enough that I was willing to figure out a way to make it happen.

I happened to discover CL. I had no idea there were so many guys around me looking to connect. However, I needed the assurance that no one would find out, and another married guy with the same need for discretion would be ideal. Also, I didn't want anyone to know where I lived and a public meeting was out of the question. None of the ads seemed to be what I was looking for. It was a big step for me but I placed an ad. It was thoroughly honest and I said that I had no experience and was looking for someone willing to help me change that. The ideal candidate answered.

Two days later his wife was away and I found myself knocking on a strangers door. The person I could hear on the other side unlocking it was the only person in the world who knew I wanted to experience what it was like to suck a guy's dick and that I was there hoping he would let me suck his.

The door opened and I was pleased to see that he was a good looking guy, tall, thin and someone I immediately felt comfortable with. After 20 mins of chatting about how we came to discover our shared interest he asked if I wanted to proceed. I did and he lead me into a room I would call the den. It was smaller than the living room and had some comfortable furnishings. He pulled his shirt off and was starting to unbutton his pants. I had fantasized about knelling down in front of a standing guy and taking his pants off followed by the the moment of revelation as his organs as I pulled his underwear down, allowing me to see what he had for the first time. He indulged me and I found myself facing a beautiful example of male genitalia. He was perfect and much larger that I was expecting. I took hold and was surprised by how heavy it felt in my hand. I actually felt dizzy from the intensity of the moment and I didn't hesitate before unleashing the excitement built up over the months and months of fantasizing about doing what I was finally able to experience. I attacked. I choked, gagged and slobbered amateurishly until I spontaneously came. I recovered quickly and resumed my assault. I was clearly not delivering what he needed and he stopped me and announced that it was his turn. His gentle and skillful motions felt amazing and I regretted the fact that I didn't know what I was doing.

When it was over, I thanked him for giving me the opportunity and he replied "yeah, you needed it". I left with no regrets about having done what I did and I knew it wouldn't be the last time.
 

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I was 22 and a college senior. He was a slim 20 (21?) yo twink college student with a great runner's body and perfect ass. He invited me up to his room at the hotel where I worked. I knocked on his door when my shift was over. I wasn't in his room two minutes before his clothes came off. After giving me plenty of slobbering sloppy head he couldn't wait to get on my cock. We went at it deep into the night. It was the most sustained athletic sex I had had up to that point in my life. I filled 3 or 4 condoms. This was in the middle of the AIDS epidemic the mid-1980s before the first test came out and no one knew their status. I remember looking at his warm wet cum on my chest wondering if it was full of HIV. He talked too much and was irritatingly effeminate. The only way to shut him up was to fuck him long and hard. It was a hot memorable night.
 
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Happened in minutes... Blew my load in his mouth with out warning... feels so good having someone feed on your dick till its soft... Holding theyre head in place as your throbbing dick spews its self forcing them to gulp down your warm load
 
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