First Time Gay experiences!

[halcyondays]

I was 22 first time I topped a guy. He was 20. We were students. He was 5'7, light brown hair, blue eyes behind wire frames sitting on a thin nose, runner's body (maybe 135 lbs.) with perfect ass and big bulge in spray-on designer jeans. Me 6'2 and 60 lbs. heavier. He invited me to his room in the hotel where I worked. A couple of minutes after he closed the door his clothes were off and he was sucking me. Not long after that I rolled on a condom (it was love in the time of AIDS), he pushed me on my back, straddled me and started pushing on. He used aloe for lube. Once he was on athletic pumping of hips didn't stop until he sprayed all over my chest. I remember looking at his cum wondering if it was loaded with the deadly virions. I fucked him all over his room and in the shower filling 3 or 4 condoms.

Not long after that the second guy I topped was a classmate who identified as female (this was 1984 so not as common or accepted as today but not unknown). He was tall and thin with broad shoulders who wore women's designer jeans and colorful tops, light make-up but just enough rouge and mascara to notice, dangling earrings and jewelry. Big ole running sneakers were the only non-effeminate item in his ensemble, lol tho sometimes he wore loafers. He had highlights in his hair. With the same major we had had many classes together. He always smiled and flirted a lot. I asked him for a lunch date and we ended up in bed. He wore women's panties under those jeans and when the rest of his clothes came off I discovered he was completely smooth, which was unusual back then when everyone was hairy. He liked that I shaved legs and chest for cycling and swimming. Like the first guy he was a runner and athletically hot in bed. Our affair lasted the rest of the semester till we graduated.

What I liked? How easily their clothes came off, how much much they worshipped my dick, how much they wanted to fuck and how much they and I enjoyed it. It was just like straight sex except with guys.

Does recounting it make me hot? Yeah there's a wet spot in my shorts now.

 

[ZeusNotApollo]

My 1st was kind of a build up. I worked for a guy when I was younger who had a t-shirt printing company and lived in the basement of the house he owned while renting the upper floors. His place had a real nice bar in what would basically be the “living room” (there were only 4 “rooms”, that one a small kitchen, bathroom and his bedroom). The bar was always stocked with pop and beer along with the hard stuff. He was also pretty generous, gave me a key and said I could party there when he went out of town, let me tell ya...we had some good parties. Anyway, I snooped into one of the cabinets in th bedroom and there was a ton of porn, not Hustler Penthouse, etc. that straight, glossy “70’s stuff. Needless to say I got a stiffy reading it and rubbed it out, this went on for a while and as I got down in the stack There was Gay porn- interesting but that’s different but ok and I also found a “rubber mouth”, now that was exciting. After a while I found his Gay Story books and that’s what got me thinking “What’s so wrong with that?” My girlfriend blows me so lip’s are lip’s. Now I’m still on my own during this period but he’s got to see his stash re-arrainged all the time, I was also not scared or confused but wondering what’s next then I found out. He was having a party will guys and girls, not big but you wouldn’t be missed, he mumbled about not feeling well and was going to lay down for a bit he left and a few minutes later I followed and went into his bedroom, in total darkness. I sat at the head of the bed and we talked for a short time, God I was nervous but I was getting medium hard- you know, noticeable but not a full on woody. Then I did it, made the first move and placed his hand on the outside of my crotch. He knew exactly what to do and after massaging the area for a while he took it out and started giving me a handjob now I was scared, what if someone came in? So I sid to him we should do this later. The next weekend was later. He invited me over and after a few beers to loosen up we’re now on the couch and he loosens my short shorts (white tennis style from back then) he had a good touch and definatly new what and how to play with me but my enjoyment was lacking, I wanted to see his cock so I said let’s go to the bedroom. I vividly remember this from about 40 years ago, we walked past the entry door and I said “Lock the deadbolt, I don’t want anyone to come in”. As we both sat on the side of the bed I told him about the porn, how I had been beating off and the stories. He was playing with and I finally reached over and touched another mans dick, not huge, not small but probably the best size for what happened later. (I’ve got a ton of precum reliving this now) We both got out of our clothes and stood there feeling, rubbing, playing and caressing there wasn’t any kissing- I was ready for it. He the sat on the edge of the bed and said “lay across my lap” I did and he started massaging my cheeks- rubbing, caressing, squezing then a thwack. He spanked me! Quickly I said enough of that, I didn’t like it. He apologized, we moved on and I laid on my back. Then I got it, a man crawling between my spread legs looking at me while getting ready to swallow my dick, he did not just that but played with my balls, sucked them in one then the other then both and back to my Frenulem then a deepthroat the back to the head...it was too much. I grabbed his head and said to “Please stop, if I come I won’t want to do anything else”. With that he knew I was going to give up my cherry. I think I’m lucky because we were alone, deadbolt secure, had time and he was gentle. He had me lay on my stomach and the caressing began again with something else- he started touching my rosebud, a light touch first then circling then pressure untill he said to get on my knees, which I did. He was behind me now and reached between my spread legs and started playing with my now raging hard on, that went on then a completley new sensation- warmth on my rosebud- then a warm probe I now know it’s called rimming but holy cow it felt good. After a while the tongue was replaced by a finger while he’s still tugging my balls and hard on. I said something like “Can we try this?” And it was off to the races. He got more pillows and I got into the doggy position, he lubed me up and started on his when I said “Let me do that” I did and got back into the position. He started to push and I pulled forward, pretty soon I realized that wasn’t going to work out so I re-adjusted, pulled my knees closer to my shoulders and stuck my butt “out”. That did the trick. He was very gentle, I know the size helped and soon he was completly in me he held still for a bit, maybe to help me relax, then slowly started to move around- short “pokes” at first, then some side to side movement- longer “pokes”- then long slow teases of in and out, in and out. He “popped” out twice but went in slow again then the momentum started, he held my hips then slowly in, out then quicker in, out and finally I was getting fucked. It felt good but not as much as what was soon to happen he slowed down and while still plunging into me he reached around and started giving me a handjob. This, I’m quite sure, didn’t allow me to last long he said he was going to come and asked what did I want Huh? I didn’t think of that. I’m sure he must have said “I understand” I don’t remember, a mans hand on my dick, and a cock in my ass.... and way he pulled out and came on my back but not before he stroked me so hard and fast that he must have timed his plunges to hit my Prostate the exact time I started spurting loads of semen. That was my first time. If you made it this far it was also my only time that’s why I remember it so well. Now at 57 I want to try this again. I’d like to suck my first dick, get fucked again, take a shower together, massage, caress and fuck my first man. I’ve jacked off to this memory so many times, and am about to again, that I hope a new memory comes quickly.

 

[elklindoxxx]

Took a trip to the nude beach with my BFF at the time, we were in our early 20s. We were strolling past a sand dune and in the wooded area behind there were some guys JOing. I remember my cock jumped and my BFF commented...go and do them you know you want to....LOL.

So I got some condoms out of the bag and joined the group. Slipped on a condom....and the loads were flying not long after.

 

[Mister2101]

My 1st was kind of a build up. I worked for a guy when I was younger who had a t-shirt printing company and lived in the basement of the house he owned while renting the upper floors. His place had a real nice bar in what would basically be the “living room” (there were only 4 “rooms”, that one a small kitchen, bathroom and his bedroom). The bar was always stocked with pop and beer along with the hard stuff. He was also pretty generous, gave me a key and said I could party there when he went out of town, let me tell ya...we had some good parties. Anyway, I snooped into one of the cabinets in th bedroom and there was a ton of porn, not Hustler Penthouse, etc. that straight, glossy “70’s stuff. Needless to say I got a stiffy reading it and rubbed it out, this went on for a while and as I got down in the stack There was Gay porn- interesting but that’s different but ok and I also found a “rubber mouth”, now that was exciting. After a while I found his Gay Story books and that’s what got me thinking “What’s so wrong with that?” My girlfriend blows me so lip’s are lip’s. Now I’m still on my own during this period but he’s got to see his stash re-arrainged all the time, I was also not scared or confused but wondering what’s next then I found out. He was having a party will guys and girls, not big but you wouldn’t be missed, he mumbled about not feeling well and was going to lay down for a bit he left and a few minutes later I followed and went into his bedroom, in total darkness. I sat at the head of the bed and we talked for a short time, God I was nervous but I was getting medium hard- you know, noticeable but not a full on woody. Then I did it, made the first move and placed his hand on the outside of my crotch. He knew exactly what to do and after massaging the area for a while he took it out and started giving me a handjob now I was scared, what if someone came in? So I sid to him we should do this later. The next weekend was later. He invited me over and after a few beers to loosen up we’re now on the couch and he loosens my short shorts (white tennis style from back then) he had a good touch and definatly new what and how to play with me but my enjoyment was lacking, I wanted to see his cock so I said let’s go to the bedroom. I vividly remember this from about 40 years ago, we walked past the entry door and I said “Lock the deadbolt, I don’t want anyone to come in”. As we both sat on the side of the bed I told him about the porn, how I had been beating off and the stories. He was playing with and I finally reached over and touched another mans dick, not huge, not small but probably the best size for what happened later. (I’ve got a ton of precum reliving this now) We both got out of our clothes and stood there feeling, rubbing, playing and caressing there wasn’t any kissing- I was ready for it. He the sat on the edge of the bed and said “lay across my lap” I did and he started massaging my cheeks- rubbing, caressing, squezing then a thwack. He spanked me! Quickly I said enough of that, I didn’t like it. He apologized, we moved on and I laid on my back. Then I got it, a man crawling between my spread legs looking at me while getting ready to swallow my dick, he did not just that but played with my balls, sucked them in one then the other then both and back to my Frenulem then a deepthroat the back to the head...it was too much. I grabbed his head and said to “Please stop, if I come I won’t want to do anything else”. With that he knew I was going to give up my cherry. I think I’m lucky because we were alone, deadbolt secure, had time and he was gentle. He had me lay on my stomach and the caressing began again with something else- he started touching my rosebud, a light touch first then circling then pressure untill he said to get on my knees, which I did. He was behind me now and reached between my spread legs and started playing with my now raging hard on, that went on then a completley new sensation- warmth on my rosebud- then a warm probe I now know it’s called rimming but holy cow it felt good. After a while the tongue was replaced by a finger while he’s still tugging my balls and hard on. I said something like “Can we try this?” And it was off to the races. He got more pillows and I got into the doggy position, he lubed me up and started on his when I said “Let me do that” I did and got back into the position. He started to push and I pulled forward, pretty soon I realized that wasn’t going to work out so I re-adjusted, pulled my knees closer to my shoulders and stuck my butt “out”. That did the trick. He was very gentle, I know the size helped and soon he was completly in me he held still for a bit, maybe to help me relax, then slowly started to move around- short “pokes” at first, then some side to side movement- longer “pokes”- then long slow teases of in and out, in and out. He “popped” out twice but went in slow again then the momentum started, he held my hips then slowly in, out then quicker in, out and finally I was getting fucked. It felt good but not as much as what was soon to happen he slowed down and while still plunging into me he reached around and started giving me a handjob. This, I’m quite sure, didn’t allow me to last long he said he was going to come and asked what did I want Huh? I didn’t think of that. I’m sure he must have said “I understand” I don’t remember, a mans hand on my dick, and a cock in my ass.... and way he pulled out and came on my back but not before he stroked me so hard and fast that he must have timed his plunges to hit my Prostate the exact time I started spurting loads of semen. That was my first time. If you made it this far it was also my only time that’s why I remember it so well. Now at 57 I want to try this again. I’d like to suck my first dick, get fucked again, take a shower together, massage, caress and fuck my first man. I’ve jacked off to this memory so many times, and am about to again, that I hope a new memory comes quickly.

Nice story......hope you find it all again.....and that it is as good as you remember...I believe it will be!!!

 

[Curiousguyonthedl]

I haven’t had a first time but I definitely want one ending with my ass cherry getting popped.

 

[Ohiojohn]

My 1st was kind of a build up. I worked for a guy when I was younger who had a t-shirt printing company and lived in the basement of the house he owned while renting the upper floors. His place had a real nice bar in what would basically be the “living room” (there were only 4 “rooms”, that one a small kitchen, bathroom and his bedroom). The bar was always stocked with pop and beer along with the hard stuff. He was also pretty generous, gave me a key and said I could party there when he went out of town, let me tell ya...we had some good parties. Anyway, I snooped into one of the cabinets in th bedroom and there was a ton of porn, not Hustler Penthouse, etc. that straight, glossy “70’s stuff. Needless to say I got a stiffy reading it and rubbed it out, this went on for a while and as I got down in the stack There was Gay porn- interesting but that’s different but ok and I also found a “rubber mouth”, now that was exciting. After a while I found his Gay Story books and that’s what got me thinking “What’s so wrong with that?” My girlfriend blows me so lip’s are lip’s. Now I’m still on my own during this period but he’s got to see his stash re-arrainged all the time, I was also not scared or confused but wondering what’s next then I found out. He was having a party will guys and girls, not big but you wouldn’t be missed, he mumbled about not feeling well and was going to lay down for a bit he left and a few minutes later I followed and went into his bedroom, in total darkness. I sat at the head of the bed and we talked for a short time, God I was nervous but I was getting medium hard- you know, noticeable but not a full on woody. Then I did it, made the first move and placed his hand on the outside of my crotch. He knew exactly what to do and after massaging the area for a while he took it out and started giving me a handjob now I was scared, what if someone came in? So I sid to him we should do this later. The next weekend was later. He invited me over and after a few beers to loosen up we’re now on the couch and he loosens my short shorts (white tennis style from back then) he had a good touch and definatly new what and how to play with me but my enjoyment was lacking, I wanted to see his cock so I said let’s go to the bedroom. I vividly remember this from about 40 years ago, we walked past the entry door and I said “Lock the deadbolt, I don’t want anyone to come in”. As we both sat on the side of the bed I told him about the porn, how I had been beating off and the stories. He was playing with and I finally reached over and touched another mans dick, not huge, not small but probably the best size for what happened later. (I’ve got a ton of precum reliving this now) We both got out of our clothes and stood there feeling, rubbing, playing and caressing there wasn’t any kissing- I was ready for it. He the sat on the edge of the bed and said “lay across my lap” I did and he started massaging my cheeks- rubbing, caressing, squezing then a thwack. He spanked me! Quickly I said enough of that, I didn’t like it. He apologized, we moved on and I laid on my back. Then I got it, a man crawling between my spread legs looking at me while getting ready to swallow my dick, he did not just that but played with my balls, sucked them in one then the other then both and back to my Frenulem then a deepthroat the back to the head...it was too much. I grabbed his head and said to “Please stop, if I come I won’t want to do anything else”. With that he knew I was going to give up my cherry. I think I’m lucky because we were alone, deadbolt secure, had time and he was gentle. He had me lay on my stomach and the caressing began again with something else- he started touching my rosebud, a light touch first then circling then pressure untill he said to get on my knees, which I did. He was behind me now and reached between my spread legs and started playing with my now raging hard on, that went on then a completley new sensation- warmth on my rosebud- then a warm probe I now know it’s called rimming but holy cow it felt good. After a while the tongue was replaced by a finger while he’s still tugging my balls and hard on. I said something like “Can we try this?” And it was off to the races. He got more pillows and I got into the doggy position, he lubed me up and started on his when I said “Let me do that” I did and got back into the position. He started to push and I pulled forward, pretty soon I realized that wasn’t going to work out so I re-adjusted, pulled my knees closer to my shoulders and stuck my butt “out”. That did the trick. He was very gentle, I know the size helped and soon he was completly in me he held still for a bit, maybe to help me relax, then slowly started to move around- short “pokes” at first, then some side to side movement- longer “pokes”- then long slow teases of in and out, in and out. He “popped” out twice but went in slow again then the momentum started, he held my hips then slowly in, out then quicker in, out and finally I was getting fucked. It felt good but not as much as what was soon to happen he slowed down and while still plunging into me he reached around and started giving me a handjob. This, I’m quite sure, didn’t allow me to last long he said he was going to come and asked what did I want Huh? I didn’t think of that. I’m sure he must have said “I understand” I don’t remember, a mans hand on my dick, and a cock in my ass.... and way he pulled out and came on my back but not before he stroked me so hard and fast that he must have timed his plunges to hit my Prostate the exact time I started spurting loads of semen. That was my first time. If you made it this far it was also my only time that’s why I remember it so well. Now at 57 I want to try this again. I’d like to suck my first dick, get fucked again, take a shower together, massage, caress and fuck my first man. I’ve jacked off to this memory so many times, and am about to again, that I hope a new memory comes quickly.

Nice hot first time!

 

[aruspeed]

I don't count some of the incidental jerking with a buddy growing up...but it did happen with one of my friends.

I regret doing nothing in college...though there were a few ass slaps.

First legit encounter was with a gay masseur. Set up an appointment...I was nervous as hell since I didn't know how to ask the right questions. I just sort of assumed it would end happy. In any case went to his place, he was in his 50s, yet attractive and fit. Massage was done undraped so I further assumed it would end happy...but wondered what it would be like. First half hour I was on my stomach. I could feel precum leaking out as just having a man's hands on me sensually like that was practically enough. I was throbbing hard when he asked me to flip. He paid no attention to my raging bones for a good 15 minutes. Did leg stretches and pec work. Massaged my feet. Then came back up toward my pecs and arms and asked..."is this okay?" as he touched my cock. It was like lightning in my cock. I said, "of course". He went rather fast...it maybe wasn't as sensual as the massage itself, but just having him touch me in a way I've never been touched before was enough for me to blow my load. It felt weird making such a mess in someone else's house...but he assured me it was ok and offered his shower afterward. He never took his clothes off..I never touched him either. I don't know if that's what typically happens in his appointments, but I can assure you...I was hooked from that point forward.

 

[Mister2101]

I haven’t had a first time but I definitely want one ending with my ass cherry getting popped.

I hope you are able to find a considerate guy who is willing to take his time with you........allow you to experience what you are desiring. With the right guy it can be magical....everything you've been wanting. Good luck my friend.

 

[jdoe86]

An older friend and I were going on a beer run for a party and while he was driving he put his hand on my lap. I had a little to drink so I was relaxed and let him touch me. He pulled over and pulled my cock out and sucked me. Damn it felt good, but he didn't make me cum. The next few parties ended up the same way with him giving me blow jobs while we were alone. He was also the guy to pop my ass cherry. His cock was thick like mine and he shot such a huge load inside me. I do remember that after he fucked me I was so horny I jacked off and came so hard my legs cramped as I shook.

 

[Secretstokebi]

I'd had some experiences as a teen with mates etc but the first time with a man was when I was 18 and he was in his 50's. I was at college studying mechanics n got bored so decided for my 2nd year id find an apprenticeship. By luck I took my car to get some fuel n noticed the mechanic under a car. I went over n asked him him if the boss was around n he said he was the boss the lackey n the tea boy. I asked if he was looking for an apprentice. He get out from under the car, he stood about 6.5 huge mountain of a man, n asked why I was looking etc so we chatted n told me his last apprentice left 3 weeks before but he had been there 4 years n left cos he couldn't pay the lad the going rate for a fully qualified mechanic but he left on very good terms etc. I started working there 3 weeks later sorted out college etc n things was good. I was learning loads being paid and enjoying it. After 3 months he bought me a car to do up as a project in my own time. He gave me £500 to buy the stuff I need etc. The idea is that it would save him a fortune later on as he could assess me and is learn from the mistakes I would be expected to make. So after my shift I'd go in the next shed n spend a cpl hours a day doing that up. 1 night I'd got a bit carried away n realised it was nearly 10pm. So I locked up my shed n noticed the the boss was still working away. I went over and said haven't u got a home to go to as he banged his head n threatened to kill me if I ever made him jump again. He walked over to the oil stained fridge n pulled out 2 cans of lager n passed 1 to me. We sat talking about different shit n asked why he's still here n he said that he's single n may as well be here getting stuff done than at home asleep on the sofa. So i asked if he had kids etc which then he told me no I'm gay. There was a minute or so of silence then he asked if it bothered me I said no why should it. He fetched another cpl of beers from the fridge and we talked a bit more. He asked if I was seeing someone I said no me n my gf split up lastweek cos I was spending to much time here on the car. He laughed n I asked him if he was seeing anyone n he said there are a cpl of guys that he sees for beer n sex but no one serious. Then he asked if I'd ever done anything with a guy. I don't know why I told him but I did tell him about the lads I played with a few years before. He asked me to tell him all about it so I spent the next 10 mins telling him everything. It was like I couldn't stop myself talking. It was the first time I'd ever spoke about it. The next thing I knew his hand was rubbing my cock n it had responded. I'd gone from 0 to extremely horny in 0.1 seconds. I reached out to touch his cock over his overalls. Fuckin hell it was huge. He popped open his overalls n unbuttoned his jeans and moved my hand inside. Huge was an understatement., I've got a smallish cock at 5 ins n not very thick, this was 11ins n nearly as thick as my wrist n rock hard. The head was like a small fist. I fished it out to have a good look. I stroked it very carefully while staring at this monster. The next thing I knew I was kneeling down eye to eye with this beast. I leaned forward n licked the pre cum then licked up n down the shaft then opened my mouth to take the head and as much of his cock as I could. I sucked n licked him for a cpl of minutes while he was telling me to suck his fat cock. He pulled his cock out of my mouth cos he said he was close n didn't wanna cum yet. He pulled me upto my feet pulled his overall down followed by his jeans as I reached out to hold his cock. He pulled my jeans down. I kicked my trainers off n my jeans n shorts followed. He pulled my t-shirt over my head n now I'm naked in a dirty garage with a big man old enough to be my grandad. He pushes me on the bonnet of the car next to me and starts playing with my small cock that looked even smaller in his huge hands. He bent over n took me in his mouth. His rough corse mouth felt really strange yet so good. I felt his big finger rubbing on my sphincter then he moved it to his mouth and covered the end with a large amount of spit and rubbed it against my rosebud. He slowly started to work his finger inside of me. Those feeling of my mates fucking me years ago came flooding back. His finger was working in n out faster n I was breathing heavy my cock was leaking pre cum n he licked it off. I was so close to cumming n he just stopped n moved off me. He stripped the rest of his clothes n went over to cupboard n took something out n came back over to me. His tongue entered my mouth and we kissed for the first time. He leaned back n spoke to me. I've wanted to fuck you since i first saw you and I'm gonna fuck you now. Now I was really turned on but fucking scared of being ripped apart on that huge peice of meat but as much as I wanted him, and I really did, I also knew I had no choice. I noticed it was Vaseline he pulled out of the cupboard. He opened the jar dipped in a finger n scooped a big blob of it and moved it back to my rosebud. He lubed me n fingered me for a minute or so n kissed me again. He took the Vaseline again in took a bigger dollop and massaged it around his cock. I hope your ready for this. I didn't say anything. He slid me down the bonnet lifted my legs over his shoulders as I felt his big head touch my ass. I felt the pressure of it getting tighter n tighter to my hole as it entered. Fucking hell the pain was unreal. I had to tell him to stop. He stayed where he was n I started to relax . Slowly I told him as he inched in till no more would fit. He held still for a min n slowly started fucking me. He started talking but I can't remember what he said It was like I was spaced out. He held my cock n I cum instantly. He licked it off his hand n said now it's my turn. He started to get faster n a cpl of mins later he told me he was close n asked me where I wanted his first load. I wanted to taste it I needed it in my mouth so I said I need it in my mouth. He pulled out of my ass I got off the bonnet and on to my knees while he was wanking hard he told me he was cumming he grabbed my hair I opened my mouth a loud grunt and a cum eruption that i never experienced before. I swallowed what seemed like gallons of his nector and my face was covered in his sticky juice. The most amazing taste experience ever. The first moment I realised my mouth was a willing cum dump. My gaping ass started to feel really sore my insides had been battered n bruised. I didn't care I knew this was gonna be the best job anyone could ever want

 

[1062647]

I'd had some experiences as a teen with mates etc but the first time with a man was when I was 18 and he was in his 50's. I was at college studying mechanics n got bored so decided for my 2nd year id find an apprenticeship. By luck I took my car to get some fuel n noticed the mechanic under a car. I went over n asked him him if the boss was around n he said he was the boss the lackey n the tea boy. I asked if he was looking for an apprentice. He get out from under the car, he stood about 6.5 huge mountain of a man, n asked why I was looking etc so we chatted n told me his last apprentice left 3 weeks before but he had been there 4 years n left cos he couldn't pay the lad the going rate for a fully qualified mechanic but he left on very good terms etc. I started working there 3 weeks later sorted out college etc n things was good. I was learning loads being paid and enjoying it. After 3 months he bought me a car to do up as a project in my own time. He gave me £500 to buy the stuff I need etc. The idea is that it would save him a fortune later on as he could assess me and is learn from the mistakes I would be expected to make. So after my shift I'd go in the next shed n spend a cpl hours a day doing that up. 1 night I'd got a bit carried away n realised it was nearly 10pm. So I locked up my shed n noticed the the boss was still working away. I went over and said haven't u got a home to go to as he banged his head n threatened to kill me if I ever made him jump again. He walked over to the oil stained fridge n pulled out 2 cans of lager n passed 1 to me. We sat talking about different shit n asked why he's still here n he said that he's single n may as well be here getting stuff done than at home asleep on the sofa. So i asked if he had kids etc which then he told me no I'm gay. There was a minute or so of silence then he asked if it bothered me I said no why should it. He fetched another cpl of beers from the fridge and we talked a bit more. He asked if I was seeing someone I said no me n my gf split up lastweek cos I was spending to much time here on the car. He laughed n I asked him if he was seeing anyone n he said there are a cpl of guys that he sees for beer n sex but no one serious. Then he asked if I'd ever done anything with a guy. I don't know why I told him but I did tell him about the lads I played with a few years before. He asked me to tell him all about it so I spent the next 10 mins telling him everything. It was like I couldn't stop myself talking. It was the first time I'd ever spoke about it. The next thing I knew his hand was rubbing my cock n it had responded. I'd gone from 0 to extremely horny in 0.1 seconds. I reached out to touch his cock over his overalls. Fuckin hell it was huge. He popped open his overalls n unbuttoned his jeans and moved my hand inside. Huge was an understatement., I've got a smallish cock at 5 ins n not very thick, this was 11ins n nearly as thick as my wrist n rock hard. The head was like a small fist. I fished it out to have a good look. I stroked it very carefully while staring at this monster. The next thing I knew I was kneeling down eye to eye with this beast. I leaned forward n licked the pre cum then licked up n down the shaft then opened my mouth to take the head and as much of his cock as I could. I sucked n licked him for a cpl of minutes while he was telling me to suck his fat cock. He pulled his cock out of my mouth cos he said he was close n didn't wanna cum yet. He pulled me upto my feet pulled his overall down followed by his jeans as I reached out to hold his cock. He pulled my jeans down. I kicked my trainers off n my jeans n shorts followed. He pulled my t-shirt over my head n now I'm naked in a dirty garage with a big man old enough to be my grandad. He pushes me on the bonnet of the car next to me and starts playing with my small cock that looked even smaller in his huge hands. He bent over n took me in his mouth. His rough corse mouth felt really strange yet so good. I felt his big finger rubbing on my sphincter then he moved it to his mouth and covered the end with a large amount of spit and rubbed it against my rosebud. He slowly started to work his finger inside of me. Those feeling of my mates fucking me years ago came flooding back. His finger was working in n out faster n I was breathing heavy my cock was leaking pre cum n he licked it off. I was so close to cumming n he just stopped n moved off me. He stripped the rest of his clothes n went over to cupboard n took something out n came back over to me. His tongue entered my mouth and we kissed for the first time. He leaned back n spoke to me. I've wanted to fuck you since i first saw you and I'm gonna fuck you now. Now I was really turned on but fucking scared of being ripped apart on that huge peice of meat but as much as I wanted him, and I really did, I also knew I had no choice. I noticed it was Vaseline he pulled out of the cupboard. He opened the jar dipped in a finger n scooped a big blob of it and moved it back to my rosebud. He lubed me n fingered me for a minute or so n kissed me again. He took the Vaseline again in took a bigger dollop and massaged it around his cock. I hope your ready for this. I didn't say anything. He slid me down the bonnet lifted my legs over his shoulders as I felt his big head touch my ass. I felt the pressure of it getting tighter n tighter to my hole as it entered. Fucking hell the pain was unreal. I had to tell him to stop. He stayed where he was n I started to relax . Slowly I told him as he inched in till no more would fit. He held still for a min n slowly started fucking me. He started talking but I can't remember what he said It was like I was spaced out. He held my cock n I cum instantly. He licked it off his hand n said now it's my turn. He started to get faster n a cpl of mins later he told me he was close n asked me where I wanted his first load. I wanted to taste it I needed it in my mouth so I said I need it in my mouth. He pulled out of my ass I got off the bonnet and on to my knees while he was wanking hard he told me he was cumming he grabbed my hair I opened my mouth a loud grunt and a cum eruption that i never experienced before. I swallowed what seemed like gallons of his nector and my face was covered in his sticky juice. The most amazing taste experience ever. The first moment I realised my mouth was a willing cum dump. My gaping ass started to feel really sore my insides had been battered n bruised. I didn't care I knew this was gonna be the best job anyone could ever want

Hot story.... did you finish your apprenticeship there?

 

[Secretstokebi]

Hot story.... did you finish your apprenticeship there?

Yeah I stayed there for 3 years. A lot more happened in that time. I even rented his spare room at his house for 3 months and met his mates

 

[celtic12]

I haven’t had a first time but I definitely want one ending with my ass cherry getting popped.

I can relate I gave up a bj looking to my cherry popped too

 

[1141702]

The question becomes. If bisexuality exists, an act of male on male is not gay and male on female is not straight. Now what. ​

 

[Secretstokebi]

Now your opening Pandora' s box. Lol

 

[1224998]

I wasn't seeing any girls at the time and my curiosity was getting the best of me. At a local magazine store I found a swingers magazine that had local ads. There was an older man looking to play so I answered his ad and he responded back and agreed to meet him at his place.

Drove to his apartment and he greeted me at the door. It was summer time in the SF Bay Area so it was brisk outside but still tshirt and shorts weather. We sat down on his couch and talked a bit and then he invited me to his outdoor private hot tub. We went through his bedroom undressed while eyeing each other and then walked through the door to the hot tub.

We both got in and made more small talk. He knew I was nervous so he asked me if there was anything that I liked to do. I told him I didn't know what to do so he asked if he could rub my leg. We kept talking and he rubbed my leg under water and I could tell he was working his way up closer to my upper and inner thigh.

Eventually he brushed against my balls pulled away and then revisited them and then my already hard cock. We kept talking but I know he could tell I was breathing harder and enjoying his touch. At some point I got the balls to ask him if I could also touch him which he agreed happily. We were kneeling in the center of the tub chest to chest while caressing each other, all over each others back, butt, down the legs back up and to each others balls and cock.

I don't know how much time we spent in the hot tub but he asked if I would like to go inside to his bed. I agreed and we both got out and began toweling ourselves dry. He leaned over and took my cock in his mouth and started slowly bobbing his head. It felt great and I didn't stop him of course. When he stopped he said that he couldn't help himself

We went inside and he had me lay back on his bed while he proceeded to give me a wonderful blowjob. It was fantastic and I remember he had low hanging balls because he worked his body over so that I could lightly play and fondle them while he sucked me off. I eventually came hard and he swallowed all of me.

Oddly enough, he never got hard so I played with him a bit and we talked some more. It was getting late and I left his place, but did visit him again as I wanted to try sucking him off and hopefully make him feel as good as he made my first time feel.

 

[1050059]

Jerked and sucked a few times with a few guys. It was alright. I've been playing with toys in my ass, off and on, for years. Recently decided to try the real thing. The first guy was not bad, felt very good. It is such a hot feeling when you can feel another guy thrusting a opposed to a dildo. Met a second guy about a week later. Very masculine, very good looking, super cool, and a legit 8 inch and 6+girth cock. We fucked each other and will continue to do so probably into I get another girlfriend haha. His cock feels so fucking good stretching me. I took his cum in my throat and it was great.


(Pics from the first guy)

 

[MarkGerard]

Hi all.
Hoping to hear some of your first time gay experiences.
What did you like about them?
What still make you hot when you recount them?
I love hearing them.

It was a man I'd "met" on AFF. We'd talked a couple times on the phone. Finally, I called at the right time. I had to get drunk to go through with it. I went to his apartment. He wasn't good looking, but he was hung, and strictly a top during anal, which is a turn-on. And it hurt like hell.

 

[MarkGerard]

Jerked and sucked a few times with a few guys. It was alright. I've been playing with toys in my ass, off and on, for years. Recently decided to try the real thing. The first guy was not bad, felt very good. It is such a hot feeling when you can feel another guy thrusting a opposed to a dildo. Met a second guy about a week later. Very masculine, very good looking, super cool, and a legit 8 inch and 6+girth cock. We fucked each other and will continue to do so probably into I get another girlfriend haha. His cock feels so fucking good stretching me. I took his cum in my throat and it was great.


(Pics from the first guy)

View attachment 1090391 View attachment 1090391 View attachment 1090392 View attachment 1090393 View attachment 1090394

Very hot. I'm trying to decide which one of you is the "lucky one."

 

[844316]

My first time probably shouldnt be discussed here but my first real encounter at a proper age was in college. I met a guy off grindr and invited him over to my apartment. I was nervous and shaking a little but he was nice and polite. He was the first hung guy I'd seen in person and probably the most hung I've had since. He may not have been the best first as he was quite large but he was polite and took his time with fingers and tongue before slowly easing in. Up until this point I'd only really blown or jerked off a few guys but once I was truly 'fucked' I was hooked. The nervous shakes wore off pretty quick too as he was very good at making me feel comfortable. Like others have mentioned, I regret not staying in contact after moving away.