First time gay sex stories

[HouseOfBalloons]

Hi all, today I felt as though I wanted to share my story of the first time I had gay sex as I currently have no one else to talk about it with.

I just turned 18 at the time when I celebrated my birthday with some of my friends in a bar in the center of Toronto. A friend of mine picked the bar (because it was a surprise) and little did I know he picked a gay bar (i’m not even sure if he meant it). Anyway, we entered the bar and when I arrived I remember seeing quite a few handsome guys (also many drag queens). It was a bit intimidating at first but I was equally turned on and it was during that night I realized I possibly had something gay inside of me (pun intended!).

Anyway, a few drinks down and suddenly this 32-year old caucasian guy started flirting with me. Me being quite tipsy (actually I was drunk) totally fell for it and it was within a blink of an eye I suddenly found myself in his bedroom at 3am in the morning. I topped him for around 20 minutes (until I came) and then pleased him orally until he came too. I will forever remember the first time I had gay sex (even though I was drunk!) as it was SO ***y hot. 

Would anyone like to share their own first time gay sex story? I can also go into more detail upon request.

[HairyHiker]

the first time i had gay sex was was actually in school. I must have been only 13 or 14. I'd already started wanking and I knew that I liked guys. I used to play rugby for the school and had a huge crush on the teacher – Mr Stocking, fuck, I can still remember his name and what he looked like. He was so big and hot. Used to dream of him all the time. ANYWAY, my first gay fuck wasn't with the teacher as I was hoping LOL, but it was with a fellow student, James, after a game of rugby.

 

Everyone fancied James as he was super tall for his age and really beefy. His was popular with the girls and he was dating one at the time. We had just had a rugby match and his side had lost and he was upset as he was captain. We all used to have to shower together afterwards. I can remember him catching me as I was looking at his cock. It was big for his age and he had loads of pubes. Anyway, he started touching it and made it hard and just kept staring at me. I can remeber having to turn around as I got rock solid! Took me ages to come out of the shower cos of that so I got dressed really slowly and he was also doing the same. We ended up being the last in the changing room and he went into the toilet. It was lunch next so we didn't have a class to go to. 

 

I couldn't believe it so I did the same and followed him. my heart was beating like crazy. I followed him into the stall and he already his dick out of his pants and it was already rock solid. He pushed me down to the floor and ***d it down my throat although i happily obliged. I can remember I came within seconds and made a mess but I just keep sucking him as we tired to keep quiet. After not very long he pulled his cock out and spunked all over my face. He told me if I ever told anyway I would be dead and then he just went off, lol. It's funny now but at the time it was hot but scary. So that was the first time I had gay sex!  Did nanyone else have their first time at school? 

[Bttmrimpig]

My first time I was 15. I was looking for some weed in the downtown core where I live. This guy in his 40's had told me to go to his place to get some, Naive I followed. At his place I sat down, said he had to call his friend. Two guys show up, we start smoking and talking, He asked if I liked men, said he'd seen me around and that I was cute, before I know it, his cock was in my mouth, his friend taking pics. Told me I was to be his little bottom pig,. Every Friday night and Saturday I was to be there or the pics will be given to my parents and shown in school. He used me as a pig, his friends as well, I enjoyed everything so much our friendship/relationship went on over 2 decades. Stuff he did to me, made me do, I was always excited and anxious to go over.

[Mattmen]

Looking

[Bttmrimpig]

29 minutes ago, Mattmen said:

Looking

I’m always looking to be used as a pig

[ma****]

I’m looking for a serious relationships ❤️

[Barney-2692]

I was 14 the first time I suck his dick. He suck me off and swallow my load . He then fuck my mouth blowing his load dowe my throat. Ke was my friends dad. He was 50 . We hooked up three times a week sucking each other . Then my birthday fell on a Saturday. He made plans that night . He had a hotel room and a case of beer. He also had weed . He got me high and drunk . He then undress and told me to . He then got me on my knees sucking him I was rock hard already. He push me on the bed and went down on me . He ended up locking my ass and tongue f****** me. I was loving it. As he entered me I cry out stop . He kisses me and pushes his cock in me . By now I crying please stop . It hurts . He says shut up boy your my new bitch . He then fucks the hell out of me . By now I am bucking up at him and moaning like a girl. Then it happens I cum all over us. That sends him off cumming ball deep in me . He called it seeding me as his . 

[Deleted Member]

My first time was when I was very very young.I don't think I should say the age here. I found a really raunchy porno mag in the woods ( go figure) ,and I went to my friends house to show him. We walked down to the sewer drains, and I showed it to him. He was quiet ,and he started to flip through the pages slowly. He then un- buttoned his pants and out came his 7 inch cock. It was really hard too. I could not believe it was that big at his age. He started to stroke it as I watched. Then I could not help my self ,so I started to stroke it for him. He moaned ,and I started to put my lips on it. I never sucked on a cock like this. I was actually very good at deep throating it too. Then he stopped and asked me if I wanted to see him cum. I never seen it before ,so I said yes. He jerked it a little more ,and a volcano like explosion came out of his cock. It went all over him and his face. I then by  instinct started to lick all the cum up on his face and we made out. After that, he was still horny ,and he told me to take off my clothes ,so I did and he started to rimm my smooth asshole. I told him we should go to his house to finish, so we did . We went back to his room and stopped up the door then we stripped and started to 69 each other.After that, he started to stick his cock in my tight ass and it needed some lube so he found some of his moms lube from her sex activities( she was a slut ) . He lubed up his hard cock and slowly thrusted his cock back and forth . I remember my tink cock leaking lots of precum . Then he came on my back. It felt very warm and great. From then on I played with all my friends and one time my cousin. It probably wasnt healthy to be hypersexual at that age, but it felt right. This was a true story not making it up.

[Chubnative73]

I was 16 and met this married man at a school football game. In the bathroom we were alone and we showed each other our cocks. He had a pretty big dick, I mean it was around 8-9". He was stroking it until somebody came in to the through the door.  We zipped up and he gave me an address where we could meet and a time and date. 

[NYer1]

I was in college in upstate ny and had gone to an abs a couple of times to get blow jobs.  This time i went in and went to the booths and made eye contact with a guy my age who was just standing there.

 

We went in to a booth and he asked me what i wanted and i said everything.  He took my cock out and i rubbed his jeans and he took his out and i stroked it.  

I was very excited so i got on.my knees and licked his cock.  Then i took him in my mouth.  I wanted him to come but after a while he pulled out and put a rubber on and told me to get up

He then started fingering me after spitting on his fingers  Then he told me to bend over and "spread your ass".   I did and he slowly slid his cock into me.   

He put his hands on my waist and fucked me hard.  It was so hot and when he slowed up i started moving myself to keep it going.  

I went back a couple of times but never saw him again.

[Deleted Member]

When I was 13 was walking home from school with a friend.. we had a special den in the forest we went and chilled at, he told me he was bi and I asked how he knew, we ended up kissing a lot but I wasn’t sure how I felt about it. A few years later when we was 15 me and the same boy was drunk cuz we asked a dude to get us booze. We went to his house and I stayed in his room playing Xbox, one thing led to another and I was led in his bed naked while he was giving me my first bj, then I gave him a bj, next I was on my back with my legs up as he fucked me for the first time, we was doing it for hours, he finished in me was amazing but I didn’t know how to feel about it. I moved away sadly lost all contact. Didn’t come out till I was 21 then 

[Deleted Member]

So, a little back story. I was 9 when I found my Mother's bi sexual orgy mags and Play Girls. She worked a lot and I was home by myself often. As this was my first introduction to porn and sex, I was focused on the men having sex with other men in the orgy magazine. I saw the ads for dildos and vibrators, which led me to search my Mother's room and closet and find her's. I started self penatrating at 9 and practicing sucking. At 10 I was playing with my older cousin on his parents farm and he stop to take a piss behind the barn. I watched him pull out his much bigger cock (he was 3 years older than me) and when he finished peeing I asked him him if I could suck his cock.

He looked shocked at first but quickly smiled and said yes. I walked up to him, he put his hands on my shoulders and pushed me to my knees. I instinctively started doing what I had seen so many times in the magazine, and within minutes he filled my mouth with cum. Not sure what to do I swallowed every drop (and instantly fell in love with the taste). Sadly I was never able to convince him to fuck me, and after about a year of me giving him blow jobs he stopped letting me.

Fast forward a year, my mother and I had moved and I had yet to make any friends in our new neighborhood. I was at the community play ground and some other kids started bullying me because I was relatively small and effeminate for a 12 year old. One of the bigger kids (still 12) was being particularly mean and degrading and calling me a fag. He came over to me and said something to the effect of how I was such a fag that I'd probably suck anything he pulled out. I quietly whispered that if wanted, I'd suck and swallow anything he wanted me to so long as no one was watching. It didn't take long he pulled me into the woods and came in my mouth. He stopped picking on me for a few days and I thought things were going to be better. But on the bus he started picking on me again and without a thought I said out loud that I thought we were friends now that he let me suck his cock. He let it go until we got home from school at which point he brought his 17 year old brother and one of his friends to my home to confront me about what I had said.

His brother took no time at all to start yelling at me, hitting me, and calling me faggot. I was crying from getting beat up, his brother told me that if I was going to cry like a bitch that I was going to take his cock like one too. They drug me up on the back porch, and then they pulled my shoes and socks off and pulled my pants and underwear down to my ankles. He wiped something cold on my ass then shoved his cock in me all the way in one push. I cried out like a girl in ***, which just made them laugh. By the time he came I was moaning for more. His friend took the next turn and he took me too, but not until his brother threatened to beat his ass if he didn't show me who's boss by fucking me.

When they were all done, our neighbor started yelling from his back porch and ran over to chase them off. When he looked down at me, bruised, ***y, with three loads of cum running down my legs, He picked me up and said let's get you cleaned up before your Mom comes home. And... well thats the start of another nightmare. 

[nancyask]

my first time a guy friend of my *** in law asked if i had any pictures of my wife that he had some of her *** if i wanted to swap well we went to my barn and started looking at each others pictures he loved my wifes tits he started waking off and told me it was ok if i wanted to as well i watched him cum as he was looking at my wifs tits he said she was so hot after he cam he told me we should do it again soon and i should get more pictures  and he would as well i said ok and a few days later he called me and said he had more and i did as well also a movie of her in a shower we started doing the same thing and he was saving the pictures to his phone  he garbed my hand and put it on his cock he said here keep me hard as i save the pictures i just started jerking him off and me same time he  said wow you do that good he was so hard and like 2 times as big as i was  he then showed me a pic of her *** all tied up and with 2 guys he said she likes that  then omg he cam in my hand it went all  over me  he said i did that like a pro i just wiped my hand on my pants  he said we need to set up a good date  i said ok i would get pictures he said it would be fun if i did something for him i said what he said if i had my wifes bra on when he got here next time  well if anyne want to hear more just say so 

 

[nancyask]

well i did it i put her bra on i had to fill it with socks  felt very werd but i knew it was what gary wanted some how i wanted to make him happy well i put a regular shirt on over the bra but you could not miss it sticking out  as soon as he walked in he hugged me and started feeling me he said thats a good girl he kissed me like very hot i could feel he was very turned on he held my hand and we went to the bedroom he say with his cock out and told me to strip for him i did it he grabbed panties and told me to put them on then a slip as well he pulled me to the bed ad kissd me he said next time he would get me a dress to put on i was just melting at his touch he realy liked me and he started me rubbing his cock then sucked him befor i knew it he was fucking me but good all the way hard he said i was his new gf now i asked if he had other girls then my *** in law he said he has had my wife as well  then i felt him cum in me omg it made me cum as well   he left but later that day droped off a bag with a pink dress and 6 petticoats 

 

[nancyask]

8 minutes ago, nancyask said:

well i did it i put her bra on i had to fill it with socks  felt very werd but i knew it was what gary wanted some how i wanted to make him happy well i put a regular shirt on over the bra but you could not miss it sticking out  as soon as he walked in he hugged me and started feeling me he said thats a good girl he kissed me like very hot i could feel he was very turned on he held my hand and we went to the bedroom he say with his cock out and told me to strip for him i did it he grabbed panties and told me to put them on then a slip as well he pulled me to the bed ad kissed me he said next time he would get me a dress to put on i was just melting at his touch he realy liked me and he started me rubbing his cock then sucked him before i knew it he was fucking me but good all the way hard he said i was his new gf now i asked if he had other girls then my *** in law he said he has had my wife as well  then i felt him cum in me omg it made me cum as well   he left but later that day dropped off a bag with a pink dress and 6 petticoats  well the dress fit perfect i got all dressed up but nothing over it he walked in the house and seen me he started taking my picture and he was so hard right away we never made it to the bed he fucked me in the kitchen standing up still fully dressedhe cam in me and it was so much cum he said i was so hot and he asked if i would mind if next time he had a friend over with him i said ok wewent and layed on the bed i found out he loved pettycoats  he was hard again fast in my mouth  and came in my throut 

 

 

 

[nancyask]

1 hour ago, nancyask said:

i could feel each squirt as he pumped his cum into my belly after he pulled out he was so loving kissing me and kind of petting me we talked he told me he loved that i wanted to make him happy he said he would keep getting me things he would like me in  he said next time i was to were the same dress but he was bringing his friend to see me as well i was so shy about others seeing me but i said ok he started telling me more about what he was doing with my wife  and he told me her friend lynn was gay 

 

 

[de****]

A neighbor friend of mine asked me to spend the night in his father's new camper, parked in their driveway. I was around 14, not yet hit puberty. My friend as two years older than myself. He had reached puberty. Which I was able to explore that evening. 

When bed time came my friend and I were alone in the camper. We were talking when I mentioned noticing some body changes on him. It became a show and tell. He showed me his pubic growth and I reached over and took his cock in my hand. I slowly stroked him. He grew erect and the experience energized something deep in me. The feel of another man's erect penis in your hand is a beautiful experience, the solid hard penis and soft skin covering it.Two different sensations at once. I knew I liked that. That feel brings instant pleasure. When I was asked to take the penis into my mouth, I eagerly did, the precum was manna and  I understood that I was comfortable doing what most everyone I knew would not agree that it is socially acceptable. I was fine being a cocksucker with my friend, but I did not advertise the joy of doing it.

 

 

 

 

i

[David1985]

The first time I had my gay experience, I was at a bar with my friend.  We were having a great time, walking back to my car and I gave him a friendly smack on the ass - he in turn tapped my cock.....didn't think much of it until we were in the car and we both started talking about masturbation.....when we got back to his place we took our clothes off and started playing with ourselves, i got excited and put his cock in my mouth, the rest is history...

[Kurfew]

I was in grade school I was allowed to hang out with my brother and his friends they were all 5 years older than me. They were talking about how there girlfriends wouldn't give them head.after they all agreed that none of there girlfriends would I asked what giving head was.  They all laughed then one said what it meant. I without hesitation said that I would do it. They all looked at each other no one did anything so I just got on the floor pulled down the closest boys shorts and started sucking. It was so hoTT nobody said anything it was quite until he came. I let him finish then picked up anything I had missed asked who wanted next. I went from one to the next one there was 3 and my brother I sucked everyone of them 3 times before they went to sleep. I went to my bed proud of myself when one asked if I was tired he stepped in closing the door I told him that I wasn't tired asking him if he wanted me to do it again. He said he wanted to do something that he hasn't done with anyone else. I said that I wanted him to do whatever he wanted to I was having the best time. He took all his clothes off as I did too. He put some jelly on his dick and my assi layed on my stomach as he lined up his cock and my ass and it slid right in. A bit of *** and burning he stopped and it didn't hurt anymore he started going again. He had cum 3 times already so this went on for a bit. And between the hours of sucking and the rubbing my own cock and now this the friction of the mattress and how amazing it felt I came real cummy first orgasm which caused him to cum and he shot several loads in me then he pulled out said thanks. I layed there in my cum his cum in me. I felt great. I would occasionally suck them but several times a week that boy would stop by and fuck me 

[MrD757]

I had small interactions as a kid with other boys when i was really young like 8 where we would play games pretending to touch each other but figured as i grew older that was just us being kids experimenting and being curious. But later when i was like 13 or 14 in 8th grade at the time i always had sleep overs at my friends house. None us were gay but we enjoyed watching porn together and jerking off to it together but didnt touch each other. But one of my friends we started jokingly tapping each others dick over our jeans like we were trying to hit each other in the nuts but instead softly tapping our hard dicks. I realized his was s whole lot bigger than mine. So eventually not sure who was first but we pulled each others dicks out and began stroking them. I remember he sucked mine first and it felt great. Then he sat up on the side of the bed next to me and i went to the floor on my knees. His cock head was so thick and huges i barely fit it in my mouth and I remember saying damn thats a huge dick. I mean it had to be at least 9 inches and girthy and at 14 thats insane. But i kept sucking it and fell in love with his dick.  After a few mins of sucking him i said softly put it in my ass. So he stood up and i laid in my back and he lifted my legs behind my head or far as they could go and spit in my asshole. Then he put his dick in slowly and was ok at first then he pushed it all the way in and it hurt so i jumped up and said here let me try to ride it and sit on it so i can adjust. So he sat on the side of the bed and i grabbed his cock, placed my asshole on it and sat down on it. It felt alot better this position so i began to ride him. After several mins i turned around and began bouncing my ass cheeks up and down hitting his thighs making clappping noises taking the whole length of his cock completely forgetting my mom and her bf are asleep down the hall in the other room. After that position i stood up and bent over the bed and he began fucking me from behind so hard i was moaning like a sissy and shot cum on the bed prematurely ass he fucked me. I had a weird feeling of shame, guilt, and the omg im having gay sex thought. Im getting folded over my own bed like a girl by one of my good friends. But after a few seconds of those thoughts i began horny again from him still going to town on my ass. After i came the first timeni wanted to stop but i didnt want to ruin his experience so i just let him keep going. But now feeling good still being fucked i can feel him pulsing and about to cum in me and then i hear the door slam open and my mom standing there turning on the light switch and yelling wtf are you doing. I instantly panicked and said the stupidest thing ever like "were just wrestling". And she said why is your shirt and pants off and his penis in you? I was it wasnt, it was hot so we took off our shirts and my pants got ripped while we were wrestling. She was having none of it. She sent him home but didnt tell his parrents. She grounded me for a week and we didnt speak of it again she just told me i cant hang out with him anymore. Sometimes id still sneak to hang out with him cause we were real friends just now sex was a new thing for us. So we hung out and played outside like 14 year olds do but most times we would go to the woods or across the street to the elementary school where the busses parked that didnt work and would go in them and fuck or in the woods behind apartment building we would fuck. I lied to my mom so i could stay over his house a few more times and one night were aboit to fuck and im sucking his cock he says you know my mom has some toys i can put in you to see if you like. She was asleep so he snuck in her room and pulled to dildos out. I remember we stuck it against the wall and u was fucking it while he stuck his cock in my throat. By now in a pro deep throater. Im moaning and gagging all on his dick while im fucking the dildo and then his mom walks in and says nothing just waits till we notice. We shockingly just stopped and starred and after an awkward 2 mins of silence she says ok finish up and wash that off when your done and bring it back. She gave us condoms and lube and didn't care how often we fucked. Id go over there and we would fuck with his bedroom door open and shed walk by and ask what we want for dinner. We couldnt even watch a movie in the living room with his mom with out me at least giving him head next to her. Shed just be like yall are way to horny smh. He started taking her thongs for me to wear and once she noticed she bought a hand full of thongs, panties, lingerie, and stuff and said here now you have your own and can stop taking mine. She was so cool letting us be so free. Unfortunately we faded away as we got older and both got girlfriends. Im straight married now but occasionally ill fuck another guy and miss being a regular fuck toy for such a good friend 

[Dogbonr]

I was very young he was very older than me , we had been kayaking snd I had gotten a tick on my inner thigh. He was removing it , while doing so he has his other hand positioned all most on my cock . Just enough that i didn’t think anything of it . As he worked on removing the tick , he kept very gently and slowly moving his hand on to my cock and rubbing it . I didn’t realize it til I started to get excited and hard . When the tick was removed I was hard as a rock . lol it was so obvious. He smiled at me and just squeezed it gently with his hand. He then leaned over and kissed me . I’d never been French kissed before his tongue was on my mouth do quick but wow it felt so amazing!! While he was kissing me he managed to pull my cock out . He then just put it in his mouth and sucked me . Bring so young and naive I just laid back and enjoyed it , I exploded so quickly but I’d never experienced something so amazing. He kissed me some more then had his out and asked if I’d do the same for him. I said I have never sucked before he said just try and do Whst he had done. I did and the more I did the more excited I got . While I was sucking him he had started to rub my ass and play with my hole while hot me more excited. I just could not believe how all this felt so good . Never in my life had I thought of this . He had me stop before he would cum , we kissed more he then put a pillow under my ass and put this old Ky jelly lube on him snd me . He started to rub his cock on my hole as he leaned over me and kissed me he kept telling me to just relax and enjoy. He got all in me . Not going to lie it hurt but the more he kept thrusting in me it became so good . When he was about to cum he was breathing hard in my ear and moaning. I was so excited too and hard I started to cum to and he just exploded in me , i couldn’t believe in a million years I’d ever enjoy or cum like that or honestly be with a man ! He was my next door neighbor, after that I’d be so excited waiting on him to get home from work so i could go over snd him snd me could enjoy more !!! 

[MrD757]

First time was with a friend in middles school. Both of us were straight and started watching porn. We used to watch on the dvd player on the tv in my room. We took the videos from my moms room. We would watch and pull out our cocks and jerk off. First few times it was just that. We watch the porn jerk off and nothing else. Though i would always look at his cock and knew it was huge. So one time we were wrestling and i pretended to give him a nut shot and accidentally brushed his crotch. Then he did it back as a jock. That lasted for like 30 seconds back and forth then i began actually rubbing his cock. After w few mins i unbuttoned his pants pulled it out and i remember saying " thats a such a big cock" he smiled and i started sucking him abd licking his shaft. Trying to get his head in my mouth he shoves my head down and his cock enters my throat. I gag and almost throw up but i just keep sucking the side of the shaft when deepthroat becomes too much. Eventually i told him to fuck me. He put me on my back and lifted my legs and spit in my asshole. He put his head in and i said it hurt too much so ill try ridding it. So he sat down and i sat down slowly on his cock. After a bit i loosened up and he was beating my cheeks like a pornstar. He eas at leadst 9 inches and thick snd for that age is amazing. We fucked several times a week outside, at each others house, etc for like 3 years. Nobody ever knew but us but time we convinced another friend to join us one night and they both fucked me together all night. We would cum then go play video games then randomly get a cock in my mouth and get double teamed. Occasionally id top him but 90 % of the time i bottomed and turned into a sissy cock loving whore.