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How old were you when you had your gay sex?


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I was 17 and it was with a teacher i met from planet romeo. Lol. He booked a hotel and basically only kiss and suck during the day time. And then he started to fuck me in the night. It was hurt and I was so loud. It wasnt good because i thought he was a manly straight acting guy. But turn out he was very girly when we first met in real person. I did realised that he tried to hide his feminine side, but well, a queen will always be a queen. Haha

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On 7/28/2019 at 10:47 PM, Boot.in. said:

I was 17 and it was with a teacher i met from planet romeo. Lol. He booked a hotel and basically only kiss and suck during the day time. And then he started to fuck me in the night. It was hurt and I was so loud. It wasnt good because i thought he was a manly straight acting guy. But turn out he was very girly when we first met in real person. I did realised that he tried to hide his feminine side, but well, a queen will always be a queen. Haha

interesting, mine is reverse cases.

 

 

 

well, there a start and beginning in path.

 

Edited by Firday
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  • 1 month later...
Guest Playbolt

Jerked off with a cca friend after school when I was 15. Got sucked by a friend when I was 17. Got fucked by a uni jock when we were too horny after sucking each other off *when I was 22

Edited by Playbolt
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On 4/9/2019 at 7:07 PM, Yas1950 said:

Sorry your first session being fucked wasn't so pleasant. And you were drugged. Sad.
Hope you're ok now.

 

On 9/3/2019 at 8:33 AM, Playbolt said:

Jerked off with a cca friend after school when I was 15. Got sucked by a friend when I was 17. Got fucked by a uni jock when we were too horny after sucking each other off *when I was 22

That’s very unfortunate😳

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On 9/1/2019 at 6:14 AM, Sissyabby said:

Forced to give a hand job when I was 14. Sucked my firstcock when I was 20 and fucked by the first cock when I was 22. My first boyfriend when I was 22. 'married' and became a wife by 23. Became'straight' after 'divorce'.

Do you crave for gay sex? 

You've became bi now correct? 

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  • 2 weeks later...
  • 2 months later...

was 22, met a guy on kik? we were both bi,  he had a gf, and i just broke out with my ex just a few months before. i went to his house which was near mine and we both agreed to just be me giving him a bj as we were both curious but i was too horny i told him to fuck my ass and holy heck it was good 

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Was 20 and jogging at a park and decided to rest on a bench. 
A guy sat next to me and started stroking his cock through his shorts. 
I asked “what are you doing?”

He said “waiting for you to suck me”

He then brought me to the bushes where I licked and sucked his cock good after which he proceeded to anal me. 
He came in my mouth and I was so nervous I ran in a different direction
 

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On 12/8/2019 at 7:51 AM, kys0n said:

Made out with a classmate when I was 14, just kissing and heavy petting but we didn't cum. Didn't think I was gay back then and I treated it as horny horseplay. Started dating girls and fucked my first girlfriend at 16.

 

Entered university and started realising my sexuality better. In my freshman year at 21, I received my first blowjob from a guy who around my age and was hitting on me after a night out at Tanjong Pagar. He sent me home and took the opportunity to suck me off under a HDB void deck near my place. Pretty daring but I was horny and curious. I cummed in his mouth after a couple of minutes. I was quite apologetic at first but he really didn't seem to mind as he swallowed it, jerked himself off and left. Never met up with him again.

 

First anal sex came a few weeks later, a senior from university 1 year older, who then became my first gay date. I fondly remember every single detail to this date as it was memorable for all the wrong reasons. We fucked on the second weekend of dating at his place. It was awkward as he was a virgin and so was I (as far as gay sex is concerned). Wasn't used to non self-lubricating holes (unlike vaginas) and didn't understand the fundamentals of relaxing the bottom and using copious lube. I think he also didn't understand how to relax himself and was tensed up. We wasted all 3 condoms in the small pack that night without success. Either I couldn't enter him properly as he was not able to open up his hole, or I got soft after trying for too long. But we were really committed to try and fuck that night, so we agreed to do it raw, reasoning that we were both "clean" since we were gay virgins (pretty stupid honestly as we both had engaged in oral sex with guys before this).

 

Eventually, I penetrated him successfully by him sitting on my cock. Feeling was awesome as I had never felt such tightness before. Did a few awkward upwards thrusts for less than a minute, then we decided to change to doggy position. But we were both worried that I couldn't enter him again, so we changed position to doggy style without breaking our physical connection (lol, the awkward bed movements from me lying on my back to sitting up and turning around to the end of the bed, and he sitting his ass tight on my cock the whole time and shifting backwards). It turned out real good for me as I pounded him for a good few minutes of doggy style before cumming in his ass. Once I came, he immediately pulled my cock out and ran to the toilet to wash his ass. He didn't cum. Turned out he was bleeding quite a bit and it was painful for him the whole time as he wasn't relaxed at all. He was just bearing the pain and letting me enjoy as he thought that was how a bottom should normally feel as it is their job to "sacrifice".

We continued dating for about 3 months more and we fucked almost every weekend raw. With more experience the sex improved, but only slightly. Although we would start cumming together during future sessions, he was always bleeding and complained I was too big and therefore painful. On hindsight now with all my experience, I'm pretty sure it was always literally painful for him not because of my size but because we didn't use enough lube. Also because we used a water-based lube, it dried up quickly, especially as we fucked in aircon. I had no idea back then we had to re-activate it with water. 

I respect your honest and sincere "confession". Hope you're having better sex nowadays.

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On 12/7/2019 at 12:53 AM, watdehell said:

My first oral sex encounter was when I was 14, when I passed by a clothes shop and this guy seemed to be the shop owner greeted me and said if he could take my measurements for some new custom shirts. Then he asked me to go into the dressing room to do it and started to gave me a blowjob. I came in his mouth and he swallowed. After that incident, I felt guilty and always avoid the way to that shop. 

 

The second encounter was also when I was 14. It happened in a shopping mall toilet, after I finish urinating, a guy approached me and asked me to go to the cubicle with him, in return he would give me a porn DVD. I was so scared and was like what the fuck so weird by promise me a porn DVD so I just ran away.

 

The 1st anal sex was when I was 16, with my P.E teacher. It was a hot steamy sex that always excites and turns me on whenever I think about it. 

Wow. Talk about burying the lede! The last encounter sounds hot and deserves more details!

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  • 11 months later...
On 11/26/2020 at 10:13 AM, Copper2b said:

Anyone else like to continue sharing your first sex?

Well I was 1st time introduce to gay sex during my younger day that is around 15yrs old by a young fair Indian worker (21l) at my kampong in Bt Timah. After school I walk around the kampong and like joking with the Indian guy who was on MC. He says that he had fever and asked me to touch his forehead. I said I cant feel the heat then he shoved  my hand to his hard groin, throbbing hard and long , which emitted hot heat. I was beckon to follow him  at one corner of his room, he showed me his hard throbbing dick and ask me to shake it. He dance in trance and growling when I hold and shake his dick. For no reason like a magnet I taste his dick and suck it deep nonstop in and out.... he gallop with estacy  and grunt deeply when he cums and shot lots of hot thick juices in my mouth. That is a first time I taste a dick and sperm and the taste is good.The rest is history from that day we became fuckbuddy always meet and experience a new things. 

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28 minutes ago, tinkermybutt said:

Well I was 1st time introduce to gay sex during my younger day that is around 15yrs old by a young fair Indian worker (21l) at my kampong in Bt Timah. After school I walk around the kampong and like joking with the Indian guy who was on MC. He says that he had fever and asked me to touch his forehead. I said I cant feel the heat then he shoved  my hand to his hard groin, throbbing hard and long , which emitted hot heat. I was beckon to follow him  at one corner of his room, he showed me his hard throbbing dick and ask me to shake it. He dance in trance and growling when I hold and shake his dick. For no reason like a magnet I taste his dick and suck it deep nonstop in and out.... he gallop with estacy  and grunt deeply when he cums and shot lots of hot thick juices in my mouth. That is a first time I taste a dick and sperm and the taste is good.The rest is history from that day we became fuckbuddy always meet and experience a new things. 

You enjoy it huh?

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About 12/13 years old, I was already very attracted to male bodies.

After swimming lessons, I would loiter in the showers (not too long cos mum would be waiting) and hope to see naked men. I would shower in my swim trunks to hide my erection.

 

One time, this older guy, maybe 30 or 40 approached me. He offered to help me with the drawstring cord on my swim trunk, which had become knotted. I remember I was hard, and he was sticking his fingers into my trunks, pushing my cock here and there. Eventually he broke the cord!

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i was about 8/9 years old. my cousin watched porn and he whipped out his dick. he asked me to suck it. he tried to fuck me a few times as we showered together, but as he was only a few years older, he didn't really know about lubing up my hole. so the bj was successful, but my hole was saved. haha

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  • 1 month later...
  • 1 month later...

Was 16. Public retroom. This guy starts talking to me after we pissed. He is 50+. Tells me something about the cleaning ladies sometimes coming in and stroking dicks. He showed me how with his hand. I was to surprised to suddenly have his hand on my dick and rubbing it through my pants talking about the cleaning lady. Took me about 20sec and I was rockhard. He pushes me into a cubicle still telling me this is what they do. Before I realize what is happening he has taken out my hard dick and pushed it into his mouth. He sucks me so hard and deep that I cum after less than a minute. Trying to pull out my dick bit he just takes my dick even deeper & I come in his mouth. He swallows every drop and tells me that it was so much cum. I ran out immediately afterwards...

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On 12/8/2019 at 6:51 AM, kys0n said:

Made out with a classmate when I was 14, just kissing and heavy petting but we didn't cum. Didn't think I was gay back then and I treated it as horny horseplay. Started dating girls and fucked my first girlfriend at 16.

 

Entered university and started realising my sexuality better. In my freshman year at 21, I received my first blowjob from a guy who around my age and was hitting on me after a night out at Tanjong Pagar. He sent me home and took the opportunity to suck me off under a HDB void deck near my place. Pretty daring but I was horny and curious. I cummed in his mouth after a couple of minutes. I was quite apologetic at first but he really didn't seem to mind as he swallowed it, jerked himself off and left. Never met up with him again.

 

First anal sex came a few weeks later, a senior from university 1 year older, who then became my first gay date. I fondly remember every single detail to this date as it was memorable for all the wrong reasons. We fucked on the second weekend of dating at his place. It was awkward as he was a virgin and so was I (as far as gay sex is concerned). Wasn't used to non self-lubricating holes (unlike vaginas) and didn't understand the fundamentals of relaxing the bottom and using copious lube. I think he also didn't understand how to relax himself and was tensed up. We wasted all 3 condoms in the small pack that night without success. Either I couldn't enter him properly as he was not able to open up his hole, or I got soft after trying for too long. But we were really committed to try and fuck that night, so we agreed to do it raw, reasoning that we were both "clean" since we were gay virgins (pretty stupid honestly as we both had engaged in oral sex with guys before this).

 

Eventually, I penetrated him successfully by him sitting on my cock. Feeling was awesome as I had never felt such tightness before. Did a few awkward upwards thrusts for less than a minute, then we decided to change to doggy position. But we were both worried that I couldn't enter him again, so we changed position to doggy style without breaking our physical connection (lol, the awkward bed movements from me lying on my back to sitting up and turning around to the end of the bed, and he sitting his ass tight on my cock the whole time and shifting backwards). It turned out real good for me as I pounded him for a good few minutes of doggy style before cumming in his ass. Once I came, he immediately pulled my cock out and ran to the toilet to wash his ass. He didn't cum. Turned out he was bleeding quite a bit and it was painful for him the whole time as he wasn't relaxed at all. He was just bearing the pain and letting me enjoy as he thought that was how a bottom should normally feel as it is their job to "sacrifice".

We continued dating for about 3 months more and we fucked almost every weekend raw. With more experience the sex improved, but only slightly. Although we would start cumming together during future sessions, he was always bleeding and complained I was too big and therefore painful. On hindsight now with all my experience, I'm pretty sure it was always literally painful for him not because of my size but because we didn't use enough lube. Also because we used a water-based lube, it dried up quickly, especially as we fucked in aircon. I had no idea back then we had to re-activate it with water. 


I can relate to this as the bottom 😅

Edited by niv0
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  • 4 months later...
52 minutes ago, singttt said:

I was 13. During March school holidays i visited Toa Payoh library to borrow books. Went the male toilet to pee and a guy in his 20s approached and said he has something to show me. I followed him into the cubicle and he showed me straight porn magazine. I started getting hard and he pulled down my shorts and started blowing me. I was sacred yet feels good. As I have not started masturbating then i did not know what to expect. Suddenly, I felt like my pee is exploding and i shot into his mouth. He then showed me and said that is my sperm. I was shocked as that was the first time i saw sperm. I left the cubicle and went home. I did not dare to tell anyone what i have encountered. That night i was so curious about my sperm and i tried masturbating until i came and i took a close examination of my sperm. Since then, i never failed to masturbate once a day. 

 

I wondered if that guy turned me gay. 

I doubt he turn u gay . I guess it started your exploratory stage of finding your true self . 

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My was 18/19 hahah. I was too conservative last time. During sec sch days, I would just watch gay porn & jerk off. I only started getting daring in poly onwards. Not sure the younger ones will know, last time meeting guys was using trevvy. My first anal experience was getting fk by this musc hunk china men and that was when I am already 27/28. I was more Top back then and fk the first time when I was 26/27. 

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My first experience with "sex" was around 7. sucked my cousin's cock and he sucked mine. then we cuddle in bed where he thigh fucked me until he cum all over me. One year later, my neighbor (auntie) caught me scratching my groin and offered to help. Oral me until i orgasm, since then, I keep going back to her a lot for BJs and made me a HSD person.

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40 minutes ago, sgbidaddy said:

My first experience with "sex" was around 7. sucked my cousin's cock and he sucked mine. then we cuddle in bed where he thigh fucked me until he cum all over me. One year later, my neighbor (auntie) caught me scratching my groin and offered to help. Oral me until i orgasm, since then, I keep going back to her a lot for BJs and made me a HSD person.

Just curious.. What's HSD? 

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I went to a boarding school and sucked my first dick at 13. In fact, in my life those 3 years were the most amount of dicks I ever had. Then I regretted because I felt like a whore haha, then never did hanky panky anymore until I was 21. I was studying overseas and this guy I met at school randomly took me to a gay bar. It had good music and had so much fun, got hit on  occasionally (old angmoh la mostly) but it triggered my curiosity again. So I started chatting on AOL (America Online) chat rooms and met a cop in his 40s who took me to a hill where there was a water tank and got me to blow him in the bushes. I dont think I was very good at it because his dick was big (I mean compared to what Ive had) andhard. He tried to push his dick deeper into my mouth and hit my throat and I gagged to tears.. We met again after a few days at his house and I lost my virginity there. But he was a good top. I got rimmed into submission and he was pretty gentle. He also taught me how to douche. But after meeting him a few times after that, I think I got hooked to bottoming and the fucking got a bit agressive but thankfully I never bled because he prepped me well. We had a fucking relationship as fuck buddies for a couple of months until he just stopped calling. Must be he had a new boy.

A bit more confident by then, I started hooking up with other guys in Uni, met mostly at chatrooms but no one could fuck as good at that cop. I guess his experience shows. So that was that. 

Edited by MaturedStocky
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2 hours ago, MaturedStocky said:

I went to a boarding school and sucked my first dick at 13. In fact, in my life those 3 years were the most amount of dicks I ever had. Then I regretted because I felt like a whore haha, then never did hanky panky anymore until I was 21. I was studying overseas and this guy I met at school randomly took me to a gay bar. It had good music and had so much fun, got hit on  occasionally (old angmoh la mostly) but it triggered my curiosity again. So I started chatting on AOL (America Online) chat rooms and met a cop in his 40s who took me to a hill where there was a water tank and got me to blow him in the bushes. I dont think I was very good at it because his dick was big (I mean compared to what Ive had) andhard. He tried to push his dick deeper into my mouth and hit my throat and I gagged to tears.. We met again after that at his house and I lost my virginity there. But he was a good top. I got rimmed into submission and he was pretty gentle. But after meeting him a few times after that, I think I got hooked to bottoming and the fucking got a bit agressive but thankfully I never bled because he prepped me well. We had a fucking relationship as fuck buddies for a couple of months until he just stopped calling. Must be he had a new boy.

A bit more confident by then, I started hooking up with other guys in Uni, met mostly at chatrooms but no one could fuck as good at that cop. I guess his experience shows. So that was that. 

Nothing is good as after get deflower and few times after that usually the first guy always been great.

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16 minutes ago, fetish72 said:

Nothing is good as after get deflower and few times after that usually the first guy always been great.

In my experience only la. but some of the guys who commented before me some are not so lucky. if I had bled,and was in pain, I dont think it will make me want to bottom so quickly haha. I was sore, a bit pedih to poop after, but anytime he called I was ready to go. So the lesson here is I guess make sure your first partner is experienced.

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31 minutes ago, MaturedStocky said:

In my experience only la. but some of the guys who commented before me some are not so lucky. if I had bled,and was in pain, I dont think it will make me want to bottom so quickly haha. I was sore, a bit pedih to poop after, but anytime he called I was ready to go. So the lesson here is I guess make sure your first partner is experienced.

Depend some top tink our asshole like pussy just ramp like that some experience top they take time rimmimg tongue fuck finger till we comfortable enough than he push  inn in bit by bit alot of patience as mine I lost 3 years ago during Taipei gay pride.It was the last year we all can travel iI get fuck by hunk muscular daddy so shiok till  my 10 days I  bece his bottom I  check out and stayed at his place where I  get fuck before he go to work and few round before sleep come back SG with gaping hole.

 

 

 

 

 

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  • 2 weeks later...

I was 8 when an older playmate sucked my cock and not only mine but other younger playmates too.

We were playing house and he was our dad , when it was time to take a bath he would ask us to go inside a cupboard under the stairs. Since its bathing time, we need to be naked and since we were embarrased to be naked in front of others we have to enter the small utilty area under the stairs , without any light, it was dark but he would then tell us to strip . Then I would just feel him kissing our balls and his wet tongue circling my tiny cock. I know it was him but I could not see it because it was pitch black, it happened many times until we left that neighborhood. I only knew it was wrong when I reached high school.  

     I'm really turned-on if both heads (the head above and the head below) are both functioning well

https://asianguysgonewild.newtumbl.com

https://linktr.ee/riverrobles  

WQPofyr.jpg

 

 

 

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