How Old When You Had First Gay Sex + First Sexual Experience (Jo, Oral, Anal) + Whom Did You Lose Your Virginity To? (Compiled)

[Guest Guest]

I was at my neighbor's room watching TV and played with the massager, at first I was doing my shoulder. After a while, out of curiosity, I placed it on my balls. The sensation was unbelievable. I didn't even stroke my cock and it got hard. It felt like my balls were about to burst but I didn't stop. It must have been good 10 minutes or so, before I had the sudden urge to pee. I came so hard and wet my underwear, I rushed to the toilet and saw some sticky white fluid. It was actually after a few trials and errors before I knew the correct way of masturbation. However, it was the most intense ejaculation I had to date.

[Guest Guest]

I was a late bloomer, I was 24 when I first had my man-to-man experience. He is white and was visiting town for business. We sucked each other off before I agreed to let him enters me. He lied on his back and asked me to sit on his cock. When his cock head first poked through my hole, I felt a really sharp pain like it's tearing my muscle apart. It hurt so bad that I had to ask him to stop. He didn't force me but he dry-humped my thighs afterwards (come to think of it now, it kinda feel stupid, lol). He came on my body and we cuddled to sleep without cleaning up. He came back town again the following year but I didn't see him.

[onlylonely]

First time was great. <3

[vincent_ng]

I was pri 6 morning class. I reached home one day to find my younger bro was sleeping (ie afternoon nap). I took off my uniform and underwear, ready to go bathing. But suddenly got the urge and so I placed my cock slowly between his hands and thrust in and out until I felt like going to urine. I wanted to rush to the toilet but can't bear to stop the shiok feeling. I thought I placed my cock at the correct position (need to trial and error so as not to rub the sensitive cockhead without the foreskin covering it).

 

After I cummed, the shiok feeling was gone and I tried to adjust the position so as to experience the feeling again. Finally I gave up and tried to see what happened. I was shocked to see white sticky fluid on my bro's hands as well as around my cockhead. I quickly rushed to the toilet to wash it off not knowing what it was.

 

It's only months later I went to borrow some "sex" books then I understand what is masturbation, sperm, climax, etc.

 

Oh yes, my bro was asleep throughout when I first experienced my 1st cum!

Edited August 17, 2013 by vincent_ng

[Guest swedfgh]

I was pri 6 morning class. I reached home one day to find my younger bro was sleeping (ie afternoon nap). I took off my uniform and underwear, ready to go bathing. But suddenly got the urge and so I placed my cock slowly between his hands and thrust in and out until I felt like going to urine. I wanted to rush to the toilet but can't bear to stop the shiok feeling. I thought I placed my cock at the correct position (need to trial and error so as not to rub the sensitive cockhead without the foreskin covering it).

 

After I cummed, the shiok feeling was gone and I tried to adjust the position so as to experience the feeling again. Finally I gave up and tried to see what happened. I was shocked to see white sticky fluid on my bro's hands as well as around my cockhead. I quickly rushed to the toilet to wash it off not knowing what it was.

 

It's only months later I went to borrow some "sex" books then I understand what is masturbation, sperm, climax, etc.

 

Oh yes, my bro was asleep throughout when I first experienced my 1st cum!

 

Can you see why you are Gay today LOL, your sleeping brother triggered the carnal thoughts and action

[vincent_ng]

Can you see why you are Gay today LOL, your sleeping brother triggered the carnal thoughts and action

 

maybe...before that I know nuts abt gay...it's always school, play and watch TV. After my 1st cum, I started to masturbate frequently while looking at guys in underwear/swimming trunks printed from newspapers and magazines.

 

I read from "sex" books that it was normal to hv sexual fantasies with the same sex during puberty. And we will grow out of it and start to hv interest in opposite sex. Until now, I'm still wondering when this day will come...

[Romance]

I was 14 yo when I cum in my wet dreams for a few nite. Despite this, I still dunno how to mast. My sec 2 classmate came to my place one day n volunteer to show me. He stripped n stroke his dick n asking me to follow. We cum together n that began my numerous DIY everyday hehe

[Guest Rong]

So yeah, my first time today with a guy from Jackd. Took me to a hotel and we screwed. But unfortunately, I got a way too excited at my first blowjob and I cummed 10 seconds into it. You can only imagine how embarrassed I was. As I wasn't sure if I was either top or bottom, I volunteered to bot. Christ, did the first couple of entries hurt. As he continued, there wasn't any pain but I had the sensation of wanting to poop. Is that normal? I had to control it or risk pooping on his dick....So I didn't really enjoyed it...

Edited August 18, 2013 by Rong

[icemaker]

so does it hurts still,rong?

 

what position easiest to enter?

Edited August 18, 2013 by icemaker

[Guest junbaby]

Had my first bj with a guy I met at delta swimming pool. He told me I look like a friend of his but obviously a trick nonetheless I play along cos first time a guy interested in me. Asked me out for coffee aka lets have sex. He wanted to do it at a nearby toilet but I was too scared to get caught. Instead went to suck him off at the staircase at one of the nearby block of flats. Quite a satisfying 1 time experience.

[happily]

My first time got bj-ed by a stocky guy at a park during midnite. The feeling was a bit weird but after this I keep on have the feeling of wanting ppl to bj me. LOL

[lovehandle]

very normal, they said it has a feeling of pooping , i let someone tried on me too, i felt that too......(though he didnt really enter deep)

but i dont have to control cos it s just a feeling

So yeah, my first time today with a guy from Jackd. Took me to a hotel and we screwed. But unfortunately, I got a way too excited at my first blowjob and I cummed 10 seconds into it. You can only imagine how embarrassed I was. As I wasn't sure if I was either top or bottom, I volunteered to bot. Christ, did the first couple of entries hurt. As he continued, there wasn't any pain but I had the sensation of wanting to poop. Is that normal? I had to control it or risk pooping on his dick....So I didn't really enjoyed it...

[Samuel_87]

Did u turn gay because of them?

hmm... sort of... haha...

from that onwards i like to see others dick...

[Cyrus]

 

Edited October 2, 2013 by Cyrus

[nissan123]

oops seems like im an early bloomer. had sorta similar experience w the massager, just that it was when i was 10yo 0.0 haha! I experienced the stage of having jus the sensation w no cum->to clear liquid->to cum :oops: i rmb doing it almost daily 2x a day when i had no cum then, probably affected my growth hahaha

Penis growth ?

[chrislee]

I gave my first cum to a Bangladesh worker. He is hot and sit on void deck. I was sitting in front of him. Face to face. I wasn't wearing any underwear at that point of tme. I suddenly get hard and my dick came out of my shorts!! And my dick cummed ny itself without my stroking. I cummed alot and I didnt kno what is it. I quickly hold onto all the cums and run off.

I was P3 that time.

[Guest Guest]

I gave my first cum to a Bangladesh worker. He is hot and sit on void deck. I was sitting in front of him. Face to face. I wasn't wearing any underwear at that point of tme. I suddenly get hard and my dick came out of my shorts!! And my dick cummed ny itself without my stroking. I cummed alot and I didnt kno what is it. I quickly hold onto all the cums and run off.

I was P3 that time.

You naughty boy watching too many hindi dance movies on Vasantham channel.

[chrislee]

No la. I knew I am gay since I was K1. I only look at guys. And I felt so high when a guy looking at me and especially when I erected.

[Mareshka]

I gave my first cum to a Bangladesh worker. He is hot and sit on void deck. I was sitting in front of him. Face to face. I wasn't wearing any underwear at that point of tme. I suddenly get hard and my dick came out of my shorts!! And my dick cummed ny itself without my stroking. I cummed alot and I didnt kno what is it. I quickly hold onto all the cums and run off.

I was P3 that time.

Primary 3 and you were able to ejaculate?! What have you? Accelerated puberty?

[chrislee]

Ya I can. Nv lie

[phoenix88]

What does it actually feels like as a bottom doing the first time. Is it really painful? Bearable?

[phoenix88]

what is being analed supposed to feel like?

[onlylonely]

Feels like shitting

[soapyguy]

I had my first top experience. I was alarmed that I don't feel stimulated when I have my tool inside the bottom. Even when I tried to pump the bottom, I have totally no feeling at all. Is it bec the durex condom I'm wearing is too thick?

[onlylonely]

Not connected to the guy? You will get used to it

[alien]

I had my first top experience. I was alarmed that I don't feel stimulated when I have my tool inside the bottom. Even when I tried to pump the bottom, I have totally no feeling at all. Is it bec the durex condom I'm wearing is too thick?

No feeling? Either tht guy is not ur type or u r not gay?! Haha. But i think even tht guy is ur type or not, more or less shld have some feeling if u r having sex, just a matter whther u enjoy or not.

Edited October 19, 2013 by alien

[Guest top]

im top but these a few weeks, ive been trying bottoming with poppers... im not enjoying at all... esp when the popper effect wears off after a few min. I want to feel heaven like thosed seasoned bottoms. what should i do to make penetration shiok?

[Guest Raiden Alpha]

im top but these a few weeks, ive been trying bottoming with poppers... im not enjoying at all... esp when the popper effect wears off after a few min. I want to feel heaven like thosed seasoned bottoms. what should i do to make penetration shiok?

Get fuck more and try a variety of cocks until you find the right brinjal. Also get yourself into the mood. Concentrate! Haha that's about it I think.

[mydontay]

for bottom to feel the nice pleasure, the top must be gentle. arouse him first then slowly insert into him with little force while continue to arouse him by kissing, touching n whispering. make him feel relax will make him less painful when inserting. after a while he will like it. that's my experience as a bottom. i had fewer experience as top, but i am gentle too. though i may not be as experience or great.

[lovehandle]

Then raiden

 

like me, u cannot be considered as Pure Top le......

 

 

Get fuck more and try a variety of cocks until you find the right brinjal. Also get yourself into the mood. Concentrate! Haha that's about it I think.

 

[friendlychatguy]

First times are always memorable...though not always enjoyable for many....I have my fair share...

 

The first time I held a big cock in my hands I was around 12...heart never pounded so fast...still remember the moment I touched the huge indian cock...I was too scared then I actually ran away because I am afraid people will spot us in the bush.

 

The first time I gave a BJ was in the states. I went into the booth of a gay sex shop and watched paid movie in one of the cubicle. Half way through the movie, a hardon white cock slide in from the side hole. I could not believe my eyes but it was really of a nice size for my liking. I closed my eyes and enjoy it as much as I could...the feeling of finally getting to suck a cock was great

 

The first time I got fucked was by a masseur. He was muscular and had a really nice tool...he did a lot of sex talk during the massage, more like preparing my body to be fucked by him...he was skillful and patient... so after playing with my nipples and fingered me, I became weak and willing...unfortunately his tool was too big for my hole and he became forceful so I didn't feel as pleasurable as sucking his tool or having him fingering me...

 

The first time I fucked was another masseur. He was obviously a btm. He kept mentioning I have a nice hard tool so once he got me hard he sat on my tool...I quite like the feeling and position as I get to play his nipples and see his expression when he enjoyed my cock. 

 

Along the way there were many other encounters....every encounter allowed me to explore and discover my own liking better...I just try to make every moment as enjoyable as possible...

[Qiqi]

did it on 20... about 7 years ago.. was a pleasant one..

[onlylonely]

I always remember my first sex. The guy I had sex with is a wonderful guy.

[Guest CURIOUS]

Ok I'm a bottom so I'm really curious why tops like to rim their bottoms, don't they find it disgusting to lick and fuck the asshole? Please enlighten me thank you

[charvo87]

No first time for me yet. Any of it yet.

[uranuskiss]

Haven't had any of it yet, though I'm really curious for it

[GachiMuchi]

Ok I'm a bottom so I'm really curious why tops like to rim their bottoms, don't they find it disgusting to lick and fuck the asshole? Please enlighten me thank you

Same goes for kissing, sucking cocks and licking 'Chee bye'. Bacteria, germs, virus can be transmitted. I am sure you are brought up by your parents telling you that sex is dirty.

 

If sex is to be considered 'dirty' between 2 person who loves each other. Then what is considered 'clean'?

 

- Your boyfriend fucking you in the ass, is that 'dirty' or love?

- You sucking your boyfriend's cock; is that 'dirty' or love?

 

There are always many sides to look at the same thing.

[fly360]

dont forget the first thing is to be able to overcome the initial pain, than the song song will come later... than the not enough feeling... than addiction... kekeke..

If I cant get hard with something inserted at all, does it mean I am not bottom?

[Guest Why]

I am soft all the way when someone fxxx me but will still autocum...why can't I get hard?

[Guest guest 123]

I had my first m2m experience exactly 10 years ago when I was 17 years old (a little underage i know). I still recall that we met each other through an online platform. Can't really remember what was it called now, but I think it was Face-pic.com? 

His nickname still deeply buried in my memory together with he first moment of my life experiencing person of the same sex with all my 5 senses: gambit76. 

 

We chatted for a good 2 hours or so inside his car, in Mt Faber. I recalled that we talked a lot that night. About life, about what is it like to be gay, about his experience being with another men. My previous partners have been women, and I would never thought of I would venture into this path. It totally opens up a new perspective and my "real" orientation. Gambit76 was educated in Oxford, if I can remember correctly. He's a teacher in a local secondary school. 

 

Subsequently he questioned me what was I looking for, now that we have met. Being naive, I didn't give any response and gave that nudge to show my inexperience and cluelessness about all these. 

He finally dropped the line:

"Do you want to try it?"

"...?"

"You know... sex?"

"... I dont know"

 

-silence-

 

"I suppose I don't mind to give it a try?"

"You sure?"

"... I guess"

 

So I guess all of you know where this is going. He started fondling my privates.

 

The sound of mouth touching another mouth drenched in wet saliva. The sound of the pants zip line being pulled down. The sound of ruckus  at the back seat of the car while shirts being stretched apart. The sound of wet liquid being poured over his 6-incher. The sound of pain and moan on my first time receiving something into my anus. Silence. As he puts me in, I tasted the heaven and hell. I tasted the spark in his tongue. I see angels and devils. The slightly louder sound of pounding as his movement ripples the car. I could never describe that feeling of prostate gland being massaged slowly in a proper rhythm. It created that "smooth" sensation while stimulating your sexual pleasure, at the same time making you feel addicted to that feeling, and you want more. It's like an ecstasy.

Then it comes- the bridge of no return. He pulled me down hard with his grunt and drowned me with his love. I could feel something warm within me. The sensation aroused me too much to the point that I had to cross that bridge. I created a huge splash onto his car seat. 

 

1. 2. 3. 4. 5.

 

...5 and a  half squirt

 

Then it all stopped.

 

He pulled out his tool from my already semen-drenched backside. I could still feel his warmth within me, and I looked at him, feeling lost and vulnerable. Followed by the guilt sensation of what I have done. 

 

"Are you ok?"

"...yeah"

 

-silence- *squirt*

"Sorry, I think some of your stuff came out"

He just gave a giggle, took a towel nearby and wiped them clean. 

 

We dressed up. 

 

That was my final conversation throughout the night. No words. Nothing.

 

He drove me home. No names were exchanged. No other information except that he's 10 years older than I was, and he's a teacher.

As he dropped me off, he gave me a smirk, and I gave the same.

 

My first time with another man. My first time being screwed by another man. I felt remorseful, guilty, uneasy. 

 

Yet in the end of the day, it felt right.

 

 

PS: Yes, I am STD-free

[Guest badstudent]

Bad Teacher like Cameron Diaz in the movie ..... can I be his student? lol

[Yas1950]

I had my first m2m experience exactly 10 years ago when I was 17 years old (a little underage i know). I still recall that we met each other through an online platform. Can't really remember what was it called now, but I think it was Face-pic.com? 

His nickname still deeply buried in my memory together with he first moment of my life experiencing person of the same sex with all my 5 senses: gambit76. 

 

We chatted for a good 2 hours or so inside his car, in Mt Faber. I recalled that we talked a lot that night. About life, about what is it like to be gay, about his experience being with another men. My previous partners have been women, and I would never thought of I would venture into this path. It totally opens up a new perspective and my "real" orientation. Gambit76 was educated in Oxford, if I can remember correctly. He's a teacher in a local secondary school. 

 

Subsequently he questioned me what was I looking for, now that we have met. Being naive, I didn't give any response and gave that nudge to show my inexperience and cluelessness about all these. 

He finally dropped the line:

"Do you want to try it?"

"...?"

"You know... sex?"

"... I dont know"

 

-silence-

 

"I suppose I don't mind to give it a try?"

"You sure?"

"... I guess"

 

So I guess all of you know where this is going. He started fondling my privates.

 

The sound of mouth touching another mouth drenched in wet saliva. The sound of the pants zip line being pulled down. The sound of ruckus  at the back seat of the car while shirts being stretched apart. The sound of wet liquid being poured over his 6-incher. The sound of pain and moan on my first time receiving something into my anus. Silence. As he puts me in, I tasted the heaven and hell. I tasted the spark in his tongue. I see angels and devils. The slightly louder sound of pounding as his movement ripples the car. I could never describe that feeling of prostate gland being massaged slowly in a proper rhythm. It created that "smooth" sensation while stimulating your sexual pleasure, at the same time making you feel addicted to that feeling, and you want more. It's like an ecstasy.

Then it comes- the bridge of no return. He pulled me down hard with his grunt and drowned me with his love. I could feel something warm within me. The sensation aroused me too much to the point that I had to cross that bridge. I created a huge splash onto his car seat. 

 

1. 2. 3. 4. 5.

 

...5 and a  half squirt

 

Then it all stopped.

 

He pulled out his tool from my already semen-drenched backside. I could still feel his warmth within me, and I looked at him, feeling lost and vulnerable. Followed by the guilt sensation of what I have done. 

 

"Are you ok?"

"...yeah"

 

-silence- *squirt*

"Sorry, I think some of your stuff came out"

He just gave a giggle, took a towel nearby and wiped them clean. 

 

We dressed up. 

 

That was my final conversation throughout the night. No words. Nothing.

 

He drove me home. No names were exchanged. No other information except that he's 10 years older than I was, and he's a teacher.

As he dropped me off, he gave me a smirk, and I gave the same.

 

My first time with another man. My first time being screwed by another man. I felt remorseful, guilty, uneasy. 

 

Yet in the end of the day, it felt right.

 

 

PS: Yes, I am STD-free

 

This is one happy episode in guest123's life. I share his joy; I admire his honesty.

I hope today he is still happy being gay.

[Oogachagacare]

Interesting discussion here.

 

how do we define virginity for gay men?

 

 

 

Gay & Virginity

 

“When did you have your last sex?”

 

“OMG! You mean you are still a virgin?”

 

Sex is an intimate part of our lives. Some may boast about it, while others prefer it to remain behind closed doors.

 

Is talking about sex still taboo in the 21st century? Everyone is doing it, right?

 

On the contrary, as much as it is celebrated in certain segments of society, sex is sometimes still a hush-hush topic for public discussion. More so if one is still trying to explore one’s sexual orientation.

 

So must a man have sex with another as a pre-requisite for “being gay”?

 

Or is having a sexual and/or emotional attraction enough?

 

But how do we define virginity for gay men?

 

Is oral sex, also known as a blow job, enough to end one’s state of virginity? The act of exchanging body fluids and touching each other’s genitalia – does that count?

 

Or would penetration be required?

 

And what about guys who identify as “tops”, and do the anal penetration but prefer not to be penetrated? Are they then considered virgins, or not?

 

>>> Click here to read the rest of the article on Oogachaga's Congregaytion.SG website<<<

[CoolTeen]

Still a virgin.

Though i bj my friend 2 years ago... can forget the feel of cock in my mouth..

But he now has a gf...

[Guest Rong]

I'm not really a fan of blowjobs. Yes, they feel incredible but I always cum like 15 seconds into it

[Guest Guest]

I'm not really a fan of blowjobs. Yes, they feel incredible but I always cum like 15 seconds into it

 

Sounds like great fun! The second time will be really hot!

[Wdlmlyboy]

Sec 2, with my classmate who sat beside me.

[Lionelteekwondo]

at what age did you lose your vrginity? I haven't lost mine yet.

[Baby Face]

your profile mentioned that you are btm. How do you know that you are btm if you have lost your virginity?

[Cruznmaster]

Many btms know they want to be penetrated vs being vers/top etc.  They derive the most pleasure from being fucked.  It's bred (pardon the pun) into a person's DNA for some.