Jump to content
Male HQ

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


Guest light

First sexual encounter  

1,631 members have voted

You do not have permission to vote in this poll, or see the poll results. Please sign in or register to vote in this poll.

Recommended Posts

13 hours ago, cutejack said:

Oh man. My cock rise up automatically while im reading this. Why dont u have him for the rest of yr life? Btw, He was prepared with lube n condoms means he already planned to screw a guy im sure. Is he married or is he a gay?

 

 

I noticed the wedding ring on his finger when I ran into him last year. I knew he got married to some girl. His kids should be teenagers now if not older. This must be close to 25 years ago. 

 

Well, I was young, and I have a future ahead. I think this was a situation where a younger gay man hooks up with an older one. Learnt some stuff about myself, and sex. and that was it. Up to that point in time, like I have shared, I had very limited sexual experience. BJ and HJ from guys I met via IRC back in those days. Porn wasn't even something I thought about to watch and learn. 

 

I am glad he came prepared as we all should. :) 

Love. 

Link to comment
Share on other sites

Guest Glory.Days

I was only 12, maybe 13, when I got my first sexual awakening. Back then I used to go to National Library - purportedly to borrow books. Soon, I discovered something even more gratifying; in the male toilets I would find sexual grafitti and tales of sexual conquests. But more importantly I found glorious glory holes in various shapes and sizes on the cubicle walls.

 

Very quickly I found myself barricaded in these cubicles, mostly to peep at guys flashing their cocks, masturbating and witnessing acts of fellatio. Nothing major - cheap thrills, mostly.

 

Fast forward to many months later.

 

I had just turned 14, young, and by then, definitely not naive anymore. In fact, I was already sexually brazen and promiscuous at that tender age.

 

That was when I had my first fuck. Ever. With a random stranger. In a community centre's toilet. In my old Estate.

 

I was in the toilet when I saw this late twenty something guy standing for the longest time at the long urinal, pretending to pee. The layout of this toilet is such that to the right side of the urinal, there are just 2 sinks. Behind the sinks, there are 3 cublicles. It was so obvious that he was trying to entice me with his big erected dick - just like it was equally obvious to him that I was enthralled of what I saw. I must have stayed rooted at the sink for at least 5 mins,  pretending to wash my hands while all the while my head cocked sideways stealing horny glances. Yet, not a single drop of urine I saw coming out of his dick.

 

So I took that as an invitation.

 

I did not know what the hell came over me next. All I knew was that I went inside one of the cubicles leaving the door closed but not locked. The intention was simple : to lure him like a venus flytrap, so that I can perhaps fondle his dick and procure a mutual blowjob.

 

But like they say, becareful of what you wish for. Right on que, like a moth to a flame, he pushed open the door and went inside the cubicle.

 

Sad to report however, what I visualised and fantasized, unfortunately did not materialise.

 

The guy turned out to be a complete asshole and a real fucker in every sense of the word. Yeah he did let me fondle and suck his dick, but mostly he would just force my head to his dick for me to suck until I developed jaw ache (remember I was 14 with a small mouth).  Once his dick got rock hard, he commanded me to face the wall, lubricated his dick with his own saliva before mercilessly shoving and ramming it raw into my tight ass to rough-fuck me. It felt like forever that he piak-piak-piak-piak raw-rough fucked me and when he finally came,  I was ...ewww!

 

Needless to say, it ( the fucking) and he ( the fucker) was a real pain in the ass. In every sense of the word. I did not enjoy the experience one bit. The sex was painful, he was domineering and selfish. All he care for was his own release and enjoyment - I definitely did not signed up to get fucked. And when he came inside me, I freaked out, felt grossed out, dirty, guilty and disgusted. I felt used - too timid to say no.

 

This all happened back in 1984.

 

That one incident shaped my sexual preference, needs and wants till today.  I have since developed a perchant for voyuerism, immense dislike of getting fucked ( I clam up ) and I loathe domineering guys or/and paedophiles

with every inch of my being.

 

Link to comment
Share on other sites

8 minutes ago, Guest Glory.Days said:

 

This all happened back in 1984.

 

That one incident shaped my sexual preference, needs and wants till today.  I have since developed a perchant for voyuerism, immense dislike of getting fucked ( I clam up ) and I loathe domineering guys or/and paedophiles

with every inch of my being.

 

 

I am sorry for what happened to you, I truly am. What happened to you was wrong by someone who should know better. What he did to you is criminal. 

Love. 

Link to comment
Share on other sites

What an interesting topic. First had sex few years ago. To be honest I really just did it so I could brag it to my friends HAHA. We agreed for a bj which ended up with him on top of me. It was painful at first but he really seemed to enjoy it. He came after a few pumps with his tip barely in me

Link to comment
Share on other sites

Guest hello
15 minutes ago, mangotsf said:

What an interesting topic. First had sex few years ago. To be honest I really just did it so I could brag it to my friends HAHA. We agreed for a bj which ended up with him on top of me. It was painful at first but he really seemed to enjoy it. He came after a few pumps with his tip barely in me

was he someone you already knew? 

Link to comment
Share on other sites

15 hours ago, Dumain said:

I was a late bloomer, and lost it 10 years ago at the ripe old age at 24. For the longest time, I thought I was straight and couldn't quite come to terms with my sexuality. I was a prude when it comes to sex, possibly due to the environment I grew up in......

 

 

 

Although I may not be as religious as you, but I was also brought up in a religious household and thought that sex before marriage and homosexuality is sin. Even when I was in high school, knowing my close friend talked about sex or even just coupling with a girl made me pray for them. lol

 

My first time was also through meeting someone from a chatroom, but I have been chatting in chatrooms since I was 16 and considered myself "bicurious" then. Plus there wasn't much chance for me to do it anyway since I was mostly chatting with people from other countries and never really encountered anyone from where I live. Occasionally I did but it was just chatting and I was too scared to meet anyone anyway since I was also a very timid boy.

 

One day, I was a college student by then, I chatted with someone for awhile and then he asked if I wanna try. I got some courage and met him. He brought me to a hotel, he was in his 30s, married. We just did everything as we said we would. I knew then that I just wanted to be fucked since whenever I fantasize about sex with men, I'll always be the bottom. So like you, after sex, I was nervous and guilty that I prayed so hard. It was only after one year that I indulged again. Took me 5 years after that to fully accept my own sexuality.

Link to comment
Share on other sites

Guest Hazily Instructor
18 hours ago, shenalone said:

I never kinda curious do you guys clean up first before anal or just do it? 

 

Most people whose first experiences happened at a young age wouldn't have known or thought about the need to clean the inside of their asses at that time. The human body also seems to get more waste out of younger people's bodies, however, as opposed to needing to do more frequent enemas as everyone who enjoys being bottom gets older.

Link to comment
Share on other sites

I was 13. Watched in a movie theater. A man sat beside me even if there was a lot of vacant seats. It didnt take a while before I felt his pinky finger gently rubbing my thighs. I froze and didn't know what to do. Maybe, because I didn't react or move away, it gave the man the courage to move his hands further towards my crotch. I'm nervous and confused but at the same time waiting to whats next. He unbuttoned my pants and unzip. Held my hard dick and sucked me. And just like that, my virginity was taken away. Felt so dirty afterwards. Go to Bath right away. After that, I had the urge of going to the same cinema again. And the rest is history. Guys that time were so happy when they suck me. I was 13 yo young and fresh meat. 

Edited by Bogli09
Link to comment
Share on other sites

3 hours ago, Bogli09 said:

I was 13. Watched in a movie theater. A man sat beside me even if there was a lot of vacant seats. It didnt take a while before I felt his pinky finger gently rubbing my thighs. I froze and didn't know what to do. Maybe, because I didn't react or move away, it gave the man the courage to move his hands further towards my crotch. I'm nervous and confused but at the same time waiting to whats next. He unbuttoned my pants and unzip. Held my hard dick and sucked me. And just like that, my virginity was taken away. Felt so dirty afterwards. Go to Bath right away. After that, I had the urge of going to the same cinema again. And the rest is history. Guys that time were so happy when they suck me. I was 13 yo young and fresh meat. 

I had the similar experience that happened when I am at age around 15 in cinema too.

A guy sit next to me and started with thighs and moved his hands to my crotch. As I am wearing shorts, it is easy for him to take it out and stroke it till I came.... 

was feeling so scare and yet excited... my heart beating so fast.

Link to comment
Share on other sites

12 minutes ago, Peterpan001069 said:

I had the similar experience that happened when I am at age around 15 in cinema too.

A guy sit next to me and started with thighs and moved his hands to my crotch. As I am wearing shorts, it is easy for him to take it out and stroke it till I came.... 

was feeling so scare and yet excited... my heart beating so fast.

Fist bump 🤜😅 im thinking if that didn't happen, I might have not become as horny and nasty as I am now 😂 

Link to comment
Share on other sites

Happen in year 2001, my 1st job after army. Went company trip to phuket on a Wednesday evening and share a room with my senior, a 35yo married with 3 boys.

After checking into the room for the night, he stripped to just his underwear doing his thing. The bathroom door was a sliding door and he only slide it half way during his shower or pee and so I follow his style. He also just walk out naked after his shower to the luggage bench outside the bathroom to put on his underwear from his luggage. He sleep in only his underwear too. 

2nd day after lunch, my department had water game in the swimming pool. During the game, my senior notice I m bad at swimming. Soon after the game ended, we continue chatting in the pool and I told him even after army  I m still bad at my swimming strokes. He is nice to show me some strokes and guided me. At some points of guiding, I can feel his bulge keep accidentally touching my buttock.  I also purposely let the water push me and make my buttock bump onto his bulge. 

After returning to room, he stripped off the hotel bathrobe wearing only his swimming trunk and went to balcony sitting there smoking and reading sms on phone. So I went for my shower. 

Half way my shower, he knock and pull open the half way closed door and say "sorry i need to pee". He pulled down his trunk letting his bunch of meat out to pee while talking to me.

He caught me stealing glance and definitely this make him go excited. I saw his meat slowly growing plus he keep pulling his meat for the last drop of pee to a half erected stage. At that moment I m away from the running water soaping myself facing the wall because I m picking up a hardon. He then say "oei share share shower" and pulled off his trunk and came under the shower to rinse himself while we continue chatting. He suddenly turn around under the water facing my back and say "oei you want water anot? " I slowly turn myself to exchange place with him so that he can soap himself and I saw his meat was totally hard at this time. 

I make up my mind not to hide my hardon anymore so I keep turning myself under the water to rinse off the soap. He saw and we both look at each other smiling. While he was soaping his hardon he said "few days no sex with wife liao kinda horny! Want help me? " I smile and my hand slowly reach out to his hard meat. After some HJ and BJ, he used the shower gel to penetrate me. This was my first time and was painful. We continue to have fun in room that night after long night of clubbing with the department and also on Friday and Saturday whenever we are in room. Remember the last fun on Sunday morning before checking out, he told me he enjoy m2m sex. 

I m no longer working in the company and he is now 54yo with his own business. We still in a fxxk buddy relationship. On and off he will drive to my place for fun if stressed by work or family. His business trip also a good excuse for us to travel together. 

Link to comment
Share on other sites

Got to know a navy guy in IRC. He's a married man with his wife pregnant back then. 

Arrange a meet up at a CC to get o know each other.

Chat and agree to meet at my place coz that time I staying alone.

Watch straight porn and start touching each other.

First time kissing a guy and sucking on a guy's dick.

Met 2 more times and then decided to stop coz thinking it was wrong.

Yes, it was wrong to stop meeting him.

 

 

Link to comment
Share on other sites

On 6/14/2020 at 3:31 PM, Guest Lim said:

Happen in year 2001, my 1st job after army. Went company trip to phuket on a Wednesday evening and share a room with my senior, a 35yo married with 3 boys.

After checking into the room for the night, he stripped to just his underwear doing his thing. The bathroom door was a sliding door and he only slide it half way during his shower or pee and so I follow his style. He also just walk out naked after his shower to the luggage bench outside the bathroom to put on his underwear from his luggage. He sleep in only his underwear too. 

2nd day after lunch, my department had water game in the swimming pool. During the game, my senior notice I m bad at swimming. Soon after the game ended, we continue chatting in the pool and I told him even after army  I m still bad at my swimming strokes. He is nice to show me some strokes and guided me. At some points of guiding, I can feel his bulge keep accidentally touching my buttock.  I also purposely let the water push me and make my buttock bump onto his bulge. 

After returning to room, he stripped off the hotel bathrobe wearing only his swimming trunk and went to balcony sitting there smoking and reading sms on phone. So I went for my shower. 

Half way my shower, he knock and pull open the half way closed door and say "sorry i need to pee". He pulled down his trunk letting his bunch of meat out to pee while talking to me.

He caught me stealing glance and definitely this make him go excited. I saw his meat slowly growing plus he keep pulling his meat for the last drop of pee to a half erected stage. At that moment I m away from the running water soaping myself facing the wall because I m picking up a hardon. He then say "oei share share shower" and pulled off his trunk and came under the shower to rinse himself while we continue chatting. He suddenly turn around under the water facing my back and say "oei you want water anot? " I slowly turn myself to exchange place with him so that he can soap himself and I saw his meat was totally hard at this time. 

I make up my mind not to hide my hardon anymore so I keep turning myself under the water to rinse off the soap. He saw and we both look at each other smiling. While he was soaping his hardon he said "few days no sex with wife liao kinda horny! Want help me? " I smile and my hand slowly reach out to his hard meat. After some HJ and BJ, he used the shower gel to penetrate me. This was my first time and was painful. We continue to have fun in room that night after long night of clubbing with the department and also on Friday and Saturday whenever we are in room. Remember the last fun on Sunday morning before checking out, he told me he enjoy m2m sex. 

I m no longer working in the company and he is now 54yo with his own business. We still in a fxxk buddy relationship. On and off he will drive to my place for fun if stressed by work or family. His business trip also a good excuse for us to travel together. 

That is so sweet

Link to comment
Share on other sites

On 6/14/2020 at 3:31 PM, Guest Lim said:

Happen in year 2001, my 1st job after army. Went company trip to phuket on a Wednesday evening and share a room with my senior, a 35yo married with 3 boys.

After checking into the room for the night, he stripped to just his underwear doing his thing. The bathroom door was a sliding door and he only slide it half way during his shower or pee and so I follow his style. He also just walk out naked after his shower to the luggage bench outside the bathroom to put on his underwear from his luggage. He sleep in only his underwear too. 

2nd day after lunch, my department had water game in the swimming pool. During the game, my senior notice I m bad at swimming. Soon after the game ended, we continue chatting in the pool and I told him even after army  I m still bad at my swimming strokes. He is nice to show me some strokes and guided me. At some points of guiding, I can feel his bulge keep accidentally touching my buttock.  I also purposely let the water push me and make my buttock bump onto his bulge. 

After returning to room, he stripped off the hotel bathrobe wearing only his swimming trunk and went to balcony sitting there smoking and reading sms on phone. So I went for my shower. 

Half way my shower, he knock and pull open the half way closed door and say "sorry i need to pee". He pulled down his trunk letting his bunch of meat out to pee while talking to me.

He caught me stealing glance and definitely this make him go excited. I saw his meat slowly growing plus he keep pulling his meat for the last drop of pee to a half erected stage. At that moment I m away from the running water soaping myself facing the wall because I m picking up a hardon. He then say "oei share share shower" and pulled off his trunk and came under the shower to rinse himself while we continue chatting. He suddenly turn around under the water facing my back and say "oei you want water anot? " I slowly turn myself to exchange place with him so that he can soap himself and I saw his meat was totally hard at this time. 

I make up my mind not to hide my hardon anymore so I keep turning myself under the water to rinse off the soap. He saw and we both look at each other smiling. While he was soaping his hardon he said "few days no sex with wife liao kinda horny! Want help me? " I smile and my hand slowly reach out to his hard meat. After some HJ and BJ, he used the shower gel to penetrate me. This was my first time and was painful. We continue to have fun in room that night after long night of clubbing with the department and also on Friday and Saturday whenever we are in room. Remember the last fun on Sunday morning before checking out, he told me he enjoy m2m sex. 

I m no longer working in the company and he is now 54yo with his own business. We still in a fxxk buddy relationship. On and off he will drive to my place for fun if stressed by work or family. His business trip also a good excuse for us to travel together. 

Its better to have a monogamous partner..id love to have the same..

Link to comment
Share on other sites

  • G_M changed the title to How Old When You Had First Gay Sex + First Sexual Experience (Jo, Oral, Anal) + Whom Did You Lose Your Virginity To? (Compiled)
  • 5 weeks later...
On 6/9/2020 at 2:37 PM, bottom4top said:

Bottom.

 

Was it because if that experience, or a conscious choice?

Link to comment
Share on other sites

On 6/21/2020 at 8:42 AM, HC-B said:

It was at a beach. Recalled smatterings of sunbathers and beachgoers, not a weekend crowd. Was in my gstring or thong and been tanning half the day and we noticed each other while eyeing other hot bods. He kept stealing glances at me, even though we were far apart, and moved around the beach, always angled towards me, his intent clear as day. ............

 ....Suffice to say, things got better and better, sex wise, with subsequent hookups.

Very honest and down to earth and frank description of your first time at M@M gay sex.
You write very well HC-B.
Hope your hookups are getting better and better for you.
God Bless You.

Link to comment
Share on other sites

  • 2 weeks later...
On 7/29/2020 at 5:15 PM, Yas1950 said:

Very honest and down to earth and frank description of your first time at M@M gay sex.
You write very well HC-B.
Hope your hookups are getting better and better for you.
God Bless You.

Thank you! You are too kind.

Link to comment
Share on other sites

Guest Alex25

Hi everyone, I'm in need of advice from people who have suffered from hemmorhoids. I'm going to NS soon and I have been suffering for hemmorhoids for 2 years now, and every time I take a bowel movement I bleed quite badly. I'm afraid that if I go for a specialist check up, I may end up getting my enlistment date pushed back. 

 

Anyone here dealt with/dealing with hemmorhoids while going through NS? 

Link to comment
Share on other sites

Guest Advise
5 hours ago, Guest Alex25 said:

Hi everyone, I'm in need of advice from people who have suffered from hemmorhoids. I'm going to NS soon and I have been suffering for hemmorhoids for 2 years now, and every time I take a bowel movement I bleed quite badly. I'm afraid that if I go for a specialist check up, I may end up getting my enlistment date pushed back. 

 

Anyone here dealt with/dealing with hemmorhoids while going through NS? 

Dear TS 

if you dun go and get it check or treated. Once ur enlistment start or u get enlisted and your training start but this issue is still not resolved. How are you going to concentrate. 
So the best advice is to seek professional consultation and treatment as early as u can. 

Link to comment
Share on other sites

Guest Those Memories

My 1st time was when I'm 12 yrs old. We were playing hide n seek. I remember I was with a very close friend hiding in the neighbours shop house full with 50kg rice sacks. Because of the limited space. We were clinging each other to avoid falling. We looked at each other so close and breath heavily. Out of sudden,  he started to kiss me and feel me. I was shocked and didn't know how to respond. He told me, don't make any noise if they they will found out where we are hiding. So I just closed my eyes as he continues to kiss and touch me. He slide his hand inside my shorts feeling my little hard on. This is the 1st time being feel this way and I enjoy the feeling so much and actually feel the peeing moment. But there was no cum. Few months later his family moved and we nv contact till now.

 

2 years later, when I'm 14 years old, i experienced my very 1st seduction and sucks by neighbour brother at the concer of the staircase.....

 

 

Link to comment
Share on other sites

  • 1 month later...
  • 4 months later...

I started having fun with my neighbour at 11.5 (few months before turning 12) years old. I began going to my neighbour (30+, married, with a kid) house due to boredom. Long story short, one thing led to another, we were constantly having fun for a few months and then it ended.

 

Prior to that, I started masturbating at 10 years old after learning from a friend.

Link to comment
Share on other sites

  • 4 months later...
Guest Zouk101

Mine too. It was fhe uncle of my friend. I came to their house early and my friend wasn't their yet. He invited me to his room and show me his big cock and asked me to play it. He then ask me to lie on my belly on the side of the bed then he pulled down my shorts and underwear. He rimmed me. I was so shocked and feeling wanting more. He told me not to make loud noise. He took lotion and fingered my hole. Then he told me to get ready as he'll enter me. Slowly he poked my hole with the head of his cock until it eases with the size. After few minutes and my hole was more relaxed, he added more lotion and then gently pushed all his cock inside my hole. I felt so full. He kept it there inside for a while while he put all his weight on my back. He asked me if im ok then he slowly slidnin and out his cock in my hole. He fucked me for an hour and the feeling a bit painful but more on ecstasy especially when he cummed inside me. After that I went to toilet as his cum is dripping out from my hole. My friend came an hour later and we talked as if nothing happened between me and his uncle. It never happened again though as there was no opportunity and his uncle moved back to Italy. I can't really forget my first time.

Link to comment
Share on other sites

Guest wonder

 

 

On 1/17/2019 at 2:44 AM, hotcockw00 said:

I have many regular or ons buddy these yrs.  but still could not forget the guy who deflowered my virgin ass 10 yr ago while I was 24. And he is the only bf I had even if it last for 6 month only. Remember his name , face, body, cock, smell clearly. And remember the feeling while he 1st time penetrated me.  Still keep his 2 pair of socks and underwear even if it turned from white to a bit yellow.   While I almost forget my 1st gf and the guy I fucked first time,  I could remember zhoufeng—the guy who deflowered my virgin ass 10 yr ago.

just wonder why you didn't marry him instantly just off the shelve...

Link to comment
Share on other sites

Guest wonder
3 hours ago, blueblueblue said:

i also cannot forget the guy who gave me my first anal orgasm (fucked me until i come). unfortunately he died :(

shame on you, made him work so hard on you until he died.... 🤣

Link to comment
Share on other sites

Guest Terrible Guy

I don't know about you guys.  I am still very angry, with the guy whom I loved dearly, didn't take my virgin on a rainy night in his own house.  I stripped naked, laying hungry for him to take me and he was......playing his computer game until I fell asleep and next morning, he was sleeping beside me.  I touched my ass, and realised it has not been fucked.  I dressed up, and left his house in anger.  

Link to comment
Share on other sites

Back when I was 18, I was interning after my A and before enlistment. One day after work, I encountered a 36-years-old stranger at a park near my office at Shenton Way. He was wearing a football jersey, looks fit, with nice chest pecs. We exchanged glances and started chatting. He invited me to his house. I was horny, but I do not have any dating or sexual experience with guys. Lust took over my mind and I followed him to his house at Sengkang.

 

In his room, he started hugging and kissing me. There goes my first kiss. He started undressing me, touched and sucked me. He hold my hands and brought me to the toilet to shower me. There he started rimming and fingering my ass. It was an awkward tingling sensation, which I was still unsure whether i enjoy or dislike it. Then on his bed, we started sucking each other for the next 1 hour. He wants to fuck me, which I negotiated that I am ok if he allows me to fuck him too. He puts a condom onto my dick and try to sit into me. However, he keeps complaining that I am too thick and it is impossible for me to go in. I feel he is not even trying, so the moment I feel my dick head is in, I try to thrust, but he immediately say I should not do that. He insists I am too big to go into his hole. I cum shortly. He proceed to wear condom, lift my legs up onto his shoulders and try to insert his cock into my hole. Before he insert his cock inside me, I regretted my decision and I say I wanted to stop and go home, but it was too late. He proceed to deflower my virgin ass. Midway through, I told him repeatedly I want to stop, but he said I had fucked him and it is now his turn. He also insisted that I gave permission and was "enjoying" the process, so he ignored me saying “No”. He continued to penetrate me. After a while, I told myself to ignore my rejection thoughts and pray for this to be over asap. The nightmare is finally over after he cum. I request to top him, but he refused. I feel cheated, violated and hurt. My ass hurt in pain and I broke down crying on his bed. I do not even know whether this is considered rape or not as I wanted him to stop. He asked me to be his boyfriend, which I rejected. As it was late, he paid my taxi fee, which makes me feel even more like a prostitute.

 

I was in a daze when I reached home. My parents are religous and strict. I do not dare to tell anyone around me on this. It is a painful experience physically and emotionally. I was an emotional mess for the next few days. I feel dirty physically and mentally. it took me months to walk out of this. After which, I become very sexually active, frequent saunas and trying to top as many guys as possible to rebuild my ego. I had 2 boyfriends since then and I tried convince myself that my first bottom experience with my 1st boyfriend is my true first time.

 

As much as I hate been reminded of that night, his face, his body and the sexual acts keep recurring in my mind, especially when I am jerking myself off. I feel like a hypocritical slut whenever I feel that way.

Link to comment
Share on other sites

14 minutes ago, G_ZK said:

Back when I was 18, I was interning after my A and before enlistment. One day after work, I encountered a 36-years-old stranger at a park near my office at Shenton Way. He was wearing a football jersey, looks fit, with nice chest pecs. We exchanged glances and started chatting. He invited me to his house. I was horny, but I do not have any dating or sexual experience with guys. Lust took over my mind and I followed him to his house at Sengkang.

 

In his room, he started hugging and kissing me. There goes my first kiss. He started undressing me, touched and sucked me. He hold my hands and brought me to the toilet to shower me. There he started rimming and fingering my ass. It was an awkward tingling sensation, which I was still unsure whether i enjoy or dislike it. Then on his bed, we started sucking each other for the next 1 hour. He wants to fuck me, which I negotiated that I am ok if he allows me to fuck him too. He puts a condom onto my dick and try to sit into me. However, he keeps complaining that I am too thick and it is impossible for me to go in. I feel he is not even trying, so the moment I feel my dick head is in, I try to thrust, but he immediately say I should not do that. He insists I am too big to go into his hole. I cum shortly. He proceed to wear condom, lift my legs up onto his shoulders and try to insert his cock into my hole. Before he insert his cock inside me, I regretted my decision and I say I wanted to stop and go home, but it was too late. He proceed to deflower my virgin ass. Midway through, I told him repeatedly I want to stop, but he said I had fucked him and it is now his turn. He also insisted that I gave permission and was "enjoying" the process, so he ignored me saying “No”. He continued to penetrate me. After a while, I told myself to ignore my rejection thoughts and pray for this to be over asap. The nightmare is finally over after he cum. I request to top him, but he refused. I feel cheated, violated and hurt. My ass hurt in pain and I broke down crying on his bed. I do not even know whether this is considered rape or not as I wanted him to stop. He asked me to be his boyfriend, which I rejected. As it was late, he paid my taxi fee, which makes me feel even more like a prostitute.

 

I was in a daze when I reached home. My parents are religous and strict. I do not dare to tell anyone around me on this. It is a painful experience physically and emotionally. I was an emotional mess for the next few days. I feel dirty physically and mentally. it took me months to walk out of this. After which, I become very sexually active, frequent saunas and trying to top as many guys as possible to rebuild my ego. I had 2 boyfriends since then and I tried convince myself that my first bottom experience with my 1st boyfriend is my true first time.

 

As much as I hate been reminded of that night, his face, his body and the sexual acts keep recurring in my mind, especially when I am jerking myself off. I feel like a hypocritical slut whenever I feel that way.

 

It's rape apparently. Good thing is it was with condom - "safe" sex.

Anyway, hope that you have healed and feel better now :)

 

Link to comment
Share on other sites

23 minutes ago, Saltpepper said:

 

It's rape apparently. Good thing is it was with condom - "safe" sex.

Anyway, hope that you have healed and feel better now :)

 

While it happened about 10years ago. I doubt I will ever forget that experience.

Link to comment
Share on other sites

  • 3 months later...
On 6/29/2021 at 3:21 PM, G_ZK said:

Back when I was 18, I was interning after my A and before enlistment. One day after work, I encountered a 36-years-old stranger at a park near my office at Shenton Way. He was wearing a football jersey, looks fit, with nice chest pecs. We exchanged glances and started chatting. He invited me to his house. I was horny, but I do not have any dating or sexual experience with guys. Lust took over my mind and I followed him to his house at Sengkang.

 

In his room, he started hugging and kissing me. There goes my first kiss. He started undressing me, touched and sucked me. He hold my hands and brought me to the toilet to shower me. There he started rimming and fingering my ass. It was an awkward tingling sensation, which I was still unsure whether i enjoy or dislike it. Then on his bed, we started sucking each other for the next 1 hour. He wants to fuck me, which I negotiated that I am ok if he allows me to fuck him too. He puts a condom onto my dick and try to sit into me. However, he keeps complaining that I am too thick and it is impossible for me to go in. I feel he is not even trying, so the moment I feel my dick head is in, I try to thrust, but he immediately say I should not do that. He insists I am too big to go into his hole. I cum shortly. He proceed to wear condom, lift my legs up onto his shoulders and try to insert his cock into my hole. Before he insert his cock inside me, I regretted my decision and I say I wanted to stop and go home, but it was too late. He proceed to deflower my virgin ass. Midway through, I told him repeatedly I want to stop, but he said I had fucked him and it is now his turn. He also insisted that I gave permission and was "enjoying" the process, so he ignored me saying “No”. He continued to penetrate me. After a while, I told myself to ignore my rejection thoughts and pray for this to be over asap. The nightmare is finally over after he cum. I request to top him, but he refused. I feel cheated, violated and hurt. My ass hurt in pain and I broke down crying on his bed. I do not even know whether this is considered rape or not as I wanted him to stop. He asked me to be his boyfriend, which I rejected. As it was late, he paid my taxi fee, which makes me feel even more like a prostitute.

 

I was in a daze when I reached home. My parents are religous and strict. I do not dare to tell anyone around me on this. It is a painful experience physically and emotionally. I was an emotional mess for the next few days. I feel dirty physically and mentally. it took me months to walk out of this. After which, I become very sexually active, frequent saunas and trying to top as many guys as possible to rebuild my ego. I had 2 boyfriends since then and I tried convince myself that my first bottom experience with my 1st boyfriend is my true first time.

 

As much as I hate been reminded of that night, his face, his body and the sexual acts keep recurring in my mind, especially when I am jerking myself off. I feel like a hypocritical slut whenever I feel that way.

My heart goes out to you. It sounded like rape since you didn’t want the act to continue. 
 

But yet, the act itself was likely kinky enough that you just couldn’t get it out of your head. It’s probably a mixture of pleasure and guilt (of feeling like a prostitute). 
 

hope you come to terms with it, find some closure and move on some day. 

Link to comment
Share on other sites

Guest Harvey

It was a few years back when I was still a jc student. Didn't really tell anyone cus i was quite embarrassed about it still.

 

I knew this guy from my cca. He was my senior and we weren't that close but everyone knew he was gay since he was quite open at that time. I used to joke with him about sexual stuff and he always said he wanted to suck me off (I took it as a joke and brushed it off). I wasn't attracted to him as he was not really my type, but me being young and horny, decided to hit him up. Surprisingly, he agreed and we proceeded to meet at this secluded toilet in school during lunch break. It was a hot and humid afternoon and my uniform was pretty drenched but he didn't mind. He pushed me into the cubicle and started unzipping my pants. I was very nervous since it was my first time but he reassured me that it was going to be fine. He pulled down my pants together with my briefs, and started to suck my cock straight away. I'm pretty thick and around 6 inches long so he was having some trouble getting it all the way in, but either ways it felt amazing. It was a very sloppy blowjob and you could literally see his saliva flowing down my shaft. This coupled with the warm sensation of his mouth made me reach climax very quickly. Without warning, i grabbed his head and exploded inside his mouth. He gagged and started coughing out the cum mixed with his saliva. It made a mess everywhere. I apologised and we quickly cleaned up to remove any stains on the floor. He washed up and left first, while i stayed for a while longer to clean up myself. Wierdly, after cumming i felt quite dirty and regretful that i succumbed to the horniness, especially that we have many mutual friends together. After this incident, he tried to hit me up a few times but i rejected them all. Luckily he promised to keep it a secret between us and after graduating from jc we eventually lost contact. I guess you could say i lost my blowjob virginity then.

Link to comment
Share on other sites

  • 8 months later...
On 6/22/2022 at 1:08 PM, Peachy said:

I was 19 when i found this indian guy who was in his late 30s on craigslist back when it was still around, he put up his ad in search of a blowjob so we start chatting and 

。。。。

-

PS if you’re here please hit me up again. 

 

 

1 warning point for posting ad in the discussion

 

Link to comment
Share on other sites

  • 4 weeks later...
On 6/13/2020 at 12:17 PM, Peterpan001069 said:

I had the similar experience that happened when I am at age around 15 in cinema too.

A guy sit next to me and started with thighs and moved his hands to my crotch. As I am wearing shorts, it is easy for him to take it out and stroke it till I came.... 

was feeling so scare and yet excited... my heart beating so fast.

I have seduced many guys in cinemas in the 70s to late 80s esp Golden (Beach Rd), Hoover (Balestier Rd) and Odeon (North Bridge Rd).  I was in my early 20s-30s then and targetted mostly teenagers and young guys in their early 20s.  Most were okay with getting free blowjobs during the afternoon screenings where they were less people.  At one cinema, the person who was in charge of the projection actually came to me just before the end of the movie and asked me to go to the toilet.  As he spoke with me, his hands groped his groin so I knew what he wanted. 

Suck my tits and I'll lick your balls.

Lick my arse and I'll suck your cock.

All in sex is fair.

 

The only bad thing about sex is that it doesn't last long enough.

 

Read my blog - www.anasianjourney.blogspot.com

Link to comment
Share on other sites

Guest A victim

,,,The first time is always a memorable one isnt it.

So here goes mine.

I guess I lost my virginity around 24-26 years old. I cannot remember. I was working around CBD area back then and i chatted with this Malaysian Chinese guy who stays in a rented room at Jln Membina. In the chat, I told him that I always sleep naked. So he asked me to join him to sleep that night in his room.

I'd remember that I had my shorts on as I was lying down next to him in bed. And he asked me "hey I thought you sleep naked, why don't you remove your shorts." To which I obliged. And soon I slept.

I dont know how long I was asleep but I was awaken by him fingering my ass. This is my first experience I have never been touch down there before by someone else.

He put on a condom and slowly slide his huge thick dick up my ass. I was lying on my side and he was facing my back. Kind of like a spooning position.

The first time feeling a dick up my ass is like having a big huge stool in my ass. And soon he was fucking me faster and faster. I was in pain and my dick is not erected at all because I was in pain but I don't know why I didn't stop him. The last position was us facing each other kind of in seating position and he was ramming my ass fast and he trying to jerk me off too but my dick is not erected at all so I brush his hands off and just wishing that it will faster end. 

He did cum and I was left with a painful hip which lasted till the next morning when I went to work.

Link to comment
Share on other sites

I was pretty late to the party, I’d say about 23-24ish. Was out drinking and it was already close to the wee hours of the morning. I wasn’t really drunk anymore and ready to go home when this older guy (also drunk) dropped some stuff and I helped pick it up for him.

 

Then we got to talking and I don’t know what happened during that moment but he suddenly became very touchy. I’d always been curious about guys but I wasn’t attracted to him, still the attention made me quite horny. He was feeling up my arms, chest and abs. He put his hands under my shirt and asked if I wanted to go to his place and he would suck my dick.

 

In that moment I went ‘fuck it’ and we went to his place and it wasn’t a very pleasant experience. He kept trying to kiss me and was very rough with my body. I got a really lame blowjob. I was aroused but not aroused at the same time and when he finally fell asleep with his arms around my body I quietly got up and left and saw his housemate in the living room. I smiled and said good morning then left and took the train home.

Link to comment
Share on other sites

My first fxxk was when I was at University. I used occasionally to go to public toilets when I was horny and reach under the stalls and jerk guys or be jerked off, later sucking. One time a guy passed a note and we met outside. He said I could come to his place and fxxk sometime and I got his phone number. A few weeks later I rang him and went to his place. I was nervous. There was someone else there when I arrived and after they left we stripped and he put a sheet on the floor and lay naked on his back. I pushed it in and started thrusting and eventually came. I enjoyed it but he said I came too soon. I got better at it with experience!

Link to comment
Share on other sites

  • 6 months later...
Guest Class Buddy

Was initiated by a class buddy at 14yo while doing math homework at his home.

 

As we were discussing math problems in his bedroom our bare thighs in our school shorts often touched.

 

Remembered it felt good. As days went by he often put his hand on my bare thigh while in our school shorts.

 

One day, I noticed a tent in his shorts when his hand was on my thigh. It was like an awakening, and my shorts started to tent too. He kept giving quick looks at my tent every now and then. Nothing else happened that day.

 

Few days later, he started putting his hand on my inner thigh, then rubbing my bulge gently as we discussed.

 

That led to my first kiss, hugs and we took off our uniform for my first horny jerk off. We both gave a real big and sticky load.

 

 

Link to comment
Share on other sites

After my army, sometime around 1990 when I was working in a factory as a production assistant. I was guided by this supervisor who was in his 30s, a nice guy. Over the time, we became real close. He like to place his arm around my shoulder when walking together and soon we also became touchy to each other. He has a naughty kind of ah beng look and I m always admiring his tanned lean bod when changing in the locker room. After a year, he asked me if I wanted to go chalet with him. Still remember it was the old chalet at ECP and it was also the place I first experience gay sex. 

 

On that day, he drove me in his blue pick-up. Before heading to the chalet, we went to a provision shop to get some junk food, drinks and he got beers. We have planned to go for a swim at the beach after the check-in. After going up to the bedroom at 2nd floor and placed our things, we waste no time. He stripped himself to nude and search for his trunk in his bag. Haha...he is not shy at all or am I being too naive during that era. He put on a triangular trunk that was in trend during that era. Green color I still remember and I don't know if his trunk was small for him or the side rubber band around his groin area was loose because his package was quite protruding and I can see abit of his cock and balls exposed from side way. Anyway, I think he noticed that I have been peeping at his cock while he was searching for his trunk. He too took his time putting it on. I swear his dark meaty cut cock make me go hard. We played water wrestling in the sea. I felt his bulge banging on my butt all the time when he wrapped me from behind and I feel good. 

 

After returning to chalet, we went up 2nd floor to get our things for shower. I told him I go shower first and I went down to the toilet. Just as I m started rinsing myself under the shower, he knocked and opened the toilet door saying " eh share share toilet, yi qi chong liang (shower together) leh... hen leng (very cold) ! " I did not answer him because I m shy at that time but he still entered and left the door opened. I tried not to face my frontal nude. He gave a smack on my butt, I said" oei ! " he laugh and pulled down his trunk. When moving aside letting him rinise under the shower, I saw his cock was more than half hard. I don't know why but suddenly have the courage to say " you have big cock...very nice! "  He gave me a smug and said " ni yao dong ma (you want to touch) ?" and I swear I watched him went fully hard instantly after he said that. 

 

Young and still curious about sex, I grabbed it in my hand and he grabbed mine in his hand too. He asked me if I've suck someone cock before. I told him no and he asked me to try it. I sat on the toilet bowl and suck him. Haha...first time sucking a cock and didn't know pre cum tasted salty. I kept on admiring his veiny hard cock while sucking it. Especially those protruding veins and the hard swollen dark purple cock head. After a long suck and mouth fuck, he suddenly held my head very tight. His body trembled and muscle  contraction can be felt when my hands were holding around his hips and butt. Never thought he was cumming actually. He shot abit in my mouth while pulling out and the rest landed on my cheek and body while he continued stroking with his hand. I m very horny and sensitive during the whole process. This might due to I have not been masturbating for 2 weeks. I m amazed that i can auto cum while sucking him. 

 

Night falls, he went to pee after watching tv and I went up to the bedroom. After he came up into the room, he took off his underwear and hop onto my bed with a hardon. I instantly went hard in my shorts. He lay his face next to my ear and rested his leg over me saying "yao try rang wo jin ni de pi gu ma (want try let me go in your ass) ?" I was shy to reply him. He soon rolled himself on top of me and started kissing me. He pulled off my shorts and we continued kissing. I wrapped both my legs around his hips and he kept pushing his hard cock head against the muscle between my scrotum and anal. I really felt good. We have no lubricant and condom only have limited lub on it so penetrating me was not easy because it was my first time. It was really painful for my virgin hole to take his thick cock. I asked him to stop from time to time. He too edged my sensitive cock head so that when my muscle contracted he can try penetrate and penetrate. I was able to take his cock after his cock head kept hitting on my g spot. Wow... It was like heaven! I noticed my pre cum was leaking lots and the feeling of an "electric shock"  was getting more and more sensitive everytime his cock hit my g spot. Finally, I can't control anymore and auto cum. He fuck me harder and harder upon seeing me auto ejaculated. Can see his face was full of satisfaction. He was controlling himself from cumming. Stopping, stopping and stopping until he can't control anymore. He finally let out a few moaning and ejaculated. He tiredly lay on me while his cock was still in my hole. After some kissing, he got up and withdrew his cock from my hole. And then we released the condom was broke. I was a bit scare at first but he told not to worry lah, he has no STD or other viruses. But then he jokingly said he is worried I might be pregnant later on... Haha! 

 

We continued meeting up for sex after the chalet. Most of the time at his place. 

 

I m not making up story. This is really my real experience on my first gay sex. 

 

 

 

 

Link to comment
Share on other sites

21 hours ago, Guest Class Buddy said:

Was initiated by a class buddy at 14yo while doing math homework at his home.

 

As we were discussing math problems in his bedroom our bare thighs in our school shorts often touched.

 

Remembered it felt good. As days went by he often put his hand on my bare thigh while in our school shorts.

 

One day, I noticed a tent in his shorts when his hand was on my thigh. It was like an awakening, and my shorts started to tent too. He kept giving quick looks at my tent every now and then. Nothing else happened that day.

 

Few days later, he started putting his hand on my inner thigh, then rubbing my bulge gently as we discussed.

 

That led to my first kiss, hugs and we took off our uniform for my first horny jerk off. We both gave a real big and sticky load.

 

 

 

This is straight from porn!  Definitely art imitating life.     

 

Link to comment
Share on other sites

6 hours ago, Guest Guest said:

After my army, sometime around 1990 when I was working in a factory as a production assistant. I was guided by this supervisor who was in his 30s, a nice guy. Over the time, we became real close. He like to place his arm around my shoulder when walking together and soon we also became touchy to each other. He has a naughty kind of ah beng look and I m always admiring his tanned lean bod when changing in the locker room. After a year, he asked me if I wanted to go chalet with him. Still remember it was the old chalet at ECP and it was also the place I first experience gay sex. 

 

On that day, he drove me in his blue pick-up. Before heading to the chalet, we went to a provision shop to get some junk food, drinks and he got beers. We have planned to go for a swim at the beach after the check-in. After going up to the bedroom at 2nd floor and placed our things, we waste no time. He stripped himself to nude and search for his trunk in his bag. Haha...he is not shy at all or am I being too naive during that era. He put on a triangular trunk that was in trend during that era. Green color I still remember and I don't know if his trunk was small for him or the side rubber band around his groin area was loose because his package was quite protruding and I can see abit of his cock and balls exposed from side way. Anyway, I think he noticed that I have been peeping at his cock while he was searching for his trunk. He too took his time putting it on. I swear his dark meaty cut cock make me go hard. We played water wrestling in the sea. I felt his bulge banging on my butt all the time when he wrapped me from behind and I feel good. 

 

After returning to chalet, we went up 2nd floor to get our things for shower. I told him I go shower first and I went down to the toilet. Just as I m started rinsing myself under the shower, he knocked and opened the toilet door saying " eh share share toilet, yi qi chong liang (shower together) leh... hen leng (very cold) ! " I did not answer him because I m shy at that time but he still entered and left the door opened. I tried not to face my frontal nude. He gave a smack on my butt, I said" oei ! " he laugh and pulled down his trunk. When moving aside letting him rinise under the shower, I saw his cock was more than half hard. I don't know why but suddenly have the courage to say " you have big cock...very nice! "  He gave me a smug and said " ni yao dong ma (you want to touch) ?" and I swear I watched him went fully hard instantly after he said that. 

 

Young and still curious about sex, I grabbed it in my hand and he grabbed mine in his hand too. He asked me if I've suck someone cock before. I told him no and he asked me to try it. I sat on the toilet bowl and suck him. Haha...first time sucking a cock and didn't know pre cum tasted salty. I kept on admiring his veiny hard cock while sucking it. Especially those protruding veins and the hard swollen dark purple cock head. After a long suck and mouth fuck, he suddenly held my head very tight. His body trembled and muscle  contraction can be felt when my hands were holding around his hips and butt. Never thought he was cumming actually. He shot abit in my mouth while pulling out and the rest landed on my cheek and body while he continued stroking with his hand. I m very horny and sensitive during the whole process. This might due to I have not been masturbating for 2 weeks. I m amazed that i can auto cum while sucking him. 

 

Night falls, he went to pee after watching tv and I went up to the bedroom. After he came up into the room, he took off his underwear and hop onto my bed with a hardon. I instantly went hard in my shorts. He lay his face next to my ear and rested his leg over me saying "yao try rang wo jin ni de pi gu ma (want try let me go in your ass) ?" I was shy to reply him. He soon rolled himself on top of me and started kissing me. He pulled off my shorts and we continued kissing. I wrapped both my legs around his hips and he kept pushing his hard cock head against the muscle between my scrotum and anal. I really felt good. We have no lubricant and condom only have limited lub on it so penetrating me was not easy because it was my first time. It was really painful for my virgin hole to take his thick cock. I asked him to stop from time to time. He too edged my sensitive cock head so that when my muscle contracted he can try penetrate and penetrate. I was able to take his cock after his cock head kept hitting on my g spot. Wow... It was like heaven! I noticed my pre cum was leaking lots and the feeling of an "electric shock"  was getting more and more sensitive everytime his cock hit my g spot. Finally, I can't control anymore and auto cum. He fuck me harder and harder upon seeing me auto ejaculated. Can see his face was full of satisfaction. He was controlling himself from cumming. Stopping, stopping and stopping until he can't control anymore. He finally let out a few moaning and ejaculated. He tiredly lay on me while his cock was still in my hole. After some kissing, he got up and withdrew his cock from my hole. And then we released the condom was broke. I was a bit scare at first but he told not to worry lah, he has no STD or other viruses. But then he jokingly said he is worried I might be pregnant later on... Haha! 

 

We continued meeting up for sex after the chalet. Most of the time at his place. 

 

I m not making up story. This is really my real experience on my first gay sex. 

 

 

 

 

 

That must have been a very nice experience for you.

Link to comment
Share on other sites

Guest
Reply to this topic...

×   Pasted as rich text.   Paste as plain text instead

  Only 75 emoji are allowed.

×   Your link has been automatically embedded.   Display as a link instead

×   Your previous content has been restored.   Clear editor

×   You cannot paste images directly. Upload or insert images from URL.

×
×
  • Create New...