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Do you remember the first guy that fucked you?


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18 minutes ago, gangbangsuperstar said:

my older brother was the first guy to fuck me. I had already been sucking his cock for over 2 years by then and had probably swallowed over 1000 of his loads, as well as hundreds of his one buddies and hundreds of my older cousins loads and a few dozen loads from 3 of his buddies, as well as several boys from school, sports and the neighbourhood. I mention that just to show what a cockhungry, cumthirsty schoolboy I was. I actually had a bit of a reputation as a cocksucker already and there were even rumours that I gave blowjobs for 5 bucks (I was giving them away for free until then) so I was ready to get fucked and had even been taking a plunger handle up my ass for months. My brother loved it and I instantly knew I was going to be a fuckslut when I got to high school. From then on he fucked me as often as I sucked his cock.

and then you became the family cumdumpster before becoming the entire city’s cumsewer piggy

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4 hours ago, gangbangsuperstar said:

my older brother was the first guy to fuck me. I had already been sucking his cock for over 2 years by then and had probably swallowed over 1000 of his loads, as well as hundreds of his one buddies and hundreds of my older cousins loads and a few dozen loads from 3 of his buddies, as well as several boys from school, sports and the neighbourhood. I mention that just to show what a cockhungry, cumthirsty schoolboy I was. I actually had a bit of a reputation as a cocksucker already and there were even rumours that I gave blowjobs for 5 bucks (I was giving them away for free until then) so I was ready to get fucked and had even been taking a plunger handle up my ass for months. My brother loved it and I instantly knew I was going to be a fuckslut when I got to high school. From then on he fucked me as often as I sucked his cock.

🤣🤣🤣🤣🤣🤣🤣🤣🤣🤣

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Technically, I think my younger brother was the first person to actually penetrate me (he is only 18 months younger). I never really counted that, and it was only a few times during high school.

When I was 19 I was working at a "Hastings" which was books, movies / rentals, and music. I had a guy check-out through my line, he rented a movie...I did not realize it but the receipt printed with my name on it. He called the store back later that night and asked for me.

After some conversation he came back to the store and through my line again. I had never been pursued like this before, so I was eager to see where this was going. He was a decent looking slightly older college guy. He invited me over to his apartment after work. I went to hang-out with him before going home after work. We did this a few times during that summer. The end of my shift always aligned with when his girlfriend was calling him from Orlando...apparently she was at Disney on a summer internship and he was fucking around with me.

My sex-capades have always seemed like real "duds" LOL. This is why I continue to live vicariously through @DannyBoyCMH

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7 minutes ago, FunCheerSlut said:

Technically, I think my younger brother was the first person to actually penetrate me (he is only 18 months younger). I never really counted that, and it was only a few times during high school.

When I was 19 I was working at a "Hastings" which was books, movies / rentals, and music. I had a guy check-out through my line, he rented a movie...I did not realize it but the receipt printed with my name on it. He called the store back later that night and asked for me.

After some conversation he came back to the store and through my line again. I had never been pursued like this before, so I was eager to see where this was going. He was a decent looking slightly older college guy. He invited me over to his apartment after work. I went to hang-out with him before going home after work. We did this a few times during that summer. The end of my shift always aligned with when his girlfriend was calling him from Orlando...apparently she was at Disney on a summer internship and he was fucking around with me.

My sex-capades have always seemed like real "duds" LOL. This is why I continue to live vicariously through @DannyBoyCMH

"Think" your younger brother was the first? Incestuous sex would be pretty hard to forget 🤪

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I do.  It was my first boyfriend at the time.  He knew I wanted to get fucked and we were out at a drug store picking up some items and he bought some lube.  I was embarrassed and excited at the same time.  He was much smaller than me in height and dick size.  Don't remember much about the actual act but it hurt a little but not much.  It must have been good cause it wasn't the last time we did it.  It was pretty soon after that when we were going to fuck and didn't have condoms so he said "I'll just put it in". Infamous words.  Once he had it in, he came almost immediately after a few thrusts.  I still remember the look of surprise on his face when he cum.  We only dated for a couple of months but we continued to fuck afterwards.  It was truly friends with benefits until he moved away.  

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yes, I replied to this M4M personal add in a local newspaper, called the Metro, it was advertising a massage for Bi-curious men. The guy was friendly, and not bad looking, with regards to being in shape, I kind of felt, he enjoyed bringing str8 guys into the gay lifestyle. At the time we first met, I was too tight, and a little too inexperienced.  He suggested I go to a sex shop, get some good lube and a graduated butt plug set, which I did; he also gave me a small bottle of poppers, and said that would make it easier. 

the 2nd time we met, he ended up fucking me successfully, and I even ejaculated while being fucked; it was a very intense sexual experience. 

 

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I was 18 & had been at university for a couple of months, about 100 miles away from home.  One weekend I went to the local town centre to do some food shopping, but realised I needed to go for a piss, so went to the local toilets.  The urinals were full so popped into one of the cubicles, & sat down on the toilet.  I had been in there a couple of times & knew there were lots of filthy messages on the walls, so started reading them, trying to work out who the girls were (I considered myself straight up to that point) & also read some of the gay messages too.

As I was reading & stroking, I noticed an eye watching me through the hole in the door.  I was shocked, but knew the door was locked so just kept stroking.  After a couple of minutes I decided to leave & finish cumming later at home.  As I left the toilets, a guy (40ish) started making small talk with me so I responded.  After exchanging pleasantries, he asked if I'd fancy getting a coffee with him, I said OK & he said he lived in the next road.  We went to his flat, he made a drink & said to sit on the bed as it was bigger than his sofa.  He put on his TV & started a video which showed a girl & 2 guys playing.  It was getting me horny watching this girl suck both cocks, when the guys started making out & then one guy dropped to his knees to suck the other cock along with the girl.  I had never seen bi porn before, but found myself getting hard watching it.

My friend was watching me then pulled out his cock, saying he always gets turned on watching it, so I decided to do the same.  We watched for a while, each stroking ourselves when he decided to switch videos.  He replaced it with one which was a gay orgy scene, & he began to stroke himself again.  I started watching, having never seen anything like it before when I felt his hand around my cock, stroking me.  I had never had another guy play with me but it felt good.  He suggested we get naked to keep our clothes clean, so we stripped off.  His hand went back to my cock and then he slipped his mouth over my cock & began sucking it.  It felt amazing.

That afternoon, I lost my gay virginity. We kissed, explored each others bodies, I think he fucked me raw & I returned the favour.  I had never felt anything like it, & after a couple of hours together I left.  I visited him again a couple more times them lost contact with him.  I then began frequenting many public toilets, always finding anonymous guys to fuck me, & there were lots ready to use me!

About 3 months after losing contact, I was in another part of the town cruising for sex when I ran into the original guy again.  He explained he had moved & invited me to his new place which was larger.  We headed back there & he fucked me hard for a few hours with porn on in the background, just like the first time.  After that, I was a regular visitor to his flat, sometimes he was alone & sometimes he had someone else there & we all played together.  I've not seen him (or been back to the town) in about 27 years, but I always remember the guy who put me on the path I am on now.  

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Mine was an older daddy I met online. He was really cool and took his time with me.  He got me naked. Had me suck him, and then we 69’d. After that he had me ride him so I could control everything. Then he did me doggy. He had me fuck him for a little bit and then he finished off by fucking me spoon style until he came. That was the first time. The second time was similar, but he made me take an enema first. Then he gave me a golden shower in the bathroom. We fucked a lot like the first time after that. he was a condom only guy. 
 

my first time bareback was with a guy I had played around with a bunch of times. Mostly oral and jo in the car. We did have sex a couple of times with a condom. This time he came over my place and I greeted him totally naked. We had a deal that I had to be naked when we met anytime we hooked up. Even in the car. Had to walk naked from my car to his house once too. Anyway, he came in and I started sucking his cock right away. Then he sucked my cock for a little bit before eating my ass. He knew that doing that gets me super turned on. Then he kneeled between my legs and said he wanted to tease my hole with his cock. I said ok. He started rubbing his cock head around my hole making me moan.  Then with no warning he rammed his bare cock balls deep inside me. My eyes went wide and then I moaned and asked him to fuck me. We fucked raw for the rest of the night. My only regret is that he came on my face instead of breeding me. 
 

 

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  • 1 month later...

Remember mine vividly. Id been meeting a local guy to me on and off for a couple years but only for oral and stuff from when i was 16-18. Then met a guy on Gaydar, older, probably 50s who lived about 8 miles away - offered to pick me and take me back to his. I remember he wore a lot of jewellery, sovereign gold rings on almost every finger, gold bracelets and chains. As we walked up to his flat a workman from Sky Tv was there and i remember being mortified hed know i was there for sex with this guy! Anyway in the bedroom we had some naked fun and i was sat on the edge of the bad and knelt behind me and started massaging my shoulders and asked me bend over and he started to rim me then i felt him lubing my hole. Id told him i wanted to fuck so wasnt unexpected then he has his hands on my hips and was entering me. I remember thinking it was so bad - he had a long but quite thin dick. Ive no idea if he was barebacking me, i was a naive 18 year and didnt even think to ask or check. What was leaking afterwards could have been lube or spunk! Then we showered and he took me home. Think about him often 

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I still talk to the first guy that fucked me. We had chatted from when I was 17 to 19 and he fucked me when I was 19. The first time was not good, I wasn't as well cleaned up as I should have been, nerves, first time tightness. But it was still so hot that we agreed to try again. second time was much better. I think we fucked 1 more time a few years later and it was awkward but good.

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The first guy to fuck me was my Step Brother who's about year younger then I am... I was 15 and I think he had just turned 15... Parents moved to a new house, we visited every other weekend, our bedrooms were in the basement... Prior to the move, he and I would sometimes get naked and show off our dicks, etc... Going so far as to experimenting with oral... That evening my Step Brother was smoking weed and I asked to join... We started smoking and being 15 we both started talking about stuff that got us horny... I felt "obligated" to repay him for letting me smoke with him, so as I saw that he was getting hard, I offered to suck him and started doing so... After a while he asked if he could fuck me... I said yes... He used some hand lotion as lube and greased up his cock... I was extremely tight so it took a couple tries... After he finally got in, and started pumping I was hooked on the feeling... I was the first person he fucked, ever... And he came up my ass probably 10 times that night... (AAh to be 15 again) We kept playing off and on for another 6 years until I got married and he got some older woman pregnant...

 

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