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Do you remember the first guy that fucked you?


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Yep, great friend of mine in high school. Fucked and bred me and I did the same to him. Wasn't a great first time, neither of us had a clue what we were really doing, but it led to doing it again and finding out we both loved sex with guys. We had sex all the time throughout high school. He was probably the closest thing to a boyfriend I had. Whenever he came home from college, we'd always hookup. Have lost touch with him, but I know he got pozzed at some point and didn't handle it very well, although he was doing good the last time I saw him.

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Guest NudeNative

- Oh yeah, I remember the first top who fucked me. It's absolutely memorable because I lost my hetero- virginity three days before I was naked on a bed, my face on a pillow and ass up, before I felt the painful, and sharp stinging pain of my virgin butthole trying to be opened and penetrated by a rock hard cock.  :-) When I had anal virginity taken, it was on my reservation and he was one of my buddy's oldest brother, and it was in his room. I was looking for my buddy during an unexpected early dismissal, and I think I surprised big brother knocking on their door unannounced and it took him a few minutes to answer the door. 

- I took off my jacket and made myself comfortable and sat down on a reclining chair, while the big brother stepped out to put more wood in the fire place in the living room. He was watching Rambo III, I remember and I leaned back on the chair and accidentally knocked over a little stack of half assed hidden VHS Porn tapes and Penthouse and Hustler magazines. We began watching an Islander Girls VHS tape and ended up becoming so aroused we undressed completely naked to hang out and play with ourselves. My heart was beating so fast in being horny and the sight of an erect and larger uncircumcised cock, a much thicker and larger pubic hair bush and larger balls hanging low. I looked down at my smaller and skinnier, circumcised cock and it was standing straight up with a smaller bush. He asked if I wanted to suck it, and nervously while aroused, I walked across his room naked and watched him slowly pull back his foreskin. I squatted in front of him and opened my mouth and wrapped my lips around his cock head. The sight of Hawaiian girls being fucked doggy style in anal sex, he asked if I wanted to try and if he could put his cock inside me to fuck. I was naked and I was face down and ass up on the big brother's bed and watched the Islander Girls porn. It was more arousing with my ass up in the air, and feeling the air between my ass cheeks, taint and my balls, when I was lubed up by him and was a little shocked in how rock hard a cock could get, and felt his hot and unprotected, slippery cock head, line up on my small butthole, and he pushed forward while he held my hips tightly. I whimpered and squealed after a few painful attempts of his cock pushing forward, and little hairy asshole was beginning to get a little raw and it stung. 

- We repositioned ourselves so my small ass could be at a better angle, which was on my knees and ass up on the edge of his bed. I felt his re-lubed head line up on my stinging butthole and he pushed his cock forward hard. I remember when I yelled out in shock and pain,  the moment when I felt a hard cock open up my butthole, and I was penetrated for the first time. My sphincter felt that sharp stinging pain of being stretched while it was very tight. I was moaning loud, and inhaling and exhaling loudly too! I felt for the first time a cock was slowly going in and out of my butthole. My top, and buddy's big brother, popped my anal virginity, and I was fucked doggy style when the first guy fucked me and he bred me too. ;-) 

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Guest JackEdJIZZ

Like it was fucking yesterday....and it was over 50 years ago.    i was "seduced" by a 30ish guy who was a customer on my paper route.   He shared his porn (all printed) with me.   Eventually he show me his cock and I sucked it with out further encouragement or hesitation....I just hit my needs and did what I thought he wanted.    Over the next few days, he helped me learn some skills as a cock sucking cum dump.

That saturday, almost without words. he he pumped what would be the first of a life time of raw loads into my virgin fag ass.    I have never looked back.   He fucked me off and on for a few more years.   But once I was able to drive and had a car, it was all about getting more cock..........and I kind of let him slip away.    Odd to think that if he is still alive, he is in his mid-eighties now.    I hope it was as memorable for him as it was for a young faggot just starting to figure out that he like getting pumped full of cum.

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I do remember my older brother busting my cherry at a young age.  I loved it....oddly enough I have a weird ability to remember all of the guys I’ve hooked up with.  Although I could probably remember more “useful” things it does come in handy as I am able to remember the flakes and odd guys right off the bat and stop anymore frustration.

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In 1999, I was producing my first show. It wasn't a performance - I hadn't the number of people to give a performance - but it was a studio recording, and I booked a local studio to make this recording. I met this tall black dude in his early 40s. Great smile and positive personality, and I was just 18. We became friends, and for a couple years, we had a good business relationship. 

I recorded another album in the summer of 2001 with him, and shortly before we made the album, he confessed that he was attracted to me. He's married and got kids, and wants to get in my pants. I was just discovering my sexuality, and eager for a partner, I let him jerk me off. It wasn't until 2002 that he pushed it a little further. I let him suck my dick and I returned the favour. During my jack off sessions at college in 2003, I would fantasize about letting at my hole the next time. And I made that a reality the following autumn. 

I drove over to his place after school, and we went into his basement where the studio was. He pulled my pants down, and started fingering my hole. Totally dry. Then he started kissing me and fondling me. I went with it, and before long, he had me bent over a bar stool with a BBC in my ass. This dude was kinda big, I'd say 8 inches tops, and THICK. He was happily pounding away and being very vocal and I was seeing stars. I had never bottomed in my life and it was the best thing ever. Just before he reached the climax, there was a knock from upstairs. His student - he taught guitar lessons  - had arrived nearly 20 minutes early for his lesson. We had to stop at once, throw on some clothes, and get me out of the house. As he let his student in through the front door, I was sneaking out the garage door and running back to my car. 

This guy and I continued to fuck and suck until the summer of 2005 when he started having issues with getting an erection. 😟

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Guest tristian
On 1/31/2020 at 10:26 PM, jizzmboy said:

My dad... then his buddy.  After the flood gates opened... any man who would have me.   I let anyone and everyone have my ass.

whens my turn?

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I will never forget the first time because it was the most intense, exciting experience of my life. It was my dad and I was 9. We had been playing for a few months ever since my mom left and I was so ready to take him inside me. I think I came so hard when he unloaded in my butt that I nearly passed out. lol

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My first raw fuck was with a boyfriend of about 2 months.  I remember him fucking me raw and during that he got a look on his face that said "I'm cumming."  He pulled out and I don't really remember what happened but I had no idea that he came in me.  He was friends with my best friend.  He told my friend that he fucked me and came in my ass but he didn't tell me.  I was young and dumb and had no idea that it happened.  But after my friend told me I thought back and realized that moment he made that face, he was cumming but hiding the fact.  If he had said it, it would have been a lot hotter.

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  • 4 months later...

The first time was 2 males in the woods having sex - 1 of them I knew of ( Black Big Male had a business in town ) and had a white b.f. that was very fem / painted nails  -  I was waved over - closer noticed the blk male having his dick sucking off  - both look Happy . I was chatting , after he shot a big load of cum in the mouth , and was being taught licking and sucking his cock ! Just like licking a ice cream cone - being encouraged with words from both -  licking - sucking - stroking - swallow the cum load . During the session being taught - sayings like ," Don't worry - we will not hurt you - relaxing - enjoy it and so many words ! "  While in the middle of the session , the fem white boy , taking his hand rubbing , squeezing my crotch - undoing my pants - stroking - licking - sucking my dick - it was glorious feelings ! I found these actions very exciting - in fact I was invited over to their house - job cutting their lawn - sessions being taught and developed as a fem young male - developing a pussy with toys - very Hot times - he / fem developing to be able t take my Master cock in my pussy !  Thinking about it - they were training me for long term friend - for Master and his friends - a lil bit smoking - makeup - fem / slut Pleasing others - Master was my first dick fucking me - about killed me so freaking huge - poppers , wine , weed / smoke - several times a weeks - finally stretched enough to handle it !   

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My first time getting fucked wasn't until I was 18 going on 19 years old.  I was a gringo spending a few months backpacking around Costa Rica.  I met a cute local twink who invited me to crash at his place one night.  His boyfriend was out of town for the evening and he wanted to fuck around.  We didn't sleep much that night.  He fucked me 3 times throughout the night into the morning and I loved every goddamn minute of it.  Unfortunately, he used a condom but it was still a great cherry popping memory; glad it was my first

Edited by iamwhatiam84
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