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Flip Fucking Flight Attendant.

I was visiting Waikiki for a week and was sitting at one of the local gay bars one week night when I got talking to a really cute flight attendant and his friend. He was about 5'7" with a bubble butt and a cherubic face with awesome dick-sucking lips. He was wearing a tank top and short shorts so you could just see the straps of a jockstrap hugging his ass. We hit it off and had a few drinks while chatting and eventually I invited him back to my hotel room. His friend handed him a condom and tol
JamieLong

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Can’t Stop Taking Loads

I met Hunter at a gay night a bar was having in the north part of town. It was the first time I went to the gay night, and it didn’t take long before he came up to me and started chatting. We hit it off and had a couple of drinks. The bar started emptying out, so I invited him back to my place for more drinks. He followed me home in his car and we went into my bedroom and had a couple more beers while chatting. One thing led to another and our clothes quickly came off. I was pleasantly surp
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Topping and Bottoming in Washington Park

Washington Park in PDX had definitely been on my list for fucking outdoors. I had already been fucked bareback a few years prior on one of the trails there, but the guy didn’t cum inside me.  I met this guy Bobby one night at the all ages club when I was sobering up to drive back home. I was just dancing not really checking anyone out when he came up to me and started grinding his ass against my crotch. He was 6’2” at least and built like a swimmer with broad shoulders, wide lats, and a nar
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Bred at the Bottom of the Stairs

I met Jayden out at the bars as with most of my hookups. He was a blond twink about 6’1” with a bubble butt and great dick sucking lips. Excellent kisser as well. I took him home one night from the bars and he ended up fucking me doggy style with his 6 inch cock. I was in my trying to use a condom phase so I had him wrap it up. He didn’t seem to mind. After I jerked myself off while he was fucking me, I took the condom off him and sucked him off. He shot a nice load in my mouth that I let dribbl
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Fucking Undetected

I met Matt on Craigslist, back when they still had the personals section. He advertised as a vers bottom, and when I saw pics of his body and cock I knew I had to meet up with him. He had a massive 8.5" cock. I told him I usually topped at that point, so he was looking forward to hook up as well. He told me he was poz, but undetectable, but I could fuck him bareback if I wanted. I told him I prefer to use a condom (in those days) and he was cool with that and he had some available. He was also i
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Taking My First Anonymous Bathhouse Load

I went to Steam Portland one night looking to get fucked. I had gone a couple time before looking to bottom, but either struck out or ending up topping. I had cleaned out and lubed up with a dildo at my place before heading out. When I got to Steam it was moderately busy. I went to the steam room for a bit just to hang out, but no one caught my eye. After a bit I got up and made a circuit. I saw someone was at one of the glory holes, so I went up and opened my towel up and put my cock through. A
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Blind Date

"We still on for happy hour?" A text message from a number I didn't know. Sort of made sense because I was just waking up late one Sunday morning, not having much recollection of my night out the night before. I was curious, so instead of a normal reply like "who's this?" I agreed to meet and gave a location of a favorite bar and a time, making sure I arrived a half hour early so the person would see me and join me. I'm clever like that! 30 minutes passed and a cute, tall, slender guy
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Bred Inside the Door

For most of my sexual life I mostly topped, but started to branch out more into bottoming. One day I was looking on Grindr and saw a guy I had attempted to hook up with a couple of times. He was really cute, but mostly ignored me when I had tried to message him before. I sent him a message that afternoon, and he actually responded. He said he was looking for a quickie, and asked if I was down to bottom (I had vers in my profile.) I said yes, and he gave me directions to his place. He was ab
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21-Year-Old Twink Ditches Condoms

I met Adam online and we ended up going out on a date. He was 20 and I was 22 at the time. It went really well and we went back to my place and got naked. He had a beautiful uncut 7 inch cock that I loved to suck. We sixty-nined for a bit and then he rolled a condom onto my cock and rode it until we both came. We met up a half dozen more times, a couple times we sucked each other off, and the other times, I would fuck him, but always with a condom. I didn't see him for while after that. Aft
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He Didn't Know He Was Inside Me

Most guys will fuck bareback. Even if they say they don't, they usually will. I hooked up with a guy I had met out at the bars a few times and ended up going over to his place. We kissed for a while on his bed and things started to get hot and heavy. I stripped him and revealed a nice 6 inch cock with a slight upward curve to it. I sucked him off for a bit until he started kissing me again, then took off all my clothes and started going down on me. After sucking me for a bit he started lick
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Teen Cums Hands-free

There used to be an all-ages club in Portland, and from time to time I'd go there after the bars closed to sober up and dance (they had the best music). One Saturday night I ended up there and was dancing for about 30 minutes when this teen started dancing with me. He was really cute and well-built, not too muscular but he was quite fit. We talked for a while and he asked me where I lived. I told him I only lived about a half a mile away and he asked me if I wanted to get out of there. I agreed
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Striking Out At Steam

I had gone to Steam just before midnight on a Friday night. It wasn't that busy and I spent the next 90 minutes cruising around, no one interested or catching my eye so I decided to call it a night. So it wasn't a total bust I checked Grindr when I got to my car and found a message from a headless torso that just said "bb?" I responded "pic?" and he sent a grainy photo I assumed was a few years old. He was really cute so I figured why not, his stats looked good, and I wanted to fuck. He gav
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Beer With A Buddy

I had only fucked one guy bareback and was looking for another guy that would let me breed him. It was fine with my boyfriend, but I wanted to try it with other guys. I had briefly been inside one other guy before my boyfriend, but I quickly made him put on a condom (now I regret that). I loved emptying my balls deep in my boyfriend and wanted to feel what it was like with someone else. I had been talking to a guy online for a few months. He was from Seattle and I had met him in some chat room.
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Fucking a Stripper

In Oregon, strippers can be as young as 18 to work in bars. I was watching a cute one one night, he was short, maybe 5’2” maybe 105lbs. He kept making eye contact with me and I tipped him a couple times. At the end of the night as the bar was closing I left and saw him standing out on the street in a t-shirt, short shorts and sandals. “Good show” I told him. “You liked it?” He asked. “Made me wanna take you home,” I replied. “So take me home daddy,” he said coyly. We walked back to my
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Public Park Fuck

I messaged a cute 19 year old with a great bubble butt on Grindr one night, and after chatting for about an hour or so, we agreed to meet up. We didn’t specifically mention having sex, but I was pretty sure it was going to happen. We lived kinda far from each other so we arranged to meet up halfway at a park near where he used to go to high school. I got there and I saw him on a path by the baseball diamond, he was even cuter than his pictures. It was a warm night and we were both wearing just s
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Tricked by a Twink

I had met a cute 18 year old twink at an all ages club and after exchanging a few calls, we finally agreed to meet up at my apartment. I was expecting more of a date, but he had other ideas, which was fine by me, because I really wanted to fuck this little twink. I was mostly topping at the time, and although I had fucked bareback before, I was using condoms pretty regularly. We went out to get food and afterwards came back to my place. He looked around a little bit and started putting the moves
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Condom to Bareback

I’ve known my friend Chris for quite a few years. We see each other out at the bars a lot, and we hook up occasionally. He’s usually pretty religious about wearing a condom. One night I saw him on Grindr and hit him up asking if he wanted to meet up. He was hungry so he picked me up and we went to a food cart so he could eat. Afterwards we drove up to a park overlooking the city and parked just outside the locked gate. We made out for a little bit and he sucked me for a while. We got out and wen
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Giving my first anonymous BB load at a Bathhouse

I had been to several bathhouses before, Club Portland, Steam Portland, but always with someone I knew or was hooking up with that night. I had even fucked bareback at bathhouses, and been fucked bareback, but always with people I went there with. We would either get a room so we could be private or go off into a corner and fuck, and if someone wanted to join I would just wave them off. The first time I went alone I was prepared to use a condom. Steam Portland has them everywhere. I got a r
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Fuck Buddy FINALLY Breeds Me!

I've known my fuck buddy James for years. We met at a party I had at my downtown apartment. We hit it off, and he ended up being the last one at the party. We were talking in the kitchen as it was the farthest room from the bedroom where my boyfriend had gone to sleep. James and I were both leaning against the counter when we reached the inevitable lull in the conversation. At the same time we both leaned in and started kissing. He's a short Hispanic dude, wiry but muscular frame, and you'd thin
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DPed By Married Couple

I had met Evan and Eric through my ex-boyfriend when we were still together and always thought they were really cute. About a year after my breakup I ran into them one snowy day at one of the local gay bars. Snow days are kinda rare, and the city was pretty much shut down. We made it to last call and started walking back home. I made a joke about them stopping at mine to warm up since it was on the way, and to my surprise they agreed. While we were at my place chatting someone brought up sharing
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Bred By a Latino Before Work

I work up earlier than usual one morning before work. I was feeling horny so I got on Grindr and spent a while looking for someone to fuck me. I ended up finding a muscular Latino guy with what looked like a big cock about 30 minutes before I had to leave for work., I finished cleaning out and showering and went to his place which was conveniently on the way to my work. He met me at the door wearing sweatpants and a t-shirt. His English wasn't too great, but he led me through to his room. By thi
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Breeding

Finally Breeding the Ex

MY first dating experience was when I was 19 and I dated this guy Ken for about 3 months before he dumped me for another guy. I don't really count him as a boyfriend since we were only dating a few months, but I still call him my ex. Or first date started in the middle of the night. He picked me up and we drove around, parked for a bit and made out for a while. Then we went back to his place and fooled around. We only kissed and sucked each other, but he was the first guy to actually let me shoo
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Breeding

An Unexpected Breeding

In my early twenties I was quite the slut. I usually topped, and didn't mind if guys wanted to use condoms. I still don't even though I prefer bareback. I met this guy Tony at a bar one night and ended up going back to his place. We made out on his bed for a while, and before we even got our clothes off I could tell he was going to try to fuck me. At that point I wasn't bottoming much, mainly because there were just so many bottoms in town, and also my first experience bottoming wasn't that grea
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Boyfriend

Boyfriend and I Fucked by Hung Muscle Stud

The first time my cock was ever in a guys ass bareback was only for a few seconds when I was 20. I had gone home with an 18-year-old twink and after we were naked I was lying on this couch and he straddled my cock and lowered himself on to my bare cock. (No lube, it was pretty impressive.) I was, of course, paranoid about STDs so I asked him for a condom. Still ended up being a great fuck but I do regret asking for that condom. The next time was about a year later with the guy who would become m
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Taking First Load

Taking My First BB Load

I had already taken a cock bareback, but the guy pulled out before he came. I had been fucked a couple times before that by guys wearing condoms, and it was fine, but it didn't really do much for me. I got off, but it wasn't anything to write home about. The first time a guy actually came in me was the first time I really got the appeal of bottoming. I was 21 at the time and we met on an AOL chat room (late 90s, lol) and I agreed to meet him at his place. He was a fit twink just a little ta

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