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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
JamieLong

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BB

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
JamieLong

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Sex in Public pt. 5

Managed another park hookup while I was house-sitting for some friends out in the suburbs last week. I was feeling really horny, but mainly wanted someone to dump a load in my ass. It was getting pretty late and I was getting ready to go to bed when a 26 year old messaged me on Grindr. Turns out he was a guy I had hooked up with before. He always insisted on using a condom with me, but the last time we hooked up, he tried to fuck me bare, but I wasn't cleaned out or feeling it. Tonight I was def
JamieLong

JamieLong

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BB

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
JamieLong

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BB

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
JamieLong

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BB

Poz Guy Breeds Me

Like most of my hookups, I met Drew at one of the bars. We hit it off chatting at the bar and when we decided to call it a night I walked with him to his apartment since it was on the way to mine. When we got to his place he invited me up for a glass of wine. He had a tiny little studio in an old building, and he just had a kitchen and dining table with mattress on the floor. He poured some red wine for us and suggested we sit on the mattress as it would be more comfortable than the chairs he ha
JamieLong

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Favorite Hookup Outfit?

Anyone have a favorite hookup outfit? I like a t-shirt or a hoodie, shorts or sweats, no underwear unless I'm bottoming in which case I wear a jock strap, and slip on shoes. I love being able to strip off in a couple seconds and be ready to fuck. I have a sleeveless hoodie that I love wearing when it's nice out; it shows of my arms nicely. I have a couple kilts as well, but I've only hooked up once when I was wearing one. I really want to get fucked while wearing one.
JamieLong

JamieLong

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BB

Getting Stealthed Again

During the second wave of COVID I was having a bout of insomnia so I hopped on Grindr. Within a couple minutes I got a "Sup?" from an average looking guy that was within a mile. I replied back and he asked what I was doing up and I told him I couldn't sleep and he said same. Looking at his profile I noticed he had safe sex only listed as well as being a vers top. I was a little bummed because I wasn't really cleaned out for bottoming, and, when I do bottom, I want a guy's load in there. He asked
JamieLong

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BB

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
JamieLong

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BB

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
JamieLong

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BB

He Said The Condom Made Him Soft

I think it was just after midnight at the bar. I should've stayed home after getting back from my friends, but once I've had a certain amount of alcohol, I get pretty horny and wanted to get laid. I saw him from across the room, he was pretty average looking but looked like he had a pretty great body. I just remember saying hi to him, and the next thing I know we're making out in the corner of the bar. He's a great kisser and he's got one his hands on my ass. His crotch is thrusting into me. My
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BB

Finally Breeding The Boi

Harvey was a tease. I met him when he was 18. My friend was trying to get with one of Harvey’s friends and we ended up going back to their place. My friend ended up hooking up with the other guy in one of the bedrooms and I sat talking with Harvey on the couch in the living room. He was a slender, blonde twink with soft features and great lips. I found out he was a total bottom. He straddled me on the couch and ground his ass on my crotch. “I bet you wanna fuck me,” he said. “Of course I do,” I
JamieLong

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BB

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
JamieLong

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BB

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
JamieLong

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BB

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
JamieLong

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BB

Breeding in a Doorway

It was late on a Friday night, the bars would only be open for an hour more. The bar I was at was pretty dead and there weren’t any prospects so I decided to walk down the street to another bar.  As I was walking I noticed a guy a few years younger than me walking toward me. We made eyes at each other and we both turned to look back when we passed. We both stopped and walked back to meet up. “You just come from the bar up the street?” He asked me. “Yeah, it’s pretty dead there,” I said. “I was h
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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
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
JamieLong

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First Time Bb Bottoming

I hadn't seen Jack in several months. We used to hang out at clubs, but never did anything beyond making out. Apparently he had moved out of the city, but was back visiting family and friends. We had a couple drinks and caught up. We started talking about the last time we were making out and he asked me if I wanted to do anything. I said of course, so we left the bar and headed for a nearby park. It was after midnight by the time we got there. There were a couple trails that had a reputation for
JamieLong

JamieLong

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Denver Trip

I love business trips. All all-expense paid to go fuck guys in another part of the world. This time I was sent to Denver for ten days. The first night I was there I went out to a couple bars, chatted with a few guys but no one really caught my eye. The clubs eventually closed down and I was looking around the parking lot of the last bar I was at, watching my prospects dwindle rapidly, when I saw a cute little twink sitting in his car. He was probably around twenty-two. I walked up to his car and
JamieLong

JamieLong

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BB

I Got Stealthed

I met Dave at the bars. We hit it off immediately and spent the night talking, until the bar finally shut down. We left and decided to go to a new bathhouse that had just opened down the street. We got checked in and got a shared room. We stripped off, making out briefly, and then went out to explore. We got in the hot tub for a bit and chatted with some guys. Had a nice chat but decided to get out and roam a bit more. The club was nice but plain so we headed back to the room where we made out,
JamieLong

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BB

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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Sex in Public pt. 2

Turns out I've had sex in public quite a bit. I'll share a couple more here. At my old place out in the suburbs, there was a paved trail that went back behind the houses and along a greenway that ran along the freeway. There was some light coming through from the freeway, but at night, it was quite dark. One night a cute 18 year old twink messaged me from less than 1000 ft away. He was visiting his sister and was looking for some fun in the new city. After chatting a bit, he wanted to meet
JamieLong

JamieLong

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Sex in Public pt. 3

I met another guy on Grindr while I was out in downtown Portland one night. I don't know what it is, but I went through this period in my late thirties where guys aged 18-22 were thirsty for me. This guy was 20, so he couldn't meet me at a bar, so I went down to Riverplace, on the Willamette river, where his apartment was. I was dressed for going out, and he was in a hoodie and sweats. He was shorter than me, but built like a jock. I had a condom and lube with me, but I usually don't tell people
JamieLong

JamieLong

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Sex in Public pt. 4

There's park that was by my house in the suburbs that I had jogged by a couple times, but never really went into, and I ended up meeting a 19 year old bottom there one night. We had been chatting on Grindr for a while (he lived less than a mile away) but he was flaky as fuck and never really wanted to meet up. One night as I hit him up he said let's meet up, and told me about the trails that this little park has. I agreed to meet him and put on sweats, no underwear of course, a hoodie, and runni
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