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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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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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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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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
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
JamieLong

JamieLong in BB

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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
JamieLong

JamieLong in BB

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Breeding At The Bath House

I was having a boring day at work so I was cruising Grindr and was hit up by a cute bottom guy. He was tall, about 6’1” with dark hair and fairly muscular but not totally ripped or anything. He asked if I wanted to fuck and I said yes but couldn’t go far from my work and I had to do it on my lunch break. I suggested the bath house because it was fairly close to me and he agreed. I also made sure he was good with fucking raw, and he said he loved it. We met at the bath house and I paid for both o
JamieLong

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Breeding A Teen On His Parent's Bed

I was looking on Grindr one night when a 18 year old hit me up and asked if I wanted to fuck him on his parent's bed. I said of course, so he gave me the address which was only a mile or so away, so I hopped in my car and went over.  He met me at the door wearing pajama bottoms and a hoodie. He was pretty cute, a couple inches shorter than me with curly hair and a few extra pounds, but he carried it well. He invited me inside and I followed him up to the master bedroom. I saw lube and a con
JamieLong

JamieLong in BB

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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
JamieLong

JamieLong in BB

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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
JamieLong

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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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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

JamieLong in Boyfriend

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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
JamieLong

JamieLong in BB

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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.
JamieLong

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BB

Bathhouse Adventures

There was a brief time I went to the bath house fairly regularly. It’s less of a hassle than grindr and you just get people who say they’re not interested instead of flakes.  One night I saw a cute south asian twink who was about 5’4” and maybe 100lbs with what I assumed was his much older boyfriend. We locked eyes as I was passing by on the bathroom and we smiled at each other. I peed, washed my hands, and went to walk around some more. I walked down a hall and saw him again walking toward me
JamieLong

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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
JamieLong

JamieLong in Breeding

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9 Inches Deep

I was leaving a gay bar late one weekday night after dancing for a couple hours and was about to cross the street when I heard my name. I turned and saw Dave, a twink with a 9 inch cock that fucked me in a bath house the previous year. He gave me a hug. "Where you headed?" he asked. "Oh I'm just headed home," I told him. "You?" He gave me a smirk. "I'm thinking about hitting up the other bath house. Wanna come?" "Hell yeah," I told him. We walked over a couple blocks to the bath house. This
JamieLong

JamieLong in BB

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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
JamieLong

JamieLong in BB

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“I Don’t Have A Condom”

In the early 2000s I met several guys on Craigslist m4m message board. I saw one guy mid 20s white, 5’10”, 150 lbs, vers who lived downtown, so I hit him up since I lived downtown as well. We emailed back and forth a few times and he eventually invited me over to his place. I guess I was more adventurous back then because we didn’t even exchange photos. I went over to his apartment in the afternoon and he buzzed me in. I knocked on his door and he opened it. He was a cute blonde, wore glasses (d
JamieLong

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