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JamieLong

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Blog Entries posted by JamieLong

  1. JamieLong
    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 this time I only had about 15 minutes before I had to get to work so we didn't waste any time starting to kiss.
    He grabbed my ass and started squeezing as I felt his cock through his sweat pants. It was at least as big as it looked in the photos, had to be over 8 inches with a narrow head tapering to a wide base. He unbuttoned my trousers and slipped his had into my underwear and started rubbing my hole with his finger. I reached into his sweat pants and began slowly jerking his cock. I was short on time so I undressed completely and so did he. He turned me around and bent me over his bed.
    He spread my cheeks apart and started rimming me. I was in heaven, but on a time crunch, so I told him to fuck me. I heard him rustle around and then felt the lubed up head of his cock at my hole. We hadn't talked about condoms, but he obviously wasn't wearing one, which was alright by me. I felt the head push past my sphincter and he sank in about halfway before pulling out just to the head of his cock. He did this a couple more times, going deeper into my hole until he was finally balls deep in me. His bare cock felt amazing in my hole.
    He fucked me from behind for about 5 minutes and then flipped me over onto my back and pushed me further up the bed. He spread my legs apart and thrust his uncovered cock back into my hole. He drove in and out of my hole as I wrapped my legs around his muscular body. I jerked my cock furiously and only after a couple minutes of him fucking me on my back I shot my load all over my stomach and chest. He kept thrusting his bare cock in and out of my hole while I just relaxed and enjoyed it. Finally, he thrust his cock as far as he could in my ass and I knew he was cumming inside me. He paused for a moment with his cock buried to the hilt in my hole before he pulled out and cleaned his cock off with a towel. He tossed it to me and I wiped my cum off myself and wiped the lube from my ass and got dressed and went to work.
    His load stayed in my ass all day.
  2. JamieLong

    Finally Breeding the Ex

    By JamieLong,


    Breeding
    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 shoot my load in his mouth and then he swallowed it.
    We didn't really share much except a good sex life, but when we fucked, it was with condoms. I almost always fucked him. He was the one to take my ass cherry. I really wanted to get fucked, and he was willing, so one day we were at his place and he broke my cherry with his condom covered cock. It got cut kinda short because he noticed I was bleeding. I was kinda freaked out and it put me off bottoming for a while, but eventually I got to the point where I was totally versatile several years later.
    I ran into him about 10 year later at Pride and we talked a bit and caught up. He was being really flirty and said something about hooking up. I told him I was down so we ended up going back to my place which was only a short walk away. At my place we wasted no time kissing and getting naked. It felt amazing to have my cock in his mouth again. He sucked me for quite a while, then asked if I wanted to fuck him. I said yes and asked if he wanted me to use a condom, and he said it was okay if I wanted to fuck him bareback. I lubed up my cock and started pushing it into his hole. It was like fucking him for the first time.
    I slowly slid my bare cock in and out of his hole, building up speed. I put his legs up on my shoulders and started driving my cock deep in his ass. He moaned in pleasure, not even jerking himself off. I only lasted a couple minutes before I sank my bare cock deep in his ass and finally shot my load inside him. He kinda giggled and said wow, that was awesome. He hadn't cum yet, so I asked him if he wanted to shoot a load in me as well. He said yes, so I lubed his cock up and then straddled him and sat down on his 5 and half inch cock bareback. I rode him up and down for a minute before letting him take over, thrusting his bare cock into me. He only lasted about a minute before he said he was gonna shoot. He thrust a few more times as his load filled my ass.
    As I kissed him I pulled off his cock, and I felt his load dribble out of my ass onto his stomach. There was no blood this time, only semen.
  3. JamieLong

    An Unexpected Breeding

    By JamieLong,


    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 great so I was a little gun shy. One thing that helps is a guys attitude. He's gotta be assertive when he's fucking me, not aggressive, just assertive. That really turns me on, and it's exactly how Tony was acting.
    We got our clothes off and started 69ing. He had a great body and 6 inch cock similar to mine. We sucked each other off for at least 10 minutes. He wasn't just sucking my cock, he was licking all around my ball sack and taint which I love, and I returned the favor. He finally flipped back around and spread my legs as he started kissing me again. I could feel his cock just under my testicles poking my taint and occasionally my hole. I was kind of clenching because I wasn't expecting to be fucked that night. He sat up and reached into his night stand for a condom and lube. Mind you, at no point did he ask to fuck me, he just expected it and I was just so turned on by that.
    He got the condom on and lubed up himself and my hole. He put my legs up in his shoulders and put the head of his cock at my hole. I was kinda clenching, and just couldn't relax at first, but he kept pushing and eventually sank his whole condom covered cock into my ass. Once he bottomed out I started loosening up and started to enjoy him slowly thrusting in and out. He went slow at first like he could sense my initial unease. I just stared at his awesome body as he pumped his cock in and out of my hole. After a few minutes he pulled out and flipped me over onto my hands and knees, and entered my doggie style. I absolutely love that position, it makes me feel submissive. He started fucking me faster in this position, and after a few minutes ended up driving my whole body flat against the bed, his body covering mine while he drove his cock in my hole. Suddenly he stopped and pulled out.
    "The condom broke," he said. He got off me to pull the broken condom off and throw it away. I rolled over onto my back thinking we'd just have to jerk off. He came back, got the lube and lubed up his bare dick and mine, and I started jerking. He climbed up between my legs and spread them apart while working the lube on his cock. He put his left hand on the back of my head and started kissing me, and with this right, I felt him line up his bare cock with my hole. Again, without asking, he just sank his cock into my ass, only this time, it was bareback. I was kinda in shock, but also so horny I just let him start thrusting his cock in my hole again. We kept kissing as he was fucking me, and I was furiously jerking my cock because I was so horny.
    After about 5 minutes of getting bare fucked by this guy I met a few hours before, he told me he was getting close. He started kind of slowing down and doing shallower thrusts, and it seemed like he was about to pull out to cum.I don't know what came over me, but I wrapped my legs around his body and squeezed him into me. I started spewing my load across my stomach.
    "Oh fuck I'm coming," he said, and thrust his bare cock balls deep in my ass as he unloaded in me. He collapsed on top of me and we kissed some more as his cock softened and slipped out of my hole. After a minute I could feel part of his load seep out of my hole and down my crack. I fucking loved that feeling.
     
  4. JamieLong
    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 my boyfriend. The first time we had anal sex we had been jerking off with lube and then he just sat down on my cock and started to ride me. I ended up shooting my first bareback load in him that night.
    A couple years later, we had never used condoms when I was fucking him. We had great sex with simultaneous orgasms and I always shot my load in him. He mostly bottomed. We occasionally had 3-ways but they were always with condoms. My boyfriend had a great slender, yet muscular body, and guys were always after him. One night we got chatting with this muscle stud and ended up going back to his hotel with him. We all got hot and heavy and started making out and stripping and we found out this stud had a massive 9 inch cock. The stud asked us which of us usually fucked the other and when we told him he wanted to see me fuck my bf. My bf wasn't really feeling it from me because I could tell he wanted this stud to fuck his brains out and let the guy know. My bf asked if the stud had condoms but he didn't, so my bf asked for his hotel keycard so he could go pick up some condoms so this hot muscle stud could fuck him. The stud looked around but for whatever reason couldn't find the keycard in the pile of all our clothes on the floor of the hotel room. Having failed at that, we all started jerking and sucking and making out.
    At one point, i was laying on my back and my bf was laying face down with hot muscle stud laying on top of him. I was making out with him as he was jerking me off and grinding his cock against my boyfriend's ass crack. At one point both the muscle stud and my bf became kinda still. I had a hunch and reached between the muscle studs legs to feel his cock.
    All 9 inches were buried bareback balls deep in my boyfriend's ass. I almost had a spontaneous orgasm.
    Normally my bf insisted on condoms with other guys, but this muscle stud was fucking hot. I knew what was happening but I whispered to my bf "is he in you?" My bf said "fuck it" and flipped the muscle stud over on his back and sat down on his cock again. He rode him for a couple minutes while jerking off and eventually shot his load on muscle stud's stomach. He got off the stud and I scooped up my boyfriend's load, smeared it on the stud's cock and sat my own ass down on his huge cock. I whispered in his ear to breed me and he said okay. It only took me a couple a minutes to blow one of the biggest loads of my life over this guys stomach, and a few moments later I felt him sigh as he unloaded deep in my ass. We got dressed a few minutes later and went home. When I took my underwear off to go to bed I could see where a bit of his cum had leaked out of my ass.
    Every guy we fucked was bareback after that.
  5. JamieLong
    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.
  6. JamieLong

    Taking My First BB Load

    By JamieLong,


    Taking First 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 taller than me. We had coffee and chatted for a while in his bedroom and eventually moved on to kissing. He stripped of my clothes and went down on me for a bit and then I turned around and started stripping him off. As I slid his underwear off I realized his cock had to be close to 8 inches long. It wasn't what I would call too thick but it had a nice girth to it. I sucked him for a little bit and then he pulled me up to make out some more, rubbing our cocks together.
    I sat up on his legs and started stroking his cock and he did the same with mine. After a minute or so he asked me if I wanted some lube and I said yes. He added some lube to our hands and we went back to slowly stroking each other. After another couple minutes he pulled me down to kiss him, and I had to scoot up his body so my ass was just over his crotch. I had to reach behind me to keep stroking his cock. It was basically at my ass crack so I started rubbing the head of his cock on my crack while stroking the base and his balls. I kept kissing him as he started slowly thrusting his cock up and down my ass crack. His cock got progressively lower and lower down my crack until he was thrusting against my hole. I couldn't help relax my hole just enough for the tip to start pushing through with each thrust. I knew I should've asked him for a condom but I was just so fucking horny I let the tip of his cock keep poking a little deeper into my hole.
    Finally, as he was thrusting up I sat back just enough for the head of his cock to slip past my sphincter. It didn't hurt, I just had a full feeling in my ass. He stopped thrusting, I guess he wasn't sure if he should keep going with out a condom, but I just slowly lowered my ass onto the rest of his cock. I bottomed out on his cock and then just started to ride him. His cock was rubbing my prostate in just the right way, and I felt an orgasm building. I had stopped jerking myself off and was just riding him. After a couple of minutes he said he was about to come and I told him to do it, and he started moaning as he thrust his load deep in my ass. I kept riding him, and about 30 seconds later, without even touching my cock, I had my first hands-free orgasm and I shot my load all over his stomach. After I finished his cock felt massive in me and started to get a bit uncomfortable so I slowly lifted myself off of him, and a bit of his load leaked out of my ass onto him.
    I didn't bottom for a while after that as I had started dating a guy that was mostly a bottom.
  7. JamieLong

    I Got Stealthed

    By JamieLong,


    BB
    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, I sucked his nine inch cock and he sucked my six and a half incher. He was a total twink but turned out to be a top. I totally had him pegged as a bottom. He proceeded to fuck me bare in a couple different positions and ended up shooting his load deep in my ass.
    We met up again another night and ended up going to another bathhouse and he fucked me in the hallway. The club was pretty empty and no one really bothered us much. He cock felt great in my ass, I've always felt more comfortable taking larger cocks than smaller ones. He always gave a good fucking and ended up shooting another load up me. The next time we met he came over to my apartment just before I had to go to work. We were standing in my living room and made out for a little bit. He turned me around and put his hand down my pants, grabbing my hardening cock. He jerked me for a little bit then undid my trousers and pushed them and my underwear to the floor. He pushed his down freeing his massive nine incher and started sliding it up and down my crack while kissing my neck. He spit on his hand and slicked up his hard cock and put it back against my crack. He slid down and came back up and hit my hole. He pressed slowly against me and popped in me bareback. He fucked me for a couple minutes while I jerked my cock. He thrust in deep and shot a load in my ass while I shot a load across the carpet in front of me.
    I didn't see him for a couple years until I ran into him again at the bar. He came up to me and told me he was HIV poz. I asked him if he would still fuck me if he wore a condom. He said sure, but we didn't really have a place to go. He grabbed a condom and took me to an apartment building he used to live in. There was a door to one of the stairwells that didn't close all the way so we pulled it open and went to the top where there was a landing and a ladder to the roof. We could look over the wall and see down the stairwell. It was about three am, and Dave stripped down naked. I was a bit nervous about it because while it was unlikely anyone would come up to where we were at, it was still a possibility. I still got naked and he sucked me and rimmed me. He stood me up naked against the low wall looking down the stairs so I could see anyone that came out of the door on the floor below. He rolled the condom on and proceeded to slide all nine inches of his tool into my ass.
    He fucked me from behind while standing up for about ten minutes, then he dropped me to the ground on my back, putting my legs up on his shoulders and slammed his cock in and out of my hole. He kept at it, kissing me and sliding his rubber-covered cock in and out for another fifteen minutes before he flipped me over on my hands and knees to fuck me doggy style. Before he entered me again I heard a pop that I didn't really pay much attention to. I was pretty drunk and when I reached back to guide his dick into my ass I still felt the condom. He fucked me for a little while more and then I decided to turn around and lay on my back again. As I was guiding his cock back into me I realized only the base of the condom was intact. He had been fucking me bare for the last few minutes! The moment I had that realization I almost had a spontaneous orgasm. He slid half covered dick back into me and I started to jerk my cock. It only took me about thirty seconds to shoot a load all over my chest. I told him to pull out after I came because his cock was starting to hurt my ass. He pulled out, took the broken condom off and jacked his load onto my chest as well. He never said anything about the broken condom.
    I realized he broke open the condom while he was repositioning me. I guess he was used to fucking me bare. I was so turned on when I noticed the broken condom, I wouldn't have cared if he seeded me with his poz load. I saw him again a few years later on the local light rail. He was checking me out, but I couldn't tell if he recognized me but he was definitely cruising me. I had to get to a class, but I should have gone after him for one more fuck and one more load in my ass.
  8. JamieLong

    Sex in Public pt. 5

    By JamieLong,

    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 definitely feeling it, and I was determined to take his load. Instead of coming over to where I was staying, he suggested a park about a half mile away. I agreed and set off to meet him. It was a nice warm night, so I was just dressed in a T-shirt, shorts, jock strap, and running shoes. We arrived at the entrance of the park at the same time and proceeded to walk down the trail deeper into the park. The moon wasn't out so it was dark, so he took his phone out and used to the light to show the way. I typically like to let my eyes adjust to the dark, but to each their own. We went about a hundred feet in just so we could be seen from the street and started making out. 
    As we were kissing I started undoing his pants and slid them down to his ankles. I took his cock into my mouth and sucked him off for a little bit, but this guy comes really quick so I wanted to make sure it was in my ass. I stood up and kissed him again and told him I wanted him to dump his load in me. I turned around and pulled my shorts down, leaving my jock strap on. He got out a packet of lube and lubed up his cock. He's only average sized but I didn't care. He put the head of his cock to my hole and pushed through. he slowly slid in and out for a few seconds, then started going fast, bottoming out his cock in my ass. It only took a minute before I heard him grunt and say I'm cumming. He pulled out and pulled his pants up and I pulled my shorts up. We said good bye and I walked back to my friends place with cum dripping down my leg. 
  9. JamieLong
    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 running shoes (best hookup outfit). and walked out to meet him. It was a cloudy night, slightly chilly, and when I got to the park I walked in a little bit and let my eyes adjust. There was just enough light to see the trail, so I started walking into the park some more. I got to a fork where the trail started a loop around the park when I saw him walking toward me. He was quite cute, taller than me, and a few extra pounds. He had sweat on as well and a light jacket. We exchanged hellos and started walking along a trail until we came to a log that had been cut into a bench. We stood there kissing for a bit and with him groping my cock through my sweats and I had my hands inside his sweats grabbing his ass. He unzipped my hoodie and kissed his way down my chest, dropped my sweats and starting sucking my cock. I grabbed onto his hair and worked his head on my cock for a few minutes, occasionally pulling his head off and leaning down to kiss him. He was a completely submissive bottom boy. After a bit he stood up, turned around and asked me to fuck him. I was happy to oblige so I got a packet of lube out of my pocket and lubed both of us up and sank my cock into his ass. I bottomed out and he moaned in pleasure as I started to slowly fuck him. After a couple minutes he got his phone out and wanted me to film him getting fucked. I hated to use the light on the phone because it destroyed my night vision, but it was hot knowing he'd be jacking off to my cock plowing his ass later. After a few minutes of filming my cock sliding in and out his ass his phone stopped recording because of a low battery. I handed it back to him, grabbed on to his shoulders and started fucking him faster and faster until I started shooting in him. I stopped balls deep inside him and just let my balls drain into him. He turned back to me and asked if I had cum in him. I told him yes and he just pulled off of me and pulled his pants up. We kissed and hugged and went out separate ways. I hope my cum was dripping down his leg as he walked back home.
  10. JamieLong
    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 about the condom unless they ask. We started kissing eventually we made our way down to a sort of secluded spot on the river's edge. I got his cock out and started sucking it til he was moaning in pleasure. It was about average length, but had a good girth. I got a packet of lube out of my jacket and lubed up his cock and my hole. I turned around and lined his cock up with my hole and slid it in bare. He only fucked me for a couple minutes, but he shot a huge load in me. I zipped up my pants, we hugged and I drove home with this kids college load in me. When I got to the toilet I was impressed at how much he shot up me.
    I got a little paranoid the next day and went down to the spot to make sure there weren't any cameras around. It was definitely one of the riskiest places I've had sex.
  11. JamieLong
    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 up, but somewhere outside. I told him about the trail and he thought it was perfect. I threw on some sweats and a hoodie and went out to meet him. He walked up to me and he was hella cute in person. He had a few extra pounds, but that has never bothered me. He was a bottom, and wanted to get fucked, but he wanted to be safe, so I had brought a condom and lube. We started kissing right away and after a bit he couldn't keep his mouth off of my cock and started giving me an expert blowjob. After a few minutes he asked if I had brought a condom, and I got it out and he slid it on me. He pushed his sweatpants down and got on his hands knees, and I started pushing into his hole, which was quite tight. I only had slid in a couple strokes when the condom broke. I pulled out and told him what happened, and he asked if I had another, which I didn't. I took off the broken condom and just started rubbing my cock in the crack of his ass as I reached around to jerk him off. He was moaning in pleasure and turned his back to me and we made out for a little bit. Then he said to just put it in, so I happily lined up my cock and slid back in, his tight hole gripping my cock. Here I was, 39 years old, bareback fucking a 18 year old twink out where anyone could walk along. It was so fucking hot. He shot his load after a couple minutes all over the ground in front of him, and then turned around so I could jack off into his mouth. We hooked up one more time before he left, in my bed that time, and unfortunately with a condom.
    I used to meet another guy there as well. He was 25, short, and a total top, and mostly I just sucked him off, but he fucked me there a couple times, with a condom though. I couldn't get him to fuck me bare which was a shame because he shot nice loads. Normally I don't swallow loads, but I always did for him. I loved going to meet him wearing a jock strap under my sweats so I could just pull my sweats down and sit on his cock. We almost got caught one time because I saw a guy walking along there which was weird at 2 am, but we were out there, so, to each their own I guess.
     
  12. JamieLong

    Denver Trip

    By JamieLong,

    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 said hi because he had the window down. He looked up at me and he was crying. I asked if he was okay and he said yes, and not to worry about it. I asked what he was up to the rest of the night and he told me he was going over to a friend's house for some drinks. He asked if I wanted to come along so I jumped into the car with him and off he went.
    We got to his friend's house and he introduced me to everyone and got me a drink. They were watching Queer as Folk, and I told them about the British one and how I thought it was way better. The twink I had arrived with snuggled up to me while we were watching. At one point, he turned and kissed me. The rest of the guys got up shortly after that and went outside to smoke. We kissed for a while longer, then he took me up to his friend's bedroom. He wasted no time getting my clothes off and I quickly stripped his off of his lithe frame. His body was on the smaller side, tight and compact, with his tiny abs perfectly defined, but his cock was anything but small. About seven and a half inches and pretty thick. I sucked it for a little bit before he pushed me down on the bed.
    He sucked my cock for a bit then started licking my balls and down towards my hole. Up to this point I had never been rimmed before, so I was a little nervous about him going down there. Also, I wasn't bottoming much at the time, it just hurt me too much, and besides, I wanted to fuck his little body senseless. He finally got to my hole and I was floored. It felt amazing! I can't believe I had missed out on it for this long. He shoved my legs up to my chest and went to town on my hole, working his tongue inside and making me writhe with delight. After about five minutes he stopped and got up and got some lube from the biggest bottle of lube I've ever seen and greased himself up. He got my legs up on his shoulders and lined himself up. Almost as an after-thought he asked me if I wanted him to put on a condom. I shook my head no, and he pressed the head of his cock to my hole. Spent a minute working it up into my hole, letting me get used to it. Once he managed to get his cock into the hilt, he slid back out and started fucking me slowly.
    It was a magnificent fuck. For almost forty-five minutes he drove his cock into me. Before him I was never able to last more than fifteen minutes as a bottom. He had me on my back, face-down, doggy, and on my side. Finally his friend interrupted us because he wanted to go to bed. We got dressed and went back to my hotel. As soon as we got in the door we took our clothes off. He got on the bed on his hands and knees and told me to fuck him. I got out some lube, and smeared some on my six and a half inch cock and sank into him. I fucked him doggy-style for about ten minutes, then flipped him on his back to finish off. I slamming my cock into him, and jerking his cock when he told me not to come in him. I was disappointed but agreed. I jerked his cock until he came, and just as I was about to unload I pulled out and shot on his stomach. We got up and went to the bathroom to shower, and then he got dressed and left. I should've got his number but didn't. I could've fucked him a few more times. Business trips are fun.
  13. JamieLong
    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 being cruisy, and we passed a couple guys that checked us out. We stopped on the trail and started making out. Another guy came along and passed by us, then stopped a little ways away, sat down, and watched us. I didn't really want an audience so we walked back down the trail. We got off the trail and went a little ways into the woods so no one could see us.
    We started making out again and rubbing each other through our pants. We both unzipped each other and took turns sucking the other. After I sucked him for a bit he stood me up and turned me around. He started kissing my neck and ears. He slid my trousers down and and put his cock up against the crack of my ass and started sliding up and down it, his pre-cum making it slick. He kept sliding his cock further down my crack until he was pressing the head against my hole. He was oozing so much pre-cum that it lubed up my hole and he was able to slide his dick right in. No talk of condoms, he just started fucking me. He wasn't that big, about five and a half inches, but he knew how to work it. He bent me forward, grabbed my hips and fucked me for almost ten minutes, me jacking my cock the whole time. I shot first, my cum spraying out into the darkness. I asked him if he was close because it was starting to hurt, and he said yes and about thirty seconds later he pulled out and shot his load down on the ground. I didn't mind him pulling out at the time because I was still paranoid about STDs, but now I always want a guy to shoot in me.
    We pulled our clothes back on and I dropped him off back at the bar where his friend was waiting for him. Never did see him again.

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