JamieLong

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 told us to go have fun. As always I prefer fucking bare, and this trip that was my goal, but I'll always wrap it up if someone asks me to. It was a beautiful, warm Hawaiian night as we walked back to my hotel. He put his arm around my waist and I put mine on his ass. "Oh, I know what you want!" He exclaimed. "Yeah, of course. Your ass is perfect!" I told him. "Thanks," he said, turning in to me and kissing me softly on the lips. I pushed him to a little alcove in a building we were by and started kissing him some more, my tongue probing into his mouth finding his own tongue. He was an excellent kisser. I massaged his ass with both hands, my right feeling just up under his shorts and pressing against his pucker. "Oh fuck," he moaned. My other hand went around to his front and I felt a sizable bulge. "Wow, how big are you?" I asked. "Seven inches," he said proudly. "You?" "Six," I replied. "Perfect," he said. " Let's get back to your place so I can see it." We made it back to my hotel and I instantly took his shirt off and he stripped me out of mine. I pushed him back on the bed and started french-kissing him again. I loved feeling him squirm under me as we made out. I kissed down his neck and chest and briefly sucked each of his nipples before kissing down his stomach to a cute treasure trail. I undid the button and fly of his shorts and pulled them down, revealing a colorful jockstrap. I noticed the edge of the condom wrapper peeking out of one of the pockets as I pulled off the shorts and threw them on the ground. His seven inch cock was held tightly by the fabric of the jock. I kissed his cock through the fabric and he moaned with pleasure. I pushed his legs back, lifting his ass in the air, exposing his shaved hole to me. I gave it a quick lick and he moaned even more. Lowering his legs down I shifted the fabric of his jockstrap, freeing his cut cock. I started licking around the head before taking the whole thing in my mouth, swallowing the whole thing into my throat. "Holy shit," he said. "Don't do that too much or I'll cum before you get to fuck me." I pulled off his cock and he pushed me down on my back on to the bed, kissing me like I did to him, working his way down my neck, chest, and stomach until he got to my shorts which he pulled off in one go with my underwear. He dove down on my six inch cut cock and started sucking me. After a few minutes he came up for air. "Fuck, I can't wait to have that inside of me," he said. He got on this hands and knees beside m and I quickly rolled over and drove my tongue into his hole. I rimmed his clean ass for a few minutes until he looked back at me. "Do you have lube?" He asked. I grabbed a sachet from the bedside table and he took it from me. He ripped it open and put some on his hand and started lubing up his hole. He put some more on his hand and started lubing up my cock. He wiggled his ass at me. "Fuck me." "Do you want me to use the condom?" I asked. "You can if you want," he replied. "But I'd prefer your raw cock sliding into my unprotected hole." My cock got even harder from him asking for my bareback cock and the way he said it was so dirty so I quickly put the head of my dick at his hole and started to push. I felt the bare head pop past his sphincter and I paused to check if he was okay. He said go for it, so I pushed the rest of my cock in until I was balls deep. I slowly pulled back until I was nearly out then thrust back in, slowly fucking his raw ass with the length of my dick. I slid in and out of him doggy style for a few minutes until he pulled off my and got on his back. I put his toned legs up on my shoulders and slid my naked dick back in his ass. "You're ass in fantastic," I told him. "I was a bit bummed when your friend handed you the condom." "She means well," he said. "But I'm to much of a cum whore to use it." "I know what you mean," I replied. "It just feels too good to coat the inside of a hot guy with my load." I fucked him for a minute with his legs on my shoulders, then I lowered them so I could lean down and kiss him as we were fucking. For almost five minutes I fucked him, briefly jerking him off but he pushed my hand away, saying that he would cum too fast. Then he asked. if we could stop for a minute because it was starting to hurt him. I rolled over beside him and slowly jerked my cock. "Do you bottom?" He asked me." "Yes," I said. "I'm vers, especially for gorgeous cocks like yours." "Awesome," he said. "Do you want me to pull out before I cum?" "No way, breed me." He grabbed the lube and lubed himself up and knelt between my legs, smearing some lube on my hole as well. His seven inch cut cock curved slightly upward and he put the head of it at my hole and pushed. At first there was a bit of resistance, but then I felt the head slip past my sphincter. I was so turned on by this gorgeous guy sliding his unprotected cock seven inches into my ass. He wrapped his arms around my and started kissing me, our tongues dueling as he thrust his raw dick in and out of my hole. He set a pretty good pace and I could tell he was going for his orgasm. After a few minutes he stopped kissing me and looked me in the eyes. "Oh fuck," he said. "I'm gonna breed that ass." "Give me that cum," I told him. I kissed him as his load exploded into me. He gave a few thrusts then buried his cock as deep as he could and then collapsed on my chest. "Holy fuck, that was intense," he breathed. "That was fucking hot," I said. He slowly pulled out of me and rolled over next to me. I started jerking myself off. "I don't think I can get fucked much more, but if you want, you can shoot your load in me," he said. I of course agreed and he straddled me with his hole just above the head of my dick. I jerked my cock, every once in a while the head brushed against his hole. After a couple minute I felt my orgasm building and I told him. He pushed down on my cock and I felt the bare head just slid inside when I started shooting my load inside him. I felt several pumps inside him as he slid down the entire length of my cock until I was bottomed out in him. He gave me a quick kiss then pulled off me and laid down beside me and cuddled up. He stayed for about an hour then he went back to his place, my cum still inside him.

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 surprised when I got his underwear off. “Damn, how big are you?” I asked. “Seven and a half inches,” he replied proudly. “Awesome, do you top?” I asked. “I only top,” he said. “Fucking hot,” I said. I quickly got his cock in my mouth, slowly sucking him and savoring the copious amounts of precum he was producing. I thought to myself he could probably produce enough lube from his precum to fuck me. At that point though, another person I had sex with gave me a bit of scare, telling me he had an STI. Fortunately I tested negative, but I was still on edge about barebacking. He flipped positions with me and sucked me off for a bit before starting to lick his way down my balls to my hole. He rimmed for a solid 5 minutes, getting my hole loose and wet. He then started licking his way up my stomach and chest, kissing me on the lips our tongues entwining as I felt the head of his cock nestle against my hole. I could feel the precum on the head of his cock, and the head slowly started to spread my sphincter open. “Can I fuck you?” He asked. “Hell yes!” I said. I grabbed a condom from my bedside table and handed it to him as I grabbed the lube and started lubing myself up. He rolled on the condom without complaint and I lubed up his covered cock as well. He got back between my legs and slid his condom covered cock into me and proceeded to fuck me for a glorious 10 minutes before stopping and pulling out. “Can jerk off on your face?” He asked. “Go for it,” I said. He took the condom off and threw it in a trash can and moved up and knelt about my face, furiously jerking his cock until he started spewing all over me. His first few volleys hit my cheeks and I quickly clamped my mouth over the end of his dick and swallowed the last few spurts. He moaned in pleasure as I licked the last bits off his cock. He collapsed next to me and we climbed underneath the covers and fell asleep, him spooning up behind me, his softening cock pressed up against my ass cheeks. I woke up a few hours later. I wasn’t used to sleeping with someone in the same bed, let alone cuddled up with me. Hunter was still spooning against me, his front to my back. His cock was still pressed up against my ass cheeks, although now it was rock hard at its full 7.5 inches. It felt perfect nestled in my ass crack. He shifted slightly in his sleep and his dick slid down my crack a little bit. My own dick started hardening at the thought of this beautiful cock so near my hole. I flexed my hips so his cock shifted closer to my hole. He shifted again and it moved even closer. I could feel his precum on my ass. Just a little movement from me up the bed would put it right at the entrance to my ass. I made the move and felt it connect with my rosebud. I started rotating my hips ever so slightly so the head of his bare cock was flexing against my hole. Suddenly I felt his hips shift forward a little so my hole started opening up. I was still lubed up from our earlier fucking so I knew all he had to do was thrust forward to bury his dick in me. I felt his cock draw back slightly and move back forward again. I knew for sure that he was awake at this point. I pushed back a tiny amount and I felt his raw cock spread my hole and the head slip past my sphincter. I reached back to his ass and pushed gently on it, letting him know to go deeper. He pressed slowly into me until he bottomed out. He drew his cock back out and started sawing his cock in and out of my ass. I knew this was what I wanted. A bare cock in my raw ass. I wanted to be used as a cum dump and was going to let him fuck me until he filled me up with his load. After a few minutes of side fucking me with his raw cock he rolled me over so I was face down and got into a push up position over me. He started thrusting his bare cock in and out of me, bottoming out each time he sank into me. He put his hand on my head and pushed me into the pillow. My cock was so hard under me I could barely stand it. As soon as it had started he whispered “I’m gonna cum.” I reached back and put my hand on his ass just so I could be sure he wouldn’t pull out and deprive me of his load. Suddenly he thrust deep and held there, and then collapsed on my back. A minute later, he pulled out and rolled over and went back to sleep. I stayed in the same position and fell asleep as well.

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 narrow waist. He was wearing a tank top and tight shorts and was hot as fuck. He ground on me for a few minutes and then turned around and kissed me. He asked me if I wanted to get out of there. I said sure and followed him outside. We chatted outside for a little bit and then he asked if we could go back to my place. I told him I didn’t feel comfortable driving just yet, and he asked if I knew a place we could go. I asked him what for and he grinned and said somewhere I can ride your cock. I suggested Washington Park, since the walk would help me sober up more. He agreed and we went up there, stopping every few blocks to make out. Everytime we did he grabbed my cock which was so hard it hurt. It was a Friday night and as we walked into the park we saw several people at the entrance and even more up at the Rose Garden. He was starting to get a little frustrated when I told him I knew a place at the soccer field. We walked over there and it was completely empty and dark. We went as far away from the road and the street lights as possible so we were well hidden in shadow. He fell on his knees and dug my cock out of my shorts. It was a warm summer night and my cock felt amazing being free in a public park. He took it in his mouth and gave me an expert blowjob. I found out he was only 18, definitely an age eager to please. After a few minutes sucking me he pulled his shorts down exposing a thin jock strap and turned away from me getting down on his hands and knees. It was fairly dark but my eyes had adjusted enough that I could see his inviting hole. I immediately dropped to my knees and pressed my face to his ass, rimming him slowly at first and then probing his hole with my tongue. He moaned in pleasure as I got his ass wet. He looked back over his shoulder and said fuck me. I pulled a condom out of my pocket as I was in my probably should wear one phase and rolled it on. I spit on my hand and rubbed it over my condom covered cock, spit on his ass a couple times, and pressed it up against his hole. His ass resisted a bit and I could feel the condom stretching as I tried to get the head past his sphincter. I pulled back and spit on my cock and his hole again before trying again, but I just couldn’t enter him. I gave one more push, felt the condom stretch as my cock breached his hole and then felt it snap. I told him the condom broke and he said just fuck me. I took off the ruined condom and threw it aside, spit on my cock again and started rubbing against his crack. This time I could feel my precum leaking out and lubing up his ass. When I put the head against his hole and pushed again, I sank right it all the way to my pubes as he moaned in pleasure. There I was on a warm summer night in the open air on a soccer field in a public park, my bare cock balls deep in a teen guy. I was in heaven. I knew I probably shouldn’t be fucking him raw as I had a close call with a std recently, but I was horny enough to not care. I felt so free as I started to slide my bare cock in and out of him. I held on to his hips as I thrust in to him, I could feel my precum leaking out into him, lubing him up even more. I grabbed his hair and pulled his head back as I drove deep into him and he cried out in pleasure, causing me to look around to make sure no one was nearby. The potential of getting caught made it more thrilling and I pounded his ass for the next few minutes. Suddenly he pulled off my dick and turned around. He pulled my T-shirt off and stripped me out of my shorts and underwear, leaving me naked except for my sneakers. He pulled just tank top and shorts off, leaving only his sneakers and jock strap. He laid down on his back on the grass, pulling me down to him, wrapping his legs around my waist, lifting his ass off the ground. I started kissing him, my tongue dueling his as I maneuvered my cock with my right hand to his hole again. I felt it connect and sank into him again. We kept kissing as I continued to jack hammer his ass with my raw dick. I felt my orgasm approaching, and I wondered if I should tell him I was about to cum. I must’ve let out a little moan because he grabbed the back of my head and kissed me hard as I felt my orgasm start and the first spurts of cum started to coat his inside. I slowed and gave a few slow thrusts as I felt the semen flood his hole. He tightened his legs around my waist and held me deep inside him. I stopped kissing him and said fuck. Bare is better isn’t it he asked. I collapsed on his chest, my hard cock still buried deep in him. I felt my dick start to soften so I pulled out of him. It was surprisingly clean, so he must’ve douched earlier. We got dressed and started walking back downtown. We went a few hundred yards down the road when he said I think I can feel your cum starting to leak out. I looked around quickly to make sure no one was around and pushed him up against a fence on the side of the road. I knelt down and pulled down his shorts and spread his cheeks. In the pale light from a street lamp I could see my cum leaking out of his hole. I licked it up and started tonguing his hole. I felt him loosing up and more of my cum poured out and I lapped it up. I stood up, pulling his shorts back up. Better? I asked. Holy fucking shit he said, that was so fucking hot. He kissed me, his tongue going deep into my mouth. We walked the rest of the way back to our cars and exchanged numbers. We met up a dozen or so more times, and I fucked a load into his bare ass each time. The next night, Saturday, I was at Scandals when I got talking to a really cute guy from out of town. He was mid-twenties like me and had a slim build, but clearly worked out. He asked about places to visit in PDX and I mentioned Washington Park, specifically the Rose Garden. I said it was great even at night. He asked if it was close by and I said it was sort of walking distance (I walk everywhere in PDX). He asked if I would take him there that night and I said sure. We finished our drinks, closed our tabs, and started walking to the park. We had a nice chat on the way up and I told him about the fruit loop and how the park was a cruising place. He asked if I ever cruised there and I said no, but I had sex there. He wanted to know about it and I told him I got fucked on a trail and told him about the previous night when I fucked Bobby on the soccer field. He said wow that’s hot, and I told him yeah, then I ate my cum out of his hole. He looked at me and said you didn’t use a condom? I said well it broke and he just said ah. I kinda freaked out a bit because of the way he said it like he was judging me, but we just kept walking. I wasn’t getting hookup vibes from him anyway, I just enjoyed talking with him. We got up to the rose garden in Washington park and he was in awe. We walked all over, there were several other people around but they were mostly in the amphitheater. It was another warm night and we made our way to one of the more secluded spots on the other side of the garden from the amphitheater. We sat down on the grass among the rose bushes on kind of an incline. He was surprised there was a decent view of the stars being in the middle of the city. It was another warm night and we were both in shorts and tees. We both laid back on the grass and were quiet for a bit. I looked over at him as he started to roll over towards me and kind of on top of me, one leg thrown over in between mine. He kissed briefly, then with more earnest and quickly adding in tongue. I was a bit taken aback because I was just kind of vibing, but I went along with it. I felt his hand go up my leg and grab onto my ass cheek. He felt the strap of my underwear and said jock strap? I told him yes and he said easy access. That’s the idea I said. His hand moved around to my crotch as my cock was quickly hardening. He reached into my jock and grabbed it. Nice he said, slowly stroking it. I started looking around to see if anyone was nearby, but couldn’t really see anything over the rose bushes. Nervous he said? Yeah, I relied, sometimes it’s busy here even at night. I stood and looked around. I could see a couple about a hundred yards away walking away from us and I felt him stand up behind me. Looks clear he said, his hands reaching around me and down my shorts grabbing my cock. He ground his crotch against me and I could feel a substantial bulge. Suddenly he lifted my shirt over my head and dropped it on the ground, and then I felt my shorts being pulled down to the ground as well. I stood there in the middle of the rose garden my skin bare to warm air except for my shoes and my jock strap. I was frozen for a moment as he rustled behind me, and then felt his hands on my ass cheeks. He spread them apart and I felt his tongue start at the top of my ass crack and slowly lick down. I looked back at him and he was naked except for his Birkenstock sandals, his clothes on the ground under his knees. His tongue connected with my hole and I threw my head back in ecstasy. My hard cock raged against my jock as I stood in the darkened rose garden where anyone could see I was at least shirtless, but there wasn’t anyone in the immediate area. His tongue worked my hole for a few minutes until I felt him stand up behind me, his cock felt substantial as it nestled in between my legs and pressed through them up against my ball sack. He slowly drew it back through my thighs and in again, slowly starting to fuck his cock using the friction from my legs. I could feel the precum leaking from it against my skin. Every couple of strokes he would pull his dick back far enough so it would drag across my hole and then thrust it up my crack so it was pressed vertically between his belly and my back. I played this game before and knew where it was headed. Every time it went across my hole I could feel it linger ever so slightly. You have a condom he asked? No I said, do you? He said no, and then said I didn’t use one yesterday when I fucked the twink on the soccer field. Yeah, but I should’ve I said. He pulled back ever so slightly and must have spit into his hand and covered his cock with it because when I felt it again it was even more wet and slimy than with just his precum. It connected with with my hole, already wet from his earlier rim job and I felt him start to press in slightly. Can I put the tip in just for a minute he asked? I had definitely played this game before, but was fucking horny and curious to see how far he would go. I looked around again to make sure now one was around. I guess so I demurred. Sweet he said, slowly pressing his cock into my rosebud. I reached back and grabbed him by the base of his dick. It felt like he had to be at least 7 inches long and pretty thick. It was definitely a handful. I relaxed and let the head of his raw cock slip past my sphincter. He held it there and kissed my neck reaching around and freeing my cock from my jock strap and slowly starting to jerk it. The warm night air felt amazing as the head of his cock stretched my hole open. I already felt close to orgasm, standing practically naked in the middle of a park with a naked guy behind me with the tip of his bare cock nestled just past my sphincter. He pushed his dick in ever so slightly and pulled back again, going just outside my sphincter and back in with just the head of his cock. He really was doing just the tip. He did that for a couple minutes, moaning gently into my neck while stroking my cock. Another couple people walked by a little distance away and I suggested we duck down a bit. Doggy, he suggested? I said sure, and with the head of his cock still in my hole we managed to get down on our knees. I dropped down on to my hands and I felt him lean forward and wrap his arms around my body. As he did his cock slid a couple inches deeper and I felt it connect with my prostate, and I let out an involuntary moan of pleasure. Shit, sorry he said, pulling his raw dick back a bit so just the tip was in. It’s okay I said. I think he took that to mean more because when he started thrusting back and forth again I could feel him going deeper and deeper. Fuck your ass feels amazing he whispered. Your cock feels amazing I said. He kept going deeper until after a minute I felt his pubes brush my ass, which meant just the tip was buried 7 inches in my ass. On his next stroke in I reached back and grabbed his lower back, stopping him as he was balls deep in me. I looked back at him and said that’s a little more than the tip. He said that he got a little carried away and asked if I wanted him to pull out. He had already worked me up to a frenzy so I said no, just go for it. He took my words to heart and started long strokes with his raw cock in my bare hole. I spit in my hand and started jerking myself off. I knew I wasn’t going to last long with this handsome stranger barebacking me in the middle of the rose garden on a beautiful warm night. I jerked myself furiously and a few minutes later as he continued to bareback me with his thick 7 inch cock I whispered that I was gonna cum. An incredible orgasm overtook me and I shot my load onto the grass below me. I moaned and fell forward on my stomach on the grass, him thrusting his cock in me as I went down. He collapsed on my back panting. You going to finish I asked him. I did he replied. You came in me? Yeah he said, you said go for it, is that not what you meant? Yeah, I guess so I said. We stayed like that for a few minutes, his cock stayed hard in me until he pulled out. He said he’d have to fuck in public more because that was so hot. I asked if it was his first time in public and he said yes. We got dressed and started walking back, passing people who didn’t know I was just bred by this hottie beside me. I walked him back to his hotel which was about a 30 minute walk. He asked if I wanted to come up because he could probably shoot another load. As soon as we got to his room we got completely naked and I pushed him back onto the bed. He pointed to the bedside table and said there’s lube and condoms there. I grabbed the lube, slicked him up, and sat down on his thick cock. 15 minutes later he fucked another load into me. I rolled off him and we both fell asleep. In the morning he woke me up by rolling me over face down and sliding his cock bareback inside me once more. He only lasted 5 minutes that time. When he pulled out my hole gaped and all 3 of his loads slid out onto the sheets.

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 dribble out and down my face. I was definitely looking forward to another hookup, but didn’t get to see him for a few months. I saw him out randomly on the street downtown and we made plans for me to come over to his place. Just before I was supposed to go to his place I texted him to confirm his address and asked him if he had condoms. He said he did so I quickly headed over to his place. He was in a town house that only had a garage on the bottom floor with a small foyer and a staircase going up to the main house. I rang the doorbell and a few moments later he pulled me inside and started French kissing me with his beautiful lips. He quickly started stripping my clothes off and I took off his t-shirt and pushed his shorts down to the floor. We were both completely naked in a few seconds. He sucked my cock for a minute and then I returned the favor. I was down on my knees sucking him when he pushed me down so I was laying on my back on the floor, with my head on the first step of the staircase. He lifted my legs up and started rimming me. I was in heaven, his tongue felt amazing. “You have a condom?” I asked him. “Yes,” he said, barely stopping from his rim job. “Where is it?” I asked. “Upstairs in my bedroom,” he replied. “You want to go up there?” I asked. “No.” He said, continuing to rim me, occasionally licking my ball sack. “You’re not gonna fuck me?” I asked him. “I am.” He said. Then he spit on his hand and lubed up his bare cock with it. He put the head of it at my wet hole and started pushing in. “We should probably use a condom,” I said. “I’ll stop if you want me to,” he replied as the head of his raw cock pushed past my sphincter. I Of course I was too horny to stop him and let him slide balls deep into me. We started passionately kissing and he started jack-hammering my hole. I could tell he wasn’t going to last long. Sure enough, a few minutes later he started moaning into our kiss and started to pull away. I wrapped my legs around his back and grabbed his head with one hand to keep our kiss going and jerking my cock with the other. His moans reached a fever pitch and he thrust deep in me. I could feel him flexing his cock as he bred me. I came a moment later, shooting a load up onto my chest. A moment later he pulled his cock out, his seed spilling out on the floor below my ass. He got up and went into his garage to get a towel from his laundry area. He cleaned up his load from the floor and wiped us off. “I’ve wanted to fuck a load into you since I met you,” he told me. “Looks like most of it came out,” I said. “Guess I’ll have to try again,” he said. The next time we made it up to his bed and his load stayed inside me.

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 in a open relationship, but was playing separately. We agreed to meet up one Saturday afternoon. I got to his place and he was every bit as cute as his picture. About 6 foot 1 and a nice defined body with rather thick legs. We exchanged pleasantries and quickly got down to business, stripping off our clothes and getting on his bed. He was a great kisser, but I wanted a chance to suck on his massive cock, so we got into a 69 position and went down on each other. His cock was amazing. Even though I was mostly topping at the time, I definitely thought about bottoming for him. Eventually he wanted me to fuck him, so he gave me a condom and lubed his ass up as well as my cock. It was a great fuck with him on his back. I came in the condom, and he he shot a load all over his stomach, chest, and even his face. We had exchanged numbers and agreed to hookup again a few weeks later. Same thing as last time, making out, 69ing, Me fucking him on his back with a condom. This time though, about 5 minutes into fucking him I felt the condom snap as I thrust into him. I pulled out and looked down, seeing the condom gathered at the base of my 6 inch cock. I told him the condom broke and asked if he had another one. He said no, but I could keep fucking him if I wanted. I wasn't sure, but horniness overtook me and I plunged back into his ass bareback, eventually shooting my load deep in his ass, with him again shooting his massive load all over his chest and face. We didn't talk for a couple years until I was going through old text messages and I saw some from him. "Hey, what's up stranger?" I sent him. "Oh hey" he replied a few minutes later. "Crazy I was just thinking about texting you the other day." “Oh really?” I said. “Yeah, kinda disappointed I never got to fuck you,” he replied. “lol, no way, I was totally disappointed I never got to ride that cock of yours,” I told him. “Wanna?” He asked. I told him hell yeah, and would definitely be up for fucking him again as well. We got caught up, he told me he was single and had moved from a house to a condo on the east side. We arranged for me to come to his place in a couple days. The day of I showered and made sure I was cleaned out. I got there and we hugged and went to sit on his couch. He had a really cool townhouse style condo. He got me a glass of wine and we talked a while. At one point we both put our glasses down and leaned in and started making out. He was an incredible kisser and we did that for about 5 minutes. He broke off the kiss and said he’ll be right back and went upstairs to his bathroom. I figured he was cleaning out and getting ready for me to fuck him. We hadn’t talked about condoms at all, so I wasn’t sure if we were going to use them or not. I was kind of excited at the thought of barebacking with a poz undetectable guy again, after all u = u. I got up after a minute and went over to his dining room table, which was bar height, and had a couple art books on it. I leaned on the table and started looking through one of the books. I heard him come down the stairs and then he came up behind me and slid his arm around me. I saw him put a bottle of lube on the table beside me. He started kissing the back of my neck and nibbling on my ears. I instantly got hard. I leaned back and turned my head so we could kiss a bit more. As we were doing that he started undoing my belt and jeans, pushing them and my underwear down to the floor. I stepped out of them and kicked them aside. He broke off our kiss and kinda pushed me up against the table. I heard him take off all his clothes and then he lifted my shirt off me, leaving me totally naked except for my socks. He kissed down my back until he got to my ass crack. He licked down my crack, spreading my cheeks apart until he found my hole with his tongue. My cock was rock hard, knowing I was going to get fucked. I had told him before coming over I might not be up for getting fucked, as at that time it really depended on my mood as I was mostly topping. He was cool with that, but with his tongue buried in my ass, I was more than ready. Up to this point, we still hadn’t talked about condoms, and my heart was pounding at the thought of him sliding his bare cock into me. I felt him stand up behind me and he leaned into me, his cock standing straight up in between my ass crack and his stomach. He started slowly sliding up and down along my crack, which I felt get a little slimy with his precum. He grabbed the bottle of lube and stepped away from me a bit. I felt a couple lubed fingers play with my ass, getting it ready for his 8.5 inch cut cock. A few seconds later I felt his lubed up bare cock head press up against my hole. My cock was so hard, and I was sure if I jerked it even a little I would explode immediately. He pressed forward and I relaxed, letting my ass expand as his unsheathed tool slowly made its way into me. He asked if I was okay and I nodded. He continued sliding all the way until I felt his pubes up against my ass. There was a little pain, but not much. My ass just felt really full. He slowly started pulling out as I leaned my head back on his shoulder. He pulled out to just the head and slid back into his pubes, slowly settling into a rhythm of long dicking me. He started with both hands on my chest, but after a minute sawing his dick in and out of me, he he put an arm around my chest and another on my cock and slowly started jerking me with his still lubed hand. I was in heaven. His cock stroked my prostate and his hand kept working my dick. There was a clock in my eye line and I watched the minutes tick by as I was barebacked by this poz undetectable stud. I could see a faint reflection of him fucking me in one of his paintings, glimpsing his 8.5 inch cock as he pulled nearly out of me each time. After a full 10 minutes of fucking me tip to base with his bare cock, I felt him start to shorten his thrusts and speed up a bit. “I’m getting close, do you want me to pull out?” he asked. I shook my head no. “Breed me.” He thrusting picked up pace even more, both hands going back to my hips to help jam his naked cock into me. I started jerking myself off and after only about 15-20 seconds, I felt the most amazing orgasm come over me, and I shot a huge load under his table and all over his hardwood floor. “I’m cumming,” he moaned as he switched to quick, short thrusts in and out of my ass, finally bottoming out as his raw cock finally stopped pumping its load in me. He put his head on my shoulder for a few moments. “Look between your legs,” he told me as he started pulling out his cock. I felt the tip of his bare monster cock leave my hole and a few moments later a stream of his white cum leaked out of my ass forming a puddle on the floor. “Holy fuck,” I said. “I actually didn’t think you were going to fuck me bareback.” “That’s okay, right?” He asked, concern in his voice. “That’s the best!” I exclaimed. He went to get a towel and wiped off his dick and my ass and cleaned the cum off the floor. We cuddled naked on the couch and finished our wine.

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 moment later a mouth wrapped around my dick and started sucking me. I got hard pretty quick and after a few minutes, wrapped my towel around myself and started wandering around again. I made my way back to the steam room and was sitting there for a bit when a cute twink came in and went slowly by me. He made eye contact and I nodded at him. He came up to me and asked if I wanted to fuck him. I said sure, even though I was looking to bottom. He got on his knees up on one of the platforms and I got behind him. He grabbed my dick and guided it to his hole. He didn’t say anything about a condom, so the moment my cock hit his hole I pushed forward. He was lubed up enough I sank balls deep right away. His ass felt amazing. I fucked him for about 5 minutes then he pulled his ass off my raw cock and went out of the steam room. After a few minutes I went out to the showers and had a quick rinse. I walked back up towards the front to check out the sling area. The twink I was just fucking was in the sling getting dicked by an older guy. I watched him for a bit and let him suck my cock while he got fucked. After a minute of that, I pulled out of his mouth and went to the tunnel and cell block area. I was almost out of the cell block area when a fit mid-twenties guy came in the opposite direction. He stared at me hard as we passed each other, so I went into a semi-hidden alcove with a raised platform and sat down. He followed me and stood in front of me and opened his towel, revealing a 6.5-7 inch cut cock. I leaned forward and started sucking him off, opening my towel and starting to jerk myself off. After a few minutes he pushed my onto my back and took my cock into his mouth while playing with my balls and teasing at my hole with his fingers. All of a sudden he lifted my legs up and started rimming me, driving his tongue deep in my hole. I knew he was getting me ready for his dick. He stood up and lined his cock up with my hole, never asking for permission, just expecting it. Now I had been fucked bareback before by people I had just met, but it had always been guys from Grindr or people I talked to at bars. I at least knew their names. We hadn’t even spoken as he spit into his hand and rubbed it on his cock, lining it up with my ready hole. He slowly pushed the raw head of his dick forward, splitting my hole open, and I could feel my cock getting harder. He put my feet on his shoulders and sank his cock in so his pubes were against my ass. Then he started to pull out… And thrust back in again. He started fucking me with his bare cock with purpose. This was a man on a mission to breed a stranger, and I was his lucky conquest. After a couple minutes he let my legs down and I wrapped them around him, urging him on. He leaned forward and started kissing me, our tongues dueling. A few minutes more, his raw cock thrusting in and out of me, he whispered “where do you want it?” I told him shoot in me and after another minute his thrusting slowed down and he put both hands on my chest and pressed down as he shot his load deep inside me. He bottomed out in me and I could feel his cock twitching. Then he pulled out, grabbed his towel and walked off, leaving me with the first anonymous load I ever got at a bathhouse. I got up, threw my towel over my shoulder and as I was walking out, the twink I was fucking before was laying on his back on the padded bench. He smiled at me and I got between his legs. I pushed them toward his chest and lined my bare cock up with his hole. I could see cum seeping out of his hole as I started to sink into him. I made out with him for a few minutes until I could feel my orgasm building. I asked him if I could cum in him and he said yes. As I was about to cum I could feel the load in my ass start to leak out of my ass and down my leg. That sent me over the edge and I flooded the twink with my own load. I pulled out, thanked him, and went to go shower and go home, a very satisfied boy.

"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 walked in that I vaguely recognized. He came up and hugged me and we exchanged pleasantries for a bit. The he called me out for not remembering him. He was a confident, assertive guy, I really liked that. He told me his name was Jacob, and that we chatted the night before, but I was pretty drunk. We had a laugh and he was a good sport about it. We had some food and a couple of drinks and he invited me back to his place, which was a short walk away. When we got to his place we sat on his couch with a couple beers and chatted a bit more. Since he was an assertive guy, he made the first move going in for a kiss. He was a great kisser and I was content to make out with him for a while. Things started getting hot and heavy and we stripped the clothes off of each other. He had a really nice 6 inch cock, not too thick, nice mushroom head, easy to fit in the mouth. We sixty-nined on his couch for a while, me sucking on his cock while he alternated between my cock, my balls, and my ass. I could tell he wanted to fuck me, so I asked if he had a condom, because I was still in my I should probably wear one phase. He said no, and I said damn. We both sat up on the couch and I put my arm around him and we started jerking off as we kissed. After a bit he offered me some lube, and lubed himself up as well. After a few minutes, he got off the couch and went in between my legs, pulling me forward so my ass was just hanging off of the couch. He sucked me for a little bit while continuing to jerk himself off. At one point he lifted my legs up and rimmed me for a few minutes, getting my hole loose and wet. He put my legs back down and licked his way up my body until he was kissing me again. His left hand was slowly jerking my cock while I could feel his right hand jerking his. The way he was positioned I could feel his hand bumping up against my ass as he jerked off. He stopped jerking and held his fist against my ass, and started thrusting his cock through his hand. As it went through his fist it pressed up against my hole. Every few strokes his cock head spread my hole a little more. His cock was well lubed and my ass was loose from his rim job. I wanted to say something, but his hand felt great on my cock, his tongue was deep in my mouth, and his raw cock was slowly pressing deeper into me. Suddenly I felt the mushroom head of his cock slip past my sphincter. I let out an involuntary moan. Just as quickly it was back out, him thrusting like he hadn't just penetrated me. A couple more times it slipped easily in, just past the head of his cock. I was so turned on. I knew I should tell him to stop, but I was at that stage of horniness where sex takes over. He abruptly stopped thrusting, the head of his bare cock just starting to spread my hole open. He placed his left hand on the back of my head, and with his right he slowly jerked my cock. He stared directly into my eyes as I felt him start to push his cock bareback into me until his pubes pressed against my ass. "Sorry, it just slipped in," he said, smiling down at me. "Accidents happen," I replied. He slowly started to fuck me. "Want me to pull out?" He asked. I shook my head no and he started speeding up. He felt amazing in me, his cock managed to hit my prostate just right. After a few minutes, he flipped me over so I was doggy-style, my knees on the floor and my upper body on the couch. He sank his raw cock back into me and grabbed on to my shoulders and started fucking me again. He was the perfect top, not aggressive, but assertive, like he deserved to be fucking me bareback, but he wanted me to enjoy it to. He fucked me that way for almost 10 minutes. "Can I cum in you?" He asked. I figured he'd been fucking me raw for so long it wouldn't matter, so I told him yes. He pulled out, flipped me onto my back again, and thrust back inside me. I started furiously jerking my cock as he fucked me faster and faster. Moments later my orgasm hit and I started shooting cum up past my shoulder. He suddenly kissed me and thrust deep and held there. We made out for a bit, and then he slowly started to pull out, leaving his load deep in me. He drew me up on to the couch and spooned me with his softening cock nestled in my ass crack.

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 about a 20 minute walk from my apartment, so I put on a t-shirt, shorts with no underwear, and shoes, and headed to his place. When I arrived he opened the door and I stepped in. He had a really cute face, and he was a bit heavy set wearing a t-shirt and some basketball shorts. We started making out just inside the door in his foyer. He cupped my ass cheeks and was massaging them as our tongues wrestled. I started massaging his cock through his shorts. We kissed for about a minute and then he pushed me down toward his cock. I pulled his cock out, it was about 6 and a half inches, tapered, with a really wide base. I started sucking him and he told me to get it nice and wet. I slobbered on his cock for about a minute before he stood me up and turned me around, pushing me against the wall. He drew my shorts down over my ass cheeks, and I let them fall the the floor, kicking them away. We hadn't talked about condoms, but when he spit into his hand, I realized he wasn't going to use one. He put the head of his cock at my hole and pushed it in. It was fine at first but when he pushed all the way in it felt like he was splitting me apart. He grabbed my hair with one hand and put his other on the small of my back and started vigorously fucking me. I knew I couldn't keep up that pace for long. He used long strokes the whole time, pulling out to almost the tip of his cockhead before sinking back in balls deep. He only lasted about 2 minutes before he told me he was about to nut. He went balls deep again and I could feel his cock twitching as he unloaded in me. About 5 minutes after I had walked in the door, he pulled his cock out of me, his cum spilling out of my gaping hole on the floor of his foyer. I pulled my shorts on, gave him a quick kiss, and left. The whole way home I could feel his cum in my ass crack.

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. After he turned 21, I ran into him at one of the gay bars. We chatted and hit it off again, and ended up going to the nearby sex club. The place was empty except for the attendant, so we had the run of the place. I bought a little tube of lube and grabbed one of the free condoms they had all over. We went to a little raised padded area after we got undressed and proceeded to make out, rubbing our cocks together. I spun him around so we could sixty-nine, and I deep-throated him, almost causing him to cum. He wanted me to fuck him, so I dutifully put on a condom, since he had always insisted on me wearing one. I put his legs on my shoulders, and with my cock covered and lubed, slid inside him and fucked him for a few minutes. After a bit, he wanted to take a break, so I pulled out of him. We lay next to each other and he pulled the condom off me and threw it into a nearby trash can. He asked me if I ever bottomed, and I told him I did occasionally, but it was pretty rare at the time. He got me up on my knees and pushed me against a wall. He wrapped his arms around me, his right hand started slowly jerking my cock. "I guess the bottom is going to become the top tonight," he said. "Okay," was all I said. He nestled his cock in my crack and slowly started rubbing it up and down. The he drew away to grab the lube. He lubed up his fingers and slowly started putting one finger, then two into my ass. I was moaning in please as he was doing it. He removed his fingers and put the head of his cock at my hole and and started to push in. The head of his cock pushed past my sphincter, and then he pulled it back out. He missed on the next thrust, so I reached back to guide his cock in. I was a little drunk and not really paying attention, but I realized he wasn't wearing a condom. "You're not wearing a condom," I told him. "Don't worry, I'll pull out before I cum," he said, thrusting his cock back into my hole. This time he shoved all 7 inches balls deep into my hole. He pulled back and started fucking me with a nice rhythm. I was so turned on by having his cock in me bareback. I knew it was risky and that I should have him put on a condom, but my horniness took over and I let him continue to fuck me bare. He fucked me for a solid 5 minutes, we were both moaning our pleasure. "You don't have to," I told him. "What?" he asked. "Pull out." "Pull out before I cum?" he asked. "Yeah," I said. He continued thrusting his raw cock in me. "Are you sure? I'm pretty close, but I can still pull out," he said. "You don't need to," I said. "I should probably pull out," he said as he started picking up the pace of his fucking. "Don't," I said. He kept thrusting, his dick kept hitting my prostate just right. "Last chance, I'm about to cum, you sure you don't want me to pull out?" he asked. "Just fucking cum in me please!" I said. "Fuck yeah, here it comes!" he said, and thrust his cock in my 3 more times then sank it deep in my ass. I felt his cock twitch as his load emptied into my hole. A few strokes of my cock were all it took for me to shoot my own load all over the wall in front of me. He pulled out and I spooned him, my still hard cock nestled in his ass crack. "Always nice to turn the tables on a top," he teased. "Don't get too many ideas," I said, and he moaned in pleasure as I pushed my bare cock into his ass for the first time. 20 minutes later, my second load went deep in his ass.

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 licking my balls and going lower. He hooked his arms under my legs and lifted my ass off of the bed. I felt his tongue connect with my hole. As he started rimming me I realized there was a pretty good chance he wanted to fuck me. After rimming me for a bit, he started kissing his way up my body, his crotch moving closer to mine until I felt his cock hit the bottom of my ball sac. As we made out, his cock kept probing until it finally touched my hole and I moaned. "Can I fuck you?" He asked me. "Yeah, you have a condom?" I asked. I wanted his bare cock in me, but I love condom to bareback action, so I wanted to tease him. "Yeah, I think so," he said. He leaned over to his bedside table and got some lube and rummaged through the drawer. "Fuck, I though I had one," he said. "Damn," I said, "I really wanted to get you off with my ass." "There might still be a way to do that," he said. "How so?" I replied. He turned me face down and started pouring lube into my crack. "What are you doing?" I asked. "Put your legs close together," he said. I did what he said, and then he laid on my back, nestling his cock in my crack, stroking it up and down, brushing against my hole. He drew back his cock, now wet with lube, past my hole, and thrust down in between my legs along my taint. "Imitation hole," he said, making me laugh. For a few minutes, he fucked his cock in between my legs. It felt pretty good rubbing along my taint. Every once in a while, he would draw up and rub his cock along my crack before plunging down in between my legs again. I figured it was only a matter of time before he tried putting it in my hole, but he seemed content with what he was doing. I started squeezing my legs together harder, and he seemed to like that. At one point he drew up nearly all the way and I clenched my ass, which put my hole int the path of his cock. I felt it connect and I squeezed my legs together as hard as I could. He chuckled and pushed his cock back down. This time it made contact with my hole. He felt the resistance and pushed slightly harder, causing his naked cock to slide balls deep in my hole. He continued pistoning his cock up and down, but this time, he was full on fucking my ass. He fucked me for another few minutes and then announced he was about to cum. I told him to do it and he groaned and thrust deep, emptying his balls into my ass. He collapsed on my back and I relaxed my legs, moving them apart a little bit. He felt the movement and pushed up a bit, looking down toward his cock. "Wait, am I inside you?" He asked. "Yeah," I said. "When did that happen?" "Just the right time to catch your load," I said. "That's fucking hot," he said, collapsing down on my back. His softening cock popped out a few minutes later. He had me over a few weeks later and within 5 minutes of walking in the door, I had his load dripping out of my ass.

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 and we walked back to my place. While we were chatting he told me he was into older guys because he thought the sex was better. That definitely got my cock tenting my pants as we were walking along. We got to my place and I asked if he wanted anything. He said no, so I led him to my bedroom. I pulled him down onto the bed on top of me and started kissing him. He was a really good kisser. I quickly stripped his clothes off and turned him face down and admired his bubble butt as I stripped off my clothes. I dove straight for his hole and started rimming him. He moaned and asked if I was going to fuck him. I told him that was the plan. He asked me if I bareback, and I said only if he wanted me to. He said yes, and he wanted me to breed him. I couldn't believe this teen was talking like that, but I was ready, willing, and able to fulfill his wishes. I continued to rim him as he loosened up, and I could work my tongue inside his tasty hole. I grabbed some lube out of my bedside table and put some on my cock and his hole. I laid down on his back with my lubed-up bare cock nestling in his crack. I started kissing his ear and sliding my cock up and down his ass crack. He moaned and started writhing below me, trying to get his hole to line up with my cock. Finally as I pulled back I felt my cock head nestle up against his hole. I slowly pressed forward and felt the tip of my cock open his willing hole. He moaned even louder as my raw cock slid all the way inside him. "Is this what you wanted?" I whispered. "An older guy's cock in you bare?" "Fuck yes," he said. "Breed me daddy!" I slowly pulled out until the tip of my cock was barely in him and slid back in again. I started fucking him slowly, building up speed. I could tell by the way he was moaning and wriggling under me that he was a total bottom. I fucked him for a solid ten minutes when he said he was getting close. "Without touching yourself?" I asked. He told me he could cum hands-free, and that was something I definitely wanted to see. I pulled out of his tight ass and flipped him over onto his back. I started kissing him as I sank back into hole. I managed to fuck him for about 5 minutes more when his moans reach a fever pitch and he said he was gonna cum. I pushed myself up on my arms and he begged me to fuck him harder. I thrust my raw cock back and forth in his boy cunt, his moans getting louder. He moved his hand toward his cock and I grabbed both his arms and pinned them over his head as I continued to fuck him. His eyes rolled back into his head and sure enough, without him or me touching his cock, it started spurting up his stomach and across his chest. The sight sent me over the edge and I shot a huge load in his teen ass. I collapsed onto him and kissed him. Told you, he said, and we both laughed. I told him I had done that once, and he said he does it all the time. I cleaned him up and we cuddled up and fell asleep together. In the morning, I made him breakfast, and afterward, I bent him over my couch and fucked him until we both came again, me in his ass, and him all over my couch. It was hella hot.

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 gave me his address and it turned out to be really close to Steam, so I got to his place in a couple minutes. I saw him come down the stairs in a bathrobe and he was better looking than the photo. He opened the door for me an I followed him up the stairs to his apartment. As soon as he got inside he took off his bathrobe and sat down on his couch. He had been completely naked underneath and sported an impressive cock at least 8 inches long. "You okay fucking a cummy hole? I've already taken a load," he asked. I told him yes and immediately took off all my clothes. I went over and stood in front of him and he took my cock in this mouth and started sucking. He blew me for a couple of minutes before I had to go down on his monster cock. It felt so good in my hands and mouth I knew I'd have to get it in my ass as well. I flipped him over so he was doggy style on the couch and started rimming him. I could taste lube and a little bit of cum on his used hole. After rimming him for a minute I couldn't wait any longer so I stood up, spit on my hand and used that to lube my cock. I lined up with his hole and slid easily inside and went balls deep. He moaned as I started sliding in and out of his cummy hole. I fucked him from behind for almost 5 minutes, grabbing on to his hair and shoulders to make sure my raw cock bottomed out each time. He looked over his shoulder and asked me if I bottomed. I told him I did and he pulled off my cock and sat down on the couch. As he lubed up his cock I straddled him on the couch. I positioned the head of his cock at my hole and started sliding down. I had cleaned out for Steam and lubed up a bit, but his cock still felt like it was splitting me open. After working my ass on the head of his cock for about 30 seconds I slid down the rest of his 8 inch bare shaft. I kissed him as I started riding his cock. He felt absolutely huge in me and I knew I wasn't going to be able to be fucked for long. Fortunately a minute later he told me he was about to cum. I told him to shoot inside and a few seconds later i could see cum leaking out of my ass onto his pubes. I started jerking off but he said no, nut in my ass. I lifted myself off him and lifted his legs to my shoulders and plunged my hard raw dick back into his hole. I fucked him for a couple minutes more until I could feel my orgasm building. I told him I was about to cum and he told me to fill him up. I shoved my cock as far up his hole as I could as I started unloading in him. I kissed him and told him I love flip-fucking. After I pulled out of him we showered together and I got his number from him. We hooked up a couple more times after that, exchanging loads each time.

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. I asked him how he felt about barebacking, and he said he loved it when a guy dropped a load in him, so needless to say, I was excited to meet him. He ended up visiting Portland and was staying downtown, so we arranged to meet one evening. I went to his hotel and knocked on the door. He was my height with a great toned body, brown hair and eyes, and really cute. I was pretty nervous but he invited me in and we sat down with some beers. He was sitting on the bed and I was sitting in a chair close by. We chatted for a while and by the second beer, he invited me over to sit on the bed. After all, we both knew what we were there for. We quickly started kissing and our clothes came off really fast. I got him on his back and he wrapped his legs around me and my crotch was grinding against his. I wasn’t even trying to fuck him yet, but my bare cock just happened to line up with his hole and he used his legs to pull me into him. He must have pre-lubed his ass because my unsheathed cock just slid right into him. He felt amazing. He told me I could fuck him as hard as I wanted but he was actually a really sweet guy and I wanted to savor the experience. For about 10 minutes I slowly slid my bare cock in and out of his tight hole while our tongues wrestled. He was an amazing kisser. I started picking up the pace knowing that I would shoot soon. After a few minutes he whispered “give me that load!” I felt it building and started kissing him again and jerking him off. I sped up my thrusting and a few moments later I told him I was going to cum. One of the best orgasms of my life came over me and as I was thrusting I felt at least 8 pumps of cum coat his asshole. Just as I had finished shooting he started moaning as his orgasm started from my hand job. His load shot all over his chest. I kissed him as I slowly pulled out. We got in the shower together to wash off, and he showed me as my load ran down his leg. One of my hottest fucks ever.