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I was looking on Grindr one night when a 18 year old hit me up and asked if I wanted to fuck him on his parent's bed. I said of course, so he gave me the address which was only a mile or so away, so I hopped in my car and went over. He met me at the door wearing pajama bottoms and a hoodie. He was pretty cute, a couple inches shorter than me with curly hair and a few extra pounds, but he carried it well. He invited me inside and I followed him up to the master bedroom. I saw lube and a condom on one of the bedside tables, so I figured he'd have me wrap it up, but I decided to see if I could get him worked up enough to let me fuck him raw. We started kissing and he pulled off my shirt and then his hoodie. He dropped to his knees and then pulled down my sweats. I quickly pulled off my shoes and socks and stepped out of my sweats. He took my semi in his mouth and started sucking me off. I got hard pretty quick and after a few minutes he got on his hands and knees and asked me if I rim. I yanked down his pajamas and started lapping at his hole. It was freshly cleaned and he moaned like crazy. After a couple minutes he flipped over and asked me if I minded a little role play. I told him know and asked what he had in mind. He said he wanted me to fuck him a bit with the condom on and then break it. I told him that's fucking hot and he said he could tell and grabbed my rock hard cock. I told him to put the condom on me so he opened it up and rolled it on. He grabbed some lube and lubed up his hole and handed the bottle to me so I could lube up my covered cock. He wanted to ride me first so I payed down on the bed and he straddled me as I held my cock straight up. He slid down it slowly until he bottomed out, then got into a rhythm bouncing up and down. After a couple minutes he changed pace, slowly drawing up until just my tip was in him, then slamming back down. When he drew up I grabbed my cock and pulled down on the condom stretching it incredibly thin. When he pushed down again I felt it snap. When he pulled up I saw it bunched at the base of my cock. I looked up at his face and he had his eyes closed with a look of pleasure. My suddenly bare cock was rubbing the walls inside this teen's ass and it felt amazing. "Can I fuck you doggie style?" I asked him. He agreed and pulled off and got on his hands and knees. I got up behind him. "Oh fuck," I told him, "the condom broke. Do you have another one?" "No," he replied, looking back at me as I pulled the broken condom off and tossed it on the floor. "That was my only one. Damn, I wanted to cum with you inside me." I put my cock up along his ass crack and wrapped my arms around him. "I can put it in for a little bit and you can jerk off real quick," I suggested. "That's still pretty risky," he replied. I could tell he was going to make me work for it. I started sliding my cock up and down his crack, inching it closer to his hole every time. "I just got tested and I'm neg," I told him, which was true. "I don't know," he said, moaning as the bare tip of my cock brushed his hole. I pressed my cock at his hole, it started to give with the lube that was already coating it. "We shouldn't," he whispered. "Just let me put inside for a minute. It felt so good when the condom broke," I said to him. His hole relaxed and my raw cock started sliding in. "Okay, but just while I jerk off real quick. Don't move," he told me. My bare cock slid in balls deep as he started jerking his cock furiously. "You'll cum faster if my cock is rubbing your prostate," I suggested. "Okay then," he replied. I started thrusting my cock in and out of his unprotected hole as he masturbated. I grabbed his hair and pulled his head slightly back and he moaned in pleasure. Suddenly after a couple minutes the hand supporting him on the bed slid forward and he collapsed forward onto his stomach and I fell forward on his back, ensuring my cock stayed inside him. I kept thrusting into him. "I can't jerk off like this," he complained. "But it feels good right?" I asked. "Yeah, but it's risky," he said. "I've already been barebacking you for a few minutes, what's a few minutes more to make it feel really great?" I asked him. "I guess," he said. "Fuck your cock feels great in me." "Better than when I had the condom on, right?" I asked. "Fuck yeah, I guess the risk is making it way hotter," he replied. "Nah, it's just because this is how guys are supposed to fuck," I told him. I flipped him onto his back so I could kiss him, once again sliding my unprotected cock into him. He wrapped his legs around me and started to jerk off again as I fucked him. "You should probably pull out when you cum," he said. "Its probably better if I cum inside you so I don't get any jizz on your parents bed," I told him. He smiled up at me. "Yeah, you're probably right." I fuck him for a a couple more minutes, letting my bare cock slide almost all the way out before going back in again balls deep. I felt my orgasm starting to build. I grabbed his hair again. "You're about to get bred by a stranger on your parent's bed," I whispered in his ear. "Yeah, do it!" He said. "Do what?" I asked. "Cum in me," he panted. "Are you sure?" I asked. "Just breed me, I almost there!" he cried. That sent me over the edge and my orgasm hit and I started pumping my sperm into his raw teen ass. "Yeah, I'm cumming in you," I told him. He moaned and shot his own load onto his stomach. I collapsed on him and he wrapped his arms around me, my raw cock still buried in him. "That was perfect," he told me. A couple weeks later he had me over and I fucked him doggy style in his hot tub. I told him I should cum in him again so we didn't make a mess in the tub. That made him laugh. His parents were asleep upstairs.

During the second wave of COVID I was having a bout of insomnia so I hopped on Grindr. Within a couple minutes I got a "Sup?" from an average looking guy that was within a mile. I replied back and he asked what I was doing up and I told him I couldn't sleep and he said same. Looking at his profile I noticed he had safe sex only listed as well as being a vers top. I was a little bummed because I wasn't really cleaned out for bottoming, and, when I do bottom, I want a guy's load in there. He asked if I was up for coming over to his place, and I asked him what he was looking to do. He said he was looking to top. He sent a picture of his cock and it was impressive, about 8 inches long and thick at the base. I told him I needed to prep and shower and he said that wasn't a problem. Half an hour later I put on a jock strap, a hoodie, and sweats and walked over to his place which took about 15-20 minutes. He buzzed me up to his place and I knocked on his door and he opened it up for me. We exchanged greetings and I followed him in to a tiny but modern studio. I kicked off my shoes and he poured me a glass of wine. We exchanged small talk for a bit but his personality rubbed me a bit the wrong way, so I nudged the conversation towards sex and I could see his cock harden in his sweats. We put our wine down and stood up and started kissing. I put my hand down the front of his sweats and grabbed on to his cock which was almost as thick as a soda can at the base. He put his hands down the back of my sweats and felt my underwear. "Oh, a jock strap?" he asked as he grabbed my ass cheeks. "Yep," I replied, "easy access." He pulled off my hoodie and turned me around and pushed me up to his dining table, pulling my sweats down as well. He bent me over slightly and knelt down and started rimming my hole. I was instantly in heaven. He did that for a minute and then stood up and went to his bedside table and got a condom and lube. I went over and got on the bed as he opened the condom wrapper and stretched it down over his huge cock. "You've got a great ass, I can't wait to fuck it," he said. "I haven't taken a cock that big in a while," I told him. "I'm gonna have to start by riding you." He nodded and laid down on the bed, pointing that big cock straight up. It looked quite intimidating. He got some lube and started lubing up his condom covered dick. I noticed he kept stretching the rubber down towards the base. I thought to myself that for a safe sex top he was being kinda careless with it, but didn't say anything. I got on top of him and positioned the head at my hole. I slowly started opening up, and managed to slide about halfway down before going back up again. After about a minute of riding I managed to get most of it inside me, but it was tough and I kind of rushed myself. I told him we could switch positions if he wanted. He suggested doggy style, so I pulled off him and got on my hands and knees. I looked back as he lined up his cock with my hole and noticed him stretching the condom back even more. I thought at this rate I might get a raw fuck so I definitely didn't say anything. He pushed back into me slowly and got balls deep as I moaned. He pulled back out until just the tip was in and pushed back in. His cock felt amazing, but it was really stretching me, even though I was slowly getting used to it. He thrust in and out of me about 10 times when I thought I felt the tension of the condom shift. I didn't hear anything so I wasn't one hundred percent sure it had broken, but I was fairly certain it had. His demeanor changed a bit and he got more aggressive with his thrusting. I reached back and grabbed his cock and could still feel the condom at the base, so I still wasn't sure if it was actually broken. After a few minutes he started flipping me over onto my back with his cock still in me so I couldn't get a look to see if the condom was still intact. He managed to get me all the way flipped without pulling out, and I started jerking my cock at the thought that I might be getting bred in a few minutes. I pulled him down to me so we could kiss as he resumed fucking my ass. I told him I was getting close and he said he was as well. I told him not to wait for me and he increased his pace, sliding that big dick over my prostate. After another minute he thrust deep and told me he was cumming. The thought that a stranger's sperm might be spewing into me sent me over the edge and I shot my own load over my stomach. He kissed me and started pulling out. "Oh shit," he said, looking down, "the condom broke." Inside I smiled. "Oh damn," I said, "you're neg right?" "Yeah" "Okay, well fuck, that's kinda hot," I told him. "You like getting bred?" He asked. "Yeah, I love the thought of a load getting pumped into me." I replied. I don't know for sure if he broke it on purpose, but I was glad he did. A couple weeks later he messaged me again on Grindr asking if I wanted to hook up again. I agreed and threw on just a pair of shorts with no underwear, a sleeveless hoodie, and a pair of shoes and headed over. He buzzed me up and when he opened the door, I kicked off my shoes, kissed him, and stripped completely naked and got on his bed. As he stripped off his clothes I noticed a condom next to the lube, but I was determined to not use it this time. He sucked me for a minute, then laid down next to me. I reached over to grab the lube and lubed myself and him up, jerking us both. He moaned in pleasure and had his eyes shut. I straddled him and placed the raw, lubed head of his cock at the entrance to my ass and started to let it penetrate me. "You should put the condom on me" he said, my sphincter sliding slowly further down his giant bare dick. "Why? You already fucked a load into me," I replied, bottoming out and raising back up again. I started kissing him. "Yeah, but that was risky," he said as I slid back down on his cock. "Oh, I thought you broke it on purpose," I told him, rising up again while clenching my ass on his cock. "No, it was an accident," he said as I sank back down again on his raw dick. "Oh, that's a bummer. It's still hot though," I told him. I raised up completely off his cock and got up off the bed and leaned over it with my ass jutting outward and started to jerk my cock. "You better put it on, my hands are covered in lube and I don't think I could open it. Or you could save time and just get behind me and shove that big dick in me bareback until you breed me again." He got off the bed and got behind me. He pushed his uncovered cock back in me, grabbed my shoulders and started fucking my raw ass. He railed me for about 5 minutes and then wrapped his arms around me and kissed my ear. "You're right, I did break it on purpose," he whispered. I shot my load onto his floor a few moments later. 10 minutes later I was walking home and started to feel his load running down the inside of my thigh. Managed to get loaded two more times in the next couple weeks.