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.