My parents went on a 2 week vacation during winter break, and didn't want to take me along, which was fine with me. I said I was 17 and could be by myself, but my parents wouldn't hear of it. My friend Jim offered to let me stay at his place. He cleared it with his parents, and the deal was done. I wasn't surprised that Jim offered to have me stay at his place. He had been using me as his personal suck boy for the last 3 years. He had a very thick eight inch cock which he knew I loved, and had me sucking it twice a day in exchange for a hand job from him. We were in my room, and he was jerking me off while he fingered my ass and said he might finally take my virginity. I shot my load and said he could have had it a long time ago if his cock wasn't so thick. My cock was much smaller than his, but he liked that my body was hairier than he was.
When my parents went away, I went to Jim's house. His mom was pretty nice to me, but his brother Dan acted like I was a bother. Dan was a tall, lanky 14 year old who walked around in gym shorts and bare chested. I wished I could see him naked but didn't want to mess things up. I don't know if he showered much because he had a pretty musky scent. I went up to Jim's bedroom and he came in soon, saying he told his mom he was tired.
We got undressed and I got in bed with him. I loved feeling his warm smooth naked body against mine. I moved down in the bed and started sucking his cock. He moaned as I took more and more of it in my mouth. He had me lie on my side and he lay behind me. He pulled one of my legs up, and I felt him press his hard cock against my hole. He started pushing in and out and his thick bulging head popped inside me. He kept telling me how good it felt, but I said it hurts bad... He pulled it out and said we could try again later. I finished sucking his cock and swallowed his load.
The next day, Jim's mother went to work, and she took Jim along with her. She was able to get him a temp job for the holidays, so until he got home, it was just me and Dan, and I felt Dan didn't like me. I was sitting in the living room drinking coffee in sweats and a tee shirt, watching the news, when Dan walked in, half asleep, in nothing but gym shorts and a huge hardon. Dan was a little overweight, with a belly roll and boy tits but his legs were covered in hairy blond hair. . His chest and stomach were totally smooth, and I wished I could feel him all over. I guessed his hard cock would be over 8 inches and thick like Jim's which was pretty big for a 14 year old. He got some coffee and sat down across from me. He saw me looking him over and asked what I was looking at. I said most guys usually take care of their hard cocks before they show up in public. He said we were both guys so he didn't think it was a big deal He asked if it was bothering me, and I said no, but if it was me, I'd take care of it before I came out of my room. He rubbed it through his shorts and said maybe he should take care of it right now, and slid off his shorts and started stroking his big cock. I couldn't take my eyes off it, and he said I should join him. I was hesitant because his cock was bigger than mine. I asked if anyone had ever taken care of it for him and he said no but if someone wanted to suck it, it was OK with him. I slid my shorts and tee shirt off and started stroking my cock. I asked if he ever jerked off with Jim, and he said they did. I sat next to him so our legs were against each other and I let him wrap his hand around my cock and stroke me. I reached over and wrapped my hand around his big cock. He spread his legs and gave me better access. It was thick but not as thick as Jim's but a little longer. He had a very thick blond bush around it, and he had a very strong musky scent. I asked if him and Jim did anything else, and he said they only jerk off together. I told him if he wanted to do more than this, I'd do whatever he would like as long as he didn't tell anyone. He said if I wanted, he would love to have his cock sucked.
I got on my knees and moved between his legs. I slid back his foreskin and swirled my tongue around his bulging head and tasted his sweet precum. I took his cock into my mouth and moved up and down his shaft while I felt his big smooth balls. He moaned as I slowly sucked him and took more of him in my mouth. He told me how good it felt and stood up in front of me so I could play with his balls while I sucked him. He ran his fingers through my hair and watched as I deep throated him. I sucked harder and faster, and savored his cock. While i sucked him, I ran my hands along his smooth stomach roll and played with his tits. I ran my fingers along his hairy thighs and played with his balls with my fingertips. I felt him throbbing in my mouth, and felt him explode and I swallowed his hot thick load while he watched me.
He sat on the couch and had me get up. He started jerking me off and feeling my balls. As he stroked my cock, he felt my hairy crotch and I felt him slid his finger up my ass. I moaned as he fingered me deeply. He asked if I'd like him to fuck me. I asked if he every fucked a guy and he said he hadn't but thought it would be hot. I said I'd like him to, but I didn't want him to hurt me. He said he read about how to do it and wanted to try. We went to his bedroom and he took a jar of Vaseline from under his bed and rubbed his cock with it. Then he took a gob of it and fingered my ass with it, with one, two and then three fingers. He pulled my legs up on my chest and pressed his cock head against my hole. I felt his swollen head pop inside me. It hurt but I could deal with it. He slowly pushed in and out of me, deeper and deeper until he was completely inside me. We both moaned as he slid his long thick cock in and out of me. I told him this was my first time being fucked. It made our sex more special that we were both losing our virginity. Every thrust sent me closer to the edge, and I moaned loudly as i felt myself shooting my load between us. He scooped some cum off my stomach and tasted it. He moaned and throbbed and I felt his thick warm load filling me. He pulled out of me and lay back and I sucked his cock clean.
He said it was hot and hoped we could fuck again. I told him I wanted him to fuck me a lot. He said it was so hot that I was older than him and his cock was bigger than mine. I lay back on the bed and he straddled my head so I could suck his balls as they hung down over my mouth. His crotch scent was intoxicating as i licked and sniffed and moved back to his hairy ass. His cock was hard again, and i asked him to fuck me. He scooted between my legs and pressed his cock against my hole and this time he slid inside me with almost no pain. He moaned loudly saying how much he loved fucking me. I started squeezing my ass muscles around his cock. He thrust harder and harder and I felt his body freeze as he shot rope after rope of hot cum inside me.
I looked at the clock and knew Jim would be back from work, so I suggested we shower and get dressed. Dan said we should shower together so we got in the shower and soaped each other up. He got behind me and was rubbing his soapy cock against my ass. He told me to bend over, so I did, and felt his soapy cock slide inside me. He was grunting as he pounded me and I felt his third load shoot inside me.
We showered off and dressed. Dan said whenever we are alone, my ass is his. A few minutes later, Jim walked through the door with his mom. We had dinner and watched TV like it was any other day.
After dinner, I went upstairs with Jim. He took off his shirt and I ran my hands across his smooth chest, sucking his nipples and licking his hairy blond pits. I unzipped his pants and pulled them down with his boxers. His hard thick cock sprung up and hit his stomach. I got on my knees and licked his cock and took him in my mouth. He watched as I deep throated him, and buried my nose in his pubes, savoring the scent of his hairy crotch. He said he wanted to try fucking me again, and I agreed.
He had me lay on my side and lay behind me with a leg up. I felt his big thick cock against my hole. He wrapped his arms around me as he started kissing my neck. I felt his hard cock pressing against my hole, and then I felt the head pop in. As he kissed me, I felt him thrusting slow and hard inside me. I moaned as I felt his massive cock stretching me out from the inside. He moaned and said how good it was to finally be inside me. I moaned as well. He thrust hard and slowly, and I could feel his body pulsate as he shot his load into me. We were both excited that we could finally do it, but I was sore as hell.
When I woke up in the morning, Jim and his mom had left for work. I went downstairs and found Dan sitting on the couch. He was naked and was sitting with his legs up and his big soft cock was hanging down with his balls. I got between his legs and felt the hairy underside of his thighs, while i licked his balls and down his hairy area behind them down to his hole. His cock started to get hard and I sucked it until it was fully hard. I played with his blond pubes as I sucked him deeper and deeper into my throat. He had me get on the ground take off my shorts. He got behind me, sliding his thick cock into my ass. I loved feeling his young body against mine as he pounded my ass hard with each thrust of his cock into me. He banged me harder and I felt his cum filling my ass.
I got up and we went to his room. His cum was dripping down my leg. He scooped it up with his hand and fed it to me. He had me lay on his bed and he started sucking my cock. He said I was easy to suck since my cock wasn't that big. I lay there as he sucked me and pulled on my balls. It felt more like he was taking my cock more than me giving it to him. I shot my load in his mouth and watched him swallow it. I asked if he had sucked cock before, and he said he sucks Jim all the time. I asked if Jim sucks him too, and said they had been sucking each other since he got pubes. I asked if him and Jim ever fucked and he said no.
After a while, Dan lay on top of me, thrusting his crotch into mine. He said I made him horny and he wanted to fuck me whenever he was around me. I told him to go ahead because I loved feeling him deep inside me. He spread my legs wide and pressed his hard cock against my hole. His cock slid into me easily, and there was no more pain. He liked how I moaned and grunted as he fucked me, and that I would cum without touching myself. He asked me if Jim fucks me and I said he did it last night for the first time. He said he would love to see Jim fuck me, and I said if he waited 20 minutes after we went upstairs, and came into Jim's room, he could catch us fucking, and he could ask to fuck me next. The thought of it sent Dan over the edge and he shot a huge load inside me. I sucked his cock clean, and he licked his cum out of my ass. We showered and decided to wait until tonite before we did anything else. That would give my ass a chance to recover.
Later that evening, after dinner, I went upstairs with Jim. He took off his clothes and stood in front of me as I sat on the bed. He rubbed his cock head against my lips and I started sucking him while I felt his hairy inner thighs. He pushed me back on the bed and pulled off my briefs, and rubbed my asshole. I moaned as he fingered me, and pressed his hard cock against my waiting hole. I felt his thick cock slide into me and he started thrusting in and out. I shivered with excitement as he drilled my hole deeper. The door opened and Dan walked in stroking his cock as he watched Jim fuck me. Dan standing there seemed to get Jim more excited and he thrust harder into me. Dan slid off his boxers and fed me his cock. Jim started shooting his cum inside me. Dan took his cock out of my mouth and traded places with Jim. I sucked Jim clean as Dan thrust his long cock deep inside me. He glided inside me easily, lubed with Jim's fresh cum. Jim watched as his younger brother fucked me and cummed inside me. From that time onward, we played together.