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My Best Friend Tommy
Tommy and I have been best friends since I can remember. Our moms were good friends, so even when we were very young, we would spend time together. As we would play together and often sleep over at each other’s house. I've been sleeping in the same bed as Tommy since I can remember.
As we moved into our teenage years, we continued to spend a lot of time together and still slept over at each other’s place. While the other boys at school began to change, including Tommy, I was slower developing. Eventually I began to show signs that I was becoming a man—pubic hair finally started growing as well as some light hair on my legs and a small amount of armpit hair. My penis began to show signs of enlarging as well. Even though I still looked like a boy, I was finally catching up to the other boys my age
Tommy on the other hand, was already looking more like a man than a boy. He had grown to 5’11”, still slim at 150 pounds, but very toned. He still had his cute, boyish looks with his light brown hair and soft blue eyes. But the real difference was below the waist; I still looked like a little boy but Tommy was looking more and more like a man with a thick bush covering his beautiful uncut, cock. Tommy was nicely hung; honestly it was embarrassing when we were naked together. Tommy would say, 'don't worry Jesse, you'll catch up'.
By the time I was 18, I had shot up to 6’1”. I was still a skinny at 120 with blonde hair, blue eyes, smooth skin -- still boyish in many ways, but my penis was no longer that of a little boy, I was nicely hung, 6” soft, growing to 9” and I finally had a nice patch of pubic hair all around my cock and balls and nice, tight, smooth ass.
We continued to spend time together, showering together, sleeping together, (nude most of the time), and jerking off both together and helping one another. Really it was typical of boys who were coming of age and discovering their sexuality.
We were both curious and now that we were considered adults we had the freedom to explore the curiosity we shared since we were little boys. To be able to look at my best friend as he showered and know he was looking at me; to be able to slip my shorts off at bedtime and watch him do the same and then crawl into bed together; to be able to feel his soft, smooth body and to touch is cock and balls and cute little ass, was incredibly exciting for a 18 year old who was shy around girls and still a virgin.
One summer we traveled together to Europe for 10 days. Tommy and I would be roommates for the trip. On the first night, we were in a motel by the airport, with really nothing to do, so we stayed in the motel room, watched a movie and talked. The movie had a couple of sex scenes in it and soon I found myself feeling horny.
When one scene featured a hot, bi-sexual threesome, two guys and a girl, I spoke up: “Fuck, that’s hot! I’m feeling, so horny, I need to jerk off a load!” Tommy smiled and asked if he could help. In seconds we had both stripped off our shorts and were sitting beside each other, stroking each other’s cock. It felt great to have Tommy’s sweet, uncut prick in my hand and I know Tommy enjoyed stroking my 9” monster. After a few minutes, Tommy stopped and looked up at me.
What followed was some honest conversation about sexual feelings Tommy felt toward me. I had to confess the same feelings toward Tommy. Neither of us would have considered ourselves gay—not even bi, but in that moment, we both knew we had to explore these feelings. We had both dated girls and enjoyed it and even though we had jerked each other off, what took place next was the most passionate, exciting sexual experience of my young life.
Tommy leaned over to me and whispered: “I want to have sex with you, Jesse, I want to make love to you.” Our lips pressed together and sensation was electric—like no other kiss I had shared before.
Slowly and passionately we explored each other’s lips and mouths and then our tongues began to dance together. For a good half hour we kissed and let our hands feel each others body. Then Tommy suggested we have shower together.
We continued to kiss each other softly as we soaped each other’s body, and caressed each other’s cock and balls and ass—we were in no hurry, but I knew I wanted to get back into bed with my best friend.
We dried each other off and Tommy looked into my eyes as if to say, “do you want to continue?” I did. We walked back to the bed and I laid on my back and Tommy laid on top of me. We kissed again, and our semi-hard cocks pressed into each other. I let my hands explore Tommy’s, tight, soft, ass as I wrapped by legs around him and held him close.
Tommy worked his way down to my now hard cock and slowly licked my shaft and kissed the head of my prick, licking up the precum that oozed out of my piss slit. He cupped my balls, squeezing each one and then began to lick by balls and suck each one into his mouth.
I wanted to get at Tommy’s sweet cock and return the favor but he looked up and said, “let me enjoy you first, Jesse”. I let Tommy lick and suck by cock and balls and then move his warm, wet tongue along the crack of my ass before flicking it into my hot, tight hole. Tommy licked and sucked and fingered my boy pussy—all the while rubbing his cock against my leg—his sticky precum soaking my leg hairs.
After a few minutes Tommy positioned himself between my legs and I lifted my ass some to let him know he didn’t need to ask. He rubbed his cock along my wet crack and slowly pushed his head against my waiting hole, still wet from the tongue bath he had given me. I spread my legs wide and lifted my ass even more to invite him in and Tommy slowly and gently pushed his head past the tight ring of my boy pussy. “Oh fuck, Jesse, that feel’s so good!”
Slowly Tommy pushed in another inch and then another, until he was buried deep inside my warm, moist boy pussy. I wrapped my legs around his cute, little ass and he leaned into kiss me, his stomach pressing against my aching cock. “Fuck me, Tommy,” I whispered, as he slowly pulled his cock out of my ass and then drove it back in. Slowly out again and then driving it back in, deep inside my ass—my cock rubbing against his stomach with each thrust.
Tommy began to fuck me harder and faster, pushing deep and slapping his balls against my ass. It wasn’t long before I felt them tighten and Tommy exploded inside his best friend’s ass. Stream after stream of hot, thick, cum filled my boy pussy and spilled out running down the crack of my ass.
At the same time, my own cock exploded between us, covering our stomachs and chests with a massive load of warm, boy juice. I pulled Tommy deep inside my still quivering ass and held him tight, my own cum sticking to us as we gently kissed.
When Tommy’s cock softened, it slipped out of my ass, followed by a gush of his cum that ran all the way down my crack. Tommy shifted to allow himself to lick up his own cum and clean up my hole while I nursed on his soft, sticky cock. before we shared a passionate cum kiss.
When he rolled off a few minutes later, Tommy looked at me and said, “Will you fuck me Jesse?” We knew we had the entire trip to explore the build up lust that we shared. Nothing cements a friendship like fucking your best friend.
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