This story contains depictions of sexual encounters between teenage boys. If you are underage or offended by such material, or if it is illegal for you to view such material, please exit this web site now.
While this story is non-fiction, names and places have been changed to protect the involved parties.
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My first spontaneous experience happened in my junior year in high school.
It was the first day of school, and as I got on the bus, my eyes locked with his as a grin crept up on his face. It was Tom, an old friend of mine from elementary school who I had barely spoken to in 5 years. As mine was once of the last stops, I had to sit with someone, and who better than my old buddy Tom?
We got to talking, mostly simple things like what music we liked, how the social system in our school worked, etc. By the end of the bus ride, we had swapped cellphone numbers and discovered that we were in most of our classes together.
After AP Biology, our last class of the day, we both headed down to our bus. Exhausted from a hard first day, I sat down in my own seat, forehead against the window, some light rock playing through my earbuds.
I must have dozed off, because about 15 minutes later, I get a text from Tom: "Are you dead? Lol." I glanced behind me and saw him grinning to himself out the window. He must have sensed me looking at him, and as his gaze met mine, I smiled and he gave a little chuckle.
I turned back to my phone and replied "Just exhausted! Mr. F (our gym teacher) sure worked us hard for the first day!" Our conversation quickly advanced from our first impressions of the teachers to what I thought of the girls in our class (oh, straight boys!) to how sore his back was (he got hit full-force by a kicked basketball). We got stuck on that last topic for a while, and by the time I was off the bus and in my bedroom, he'd texted me "Please, come over and give me a massage!"
I told him I was busy but that I'd love to hang out the next day. (We didn't have school.) But Tom was not satisfied with this answer. He started begging me to come over, and while I couldn't go, I was picturing his hot body, sweaty and naked, moaning in pleasure. I needed to joke about it so I wouldn't say something that might out me, so i messaged him "I'll give you one tomorrow, but you better not expect a 'happy ending'! lol."
Apparently, he didn't know what I meant by a 'happy ending', and so I spent the next 10-15 minutes having a playful and funny (but at the same time, incredibly arousing) conversation with him about massages with happy endings. Eventually, the conversation petered out, and we agreed to meet at my place the next day. I fell asleep with a contented smile on my face.
I woke up late the next day. After checking my phone every 5 minutes for half an hour, I couldn't bear waiting for him anymore, so I texted him "when are you coming over?" A few minutes later, he messaged me back "My mom just went to the store. I have the house to myself. Come here."
I jumped on my bike and zoomed down the streets until I got to Tom's house. I locked up my bike and before I could even ring the doorbell, Tom was opening the door, his sexy swimmer's build accentuated by his tight wifebeater, with a sweatshirt draped over his muscular shoulders. As he turned around so we could walk inside, his shorts slipped and revealed the top of his perfectly-formed jockboy butt.
As we started up the steps to his room, he said "Thank god you're here! I seriously need that massage!" We got to his room and Tom bellyflopped onto his full-sized bed. I kick off my shoes, take a seat on his beautiful bum, and start kneading his shoulders, eliciting groans of pleasure from Tom.
"You know," I say with a smile, "this would work much better if you lost the shirt."
Tom got up, tossed off the hoodie and A-shirt, and got back down. I got back to work on him-- first his sinewy, thick neck, then his broad, solid shoulders, down the beautiful slab of his back and back up again. As I was making my way down for about the 20th time, he gasped something besides the standard moans of euphoria. He said it again, and this time it processes-- "Massage my ass."
I hesitate, not knowing how to respond. He solves that problem really quickly by pulling down his shorts, boxers and all, leaving me on top of his legs. I start pressing into his ass, massaging that gluteus maximus, working my way down his smooth thighs, when suddenly, there's a hand on my wrist: Tom has grabbed my arm. I watch in shock as he guides my hand under him to his crotch, where I'm awaited by a throbbing hard cock, pulsing in my hand as he starts jerking my arm up and down.
Soon, he doesn't have to hold on; I'm jerking Tom all on my own. I strip off my shirt and continue masturbating him, now grinding my crotch against his hard ass. I tell him to flip over, and as he does, I strip off the remainder of my clothes, then mash our bodies back together, grinding our hard dicks into each other.
And then it happens-- I lean down and kiss him, long and passionate, heat pouring out of us as our hot young bodies intertwine, and fuel each other's lusty libidos. Lips on lips, tongue on tongue, and then I break away, spreading my sensual kisses across his neck to his ear, down the side of his neck to his broad chest, his pert nipples, his flat stomach, down to his raging, turgid cock, which I engulf in kisses as moans explode from Tom's mouth, making the burning lust in me reach new heights. I bring him nearly to climax, then stop, and start making out with him again as we jerked each other's raging hard cocks.
I roll Tom off the bed and we're standing, kissing intently, when he's suddenly off my lips and on my dick, his warm, wet mouth engulfing my throbbing cock. I almost cum in his mouth when he pulls off and we start kissing again, playing with each other the whole time. I grab his ass and start working intently on them, eliciting more groans of pleasure, and just when I think I can't hold in my orgasm anymore, he jumps back on bed, smiles seductively, and says "Lube is on the desk."
I grab the bottle, wet my dick up, and with another glob of it, start loosening up his tight virgin asshole with my fingers: first one, then two, then three, then my cockhead is in him and he's wriggling about as I'm pumping his hole, in out, in out, until I get my dick all the way in and I hold it there as he's wracked by spasms of pleasure, begging me for more. I slowly start pulling out, then, with just my cockhead still in, ram all the way back in. I repeat this, each time causing a moan to escape Tom's athletic body, until I quicken the pace and start pumping him again, faster, harder, longer, until suddenly I'm on the edge of busting and...
"OH, GOD! I'M CUMMI...AH-AH-AHHHHHH!" screams Tom, as his ass gives a hard, pulsing squeeze and he starts shooting thick blasts of cum all over our chests and stomachs. This sends me over the edge, and before I can stop it, my seed is pouring out, breeding his tight, wet hole with rope after rope of my hot cum, lubricating his chute for a few last, sensual strokes.
I collapse on top of Tom, my shrinking dick still deep inside of him, panting. I kiss him deeply as we lay there, recovering from our hot encounter. Before our lips part, we've both passed out, heaving chests pressed against each other as we lay drift off in ecstacy.
--END--