My name is Adam, I'm an 18-year old high school senior. I'm 5'11", 180lbs with blond hair and blue eyes. Oh, and I'm on the swim team, so I wander around in a speedo a lot.
Girls think I'm hot, guys think I'm hot. I try not to be too much of a pretty boy drama queen, but getting laid is easy. All was fine in my life until I met this new kid as a junior, and I slowly became enchanted with him.
His name is Steve. He's also on the swim team, a little shorter than I am, 5'9", with deep dark brown eyes (like a puppy), dark brown hair and the body of a kid just like me, who swims every day for miles. He's quite shy, and has not, as far as I know, had a lot of luck with girls.
When we first met, he was the new kid in school and the new kid on the team, but he's such a nice guy, we got to become friends, and then we just hung out all the time. Every so often I'd have to ditch him to date some cute girl, but Steve would always be the one person I'd actually want to hang out with. I just made the decision that I didn't think he'd be as good at blow jobs as the girls I meet.
We're best friends. We hang out on evenings and weekends. We do homework together. We swim on the same team. We spend a lot of time around each other in very little clothing, and some of that time is spent naked and wet and covered in soap or a towel. It's weird, sometimes I lie in bed at night and jack myself to sleep thinking about him, and I'm not sure why. I don't think I'm in love with him or anything, he's just real cute, and a great guy.
I'm a spoiled brat. I live in the pool house of my parent's mini mansion. Both Steve & I go to Catholic school, which means when we're not in the speedo, we're wearing white shirts, slacks and a tie. It's very regimented. But you always figure out ways to get around the system. I wear bright colored underwear. It's my thing.
One evening I've had a shitty day at school and I really need to take the edge off. I race home, strip down to my underwear and jump on the bed. I pull up Netflix and find my favorite Queer as Folk sex scenes. I slip my hand into my briefs and slowly stroke myself until I'm hard. I like to start jacking in my underwear because I really enjoy the sensation of peeling them off while I'm hard. It makes the session last longer. As I get hard I remember the thing I read recently about cock rings.
"Maybe I could use my school tie?" I think.
As Justin and Brian are getting their thing on on TV, I'm carefully working a cheap tie around my nuts. I've done enough googling to understand the principle, securing my sack like this will tighten the skin on my cock, and supposedly... well, I have no idea, I've never tried it before. I lie back, lube up and jack away.
Imagining that I am Brian and Steve is Justin is just too dumb, but it's fun. I like how Brian is so dominant and Justin just takes it and does whatever he's told. My mind wanders for a bit and I think about how I'm actually Justin, because he's blond, and Steve has darker hair. Then I remember Steve in the shower the other day, wet, soapy and lickable.
The tension provided against the shaft of my cock as I stroke is awesome. I'm worried about cutting off the blood supply to my junk, but the sensation feels good, so I keep it nice and tight. With my left hand I stroke my nuts a little, while my right goes to work furiously. I love to touch my nipples when I jerk, so after I'm done stroking my sack, my left hand wanders up to my chest. There's a little spark in my crotch as I rub my own hard nipples, then I slide my hand down my chest, across my belly button, and into my pubic hair. My hand ends up back to the base of my cock and I can feel that I'm almost ready to burst.
The jury-rigged cock ring is going to make me blast my load very quickly, and while I try to slow down, it really serves no purpose to delay the inevitable. I gasp loudly and arch my back as I spray cum all over myself. I work my cock until I get every last drop out of it. I realize I'm a huge fan of using the school tie on my nuts, I'm going to have to try that again sometime.
I'm sticky, so I shower. I look at my clock radio and realize that Steve is probably on his way over. I turn off the TV and head for the bathroom, which is right inside my fancy guest room suite.
I close the door and figure out how to slide the tie off of my nuts. In school tomorrow I'll look down and remember the awesome jerking session, and that will just make me hard and I'll come home horny as hell again. I also realize that I managed to cum on the tie. I shrug and hang it up on a hook. I take a long piss in the toilet and then jump in the shower.
It's a quick shower, all I need to do is rinse off the cum and wash my cock (I'm a bit of a clean freak). Right after I turn the water off, I hear a muffled "hello?" from downstairs. I figure it must be Steve, right?
"Steve? I'm in the bathroom, come on up." I yell through a closed door.
I take a short while to towel off then find an old pair of basketball shorts to slip on. As much as I love to wear speedos and tight underwear, the freedom of smooth shiny basketball shorts against my junk is awesome. I don't remember the last time they were washed, but hell they're comfortable. Also, Steve isn't going to care what I wear.
I flush the toilet, hang up my towel to dry and walk out into my bedroom. Just as my hand touches the door to the bathroom I have this terrible feeling I left the TV on with Brian and Justin in mid fuck - then I turn the corner and see it's off. Nothing to worry about there.
We do our crazy complicated math homework together. Steve is super smart and pretty much drags me through all the math stuff, for which I am really really grateful. I'm fairly sure I'd never make it without him. He's a little distracted, but when I push him on it, he's cagey, so I don't ask too much, I think I know when to back off.
When the math homework is done, we hang out a little more, then he heads home for dinner and I hang out with my family. I change into jeans and a t-shirt, as my folks really believe in the "no shirt no shoes no service" rule for dinner, so the shorts are out of the question. After dinner, I hang out with my little sister, Steve and I text a little bit, then it's time for bed. There's a whole of swimming to be done this week, and the math stuff was for a test. All work and no play makes Adam a dull boy.
The rest of the week sails past. There's a lot of swimming, as usual, which means a lot of hanging out (literally) with other naked guys. Some times I pay attention, other times I just tune it out. Then, before I realize, it's Friday and time to go home.
Of course, I end up delayed, working through some issues with my math homework with the hot young math teacher. She's cute and I try to flash my blond-hair-blue-eyes-shiny-white-teeth smile at her as much as I can so she'll be nice to me, but she's a math teacher, and therefore immune. It takes time to go through the work, and when it's, it's done. I'm free for the weekend and I head home.
The pool house is weird. It's pretty much a full-on guest house. Downstairs there's a kitchen/living room/dining area and a full bathroom with a pool changing room. Upstairs is my room and another full bath. It's awesome. I'm the oldest kid, so it was the easiest way for me to get the whole late teenage privacy thing that I really wanted.
I walk up the stairs and into my room to find Steve on my bed. Watching the show I was watching earlier in the week. My underwear are around his hips, he has a raging hard on and his jacking himself slowly but confidently.
Wait.
I walk into my room and I freeze.
Steve is on my bed.
In my underwear, with his legs wide open.
His cock is super hard, slick and bouncing in his hand.
Brian and Justin are going at it on the TV.
Steve is on my bed?
Steve is naked on my bed with his cock in his hand, wearing my underwear?
He can't see me from where I'm standing as the room is set up so that the top of the stairs can't be seen from the bed. I wonder if he is thinking "that's me and Adam on the TV." Maybe he wants to be dominated, just like Justin. Or maybe he wants to feed me his cock and give me instructions to follow.
My cock got hard the instant I saw him on the bed. His nipples are rock hard, his skin is smooth and his rhythm on his cock is steady. The sound is set low on the tv, but I can't really hear him moan. In my mind, he's moaning. I wonder if I'm moaning? I'm rubbing my cock through my pants, this is one of the horniest things I have ever seen.
No, this is totally the horniest thing I have ever seen. It's like my wet dream come true.
I've seen Steve naked hundreds of times. He's seen me naked hundreds of times. We've seen each other hard - I memorize every last angle of his cock from whenever I see him hard. But I've never watched him touching himself so intimately. He releases his cocks for a second to lick his hand for lubricant. It's all I can do to not walk over there and lick his cock myself, or offer to grab the lube from the nightstand.
He continues to stroke, but he looks like he's getting closer. I'm not sure what the deal with him half-wearing my underwear. He's pulled them down to jack off, but he hasn't pulled them all the way off, I like to jack into my briefs, but I don't usually keep them on while I jack.
I suddenly realize, that Steve has been borrowing my underwear.
We're pretty much the same clothes size, we trade other a shirt or jeans now and again, it makes sense that he'd borrow my underwear, I have awesome underwear. I watch Steve undressing every time we hit the pool at school, I watch him slip his underwear down over his perfectly formed ass a lot. And the more I replay this in my mind (which I realize I do a lot more than I thought), the more I realize the sexy little fucker has been borrowing my underwear. In fact, he's wearing my Calvins from two days ago. It never occurred to me before, I wonder how he's managed to get away with it all along?
I can't quite process what's going on.
Steve is (mostly) naked on my bed, jerking himself. There's boy on boy action on my TV. He's wearing my underwear.
And then he shoots his load. I watch as thick jets of hot white cum erupt from the end of his cock. His body bucks, just like mine does when I come. He lets out a loud moan. He keeps pumping his cock, squeezing every last drop out of himself. I watch as the hot white liquid drips down his hand. There is cum all over his torso.
I clear my throat, he looks over with a look of horror on his face.
I don't know what to say, all that comes out of my mouth is; "Does this mean you're finally going to stop stealing my underwear?"