All Due to a Cosmo Pleasure Tip?

My friend Sean and I had been working at the same small restaurant together for a few months. We’d known each other for a couple years—grew up in adjacent small towns. 

We were on clean up duty one day, after the restaurant closed early. Somehow, one of us got up the courage to talk about…it.  I’d never had the courage to talk to any of my friends about masturbation, but Sean didn’t seem shy about it. 

My main contribution to the conversation was to mention I’d read a tip in Cosmopolitan about rubbing gently below the balls as a way to enhance your routine. Sean said he’d never tried it. 

Our conversation drifted, I was staying over at his house that night and we were going to stop off and rent some movies. 

————

That night, after Sean’s mom wandered off to bed, we started our first movie. We were posted up on the L shaped sectional at the back of the house. I can’t remember at all what it was. Probably because we stopped watching it about five minutes in. Sean brought up our earlier conversation. 

At first I wasn’t sure where he was going with it, but he soon made himself clear as he suggested we take off our pants and enjoy ourselves. I didn’t need much convincing. 

Within seconds our penises were both erect. I was immediately struck with how different his penis was from mine. Mine was so familiar—uncut with a long foreskin, slightly curved when erect, girthy but not fat, about 9 inches. 

Sean’s was perfectly straight and completely hard. It was cut, the head just slightly bulbous, almost the sort of penis you would see in an illustration for sex ed. It was about 6 inches. 

Sean was not wasting anytime. His stroking technique was unlike anything I’ve seen before or since. It’s almost like his thumb and fingers were flower petals closing around his shaft, the head buried into the crook formed in his palm. 

As I started to stroke, more turned on than I’d ever been, he asked if I would demonstrate the technique I’d told him about. I told him sure, and spread open my legs to give him a view of my rubbing my perineum. I kept one hand on my shaft, slowly moving up and down as I circled my first two fingers beneath my scrotum. 

Sean started to copy me, making similar movements on himself. He said he wasn't sure if he was on the right spot, would I mind showing him *on* him?

I moved over to his section of the couch, and sat next to him. Both of us in t-shirts, our cocks throbbing. I moved my hand toward him and started gently rubbing and putting pressure beneath his balls. I could feel him tremble, his hand paused on his own penis. 

Sean was a naturally helpful, caring person, so it didn’t take long for him to ask if he could touch me. For a bit we sat right next to each other, one hand reaching across the other as we both started massaging each other’s scrotums and perineums, our other hands we kept on our own cocks. 

After a few moments, our curiosity and pleasure took over. Without hesitating we gently sucked and kissed each other’s shafts, we even tried 69ing for a minute. Somewhere in the frenzy one of us got the idea that we should press our shafts together. We scissored our legs and began to frot (though neither of us knew it had a name at the time). Our shafts underside to underside, we took turns stroking both cocks as if they were one. 

Our precum was leaking everywhere—which probably helped as we didn’t even think to use lube.  The smell of semen filled the room as the movie played quietly in the background. 

I have no idea how much time passed…Our exploration of our own penises was expanding as we explored each other. Maybe it was out of shyness or inexperience, but for this first time (first of many), we moved back to our sides of the couch and watched each other stroke until we both shot huge hot ropes of semen. We both came into Kleenex, our penises pulsing almost in unison as we watched each other shudder with orgasm. 

More sleepovers were an absolute must.