Just a little background on where this story comes from. My boyfriend and I like to tell each other stories about fantasies and experiences from our lives and masturbate together. This was his turn. I had asked him to recount his first experience with guy; something that we had never discussed. We sat at opposite ends of the sofa, facing one another and got started.
It was the in last few months of highschool. Jeff had just turned eighteen and was working at his first job real job. He would be going of to college after that summer and was saving up some money to cover expenses. Some weeks earlier a new guy had started there and he and Jeff had become good friends. Jerry was the other boy's name and they were both the same ages. Their girlfriends both went to the same school and knew each other from a few classes together. Both couples hung out together on the weekends and usually wound up at Jerry's for make-out sessions, since his mom worked odd hours and was rarely ever home.
Nothing out of the ordinary happened during these sessions. Each couple stayed strictly to themselves, but as time went on the usual adolescent inhibitions faded away until neither couple hid their actions from the other. Jerry and Jennifer, his girlfriend took the initiative on this with their brazen acts of oral sex right next to Jeff and his girlfriend, Kelly. After a while it became routine and they began to treat it like a perverse game. They would have "cumming contests" to see which couple could get off first. Deep inside Jeff began to like seeing his friend naked next to him. He tried not to make it too obvious that he was staring at the other boy's nakedness.
One Saturday while they were all together and each boy was screwing his respective girlfriend, Jeff looked up to see that Jerry and Jennifer were both watching intently. Jeff was fucking Kelly from behind and felt his already rigid cock, swell more. Kelly felt the added pressure inside her and began clawing at the sofa cushion as her pussy locked Jeff's dick in orgasm. Jerry and Jennifer followed shortly after.
The next day after work, Jeff and Jerry were changing in the locker room. It was up to Jeff to lock up and Jerry had stayed behind to help him with some last minute details. As both teens stripped out of their work clothes, Jeff couldn't help but discretely look at Jerry behind him through the mirror on his locker door. He admired Jerry's thin, athletic body and tight ass as Jerry dropped his underwear facing way from Jeff. Jeff's penis began to swell uncontrollably, as he grew more excited from the view. Jerry turned slightly and his long, thin penis was just visible; dangling between his legs. He turned and walked to the sink, completely naked. Jeff tried to hide his cock which was now pointing straight ahead and forming a small wet spot on his underwear.
He quickly tried to change without Jerry noticing his obvious arousal. Jerry asked from across the room if Jeff wanted do anything after work.
"Jennifer is going out with her parents and mom's working a double, so I was going to watch some videos. We can pick up Kelly if you want." he said.
"She's grounded for coming home late last night. I was gonna go to the City with some guys from school." Jeff answered.
He could see that Jerry was looked a little disappointed and added, "…but what the hell, we'd probably get into another fight with a bunch of skin-heads on the PATH again."
The sexual tension broken by the brief exchange, Jeff's pole began to soften and they both finished dressing and left for Jerry's. They arrived a few minutes later. Jerry's family lived in a high-rise apartment near the Hudson River, right across from downtown Manhattan. The City's lights shimmered across the water in the early April night.
In the apartment's kitchen there was a note from Jerry's brother saying he went to Atlantic City with friends and wouldn't be back until the next day and not to tell mom. He had left some money for dinner. They used the money to buy pizza. They ate and watched a movie and talked for a while.
After the movie finished, Jerry spoke up," You gotta see what my mom found in Tommy's room last week. She almost killed him." He ran from the room and quickly returned with a video tape. Jeff had a good idea of what it was. Jerry punched the tape into the VCR and hit play. Sure enough it was a porno. The video started with a lesbian scene.
"I thought mom threw this out after she yelled at Tommy about it, but I found it in her room last night. It's nothing but sex scenes."
Both boys watched the screen intently as the scene unfolded. It wasn't long before they were both hard. Jeff had a visible lump in his jeans. Jerry's shorts were propped up like a tent. The two of them were squirming in their seats as their young cocks strained for release from their confines.
Jerry was first to make a move, reaching under the waste band of his shorts and stroking himself. Jeff alternated views between the TV and his friend next to him. Then he loosened his jeans and reached into his underwear. Precum had stained the front of his underwear and dripped down his length to his balls. From the corner of his eye he saw that Jerry was watching him purposefully now and Jeff began to feel uncomfortable. Despite the fact of all they had seen of each other, they had always been with their girlfriends. This time it was just the two of them. Jerry shifted himself a bit and then slid his shorts to his ankles. He was fully exposed to Jeff, who tried not to look too much.
