Rob laid in bed next to his best friend Jerry. Jerry slept silently turned on his side with no blankets and only in his underwear. Rob couldn't keep his eyes off of his form. His ass was so beautiful in the dim light.
They had been best friends all through high school and Rob had seen Jerry undress in front of him many times down to his underwear and caught glimpses of his bulge, tracing the lines of his penis with his eyes, and seeing his ass cheeks poking out below his tight underwear. Seeing Jerry in his underwear over the years had slowly fueled a longing inside of Rob to explore things with Jerry.
Rob had lay next to Jerry so many nights as he slept and even had quietly masturbated before in bed next to him thinking of what it would be like to feel Jerry's naked body against his, but as his best friend, he had never been able to share his feelings thinking Jerry would not want to be his friend anymore if he knew of this fantasy.
Rob had an erection building in his underwear. Trying not to wake Jerry, he moved his hand slowly to the band of Jerry's underwear delicately lifting the band hoping to get a glimpse of Jerry's cock as he slept. He wanted to pull his underwear down so badly to see the flesh of his ass or maybe roll him over gently to reveal his cock and balls but he couldn't bring himself to do anything.
He moved closer and slowly rested his erection on Jerry's leg. He had never done this but couldn't help himself tonight.
They almost always slept innocently touching each other in some way, just because there wasn't much room on the bed and they were just so close, neither of them seemed to care when the other was touching them.
Jerry felt something on his leg and his eyes fluttered open from a deep sleep, his chest rising and falling rhythmically with each breath. He lay quietly in his familiar, messy bedroom, surrounded by the silence of the night. The streetlights outside cast a faint glow through the blinds, painting the room with shifting shadows. He felt the warmth of his best friend Rob beside him, their bodies close and touching.
Jerry was still laying on his side facing the wall and he could feel Rob was pressing against his leg, and his hand was resting just above the waistband of his underwear. This is what awoke Jerry.
Jerry remained quiet thinking Rob thought he was a pillow and maybe he would roll over and stay asleep. Rob was his best friend in high school and he stayed over all the time during the summer vacation days. Jerry didn't really think about Rob being so close to him in the bed because they had spent many a night squeezed together on that little bed and legs and arms touched all the time. Jerry admitted to Rob that he really liked the closeness of another body next to his so he always welcomed Rob snuggling up to him.
Rob lay frozen knowing Jerry always falls back asleep quickly. Maybe tonight he could finally get under his underwear band and touch at least the tip of Jerry's cock. His dick was frozen on Jerry's leg. He didn't want to move it and show Jerry he was awake. So he kept it there. What if Jerry realized what was happening and liked it?
It felt nice. It was so close to Jerry's beautiful ass. He thought to himself, as soon as Jerry goes back to sleep he could slide his dick out of his underwear and onto Jerry's leg and ass cheeks. He wandered if maybe he could masturbate and climax right on the bare part of Jerry's ass cheeks. Really hot, but too risky he thought.
Rob's erection was throbbing thinking of how he wanted to play with Jerry's ass so badly. Rob almost couldn't contain it and thought maybe he could just pull his own underwear off and roll Jerry over, wake him up, and just see what he'd do once he noticed Rob's bare erection. He would either kick him out and they'd never talk again...or...maybe something new. Who knows what Jerry would do. Rob remained quiet and still running through scenarios in his head.
Jerry still lay there in bed and his mind began to wander to the usual places: the pressures of high school, the untouched homework sprawled across the floor. He thought about Rob and how he was more than just a friend; he was a confidant, a shoulder to lean on. Rob's girlfriend was one of Jerry's dearest friends too. They were all just so close. Like family really.
Yet, as the silence stretched, Jerry suddenly realized that Rob's erect dick, in his underwear, was pressing against his leg. Jerry wasn't sure at first what it was but now it was very clear. That was Rob's dick, and he apparently was asleep and had a REM cycle boner.
This was new.
They were best friends. They shared everything and were really close. They spent so much time in their underwear in beds, leg on leg, arms over each other. They were so comfortable around each other. They talked about everything...but this was definitely a private chance for Jerry to experience something different about Rob.
Rob's girlfriend had told Jerry stories about Rob and that he had an amazing dick and was really great in bed. The details of those conversations and how Rob felt during sex had made Jerry very curious at the time and it was all flooding back to his memory now. Jerry's heart rate picked up a little, and his thoughts grew hazier as he was still half asleep and a little confused. It was as if a veil had been lifted to reveal a new, tantalizing possibility so close to his grasp. Something inside of Jerry liked it and didn't want Rob to wake up and realize his dick was touching his leg. Jerry had never had a sexual encounter with a guy, but had been curious about what it could be like to touch a guy or maybe even go further. He had masturbated on occasion thinking of Rob and what his girlfriend had said about his dick being inside of her...but when he was with Rob, it was just the untouchable thing in his life and he knew it was only a thought and left for fantasies and not real life.
