Your Going to Sleep Like That?

Unfortunately, this doesn’t end in a quick Jerk Off, I wish it did.  I have been best friends with this guy for years, we went to college together and have roomed together too. This night felt like a step forward in our bro hood and I wish sometimes our relationship would move forward to maybe a sexual experience.

This happened a night before we were leaving to go on vacation.  The trip had been long anticipated from the crappy time we were both facing at work and he had recently broke up with his girlfriend who had made him feel like a piece of shit stuck to her shoe. I was staying the night since we were due to leave early the next morning.  Not having any spare rooms, we decided to sleep on the two couches.

First, a little about us. We are both normal straight guys which have become like brothers. We are both of average height and both hairy, he more so than I.  We were both getting ready for bed and he turned out the light. I looked over at him and was like, "Dude, I can’t see what I am doing." He turned the light back on and I got changed. I put my shorts over my boxers, and he said, "Are you going to bed like that?" referring to my underpants.

I replied, "What? You sleep like this and I didn’t want to make you uncomfortable."

Side note: For as long as I’ve known him, he has always had an issue with body image. Even at college he always changed his underpants under the covers and had never changed his shirt in front of me.

After I made my statement, he pulled down the elastic on his shorts demonstrating that he had gone commando. I looked at him and said, "Geez you're feeling brave."

He looked at me challenging me to do the same.  So, I decided I might as well be comfortable and decided to take my shorts and underpants off leaving my hairy ass out in the open. I looked back at him and I asked him, "All those times you have been getting undressed under the sheets, what’s changed now?"

"I just don’t care anymore; I am what I am, and I have what I have," he said.

I took this as an opportunity to delve deeper into the sudden change of attitude.

"So, if we saw each other naked you wouldn’t care?"

"Pretty much," was his reply.

I was always curious too see what he looked like naked and if we looked the same. We are basically the same person in many ways. So, I decided as a joke to turn around and let him see my dick. I called his name and he looked. He saw everything, and I said if you ever wondered what my dick looked like here you are. He looked over and saw me.

I have nothing to brag about I’m a grower not a shower and I’m 6” on a good day.

"Cool," he replied.

"Well what about you?" I asked.

Before I knew it he had lowered his shorts and showed me his dick. It looked pretty the same much as mine. Not too thick with a nice long foreskin, bushy pubes, but his balls looked like they hung lower than mine.

"Cool," I replied back not making a big deal out of it.  He put it away and we went to bed. 

There were other times when we saw each other naked but that's for another time.......