I was fresh out of high-school, spending most of my summer at my best friend's house on the outskirts of town. We were both eighteen, both tall and lanky, though I was considerably more muscular than he was. We'd basically grown up together, and at our small school, we were the only people in the class that the other seemed to get along with at all, so needless to say we spent most of our time in the company of the other.
We had a very close friendship, we'd talk openly about the girls we liked, the problems we had with said girls, and what we wanted to accomplish in our lives. We'd spend weekends at various parties, taking turns being the designated driver for the other, and during those parties, usually out in some pasture in the middle of nowhere, with a bonfire surrounded by pickup trucks, and plenty of beer and cigarettes to go around, we always had a good time.
After one such party where Michael was the driver for the night, we got back to his parents' house to crash about one in the morning. I was still feeling the beers from earlier in the evening, and we were both reliving the sight of some girls dancing naked in the moon and fire light, no doubt intoxicated on cheap wine and cheaper weed. That alone made the night quite memorable, but there was much more to come in the way of things we'd never forget.
Michael's room had one twin sized bed, and a large, overstuffed recliner on the opposite side of the room by the closet door. Though we were close, we'd never seen the other one naked, despite changing in the same room several times. Usually, I'd stand by the bed to change, and Michael would stand behind one of the closet doors. I always suspected that he'd be looking through the crack of the door as I changed, but I never turned around so he only ever got a view of the rear, not that I minded very much. I've always been a bit of an exhibitionist, but rarely acted on it except for when I was alone without the fear of being seen by anyone. Michael's room was the only exception, and with his almost constant bashing of homosexuals, I never felt any threat that he'd be sneaking a peek at my body. I always had my suspicions about him though, and figured if he was looking, he'd be enjoying it.
A few times in the past we'd joke around and try to make the other one uncomfortable, saying we'd sleep in the same bed together when there was only one available, threatening to sleep naked if the other stayed in the bed, and one time we got within an inch of kissing each other while playing that game of bedtime chicken. I was the one who pulled away at the last second though, which was strange, as I'd usually be the one to brazenly cross lines in the name of winning the game. I was always the one to make a grab for his ass or crotch, and I was also the one to start getting hands-on, though for the most part he'd play along and laugh.
I thought about this as I was sitting in the recliner in his room, watching TV as Michael chatted on his computer with some girl a few towns over, one that we both knew he had no chance with. He loved to try though, and never took rejection too badly, at least outwardly anyway. I thought about that almost kiss, and how the look on his face said he was actually looking forward to, and counting on me to stand my ground. I felt bad that I'd given up and opted for the couch in the living room instead.
Michael closed his chat session and announced that he was going to shower, then go to bed and that I'd be sleeping in the chair this time. He'd slept in it the past few nights I'd been over, and he said that after staying up so late to drive me back from the party, he deserved his own bed. I didn't say a word and kept my attention on the TV as he left the room and headed down the hall, closing the bedroom door behind him.
That got me thinking even more about that night, and about how I'd let him watch me change through the crack in the door, and getting a great view of my ass several times in the past. I knew that he never wore underwear, and only donned a pair of basketball shorts to sleep in every night. I wanted to tease him, and part of me wanted to see just how far he'd go to get his own bed.
Once I heard the shower running, I got up from the chair and put my drunken plan into action. I quickly stripped naked and climbed in his bed, laying face down on my stomach and turning my head towards the bedroom door to wait for him to finish. I grabbed my boxer shorts from the puddle of jeans in the floor and hid them between the mattress and the frame of the bed. I wanted to make him think that despite what I was going to say, that I wasn't actually nude, giving myself the opportunity to catch him off guard. I slipped my feet, legs, and hips under the covers, leaving my back fully exposed. The soft, cool sheets of his bed felt nice on my exposed skin, and the fact that I was so close to the edge of the bed away from the wall gave my dick a little twitch as it grew beneath me. If everything went to plan, he'd assume I was covered by my shorts and have to climb over me to get into bed, only realizing I was naked once he was trapped.
I almost dozed off while waiting for him, but soon I heard the bathroom door open, and the sound of his bare feet walking down the hall. He turned the knob on the bedroom door and opened it, tossing his dirty clothes into the hamper as he noticed me laying in his bed. "I told you I was sleeping there tonight, Jake." He had a look of slight annoyance to his face, but under that was a twinge of excitement that the game was starting again.
"That's fine, dude. I'm sleeping here too, though, and I'm naked so if you're going to join me, you gotta be naked too." I smiled my most smart-ass smile at him, and put my head back down on the pillow as I closed my eyes.
"Bullshit," he challenged as he walked toward the bed, stopping with his crotch inches away from my face. "You're not naked, I know you wear boxers and your jeans are empty."
I opened my eyes and raised my head up as I reached down and pulled up my hidden shorts from the bed frame, lightly brushing the back of my hand on his package as I held them up with a smile. "No way," he said in disbelief and shock, "I bet you took a pair of my gym shorts to sleep in."
"Nope, I'm nekkid, like dick on your sheets naked. Don't believe me?" I asked in response, hoping to push him further and get his mind racing on the thought of it.
"No, I don't think you're that brave" he teased, calling my bluff as I pulled the blanket off of me, tossing it behind me to the other side of the bed. I felt the cool air rush over my now exposed butt and thighs, and saw his eyes briefly widen as he looked me over. A slight smile crept on his face as he decided to take the next step of the challenge. "The minute I take my shorts off and climb in bed, I bet you go to the chair."
"Nope, I'm sleeping here tonight. If you choose to as well, that's your decision." He thought for a moment, eyes glancing back to my exposed backside, trying to get a view of more of me between my slightly spread legs. "I'm not moving either, so if you decide to, you'll have to climb over me. Now get those shorts off if you're going to."
Michael put his hands on his slender hips, just above the top of his red shorts. "You're so full of shit, Jake, and I'm going to prove it" he said as he turned his back to me. He grabbed each side of his shorts and started lowering them slowly down his body. He paused as the elastic band was just starting to expose the top of his ass to me.