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Maddy's friend wants to get good grades too.


"Well for what it's worth I thought you were a chic coming up here."

"You'd have liked that wouldn't you. Some under-aged drama chic to warm you up."

"Not really. Her mom maybe." I laughed nervously and covered it with a swig of beer. I watched as his long skinny white fingers fished a cigarette out of a crumpled pack. He moved like a woman sometimes. He stuck it between his red painted lips and looked into my eyes and asked for a light. I could tell he was testing me. Seeing how comfortable I was with him in drag. I leaned forward with my lighter, lit his smoke, and he looked into my eyes for a brief second as I did it, before he leaned back in his own chair and crossed his legs.

"I can't believe I used to hang out with those people in there. They all seem so weird now. They look so young."

"Yeah well that was you a few months ago you know." He must have noticed a bit of an edge in my voice.

"Oh I'm not talking about your brother. We've always been cool. I mean the rest of them."

"Yeah. Yeah we'll people change you know." He looked depressed for a split second before flashing me a huge smile and jumping up theatrically to his feet and twirling around.

"Change like this?" He said and for the first time I noticed he was trying to pitch his voice higher.

"Well a Halloween costume isn't exactly what i was thinking of but yeah that's a change."

"Oh I don't do it all the time. Just now and then for fun." He turned around and flipped his skirt up a little in the back and I saw the bottoms of his pale white but cheeks.

"Uh dude. Please tell me your wearing underwear."

"I am silly. I've got on a nice black thong." He was pitching his voice even higher now and he must have noticed I was slightly uncomfortable. I knew he was doing it on purpose. I had absolutely no idea what else to say at this point, so I finished off my beer and reached down for another.

"What you don't think I look good? A few minutes ago you we're hoping I was some young girl that would be all impressed by your cool twenty something act up here. Thinking that maybe she'd come up here and you could get a hand job or something." As he spoke he moved his hips around a bit and walked towards me. I have to admit there was some truth to what he was saying.

"Justin..." I started when the next thing I know he spun around and sat down right in my lap. He arched his back and I felt his butt push down on my crotch. He put his head on my shoulder and spoke into my right ear. "A few more beers and you wouldn't even have known it was me. You can't tell me that my ass doesn't feel good right there." He was right. It did. My cock thought so to because it started to get semi hard.

"Dude..."

"Shhh." He put his left hand on the back of my head and spoke softly into my ear. "It's okay. You can pretend I'm a girl if you want. I like it that way." His breath was hot in my ear. His other hand went down and took my one of my hands and put it on the top of his thigh. It was cold, but smooth. He shifted his ass again and I felt my cock stiffen even more. "See you do like it. You like my ass sitting on your cock. I bet those drama club girls wouldn't do that."

"What if someone sees us?"

"I could barely see you when I came out. Besides you'll notice them as soon as they open up the door." He got off me and turned around and unbuttoned and unzipped my jeans before trying to slide them down over my hips. I pushed my hips up and he slide them down to my knees before sitting back down on my underwear. My cock fit perfectly between the length of his butt cheeks.

"Man your ass is cold."

"Is it?" He started rubbing it up and down the length of my cloth covered dick. He ground against it for awhile before leaning forward and sliding his thong to one side and sitting back down. "Is it still cold?" I immediately felt the heat from his asshole as he worked it up and down my underwear. My cock was rock hard at this point and leaned backwards into me and placed his hot butt hole of the tip of my fabric covered dick. I could feel the heat from it.

I mumbled out a stupid "Y

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