"Hey John, I'm going." My older brother Tony called up to me.
"Alright, meet you there." I called back down the stairs.
I heard the front door close and he was gone. My brother had gone off to college the year before, and he was back. Tonight he was going to a high school friend of his who was having a big Halloween party. My brother had gotten dressed up, as a pimp for the night, and I knew tonight was my chance.
A month before my brother had gone off to college I had happened to see his cock getting sucked by one of his many girlfriends when his door hadn't been fully closed. From that day on I had been obsessed with my brother's penis.
At 18, I didn't think I was gay; I liked girls plenty, and had sex with a couple already in my senior year of high school, but for some reason my brother captivated me. He was the muscular one, broad, and powerful built like my father. I was smaller, more of a pretty boy, which left my features more delicate, tonight between my costume at the Halloween party and my more feminine appearance I was going to have a crack at my brother's cock.
I had shaved as cleanly as possibly in the shower, my face was smooth as any girl's, barely growing any facial hair; I had also shaved my arms, legs, and even my ass.
My plan, since my brother was going as a pimp, was to dress as a whore. I put on my bra; with fake breast stuffers I'd gotten at a local gift and novelty shop. I also had a wig to pull on last, and make-up, which I did carefully in the mirror.
I then looked at the thigh high fishnet stockings and smiled. I slowly pulled them on one leg at a time, and admired myself in the mirror. I then pulled on my garter belt and snapped it into place to help the stockings stay up. The next piece was the hot pink spandex halter-top that showed my abs nicely, followed by a tight florescent green mini-skirt. My cock was held bound by the garter belt lingerie that left my ass bare, I had considered a thong, but I just couldn't stand the feel of that strap going up my ass crack. The final touch was the clear stiletto heals that made my leg muscles tight, and my ass lift high into the air. I had practiced walking in them for two weeks in private just so I wouldn't fall over myself.
I pulled on the wig, and checked out the hot blond in the mirror, damn I was hot! I'd do me! Finally I was ready to go!
I went down stairs, and snuck to the liquor cabinet and took a quick shot of tequila to steel my nerves, and then before I could chicken out I went out the door and walked down the street to the party.
Before I had even walked in I got several catcalls from some guys. It made me blush, but I also felt a little proud of my work. I got into the party no problem, and as I crossed the threshold of the door I felt someone pinch my ass.
"Hey there baby." A guy I kind of recognized said as I turned to see who had pinched me.
I pitched my voice a little higher, and then smiled. " Hey there. Would you get a girl a drink?"
"Sure thing baby." He said as he pushed our way through the mass of bodies.
He poured me some fruity concoction that was sweet, but I could also taste the alcohol strongly, which I appreciated as I was going to need as much liquid courage as possible tonight.
I caught several guys and even one or two girls checking me out and as the alcohol warmed me I began to get into it. I danced with a guy, and then he went off to get more to drink and I moved else where in the crowd.
I felt another couple of grabs on the ass before I made it to a drinks table with some punch. A guy quickly offered to pour my drink and I accepted.
Being a chick was great! Every one did everything for you if you looked hot enough.
I wandered the party for another hour sipping on drinks before I finally found my brother talking to some of his friends. By this time I was feeling pretty darn good so I walked, swaying a little, over to him and put my hand on his shoulder.
He looked at me, but his eyes didn't register recognition, but they did register attention.
"Hey there big daddy, sorry I'm late, had to finish the biz with my last customer." I drawled with a smile.
My brother and his friends smiled and laughed, " Bitch, you better pay up the booty cheddar."
"I need a little extra this week, can we discuss some sort of compensation?" I asked.
"Let's go off in private." My brother said, he nodded at his friends, wrapped his arm around me and began to lead me to a side room.
