Do the dare.

"Fine." Kyle sighed, "I'll dress up as a girl. But nobody gets to watch me get dressed. You all have to leave while I am dressing."
"How about you get made up in the bathroom, we pick out a few outfits we would like to see you wear, and when you come out they'll be on the bed for you?" Liam suggested.
"Sure, whatever." Kyle sighed, standing up and heading for his sisters bathroom, locking the door behind him. He tried to remember what his mother and sister had done when he was younger, he had only done his own make up a few times. As he tried to recall what to do he stripped all the way, examining his body in the mirror. Luckily for him he was still pretty hairless, he wouldn't need to shave to make this work. He grabbed the foundation first, applying it lightly, something the boys wouldn't notice but something he had to do, or wanted to. Next he added black eye shadow, followed by matching eye liner. Finishing his eyes with a bit of mascara, he then moved onto his lips, applying just some lip gloss to make his lips shiny and pink. He slowly opened the door to make sure they were gone, once he was sure the coast was clear he slipped over to the bed. On the bed were four outfits. The first was a schoolgirl outfit his sister had made with thigh high white stockings, matching white panties and bra, and two inch black heels, probably Jack's choice. The second was a pair of black, slightly transparent yoga pants, a hot pink lacy thong, and a grey sports bra. The third outfit was a Halloween costume labeled sexy bar maid that his sister had apparently never worn as it was still sealed. The last outfit was a pair of pink stiletto heels, a pink thong, and a tight pink club dress. To the side of the bed were silicon breast forms which his mother had bought for when his sister stopped developing so he could 'fill out' her bras.