I had worked on my costume for weeks, carefully planning every part of it. I had shaved exactly three days before to insure that I had just the right amount of stubble on my face. I'd unearthed my old work boots, purchased a rosary and cross, and had constructed an almost perfect replica of a nun's habit. I had even borrowed one of my mother's D-Cup bra's to 'round out' the whole look. My philosophy has always been that, if you're going to dress in drag on Halloween, you might as well dress as a nun.
As I was putting the finishing touches on my costume, Cindy, my kid sister came into my room.
"I don't know if you heard, but Julie got busted with some hash, so her parents cancelled her party... I've got nowhere to go", she said, coming up behind me as I struggled to shove the last few tissues into my bra. She smoothed the heavy black cloth so it lay nicely across my broad shoulders.
"Gosh, Greg... That outfit looks pretty good on you," she sighed.
"Cindy, thanks for the complement, but I've got to get going," I muttered, pushing her aside as I moved around my room looking for my wooden ruler.
"Are you looking for this," she asked playfully, holding the ruler out so I could take it from her.
"Yes! That's exactly it! Thanks!" I grabbed it from her, and brushed past her, heading for the door.
"Hey, bro! If you wait just a few moments I think I have the perfect costume to complement yours... Maybe we can go to your party together...." I looked at my watch and, realizing that I was already late, said, "Sure... Just hurry up, ok?"
Since my sister had turned 18 she had really changed, and for the better. She wasn't such a pain in the ass, like she used to be when she was a bratty kid. I actually enjoyed spending time with her. Also, as she had grown, she really developed into a complete babe, and I was constantly chasing my horny friends away from her.
"Ok! I'm ready," she yelled as she waltzed into the room. I nearly fell over when I saw her... First, she had put her thick black hair into two fat ponytails, one on either side of her head. She'd found some goofy black plastic glasses that gave her almond-shaped brown eyes a nerd look. She wore a white cotton short sleeve button down collared shirt that was tucked neatly into a knee high pleated plaid skirt and, to complete the uniform, white ankle socks and penny loafers. She was dressed like a Catholic schoolgirl... A really hot, well-developed, and sexy schoolgirl. She did a quick spin and, as she did, her skirt flipped up, revealing sexy red satin panties.
"What do you think, Sister?" she asked, smiling. I tried to assume an authoritative air, circling her slowly and adjusting her shirt collar. I moved behind her and she stood very still, waiting for my approval.