Billy Is Billie on Halloween

After what seemed like a lifetime Jenny grabbed my hand and lead me into what I assumed was her bedroom. It was a lot quieter in the bedroom and Jenny had stopped dancing to the music.

"Ok Billy, it's time to get into our costumes" Jenny said

"Costumes?" I asked "I didn't bring a costume..."

"Its ok, we will figure something out for you to wear. It's not a costume party without a costume." Jenny said to me assuringly.

"Alright, what ever you want" I said just trying to make her happy

"That's what I like to hear Billy. We are going to have so much fun tonight" Jenny said excitingly as she opened up her closet and walked inside.

I stayed outside the closet as she fumbled around with a few different ideas. After looking in a few different sections of her huge closet Jenny finally came out with a very sexy schoolgirl's outfit. My heart pounded as I imagined Jenny in the short checkered skirt and pure white blouse. She went back into the closet and quickly returned with a black lace bra, panties, stockings and a pair of 3" heals.

"You will look beautiful in that Jenny" I said knowing that girls love to hear that they look good.

"Thanks Billy, now to find you something..." Jenny said as she walked back into the closet.

I thought to myself again 'find me something? What could she find for me in there?'

I found out soon enough as Jenny walked back into the bedroom with a very similar schoolgirl's outfit just with a red checkered skirt instead of black. Instead of laying the items on the bed she walked straight to me and put them up to my thin body.

"That should work, you will look so hot in this" Jenny said in such a sexy voice.

"What?!" I backed up quickly from Jenny not realizing that she really wanted me to wear girl's clothes.

Jenny seemed hurt "I thought you wanted to have fun with me tonight Billy... Please don't hurt my feelings."