It was 10 o'clock on a Friday night and I was all alone in the house. My Mom, Erica, who was in her late 30's and recently divorced was enjoying her new found freedom by going out with he girlfriends. My sister, Jane, was out with her friends for the night and that left me alone as usual.
My name is Brian and I am an eighteen year old high school senior. I don't have a lot of friends so I often end up home alone on the weekends. I am 5'6 with short light brown hair and a medium build. Being a swimmer, I have a slim, toned physique and broad shoulders.
This particular night was not unlike any other Friday for me. I waited until my mother and sister left for the night and then had my own fun.
I'm not sure when it started, but I love dressing up in my sister's clothes. Don't get me wrong, I've always been attracted to girls but I love the soft silky material of her underwear pressed against my hard cock. When I am lucky enough to have a whole night with both of them out of the house, like tonight, I usually go all out in my sister's room.
Tonight I chose my favorite pair of her silk panties. They are dark red with black lace trim. I love sliding them up my bare legs as I stand naked in front of her mirror.
Since I am a swimmer I have been shaving what little body hair I have for years. Recently, I also started to shave my pubic hair so my balls are completely smooth. I couldn't believe how good her panties felt against my bare balls the first time I shaved. I almost erupted into her panties as I rubbed myself through the soft material the first time.
I picked out a pair of black thigh high stockings and slowly slid them up each leg. Next I pulled out a pair of her high heels and slipped my feet into them. I liked to practice walking around in heels while wearing stockings. I liked the way that they made my legs look and also how the cool air felt as it flowed over my stocking clad legs.
I was standing in the middle of her room when I heard the door knob turn. I froze, unsure of what to do. Jane walked into the room and stopped dead in her tracks when she saw me standing in her room dressed in her panties, stockings, and high heels. My hard cock was visibly straining against the soft panties when I noticed her staring at my crotch.