It was always the same for me growing up. Everyone compared me to my sister: Jennifer, the smart, beautiful, head cheerleader. Standing at a flat five feet and being a late bloomer didn't help my odds in filling her glamorous lifestyle and to top it off I always struggled in my studies at school. Finally my embarrassing high school years were over though and suddenly I found myself packing all my belongings for my first year at college.
I'd already heard stories about the dorm life and couldn't wait to meet my roommate. We had already talked on the phone a couple of times and gotten all of the boring small talk out of the way, so I felt I already knew her. Lynn was an only child and came from a wealthy family. When I arrived she was already moving the room around. I was pleased with how she had started decorating our room, but most of all I was pleased to see that Lynn was as attractive as she sounded over the phone. I've never even so much as kissed a girl before, but it never hurts to have a pretty girl to share stories and best of all clothes with (Lynn has larger boobs than me but the same waist and shoe size). I helped her finish setting up our room and we started talking about plans for that night. She told me that she had heard about a Frat party going on that night with free beer. Not wanting to seem like a prude or nerd I agreed to go, after all it was our first night of our new lives.
We decided that it would be a good idea to pre-game for the party and Lynn got one of the boys down the hall to buy us some wine. She poured us each a glass and we started to drink and loosen up. After a few glasses we got to talking as all girls tend to do, and got on the subject of sex (again as all girls do). She admitted to being somewhat open sexually and that she had experienced with both boys and girls before. She must have sensed that I was a little embarrassed.
"Oh come on," she teased. "You're telling me you've never even thought about what it would be like to be with a girl?"
"No, I've thought about it," I admitted blushing. "There's just never been any girls I've been interested in."
Lynn gave me a little laugh and filled up my glass again.
"Come on, we'd better start getting ready for this party I think we've loosened up enough" She says as she gets up and walks over to her closet.
I'm not sure if it was the wine or the steamy conversation but I decided it would be a good idea to open the window. When I turned back around Lynn was taking off her shirt and I couldn't help but steal a couple glances. She took out two shirts and held them up to her looking into the mirror, eventually deciding on a little black crop top and putting the other back. She placed the hanger on the bed and walked to her dresser and picked out a short denim skirt and laid it on the bed. I sat at my computer trying not to be too obvious about stealing looks at my gorgeous roommate stripping down in front of me. She slipped her gym shorts down along with her panties and stepped out of them and unhooked her bra and tossed it on her bed. She then turned and caught me looking at her.
"Hey, come on girl. We gotta get ready, it's already ten o'clock" she commanded.
She must not have cared too much about me staring at her gorgeous naked body because she made no effort to cover it. I got up and walked over to my closet and picked out a cute t-shirt and got out a pair of capris pants. I looked over at Lynn and she had started putting on her make-up still standing stark naked, obviously trying to tease me. I started to become aroused and could feel my pussy start to moisten and looked down and saw that my nipples were poking through my shirt even though I was wearing a padded bra, and instantly blushed and turned away from Lynn trying not to let her see what her show was doing to me. She didn't help at all as she walked by and slapped my butt and told me to get a move on. I decided to just get it over with and took my shirt off and pulled my t-shirt on and changed my shorts quickly. Lynn turned and did a double take.