Part 1 I had been living in my own apartment for several months after moving to Chicago and was spending way too much of my money on rent so I started asking around if anyone was looking for a roommate. It turns out that a girl I worked with was living at home to save up some money and had always wanted to live in my neighborhood. He name is Lynn and she is very cute and petite. She's about 5'-1", thin, brunette, has a great tight little body with perky B cups and can't weigh over 100lbs. We were friendly at work so it seemed like it might be a good match to become roommates. The next weekend we went apartment shopping together and immediately found a great 2 bedroom apartment right down the street from my current place. Things couldn't have worked out better; within a month I was paying almost half as much rent and had a hot roommate! In the new apartment the two bedrooms faced a courtyard and each had a courtyard side window that were perpendicular to each other. With the blinds pulled up you could see right from one bedroom into other. My bedroom was small, so I had to put my bed right up against the window in my room. Lynn ended up putting her desk facing her window and her bed was across the room, out of sight when looking through the window. I was definitely excited that I could see into her room from mine and hoped that I could see something one day... The first several weeks of living together went great. We would hang out on the sofa and watch TV until late at night. The best part is that Lynn would go work out after work and then come home and shower and get into sweat pants and an old thin t-shirt. The sweat pants were really smooth and soft and hugged her ass perfectly. I loved when she walked to the kitchen and I just sat and watched her ass in those sweat pants. She clearly was not wearing any underwear, which made it even hotter. The old thin t-shirt had mickey mouse on it and layed down nicely on her chest, showing off her perfect perky tits. The material was worn thin, so when she was cold you could clearly see her nipples pointing out. She definitely knew she was hot and didn't mind showing it off a little bit. There was defnitely some sexual tension between us, but she had a steady boyfriend, Matt, that lived across town, so I didn't try anything. Matt worked a lot during the week, so Lynn would spend the weeknights at our apartment and would only see Matt on the weekends. He didn't like driving out to our place, so I hardly ever saw him and I pretty much had the place to myself on the weekends. This whole situation was great for me, I got to hang out with my hot roommate on weeknights and I could bring girls home on the weekends without worrying about being too loud.