Winter's first sexual experience was "unplanned and slightly uncomfortable, yet strangely sweet. We were both virgins and I think that made it more special for both of us." In her senior year of college, she had a threesome with a girlfriend and a guyfriend in her apartment. She's also had several flings with other girls. "The first one started by just making out and it led to much more. Since then, I've had a few more with other girls. I've fantasied about being with two guys and maybe a foursome...or moresome!" Besides modeling, Winter is a photographer herself. "I play tennis, I bike, run, like movies and reading. I keep pretty busy! I think I'm in great company in this issue. The girls are so beautiful. I feel very special by being included with them."