(Long, but worth it, I swear!)
In my first two years of college, my roommate Jay and I both would both have sex with our friend with benefits, Kylie. Regularly, almost weekly, we would have a threesome with her. In fact, I lost my virginity to Kylie when we first did the deed. Though it sounds crazy, I could have not have first had sex in a better environment, as Jay is one of my best friends. My nerves were calmed in a very supportive environment. They both kind of guided me through it, every step of the way. It was incredibly hot to basically take turns with her and communicate with her on such an intimate level. In hindsight, it was fairly reckless to not wear condoms, but she was on very good birth control (an insert in her arm) and we were very upfront with our sexual history. During all of our erotic activities with her, we never used condoms and it really upped the pleasure level. Anyway, because of this, we made an agreement to be exclusive sexual partners with only her. This only changed a few times, when we brought more people we trusted into the mix.