I know I can talk to my roommate Jay Taylor about anything, so I confess to her that my boyfriend wants to try anal but I have no idea where to start. Luckily, she has some experience and agrees to show my the ropes! She suggests starting out with a butt plug, and demonstrates how to slide one in before helping me. She says she wants me to know how good it can feel to have an orgasm with a full ass, and licks my pussy and uses a wand on me until I cum really hard. Then, she's so turned on by the experience that she has to get herself off too while I watch. Best roommate ever! Video by Slamdog Films