Ryan soon has insomnia, and when Taylor hears about it, she thinks it's her duty to cure him. So, she pretends to be his sleep therapist in an attempt to seduce him. She uncovers Ryan's unresolved feelings towards his late ex-girlfriend Marissa, and towards Marissa's other ex-boyfriend Kevin Volchok who killed her in a car accident. Once she realizes that she and Ryan weren't meant to be, she just decides to give him some tea, that actually helps him go to sleep. But when Ryan tells her he doesn't know how he feels about her, she tells him to kiss her to see if he feels anything. Once they kiss, she takes advantage a little bit, then stops herself mistaking his silence for indifference. After the kiss, Ryan fantasizes about Taylor washing windows, dancing on the kitchen counter and riding on roller skates, during each of these fantasies Ryan hears Taylor talking dirty to him. Ryan realizes that he likes Taylor and he asks her on the date. However, during the date, Ryan realizes that he isn't ready to begin a new emotional relationship. Taylor tries to make him jealous by paying a homosexual guy named Roger to pretend that he likes her, but he uncovers her move and tells her he's not sure about a relationship, something she says is a long way off, and that any current relations should be purely physical. Taylor and Ryan kiss in a closet and start making out while playing a game of seven minutes in heaven.