The next morning, while hiking on the local trails, Meredith asks Wit about his previous relationships, curious to find out more about what a long-term relationship with him might be like. He tells her about a high school girlfriend who dumped him because he wasn’t attentive enough and admits that his time at college has been marked by a series of casual hookups, although he isn’t proud of that fact. The conversation eventually shifts back to Claire, and Meredith mentions that she can feel Claire as an overarching presence on the island. Wit says that Sarah feels the same way, but further conversation on the topic is interrupted by an imminent storm.

On the drive back to the Vineyard, Wit apologizes for how he has interacted with girls at college and tells Meredith that she is prettier than all of them. She reiterates that she doesn’t want to be called pretty, leading Wit to ask why. She explains that Ben always complimented her appearance but never paid attention to any other aspect of her. She loves that Wit compliments her personality, her wit, her charm: everything beyond her physical appearance. He promises not to call her pretty but cannot promise not to think it.