Sharon receives emails from Harry, a not-so-secret admirer, her roommate and best friend, Kaitlin. Sharon is (mostly) straight, but could Kaitlin be the man of her dreams? Years after Kaitlin wrote those emails, the two friends sit down to talk about them and what they meant. They ask each other the questions that have always been beneath the surface of their friendship.

This episode was originally produced by Kaitlin Prest and Sharon Mashihi for the Love Letters episode of Audio Smut in 2014.