Knowing that her preteen son Noah is about to go through his first unit of sex education at school, Carrie, a single mother, wants to have her own talk with him first. But she struggles to decide what, and how, she wants to broach the subject. In a daring move, Carrie turns to her own journals for inspiration, thinking that if she can understand what sex has meant to her over her lifetime, she will have a better chance of constructing an appropriate lesson for Noah. Sparing no uncomfortable details, Carrie takes a trip down memory lane. As Carrie starts to understand just how much frustration she has endured in the name of romance, she tries to imagine another version of events for herself and, perhaps someday, for her son.