Content Warning: The source text and this guide describe psychological manipulation and a sexual relationship between an adult man and a minor.

Freddy Riley, the protagonist of Laura Dean Keeps Breaking Up with Me, is a dynamic and relatable character whose journey of self-discovery and personal growth lies at the heart of the narrative. A high school student with a creative streak and a quirky sense of humor, Freddy initially describes herself in an email to Anna Vice by saying: “I’m seventeen. I like making things out of other things. I like the smell of strawberries, but not the taste. I’m a good kisser, I think” (3). This brief description reveals the importance Freddy places on her romantic abilities (“I’m a good kisser”), though her assessment is modulated with a touch of uncertainty (“I think”). This opening line sets the stage for Freddy’s central conflict: her tumultuous relationship with Laura Dean and the impact it has on her sense of self-worth and on her friendships.

At the beginning of the story, Freddy’s identity is largely defined by her relationship with Laura, who is the popular girl at school. Freddy’s deep-seated desire for love and validation leads her to prioritize her romantic relationship above all else, often at the expense of her own well-being and the stability of her friendships.