After his first date at age 15 ended with the girl making out with another man at a party, aspiring writer Lester Grimm has treated all his girlfriends with jealousy and suspicion. While dating Ramona Ray, paranoia gets the best of him when he discovers that her most recent ex is successful novelist Dashiell Frank. Lester begins attending the same group therapy sessions as Dashiell to learn about Ramona's past with him.
as Lester Grimm, aka Vince
as Ramona Ray
as Dashiell Frank
as Vince, aka Leo
as Lucretia
as Stephen
as Lint
as Dr. Howard Poke
as Young Lester Grimm
as Paulina
as Club Promoter
as Ariana
as Ex-Boyfriend
as Curt
as Music Video Director
as Lois
as Museum Woman
as Millie
as Trey
as Harold
as Josselyn
as Maria
as Imogen
as Omar
as Marlon
as Amy
as Arliss
as Nat
as Irene
as Waitress
as Male Classmate