Try Seventeen (2002)

Name: Try Seventeen
Released: 2002

Teenager Jones has opted not to go to college and is instead renting a room in a boarding house to work on his writing skills. Soon, Jones finds himself dividing his time between two women: a young actress named Lisa and a photographer named Jane. After Jane's ex-boyfriend arrives to help her recover from a car accident, Jones begins to understand just how much he cares for her.

Genres: Comedy, Romance, Drama

What to watch after Try Seventeen

The Kissing Booth (2018) — Same subject: school
How to Deal (2003) — Same feel: emotional, naive
Forever Young (1992)
The Last American Virgin (1982) — Same subject: virgin
Because I Said So (2007)
28 Days (2000)