She's the Man (2006)

Name: She's the Man
Released: 2006

Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school. She falls in love with her handsome roommate, Duke, who loves beautiful Olivia, who has fallen for Sebastian! As if that were not enough, Viola's twin returns from London ahead of schedule but has no idea that his sister has already replaced him on campus.

Genres: Comedy, Romance

What to watch after She's the Man

The Ugly Truth (2009) — Karen McCullah wrote for both
Just One of the Guys (1985) — Same subject: high school, cross dressing
Yes Man (2008)
She's Out of My League (2010)
What a Girl Wants (2003) — Amanda Bynes appears in both
10 Years (2011) — Channing Tatum appears in both