Lucky You (2007)

Name: Lucky You
Released: 2007

A professional poker player whose astounding luck at the table fails to translate into his lonesome love life attempts to win the World Series of Poker while simultaneously earning the affections of a beautiful Las Vegas singer.

Genres: Drama, Romance

What to watch after Lucky You

28 Days (2000) — Same feel: dramatic, emotional
Stuck on You (2003)
Fever Pitch (2005) — Drew Barrymore appears in both
Miss You Already (2015) — Same feel: dramatic, emotional
Only You (1994)
Down to You (2000) — Two steps away in the credits