Pretty in Pink (1986 Genderswap)

If it was genderswapped

Andy is an outcast at his Chicago high school, hanging out either with his older boss , who owns the record store where he works, or his quirky classmate Duckette, who has a crush on him. When one of the rich and popular girls at school, Blair, asks Andy out, it seems too good to be true. As Andy starts falling for Blair, he begins to realizes that dating someone from a different social sphere is not easy

Story added by chris83 on February 11, 2024