Sweet Valley High (1994)

Season 1: Episode 16

While working at a teen hotline, Enid helps Mike, a quarterback from another school, to get over his parent's divorce. She agrees to meet with him in person, but backs out at the last minute because she's afraid that she's not pretty enough for him. She asks Jessica for support only to have her steal him away. Winston's eager to show the new Japanese foreign exchange student how to be 'cool' only to find that the roles are actually reversed.