Gabby Richards (Erinn Westbrook).Gabby Richards is a senior student, as well as Jenna, Matty and the rest of the group. She is a dedicated and competitive tennis player and have won a full College Scholarship thanks to that. After new year, Matty start to feel interested on Gabby, but she rejects him, feeling his not at her level. Eventually, Matty's actions convince Gaby to date him and they engage on a relationship. Jenna feels intimidated by Gabby, but eventually they get along.