Cassie sets up her sister with the most eligible bachelor on campus while Taylor enlists Tony's help to break a forbidden family taboo, despite Robert's questioning.

Robert recruits Tony's help to find a beautiful actress on campus for his latest student film. Rob agrees to a group date with Cassie's sister despite their differences.

Cassie reconnects with an old boyfriend while Rob and the baseball team concoct a plan to change their negative image on the university grounds. Against Robert's advice, Tony signs up for every club on campus except the one Robert is leading.

Cassie's boyfriend isn't impressed with Cassie's latest photo shoot in Vegas and speaks his mind. Rob takes Tony on an adventure in the tunnels under campus not realizing it will bring Tony face to face with his greatest fear.

Rob teaches Hannah to swing a bat during an impromptu first date, Robert turns the heat up on Tony challenging him to extreme adventure on campus and Cassie asks Taylor to take a leap of faith.

Tony enlists Cassie in his latest prank outside the girl's dorm, Rob’s roommates mess with most treasured possession and Steve courts Hannah in the library.

While on a self-imposed fast of all social media and humor, Tony meets his match on a blind date with hysterical consequences. Caelan faces his fears to impress Cassie at 10,000 feet.

In a haphazard camping trip, Rob & Steve talk about life, love and Hannah. Emily convinces Tony to go underground to revisit his greatest fear while Calean has to decide between a great opportunity overseas and his relationship with Cassie.