Guest Stars Trevor Donovan as Teddy Montgomery Josh Zuckerman as Max Miller Grant Gustin as Campbell Price Riley Smith as Riley Wallace Jessica Parker Kennedy as Megan Rose Michelle Hurd as Rachel Gray Caitlin Muelder as Marriage Counselor Co Starring Morgan Phillips as Simon Cameron Meyer as Dr. Bronson Hilary Pingle as Pageant Mom Kevin Ashworth as Lawyer Sofia Eleni Manpearl as Child Contestant Uncredited Leslie A. Hughes as Poker Dealer