Episode Detail: The Time They Decided to Date - Time of Your Life
A contest to see who can have the first meaningful dating experience leads Joss, Romy and Sarah to men with varieties of baggage. Cyril: Mailon Rivera. Oliver: Larry Poindexter. Ethan: Gabriel Mann. Walt: Jay Harrington. Randall: Shawn Christian. Connor: Taylor Sheridan. Alleya: Arreale Davis. Arnetta: Shirley Prestia.