April 8, 2016
Ruby Jade has to compete with a charming bartender on a date. Josh tries to keep control of his classroom as people start to gang ...Read more
April 8, 2016
Josh's students compete for an invite to the exclusive and elusive dating app, Orion. Ruby has near success at the dog park, and a...Read more
April 15, 2016
Thanks to a new dating app, Ruby has the most interesting sex of his life. Josh allows Ruby to regale the class with his exploits....Read more
April 15, 2016
Ruby desperately tries to extend his date with Martha. Martha imparts some harsh wisdom. Guest Starring: Nikki Taguilas-Pierce
April 22, 2016
Josh runs into Ruby and gives him the surprise of his life. Unraveling, Ruby spirals into an impromptu date with a driver who pick...Read more
April 22, 2016
Ruby prepares his home for what he's hoping will be the event of a lifetime. Josh tries to make peace with Ruby. Guest Starring: ...Read more
April 29, 2016
Ruby attempts to get in shape by hiring a personal trainer. Back in class he practices pickup lines on Ivan. Guest Starring: Alex ...Read more
April 29, 2016
Ruby hires an exciting cleaning service, but things don't go as he fantasized. Josh tries to keep Ruby from disrupting the camarad...Read more
May 6, 2016
Ruby flexes his comedy muscles on a date. Josh then helps Ruby break down exactly what went wrong. Guest Starring: Katie Marovitch, Alexander Koehne
May 6, 2016
Ruby finally hears back from Orion. The decision changes both Ruby and Josh's his life forever. Cast: Kristen Brancaccio, Hayley Marie Norman.