November 5, 2018
Ruby Jade is back and wants to return to Josh's class, if not as a student, then as a teacher's assistant.
November 12, 2018
Ruby learns that the dating climate has changed in the last few years and uses his newfound knowledge on an artisan salsa maker named Sarah.
November 19, 2018
Ivan and his groomsmen try on their tuxedos for the big day. Ruby plays a nasty prank on Ivan.
November 26, 2018
After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.
December 3, 2018
After a strange hypnotherapy session, Ruby spends 'game night' trying to cozy himself up to his date's friends.
December 10, 2018
Ruby attempts to impress his date with his intellect as they try to navigate an escape room.
December 17, 2018
Ivan's bachelor party is in full swing when Ruby considers this his time to shine.
January 7, 2019
Ruby and Raj square off in a series of escalating feats of stupidity.
January 14, 2019
Ruby has a huge crush on somebody at Ivan's wedding but doesn't know how to let her know.
January 21, 2019
Ruby makes the biggest decision of his life.