Guest Stars Maren Heary as Dolly Holloway Frank Deal as Gary Levine Paris Remillard as Hunter Abbott Kimberly Quinn as Holly Faitelson Antu Yacob as Sasha Knolls Co Starring Ali Marsh as Blair Salz Quentin Mare as Adrian Salz Julian Cihi as Male Barista Max Evan Hoyt Thompson as Frances Brian Keane as Dennis Faitelson J.C. Montgomery as Principal Krappel Alex Foote as Sidney's Guitarist Sasha Dobson as Sidney's Drummer Matthew K. Addison as Rockwood Bartender Lyman Chen as Rabbit Hole Customer Greg Fallick as Douchey Guy #1 Tristan Griffin as Douchey Guy #2 Hilary Greer as Perfume Counter Employee