Guest Stars Katie Aselton as Jennifer King Maya Erskine as Rae Kyle Bornheimer as Jack Briggs Judy Greer as Judy Nadine Nicole as Casey Orion Jake Manley as Harvard Co Starring Davida Williams as Lana Caroline Lindy as Harper Kristina Emerson as Saya Tom Archdeacon as Theo Aisha Lomax as Katrina Teya Patt as Maureen Cristen Coppen as Alyssa Michael J. Sielaff as Cosplay Guy Tony von Halle as Raif Nicholas Mongiardo-Cooper as Enframe Guy Brittney Berault as Theo's Girlfriend