Guest Stars Kerris Dorsey as Bridget Donovan Graham Rogers as Jacob "Smitty" Smith Susan Sarandon as Samantha "Sam" Winslow Brian White as Jay White Lili Simmons as Natalie James Derek Webster as Jackson Holt Donald Faison as Antoine A'Shawn Anderson Keir O'Donnell as George Winslow Adina Porter as Vicky Delgatti Ryan Dorsey as Dime Bag Rhys Coiro as Rob Heard Jordan Mahome as Mason King Jay Thomas as Marty Grossman Jake Busey as Acid Man Co Starring Ryan Radis as Beckett Kacey Montoya as Sandy Gagic Peter Asle Holden as Alec Ward Katlynn Simone as Maia Kelli Kirkland Powers as Linda Orson Chaplin as Freddy Zackary Arthur as Freddy Jr. Ric Sarabia as Leather Daddy Zander David Hodgson as Hustler / BDSM Angel Davison Locksley as Barman Sofia Yepes as Misha