Guest Stars Sara Chase as Cyndee Pokorny Sol Miranda as Donna Maria Nuñez Lauren Adams as Gretchen Chalker Michael Carlsen as Mikey Politano Amy Sedaris as Mimi Kanassis Jon Hamm voices Richard Wayne Gary Wayne Chris Northrop as Meth-Head Charlie Robin Rieger as Carla Tuesday Tim Blake Nelson as Randy Jonathan Braylock as Banana Boy B Connie Saltzman as Melanie Bizne$$ Steve Buscemi as Steve Buscemi Jeff Hiller as Tomathy John Bolton as Bus Driver Fred Armisen as Robertina Durst Soledad O'Brien as Soledad O'Brien Lenny Venito as Rocco Scarpone Anders Holm as Bryan Pigslinger LaTonya Borsay as Elderly Woman Adam Lindo as Officer Sebastian Chacon as Diego Jenni Barber as Nurse Anthony Atamanuik as Donald Trump Qurrat Ann Kadwani as Anchor Jo Twiss as Pigeon Lady Nadia Quinn as Cosmetology Official Frank Bowman as Old Man Ryan Woodle as Cable Guy Emily Dayton Evans as Lauren Karl Josef Co as Federal Marshal