Special Guest Stars Josh Peck as Drew Paget Brewster as Lori Guest Stars Aby James as Rachel Leighton Meester as Meredith Mason Gooding as Ash Co Starring Stony Blyden as Jasper Nischal Nara as Young Sid Pressly Coker as Bar Guy Nick Atkinson as Brad Brandon Papo as Guy Recording Jesse Danielle Macatantan as Waitress Aaron Therol as Guy in Crowd