Guest Stars Amber Benson as Tara Maclay Kali Rocha as Halfrek Andy Umberger as D'Hoffryn Lee Garlington as Jessica Harris Casey Sander as Tony Harris Jan Hoag as Cousin Carol Steven Gilborn as Uncle Rory George D. Wallace as Future Xander Co Starring James C. Leary as Clem Robert Noble as Night Manager Abigail Mavity as Sara Age 8 Ashleigh Ann Wood as Sara Age 18 Christopher Emerson as Josh Age 21 Daniel McFeeley as Warty Demon Rebecca Jackson as Tarantula Nick Kokich as Demon Teen Julian Franco as Young Bartender Susannah L. Brown as Caterer Girl Joey Hiott as Josh Age 10 Megan Vint as Karen Mel Fair as Tentacle Demon