Guest Stars Kurt Fuller as Dr. Woodrow Juniper "Woody" Strode Glenne Headly as Grace Larsen French Stewart as Whip Chatterly Kate Micucci as Penny Chalmers Ivana Miličević as Miss Ivana Co Starring Jill Morrison as Maud Jocelyne Loewen as Sandy Isaiah Adam as Wirey Hipster #2 Eck Stone as Proprietor Andy Berman as Singh C.J. Jackman-Zigante as Mom Singh Carey Feehan as Wirey Hipster #1 Ashley Hand as Ella Kris Carter as Sailor Dude
