Guest Stars Kyle Mooney as Rory Sean Wing as Glenn Sarah Wright as Courtney Co Starring Reece Caddell as Cassidy Irene Choi as Dude's Girlfriend Amanda Jane Cooper as Red-Headed Girl Katie Malia as Woman #2 Marypat Farrell as Woman #3 Jo Newman as Random Girl Nicole Fitzgerald as Courtney's Friend Molly McQueen as Courtney's Friend Andy Hnilo as Random Guy Amelia Morck as Cute Girl Danielle Cloutier as Woman #1 Jordan Hampton as Statuesque Girl Lee Kholafai as Guy Outside Club