Guest Stars Megan Ferguson as Wendy Fineman-Walsh Luke Kirby as Davis Calloway John Benjamin Hickey as Roy Sachs Cole Doman as Rex Huntington Edmund Donovan as Scott Kovacs De'Laney Ortiz as Jamison April L. Hernandez as Carmen Gruben Jenna Leigh Green as Nancy Vogel Katerina Tannenbaum as Riley Love Co Starring Cristina Angelica as Chasing Teen 3 Aaron Dalla Villa as Alley Smile Santa Jacob Dickey as Raul Anastasia Wolfe as Chasing Teen 1 Ben Langhorst as Subway Dancing Santa Ken McGraw as Car Belly Santa Conor McShane as Bodega Santa Jevon Nisbett as Subway Hugging Santa Michael Bracken as Bemelman's Maître d' Sejal Joshi as Rachel Frenie Acoba as Chasing Teen 2 Sean Fosse as Streaking Santa Lucas Kane as Subway Lap Santa Helena Betancourt as Woman on Subway Uncredited Kristen Bell voices Gossip Girl