Special Guest Stars Billy Porter as Singer Marc Shaiman as Pianist Guest Stars Megan Ferguson as Wendy Fineman-Walsh Katherine Reis as Pippa Sykes Ella Rubin as Bianca Breer Jared Reinfeldt as Victor Yin Chang as Nelly Yuki Mason Versaw as Simon Rivera Co Starring Jason Liebman as Dr. Gibson Pat Kiernan as NY1 Reporter Tamara Fay as Celeste Ross Jirgl as Bartender Tanner Bolin as Bowie Guest Claire Leyden as York Teacher Uncredited Kristen Bell voices Gossip Girl