Guest Stars Sean Maher as Sean Beasley Troy Garity as John Bianchi Cassidy Freeman as Frances Dunhill Carrie Coon as Doris Hall Joel Gretsch as Jimmy Wallace Colbie Caillat as Lesley Gore Terry Hamilton as Arthur Dunhill Co Starring Katherine Cunningham as Door Bunny Kate Gregory Anderson as Grant Jimmy Carrane as Stan Jacobi Mandy Modic as Prospective Bunny