The Carrie Diaries 2x10 "Date Expectations" - Walt (Brendan Dooling) and Bennet (guest star Jake Robinson) get some devastating news that forever changes their future. Sebastian (Austin Butler) gets an exciting work opportunity, causing him to bail on Carrie (AnnaSophia Robb) on Valentine's Day, much to her chagrin. When Maggie (Katie Findlay) accidentally enlists in the army, a surprising duo comes to her rescue. Elsewhere, Tom (Matt Letscher) uses some reverse psychology to encourage Dorrit (Stefania Owen) to start dating again. Freema Agyeman, Lindsey Gort, Ellen Wong, and Chloe Bridges also star. Amy Heckerling directed the episode written by Jessica O'Toole and Amy Rardin (#210).