 Tallie MedelJackie Kimball | Jackie Kimball |
| SSky HirschkronMatthew Kimball | Matthew Kimball |
| AAundrea FaresMrs. Kimball | Mrs. Kimball |
| KKati SchwartzJeanne Kimball | Jeanne Kimball |
 Caroline LuftLinda | Linda |
 Caitlin MehnerYolanda (Matthew's girlfriend) | Yolanda (Matthew's girlfriend) |
| BBen SloaneFriendly Classmate #1 | Friendly Classmate #1 |
 David PhelpsFriendly Classmate #2 | Friendly Classmate #2 |
 Eleanore PientaMegan (Jackie's friend) | Megan (Jackie's friend) |
| ZZelda KnappAlexandra (Jackie's friend) | Alexandra (Jackie's friend) |
| MMegan BrownCoffeehouse Co-Worker | Coffeehouse Co-Worker |
 Mike FaistTony (Matthew's friend) | Tony (Matthew's friend) |
 Sunita ManiJessica (Tony's date) | Jessica (Tony's date) |
| SSteven Gioe EmersonCharles (Jeanne's boyfriend) | Charles (Jeanne's boyfriend) |
| JJessica PinfieldZoe (Jackie's friend) | Zoe (Jackie's friend) |
| LLiz ToonkelSarah (Jackie's friend) | Sarah (Jackie's friend) |
 Kate Lyn SheilMadeleine (Jackie's friend) | Madeleine (Jackie's friend) |
| JJennifer ServisPrinceton Friend #1 | Princeton Friend #1 |
 Ashley ReyesPrinceton Friend #2 | Princeton Friend #2 |
| IIra SpectorAssistant Principal (heard on school PA)(voice) | Assistant Principal (heard on school PA)(voice) |
| GGonzalo CordovaAnnoying Classmate | Annoying Classmate |
| CColin SummersTristan (Jackie's first boyfriend) | Tristan (Jackie's first boyfriend) |
| CChris RobertsTristan's Friend at Party | Tristan's Friend at Party |
| AAnthony DePalmaTristan's Friend at School #1 | Tristan's Friend at School #1 |
| JJosh WarnerTristan's Friend at School #2 | Tristan's Friend at School #2 |
| EEvan DavisRobert (Jackie's second boyfriend) | Robert (Jackie's second boyfriend) |
