Two recently divorced sisters decide to move in together to raise their kids under one roof. The oldest kid and only son is left to figure out what manhood means in a world where he's now completely surrounded by females.
| Actor | Role |
|---|---|
 Alyson HanniganJessie | Jessie |
 Ed QuinnDean | Dean |
 Leslie BibbCharli | Charli |
 Jake ShortBradley | Bradley |
 Jimmy KimmelNarrator (voice) | Narrator (voice) |
| RReece CaddellBlair | Blair |
| JJose VelazquezRaul | Raul |
 Dawan OwensCoach O | Coach O |
 Camron JonesDerreck | Derreck |
 Michael NeumeyerFootball player | Football player |
| GGarrett KristjanssonConfused Kid | Confused Kid |