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Characters: Jessie

Main Characters

Jessie Prescott

Portrayed by: Debby Ryan

  • Action Girl: Probably the most capable fighter in the series. Justified since her military dad taught her.
  • Adorkable
  • Birds of a Feather: A platonic version of this with Officer Petey.
  • Bitch in Sheep's Clothing: While Jessie is nice, and does care for the kids, she's got a mean streak.
  • Blonde, Brunette, Redhead: The redhead to Emma's blonde & Zuri's brunette.
  • Bunny-Ears Lawyer: Jessie is arguably the goofiest of them all, but is crazy-skilled, including singing, stripping a gun, survival training, hand-to-hand combat skills and being able to fly aircraft. It was also revealed in the pilot that she's a straight-A student. It's implied her dad is just as ditzy and skilled.
  • Butt Monkey
  • Buxom Is Better
  • Cluster F-Bomb: Especially in G.I. Jessie, where she says a lot of foul language regarding Darla. Thankfully, Bertram runs a blender over the words every time she is about to say them.
  • Country Mouse: She's originally from Fort Hood, a small town in Texas, and is still adjusting to life in New York.
  • Cool Big Sis: To Emma, Ravi, and Zuri.
  • Cute Bruiser
  • Cute Clumsy Girl: Likely unintentional, though.
  • Deadpan Snarker
  • Disproportionate Retribution: She can be very unreasonable to the kids at times.
  • Expy: Of Bailey, to the point where most fans consider them the exact same character.
    • And arguably an expy of Fran from The Nanny.
  • Fiery Redhead
  • Forgotten Anniversary: She initially thought that Tony had forgotten their one-year anniversary, but she was the one who actually had the date wrong.
  • Flanderization: The writers seem to have become stuck on her having bad relationships with guys and as Season 1 progressed she seemed more and more like a relationship chaser (possibly a Disneyfied Good Bad Girl or Ethical Slut) than a girl with just enough bad experiences to make her play it safe with Tony. As many relationship stories as she's mentioned, it seems like she dated every single guy in her hometown at least once. The stories are becoming more outlandish as well.
    • Also the whole Failure Is the Only Option angle. Jessie started the show being able to fly helicopters and bragging about winning talent shows; in Season 2 she comes off as being lucky if she manages walk down the hallway without being run over.
  • Girly Bruiser
  • Improbable Piloting Skills: Jessie is capable of flying a helicopter, as evidenced by the pilot. In a later episode, "We Are So Grounded", she crash-lands a jet in an emergency. She calmly prefaces her aerial antics with "my father taught me how to fly!"
  • The Leader
  • Magical Nanny: A mix of Type I and II. She brings the whole family together, but she also handles the kids whenever they're rambunctious.
  • Mama Bear: Don't mess with Jessie's kids. This comes in full force in "We Are So Grounded".
    Jessie: How dare you scare my kids!
  • Military Brat
  • Ms. Fanservice
  • Not So Different: In "Where's Zuri?" Jessie meets Stuart's "manny" Hudson, the two have completely different methods of how they nanny, but when both Zuri & Stuart go missing, Jessie learns they have nearly the same backstory, even lampshaded.
    Hudson: I came to New York to become a famous novelist, but then I fell out of a cab and wound up Stuart's nanny, but you wouldn't understand
    Jessie: Are you kidding? You're basically me with man hands.
  • Obfuscating Stupidity: She came straight from Texas as a Straight-A student and can fly a helicopter (among other things), yet she usually acts like she needs instructions on how to breathe.
  • Official Couple: With Tony... until they broke up in "Break Up and Shape Up".
  • One of the Kids: She's by far the most mature, by age and personality, but she definitely has her moments.
  • Ooh, Me Accent's Slipping: In-Universe, Jessie will occasionally slip into a Texas drawl.
  • Pretty Lech
  • Red-Headed Heroine
  • "The Reason You Suck" Speech: She lays a pretty good one on Brody in "The Princess and the Pea Brain."
    • And again to "McD" in "Jessie's Big Break" and Simon in "Toy Con." Pretty much expect one of these if there's a sleaze bag trying to pull a fast one on Jessie or her kids.
  • Retcon: In seasons 1 and 2, she knew a lot about Harry Potter (at least enough to know that Voldemort doesn't have a nose), but in season 3 she doesn't even know what Quidditch is.
  • She's Got Legs
  • Slapstick Knows no Gender: Jessie takes as much of a beating, possibly more, than Luke and Ravi do.
  • Significant Green-Eyed Redhead
  • Southern-Fried Genius: She was a straight-A student in school.
  • Team Mom

Emma Ross

Portrayed by: Peyton R. List

Luke Ross

Portrayed by: Cameron Boyce

Ravi Ross

Portrayed by: Karan Brar

Zuri Ross

Portrayed by: Skai Jackson

Bertram Winkle

Portrayed by: Kevin Chamberlin

Mr(s). Kipling

Recurring Characters

Tony Ciccolini

Portrayed by: Chris Galya

Mrs. Rhoda Chesterfield

Portrayed by: Carolyn Hennesy

Morgan and Christina Ross

Portrayed by: Charles Esten and Christina Moore

Nanny Agatha

Portrayed by: Jennifer Veal

"Creepy" Connie Thompson

Portrayed by: Sierra McCormick

Officer Petey

Portrayed by: Joey Richter


Portrayed by: Kelly Gould

Bryn Breitbart

Portrayed by: Katherine McNamara

  • Alliterative Name
  • Alpha Bitch
  • Big Bad Wannabe
  • Blatant Lies: She tells people she's Danish royalty. She doesn't even have a European accent. Her parents actually run a toilet paper empire.
  • Devil in Plain Sight
  • For the Evulz: Basically why Bryn was trying to turn Emma's friends against her.
  • Green-Eyed Monster: She's jealous of Emma because of her status and popularity.
  • Heel-Face Turn: Subverted in "Diary of A Mad Newswoman": It was all an act to take over the school news broadcast.
  • Kick the Dog
  • Obviously Evil
  • Redemption Rejection: When the truth is discovered about her, Emma offers to be her friend if she'll agree to start being nicer. Her response is to fling nachos at Emma.
  • Rich Bitch: However, her parents run a toilet paper empire, which isn't saying much.
  • Take That: Far-right Americans were furious over the name of this character, thinking it was yet another attempt from the left to intentionally offend them, claiming the name Breitbart was taken directly from the late Conservative blogger, Andrew Breitbart.
  • Unreliable Expositor: Her backstory is a lie just to gain the loyalty of Emma's friends.

Stewart Wooten

Portrayed by: J. J. Totah

Millie the Mermaid

One-Shot Characters


Portrayed by: Jennifer Veal

Nana Banana

Portrayed by: JoAnne Worley

Darla Shannon

Portrayed by: Molly Burnett

Jeeves and WoosterCharacters/Live-Action TVJoan of Arcadia

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