[[caption-width-right:301:From high school to high fashion!]]
Jane Quimby, an average, everyday 16-year-old girl, winds up with a job at the prestigious fashion company Donovan Decker. The problem? They do not know how old she is or that she is still in high school. Now Jane must juggle her two lives.
* AdvertisedExtra: Andie [=McDowell=] as Gray. Gray usually only has about 2 scenes per episode and almost always only seen via Skype or on the phone.
** No longer the case once she returns to the office.
* AdultsAreUseless: All the adults on this show are completely oblivious to Jane's double life. Jeremy and India visit Jane's school and don't even notice that she's a student. Ben doesn't even notice when his little sister flies all the way to Paris. Ben slowly comes around to figuring out Jane's secret but the fact that it took him so long is quite ridiculous.
* AlphaBitch: Lulu and India.
** LovableAlphaBitch: Then they got some more depth, especially Lulu - she's almost close as being SpoiledSweet. India plays this trope straighter.
* AlwaysSaveTheGirl: Billy pulls all stops and drops everything to help Jane with her job when she needs it.
* AlwaysSecondBest: Lulu believes this in comparison to Jane in terms of Billy. Also, Nick, who, possibly other than that, thinks Jane puts her internship above himself.
* BeleagueredAssistant: Jane.
* BetaCouple: Billy and Lulu, Ben and Rita, Jeremy and India.
* BigManOnCampus: Nick. Ben used to be one.
* BirdsOfAFeather: Billy and Zoe have a lot in common.
* BrainyBrunette: Jane and Lulu.
* ChildhoodFriends: Jane and Billy.
** JustFriends: They play this off. Billy presents it more, dropping anything and everything to help Jane when she needs it. Even Lulu's threatened, and it comes to a head in the camping trip.
*** ChildhoodFriendRomance: He's had a LoveEpiphany (surprisingly spurred by his brother) and came close to confessing to Jane at the fashion show [[InterruptedDeclarationOfLove until Jeremy interrupted]]. He apparently went to juvie the next day after he ran off, and as of the moment, [[CannotSpitItOut lies to Jane when she asks what he meant that night]] ("It's you!"). Jane herself doesn't know what she wanted to hear, but both seemed disappointed.
* ClicheStorm: Ben's ghost story during the camping trip is an InUniverse example.
* CoolLoser: Both Billy ''and'' Jane. They are not bad on the eyes, they are outgoing, and Jane herself is very fashionable in her wardrobe.
* DaddysGirl: Lulu, which terrifies Billy.
* DeadpanSnarker: Billy Nutter.
* DudeMagnet: Jane. She has obtained the affections of Nick, Jeremy, Billy, and recently Eli.
* EasilyForgiven: Jane, to a certain extent. The characters sometimes show they aren't too happy.
* FailOSuckyName: Billy Nutter.
* TheGlomp: Jane loves doing this to Billy when she's happy/excited.
* HeldGaze: Jane has this with most of her love interests, but it's especially highlighted the first time she sees Billy after his two month stay at juvie.
* InformedAbility: Jane is apparently fantastic at her job. However, all we ever see is her screwing up even the most menial of tasks and then fretting about fixing it without anyone noticing. She always fixes the problem but she almost always requires Billy or someone else's help for it to work. This makes sense from a certain prespective though: since she always manages to cover her failures, none of the people who tell us how fantastic she is at her job (Gray mostly) are aware of how impressively she manages to screw up.
* MeaningfulName: "Plain Jane".
* TheMole: There's one in Donovan Decker. Jane thought it was India and reported her to Gray, [[spoiler: resulting in India losing her job.]] It turns out it was [[spoiler: Jeremy]].
* PairTheSpares: Deconstructed. Nick and Lulu got together after Jane and Billy dumped them respectively, though it doesn't seem like they're fulfilled in the relationship. And understandably, they broke up.
* ParentalAbandonment: Billy's and Tommy's parents are nowhere to be seen, and it hasn't been brought up.
** MissingMom: Jane's and Ben's mother left them, or rather, Jane. Therefore, it made Ben sacrifice his baseball league dreams to take care of her.
*** DisappearedDad: ...because their father's dead, making him the only possible guardian for her.
* PromotionToParent: Ben.
** Also, Tommy Nutter, Billy's older brother, due to the parents' absence on the show. But he's never near close to a parent ''at all'' due to his delinquent activities.
* RealSongThemeTune: "Work of Art" by Rachel Platten
* ShutUpKiss: Billy on Lulu in "The Birkin."
* YourCheatingHeart: Nick and Lulu share a kiss in the camp trip after having an argument with Billy about his dedication to Jane and Nick questions Jane's internship (due to a phone call picked up by a drunk India) as well as her dedication to it over him.