Little Miss Con Artist - Television Tropes & Idioms

Penny: I'm a thief!
Finn: But you're just a cute little girl!
Penny: And.... I'M A THIEF!

—Adventure Time

Aww, look at sweet little Sally. So adorable, so innocent...

...wait, where's my wallet?

This is when a little girl takes advantage of the perception that Children Are Innocent to play a bunch of adults for suckers. Sometimes this character will work in partnership with an adult, usually her father, but as often as not she's the real brains of the outfit.

When she grows up, she'll probably become the Decoy Damsel, who uses her beauty to fool people in the same way Little Miss Con Artist uses her cuteness. Compare Deliberately Cute Child and Daddy's Little Villain.

Examples:

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Anime & Manga

Panty & Stocking with Garterbelt has one of these as a Ghost, connected to one that looks like a wolf. Sound familiar?
Blue (Green in the Viz translation) from Pokémon Special started out as this but it has since dimmed down.
- Her fingers are still as quick as ever.
One Piece Film Z: While Nami taking advantage of her cuteness to get what she wants isn't anything new, in this movie she also takes advantage of the fact that she was turned into a child to get information about Z from a bunch of Marines.

Comics

In one Nodwick comic, the adventurers find a young girl on her own in the woods. Being Genre Savvy, they assume that she's a shapeshifted monster or deity, and she agrees to let them live if they leave their valuables as an offering. Once they've fled, her parents arrive to collect the loot.
Girl: I think I'm worth more than two new dollies per mark.
Kiyoko the apprentice thief in Usagi Yojimbo.

Film

The title character of the movie Curly Sue.
It looks like Hitgirl does this in the trailers for the Kick-Ass movie when she dresses up as a Catholic schoolgirl and stands outside the door of the baddies' place.
The whole premise of Matchstick Men.
Paper Moon
Little Rock, working with Decoy Damsel Wichita in Zombieland.
Hoodwinked: Red Puckett tricks the Wolf into falling into a river by handing her hooded cloak off to some hummingbirds. As predicted, the Wolf takes the bait.
In Oz The Great And Powerful, China Girl can manipulate the Con Man Oz by turning on the waterworks.

Literature

Addie Pray, from Addie Pray, the novel the movie Paper Moon was based on.
One of the many pickpockets Beka catches is a cute little girl with a doll.
Minerva Paradizo from the fifth Artemis Fowl book.
The titular Markie, from Robert Aspirin's novel Little Myth Marker, is a combination of this and The Mole. She looks like an 8-year-old girl, but is the most dangerous "character assassin" in the trade. Also a subversion, since she's actually an adult woman from the dimension of Cupy, where it's about average to grow to the size of a human child.
A poem titled 20th Street After Dark features a couple of preteen girls who pose as underage prostitutes and then, once the one girl has the guy in a vulnerable position, they mug him.
Claudia from the Vampire Chronicles series plays up her eternal childhood to lure in her victims.
Lyra of His Dark Materials plays up the innocent eyes on many occasions so adults will believe her. Her act also has shades of Obfuscating Stupidity.

Live Action TV

Katie Knight, Kendall's little sister from Big Time Rush.
Sarah from Chuck was one of these as a child.
Megan Parker on Drake & Josh. All the time.
The little Japanese girl and her big brother in Hustle who manage to pull a fast one on the protagonists.
One episode of Psych had Shawn and Gus tricked into getting a mall Santa out of prison because a little girl asked them to. She turned out to be "Santa's" daughter and partner in crime.
The Suite Life of Zack and Cody had a little girl who helped her father fake an injury and sue the hotel. Turns out she was the brains of the operation, as her father just comes up with the names of their schemes. Meanwhile, she took orders for Girl Scout cookies from the entire staff... none of whom ever got their orders.

Video Games

Tewi Inaba from Touhou.
- Also Mystia Lorelei, who runs a con using her power (singing that causes night blindness) to sell grilled moray eels (purported to cure night blindness, which she removes as they eat).
This is probably why the Thief class is open to Moogle units in Final Fantasy Tactics.
The Pok�mon Purrloin qualifies as this, despite not being human nor Always Female. Just look at its Pokedex entry from the Black version (the White version one is similarly worded): "They steal from people for fun, but their victims can't help but forgive them. Their deceptively cute act is perfect."
- When a Purrloin evolves, it becomes not a Decoy Damsel like the trope would predict, but more like a Classy Cat Burglar. Well duh, since it literally is a cat.

Webcomics

Used in this strip in The Order of the Stick.
Amy from Unwinder's Tall Comics. She's middle-school-age and a cracker who may or may not be wanted by the FBI.

Western Animation

In Avatar The Last Airbender, Toph and Katara (11 and 14, respectively) attempt this, as part of Katara's plan to show that she's not as much a stick-in-the-mud as others view her. The plan backfires, however, and they get captured to serve as bait to lure in Aang.
Jessica Lovejoy was this on an episode of The Simpsons. Bart got blamed for all her hijinks because no one would believe that the sweet, innocent preacher's daughter could be so mischievous. Fortunately, she was found out and sentenced to clean the church stoop.
Penny from the Adventure Time episode 'City of Thieves' is definitely this, because her 'losing' her basket was an elaborate plot to get the pure Finn to steal a treasure chest guarded by a barrier that keeps thieves like herself out. Even after being purified by Finn at the end, she STILL steals his clothes.
Gender reversed with Flim Flam from The Thirteen Ghosts Of Scooby Doo.