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'Avast ye landlubbers! Thar be Spoilers off the port bow!'

Jackaroe

Mary "Jacky" Faber

Our wayward heroine, who starts off as one of the pluckiest ship's boys on the bounding main despite being a girl. But she's bound for bigger things, our Jackie... if she doesn't manage to get herself hanged in the meantime.

  • Action Girl
  • A Mother to Her Men: Very much Jacky's leadership style. Even when she's confined to the brig (which is fairly often) she thinks of her guards as "My Marines" and treats them as such. Foster mother to baby Jesse and later to Ravi.
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  • Best Served Cold: But only in the form of Restrained Revenge, like forcing Davy to learn how to swim in the seventh book by tying him to a rope and throwing him overboard in revenge for slights from the first book. Or taking revenge on the surviving crewmen of the Bloodhound by winning their loyalty four books after she'd marooned them at sea.
  • Catchphrase: "I am so very hard on my friends" and "Men, I swear."
    • And "I am not shy in that regard." And "It's just that i wasn't raised up proper." Jacky has a lot of these.
    • "I am promised to another," and its replacement, "I have sworn to live single all of my days," from when she temporarily breaks up with Jaimy in Under The Jolly Roger.
    • "I'm a good girl... mostly."
  • Cowardly Lion: And isn't afraid to admit it, at least to herself. Jaimy recognizes it too, though, and mentions it in one of his reports.
  • Defeat by Modesty: Jackie is completely immune to this trope (on account of being "not shy in that regard" because she wasn't "raised up proper") as more than one would-be rapist has discovered to his cost.
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  • Double Standard: Constantly crashing headlong into it when she isn't playing it to her advantage.
  • Embarrassing Nickname "Puss-in-Boots", "Princess Pretty Bottom"...
    • Her Indian name means "She Who Dances Like Crazy Rabbit" but Jacky doesn't mind because she's been called worse.
  • Even the Girls Want Her: Mam'selle Claudelle de Bourbon and Cheng Shih
  • Famed In-Story: The common seamen of the Royal Navy call her "Puss-in-Boots", consider her a good luck charm, and practically worship the deck she walks on. Her fame becomes even more widespread once Amy starts writing up her adventures...which is kind of a problem, when you're wanted for piracy.
  • Genki Girl
  • Good Angel, Bad Angel: Starting in Rapture of the Deep "Little Mary" starts showing up.... "Jaaaaackyyyyy... TREASURE, JACKY!"
  • Hero with Bad Publicity: Jackie once got a pirate to talk by pretending to torture his shipmate (it was all a scam, of course.) Ends up hoist by her own petard when Flashby uses the incident to justify torturing her for real.
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  • Improbable Age: From ship's boy to midshipman to fine lady to pirate to soldier to spy to convict to merchant all by the age of 18.
  • Large Ham
  • Master of Disguise
  • Mike Nelson, Destroyer of Worlds: Beginning in Curse of the Blue Tattoo when she accidentally burns down half of Boston, Massachusetts.
  • Privateer: At least, she thought she was.
  • Puppy-Dog Eyes: Jacky calls this technique "the big eyes" and is quite strategic in its employment.
  • Scars Are Forever: Jacky has one on her eyebrow, one on the outer edge of her opposite eye, and a faint constellation of tiny blue powder burns around her right eye that she hides with makeup. She got the burns sighting a cannon at the battle of Trafalgar.
  • She Cleans Up Nicely: Jackie has noticeable fondness for pretty clothes whenever she's not being a Wholesome Crossdresser or a Sweet Polly Oliver.
  • Shipper on Deck: Jacky is instrumental in getting some of her friends together as couples. Especially evident in the case of Amy and Ezra, when Amy insists she "isn't ready for that sort of thing yet."
  • The Social Expert: She learned the skills she needed to become one, mostly because she had to for the sake of survival.
  • Street Performer: Often turns to this as an emergency money-making scheme.
  • Sweet Polly Oliver: Of course. Almost once per book she'll dress in men's clothing.
  • Tomboy and Girly Girl: Jacky is the tomboy, with Amy as girly girl.
  • Wholesome Crossdresser: She often wears men's 'rig' even when she isn't playing Sweet Polly Oliver. Usually it's whenever skirts aren't particularly practical (like at sea) but sometimes she just wants to put on trousers.
  • Virgin Power: Despite all of her escapades, Jackie has so far managed to avoid being deflowered, which provides her with a great deal of moral suasion and the ultimate defense when adversaries accuse her of immorality.

The Lawson Peabody School For Young Girls

Amy Trevelyne

Clarissa Worthington Howe (Of the Virginia Howes)Jackie's nemesis at Lawson Peabody, she'll do almost anything to get a rise out of Jackie, or better yet, get her expelled.

  • Foe Yay: Clarissa's almost reflexive snake-and-mongoose relationship with Jackie takes on a new perspective when she runs away to New Orleans and shacks up with another of Jackie's failed suitors — Mademoiselle De Bourbon
  • Green-Eyed Monster: Her enmity turns out to be half snobbery, half jealousy; she envies Jackie's independence and freedom.
  • Rich Bitch

Jacky's Harem of Boyfriends

James Emerson Fletcher

Joseph Jared

Randall Trevelyne

Amy's elder brother

Jean-Paul de Valdon

Flaco Jimenez

Captain Richard Lord Allen

A charming, rakish British cavalry officer who helps Jackie out of a couple of bad spots

Cheng Shih

Jacky's Crews

Mr. John Higgins

Jackie's loyal manservent and fellow Naval Intelligence operative.

Liam Delaney

Seaman, rated able.

  • Papa Wolf
  • Team Dad: He's Jacky's "sea dad" in the first book, acting as a mentor to her on the ship.

Máiread Delaney

Liam's headstrong daughter

Clementine Amaryllis Jukes

Jemimah Moses

Enoch Lightner

Ravi

The Rooster Charlie Gang

"Rooster" Charlie Brewster

Polly Von

Hugh the Grand

Joannie Nichols

Naval Intelligence

Sir Thomas Grenville

First Lord of the Admiralty. Considers Jackie a jumped-up guttersnipe who doesn't know her place, a scheming trollop at best and an out-and-out criminal at worse. He also seems to regard her desire to marry Jaimy an affront to his entire social class. But as she is also a very effective, if frequently exasperating, secret agent, he keeps punishing her by giving her new missions.

Mr. Peel

Grenville's chief of Naval Intelligence. Considers Jackie a rare treasure — a tough, intelligent, competent urchin with the veneer of a cultured lady — and does whatever he can to retain her services. Not that he has her best interests in mind.

Carr and Boyd

Peel's enforcers, who show Jackie no mercy but also no particular ill will.

Henry Flashby

A treacherous Naval Intelligence operative who hates Jackie with a passion after she made a fool out of him in Mississippi Jack.

  • Amusing Injuries: A face full of bug bites and a butt full of rock salt, amongst other things.
  • Cold-Blooded Torture: Holds his cigar to Jacky's leg after making her think he was going to blind her with it.
  • Obstructive Bureaucrat: Uses his position and contacts in London as well as some good old-fashioned perjury to ensure that Jackie stays in trouble with the law.
  • Smug Snake: The smuggest imaginable.
  • Would Hit a Girl: Though not as bad as Bliffil, as he prefers slaps to fisticuffs.

Alexander Bliffil

A right piece of work. First met bullying the other midshipmen aboard HMS Dolphin, where he soon cultivates an intense hatred for our heroine. Put ashore for cowardice by the end of the first book, he gravitated to Naval Intelligence, where his thuggish tendencies are better appreciated. He takes great pleasure in dragging Jackie back in whenever Peel requires her services, especially if he can give her a few lumps in the process.

Other Adversaries

Mike Fink

The Mike Fink: Six and a half feet and fully three hundred and fifty pounds of pure bluster. The biggest, baddest, roughest, toughest keelboat man on the Mississsippi, to hear him tell it, and he may not be wrong.

Outright Villains

Captain Scrogg

Demented Captain of the Wolverine who promotes Jackie to Lieutenant, puts the rest of his officers overboard, and tried to rape her in his cabin. Fortunately for our heroine his heart is not up to the task his loins set for him.

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