"Her white shirt and black leather, they complement her eyes, A red sash brings it t'gether (and the boots half up her thighs) Cap'n Hook's a fan and Jack Sparrow thinks it's great, It's in the books, it's canon, so let's all celebrate!"
Pirates. Villains of the seven seas, lovable rogues who rob other pirates, or what have you. Strong or handsome men, with ladies either afraid of or swooning over them...
...And then there's the Pirate Girl, a young girl or woman who clearly has no place in this tough world of men. Except she is either determined to show that she does, is accepted by the roguish male crew without any apparent difficulty or explanation, or is part of an ship with an all female crew. Depending on age, may or may not be a Little Miss Badass; either way, usually an Action Girl. There are two types: one type would be either cute or an Amazonian Beauty. The much, much more common type is the "bad girl".
Can be Truth in Television — historically, a number of female pirates did plough the seas along with the men, sometimes rising to positions of authority. However, some of them did so by disguising themselves as men; Carribean pirates codes often called for the death penalty or marooning for any pirate who brought a woman onboard - though most other pirate groups were completely uncaring, as long as you did your job in the crew. In the modern world, women might have a place on Ruthless Modern Pirate ships (often referred to these days as maritime terrorists) depending on the local culture.
Not to be confused with Pirate Wench, a term that usually refers to a woman who sails with pirates, doing "women's work" for them, perhaps while providing eye candy. The Pirate Girl is a pirate in her own right.
Any little boy found on a pirate ship will half the time be this girl in disguise.
The Pirate Girl often has a Dark and Troubled Past detailing how she ended up in this position; abusive fathers who they are in a "Well Done, Son" Guy relationship with seems to be a common theme.
A Sub-Trope of Pirate.
Anyone caught making cheap jokes about "booty" or "treasure chests", will be made to Walk the Plank.
Seychelles from Axis Powers Hetalia is sometimes drawn/written this way in fan work. In a show with several of the male characters given the pirate treatment, she is notable for being the only female to be cast in this light.
In the 2011 Halloween event, she dresses as Captain Cook and informs the others that her place also has a lot of pirate legends, meaning that she interacted with them and may have joined them at some point or another.
Portugal's female concept art, at the top here◊, shows this very heavily as well, complete with scars and a sword.
Marika Kato from Bodacious Space Pirates. Also Chiaki Kurihara, daughter of the captain of Barbarossa, though it doesn't show. At one point, Marika's entire high school yacht club gets in on the act (briefly).
The one who acts most like a traditional pirate girl is surprisingly Nami. Besides drinking any of the guys under the table, she isn't nice (unless she's trying to scam you), and as the navigator she is completely in control of the ship, bar instructions from Luffy.
Rival captain Jewelry Bonney is pretty close to traditional, too.
The spinoff series Tenchi Muyo GXP also has a space pirate girl in the main cast. Who's also named Ryoko. But not the same Ryoko; she was named after the original, who's roughly 5000 years older and a legend in the space pirate community.
From the Chinese manhua, Melody Drifting in the Rain, we have pirate princess Jin Bi Hui, feisty and an excellent fighter. In fact, only men she's ever feared are her father and eldest brother and she does not take the discovery of her fiance being in love with another woman lying down.
The pirates in Y: The Last Man, as should be obvious from the comic's name.
El Cazador's main character becomes a pirate after the pirate captain Blackjack Tom attacks the ship she's on, killing most of the passengers.
Batman foe Cap'n Fear had a buxom first mate named Annie.
Cixi joins an all-female pirate crew in her spinoff of Lanfeust, Cixi de Troy.
Maura Hawke, captain of the Serpent's Crown in the Marvel Universe. When she was betrayed by her first mate Jebediah Fate, she laid a curse on him and all her mutinous crew resulting in Fate becoming a Flying Dutchman.
Dread Mac Farlane, a French comic about a girl who goes to Neverland and grows up among the Lost Boys (let's not explore exactly how she, y'know, GROWS UP in Neverland), then leaves them to join Captain Hook and his crew in the exciting life of a pirate.
Sjörövar-Jenny from Bamseseems to be this, being a young woman in piratical garb who is a skilled cutlass fencer and sailor, but she is merely the daughter of a rather eccentric scholar obsessed with pirates and pirate treasure, and takes after him. (Her name, of course, references the "Pirate Jenny" song from the The Threepenny Opera, as per below).
In Wonder Woman, the "Silver Serpent" saga featured an all female cadre of Space Pirates who travel from planet to planet to steal that world's technology, recruit a small group of the females for membership and the remainder of the planet's people for food stock.
Scarlet Fever, from the second Lady Rawhide miniseries; a spin-off from Topps Zorro series.
The mercenaries stow away on a pirate ship with an all-female crew in Skullkickers #13.
"The Crew of the Alexandria" in Victorian Secret: Girls of Steampunk features a crew of Privateers in a submersible. These tales were later collected in Steampunk Corsairs.
One of Dracula's many adversaries in Dracula Lives is the "She-Pirate" Hellyn DeVill, who leads her crew to plunder his castle.
Under The Northern Lights has Crimson Coat (actual name Sudden Gale), captain of the Crimson Kraken. A renegade Equestrian pegasus, she is not a nice mare: besides being a violent criminal she can add casual racism and sexual molestation to her resumé.
Upon A Falling Feather has a cast populated entirely by MLP's main and secondary characters, most of whom are female, so several pirates are female - primarily Rarity (a noblemare forced into the position), Pinkie Pie (who embraces the role completely) and Trixie (who has a minor role and mostly acts like herself).
Elsa in Storm Siren double subverts this trope, disguising herself as a man and even then displaying parts of this trope to the letter.
Maureen O'Hara played this character — notably as "Spitfire" Stephens opposite Errol Flynn in Against All Flags. She also appeared in The Black Swan (with Tyrone Power) and The Spanish Main (with Paul Henreid); she appears as a high-born lady of quality in both, but in the former changes into Pirate Girl garb in the final scene.
Captain Morgan Adams, played by Geena Davis in Cutthroat Island Although, technically, she's a Pirate Hunter.
In Muppet Treasure Island, Ellis Ashley Flyte, the wife of Brian Henson (the film's producer and director) gives an uncredited appearance as Big Fat Ugly Bug-Faced Baby-Eating O'Brian (a female ship's crew mate seen only during the Roll Call scene).
Jean Peters played a pirate woman called "Anne Providence" in Anne of the Indies (1951); Binnie Barnes played Anne Bonney in The Spanish Main (1945); Hope Emerson played her in Double Crossbones (1951); Sonia Sorell played her in Captain Kidd and the Slave Girl (1954); and Lorna Bennett played her in Pirates (1998).
The second Astérix movie included a female pirate for absolutely no reason whatsoever, even making her the Captain's daughter.
The 2005 big budget pornographic film Pirates (also known as Pirates XXX) starred Janine Lindemulder as Serena, the vicious first mate of the Big Bad Captain Eric Victor Stagnetti, and Jesse Jane as Jules, her good guy counterpart among the pirate hunters.
Pirate Fritton from St. Trinian's 2: The Legend of Fritton's Gold.
Mary "Jacky" Faber, from the young adult novel, Bloody Jack, and its sequels.
Missee Lee, a Chinese woman pirate captain in Missee Lee, part of the Swallows and Amazons series, by Arthur Ransome, although she is a slight subversion in that she never wanted to be a pirate. She is a frustrated Cambridge academic who was forced to become a pirate after her father's death.
The "Amazons", Nancy and Peggy Blackett, play the trope more straight, albeit they're technically just kids enacting a pirate fantasy.
Charlotte de Berry is a (probably fictional) female pirate captain who stars in Edward Lloyd's History of the Pirates, a "penny dreadful" or "penny blood" - cheap stories with a fairly gory or shocking theme written to entertain the masses.
Minerva Sharpe and Nancy Kington are the protagonists of Pirates! by novelist Celia Rees.
Art Blastside is a former gentlewoman named Artemesia Fitz-Willoghby Weatherhouse who lost her all memories of her life with her mother, Piratica, in a cannon accident that cost her mother her life. She regained it after 6 years of attending a finishing school and gathered her mother's former crew to set sail again in The Piratica Series, by Tanith Lee.
Romsca is a fictional anthropomorphic ferret corsair the book Pearls of Lutra in Brian Jacques's Redwall series.
Appears in all its various forms in Piers Anthony's Bio of a Space Tyrant series: Spirit does the Sweet Polly Oliver cabin boy version for a while, Rue is the straight Little Miss Badass version, and there is also a cross-dressing adult female pirate captain. As per the series title, they are all Space Pirates.
A semi-fictionalized account of the real-life pirate Ching Shih is given in Jorge Luis Borges's short story The Widow Ching, Lady Pirate.
Asha Greyjoy of A Song of Ice and Fire was bred and groomed for this by her father, the lord of the Iron Islands. She's well loved by her crew, and is basically one of the guys, except that she's damned hot.
In the Big Finish audio adventure Doctor Who and the Pirates, the Sixth Doctor attempts to pass off his companion Evelyn Smythe as 'Evil Evelyn, the Pirate Queen'. Evelyn does her best, but the masquerade does not last long.
Being a pirate-based Sentai, Kaizoku Sentai Gokaiger has... just one, Luka Millfy/Gokai Yellow. The other lady, Ahim de Famille/Gokai Pink isn't as much a Pirate Girl but more of The Ojou. (She is quite happy to call herself a pirate, however.)
In Stargate SG-1 there is Vala Maldoran who is a pirate/thief and acts like a child. Then in Stargate Atlantis there is Larrin of the travellers who, while maybe not technically a pirate all the time, sure acts like one in her first appearance.
The title character in Xena: Warrior Princess spent some time as a pirate Captain, during which time she kidnapped a young Julius Ceasar and held him for ransom while also having a romantic affair with him. That was until he came back with an entire Roman legion and had Xena and her crew crucified.
In Moonlight episode "B.C.", Josef mentions that he first met his on-and-off girlfriend Lola in the 17th century when she was trying to put together a pirate army. Apparently, one could do that in those days. Being a vampire helps too.
Gunpowder Gertie (Gertrude Stubbs) is a Canadian pirate created by storyteller Carolyn McTaggart. The story of Gunpowder Gertie was told as an April fools joke in the local Kootenay area newspaper, the Kootenay Review. So many people believed that it was true that it was later retold as historical fact on the CBC program, This Day in History.
The HMS Ophelia's crew of drunken pirates includes Kristina Erickson and Jody Ellen. On a pirate ship retrofitted into a steampunk time-travelling dirigible. Yes.
Emilie Autumn has always had one pirate captain since the first Asylum tour in 2007. The first was Captain Vecona who was also the Asylum seamstress and left the Bloody Crumpets after the first 2008 tour. The second was Captain Maggot who took over in fall 2008, she appears to be far more popular of a captain owing to her more pirate-y feel including being a drunkard who speaks like a pirate and having a costume that looks more like a pirate. She also is a circus performer in the real world, during the tours she stilt walks and hula-hoops.
The S.J. Tucker album Sirens includes three songs called "The Wendy Trilogy". The Wendy Trilogy is a retelling of the Peter and Wendy story, diverting from the original at the point where Captain Hook offers Wendy Darling the chance to become a pirate. In this version, Wendy accepts the offer and starts an adventure of her own.
"The Worst Pirate Song," by Irish-American band Ceann, mocks this trope.
The Satyxis of the Iron Kingdoms setting are a whole island-nation of Sexy Monster Pirate Girls, of whom the best known is the Pirate Queen and Cryx warcaster Skarre Ravenmane. The mercenary privateer faction of Warmachine has several playable female character models, including the Thamarite pirate captain Fiona the Black.
Several of fantasy RPG artist Clyde Caldwell's paintings have been of female pirates.
Ed Greenwood has mentioned a number of female pirates in his Forgotten Realms setting material, including Thilana, Azla and Laershala of the Emerald Eyes.
Azla fits the "Dark and Troubled Past" part. She was a noble and a Cormyrean army officer, but came across a Zhent party bigger than her patrol could handle and ran. In self-exile, she became a pirate, then her high-end training kicked in and soon she was one of the most influential captains on the Pirate Isles, raiding Sembian targets (Cormyr's in a cold war with Sembia). She appeared in The Threat from the Sea.
Liriel Baenre was a ship mage on a pirate ship once, but almost accidentally. At first the crew didn't think that a female(!!!) drow(!!) elf(!) on board was a good idea, but they didn't have much choice anyway.
Also two separate female "Red Corsairs" — one a young Katrina Steiner on the run from her uncle's assassins (in backstory that's been alluded to but never actually detailed), one decades later a renegade Jade Falcon warrior trying to use her own band of outcasts to break the Truce of Tukayyid and reignite the war between the Clans and the Inner Sphere.
Synthre, a runaway alien princess and member of the Galatic Marauders, a band of Space Pirates in the Champions sourcebook Alien Enemies.
7th Sea contains several. The most famous is probably "Bloody" Bonnie McGee, first mate of the Sea Dogs.
Pathfinder has Besmara, the goddess of pirates, strife, and sea monsters.
Exalted has the Solar pirate queen Ocean Pearl, plus pretty much any female Exalt to get started in the West. Of course, they need to dye their hair red, join the Tya, or be a bit careful because the West throngs with storm mothers who hate all women more beautiful than themselves (i.e. anyone other than a withered old crone who's just had an acid bath) and make their displeasure clear with terrible weather, but since Exalts > Gods/Elementals, this issue can probably be solved by kicking the storm mothers' collective butts until they knock it off, or using Sail Charms to make overcoming the storms far less difficult.
There's a play called Scavenger Hunt (Aargh! Avast Ye!) which concerned a retired Pirate Lady and her daughter, who Sweet Polly Olivered her way on to a ship to search for a MacGuffin her mother and some friends had encountered in the past.
In The Threepenny Opera, Polly (or, in some productions, Jenny) sings "Pirate Jenny," a revenge fantasy about a chamber maid who dreams of being a pirate queen.
Loof Merrow of the Sera Myu who was featured in the Kagyua Island musicals. She's a pirate, and a princess, who's been frozen in Ice for the last 5000 years, and is after the Silver Crystal to restore her Kingdom of Artuka which was destroyed by a tidal wave when they asked Princess Serenity to change the earth's orbit so the comet Coatl wouldn't hit it. And she's only out of the ice because the comet and its inhabitants have returned and are seeking revenge on Sailor Moon.
The Pirate Queen is a musical written by Claude-Michel Schönberg and Alain Boublil. It is based on the life and adventures of the 17th century Irish chieftain and pirate Grace O'Malley.
Captain Bree and Her Lady Pirates by Bill Francoeur.
If you talk to her, she'll suggest that after the Collector business is over, you should take the Normandy and go pirate yourself - you can be the captain, and she'll be the master of arms, and do executions.
One of the most famous post-Rebellion krogan warlords (read: pirates) was a fertile female named Shiagur; thanks to the genophage, fertile females are exceptionally rare, and she used her status to raise a major fleet. Then she started setting up bases, attacking colonies, and in general doing things pirates ought to do. She's very seriously dead by the time the game rolls around, though, thanks to a highly-unamused turian fleet.
The pirate ship Dolce from Eternal Sonata is named after its female captain, who you encounter in chapter 4. You fight her again later, and maybe a third time. And even a fourth time is possible if you're playing on Encore Mode, the game's version of New Game+.
"Cap'n" Ginny of My Sims is obessed with pretending to be a pirate, and her best friend (boyfriend?) goes along with it. By MySims Kingdom, she's moved on to a new profession, but her old obsession is still referenced by Vic Vector when you give him a figurine of her.
Regna Island was crawling with female pirate crossbowmen, as well as female inhabitants evidently not restricted to wenchy stuff (note that Regna is a nation of pirates, so if you are not in the support business you'd be in the pirate business).
Sally from Exit Fate. Might also be exaggerated, since she's "just" a young girl who owns her own ship. Her grandfather had been a famous pirate, but she herself isn't an actual one- just acts like one, complete with an accent.
In the Ardman Animation film The Pirates! Band of Misfits one of the crew is known as Surprisingly Curvaceous Pirate — but obviously isn't a girl because girls don't have big bushy beards that don't match their hair color.
The infamous Anne Bonny (or Bonney), aka Anne of the Indies. She got her own movie, too, besides getting a guest shot in The Spanish Main.
Charlotte de Berry (although some modern historical opinion doubts whether Charlotte actually existed)
Jane de Belleville
In a "culture" always apart from main society by definition, the notion of a woman being bad luck was probably more easily overcome so long as she was talented at bringing in literal boatloads of plunder.
Being able/willing to kill you for suggesting she's bad luck is likely also a factor.
Jeanne de Clisson, the Lioness of Brittany; when her husband was executed by the French government for treason, she swore revenge against the French King and sold her ancestral lands to buy three warships, which she painted black with red sails. She then spent the next thirteen years plying the English channel, capturing and looting every French ship she could find and beheading any French noblemen she could find personally with a huge axe.