Female Crossdressing in Young Adult Literature
Explore the best young adult books featuring female crossdressing protagonists. Discover empowering stories of identity, adventure, and self-discovery in this curated list of adult literature.
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Bloody Jack
by Louis A. Meyer
Reduced to begging and thievery in the streets of London, a thirteen-year-old orphan disguises herself as a boy and connives her way onto a British warship set for high sea adventure in search of pirates.
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Daughter of Venice
by Donna Jo Napoli
In 1592, Donata is a noble girl living in a palazzo on the Grand Canal. Girls of her class receive no education and rarely leave the palazzo. In a noble family, only one daughter and one son will be allowed to marry; Donata, like all younger daughters, will be sent to a convent. Donata longs to be tutored like her brothers and to see the Venice she has glimpsed only on the map. What is the world beyond her balcony, beyond what she sees when she glides, veiled, in a gondola down the canal? She dresses as a boy and escapes the palazzo on the Grand Canal to see the world before she is shut away, and to try to find a way to escape her fate. Donata risks everything; she changes her life, and her family’s life, forever when she walks through the door and encounters a Venice she never knew existed.
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Jackaroo
by Cynthia Voigt
"False, they were all of them false, the stories; as false as the stories of fairies dancing in moonlight glades on Midsummer Night." But they served a purpose. In a distant time and far-off kingdom, life is hard. People don't have enough to eat, and winter is upon them. There's little that offers hope, and many turn to the legends of Jackaroo -- the masked outlaw hero who rides at night giving aid to the helpless and coin to the destitute -- for solace. But Gwyn, the Innkeeper's daughter -- sensitive, industrious, and independent -- is too practical to believe such tales. But when a snowstorm forces her and a young Lordling to seek refuge in an abandoned house, Gwyn wonders if perhaps she has been too cynical. Hidden away in an old forgotten cupboard, Gwyn discovers a package -- a cloak, a mask, a sword....Jackaroo? Could the stories be true? It takes a shock and a devastating betrayal for Gwyn to begin to understand what -- and who -- Jackaroo really is. And she comes to know what part she will play in discovering the truth, such as it may be, behind the legends.
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I Rode a Horse of Milk White Jade
by Diane Lee Wilson
In early 14-century China, Oyuna tells her granddaughter of her girlhood in Mongolia and how love for her horse enabled her to win an important race and bring good luck to her family.
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Far Traveler
by Rebecca Tingle
When King Edward gives his niece Elfwyn two choices--marry one of his allies or become a nun--Wyn is at a loss to decide. Her strong, warrior mother has just died, so it's impossible to know what she would have wanted. Wyn takes the first risk of her life and flees. Disguising herself as a boy, she adopts a new identity as a traveling storyteller called Widsith (far traveler) and reinvents herself, drawing upon the books she has loved all her life. Soon she finds her fate inextricably tied with the dark-eyed King Wilfrid, who knows her only as Widsith, and wants her help in a plot against her own uncle.
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Girl in Blue
by Ann Rinaldi
Determined to live her own life free of the controls of any man, Sara Louisa Wheelock disguises herself as a man and sets off from her home in Michigan to fight as a soldier in the Civil War. Reprint.
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Dove and Sword
by Nancy Garden
This is a story of the Hundred Years' War and its great heroine, Joan of Arc. When Joan sets out to lead an army against the British, her friend Gabrielle stays loyally by her side until the wrenching finish.
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An Avon True Romance: Samantha and the Cowboy
by Lorraine Heath
Samantha When she manages to get herself hired for the cattle drive, all of Samantha's prayers seem to be answered. The hundred dollars she'll earn will pull her family's Texas farm out of ruin and pay off their debts. But keeping the cowhands fooled that she's a boy becomes harder than she'd expected where one cowboy in particular is concerned. The Cowboy Matthew Hart wants two things: to forget the tragedies he witnessed on the front lines of the War Between the States, and to reclaim his cowboy life. The last thing he wants is the responsibility of a tagalong youngster on the cattle drive. His closed mind and hardened heart are territory best left unexplored, until a fateful moment turns his world upside down. Matt discovers what and who "Sam" really is, and he is furious. But soon a stronger emotion takes hold, and bound by Samantha's secret, Matt is torn between revealing her identity and his own sudden and frightening love for her.
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Alanna
by Tamora Pierce
From Tamora Pierce, the first book in the Song of the Lioness Quartet, honored with the Margaret A. Edwards Award. “From now on I’m Alan of Trebond, the younger twin. I’ll be a knight.” In a time when girls are forbidden to be warriors, Alanna of Trebond wants nothing more than to be a knight of the realm of Tortall. So she finds a way to switch places with her twin brother, Thom. Disguised as a boy, Alanna begins her training as a page at the palace of King Roald. But the road to knighthood, as she discovers, is not an easy one. Alanna must master weapons, combat, and magic, as well as polite behavior, her temper, and even her own heart. Filled with swords and sorcery, adventure and intrigue, good and evil, Alanna’s first adventure begins—one that will lead to the fulfillment of her dreams and make her a legend in the land.
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Pirates!
by Celia Rees
In 1722, after arriving in Jamaica where she is to be married off, sixteen-year-old Nancy Kington escapes with her slave friend, Minerva Sharpe, and together they become pirates traveling the world in search of treasure.
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The Outlaws of Sherwood
by Robin McKinley
New York Times bestselling author Robin McKinley's vivid retelling of the classic story of Robin Hood breathes contemporary life into these beloved adventures-with Marian taking a pivotal role as one of Robin's best archers. Robin is an apprentice forester in the woods of Nottingham. The arrows he makes and sells earn barely enough extra coin to retain the title to his father’s small lands. The sheriff of Nottingham’s jealousy toward Robin’s father is just as fierce towards his son, and the sheriff’s men take every opportunity to harass the young woodsman. But when Robin defends himself by accidentally killing one of the sheriff’s men, he flees to Sherwood Forest, knowing that he has not only lost his father’s land and good name forever, but that he will live the rest of his days as a hunted man. But his friends Much, the miller’s son, and Lady Marian, Saxon daughter of the half-Norman lord who despises his Saxon blood, believe the disaster that has befallen Robin is also an opportunity: An opportunity for a few stubborn Saxons, cast out or outlawed in ways equally unjust, to gather together in secret under Robin’s leadership and strike back against the arrogance and brutality of the Norman overlords.
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The Breadwinner
by Deborah Ellis
Because the Taliban rulers of Kabul, Afghanistan, impose strict limitations on women's freedom and behavior, eleven-year-old Parvana must disguise herself as a boy so that her family can survive after her father's arrest.
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Rowan Hood
by Nancy Springer
Rosemary has nowhere to go when her beloved mother dies. She has never met her father-the outlaw Robin Hood-and she's grown up among the woodland creatures her mother loved. So she decides to change her name to Rowan, disguise herself as a boy, and undertake a perilous journey through Sherwood Forest, in search of Robin Hood. But how will she find him? And will he offer her a home? "This tale is a charmer, filled with exciting action, plenty of humor, engaging characters, and a nice fantasy twist." (Booklist, starred review) "Rowan Hood reads like the first in a series, and teens are sure to hope that it will be just that, leading to many more." (VOYA)
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Tipping the Velvet
by Sarah Waters
“Erotic and absorbing…Written with startling power.”—The New York Times Book Review Nan King, an oyster girl, is captivated by the music hall phenomenon Kitty Butler, a male impersonator extraordinaire treading the boards in Canterbury. Through a friend at the box office, Nan manages to visit all her shows and finally meet her heroine. Soon after, she becomes Kitty's dresser and the two head for the bright lights of Leicester Square where they begin a glittering career as music-hall stars in an all-singing and dancing double act. At the same time, behind closed doors, they admit their attraction to each other and their affair begins.
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The Beacon at Alexandria
by Gillian Bradshaw
In the Fourth Century A.D., independent and determined young Charis is forbidden to become a doctor because she is a woman. Disguising herself as a eunuch she flees Ephesus for Alexandria, then the center of learning. There she apprentices to a Jewish doctor but eventually becomes drawn into Church politics and is forced once again to flee. She serves as an army doctor at a Roman outpost in Thrace until, kidnapped by barbarian Visigoths, she finds her destiny to heal and also to be a woman and a wife.
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The Masqueraders
by Georgette Heyer
To help rescue a rich heiress, Prudence Tremaine masquerades as a man to hide her identity, which becomes rather inconvenient when she becomes enchanted with Sir Anthony Fanshawe. Reissue.
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Shield of Three Lions
by Pamela Kaufman
The first novel in the Alix of Wanthwaite series, by bestselling author Pamela Kaufman. Eleven-year-old Alix is the daughter of the baron of Wanthwaite, whose lands along the Scottish border are among the best in England. But when her family is killed and her lands seized, Alix is forced to flee from the only home she’s ever known. Her one hope of restoring her inheritance is to plead her case to King Richard the Lion Heart, who is far away in France, preparing to go on his Crusade. Alix resolves to follow him. She cuts her hair, dresses as a boy, and takes the road south to London. Disguised as a beautiful young boy, Alix is more than befriended by the handsome and mysterious King Richard, even becoming his favorite page. Their relationship sets tongues wagging and places Alix in considerable danger as the battle for Jerusalem unfolds. “Richly rewarding, superbly written... The richness of the characters, the historical details, and the story as a whole make this novel a memorable reading experience.”—Chicago Sun-Times
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