My Favorite Girls Dressed as Boys – Romance Edition

One of my favorite tropes in genre fiction is “girl/woman dressed as a boy.” I love it for several reasons. First, it’s just fun; there’s a long-established literary tradition of cross-dressing. Second, I love that it’s an opportunity to play with and subvert everyday gender roles.

In The Duchess, Her Maid, The Groom and Their Lover, Sylvie disguises herself as a boy while on a journey, and at one point the Duchess is dressed as a bearded man, as well. In The Moonlight Mistress there is a cross-dressing woman, but I won’t spoil the story by revealing her identity.

Here are a few of my favorites in the romance genre.

Georgette Heyer cross-dresses her heroines several times. My ultimate favorite is These Old Shades because Leonie is so bloodthirsty; my own character Sylvie was influenced by her. The Corinthian is another, and The Masqueraders offers a bonus boy dressed as a girl.

In Mary Jo Putney’s Silk and Secrets, the Regency heroine has built a life in Persia through her male disguise, which is disrupted when her estranged husband arrives and needs her help.

Nita Abrams features quite a lot of cross-dressing in her spy romances set during the Napoleonic Wars. My favorite is The Exiles, which is less about spying per se, but spying is a reason for a great deal of the plot, if that makes sense. Another woman-dressed-as-man because she’s a spy is The Wicked Lover by Julia Ross.

The heroine of Jo Beverley’s My Lady Notorious uses her disguise to be a highwayman.

Sometimes, heroines only dress as boys when they need to for the purpose of being a sneak thief. Connie Brockway’s All Through the Night falls into that category, as does Anne Gracie’s An Honorable Thief.

Pam Rosenthal takes a more serious approach to cross-dressing in Almost A Gentleman. The heroine has painful reasons for her masquerade, and it becomes her life until she meets the hero. This is one of my favorites because of the way it addresses the hero’s feelings for the heroine, before he realizes she’s female.

One of my favorite authors, Laura Kinsale, twice uses cross-dressing heroines. (Hmmm, maybe that’s one of the reasons I love her books so much!) In The Prince of Midnight, the heroine again has serious reasons for hiding her sex, but she also needs to take on a male role for the sake of revenge. In The Dream Hunter, the heroine has been disguised as a Bedouin boy; the book contains many references to real-life cross-dressing woman Lady Hester Stanhope.

What are your favorites? And why?

The illustrations for this post are both images of Katherine Hepburn from the movie Sylvia Scarlett. Doesn’t she look hot?

Related Post:
My Favorite Girls Dressed As Boys – Fantasy Edition.

About Victoria Janssen

Victoria Janssen’s first erotic novel, The Duchess, Her Maid, The Groom and Their Lover (Harlequin Spice, December 2008), was translated into French and German. Her second Spice novel, The Moonlight Mistress (December 2009), was translated into Italian and nominated for a RT Reviews Reviewers’ Choice Award. Her third novel is The Duke & The Pirate Queen (December 2010). She has also published erotic short stories as Elspeth Potter. Her blog features professional writing and marketing tips, genre discussion, book reviews, and occasional author interviews.
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8 Responses to My Favorite Girls Dressed as Boys – Romance Edition

  1. N. K. Jemisin says:

    Just read a lovely story by Naomi Novik in the FAST SHIPS BLACK SAILS anthology, about a girl who has boyish hobbies so gets shipped off to the colonies for a husband because she can't get a proper peer. Along the way they get captured by pirates, and to save her virtue she puts on an amulet that literally turns her into a boy. What she does after that — to the pirate captain, because she likes his legs — is effing hilarious. Highly recommended.

  2. Victoria Janssen says:

    Ooh. I was thinking of getting that anthology.

  3. Calila1988 says:

    One of my favorites is Eloisa James' Duchess By Night. Love watching the hero struggle with his feelings for a "boy".

    Another is Hannah Howell's Highland Honor. The woman is trying to escape from her sadistic husband.

  4. Kate Pearce says:

    I think you picked all my favorites! How spooky!

  5. Victoria Janssen says:

    Perhaps I am you and you are me and we are all together!

  6. Jeannie Lin says:

    Johanna Lindsey liked to use this device a lot. I quite enjoyed it in a couple of her Viking books.

    Blythe Gifford has one out right now I want to grab titled "In the Master's Bed"

  7. Minx Malone says:

    I'll have to check some of these out, they sound intriguing :)

  8. Victoria Janssen says:

    There's something deliciously transgressive about the trope.

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