While countless series touch upon this theme, some stand out for their masterful execution.
Ouran High School Host Club
Perhaps the quintessential example, Ouran High School Host Club features Haruhi Fujioka, a brilliant but down-to-earth student who accidentally breaks an expensive vase and is forced to join the school's all-male host club to repay the debt. Haruhi, with her androgynous appearance and straightforward personality, is mistaken for a boy and quickly becomes the club's most popular host. The anime brilliantly balances comedy, romance, and social commentary, exploring themes of class, identity, and the superficiality of appearances. Haruhi's journey is one of self-discovery, as she navigates the eccentricities of the host club members and her own burgeoning feelings, all while maintaining her disguise. The series is a masterclass in character interaction and comedic timing, making it a beloved entry in the genre.
The Rose of Versailles
This historical drama, set during the French Revolution, features Oscar François de Jarjayes, a woman raised as a man and trained as a military leader to fulfill her father's wish for a male heir. Oscar commands the Royal Guard and becomes a pivotal figure in the tumultuous events leading up to the revolution. The series explores themes of duty, honor, social injustice, and the constraints placed upon women in aristocratic society. Oscar's internal conflict between her assigned role as a man and her innate femininity is a central driving force. Her strength, leadership, and unwavering sense of justice make her an iconic character, challenging the very notion of gendered capabilities. The narrative is epic in scope, filled with political intrigue and personal tragedy.
Princess Jellyfish (Kuragehime)
While not strictly about playing a male character, Princess Jellyfish features Tsukimi, a shy otaku who idolizes jellyfish and lives in an apartment complex with other female otaku. When a stylish, seemingly male fashion designer named "Sugars" enters their lives, Tsukimi becomes infatuated. However, Sugars is revealed to be Kuranosuke, a young man who enjoys dressing as a woman and is passionate about fashion. Kuranosuke's fluid approach to gender and his flamboyant persona often blur the lines, and he becomes a catalyst for Tsukimi and her friends to break out of their shells. While Kuranosuke doesn't play a male character, his embrace of feminine presentation while biologically male offers a fascinating counterpoint and exploration of gender expression within the broader context of characters who defy traditional roles.
Revolutionary Girl Utena
This highly symbolic and surreal anime features Utena Tenjou, a strong-willed girl who decides to become a "prince" to protect her friend Anthy Himemiya. Utena enrolls in an elite academy and enters the "Duelist" tournament, where she must fight with a sword and protect Anthy, the "Rose Bride," from other male duelists. Utena’s desire to be a prince is a conscious choice, a rejection of traditional femininity and a pursuit of strength and agency. The series is known for its complex allegory, exploring themes of gender, power, abuse, and the transition from childhood to adulthood. Utena's journey is a powerful, albeit abstract, example of a female character embodying masculine ideals to protect those she cares about.