Crossdressing Anime
  1. Comedy
  2. Crossdressing
  3. Ecchi
  4. Romance
  5. School
  1. feel.
Jul 7, 2011 at 1:40pm EDT

When you've got acute gynophobia, even a pretty girl can be a malady, and as the sparring partner for his family of female wrestlers, Sakamachi Kinjiro has the worst case EVER! Just one touch makes his nose bleed, so school's a bloody nightmare even before Kanade, the Principal's twisted daughter, deduces both Kinjiro's "feminine issue" AND that his name contains the sounds "Chi" and "Kin" back to back. But Chi-Kin's female troubles don't totally redline until a wrong turn in the men's room exposes the secret Subaru, Kanade's manservant, has been hiding in the water closet. (Well, to be fair, we should say WOmanservant.) And if Subaru's cross reactions concerning her cross-dressing aren't enough of a drag, Kinjiro's girl problems also include a haunted martial artist (with ghosts); a cat-eared fetishist (meow!); AND his own sister, whose interest in "wrestling" a certain incorrectly packaged butler may result in an unexpected ending! And that's JUST the set up!

[Source: Sentai Filmworks]

  1. Comedy
  2. Crossdressing
  3. Reverse Harem
  4. Romance
  5. School
  1. BONES
Apr 4, 2006 at 12:10pm EDT

Ouran High School is a school for the extremely wealthy or talented. Haruhi just happens to be more talented than wealthy. Since she had a hair mishap the week before school started and could not afford the school uniform, she was mistaken for a boy.

Wandering into the Third Music Room looking for a quiet place to study, she encounters the school's Host Club — a group of attractive young men who give their time and affections to females, for a fee. After she breaks an ¥8,000,000 vase belonging to the host club, the leader demands that she work off the money by becoming a host. And when they find out Haruhi is not actually a boy, humour ensues.

[Source: AniDB]

  1. Action
  2. Comedy
  3. Crossdressing
  4. Team Sports
  1. Brain's Base
Jul 2, 2015 at 12:46pm EDT

When high school student Hotaru Tachibana learns that her friend was conned by a host, Tachibana storms into the club demanding retribution. The host turns out to be her new neighbor, who challenges her to a “Survival Game” to cover the damages Tachibana inflicted on the club. Soon, Tachibana is swept up in the addictive world of “Survival Games” with the host, Matsuoka, and their third team mate, an ero-manga artist. The problem: Tachibana can’t let Matsuoka find out she’s really a girl!

[Source: Sentai Filmworks]

  1. Crossdressing
  2. Romance
  3. Supernatural
  4. Vampire
  1. Studio Blanc.
Apr 7, 2024 at 10:30am EDT

“I want to become your thrall…!”

A crossdressing girl and doting vampire’s dangerous cohabitation is about to begin!

After losing her parents and being abandoned by her relatives, Mito is left all alone in the world. When she’s kicked out of the restaurant where she works with no money and no place to live, she is taken in by Ruka, a vampire. In exchange for giving Ruka her blood as his “food,” she ends up living with him in a boys’ dorm full of beautiful boys with unique personalities…?!

[Source: Crunchyroll]

  1. Comedy
  2. Crossdressing
  3. School
  4. Slice of Life
Himegoto
TV (JP)
Released
Short-form
7.00
  1. Asahi Production
Jul 7, 2014 at 10:54am EDT

The story follows Hime Arikawa, whose absent parents have left with saddled with a huge debt. After being saved from debt collectors by three girls on the student council, in exchange for paying off his debt, he agrees to spend the rest of his high school career dressed as a girl.

[Source: Crunchyroll]

  1. Crossdressing
  2. Romance
  3. School
  1. project No.9
July 2024

Can true love really overcome any obstacles? Saki, a high school student, confesses her feelings to Makoto. Taken aback, Makoto reveals his secret, but the sudden discovery doesn’t seem to bother Saki who is already head over heels for him. After being rejected, Saki asks Ryuji, Makoto’s childhood friend, for some advice on how to win his heart. A love triangle unfolds when Ryuji realizes that he might also have some feelings for his old friend.

[Source: WEBTOON]

  1. Action
  2. Crossdressing
  3. Delinquents
  4. Martial Arts
  5. Romance
Kenka Banchou Otome: Girl Beats Boys
TV (JP)
Released
Short-form
7.31
  1. project No.9
  2. A-Real
Apr 12, 2017 at 9:30am EDT

Orphan heroine Hinako Nakayama suddenly reunites with her twin brother Hikaru, who asks her to take his place at Shishiku Academy, a private boys school infamous for its rough-and-tumble student body.

Being the child of a powerful Yakuza family, the Onigashima, Hikaru is obligated to become the leader of Shishiku Academy. Hinako will have to hide her identity and fight to control the school.

How will Hinako deal with a school full of handsome boys who let their fists do the talking rather than talk about their feelings?

[Source: Crunchyroll]

  1. Crossdressing
  2. Drama
  3. Ecchi
  4. Romance
Skirt no Naka wa Kedamono Deshita.
TV (JP)
Released
Short-form
7.07
  1. Magic Bus
Jul 2, 2017 at 11:00am EDT

Kominami Shizuka is a mild-mannered college student who is having trouble adjusting to city life. One day, she meets Kirishima Ryou, another student who projects the image of a cool older sister. The two hit it off, but Shizuka is shocked when Ryou attempts to seduce her. Shizuka initially assumes that Ryou is a lesbian, but Ryou is in fact a man who dresses like a lady.

[Source: Crunchyroll]

  1. Crossdressing
  2. Mystery
  3. School
  4. Visual Arts
  1. SHAFT
Apr 10, 2021 at 1:00pm EDT

Mayumi Dojima is a young girl who has been searching for a star that she saw only once ten years ago. She visits the headquarters of the Pretty Boy Detective Club where she meets five pretty boys who are each unique in their own ways. Her encounter with the boys marks the beginning of an extraordinary search for a lost star.

A beautiful and dazzling mystery-adventure story starts now!

[Source: official English website]

  1. Comedy
  2. Crossdressing
  3. Girls' Love
  4. Parody
  5. School
  1. SHAFT
Dec 29, 2008 at 6:30pm EST

Kanako is a sophomore who enrolls in all-girls school because she has a phobia of men and wants to find her destined yuri partner. She meets a captivating freshman named Mariya who fits her criteria—except her seemingly ideal mate happens to be a cross-dressing sadistic boy.

[Source: HIDIVE]

  1. Comedy
  2. Crossdressing
  3. Slice of Life
  4. Visual Arts
  1. Brain's Base
Oct 14, 2010 at 11:55am EDT

Amamizukan is an apartment complex where no boys are allowed. Tsukimi, a girl who adores jellyfish, lives there happily with her friends who all have nerdy obsessions of their own. Their peaceful lives gradually start to change when a beautiful woman helps Tsukimi out of a pinch. She stays overnight at the apartments—but it turns out "she" is really a "he".

[Source: Anime News Network]

  1. Comedy
  2. Crossdressing
  3. Ecchi
  4. Romance
  5. School
  1. GoHands
June 22, 2012 EDT

The story revolves around Yuuki Kagami, a boy who enrolls in the academy of his dreams as a honors student — and is mistakenly put in the girls' dormitory where boys are prohibited. Faced with the possibility of having to leave the school, Yuuki has to dress up as a girl in the dormitory. On top of things, he ends up rooming with the female teacher Ayana Kakinozaka, who has to watch over him.

  1. Comedy
  2. Crossdressing
  3. Parody
  4. School
  1. SHAFT
Apr 7, 2011 at 1:15pm EDT

Kanako and Mariya are back, and up to their old tricks once again at the Ame no Kisaki school for girls.With Kanako's penchant for breaking out in hives when a boy is near and Mariya's sadistic nature (plus her love of torturing poor Kanako),there's no telling what kind of trouble they'll get into!

[Source: HIDIVE]

  1. Crossdressing
  2. Drama
  3. School
  1. AIC Classic
Jan 13, 2011 at 11:15am EST

Shuicihi Nitori appears to be a shy and quiet preteen boy, when he transfers to a new school he quickly makes friends with the tomboyish Yoshino Takatsuki who sits next to him. It soon becomes apparent that both Shucihi and Yoshino are more than simply a sensitive boy and masculine girl, they both are transgendered. Together they decide to take the first steps toward becoming the people they want to be.

[Source: Anime News Network]

  1. Comedy
  2. Crossdressing
  3. School
  1. Studio DEEN
Apr 4, 2006 at 2:10pm EDT

When beautiful Tooru transferred to an all-boys school, he received a warm welcome...but little did he know that his new classmates had nominated him for the academy's "Princess System." The lovely campus "Princesses" must dress as girls (in frilly Gothic Lolita costumes) at school events in order to lighten the stolid masculine atmosphere. Tooru balks at first, but soon comes to realize the advantages of being a "Princess."

[Source: Anime News Network]

  1. Comedy
  2. Crossdressing
  3. Drama
  4. Romance
  5. School
  1. feel.
Oct 8, 2006 at 10:30am EDT

Mizuho can't believe his ears when Grandpa's will is read out. Grandpa's final wish is for Mizuho to attend the same academy as Mizuho's mother. The catch is it's an all-girls school. With the help of friend Mariya however, he gets a makeover good enough to fool everyone at the academy.

[Source: Anime News Network]

  1. Crossdressing
  2. Romance
  3. School
  1. Blue bread
January 27, 2022 EST

Hisoka was an orphan who was raised by Yukitaka, the present head of the worldwide Jinsei Corporation, with the help of his right-hand man Daisuke. He was adopted for the sole purpose of working both publicly and secretly for his daughter Orihime, who was next in line to inherit the business. That’s why he did not hesitate when he was asked by Yukitaka to attend the same school as her and serve as her bodyguard in secret.

The only problem was that her school was the refined Saint Ceral Girls’ Academy, which was closed to boys. He didn’t know it at the time, but it would be a major turning point in his life.

[Source: VN description via VNDB]

  1. Crossdressing
  2. Drama
  3. Girls' Love
  4. Romance
  5. School
  1. SILVER LINK.
July 29, 2012 EDT

Otoboku 2 begins about two years after Mizuho's graduation. The main protagonist Chihaya Mikado was truant at his school because of harassment in the school and of a distrust in men. His mother cannot bear to watch him be in trouble, so she makes him transfer to Seio Girl's School, her old school. He dresses as a girl and introduces himself as Chihaya Kisakinomiya. Chihaya meets another protagonist Kaoruko Nanahara, who once rescued him from a playboy, and he begins to live in the dormitory building. He becomes the focus of public attention due to his attractive face and figure, and due to high grades at studies.

[Source: Wikipedia]

  1. Comedy
  2. Crossdressing
  3. Drama
  4. Romance
  5. School
  6. Slice of Life
  1. TNK
Jul 4, 2001 at 5:30am EDT

Amawa Hibiki is a young man just out of college, with an education to be an athletics teacher. He's been having a hard time finding a job since he graduated, so all his money has gone towards living expenses. When his landlady demands his first payment to live in her living establishment upfront, he heads to the local middle school to get hired as a teacher. However, the principal refuses to hire him without hesitation. She will not hire men as teachers and makes it clear that she hates all men, saying they put no love into their passions and work. Amawa does not give up and with the help of his landlady, he crossdresses as a woman without a second thought, and gets hired, so he can earn money and also prove the principal wrong. Now, he has to keep his real gender a secret, and avoid strange situations, including the affections of his students (from both genders).

[Source: Anime News Network]

  1. Comedy
  2. Crossdressing
  3. Romance
  4. School
  1. Studio TBA
Apr 5, 2016 at 6:05pm EDT

The "cross-dressing romance" centers around Ai Shizukuishi, a shy, plain girl with not-so-great grades and a secret. She posted videos of her dancing in male clothes onto Smile Dōga (an homage to the real-life streaming service Niconico Dōga, which literally means "Smile Video"), and she became a viral hit. Ai aims to beat Hayate, the "godly" "prince of dance" on Smile Dōga. However, her cross-dressing dances happened to catch the eye of an entertainment agency, so she makes her professional debut — in an idol unit with Hayate. On top of that, the two have to share quarters under the agency's rules.

[Source: Anime News Network]

  1. Comedy
  2. Crossdressing
  3. Romance
  4. School
  1. Studio TBA
Oct 3, 2016 at 6:05pm EDT

The "cross-dressing romance" centers around Ai Shizukuishi, a shy, plain girl with not-so-great grades and a secret. She posted videos of her dancing in male clothes onto Smile Dōga (an homage to the real-life streaming service Niconico Dōga, which literally means "Smile Video"), and she became a viral hit. Ai aims to beat Hayate, the "godly" "prince of dance" on Smile Dōga. However, her cross-dressing dances happened to catch the eye of an entertainment agency, so she makes her professional debut — in an idol unit with Hayate. On top of that, the two have to share quarters under the agency's rules.

[Source: Anime News Network]

  1. Archery
  2. Comedy
  3. Crossdressing
  4. Sports
Kaichuu!
Short-form
  1. Studio TBA
July 15, 2010 EDT

Tachikawa Tetsuya is a freshman at a new high school and he wants to become a great archer, like his late grandfather, Fudou.

One day, a new transfer student joins his class. In a surprise to everyone, it is a cute girl and not a guy like the rumors were saying... The name is Sasaki Gonzaburou, and... "she"... or maybe "he"... well, this person has some "little" secrets.

  1. Comedy
  2. Crossdressing
  3. Gag Humor
  1. Toei Animation
May 20, 1983 at 6:00am EDT

A teenage boy has now moved in the home of his mother's friend, because she had died a while back. It just so happens that the Yakuza family has four beautiful daughters, but one daughter, Hibari, who is more beautiful then the rest of the daughters, is actually a boy. Hibari just can't keep his hands off our hero and so their crazy yet happy lives go on.

[Source: Anime News Network]

  1. Action
  2. Crossdressing
  3. Fantasy
  4. Mystery
  5. Romance
Ribbon no Kishi
  1. Mushi Production
April 1, 1967 EST

Princess Sapphire is a girl raised as a Prince. Through the mischief of an angel, the princess is born with both a girl's body and boy's mind. Since there is no boy successor in her kingdom, Sapphire is raised as a boy, but evil ministers try to reveal her secret. Unable to put up with the kind of vicious conduct prevailing in the kingdom, Sapphire disguises herself as "Princess Knight" and wields her sword of justice.

This is an animated version of the girls' manga featuring Sapphire's romance and adventure, which marked the first made-for-TV animated program geared towards girls in Japan.

[Source: Official site]

  1. Comedy
  2. Crossdressing
  3. School
  1. Actas
November 25, 2010 EST

Located far from town, standing on a headland, is Ginga Private Academy. The school buildings are refined and graceful, and waterways wend through the grounds. It is a large facility with 600 students in primary, middle, and high school sections, all studying the performing arts.
One spring, a certain boy transfers in...

  1. Comedy
  2. Crossdressing
  3. Delinquents
  4. Ecchi
  5. School
  1. Studio TBA
August 20, 1992 EDT

Does being the only guy in an all girl school sound like paradise? It might be, if the girls knew you were a guy, but to stay in school teenage pervert Banji can't let can't let anyone find out his chromosomes don't match. Banji's status conscious parents want him to go to a good school, but not enough to spend the money on a good co-ed school. Now, in addition to studying math and science, Banji has to learn how to put on a bra and makeup. His life has become a living hell. Not only is he at the bottom of the social pecking order, he must also got to conceal his inner-masculinity from the pretty classmate girl who's stolen his heart while avoiding the female bullies who threaten to expose his less-than-feminine charms in the locker room.

[Source: Anime News Network]

  1. Crossdressing
  1. Studio TBA
December 27, 2010 EST

Tachikawa Himeko is a plain high school girl. One day, a handsome boy Mikami Tochiotome starts to lodge at her house. He likes to dress in drag and his fashion awakes Himeko to sense of beauty.

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