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Mayo Chiki!

Synopsis:

Due to his upbringing with a wrestler mother and an equally-as-strong sister who beat him up constantly, Kinjirou Sakamachi would rather die than be touched by the opposite sex. So when the boy accidentally discovers that the dreamy school idol (and butler of the wealthy Kanade) Subaru is actually a girl in disguise, Kinjirou finds his life becomes far more complicated. For in exchange for keeping Subaru's gender a secret, Kanade is determined to cure Kinjirou of his gynophobia, with Subaru's help, once and for all...

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Maria Holic

Maria Holic

Kanako Miyamae hates boys so much that she breaks out into hives after any physical contact with them. So when she is able to transfer to the Ame no Kisaki Girl’s school, Kanako is overjoyed that she can now search for her fated yuri partner. When she arrives, Kanako meets Shidou Mariya, a beautiful young girl who is exactly her type... except that Mariya is really a sarcastic and sadistic young boy who is masquerading as a girl! With no intention of being expelled from school, Mariya threatens Kanako into keeping his secret, and decides to guard her twenty-four hours a day to ensure that she does. Now Kanako must share a room with Mariya who is gleefully making her life a misery while using his ‘feminine’ charms to stop her protesting. Throw into the mix Ryuuken, the most popular girl in school who has vowed to protect her; and Kiri - who claims they are dating to prevent her from being bullied - and it seems as if Kanako’s dream of all-girl school life will be nothing like she imagined!

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DarkEmerl123

Both series involve a crossdresser, and the main character keeping their secret, while the crossdresser watches over the main character to make sure their cover isn't blown.. Both series are also in a school setting.

Lanturn

The main characters both in Maria Holic and Mayo Chiki have many similarities. They both feature Crossdressers, and have a reason (Maria has a boy dressed as a girl, and Mayo Chiki has a girl as a boy). The ones that get introduced to them have some symptoms that make either one break out into hives, or have extreme nosebleeds. Both feature a school-based elements, "cruel" sidekicks to the crossdressers, the list goes on. If you loved either or, you'll find the same great humor and craziness, in the other.

greyweather

A protagonist who cannot stand the touch of the opposite sex, a manipulative rich person forcing the protagonist to keep a secret, crossdressing, and frequent nosebleeds.  These shows are two peas in a pod.  I'll mention now that I thought Mayo Chiki was the better comedy though.

Kenji666

Same basic plot, but gender inverted. (Well, to an extent. If Mayo Chiki was completely gender inverted there would be mass public outcry.) Both have gender bending shenanigans, and a lead that has a phobia of the opposite sex. Mayo Chiki is more ecchi, and Maria Holic takes itself a little less seriously.

MM!

MM!

Seeking a cure for his depraved masochism, Taro Sado approaches the Second Volunteer Club on the recommendation of his best friend, Tatsukichi. There he finds the help of the violent but kind Mio Isurugi who promises to beat the masochism out of him by any means necessary. Will Taro be able to survive the assaults of this upperclassman, the overly-affectionate attentions of his mother and sister, and still lead a normal school life? Unlikely. But will he get over his perverse fetish? He sure hopes so.

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Kajis

Mayo Chiki! and MM! are slightly different, but they share a lot of things in common. In both anime, story goes around male high-school student who is surrounded by girls (not harem). Both Taro (MM!) and Kinjirou (Mayo Chiki!) have some difficulties with girls (not in the bad way), which you will understand if you watch the series, but there are more complicated things in Mayo Chiki! though (which is good). MC! and MM! share same genres, such as comdey, romance and school life. If you are fan of this genres, I assure you will find series fun to watch. If you have seen MM! I recommend you to watch Mayo Chiki! and the oposite.

Couwcouw

Both characters as problems they can't heal themself and a girl come and tell him she can cure him of his disease. There's a principal girl with an "assistant" (in MM) and a majordome (in MC). A lot of comedy and a little romance and Ecchi!.

MAZ08

It's really similar one another,plus if I remember corectly they pretty much have the same themes and genraes

Ai Monogatari: 9 Love Stories

Ai Monogatari: 9 Love Stories
  • OVA (1 ep x 92 min)
  • 1993

Young love remains in the hearts of so many; and it is this love that is explored within nine stories. A man meets his first love again -- a wild girl from his youth that was into the Beatles; a high school Rugby manager meets the team's star again after so many years; a salaryman falls for a mobster's girlfriend; and another leaves his small-town love to live life in a big city, and meets a girl that resembles her ten years later. Relationships aren't always as simple as just loving someone; sometimes it takes time to learn how to love.

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eureka7bff

i was in love this anime i was firt saw i know some thing had to be up the butler.i know that they will fall in love cas it look like they had bond cas it was like in most when they had a nice meet for the firt time.and in both storys they fall in love.

Hourou Musuko

Hourou Musuko

Shuichi Nitori is about to start middle school with a terrible secret: he wishes he were a girl and likes wearing their clothes. With the right outfit and his cute, effeminate looks, he is often able to convince people that he is someone else - or even something else. Unfortunately, although his best friend and object of affection, Takatsuki, accepts him as he is, she does not return Shuichi’s feelings. Moreover, school is an unforgiving place and Shuichi walks a fine line between liberating his true self and being labelled a freak by all his peers...

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aropruett

Hourou Musuko is some what like Mayo chiki, but besides a girl being like a boy. In Hourou Musuko it's a boy dressing as a gril... more like a trap. 

Kaichou wa Maid-sama!

Kaichou wa Maid-sama!

President of the Student Council at the almost-all-boys Seika High School, the hard-as-nails Misaki Ayuzawa works every day to make life easier on the small population of co-eds who have enrolled there. Though an unholy terror to all things male during school hours, in order to provide for her impoverished family, she secretly works after school at a maid cafe in Akihabara. However, when campus hottie Usui Takumi wanders into the restaurant during her shift, suddenly she finds her reputation in school at his mercy...

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highfyrebright

While Maid-sama leans more towards a shoujo demographic, both stories are romantically-leaning tales of a guy discovering the female lead's secret double-life. Both are have a fair share of comedy and drama, have clean and up-to-date animation, and a bouncy, lighthearted soundtrack to balance out the range of voice talent. If you enjoyed Mayo Chiki!, I think you'll enjoy Maid-sama as well.