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crossdressing (Page 2)

Japanese professional baseball players amuse fans with girly crossdressing makeovers【Video】

Jamie Koide
Nov 26, 2015
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It was quite a show at the Rakuten Eagle Fan Festival 2015, where players from the Japanese professional baseball team dressed as female look-alikes drew the most laughs and smiles from the audience.

Japan
(baseball • crossdressing • funny • Rakuten Eagles • sports • video)

Danso revolution! 10 ways to experience crossdressing culture in Tokyo

TokyoGirlsUpdate
Nov 22, 2015

Danso—women dressing and performing as men—has been an element of Tokyo girls’ underground culture for years, but with a recent boom in otaku visibility has become more and more popular. Especially big among young women who see danso as the ideal too-perfect-to-be-true guy, danso is even becoming popular among men who think they can learn a thing or two from their cool style. There are now many ways to experience danso culture in Tokyo, but you can enjoy it from abroad, too!

Japan
(crossdressing • Danso • music • videos)

Japanese high school boys hold annual beauty pageant, look as cute as ever【Pics】

Scott Wilson
Oct 29, 2015

Beauty pageants for boys dressed up as girls are kind of a thing in Japan now. Whether you think they’re awesome or kind of confusing, you can’t help but admit that the entrants usually manage to pull off the cute girl look surprisingly well.

This month marks the annual Miss Komaba High School Pageant, a contest that has been going on for several years now and which invites young men to dress like their female peers . Last year’s contestants were pretty good, but can this year’s pretty boys give them a run for their money? Let’s find out!

Japan
(beautiful boys • beauty contest • beauty pageant • crossdressing • high school • highschool girls • photos)

Can you spot what’s odd about this Japanese classroom?【Video】

Scott Wilson
Oct 20, 2015

Japanese commercials are known all over the world for being just as entertaining as the programs they interrupt. Whether they’re ridiculously cute, heartbreakingly sad, a little confusing, or nightmare-inducingly bizarre, most commercials have something special going on.

So what about this commercial? It looks so normal at first; it’s just a bunch of high school girls hanging out in a classroom, playing a guitar, reading, whatever. But then, right in the middle, something happens. Watch it for yourself and see if you can figure it out before the reveal!

Japan
(beautiful boys • commercial • crossdressing • high school • Japanese high school • surprise • video)

Sailor-style school uniform outfits for men are warm, fleecy and said to reduce stress

Oona McGee
Oct 15, 2015

Watch out sailor sisters! There’s a new line of sailor-themed clothing on sale and this time it’s the boys’ turn to come out and play. There won’t be any trousers or navy hats here though, because the only thing masculine about these clothes are the bodies that will be going into them.

It’s the Boku Sera (“I’m a Sailor”) range, which uses the Japanese male pronoun boku to highlight exactly what sets the clothes apart from all others we’ve seen before: these are girls’ sailor-style school uniforms, only now they’re built for male bodies.

Japan
(cosplay • crossdressing • fashion • sailor suit • School Uniforms • schoolgirl)

The “beautiful boy” Mister Bishoujo Contest is over, but who was crowned the prettiest boy?【Pics】

Scott Wilson
Oct 14, 2015

Two weeks ago, online voting began for the Tokyo Institute of Technology’s Mister Bishoujo Contest, where the “prettiest” boys were put up for the internet to decide. Now the results are in and a winner has been declared!

And that’s not all: the contestants have put up a lot more photos of themselves in the meantime, so you can take a look at just how impressive their girl game is. Prepare to be amazed, and perhaps slightly confused, after the jump!

Japan
(beautiful boys • beauty contest • crossdressing • Mister Bishoujo • Tokyo Institute of Technology)

Beautiful boys abound! Tokyo university introduces “Mister Bishoujo” contestants, polls now open

Meg Murphy
Oct 1, 2015

The internet can’t seem to get enough beautiful boys and handsome girls. Not that we’re complaining; there’s something strangely mesmerizing about people who can pull off looking like the opposite gender so well that no one can tell the difference. Plus, what’s not to like about someone just being who they are and looking good while doing it?

Well, Tokyo Institute of Technology (東工大/Toukoudai or TIT… okay, get your giggles out now!) seems to feel the same way, because, alongside their Miss Toukoudai Contest they’re having a Mister Bishoujo Contest—bishoujo being the Japanese word for “beautiful young girl”—allowing voters to pick their favorite Mr. Beautiful!

Join us after the jump to check out the contestants!

Japan
(beautiful boys • crossdressing • Mister Bishoujo • TIT • Tokyo Institute of Technology)

‘Josou’ specialist Naoko Tachibana opens crossdressing photography retrospective in Tokyo【Photos】

Fran W
Jan 15, 2015

Naoko Tachibana is a photographer and professional ‘josou’ specialist who has helped over 1,000 men to try out crossdressing, giving styling and fashion advice as well as shooting stunning photos of the completed transformation. And josou itself – male to female crossdressing – is the theme of a new solo exhibition of Tachibana’s photographic work, which opens at the Vanilla Gallery in Ginza, Tokyo this month.

Join us after the jump for a peek at the promotional shots for the exhibition, featuring Ladybeard and more!

Japan
(art • crossdressing • josou • Naoko Tachibana • photography)

Ladybeard x Sailor Suit Old Man star in “dream collaboration” at school!

Krista Rogers
Nov 24, 2014

Frequent readers of our site should by now be familiar with Ladybeard, the eccentric jack-of-all-trades whose amusing antics we’ve covered multiple times, and “Sailor Suit Old Man,” the affectionate nickname of an infamous cross-dressing Japanese man.

You may remember the duo’s previous epic collaboration on the streets of Harajuku in Tokyo, but for fans of the unusual duo we’ve got good news–the pair have teamed up once again and are ready to share their latest round of funny photos! We proudly present the “Ladybeard x Sailor Suit Old Man dream collaboration at school.”

Japan
(crossdressing • Ladybeard • Sailor Suit Old Man • school)

“We don’t want to be girls. We just want to be cute!” The future of crossdressing in Osaka

Fran W
Nov 23, 2014

Tokyo’s Onna no ko kurabu, or Girls’ Club, has a simple mission statement: it’s a place where anybody can enjoy dressing in girls’ clothing. The bar’s staff aims to help men who may be crossdressing for the first time, providing clothes to choose from as well as a dedicated make-up service.

And now, Girls’ Club is spreading the cuteness a little further, with the opening of a second store in the heart of Osaka’s entertainment district.

Japan
(bar • crossdressing • Osaka)

Somebody call mall security! Grown man dressed as little girl shows off for shoppers

Evie Nyan
Nov 11, 2014

Last weekend, shoppers at Q’s Mall in the Abeno district of Osaka were treated to an appearance by this (unidentified) middle-aged man dressed in the typical garb of a Japanese junior school student. Unfazed by the public gaze, he posed for pictures and smiled for shoppers who paused to take in his… unusual choice of attire.

Japan
(cosplay • crossdressing • School uniform • schoolgirl)

Japanese high school holds annual contest to decide the prettiest “girl” in school

Mike
Nov 3, 2014

The whole concept of an all-boys high school is kind of cruel when you think about it. You take a bunch of young men who have only recently hit puberty and are practically oozing hormones out of their pores and lock them in a prison-like environment filled with nothing but other males for the majority of their teen lives.

So it’s understandable that at least one Japanese all-boys high school, faced with an utter lack of girls to ogle, chose to get a little creative… by holding an annual beauty pageant to determine the prettiest “girl” in school.

Japan
(cosplay • crossdressing • fashion • Tokyo)

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SoraNews24
Sep 19, 2014

Japan
(cross-gender • crossdressing • fashion • models)

New sanitary panties for crossdressing men come complete with sanitary pads!

Joan Coello
Sep 15, 2014

Tama Toys, the makers of the “my first makeup set” for otokonoko, have been steadily expanding their lineup targeted at men who have a thing for dressing up as girls, and they just made a new breakthrough with their new latest product, sanitary panties for men. The product even comes packaged with a sanitary napkin enclosed because we all know males menstruate too.

Japan
(crossdressing • genderbending • menstruation • otokonoko)

Live out your secret idol fantasies with Dolly Kanon for 3DS

Fran W
Sep 6, 2014

We’ve seen plenty about virtual girlfriends, fun little apps that provide you with all the charms of an attractive girl (well, almost all) without the inconvenience of having to deal with a real person. Well, what if you’ve been waiting for the crossdressing male version…?!

In Dolly Kanon, the newly announced Nintendo 3DS game from Happinet, you can take on the role of musical producer as you manage your secret cross-dressing boyfriend’s career as a music idol!

Japan
(3DS • crossdressing • Dolly Kanon • game • idol • nintendo)

Japan slowly begins to openly discuss crossdressing men in heterosexual relationships

Cara Clegg
Jun 8, 2014

Crossdressing and genderbending are not only long-time staples of Japanese anime and manga, but also of TV and celebrity culture. From this, anyone would think that Japan was one of the most open and accepting countries when it comes to people who don’t fit into traditional gender roles or relationships. However, the reality outside of media and entertainment is often quite different. Family and work life are both still clearly divided down gender lines, and men who engage in anything that blurs or crosses these lines are generally shunned. But could the girl who dumps a guy just because he turns up to a date in a dress be the one who’s really missing out?

Japan
(crossdressing • gender • relationships • relationships in japan • transgender)

The new product for all Japanese men who wish they were little girls

Cara Clegg
Mar 2, 2014

Are you a guy wanting to try out makeup for the first time? Well Japan, the land where anything goes, has just the thing for you. Allow us to introduce the ‘my first makeup set’ especially for otokonoko! Otokonoko is written with the kanji character for ‘man’ and ‘young woman’ or ‘daughter’, and is a word used to describe men who look and dress like women.

Japan
(crossdressing • gender • makeup • otaku)

When Ladybeard meets “Sailor Suit Old Man”, it’s an explosion of manly cuteness【Photos】

Joan Coello
Feb 25, 2014

Perhaps you remember Ladybeard from our previous post a couple of weeks ago introducing the cross-dressing bearded pro-wrestler, performer, heavy metal singer and party rocker. Well, it would seem that Ladybeard recently met up with another iconic cross-dresser in Japan, the “Sailor Suit Old Man”.

A hairy burly man and a balding old man in schoolgirl uniforms may sound like an absolute turn off, but they looked so happy, we couldn’t help but think they actually look somewhat cute. Here’s the most epic schoolgirl combi in history!

Japan
(crossdressing • Ladybeard • Sailor Suit Old Man • School uniform • schoolgirl)

Crossdressing photography book hopes to improve transgender awareness in Japan

Master Blaster
Aug 2, 2013

Crossdressing in mainstream media of Japan is still somewhat in its infancy. While on a nightly basis you can easily catch a crossdresser or transsexual person on TV, they often are presented as 2D characters offering little insight to who they really are or why they lead such a life.

“Transgender” and “gay” are still synonymous to many people, but this is a situation that is steadily changing with greater awareness provided by works such as Yuri Danshi which was released on 31 July, and covers nine cross-dressing men in a wide range of styles and fashions from girl-next-door to gyaru.

Japan
(crossdressing • photography • Yuri Danshi)

Seven Things Our Male Reporter Realized After Wearing a Miniskirt

Michelle Lynn Dinh
Mar 31, 2013

To most men, nothing is sexier than a cute girl in a miniskirt. However, for most girls, few things are more irritating than constantly having to pull down that miniskirt that keeps riding up after every stride, and constantly having to make sure your lady parts aren’t on show for the world to see.

Our male reporter, Hatopon, who is no stranger to crossdressing, tried on a miniskirt to see what it’s like. The following is a list of the things he realized after wearing a miniskirt for the first (but probably not last) time in his life.