Cross dressing has always been a trend in Japan. Male cross-dressers--men who like to wear women's clothing and makeup called "Otokonoko" ...shares the same pronunciation as the Japanese word for "boy," but is written with the kanji character for "young girl"
Maybe cross dressing history in Japan began from Kabuki...or...any older tradition? dunno for sure...
The most attractive Japan cross dresser is their J-rock & Visual-kei
80' generation : Luna Sea
90' generation : Malice Mizer...with their famous GothLoli guitarist Mana
2000' generation : Versailles ....with their most beautiful guitarist Hizaki (ow yes He is a man^^)
Speaking of beautiful J-rock, never forget the most naturaly beautiful J-rockers Hyde-sama
Hyde doesn't really crossdressing, he just too beautiful for a man ^^
Hibari-kei, maid cafe with all cross dresser boy as
Can u believe these cute 'girls' actually are boys?
Acchan as hi-school boy & AKB48 as salary man