Weekend Cinderella 

At school Kaname is flawless, handsome, and popular, however, his hobby is cross-dressing. With the assistance of his sister who is a beautician and his mother who is a designer, he enjoys his weekends going out in super high level female clothing. Walking downtown as usual in female clothing, Kaname happens to meet his beloved Shizuku-chan... moreover, she doesn't realize it's him?! (Source: Ichijinsha, translated) Note: Includes an extra chapter.