Moon & Sun, Vol. 1 (manga)

A laid-back yakuza heir and a striking cross-dressing beauty start an unlikely love affair. A yakuza heir indifferent to the family business butts heads with the stunning proprietress of a nearby drag club. When his yakuza grandfather starts putting on the heat regarding the family business, he runs straight into the arms of the masculine beauty! Masahiro, heir to a yakuza syndicate, has been skating through life without much purpose, until the day he unknowingly stumbles into the drag club his childhood friend Hana works at.

Drunk and obnoxious, Masahiro causes such a stir that the beautiful master of the club is forced to deal with the yakuza brat himself. Is one good spanking all it will take to put the heir apparent on the right path in life...and love?