For those willing to descend deep enough into Tokyo's seedy underworld, many illicit and illegal pleasures are available, for a price. The NAUGHTY GUIDE TO TOKYO NIGHTLIFE follows a number of women who are part of this world and who offer to act out any man's erotic fantasy, for a price, of course.

Sakurai Shoichi meets Nishi, a man who lost all his money in gambling. Attracted by Nishi's personality, Shoichi invites him along on a gambling trip to the Tokaido. Nishi wants to raise money for his son's college entrance fee, so he wants him to play mahjong and win. However, at an inn in Hakone where Nishi is friendly, Shoichi is tricked by the yakuza