Dochinpira 5 (1993)

"Master the foolproof art of seduction with Jin Kaito! His next target is a stunning hostess with money and serious skills!"

Jin gets kicked out of the Ranko's apartment and uses his gigolo skills to find a place to stay for the night. He meets an absolutely gorgeous hostess club girl and she offers a deal: if Jin "finishes" first, he becomes her kept man. Jin wants to be taken care of, but his pride won’t let him lose like that. In the end, though, he’s completely defeated. Now, while his new "owner" keeps Jin around, she’s also being pursued by two men: Toyama, a brainy yakuza, and Oba, the man who sold her to a brothel. As Jin watches the situation unfold, he ends up caught in a dangerous incident far beyond his expectations!