you have to refuse to be his bitch. after the pirate quest, when coming back to Arka you can make him your bitch. I think after you gain access to second floor, you can start whore him out when visiting him after 17:00.
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if you whore him out, you keep all the money every time you do it. but you do have to go through the sex scene and it's a long scene from night to morning. so you can do it once every day. I guess what I forgot to mention is maybe you need your respect in arka to be high in order to do it to galiano.
Ahhh... yes, it is repeatable. all the money people paid to fuck Galiano ALL goes to you every time you do it. Galiano won't get anything since, well, he's your bitch. I kept doing it to him everyday when I don't have anything to do or have to wait for something. Now I have like MILLIONS of credits because of him. never worry about salary anymore.