This was actually my first idea for a series, 'Maidens'. The male actor is a high quality escort who has gained a reputation for having 'the finest cock in all the realms', and he sells his services for two fantasies, 'Housewife' or 'Bride', for women who have yet to experience either. So numerous heroines, villainesses and NPCs would DM him and pay for either one of the 'packages'. Each episode would begin with an exchange of texts where the female character DMs the escort for details, arrange a meeting, the sex scene follows and there would be an epilogue of text exchanges (usually with comedic effect - i.e. Kyrie would thank him for the service, the escort would ask her if she knows anything about his wallet being missing and she would then block him).
Eventually I gave up on the idea because I didn't think anyone would give a fuck.