Remember to put an option for subtitles, I'm not bad in English, but I don't understand good the verbal part yet. By the way, I should help you with Italian subtitles, so it will be more efficient for foreign people.
If the character is a masochist, you can add some random conversations between women when they talk about bb, for example: "a guy was bothering me the other day, I said to don't mess with me but he didn't stop, so I kicked/kneed/squeezed/booted him in the balls and he fell on the ground in agony", so if the hero is a masochist this will turn him on (the orgasm bar, remember? if is full he cums), the more the bar is full, the more is difficult for him to steal good, so when he cums for a hit, he will be more effective to steal for good again, but after the cum the hits will be more effective, so you can add a mini game that when the bar is over the 50% he can try to calm itself with something (food, meditation, run, or something else).
Put a mode of "all naked" too, but only after the first victory, and all the extra money we can spend to upgrade him or the NPC (boots [normal/pointy/steel toe, and they will be effective], clothes, nails [long/short, and they will be effective], threats and something else).
Don't forget the female thieves, they can make you lose all the work done so far stealing your money.
I know that is really an hard work, but it will be really great in the end.
Do you have a price in mind for all this?