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The game you're looking for sounds like Gangs n' Whores. Sadly, that's been on haitus for like...three years maybe? Anyway I hope this helps!

Okay, I FINALLY got her to approval after 47 tries! Thanks!

Okay, how many times is that? I just did this 34 times and still no luck. But I'll keep trying!

That's the thing, I do have high prostitution expertise! In fact, I'm past 55 in prostitution expertise, but she still refuses to approve me! Also, can you switch items when they show them in the scene with the client? Cause I know I can do that, but the game thinks I still have the large bed...

Hi! I'm enjoying the game so far! But I noticed that I can't fully persuade Clar at the Futinari Palace, even though I met her preferences! Is there something else that I'm suppose to do in order to get her approval? Also, for some reason the game automatically tagged the large bed with the...