If your talking about Megan, everytime you go to sleep in her room go to her shoes and pick the new option each time you go to them, on the third night you go to her shoes the MC takes them to bed and she catches him sniffing them in bed and proceeds to give him a handy, after that you can pick the option to ask for another, 1st time asking will cost 100 gold, 2nd will cost 500 gold, then the final which will end up with you getting collard by her will cost 1000 gold, after that there is no repeatable content at the moment and of course you'll need to be pretty much completely submissive, hopefully the next update will give a lot more Megan and Heide content.
I don't really remember if new character Wei who takes your room every 4 to 5 ingame days has a handy scene but she is a 100% through and through PSYCOTIC pain sadist, so good luck with that one.