Since the games SlaveMaker and Whore Master where mentioned, i wanted to share one mentionworthy game some of you may or may not know.

In Ashford Academy you get to be the principle of a school. You can make some choices like how conservative the dress code should be, or how hard the students should be punished.
I liked the most, that you can watch and kind of feel, how the students become more and more spoiled.
It is a free, roughly one year old game which is still in developement and has modding support. The CG's are well done, especially for a free title.
https://www.henthighschool.com/ashford-academy/

Have fun!

looks interesting. thanks for the link

Thanks for the share, I'm digging it so far.

Thanks for the link, never thought it'd be so fun running a school.

This is a lot of fun, even though it's not finished. Certainly looking forward to a finished product.

This game is really good it wont take long until u reach a point where u just keep repeating it seems. (Demo)
Looking forward to a version that will be further along.