Earn Your Freedom 3D, if you're into the feminization/trap thing. That New Teacher has a gloryhole scene. So does My Best Deal, in one of the recent updates (but you have to play through a lot of the game to get to it).
Just playing through this for the first time. This game is much less raunchy than I was expecting from the title. I was thinking there would be more whoremongering.
OK, so one thing I can say for the constant comment churn provoked by the stupid engagement policy is that it put this game on my radar. Not sure how I missed it before. Holy shit. Well done. Looking forward to the update.
The sheer amount of "fuck all the haters, I'm going to follow my own creative muse and do whatever the hell I want" involved in this game is awe-inspiring.
Also a little more "apparently-good things happen to apparently-good people without an obvious catch" content than there's been in earlier versions. Seems sus. Waiting for the gut punch(es) to come.