Here are my thoughts after playing this game. (v 0.11 Public)
It is your generic format of Landlady, Roommate, and you (Mother, Daughter, Son) which has been played over time and time again
The Roommate/Sister is not playable yet.
The friend's sissy path is just preparing him for it.
School seems pointless overall as it currently it does not affect anything and the only reason to go there is to eventually get a one time Blow Job (which is also the only time you see sex)
Overall it is not bad but currently there is not a lot to it either. Being that this format is over played, I am not sure how to spice it up without really changing the path that the game is currently on. Maybe add the ability to use hypnosis on yourself and run the risk of doing it wrong.
I would wait for a HUGE update or after several major ones.