I don't think that there is enough content here to know if this is going to be awesome, or an abandoned flop, or anywhere in between. This is more of a "proof of concept" or "demo" or "prologue" than a game yet. Under 5 minute of content.
The concept of a religious school/jail combination is original and a good idea. The models are nice.
Some of the things I would change to make the game excellent:
-Get rid of the girlfriend from the beginning. She is an ugly bitch that only complicates things. She says shit like "I been with a bunch of guys" that's such a fucking turn off... The fact that she exists means that we don't move onto campus, and go home every night. That's a boner kill. A single guy would make a better protagonist than the existing one.
-On the other hand... if the main character MUST have a girlfriend... or wife... It should be a "Good Girl" type or "Prudish". Someone like Sophia from AWAM. Someone "Innocent" and "Sweet"... Someone you have settled down with, or would like to settle down with. This is the counterbalance to the "bad girls". A single man would have no issue fucking all the bad girls. Nor would the current protagonist that is dating a girl that fucked every guy on the block... However, if you are with an amazing girl... One YOU WANT TO BE FAITHFUL TO! It builds that inner conflict in the main character that drives a good story.
-I'd make this game a "mostly sandbox" type game with cut scenes at varying points.
-The reformed nun was a nice touch. The bitch old nun not so much. She should be made hotter.
-At least one of the girls should be wrongfully accused. A good girl that wound up in a bad situation, or a nice girl that made 1 dumb mistake.