Thanks, glad you liked it!
1. You're right! I have an idea to redo homework at some point to tasks that actually use the relevant skills, or as you say, just have those skills boosted as you attend class. This might end up in the 0.4 update, which requires tweaked school mechanics anyway since it'll involve professor interactions.
2. Group sex also will be coming in 0.4. I just got it working in the dev build the other day.
3. and 4. You're not the only one asking for this sort of thing! It'll take some writing but yes, I think it would be a good idea to go back and add new reactions to some events for more dominant/defiant characters, or even let PCs initiate some bullying now and then.
5. At that point reporting them is just a threat, though the Helleborine boys won't like it. If you take that option, there is a followup event the next time you attend the party... but with either choice, that's about as far as it goes for now.