Oof. Wall o' text incoming, feel free to ignore it.
Regarding being boinked by semi hallucinatory monster boy/girl aspects or the usual beasties-- is there an option for both to be active in reality, rather than the land of make believe? Maybe a science experiment goes awry and suddenly you are the focus of the lesser known Saturday morning cartoon Teenage Mutants Humping Protagonist? Asking for a friend.
Another thought-- if our orphan is depraved enough and romping with say, Robin for example, could they go from a completed oral encounter and share the proceeds directly afterwards in a messy kiss? Or vice versa?
Any progress on the relationship front with some of the actually (possibly, who knows what lurks in the night) well meaning types, such as the English teacher, the Swim Instructor, Dance Studio boss, or the slightly airheaded Club Owner?
Also, not to beat a dead horse (why am I holding this stick, and thumping this unfortunate equine repeatedly?!) but after running though the content and story again-- which is still pretty danged great, the game is a fun romp -- I was musing to myself that it still seemed like it would be entertaining, rewarding, and all kinds of sexy if Whitney was established a bit more as a rival, but could after enough public defeat or mobile plot devices-- fall from grace, losing ze popularity.
And by that, I mean gradually getting broken down in a similar style to the protagonist tends to face everyday to the point of -- getting groped, clothes destroyed, violated, etc. Maybe our avatar notices what is going on, maybe the do not. Maybe they embrace their darker aspects for revenge, or maybe they lend a sympathetic ear/wandering hands and delicate bits.
Assuming Whitney doesn't crack mentally, and the pc wasn't a complete ass, it could make for a 'redemption' ark of sorts, or even a BFF for the protag alongside Robin. (Three against the world? Digging those odds.) Bonus points our our hero(ine) and another can team up to seduce and/or sexytimes another.
Even if that doesn't come to fruition, it *does* seem odd that the hero is the only one routinely in a horrible situation. I imagine it'd take a whole mess of trouble writing and coding to give certain npc's avatars, but it'd be keen to occasionally stumble on a event where somebody is being borked by (insert thing here) and our orphan has.. options.
Do they flee, seek the (unfortunately nefarious and useless police), indulge in some self pleasure, or do they join in? Are they *forced* to join in? Do they get shagged alongside the other victim? Why are there so many rape lizards in the sewers? How are there not more mass orgies from tentacles sneaking into public pools? Why don't other volleyball players-- or anybody else for that matter-- have wardrobe malfunctions? How do amorous hounds wander the school halls encountering only our semi charmed orphan, and not leaving a trail of shredded panties and violated youths in the their wake? Mysteries abound!