your points are not that unrealistic
1. my university was paid for by a benefactor, wasn't a mysterious 1 but a Russian oligarch
2. he reminds her of someone she did love thats why she likes him
3. you dont have to go on dates with her just clean the house
4. i went to university with athletes, and shes not that famous and only attracted to the MC because hes kind to her
5. we might be able to sleep with the teacher but that also happens in real life 2
6. is it so strange that a girl might wanna be your friend, i know its crazy but you can have female friends without sleeping with them
and the only girl who falls in love with the MC is Ashley because shes felt that way for a while
I mean, sure, you can rationalise all the the things as "not that unrealistic" and it's not
impossible but any one of those events is highly
improbable, let alone a combination of them.
As to the specific points:
1. Jenny is specifically paying for
your tuition, not everyone's. As far as I know scholarships awarded for "reminding me of my dead friend" are pretty uncommon
2. Yeah it's not unrealistic per se. It's somewhat contrived especially only knowing her for two days but I'll give you this one.
3. Jenny's date at the end of the last update is somewhat part of "job", but even if you don't agree, the ball/dance he is invited to by Jenny's brother is
4. Her level of fame is a little ambiguous, but she's apparently popular enough to consider wearing sunglasses, have people on TV shows discuss her, and get movie deals through her agent. It's hardly comparable to college athletes. And also she's put into the same remedial class as deliquents.
5. Yeah it happens in real life, but it's also uncommon. Spontaneous human combustion also happens in real life, doesn't mean we should justify it being in stories on the basis it's "realistic"
6. Ashley and Jenny are both in love with MC, Rebecca is heavily infatuated with you, and all the other girls basically are infatuated to some degree. It's not just he's a super charismatic friend maker, that does happen (though unusual for an isolated farmboy), it's that he's a love machine.