Sure, I've met and dated girls like that. But you're still talking about corrupted Ann, just without the slutty clothes, which I don't think is going to happen.
If by 'corrupting' you mean 'teaching about sex' then yes, that's what I'm saying. If you mean it in any other way, no, I wasn't imagining affecting any other aspects of her personality on that route - it would just be a nerdy Ann in college who goes through the sex education paces with MC.
Or perhaps another way to talk about this, as much as I hate the japanese terms and try and avoid them: Aside from ntr stories, there's generally two motivations for sharing/nts stories: 1) the girl has/[takes on] sufficiently lax sexual morals/habits to want to do things like this, 2) the girl is so obsessed with the mc and in love she'd do anything for him, including bizarre fantasy requests, the "yandere" character.
(1) fits nicely with "change the way you are", (2) would fit nicely with "stay the way you are".
I get that,.they get hella horny, talking about insecurities feels, jealousy and all that cute girl route.
Yup, any guy who's known the "too cool for school Vanessa type" in the real world might also know they have a side they try very hard not to show to anyone, but if you're in the right place at the right time, the WaterWorks are in full operation.