You're absolutely right in that Ivy is shaped by cynicism towards love and the idea of romantic relationships with a true connection. And while I can see the appeal to the male (or even female) player in watching a super sexual character like Ivy and the evolution of Holly into the same direction, it's a bit eerie to see that their path still shapes them into women who look and behave how many heterosexual men want them to (in the case of Holly even sucking off Mark, whom she barely knows, and getting photographed while doing so, with just a little nudging, and in the case of Ivy, making money through men and the male gaze). I wonder if this is due to the creator having deliberately tailored the game's plotlines for the male, hetero target group which typically plays VN's, or also because of their own inherent biases towards women and sexuality. I like the game a lot so far, but it sometimes left me a saddened 'cause it's almost as if the game wants to show us "It's still a man's world, even though women now have equal rights, on paper."Ivy and Holly are just on both opposite sides of the spectrum. Ivy is entirely fallen to cynicsm, you get sexual liberation and success by maxing out your potential, every other man and woman is as selfish and sexdriven as you are (if not they are just fooling themselves) vs Hollys idealistic naive imagination of romance, you will end up with your true love through sheer will and fate by being yourself.
There were a few hints that Ivy is very sensible about being slut-shamed:
Her first big crush left his girlfriend for her and spurned girlfriend tricked her into babyplay and humiliated her by releasing those kink videos to the public. So Ivy learned 1. she is hotter and has to compete with jealous colleagues over men, 2. that men value hotness to an extent to sacrifice principles for it and it must be explored, and 3. that emotional intimacy will be used against you, so you have to toughen yourself up and avoid it.
Very easily shown in why she despises Louise and why she hesitates fucking Jeremy.
So she doubles down on slut-shaming and avoids emotional intimacy, making her ironically as frail and immature as Louise at times, she just hides it well better and benefits from being in the writers grace. Because just like GGGB Jessica, Ivy is a projection of what EvaKiss perceives to be the ultimate tough independent sexual free spirited women, who needs no men but due to their pride end up very likely ends up miserable and alone, unless you get a Ashley/Dave figure in their life to handle them. This has partly to do with her role in the narrative: As the mentor and not heroine, Ivy/Jessica are supposed to encourage and guide Bad Jess/Slut Lena, but not overtake them and ultimately be surpassed by them. Hence Ashley can succeeed being a porn star and Jessica didn't, hence Lena could score with Jack and will flourish and Ivy didn't and won't.
Either Eva doesn't know how to give Ivy a proper resolution, so she stays being that allegedly super slut that barely fucks anyone despite their reputation - or they will give Ivy one once she is finally getting in a relationship with Ian, Lena or someone else like Billy or Jeremy. The main flaw that explains this contradiction is that she barely got any development for 12 chapters. Jeremy and Ian got interested in her in chapter 1 and haven't fucked her, yet. The single male fuck she had was off-screen. Either because of writing issues in general or more specific the prevalent narrative rule that Ivy musn't have naughtier content than Lena, else the latters development is undermined.
TLDR: Ivy is doomed.
I had the same thought with how the game often has Ian say and think he's so unhappy with having to wear a condom when having sex with Allison, independent of what the player makes him do. I kinda wanted Allison to jump in at one point and say "I'm not on the pill, and taking the pill is significantly more medically invasive than you putting on a rubber for a couple of minutes. You want to fuck me, so do you wanna risk a pregnancy?"