Idk, I'm coming into this late, but something to keep in mind about Ian: he's a dude who's terrified of genuine emotion. Hell, I recall seeing the interview H3 did with him regarding content cop where he's so incapable of so much as taking a compliment that he visibly squirms and awkwardly changes the subject whenever Ethan tries to pay him one.
Taking that and his lack of investment, I kind of think Ian may not be too bothered by her emotionally cheating not because he lacks the spine to stop her, but simply because to him she's mainly just a status icon. Actually the whole thing bears a striking resemblance to DSP and Kat. They both get to not be alone, they both get status, the man gets his D wet and the woman gets financial support.
E-thots' status value is also increased as the hordes of dudes thirsting over them provides public confirmation that a woman is desirable. That's undoubtedly also why chicks like Anisa compulsively e-whore themselves even if they have other financial options available; it ain't just about the money, it's also about desperately trying to silence the hounding sense that they're worthless. Shit's gotta be like crack to insecure women.
Anyways, my long-winded point is that every time Idubbbz is mentioned now I see people calling him a cuck, and to me a person (hey, I think women can be cucks too. I support gender equality) can't be a cuck unless they're committed/loyal and their partner isn't, and I don't think Ian is committed. No, I just think their "relationship" is toxic and a sham.
Although that said, what's up with this chick's obsession with tits? She's obsessed with her boobs, and playing with her boobs, and even her terrible anime drawings all have a conspicuous focus on boobs. It's legitimately a little odd, does she have like some kind of lesbian fixation with breasts? I haven't seen someone this in love with their own fake tits since I last saw a clip of Blaire White.