I personally predict the fad won't reach the end of this decade. It's simply too hard to market this level of intentional ugly outside of the hugbox.
Even if it did hit the mainstream, we are talking people who ugly up cartoons for kids and anime to get asspats from the SJW crowd, (which is starting to be more noticed and ridiculed as they keep pissing entire communities off), or because of ideas like "smashing the gender binary", or because of being insecure teenagers that wish ugly was the norm. This caustic combo makes it tough to produce compelling visuals or stories: It'll always be derivative works driven by spite or immaturity or an agenda. And here we all know how such things work out out there.
The ones trying to pursue a legit art career will be forced by editors or the need to expand their audiences to conform to the mainstream, or put the effort to make ugly become meaningful and interesting. The ones that don't? Well, they'll probably grow bored of it over time, stick to a niche audience, abandon art as time becomes scarce when they become adults, or become lolcows.
Personally, I find this a complete eyesore. I am not a good artist or anything, but I think there's more to artistic expression than pissing off people you dislike or doing the exact opposite of everyone else. That immaturity seeps into the art and makes it to be perceived as such.