Maybe?

Again, I'm not a lawyer, but I've read a lot of EULAs.

However, to challenge that, your have to sue Microsoft, against their team of super-lawyers, the best that Microsoft could buy. And you'd have to do it in the jurisdiction started in the license agreement, which is undoubtedly friendly to Microsoft. And you'd have to have some sort of standing, meaning you have suffered some actual damage from the thing you arguing against, and that you want remedied. So you sue for damages, but it can only be for the amount that you were actually damaged, which is problematic - especially for free Microsoft software. But for paid software, I'm sure there's a return/refund clause which would make you whole.

And you are paying your own lawyer to Microsoft, right? How long do you plan to sue Microsoft? I guarantee they have deeper pockets than you, and can outlast you in court. And remember if you lose the lawsuit, you will probably be countersued for the cost of their lawyers.

Basically the EULAs are written by Microsoft's very expensive lawyers. Other corporations cower in fear of Microsoft's lawyers; I know the ones in my office did. And the rewards you'd get would be a Pyrrhic victory at best. "Do you feel lucky, punk?"