Catshade: If they don't sell W95 anymore, and if MS don't provide support for it anymore, methinks it's similar to abandonware issue...which legally falls into 'grey area', but ethically not wrong.
Wishbone: I don't think it's legally a grey area. It's just plain illegal. The fact that MS don't sell or support it anymore has absolutely no bearing on the legality of the issue.
Ethical? Well, I wouldn't lose any sleep over it, but I'm pretty sure you'll find people who disagree with that.
Legally, it is absolutely a grey area. The reason it's a grey area, is because infringement claims MUST be brought by the copyright owner. The DOJ will not bring charges on their own, and has literally said as much. (The MPAA even tried to lobby Congress for the DOJ to become copyright cops, and the DOJ filed a brief with congress that they had no desire to do so.) So it is only illegal, in practical terms, rather than theoretical imaginary terms, if there is a copyright owner that wishes to enforce their copyright. So abandonware in general is only illegal if there is a tangible chance that a copyright owner will appear out of the woodwork and charge you with infringement.
You can say "but that is against THE LAW" (in deep booming voice). But imagining something is against the law doesn't make it any more illegal in practical purposes.
As far as Windows 95, Microsoft does still exist and has a large team of lawyers. But I doubt Windows 95 copyright enforcement is their biggest priority. Honestly though, if you really wanted to run it, you can probably find an unused license pretty easily, and free or close to free.
EDIT: The above is based on US law, and may not apply in other countries. But I doubt the governments of other countries will bring copyright claims on their own either.