Should we break up the Windows version tags into categories?

Sometimes when I ask a question about Windows 8, I'm afraid more people have Windows 7 than 8, and so more people with Windows 7 would answer it than people with 8, but if they're only looking at Windows 7 questions (or they think "Windows 8 is stupid, so I won't help people with it, because they're stupid") they won't find my question and so won't answer it. Heck, most solutions to Windows 8 are probably applicable to Vista or even XP.

However, we'd need to draw the line somewhere. For example, the Start menu was first created for 95, so while most questions about it could apply to 95-7 (and sometimes 8), they wouldn't apply before 95. Hence, categories. Maybe we could have 1 category for versions before 95, another for versions 95-Me maybe, then another for anything after. I know we could have a tag for Windows-9x or Windows-NT, but considering 1. we don't have either, and 2. they might be confusing to non-technical users (i.e. Windows-9x could apply to 2000), do you guys like this idea, or could you propose an alternative?

Thinking ahead, maybe we could make something like this a standard feature.