>If your description describes you in wizard garb while you're
>wearing nothing but plate armor, eh.

One way around this:

It is hard to tell given the mismatched pieces of armor he's wearing, but it looks as if this fellow is sporting midnight blue wizard robes. Here and there you can see their glowing runes where his garment peeks out from an otherwise unprotected gap in the armor.

This manages to mention the wizard robes while still acknowledging that the character is wearing a hodge-podge of other armor.

>If your description has you standing, smiling and calmly
>acknowledging me while you're dying in battle, eh.

Solution for this:

Should the young man notice your inspection of him, he acknowledges you with a rakish smile.

This lets you put some "character" into the description without describing yourself as doing something that doesn't make sense. (Like flashing a rakish smile while you're magically slept.)