Oh I think Dean looks great with and without the glasses (and maybe a little bit better without

)
But Clark originally wore the glasses to controll his powers, like Dave said, and I thought it was to create the image of an imperfect body. He already had the glasses before he came up with the whole secret identity thing.
Buuut about the hair/clothes.. I don't think that would be different from the Clark-with-glasses > although I hope he'd walk around in a tuxido (like in Don't Tug on Superman's Cape) cuz that looked really cute
I think, as Superman, he might have had a mask or something (just like Lois did when she became Ultrawoman) but whaha i like the paper bag idea
