I wore something like this the other day, trying out Aria's stripes-on-stripes thing. I think they key is to 1) Have a common color with the two shirts (black works well), and 2) have different size stripes. Also, having only one bright color (in my case orange) helps it not look too wild. I couldn't wear ripped jeans to school, so i just wore my plain black ones. And then I wore one of the only pairs of flats I own kind of a shame that they didn't match very well, but who says you have to match! XD
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