2

I often hear people say "you look good in that shirt"

But recently, I have heard a native speaker say "that shirt looks good on you".

So: what is the difference between "that shirt looks good on you" & "you look good in that shirt"?

3

There's no real difference, but in the first example the emphasis is a bit more on the "shirt" (the shirt looks good) and in the second one on "you" (you look good).

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