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The most simple and dressy way to wear a dress shirt with jeans is by sticking to a classic white button-up

Pokmon Reset Bloodlines : Misty wears one for a nightclub date with Ash during the Indigo League, enticing him and many others at the club

Which method you use depends on what material your dress sneakers uppers are made of

Higher waisted jeans would increase that elegance, yes, though personally I dont like them higher than this they look too unusual/period when not worn with something over the top, as with jackets and trousers in the same way

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