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If the occasion is casual you can wear them with casual clothes. First dates should never be eccentric, so yes it should be ok.
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Hi I think it depends on you , if you 'd like to wear them with sport's wears, and if the first date is casual as well.
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The first date should be casual unless it's at a wedding or something. I wear tennis shoes all the time even on the third date. Hahaha. That's just me I guess.
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