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When you are going to an evening party, should your evening dress matches with your date's? What if your dress does not match with your date's but you do like it? what will you do?
I never match with my wife wherever we go i don't see the point if i did i'd look like a christmas tree
I never tried matching clothes with a date. Maybe at prom, my date had the same color tie as my dress, but other then that it never really mattered much to me on a regular date.
I have fun looking at couples that don't seem to be going to the same event. I especially like the ones who don't give a shit about it and wear it well. That's what should matter, if both are happy, then it's awesome!
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Once I was going out not with a date, but my mother. She looks at me and the following dialogue takes place:
-Wow! You look nice. Are we going to the same place?
-Well, I don't think it really matters, because it doesn't even look like we're going to the same country, does it?
She had a very nice Finnish overcoat on, but it was about 30•C/85•F weather.
I can honestly say this has never been a concern of mine. Wear whatever you want. Or are you concerned with what people might say if you and your date clash?