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I can't see why it wont, probably better to wear a suit jacket with it to make the outfit look complete. It's always best to try clothes together to see what they look like to you. There will always be people who won't like clothes combinations, but if you and others you like or are around you like them, then go with it.
Yes or with black jeans and long type shirt to make it look casual.
You can wear anything that you want, there aren't any laws to say that you can't.
im not seeing any problems with it,but i suppose it would depend on the person,the overall fit,and color of grey the slacks were in.
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O
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