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Much to the chagrin of practically every female in my life, I have less than zero interest in flashy dressing. So I don't have any past fashion disasters to apologize for. My mom despaired at my choice of a plain black tuxedo for the prom when light blue and taupe (think Ben Stiller in "There's Something About Mary") were all the rage for tuxes.
I now have a suit and a couple sport coats that I drag out for special occasions when needed, and my tuxedo for concerts. But beyond that I pretty much wear khakis and button-down shirts, with occasional jeans and tshirts. Mrs. Dallas considers it insufferably boring, but it means I don't have to think about what I wear and that's how I like it.
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