Along with the lack of decision making needed when getting dressed, the main reason I started exclusively wearing dresses was the tricky area of underwear. Since the revamp I now wear trousers pretty much all the time and it has lead of an underwear issue. The dreaded VPL. Is it dreaded? I don't know.
I never ask The Chap "does my bum look big in this?" more does it look smooth, other than the cellulite and that's not really a thing to think about is it.
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Each to their own goes without saying.