man who dresses as a woman Movie/TV Dudes in Understanding Gender Expression in Fashion

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Where I am the former is certainly not commonplace, but I can see theres certainly a difference Hi Simon, Agree there are some connotations, interestingly I think less so with how you have styled this look suggesting pragmatism rather than say a cotton sweater, polo and shorts at the more affected end of the spectrum

Others swear by tools like packing cubes or compression bags