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The offer of contemporary designer men’s shirts is vast from Poplin, twill, and Oxford cloth button shirts appear in contemporary slim fits, boxier ‘dad’ varieties, and swing collared slouchy oversized pieces. Button-concealing plackets and satin trim feature on select garments, variously providing a clean minimalist sheen and a regal contrast that occasionally lapses into delightful pajama-top referencing luxury. Choice of collar radically determines the personality of a piece, with stand collar and open spread collar variants moving away from ritualized formality. Traditional spread and button-down collars supply the means for hosting a tie or a bow tie, by extension, achieving absolute properness. Deconstructive impulses animate the tailoring choices of some designers, with asymmetric and mismatched material constructions, overlong sleeves, multiple wearing options, and modified collars. Such experimentation expands the possibilities for the menswear staple, as avant-garde-isms hint towards the multiplicity of options.