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I know what Pitti is and also what sprezattura means. IMO, this is not it. You cannot claim to dress with a sense of sprezattura without looking at the setting and social context of the situation and dressing sprezattura is all about challenging conventions, setting yourself apart knowingly and having flair for details. Dressing like the men on the photo at Pitti is conforming to the conventions of that particular setting, completely overdoing the "details" in an attempt on setting themselves apart - with the ironic result that they all end up looking similar.
Conforming to conventions and peacocking - far, far from sprezattura.
A Speedmaster on a primitive, brown leather strap - far, far from a dress watch.
It can be worn with a dress, yes ...
image> pretty girl in a black lace dress wearing a Speemaster <image
it can, but we can all see it shouldn't and the lady deserves something more appropriate to go with that dress right? 😉😉😗
Erm, no. I think it looks hot. YMMV.