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putthison:

Q and Answer: How to Wear A Pocket Watch
David writes: Hi, I was wondering how a 21st century man might pull off wearing a pocket watch (either with a suit or casually) without looking startlingly anachronistic.
If you are a dandy, I can imagine wearing a pocket watch in the waistcoat of a three-piece suit.  The fob connects to a buttonhole on the waistcoat, and the watch goes in one of the waistcoat’s pockets.  Though now that I write that out, that will look anachronistic; startling to to some observers.

I wore a pocket watch from 1928 at my wedding last weekend, and did not feel like a dandy whatsoever.  It was my bride’s grandfather’s watch.  I wore a 3 piece suit from JCrew with Ted Baker shoes. Pictures forthcoming.
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putthison:

Q and Answer: How to Wear A Pocket Watch

David writes: Hi, I was wondering how a 21st century man might pull off wearing a
pocket watch (either with a suit or casually) without looking startlingly anachronistic.

If you are a dandy, I can imagine wearing a pocket watch in the waistcoat of a three-piece suit.  The fob connects to a buttonhole on the waistcoat, and the watch goes in one of the waistcoat’s pockets.  Though now that I write that out, that will look anachronistic; startling to to some observers.

I wore a pocket watch from 1928 at my wedding last weekend, and did not feel like a dandy whatsoever.  It was my bride’s grandfather’s watch.  I wore a 3 piece suit from JCrew with Ted Baker shoes. Pictures forthcoming.

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    from 1928 at my wedding last weekend,...did not feel like
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