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So apparently ordering bespoke dress shirts to order is now a thing on the internet. I was checking out one such web site, and they have a "watch allowance" option to make the shirt with more clearance for your watch. For example, .25# extra or .5# extra on left or right cuff. For the freek who has everything? :cool:
 

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Interesting. I wear a dress shirt everyday to work, no tie. I buy dress shirts that have a two button cuff. If I use the first button the cuffs slide easily over my watches. I don't know if I'd pay extra for a little extra cuff room.
 
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I've never had a problem fitting my watches with my dress shirts. I just do what Spaceview does. Never had a problem when wearing cuff links either.
 
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I think I spoke too soon in my first post. Wore a new bespoke shirt last night together with my Gruppo Gamma and realized that the Gamma didn't agree with the cuff size (or vice-versa):



Having a little bit of leeway as far as cuff size is concerned may be a good idea after all.
 
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