Picking the watch so it matches clothes you’re wearing-or the other way around?

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How often do you think about matching your watch with the clothes you’re wearing? Or do you perhaps think about matching your clothes with the watch you want to wear that particular moment?
 
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Always match.
Usually watch to match the clothes, sometimes clothes to match the watch.
 
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I tend to match (ish) my shoes/belt/watch strap. Any other coordination is luck
 
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I give ZERO thought to this. I wear the watch I want whenever I want, I don't worry if it matches my shoes, belt, wedding ring, clothes, or whether it's a dress watch or a sports watch, I just wear what I feel like on any particular day.
 
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I do my best to get out of the house fully dressed, beyond that, I don't give it a thought
 
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I confess, this is how I obsess.

To answer the question, I can go either way. On some days, when I want to wear a particular watch, I choose clothing colours which are complimentary to that watch. On other days, I get dressed, put on a watch, and realize that they're not complimentary and choose a different watch. Weirdly, shoe colour is the most influental factor for watch selection.

I also appreciate the fact that a monochrome watch like a classic Speedmaster on steel bracelet can be worn with pretty much anything, which is why it gets worn so much.