What is the best way to wear a watch with shirts?

This is always something that has confused me, and I’ve never been sure what’s the best way to go about doing this. When wearing a watch with a cuffed shirt, should the shirt cover the watch? The reason I ask is this; when I wear it under the cuff, it means having to unbutton the cuff to get out the watch (which feels counter-intuitive), when I leave the cuff open on the largest width, it doesn’t match the other hand or is too wide, and when I wear it on the outside it just feels wrong – as if I’m trying too hard.

4 Replies to “What is the best way to wear a watch with shirts?”

  1. Let’s talk about watches first. Avoid the chunky diver’s watch and buy a simple gold watch with a leather strap. It is a hallmark of a gentleman. The cuff will naturally cover the watch. The cufflike, by the way, should match the watch in terms of colour. So if you have a gold watch, wear gold cufflinks. When it is time to tell the time, simply turn back the cuff or flip your wrist and the cuff recedes. If your cuff is buttoned above the watch, it is too short and likely too tight.

  2. For me, I can’t button the cuff to the second button even if I’m wearing a classic leather band watch, so I am forced to leave both cuffs at the first width button. The only way around this that I can see is either getting the shirt altered and putting just a hair more of length so you can button them to the second button, or start using the first button on both cuffs because you can’t mismatch obviously.

  3. It mostly sounds like your sleeves might be buttoning a little too tight. Ideally you should be able to take the dress shirt off without undoing the cuff buttons, if you had to (you wouldn’t usually do it this way, of course, but it’s a good measurement of whether the wrists are loose enough).

    Most of the reason for that desired amount of looseness is the wristwatch. You want to be able to raise your wrist and nudge the cuff back with a finger to check the time. If your shirts aren’t letting you do that, you may need to try a different size or brand. A tailor might be able to let a little more width out, depending on how the cuff was made, but it’s a tough spot to loosen a shirt once it’s constructed.

  4. I was under the impression that you should have to unbutton your cuffs when removing a shirt. Cuffs close to the wrists show a better fit which is the holy grail of menswear.

Leave a Reply