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The Easy, No-Nonsense Watch Style Guide

Man's World

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November 2025

Watches are strange little objects. They can be sentimental, technical, performative, or purely ornamental, depending on who's looking at them. Yet, for all the mystique people try to attach to them, wearing a watch well comes down to a few simple ideas: proportion, context, colour, and confidence. Once you understand these, the whole thing becomes almost absurdly straightforward. Think of this as the simplified guide—the one you wish someone gave you before the hobby spirals into an obsession

- By Sharan Sanil

The Easy, No-Nonsense Watch Style Guide

Every watch has a builtin personality

Every watch has a builtin personality and matching that personality to your outfit often makes the difference between looking styled and looking improvised.

Dress watches

Dress watches are the quiet achievers of the category, and a personal favourite of mine. They stay slim, stay minimal, and stay on leather, which naturally gives them a clean and elegant visual language. They pair easily with tailoring, eveningwear, or anything that feels structured and intentional, and while they rarely stray from classic dial colours such as white, black and silver, rules are meant to be broken, as we soon shall explore.

Dive and modern sport watches

Dive and modern sport watches, meanwhile, are the everyday heroes. Steel bracelets, sturdy cases, bold indices, and an instant sense of purpose make them surprisingly adaptable. They look as comfortable with a T-shirt as they do peek out from under a blazer and tend to take a beating better than most other watches.

Field watches

Field watches have a rugged charm that makes them ideal for daily wear. They're light, legible, usually compact, affordable, and sit nicely with casual fits or business casual without drawing unnecessary attention. If you want a single watch that can handle most environments without fuss, the field watch silhouette does a lot of heavy lifting.

Chronographs

Chronographs are the stylish multitaskers. Their pushers and sub-dials make them look inherently sporty, which puts them right in the sweet spot for everyday outfits, weekend wear and “smart casual”. Wear one with tailoring only if you want the outfit to feel energetic rather than formal.

imagePilot watches

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