5 Timeless Shoe Styles Every Man Should Own

Because great shoes aren't just an accessory — they’re a signature.

When it comes to dressing well, few things make a stronger statement than the right pair of shoes. From daily essentials to occasion-ready polish, here are five classic shoe styles every man should own — each serving a purpose in your wardrobe and a point of pride in your stride.

Whether you're building your shoe rack or refining it, these are the timeless choices that do the talking — so you don't have to.

1. Loafers: Slip Into Effortless Style

Best For: Everyday wear, travel, smart-casual settings
The loafer is the true chameleon of men’s footwear — stylish, comfortable, and versatile enough to go from office meetings to brunches. At Thomas Crick, our leather loafers are crafted with a clean silhouette and cushioned insoles for day-long ease.

Pair With: Chinos, denim, relaxed suits
Explore: Thomas Crick Loafers

2. Lace-Ups: Sharpen Your Step

Best For: Business formals, events, interviews
Nothing says “put together” like a classic lace-up shoe. Whether you prefer Oxfords for a minimalist profile or Derbies for a slightly relaxed edge, this category delivers structure and sophistication in every step.

Pair With: Suits, tailored trousers
Explore: Thomas Crick Lace-Ups

3. Chelsea Boots: Built for the Crossover

Best For: All seasons, all settings
Chelsea boots are where classic meets cool. Originally designed for riding, now a staple for the modern gentleman, they offer a sleek silhouette with just the right touch of edge. Ours feature elasticated sides, pull-tabs, and premium leather that only gets better with time.

Pair With: Slim jeans, wool trousers, layered outerwear
Explore: Thomas Crick Chelsea Boots

4. Sneakers (Flyknit): Your Casual Companion

Best For: Daily errands, off-duty looks
Not all sneakers are made equal. Our Flyknit range brings lightweight flexibility, breathability, and refined design together — giving you that relaxed comfort without compromising on sharpness.

Pair With: Joggers, cargo pants, shorts
Explore: Thomas Crick Casual Sneakers

5. Dress Oxfords: For the Finest Hours

Best For: Weddings, galas, formal evenings
Reserved for the days that matter, a pair of well-crafted Oxfords adds instant elegance. Our full-grain leather styles come with classic cap toes and a timeless profile — understated yet impactful.

Pair With: Tuxedos, formal suits, tailored sets
Explore: Thomas Crick Dress Shoes