A man’s shoes are the anchor of his outfit. More than any other single item of clothing, your choice of footwear has the power to define, elevate, or entirely undermine your personal style. A well-chosen pair of shoes communicates attention to detail, an understanding of occasion, and a respect for tradition. Conversely, the wrong pair can instantly signal sartorial carelessness, undoing the effort put into the rest of your ensemble.

Yet, for many men, the world of footwear is a landscape of confusion. What is the actual difference between an Oxford and a Derby? When is a loafer appropriate for the office? Can you wear boots with a suit? The sheer variety of styles, coupled with a complex and often unspoken set of rules regarding formality, can be daunting for even the most style-conscious individual.

This guide is the definitive solution. We have consolidated decades of sartorial knowledge and practical experience into a single, comprehensive resource designed to demystify men’s footwear. Here, you will find everything you need to know to build a versatile, appropriate, and stylish shoe collection with confidence.

Beckett Simonon Shoe Brand Review

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Men’s Shoe Styles Guide

On this page, we will begin by establishing the fundamental principles of shoe formality, providing a simple framework you can use to assess any shoe.

From there, we will embark on a detailed exploration of the most essential styles of men’s footwear: the foundational dress shoes, the versatile loafers and slip-ons, the indispensable boots, and the classic casual staples. Each section provides a brief history, defining characteristics, and clear, actionable styling advice.

Charles-Philippe & Paul Anthony

Furthermore, this guide integrates our experts’ recommendations and brief pros/cons of iconic, best-in-class models for each category, empowering you to invest wisely in footwear that will serve you for years to come.

Whether you are buying your first pair of quality dress shoes or looking to add an advanced style to your collection, consider this your ultimate roadmap.

See Our Dress Shoe Reviews

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A Brief On Formality

Before delving into specific styles, it is crucial to understand the theory that governs them.

The appropriateness of any shoe for a given occasion is determined by its level of formality. While tastes evolve, the core principles of footwear formality have remained remarkably consistent, derived from a simple, overarching rule: formality is a function of simplicity and a lack of bulk.

paul anthony wearing wholecut slipper with suit

A sleeker, simpler, and less-adorned shoe is almost always more formal than one that is bulkier, more complex, or heavily decorated. This concept can be broken down into three key factors: style (construction and silhouette), material, and color.

For a deeper primer, see our Men’s Shoe Formality Guide.

Overview of 33 Essential Men’s Shoe Types

Men’s footwear spans from patent Oxfords to poolside slides. This guide gives you the what, when, and how for each style, plus quick links to Bespoke Unit’s full deep dives when you want more detail.

 1. Dress Shoes

This section is dedicated to the foundational pillars of a gentleman’s wardrobe: the classic dress shoes. These are the styles that form the bedrock of formal, business, and business casual attire. We explore them in descending order of formality, from the quintessential Oxford to the versatile Brogue.

Oxford Shoes (Balmoral)

Definition: The Oxford is the mother of all dress shoes, defined by its closed-throat lacing system. The quarters (the side pieces with the eyelets) are stitched *underneath* the vamp, creating a clean, seamless appearance. This sleek construction makes it the most formal lace-up shoe.

SHoes With Open And Closed Throat Lacing

Closed vs. Open Throat Laces

History: The style traces back to the 1800s at Oxford University, where students rebelled against restrictive high boots by adopting a lower-cut shoe called the “Oxonian.” The term “Balmoral” is often used interchangeably, named after Balmoral Castle in Scotland, and typically refers to an Oxford with a cap-toe.

Formality: Highest among lace-ups. A black cap-toe Oxford is the standard for business suits and formal occasions. In black patent leather, it is the number one choice for a tuxedo.

Style Tips: Black is essential for conservative business and formalwear. Dark brown or oxblood pairs excellently with navy and grey suits. Always keep them highly polished.

Read the complete Oxford guide

Best in Class: Allen Edmonds Park Avenue Cap-Toe Oxford

Black Park Avenue Dress Shoes

Why we like it: An American icon since 1982, the Park Avenue is the benchmark for business footwear. Its 360° Goodyear welt construction ensures it can be resoled for decades of use, making it a true long-term investment.

  • Upper: Full-grain calfskin
  • Construction: Goodyear welt, resolable
  • Use case: Business formal, interviews, weddings

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Derbies & Bluchers

Definition: The versatile workhorse of dress shoes, defined by its open-throat lacing system, where the quarters are stitched on top of the vamp. This construction is slightly bulkier and thus less formal than an Oxford, but offers more room for those with a high instep.

History: The shoe’s name comes from Prussian general Gebhard von Blücher, who commissioned a more comfortable boot for his soldiers during the Napoleonic Wars. It later transitioned into civilian life as a sporting shoe before becoming appropriate with tailored clothing.

Formality: Business to smart casual. Less formal than an Oxford but more formal than a loafer.

Style Tips: A sleek black Derby can be worn with a suit, but the style excels with sport coats, chinos, and even dark-wash denim.

Read the Blucher & Derby guide

Pick: Beckett Simonon Dunham Derby

Beckett Simonon Dunham Pebbled Leather Derby Shoe

Why we like it: A perfect example of traditional build quality, offering elegant open-lace comfort that works with both suits and smart separates.

  • Upper: Pebbled leather
  • Construction: Blake-Stitch
  • Use case: Suits to smart separates

Use Code “BU20” On Beckett Simonon Shoes

Brogues

Definition: A brogue is not a shoe style, but rather any shoe featuring decorative perforations (broguing). This detailing can be applied to Oxfords, Derbies, or boots. The more broguing, the more casual the shoe.

Beckett Simonon Yates Full Brogue Gravel

Beckett Simonon Yates Full Brogues

History: The original “bròg” (Gaelic for shoe) had functional holes designed to drain water after walking through Scottish and Irish marshlands. Today, the perforations are purely aesthetic.

Formality: Less formal than plain styles. Full brogues (Wingtips) are the most casual, while Quarter Brogues are the most formal. Excellent for business casual and textured tailoring.

Style Tips: Heavy, chunky brogues are a perfect match for tweed, flannel, and raw denim. A medium brown wingtip with a navy blazer and gray trousers is a timeless combination.

Read the Brogue guide
Read the Wingtip guide
Read the Longwing guide

Pick: Allen Edmonds Stranmok Brogues

Allen Edmonds Strandmok Brogues With Jeans & Chinos

Why we like it: A statement brogue shoe that pairs with denim or tweed for rugged elegance. The oversized punching and robust Dainite sole make it a characterful choice for fall and winter.

  • Upper: Calf or suede with full brogue
  • Sole: Rubber lug
  • Use case: Fall and winter smart casual

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Monk Straps

Definition: A laceless dress shoe that fastens with one (single monk) or two (double monk) buckles and straps. The double monk is currently the more popular variant.

double monk shoes on a stone

History: Its origins are believed to trace back to European monks who sought a more protective alternative to their traditional sandals.

Formality: Uniquely positioned between Oxfords and Derbies. It is often called the “most advanced dress shoe” for its blend of formality and flair.

Style Tips: Exceptionally versatile. A sleek black single monk works with a business suit, while a brown suede double monk is perfect with dark denim or chinos for a touch of continental style.

Read the Monk Strap guideDouble Monk

Pick: Beckett Simonon Hoyt Double Monk

Beckett Simonon Hoyt Double & Leonard Single Monk Strap Shoes Together

Beckett Simonon

Why we like it: This cap-toe double monk offers a modern silhouette and high-quality, Blake-stitched construction at an exceptional value, though the made-to-order model requires patience.

  • Upper: Full-grain leather
  • Construction: Blake stitched
  • Use case: Suits to dressy denim

Check Price On Beckett Simonon

Loafers

Definition: A laceless, slip-on shoe with moccasin-style origins. Key styles include the Penny Loafer (with a saddle strap), the Tassel Loafer, the Bit Loafer (with metal hardware), and the unadorned Venetian Loafer.

Mark Albert Boots Different Leather Options for Loafers

Wholecut Leather Loafers

History: A blend of Norwegian peasant footwear and English house slippers, the loafer was popularized in America, becoming an Ivy League staple in the 1950s.

Formality: The masters of smart casual. Formality ranges from the casual Beefroll Penny Loafer to the more formal Bit Loafer (popularized by Gucci) and the sleek Venetian, which can be appropriate for black-tie in patent leather.

Style Tips: Penny loafers in burgundy or brown are wardrobe workhorses. Bit loafers add a touch of European flair. Tassel loafers are a rakish choice for more casual outfits.

Penny Loafer
Tassel Loafer
Bit Loafer
Venetian Loafer

Pick: Beckett Simonon Bernard Tassel Loafer

Beckett Simonon Bernard Tassel Loafers

Why we like it: A sophisticated slip-on that offers excellent value. Its Blake-stitched construction and full-grain leather make it a versatile choice for business casual or weekend wear.

  • Upper: Full-grain calfskin leather
  • Construction: Blake stitched
  • Use case: Business casual to weekends

Check Price On Beckett Simonon

Wholecut Oxfords

Definition: The pinnacle of minimalism, a wholecut is an Oxford crafted from a single, flawless piece of leather. The only seam is typically a discreet one at the heel.

Formality: Very formal due to its ultimate simplicity and sleekness. Excellent with suits and for eveningwear.

Style Tips: Best reserved for formal occasions. A mirror-shine on the toe enhances its elegance. Consider rich patina browns for a sophisticated alternative to black.

Read the Wholecut guide

Pick: Magnanni Wholecut Oxford

MAgnanni Crucero Brown Suede Wholecuts

Why we like it: This shoe showcases Magnanni’s signature Bologna construction, wrapping the foot in leather for unparalleled flexibility and comfort in a strikingly minimalist package.

  • Upper: Single-cut calf
  • Construction: Bologna or Blake
  • Use case: Suits and formal events

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Wingtips & Longwings

Wolf-And-Shepherd-Senna-Wingtip-Shoes

Wingtip Shoes

Definition: A type of full brogue where the toe cap is shaped like a ‘W’ or ‘M’, resembling wings. A Longwing is a variation where the wings extend all the way to the heel seam.

Formality: Business casual to casual tailoring. Their ornate nature makes them less formal than plain or cap-toe Oxfords.

Style Tips: Brown wingtip Oxfords are a classic pairing with navy suits. Suede longwings are an excellent match for chinos and sport coats.

Read the Wingtip guide

Our Longwing guide

Pick: Allen Edmonds Dalton Wingtip Boot

Allen Edmonds Dalton Wingtip Brogue Boots Occasions

Why we like it: A stylish and hardy American-made boot, the Dalton is a wingtip and brogue hybrid perfect for a rugged yet elegant style. Its Dainite sole and Goodyear welt construction offer exceptional durability.

  • Upper: Premium calfskin
  • Construction: 360° Goodyear welt
  • Use case: Smart casual, rugged yet elegant style

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Cap-Toe

Definition: A detail, not a shoe style, defined by a horizontal line of stitching across the toe box that forms a “cap.” It is most commonly found on Oxfords and Derbies.

Black Cap Toe Oxfords On Brick

Formality: A plain black cap-toe Oxford is widely considered the most formal and appropriate shoe for daytime business attire.

Style Tips: A black cap-toe is a non-negotiable for a business suit wardrobe. Consider oxblood for a touch of subtle personality with navy or charcoal suits.

Read the Cap-Toe overview

Pick: Carmina Cordovan Cap-Toe Oxford

Carmina Cap Toe Oxfords in Cordovan Leather

Why we like it: Handcrafted in Spain on the versatile Rain last, this shoe offers a refined European silhouette and rich, hand-finished leather that elevates any business attire.

  • Upper: Black Cordovan
  • Construction: Goodyear welt
  • Use case: Business to formal social events

Check Price On Carmina

Opera Pump

Black Opera Pumps With Brick BackgroundDefinition: The most formal of all men’s shoes, the Opera Pump is a patent leather dress slipper, traditionally adorned with a grosgrain bow. It is a vestige of historic court dress.

Formality: Ultra formal only. It is the traditional and most correct footwear for black-tie and white-tie events.

Style Tips: To be worn exclusively with a tuxedo or tailcoat. Pair with formal silk socks and keep the patent leather immaculate.

Read the Opera Pump overview

Pick: Patent Opera Pump

Black Opera Pump On Green Leaves

Why we like it: For the man who attends black-tie events, the Opera Pump is the historically correct and most elegant choice, offering a level of sartorial sophistication a lace-up cannot match.

  • Upper: Patent leather
  • Detail: Grosgrain bow
  • Use case: Black tie and white tie

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Dress Shoes Compared

Product Name & Style Why It Stands Out Quick Link
Allen Edmonds Park Avenue
Oxford
Timeless cap-toe for business formal Shop On Zappos
Beckett Simonon Dunham Derby
Derby
Open lacing comfort with refined look Use Code BU20
Allen Edmonds McAllister
Brogue Wingtip
Heritage brogue for suits and separates Shop On Zappos
Beckett Simonon Hoyt
Double Monk
Modern buckle style at strong value Use Code BU20
Magnanni Wholecut
Wholecut
One-piece elegance for evening Shop On Zappos
Carmina Cap-Toe
Cap-Toe Oxford
Refined European last and leather Check Availability
Patent Opera Pump
Opera Pump
Traditional shoe for black tie Shop Options

2. Casual Shoes

Beyond the realms of business attire lies a collection of classic casual shoes essential for a well-rounded wardrobe. These styles are defined by their comfort, practicality, and rich heritage, perfect for weekends, vacations, and relaxed social settings.

Sneakers

Definition: It is crucial to distinguish between athletic sneakers (for sports) and casual sneakers (for style). The ideal casual sneaker is simple, low-profile, and crafted from a quality material like leather or canvas.

Suede Upper Close Up Of Hockerty Sneakers

Formality: Casual. However, a clean, minimalist white leather sneaker can edge into smart casual territory.

Style Tips: White low-tops are incredibly versatile, pairing with everything from denim and shorts to dressing down a casual suit for a sharp, modern look.

Read the Sneakers guide

Pick: Adidas Stan Smith

White STan Smith Sneakers With Jeans

Why we like it: An understated and iconic white leather classic that pairs with almost anything casual. Its simple design has made it a versatile staple for decades.

  • Upper: Leather
  • Sole: Rubber cupsole
  • Use case: Daily casual to smart casual

See Colors On Zappos

Boat Shoes (Topsiders)

Definition: A quintessential American classic defined by a moccasin-style upper, a non-marking siped rubber sole for traction, and a signature 360-degree lacing system.

Red Boat Shoes & White Trousers

History: Invented in 1935 by sailor Paul Sperry, who was inspired by his dog’s ability to run on ice. He cut grooves (“siping”) into his shoe soles to increase grip on wet boat decks.

Formality: A casual summer staple.

Style Tips: The unbreakable rule is to wear them without visible socks (no-show socks are highly recommended). They are the perfect companion for shorts, chinos, and rolled-up trousers.

Read the Boat Shoes guide

Pick: Sperry Authentic Original

Sperry Gold AO 2-Eye Boat Shoes

Why we like it: As the brand that invented the category, Sperry remains the definitive choice. The “A/O” features handsewn moccasin construction and the signature Wave-Siping™ outsole for ultimate traction.

  • Upper: Oiled leather
  • Sole: Siped non-marking rubber
  • Use case: Summer casual

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Driving Shoes

Aurélien Suede Leather Driving Shoe On StepsDefinition: Soft, flexible moccasins characterized by a sole made of distinct rubber nubs, or *gommini*, that often extend up the heel to provide grip while driving.

History: Popularized by the Italian luxury brand Tod’s, whose “Gommino” driving shoe became a symbol of casual European elegance.

Formality: Casual and travel-friendly. Their comfort comes at the cost of durability; they are not designed for extensive walking on pavement.

Style Tips: An ultra-casual summertime staple. Wear bare-ankled with shorts, linen trousers, or slim denim for a relaxed, sophisticated look.

Read the Driving Shoes guide

Pick: Tod’s Gommino

Tod's Gommino Driving Shoes Suede

Why we like it: The definitive luxury driving shoe that popularized the style globally. It remains the benchmark for its impeccable Italian craftsmanship and iconic pebbled sole.

  • Upper: Suede or calf
  • Sole: Pebbled rubber
  • Use case: Travel and leisure

Explore Styles On Tod’s

Espadrilles

Definition: A classic warm-weather shoe defined by its canvas upper and a sole made of braided jute rope. They are lightweight with minimal structure.

Apoint Brand Leather Espadrilles & Jeans

Formality: Very casual and perfectly suited for the beach or resort wear.

Style Tips: The ultimate relaxed summer shoe. Pair neutral-colored espadrilles with shorts or linen trousers. Avoid wearing them in heavy rain, as the rope sole is susceptible to water damage.

Read the Espadrilles guide

Pick: Aurélien Softey Suede Espadrilles

Aurélien Softey Suede Espadrilles

Why we like it: A lightweight, packable, and premium option that perfectly embodies the spirit of summer. An essential for any warm-weather vacation.

  • Upper: Canvas
  • Sole: Jute with rubber outsole
  • Use case: Warm weather casual

Browse Colors On Aurelien

Sandals: Flip-Flops & Slides

Flip Flops On DeckingDefinition: Open-toe footwear designed for hot weather. Flip-flops are secured by a Y-shaped strap that passes between the big toe and the second toe. Slides feature a single strap across the top of the foot.

Formality: The most casual footwear available, intended for the pool, beach, and other very relaxed environments.

Style Tips: Reserve for ultra-casual situations. Keep grooming in mind. Leather options can slightly elevate the look for resort wear, but they should never be paired with tailored clothing.

Flip-Flops
Slides

Picks: Havaianas Flip-Flops • Adidas Adilette Slides

Havaianas Flip Flops For Men

Why we like them: Havaianas are the iconic rubber flip-flops perfect for the beach, while the Adilette is the classic athletic slide ideal for post-gym or poolside wear.

  • Materials: Rubber or synthetic uppers
  • Use case: Off-duty hot weather

Shop Options

Casual Shoes Compared

Product Name & Style Why It Stands Out Quick Link
Adidas Stan Smith
Sneaker
Clean white low-top goes with anything Shop On Zappos
Sperry Authentic Original
Boat Shoe
Summer staple with siped grip Check Price
Tod’s Gommino
Driving Shoe
Luxe casual for travel and leisure Shop Tod’s
Aurélien Softey Espadrilles
Espadrille
Lightweight, breathable, premium Shop Aurelien
Havaianas
Flip-Flop / Slide
Easy comfort for beach and pool Shop Sale

3. Boots

Boots are an indispensable part of a man’s wardrobe, offering added protection, support, and a ruggedly masculine aesthetic. This guide focuses on the most versatile styles that integrate seamlessly into a smart, stylish wardrobe.

Chelsea Boots

Definition: A pull-on, ankle-height boot defined by its elastic side panels (“gore”), which allow it to be slipped on and off with ease. It is a masterpiece of minimalist design.

History: Designed in the Victorian era as a riding boot for Queen Victoria, it was revived in the 1960s by the “Chelsea set” in London and cemented in fame by The Beatles as the “Beatle Boot.”

Formality: Highly versatile. A slim, black calfskin Chelsea can be worn with a suit, while a brown suede version is a perfect companion for jeans and a leather jacket.

Style Tips: Ensure your trousers are slim and short enough to avoid covering the signature elastic gore, which is the boot’s defining feature.

Read the Chelsea Boots guide

Pick: Amberjack The Chelsea

Amberjack Brown Chelsea Walking Boots

Why we like it: Recommended as one of the most comfortable options in the category, Amberjack pairs a classic silhouette with modern, athletic-inspired materials like a heat-activated foam midsole for out-of-the-box comfort.

  • Upper: Italian Suede or A-Grade Leather
  • Construction: Heat-activated foam midsole
  • Use case: Smart-casual, all-day wear

Shop On Amberjack

Chukka & Desert Boots

Definition: The Chukka is an ankle-high lace-up boot, typically with two or three eyelets. A Desert Boot is a specific type of chukka defined by its natural crepe rubber sole.

Closeup of Crown Northampton Chromexcel Leather Chukka Boots

Crown Northampton Chromexcel Chukkas

History: The Chukka’s name comes from the game of polo. The Desert Boot was created by Nathan Clark in the 1940s, inspired by boots he saw in Cairo during WWII.

Formality: Chukka boots with a leather sole are dressier and can be worn with casual suits. Desert boots with their soft crepe sole are strictly casual.

Style Tips: Pair snuff suede desert boots with dark denim or chinos. A dark leather chukka works well with flannel or tweed suits in autumn and winter.

Chukka Boots
Desert Boots

Pick: Clarks Desert Boot

Clarks Tan Desert Boots

Why we like it: As the originator of the style, the Clarks Desert Boot is an undisputed icon. Its simple construction and signature crepe sole provide unparalleled comfort and timeless casual style.

  • Upper: Suede or beeswax leather
  • Sole: Crepe rubber
  • Use case: Everyday smart casual

Shop Colors On Zappos

Work & Weather Boots

Definition: This broad category includes rugged boots built for durability and protection. Styles include classic work boots, motorcycle boots, and weather-specific boots like the Duck Boot.

Sorel-Duck-Boots-In-Snow

Sorel Duck Boots

Formality: Strictly casual. These boots prioritize function over form and are designed for rough weather, terrain, or labor.

Style Tips: Pair with durable, casual fabrics like denim, flannel, and waxed canvas. Consider resolable heritage models for a boot that will last a lifetime and develop a unique patina.

Motorcycle Boots
Duck Boots

Picks: : L.L.Bean Bean Boot

Top And Side View Of Duck Boot

Why we like them: The original weather boot, handcrafted in Maine for over 100 years, the Bean Boot is the iconic choice for rain, mud, and wet conditions. It offers reliable waterproof protection and a timeless, rugged style.

  • Uppers: Full-grain leather and waterproof rubber shell
  • Soles: Chain-tread rubber outsole
  • Use case: Fall and winter casual, rain, and mud

Shop Duck Boot Options

Boots Compared

Product Name & Style Why It Stands Out Quick Link
Amberjack The Chelsea
Chelsea
Modern Chelsea optimized for comfort Shop
Clarks Desert Boot
Chukka
Iconic suede comfort for daily wear Shop
L.L.Bean Duck Boot
Weather Boot
Go-to for rain and snow Shop

Conclusion: Curating Your Perfect Shoe Collection

Navigating the world of men’s footwear is a journey of understanding context, appreciating craftsmanship, and defining personal style.

As we have explored in this guide, every shoe has a story, a purpose, and a place within the spectrum of formality. By mastering the core principles of style, material, and color, you are now equipped to make informed decisions, building a collection that is not just stylish but also practical and enduring.

Panoramic Of Taft Shoes

The key to a successful shoe wardrobe is not sheer quantity, but strategic selection. A few well-chosen, high-quality pairs will serve you far better than a closet full of mediocre, occasion-specific footwear. For the man starting to build his collection, the path is clear:

  1. Start with the Workhorse: Your first investment should be a versatile dress shoe that can handle the majority of your professional and social needs. For a business casual environment, a Dark Brown Leather Derby is an unbeatable choice for its versatility. If your profession requires a suit, a Black Cap-Toe Oxford is the non-negotiable foundation.
  2. Master Smart Casual: The second acquisition should be a shoe that excels in the vast space between formal and casual. A classic Penny Loafer in brown or burgundy is the perfect candidate, ready for the office on Friday and brunch on Sunday.
  3. Conquer the Weekend: The third essential pair is a high-quality, minimalist Casual Sneaker. A clean white or black leather sneaker offers supreme comfort and a modern aesthetic that pairs with everything from denim to a casual suit.
  4. Expand with Boots: Once this foundational trio is in place, expand your collection based on climate and lifestyle. A sleek Chelsea Boot or a versatile Chukka Boot is a logical next step, adding rugged elegance and practicality for colder or wetter weather.

From this core of four or five essential styles, you can begin to explore more advanced or specialized footwear—a Monk Strap for a touch of flair, a Boat Shoe for summer, or a Brogue for country weekends.

Gaziano Girling Shoes & Leather Bunches

Remember that quality footwear is an investment. A well-made, well-cared-for shoe will not only look better but will last longer and feel more comfortable, ultimately providing better value than its cheaper counterparts. Use this guide as your constant reference, and you will build a shoe collection that is a true and lasting foundation for your personal style.

Shoe & Occasion Pairing Matrix

For a quick reference, this matrix provides a clear guide to which shoe styles are most appropriate for a range of common dress codes and occasions.

Occasion / Dress Code Black Tie (Tuxedo) Business Formal (Dark Suit) Business Casual Smart Casual Weekend Casual
Opera Pump Best Avoid Avoid Avoid Avoid
Oxford (Patent/Polished) Best Best Appropriate Inappropriate Avoid
Oxford (Suede/Light Color) Avoid Avoid Appropriate Best Inappropriate
Monk Strap Avoid Appropriate Best Best Appropriate
Derby (Blucher) Avoid Appropriate Best Best Appropriate
Brogue Avoid Inappropriate Appropriate Best Appropriate
Penny Loafer Avoid Inappropriate Best Best Appropriate
Bit/Tassel Loafer Avoid Inappropriate Appropriate Best Appropriate
Chelsea Boot (Dress) Avoid Appropriate Best Best Appropriate
Chukka Boot (Dress) Avoid Inappropriate Appropriate Best Appropriate
Desert Boot Avoid Avoid Avoid Inappropriate Best
Boat Shoe Avoid Avoid Avoid Inappropriate Best
Driving Shoe Avoid Avoid Avoid Inappropriate Best
Sneaker (Minimalist Leather) Avoid Avoid Inappropriate Appropriate Best

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