Navigating the world of men’s fashion can feel like venturing into uncharted territory, but mastering the basics of dressing sense for men can transform this challenge into an exciting journey of personal expression. From timeless rules to experimental flair, the essence of men’s style lies in blending tried-and-true advice with individual preferences.
Embracing a good fit, investing in quality pieces, and valuing versatility form the cornerstone of impeccable fashion sense. Yet, the true joy of fashion is found in experimentation—discovering what resonates with your unique style and comfort.
This guide is your map to confidently explore and refine your sartorial path. Here, we delve into 15 men’s fashion rules we should all know to enhance their fashion game.
The Art of Wearing a Suit
A well-fitted suit is a non-negotiable cornerstone of any man’s wardrobe. If you’re opting for off-the-peg options, focus on the fit across the shoulders. Adjustments to the chest and waist are relatively simple but crucial. According to Davide Taub, head of bespoke suits at Gieves & Hawkes, “Be cautious about wearing a period suit unless you’re pursuing a total period look; it starts to look like a novelty in isolation.”
Classic is best—dark, two-button, single-breasted with moderate details. “It’s not boring. A suit is a uniform. The idea is to use this suit as a canvas to build individuality around. It’s the way you wear it, not the label inside, that impresses.”
Choosing the Right Timepiece
“A watch is like a piece of art,” says Don Cochrane, managing director of Vertex. Choose a watch you love, not just for potential resale value. Watches are personal; they mark your journey through time. Aesthetic, functional, rugged sports models fit any outfit and endure everyday wear. Comfort and proper sizing are key—40mm is the ‘Goldilocks’ size for most wrists.
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Tissot T-Classic PRX (Goldsmith)
Embrace Color in Your Wardrobe
Colour can be intimidating, but it shouldn’t be. Whether it’s casual or formal, adding a bit of colour elevates your look. “Most men are unjustly scared of it,” says Oliver Spencer. A green suit can look particularly sharp, while mustard, pinks, greens, and brighter blues are versatile choices. Remember, less is more—one colourful garment is enough to make a statement.
Messina Knit Polo – (We are Bound)
Breaking in Your Jeans
Jeans are a staple, and their most useful cut is ‘slim-tapered’. “It’s wider in the thigh for comfort, but narrows for a sleek look,” says Alex Mir of Forge Denim. Opt for dark, raw denim over pre-distressed options. “The pleasure of denim is that it ages with the way you wear it.”
The 1991 Straight-Leg Jean (Made Well)
Maintain Your Wardrobe
Caring for your clothes is crucial. Use wooden hangers and shoe trees for your best items, and ensure your suit is dry-cleaned and pressed. Regularly wash your clothes, avoid tumble drying, and polish your shoes. Establish a grooming routine—brush your hair, cut your nails, and remember that the devil is in the details.
Simplify Your Underwear Choices
Underwear should be comfortable and simple. Avoid novelty prints—they’re not for grown men. As Emma Willis notes, “Your underwear is not the place to express your ‘personality’.” Opt for classic styles like cotton boxer shorts or boxer briefs. They withstand repeated washing, breathe well, and are comfortable against your skin.
Invest in Quality Footwear
Shoes are an investment. “Timelessness is about simple design,” says Tim Little of Grenson. Avoid fussy designs and opt for classic styles like the Jumper boot or classic brogues. Quality shoes should last 15 years or more. Remember, the shape of the toe matters—round never goes out of fashion.
MR P Scott Polished-Leather Loafers (Mr Porter)
Master the Art of Minimal Accessories
Accessories can add individuality, but use them sparingly. “It’s best to harmonise with what you’re wearing by picking out a colour or two,” says Michael Hill of Drake’s. Avoid overmatching and opt for understated elegance. When in doubt, less is more.
Latif – Thin Sterling Silver Braided Ring (Ninetwofive)
Know Your Style
True style comes from wearing what genuinely suits you, not what you think you should wear. Authentic style icons go their own way with confidence. Dress in a way that feels like a second skin, not a costume.
Dress Appropriately for the Occasion
Style is about self-expression and appropriateness. Understand the setting—whether it’s a formal dinner or a casual day out—and dress accordingly. Overdressing shows respect for the occasion and your comfort.
Invest in Quality Eyewear
Eyewear is a crucial accessory. “People spend an average of seven minutes picking a pair that will define them for years,” says Tom Davies. Choose glasses that complement your face shape and feel comfortable. Invest in quality frames that will last.
Ray-Ban RB4165 Justin Sunglasses (Amazon)
Select Versatile Outerwear
Modern outerwear should be lightweight, breathable, and protective. Adam Cameron of The Workers’ Club suggests thinking of a coat as your final layer. A versatile field or bomber jacket is a good all-rounder, but for formal occasions, a short mac is ideal.
Own a Dinner Suit
Owning a well-fitted dinner suit is a worthy investment. “With hiring, there’s the risk of looking childlike in an oversized ensemble,” warns Toby Lamb of Richard James. Opt for a classic midnight blue, single-breasted suit with satin lapels and trousers.
Stick to Classic Shirts
A well-pressed shirt can elevate any outfit. James Cook of Turnbull & Asser advises sticking to classic styles. Avoid bold patterns unless you can carry them off. A semi-cutaway collar works with or without a tie and sits properly under a jacket.
Learn When to Break the Rules
While it’s important to understand dress codes, knowing when to break them is equally vital. “We can get too hung up about rules,” says Drake’s Hill. Fashion evolves through experimentation, so enjoy the freedom to make mistakes and find your unique style.
Conclusion
Understanding and mastering men’s fashion is about more than just following rules. It’s about finding what works for you, experimenting with styles, and embracing your unique sense of fashion. By investing in quality pieces, caring for your clothes, and knowing when to bend the rules, you can develop a style that is both timeless and personal.
Embrace these fashion tips and transform your style into a confident expression of your identity. Whether you’re dressing up for a formal event or keeping it casual, these guidelines will help you navigate the dynamic world of men’s fashion with ease and sophistication.
