How A Man Should Dress in His 40s and 50s (2024)

Our guide to how a man should dress in his 40s and 50s will ensure that your middle age is spent stylishly

How A Man Should Dress in His 40s and 50s (1)

Men tend to let their style slip when they hit middle age. A big reason for this is simply not knowing what’s age appropriate. Things that worked at 20 or 30 may now feel inappropriately youthful.

Dressing well in your 40s and 50s is all about striking a balance. The goal is to look stylish without leaning on trends, to look mature without looking boring. To achieve this, there are a few key tips you can follow. Here’s what you need to know.

Avoid Big Logos

As your age increases, the amount of visible branding on your clothing should do the opposite. Big logos and prominent graphics are best left to the young. Teenagers and twenty-somethings get away with it, but garments that don’t need to shout to be heard are a more age-appropriate option.

A big logo on a T-shirt or jumper draws the eye in. It becomes the focal point within an outfit. It’s an effect that can be replicated through intelligent accessorising or the use of pattern and texture. This way, you can still incorporate a focal element into your outfit.

Try wearing a checked flannel shirt in place of a logo T-shirt. It’s still casual and draws the eye, but without any of the unsuitability that comes with loudly branded clothing.

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Approach Sportswear With Caution

Sportswear might have been a big part of your wardrobe when you were younger, but it should be looked upon differently now. Think of it as a tool for a job as opposed to a key part of your everyday style. Sneakers and joggers in the gym? Fine. But sportswear shouldn’t be your default setting out of the gym.

That’s not to say it should be avoided entirely. A smart pair of leather sneakers or a dark navy hoodie here and there can work. The key is to mix sportswear with less sporty pieces to stay looking sharp. For example, a pair of simple, unbranded leather sneakers in white can be dressed up with some navy tailored trousers and a beige knitted crewneck jumper.

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Keep It Classic

Blindly following trends is rarely a good idea. This becomes even more apparent once a man hits his midway years. It is still possible to successfully incorporate select elements from trends here and there, but the best course is to stick to the tried-and-true classics with proven staying power. By doing this you can bypass sartorial pitfalls and always emerge looking good.

It’s easy to curate entire outfits using nothing but classic pieces. For example a grey cashmere crew-neck jumper and navy straight leg denim jeans worn with a pair of brown Derby shoes is likely to look as good in 50 years as it does today.

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Keep Colours Muted

Bold colours are best used sparingly in your middle years. Avoid anything overly bright or brash in favour of subtle, muted tones. If you must wear bright colours, keep it to one statement piece per outfit. Yes, colour adds character, but it can do so in a sensible manner. Autumnal shades such as maroon, burnt orange, brown, tan and ochre work well in the colder months. In the summer, powdery pastels like pale pink and baby blue are the best choice. Neutrals like beige, grey, black, taupe, white and cream are suitable for the entire year.

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Focus On Fit

Perhaps the most important piece of advice for middle-aged men is to get the fit right. It doesn’t matter how much you spend on your clothes, if they don’t hang correctly they won’t look good. A good fit will enhance the best parts of your physique in a subtle way, but it can be tricky if you don’t know what to look for. The easiest way to get it right is to enlist the help of professional services. From creating a custom-made shirt online to visiting your tailor to get your suit into shape, take your cue from the experts to help you achieve your perfect fit.

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How A Man Should Dress in His 40s and 50s (2024)

FAQs

How A Man Should Dress in His 40s and 50s? ›

The key is to mix sportswear with less sporty pieces to stay looking sharp. For example, a pair of simple, unbranded leather sneakers in white can be dressed up with some navy tailored trousers and a beige knitted crewneck jumper.

How should I dress in my 40s and 50s? ›

Invest in high-quality basics like well-fitting jeans, crisp white t-shirts, and classic blazers. Experiment with bold prints, bright colors, and trendy accessories to add interest to your outfits.

How to dress like a man in his 50s? ›

If you're not sure what to buy, go for a trim, two-button jacket with wider lapels and well-tailored, flat-fronted trousers. Give your ties a bit of a refresh, and if you're feeling adventurous, replace those old, tired dress shirts with a cool rollneck jumper.

How should a 55 year old man dress? ›

A 50+ year old man should dress casually in slim-straight jeans or chinos, solid color tees, polos or untucked button up shirts, and tasteful outerwear (like a Harrington jacket, leather jacket or bomber). For shoes, keep it simple with leather boots, casual loafers, or plain leather or suede sneakers .

What shoes should a 40 year old man wear? ›

To avoid that aged and frumpier look, opt out of chunky sneakers and instead go for a more minimal, sleek design. White leather sneakers, suede chukka boots, chelsea boots, brown leather loafers, and lace-up brogues are all great options depending on the occasion.

What type of jeans should a 50 year old man wear? ›

Relaxed and Roomy – But Not Sloppy – Jeans

For a fit that offers slightly more room from hip to leg opening, a relaxed straight leg jean is the perfect option. A relaxed straight leg style is a great pair of jeans for older men that are looking for a pair with more freedom to move and crave a roomier fit.

What should a 50 year old man wear on a date? ›

For example, adding a smart trench coat, pea coat or overcoat to a pair of dark blue jeans, white shirt and black or brown pair of Oxfords will ensure you make a perfect first impression on your date. For extra brownie points, include a statement scarf which matches with the coat – just like Mr Bond.

Should older men wear skinny jeans? ›

While it ultimately depends on personal preference and comfort, skinny jeans might not be the best choice for older men. They can be too tight and uncomfortable. It's often more flattering and comfortable to opt for straight leg or relaxed fit jeans.

What colors are good for older men? ›

While personal style and preference ultimately dictate color choice, older men may want to avoid colors that draw attention in an unflattering way. For some men, this might be bright pinks and reds. Instead, focus on: Neutrals: Colors like gray, navy, black, and beige are always in style and easy to mix and match.

What should I wear in 40s and 50s weather? ›

Cardigans and coats, puffer vests, blanket scarves, beanies, gloves, and earmuffs come to mind. In terms of materials, you want a stock of warming fabrics like wool, leather, and suede, but pieces that are waterproof will also be crucial parts of your seasonal closet.

How to avoid looking frumpy over 40? ›

Here's how to not look frumpy…

Instead, choose clothes that fit well, flatter your body type, and unique features, without being too snug. Also wearing the wrong colors can make your skin look dull and washed out, which will make you look older, sicker, and more tired than you actually are.

What should a 50 year old woman wear? ›

Styling tips if you're in your 50s

Focus on fabrics: “Many women will experience hormonal changes after 50, so the key is to keep cool. I believe the focus should be on fabrics that will keep you cool,” fashion stylist Sharonda Grandberry says. Great fabric options include cotton, chambray, denim and cashmere.

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