How to dress in your 40s, 50s and 60s for 'comfort without sacrificing style'

Woman shopping and looking in mirror

An expert shares how to dress in every decade

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Sarra Gray

By Sarra Gray


Published: 09/06/2024

- 07:00

The best way to dress is likely to change as you enter each new decade, but you do not need to sacrifice style no matter how old you are

Clothing basics that make you feel comfortable and stylish are fundamental for building a wardrobe you are proud of.

Speaking exclusively to GB News, a stylist shared how to look great if you are in your 40s, 50s or 60s.


Classic and versatile pieces will be your best friend in later years, according to a renowned figure in luxury fashion and co-founder of Monfrère Steven Dann.

He shared how you can incorporate this into your style depending on your age.

Woman clothes shopping

Build a wardrobe with strong foundations

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Dressing in your 40s

Steven said: "In your 40s, focus on building a wardrobe with a strong foundation of well-tailored essentials like great blazers, trousers and dresses.

"Shoes and accessories can be where longevity is challenged, so here's where you should take more risks. Investment pieces pay off, elevating your everyday look with an air of sophistication suitable for both professional settings and casual outings."

Dressing in your 50s

He added: "Moving into your 50s, comfort becomes more important for some, but that doesn’t mean sacrificing style. Look for pieces that blend comfort with elegance - think cashmere sweaters, silk blouses and well-fitting denim.

"Accessories play a key role here; choose statement pieces like bold watches or distinctive jewellery to add a personal touch to your outfits."

Dressing in your 60s

"In your 60s, continue to emphasise classic styles but keep an eye for details that offer a modern twist," the expert explained.

"It’s about balancing timeless appeal with current elements to create a look that respects your age and is vibrant.

"Layering works wonderfully, as do subtle prints and rich textures that add depth to your outfits without overwhelming them."

Woman styling outfit

Women can be stylish and comfortable 

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The golden rule when doing this is to pick items that fit well and make you feel confident when you put them on, Steven suggested.

He added: "Ensure that everything you choose fits well and feels right. Your clothing should not only look good but make you feel great - confident and comfortable.

"Remember, true style knows no age, and the best fashion at any stage of life is about expressing who you are in the most flattering way possible."

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