Stylish Over 50: How to Dress in your 50s to Look Young and Sharp

What’s common between Robert Downey Jr., Ben Affleck, Jamie Foxx, Daniel Craig and Hugh Jackman? They’re men over 50 years, who can teach the world a thing or two about style. These fashion icons show us how to dress over 50 with confidence and flair. Here’s how to master style for men over 50.

Color Your World: Embrace Bold Tones

Neutral tones are timeless, but don't shy away from color. Jewel tones and pastels can revitalize your wardrobe, showcasing how to dress over 50 years old with verve. Choose colors that complement your skin tone. For daring patterns, check out our guide on Floral shirts: Make Your Wardrobe Bloom.

Reinvent the Classics: Modern Twists

Classic pieces are staples, but adding modern twists can keep your 50s attire fresh. A white shirt with unique buttons or asymmetrical cuts could reinvent style for men over 50. Pairing classic pieces with contemporary items can create a balanced and chic look. So go ahead and blend those timeless pieces in your wardrobe with contemporary items, like pairing classic loafers with tailored pants.

A white graphic shirt from R2 Amsterdam
R2 AMSTERDAM WHITE GRAPHIC LEAVES CONTRAST FACING SHIRT

Accessory Essentials: Elevate with Elegance

Accessories should enhance, not overwhelm. Scarves, belts, and statement pieces can elevate your look. Modern sunglasses can add a youthful touch, crucial for fashion for men over 50. Choose accessories that reflect your personal style. Curious about belts? Check out our guide here on choosing the right belt.


Men accessories, including belt, sunglasses, and watch

Footwear Fundamentals: Let Comfort Meet Style

Suggested loafers outfits
Image by The Second Button

Comfortable yet stylish shoes are crucial. Ankle boots, loafers, and block heels offer both support and contemporary flair, ideal for dressing over 50. Opt for footwear that combines comfort with style. Penny loafers are a classic choice for 50s attire. Read more in Penny Loafers: Timeless Style for the Modern Man.

Denim Dynamics: The Right Fit

Denim is versatile and youthful. A good pair of dark wash jeans is essential for any casual outfit for a 50-year-old man. Mid-rise or straight-leg styles offer a flattering fit. Pair jeans with a tailored shirt or stylish sweater for a modern look.

Ageless Appeal: Skincare and Grooming

Good grooming and skincare are key to looking young. Focus on hydration and sun protection. Regular haircuts and classic hair styles can enhance your appearance, a crucial aspect of fashion for a 50-year-old man. A glowing complexion can significantly impact how youthful you look.

Confidence is Key: Wear It Proudly

The most important aspect of clothing styles for men over 50 is confidence. Wear what makes you feel good. Confidence radiates and makes any outfit look fabulous.

Embrace Your 50s with Style

Dressing over 50 is about combining sophistication with modernity. Quality fabrics, thoughtful accessories, and the right footwear can elevate your style. Remember, confidence is your best accessory. With these tips, you can look and feel stylish and youthful well into your 50s and beyond.

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For men looking to effortlessly update their style, Taelor offers a convenient solution. With Taelor’s monthly clothing subscription box, you have access to over 300 top brands and can test new styles for weeks before making any commitment to buy. Each box is curated by experienced stylists and comes with professional styling tips to keep you looking your best without the hassle of shopping or laundry. Discover how Taelor can transform your wardrobe and keep you looking sharp and youthful.

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