Dressing Sharp in Your 60s: A Man's Guide to Timeless Style

So, you’ve hit the big 6-0, and you’re wondering how to navigate the world of fashion without looking like you’re trying too hard or not trying at all. The key is to balance timeless classics with a touch of modern flair.

With that said, there is one distinct advantage that guys in the 60s have over other guys when it comes to choosing how to dress. There’s a general sense in the culture that men of a certain age have earned the right to pass on the what’s-in-style-this-year, how-do-I-stay-fashionable, does-this-outfit-make-me-look too thin/fat/silly questions that younger guys must address.

Melissa Slavick,  lead stylist of Taelor

“Dress however you want to dress! Choose whatever you're comfortable in and whatever is going to make your personality shine.”

- Melissa Slavick, lead stylist of Taelor

Melissa says that there’s simply no hard-and-fast rules for style as a guy ages. “I know 60-year olds that are just so energetic, so outgoing, and they are OK with color prints and bright colors and things like that,” she said. “Or, if you're more like, like my father in law, who's an ex-Marine, and very, like ‘straight’. Then those Oxford shirts and pressed chinos are what he's comfortable in.”

Scott Shapiro, another Taelor stylist, agrees that older guys get a pass on much of the style wars.

“Dress the way you want. You’ve earned it,” he said.

Scott also points out that older guys today often turn out to be surprisingly fashion-forward. Clothes that senior men choose have a way of becoming popular among younger men. As evidence, Scott points to the sudden popularity in recent years of New Balance sneakers, once seen as suitable only for elderly mall walkers. Similarly, one of the most stylish aesthetics of this year is the look called "The Eclectic Grandpa."

But while “Be Yourself” is always worthwhile advice, we’d be remiss if we didn’t remind men in their 60s of a few key concepts if they wish to dress well, look sophisticated and feel confident.

Embrace the Classics

1. Invest in Quality Pieces

In your 60s, it’s all about quality over quantity. Invest in well-made, timeless pieces that will last. Think classic tailored suits, well-fitted blazers, and high-quality trousers. These items not only look sharp but also stand the test of time.

2. Opt for Neutral Colors

Neutral colors like navy, gray, and beige are your best friends. They’re versatile, flattering, and exude a sense of maturity and sophistication. That doesn’t mean you have to avoid color altogether, but use bold colors sparingly to add a pop of interest. For instance, a well-placed burgundy tie or a forest green pocket square can elevate your look without overpowering it.

Modern Yet Age-Appropriate

3. Update Your Casual Wardrobe

Gone are the days when being in your 60s meant retiring to ill-fitting jeans and oversized t-shirts. Modernize your casual wardrobe with well-fitted jeans or chinos paired with smart casual shirts. Opt for straight or slightly tapered jeans for a contemporary look. Brands like Levi’s and Bonobos offer a variety of fits that are both comfortable and stylish.

4. Layer Smartly

Layering is a great way to add depth and interest to your outfits. Think V-neck sweaters over button-down shirts, or lightweight cardigans over polos. Not only does layering look stylish, but it’s also practical for adapting to changing temperatures. Stick to lightweight, breathable fabrics to avoid looking bulky.

A male model wearing a Bonobos pink swordfish print shirt

Accessorize with Confidence

5. Subtle Accessories

Accessories are a great way to showcase your personality and add a touch of flair to your outfits. However, the key is subtlety. A stylish watch, a pair of classic cufflinks, or a tasteful belt can enhance your look without overwhelming it. Avoid overly flashy or trendy accessories that can appear out of place.

A close-up of a man adjusting his cufflinks

6. Hats for Style and Function

A well-chosen hat can add a lot of character to your outfit while providing practical benefits like sun protection. Opt for classic styles like fedoras, flat caps, or even a stylish straw hat for the summer. Brands like Stetson and Goorin Bros. offer a variety of options that are both stylish and age-appropriate.

A stylish man wearing a flat cap
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Grooming: The Finishing Touch

A man getting a haircut on the left and a man with glasses smiling at the camera on the right

7. Maintain Your Grooming Routine

Good grooming is essential at any age, but it becomes even more important as you get older. Regular haircuts, maintaining facial hair, and taking care of your skin can make a significant difference in your overall appearance. Consider using products designed for mature skin to keep it looking healthy and fresh. Also, remember that in your 60s things that required very little attention years ago require considerable attention now. Ear hair is the chief culprit. But unwanted hairs pop up in all sorts of inconvenient spots as you age.

8. Eyewear That Suits You

If you wear glasses, choose frames that complement your face shape and personal style. Classic styles like rectangular or round frames in neutral colors tend to be universally flattering. Brands like Warby Parker offer a wide range of stylish and affordable options. Remember too that older guys need to pay strict attention to protecting their eyesight. Age-related macular degeneration is a plague among older guys. So get your eyes tested every year and wear whatever level of sun-protection the optometrist suggests. 


Dressing well in your 60s is all about embracing timeless styles, investing in quality pieces, and adding a touch of modern flair. By focusing on fit, quality, and subtle accessories, you can create a wardrobe that exudes confidence and sophistication. Remember, it’s not about trying to look younger; it’s about looking your best at any age. So, embrace your 60s with style and confidence, and let your wardrobe reflect the distinguished man you are.

Want some help finding clothes that will make you the best possible version of you? Let Taelor help. Taelor is a menswear rental subscription service dedicated to helping men look their best when it matters most. Our styling service, powered by a human stylist and assisted by artificial intelligence, finds the clothes that help you win – at work, on a date, at a party, or wherever you spend your time.

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