Dressing for Your Age: How to Dress Well in Your 50’s

Kathlyn Angeles —  May 4, 2017

If you browse through fashion magazines today, the chances of seeing pictures of mature men are very slim. Most models are in their 20s, sporting short jackets with slim lapels, slim suit with short legs and skinny jeans. There is very little inspiration for mature men who want to dress well in their 50’s.

Your 50’s are a great decade to dress sharp. Although there are no specific rules on how to dress well in your 50’s, there are some things you need to remember if you want to stand out in the crowd.

Whether you’re in your 50’s looking for some guidelines on how to dress your age or a man in his 40’s preparing for his future, we have put together some fresh approaches on how to dress well in your 50s. Follow these tips to keep feeling and looking better than you thought possible.

Experiment with the classics

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As you move from one decade to another, embrace the opportunities to try different styles. There is no one right look for men in their 50’s. Don’t be afraid to expand your closet when you need to.

Look through your closet for good staple pieces. You’ve got a good 20 or 30 years of accumulated clothing to work with. Chances are you’ve already got the backbone of a sharp style in there. Anything that fits well can be used to sharpen up your image.

If you have worked in the corporate world for a few decades, odds are you have a decent collection of collared shirts, which can form the backbone of a varied wardrobe. Slacks are just as comfortable as jeans, but it has that little crispness to it. Dress well in your 50’s and get those back into rotation. Wear them on regular days instead of opting for sweatpants and jeans. In fact, we recommend that you wear them as often as you wear jeans. Also, try to update your wardrobe as trends change. You wouldn’t want to fall into a rut.

Dress smart

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The older you get, the more likely are people to ignore you. Where you were valued before, now, nobody looks at you twice. Don’t let them. That old adage that says men looks better with age is true. You’ve still got it. You can dress sharp past the age of 50. Remember, style is not restricted by age.

Now that you’re older, people expect you to be a little more serious. But dressing well in your 50’s doesn’t mean you should give up on the casual style. Of course, no one is expecting you to wear a suit wherever you go. There are days when you need more relaxed, comfortable clothes. Unfortunately, the casual wear is often the downfall of mature men.

For days when you want a more casual style, wear khakis and chinos instead. They’re great alternative for jeans. Pair your khakis with a sweater or jacket. You don’t have to stick with monochromes. Feel free to wear windowpane checks, stripes and plaids. Be bold with your patterns and textures. You want to let people know that you’re confident enough to make your own style choice.

Sweatshirts and stretch pants may be comfy, but it gives off a look that says, “I’m done with life”. If you don’t want to be mistaken for a fixed-income pensioner, choose outfits that look like they took a little thought and work. Don’t be one of those men that let his style slide as he ages. Looking sharp is very important for mature men. Avoid anything that smacks of laziness. Dress well in your 50’s. Now is the perfect time to show off the wiser, older, sophisticated man you are.

Fitting is key

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As we age, our body changes in size and posture. The vast majority of your wardrobe may still be in place, but they may not fit as well as they used to in your thirties. Trying to fit into those pieces of clothing will make you look like a crumpled mess.

Now is the perfect time to find a pair of well-fitting pants. If you have several pieces of old gray slacks, you may want to contact your tailor and have them adjusted for a good fit. A good-fitting pair of pants will make you look a million times classier. Believe it or not, it can also shave years off of you.

Do not dress like a young man

Most men in their 50’s try their best to look younger. They would get a younger partner and buy a sports car. Well, if it makes you feel like a cool 50-year old man, then that’s fine with us. But what’s frustrating is that some men try to dress like a young man. Not cool!

Can you imagine George Clooney wearing a baggy pair of pants? Of course not! You see, there’s a big difference between dressing like a young man and dressing to appear young. Please steer clear from cherry red chinos, skinny jeans, undone shirt buttons and trainers, which are favored by millennials. They don’t wear well on an older man.

Stick to staple wardrobe items like straight-legged trousers, collared shrits, t-shirts and polo necks. For your shoes, choose suede. Almost every shoe style imaginable is available in suede. Plus, it has a refined yet relaxed aesthetic that will instantly bring all your outfits up a notch.

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Kathlyn Angeles

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