How to dress like an absolute master in your 50s (2024)

So, you've successfully conquered your 30s and your 40s – congrats! Now, it's time to learn how to dress in your 50s.

50 is a good, strong number. You've got a good few stories. You've seen things. You've even got your look and the vast majority of a curated wardrobe in place. Now's the time to put all your learnings (and investment pieces) to good use. One of the most important things when you learn how to dress in your 50s is to make sure that your clothes actually fit right. Go through your existing rotation, and make sure all of it slips on easily. Not just so you look good in them, but also so you feel good in them.

While your experimentation days are probably long over, that doesn't mean you can't have a bit of fun with your menswear. So, in this GQ guide, we'll be going through some of the golden rules of how to dress in your 50s, and a closer look at some of the dudes who are doing it, and doing it well.

How to dress in your 50s

#1: Colour is key

We're not saying you should retire colour from your wardrobe in any way, shape, or form, but if you do want to wear some, go for a more tonal look. We're talking about black, camel, light grey, navy blue, and forest green. If you're feeling a little mysterious, a dash of dark red could do no harm.

It goes without saying, but you should probably avoid anything that's a bit too bright and a bit too bold. Steer well away from acid colours, and while pastels can work in some cases, we wouldn't recommend wearing them all the time. You should also avoid graphics and patterns too. A little logo here and there is fine, but Gucci-level branding is a definite no-no.

#2: Invest to impress

Instead of buying that Harley you'd always promised yourself (and will probably ride approximately twice) or that Porsche that you've dreamt of since your teens (and will probably struggle to get into), use your 50s as an excuse to buy all those wardrobe items you've always wanted, but have never been able to justify.

Whether that's a leather biker jacket, a cashmere pullover, that Prada briefcase, or a whole rail of Savile Row suiting, make sure they're in classic colours that are going to last you for many, many years to come. You probably already have a few watches in your collection already, but this is the decade to finally get that grail.

Burberry Equestrian Knight Cashmere Sweater

#3: Suit yourself

Drainpipe suits with slim lapels are no longer the way forward. If you have any left in your wardrobe, now's the time to filter them out and replace them with something to suit a more mature body shape.

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.

#4: Good genes, good jeans

We sat down with model and good-looking guy Eric Rutherford to chat about how to dress in your 50s. “If I have noticed one item that many men don’t have in their wardrobes, it would a perfect pair of jeans that fit well in a proper length and wash,” says Rutherford. “It's all about finding the right fit for your body. There’s a strong chance that the jeans you wore in your 30s don’t fit the same as when you’re in your 40s or 50s.”

How to dress like an absolute master in your 50s (2024)

FAQs

How do you dress like a 50s person? ›

Usually, people from the 50s opt for cardigans or comfortable sweaters if they are going for a casual look. That should work, but it's not that different from modern simple fashion. Wear a long-sleeve button-down white blouse with a round neckline if you want more style.

What is the best length of dress for over 50? ›

Keep your skirt and dress lengths to the knee or slightly above. Flowy dresses look best if they are mid-calf length. Steer clear of cropped pants — they were an unflattering fashion fad for way too long. Don't show too much skin: too-short skirts and tops that are too low don't flatter anyone.

What should a 57 year old woman wear? ›

Classic styles are always a good idea for mature women. A belted trench coat, button-up shirts, and tunic-length tops will flatter for years to come. Embrace your gray hair. It's a personal choice if you'd like to go gray, and it can be wonderful, just like it was for Susan when she chose to embrace her gray .

What jeans should a 50 year old woman wear? ›

Opt for styles that flatter your body shape, whether it's a classic straight-leg, slim-fit, or bootcut silhouette. Avoid overly tight (skinny jeans) or baggy jeans, as they can be unflattering and uncomfortable. Instead look for a tailored look that skims your curves without being too constricting.

How do I not dress frumpy at 50? ›

Please pay attention to the fit of your clothes and make sure they're the right size for your body. Frumpy clothing often looks shapeless and lacks structure, which can make you look and feel older than you are. Instead, invest in a few well-made pieces that fit you well.

What is the most attractive dress length? ›

No matter your body type, the general idea is to have your dress end at a relatively small part of your leg. For example, at or just below the knee tends to be the most universally flattering skirt length, whereas anything hitting the widest part of your calves can create the illusion of a shorter leg.

How to wear dresses when you have unattractive legs? ›

Wearing a dress depends on your body shape and height. If you are petite, wear maxi dresses that goes below the ankle. If you are tall, a long dress that goes just above the ankle is ok. You can also opt to wear stockings or meshes to cover your legs while wearing a short dress.

Should a 50 year old wear a mini skirt? ›

Age and gender do not define who wears a miniskirt. Yes, a 50 year old woman can wear a miniskirt as such with men as well.

What is the average weight for a 57 year old woman? ›

What's the Average Weight for Women?
Age group (y)Average weight (lbs)
20–39167.6
40–59176.4
60+166.5

What do 60 year old ladies wear? ›

For durability, versatility and pure comfort, it's hard to beat the breezy sophistication of breathable fabrics like cotton, linen and chambray. Lightweight blends are a perfect base for a minimalist wardrobe for a 65-year-old woman. Beyond comfort, these textiles have a beautiful drape and flow on the body.

How do you dress to look sophisticated? ›

Fabrics that portray a sophisticated image are of high quality (or at least appear to be), have a fine weave, a soft pliable hand(feel), little to minimal texture and are matte to a subtle sheen. Think silk, wool, cotton, cashmere, fine velvet, and microfiber. Dressed in these any woman will feel a queen.

How do I look like a chic woman over 50? ›

"A blazer is a non-negotiable essential, and you can never have too many. Wear a black belted blazer with a denim skirt to add a level of chic, off-duty style." "A slouchier blazer also works with go-to's like a white T-shirt and jeans." "A sleek blazer also pairs flawlessly with a silk midi skirt."

How do you dress mature and classy? ›

  1. Classic styles win over trendy items.
  2. Drape in luxury fabrics like cashmere, satin or silk.
  3. Good accessories are important. Sunglasses, watches, handbags, scarves.
  4. Age-appropriate dressing will add to your elegance.

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