Dressing Your Age: Fifties (50s)


In this article, we progress into the next decade of our ‘Dressing Your Age’ series – FashionBeans quest to create a stylish world for generations to come. When the fiftieth birthday looms, the general reaction is one of dejection and despair – but despair not loyal FashionBeans reader! Read on and learn how to brush off the dust, blow the cobwebs away and re-house the spiders for good. A fresh approach to dressing will keep you looking and feeling better than you thought possible. That is underlying ethos of this series; to not only keep you looking the best you can, but also feeling your very best. With such an approach it’s important to say that these articles can be treated with a pick-and-choose mindset. Just moved away from bustling city life to that dream beach hut in the sun and never want to see a tie again? See our advice on casual wear. Reached the top of the company? Take a look at our advice on suits. Apply the advice that relates best to you – your comfort level and personal style. I guarantee that it will keep you feeling top notch for years to come.

The Fifties

As always with a man’s wardrobe, many of the clothes from the previous year can look fantastic. With this in mind, take another look at our 40s article, as many of these tips can translate perfectly here too. The difference when reaching the 50s comes from knowing how to turn things up in the style stakes, without looking too garish or like last year’s decomposing boy band. Keep thinking about style rather than fashion, understatement more than statement pieces and always think, ‘What would Jagger do?’.

Fifties Lookbook

Mick Jagger would start off by looking at the following lookbook for inspiration. He would probably say that although the models here are potentially thirty years younger than yourself, using the pick-and-choose approach discussed earlier, individual items can easily be interpreted into a look for the 50 year old. Thanks Mick.


The Importance Of Health

Before we jump enthusiastically into Wardrobe Tips, I’m going to dampen that enthusiasm slightly with a comment that was posted by FashionBeans reader James on the recent 40s article;

“I’m 54 now and if I could give one piece of advice to the 40 year olds is stay fit. Clothes look great on a well proportioned body. Over time its easy to accumulate weight and your choice of clothes won’t matter. Models and street style blogs all feature trim figures regardless of age.”

I totally agree with James. Staying in shape will always mean looking good, healthier and keep you feeling better. Although James aims this advice to those in the 40s, I would argue that there is no time like the present and that with some guidance, 50 could be the time to get healthier than before.

Wardrobe Tips

However, telling you how much metal you should be lifting up and down isn’t my expertise and frankly, is not what you expect of me. So let’s get to the good stuff – those all important wardrobe considerations you should be making when you hit the big five ohh. Note: Before we start, you will notice that throughout this article there are plenty of picks from high street stores that you wouldn’t necessarily associate with the older male. Of course, we would all like to think that we will be financially comfortable when we reach 50 but in today’s society, this isn’t a guarantee. The high street can still be shopped by men in their 50s, the key is to look for quality and avoid obvious branding. Topman, AllSaints and the like can still provide for men your age, you just need to be a little more considered. In addition, with the progression of online shopping, you don’t even need to step into a store with all those little whippersnappers either! Alternatively, if you cannot get your head around this concept, or simply want to move away from these ‘younger’ brands, there are definitely retailers on the high street that can deliver contemporary clothing for the maturer male. Think M&S (very underrated), Next, Burton, Reiss and the like.

Formal Wear
Roll Up, Roll Up!

There is nothing quite like a rollneck to keep everything looking mature, age appropriate and contemporary. They were all over the recent autumn/winter runways, and the rollneck is a piece that can be worn comfortably by both someone in their 50s and the trend following youth. A rollneck can also be a great way of injecting colour into an outfit, as they come in such a rich range of colours and textures. A thin, colourful rollneck can look effective under a shirt, whilst a thicker, woollen piece will be excellent on its own for winter. However, be sure that the rollneck doesn’t make you look like you have a neck with rolls on it! The rollneck works best on a slender frame but will also look excellent on an athletic build. They can definitely work well on larger build men, but you need to be sure that the neck is not too tight – try a looser chunky knit rather than a thin, clingy merino version. Just be sure to experiment and see how you feel.

  • Reiss Mason Merino Turtle Neck SteelReiss Mason Merino Turtle Neck Steel
  • Yves Saint Laurent Rollneck Wool SweaterYves Saint Laurent Rollneck Wool Sweater
  • Ralph Lauren Roll-neck Wool JumperRalph Lauren Roll-neck Wool Jumper
  • Allsaints Coast Funnel Neck JumperAllsaints Coast Funnel Neck Jumper
  • Gant Roll Neck JumperGant Roll Neck Jumper
  • S.n.s. Herning Tonus Rollneck Ribbed Wool SweaterS.n.s. Herning Tonus Rollneck Ribbed Wool Sweater
Keeping It Chic

Unfortunately, it’s time to move away from the beloved blazer – if only slightly. A blazer can work well into the forties and normally look more casual than a suit jacket; however, perhaps changing to a casual suit jacket will look more effective once changing the decade. The blazer can stay in the wardrobe and be worn on sunny days with casual white jeans, but only if you have the figure to complement it. If you’re unsure, make the move to the casual suit. Pastel colours are the best way to make a suit jacket look much more casual, whilst at the same time showing you youthful flair. Be sure to stay away from bold colours or designs as these will make you look older. That being said, be prepared to try different textures and designs to keep a varied and interesting wardrobe. Look at tweed, linen, herringbone; one, two and three buttoned suit jacket; and interesting cuts such as double breasted and shawl necks. Varying the colours will stop everything looking too similar and cover a wide variety of occasions.

  • Ted Baker Frablay – Riviera Tailored JacketTed Baker Frablay - Riviera Tailored Jacket
  • Reiss Irving B Fashion Two Button Notch Lapel Jacket Airforce BlueReiss Irving B Fashion Two Button Notch Lapel Jacket Airforce Blue
  • Reiss Alix Faux Double Breasted Blazer NavyReiss Alix Faux Double Breasted Blazer Navy
  • Topman Tmd Stone Stripe Double Breasted Suit Jacket Topman Tmd Stone Stripe Double Breasted Suit Jacket
  • J.crew Ludlow Herringbone Linen BlazerJ.crew Ludlow Herringbone Linen Blazer
  • Ralph Lauren Black Label Anthony Wool And Cashmere-blend Sports BlazerRalph Lauren Black Label Anthony Wool And Cashmere-blend Sports Blazer

So, What do you wear with this casual jacket? Firstly, disregard the thought that matching trousers must be worn with the jacket. This could actually make you and your outfit look stagnant and mechanical. Why not try a camel jacket with deep blue trousers? A good tip on choosing a different colour trouser to match a jacket is to look at the lining. Normally a jacket’s lining will complement the jacket’s colour, so why not adapt this shade to the trousers? A degree of common sense should be used here; a neon blue inner lining might not make complementary trousers. A sure winner will always be white trousers/jeans in summer and camel suit trousers/chinos in autumn. These colours will go with most jackets and will look comfortable with a luxurious pair of brown leather shoes.

  • Dockers Stone Classic Twill D1 Straight ChinosDockers Stone Classic Twill D1 Straight Chinos
  • Trousers In Smooth Cotton Springer By Boss SelectionTrousers In Smooth Cotton Springer By Boss Selection
  • Billy Reid Straight-leg Camel Hair Suit TrousersBilly Reid Straight-leg Camel Hair Suit Trousers
  • Reiss Senator Slim Casual Trousers PuttyReiss Senator Slim Casual Trousers Putty
  • Ralph Lauren Black Label James Straight-leg Cotton-blend ChinosRalph Lauren Black Label James Straight-leg Cotton-blend Chinos
  • Alexander Mcqueen Slim-fit Cotton-gabardine TrousersAlexander Mcqueen Slim-fit Cotton-gabardine Trousers
  • Topman Grey Herringbone Skinny Suit TrousersTopman Grey Herringbone Skinny Suit Trousers
  • Shades Of Grey By Micah Cohen Btm630 Grey TrousersShades Of Grey By Micah Cohen Btm630 Grey Trousers
  • Billy Reid Tweed Wool Suit TrousersBilly Reid Tweed Wool Suit Trousers
Casual Wear

Casual wear can often be the downfall of the otherwise stylish male. It is often a contentious point due to there being many variables that effects what works for your body type. Height, personal style, weight, occasion – far more can go wrong than our earlier look at suiting. Here are some quick pointers to keep you looking stylish at the beach and the bar.

In Contrast

A good investment to make is the (very much on trend) contrast-collar shirt. These will make you look youthful, fashion forward and can be taken from the office’s desk to the resort’s cocktail bar. A bright blue shirt with a white collar will bring colour under a formal, midnight-blue suit and look sophisticated and professional. To make that move to the sun, lose the tie, undo the top button(s) (never any more than two) and wear with some cotton or linen stone trousers under a soft-shouldered, tan jacket. These shirts are a great investment as they are suitable for many occasions, so be sure to buy one that is fitted well to your body.

  • Topman Blue Contrast Collar OxfordTopman Blue Contrast Collar Oxford
  • Business Shirt With A Winchester Collar Jonne By Boss BlackBusiness Shirt With A Winchester Collar Jonne By Boss Black
  • Burberry London Radley Striped Contrast-collar ShirtBurberry London Radley Striped Contrast-collar Shirt
  • French Connection Darkroom Stripe ShirtFrench Connection Darkroom Stripe Shirt
  • Ralph Lauren Purple Label Striped Shirt With Contrast CollarRalph Lauren Purple Label Striped Shirt With Contrast Collar
  • Boss Black Man Contrast Slim Fit ShirtBoss Black Man Contrast Slim Fit Shirt
Who Wears Short Shorts?

Shorts become a garment that divide opinion when we get older. I think that a nice pair of fitted shorts can work well when worn by someone with a more athletic build, but might work negatively on a larger or thinner male. Take a look at our article on Nick Wooster to see how the shorts can look their very best at an advanced age. Wear with a simple t-shirt under a light jacket. Be sure to keep the length to slightly above or below the knee, never higher.

  • Topman Stone Blue Tick Stripe Tailored ShortsTopman Stone Blue Tick Stripe Tailored Shorts
  • Levis Dove Grey Waterless ShortsLevis Dove Grey Waterless Shorts
  • Flat Front ShortsFlat Front Shorts
  • Reiss Sammy Tailored Shorts LatteReiss Sammy Tailored Shorts Latte
  • Folk Tom Blue ShortsFolk Tom Blue Shorts
  • Jil Sander Double-pleated Cotton-blend ShortsJil Sander Double-pleated Cotton-blend Shorts

Unfortunately, trainers can look plain wrong on the maturer male. Even if you keep the design minimal and in leather, it can still look like you are trying too hard to recapture your youth. However, with the way men’s fashion has progressed recently, you have a readymade alternative; the suede shoe. Perfect for casual outfits, suede produces a relaxed yet refined aesthetic that will instantly bring all of your weekend looks up a notch. Every shoe style imaginable can now be purchased in suede, so it is up to you to pick your poison – are you a loafer kind of guy? Or more of a Buck man? Either way, these are the perfect substitute for your beloved Converse. In terms of colour, you can’t go wrong with a timeless brown suede pair. However, don’t be afraid to look at beige, tan or navy – all of which still look chic, but will make an effortless statement within any outfit you choose to integrate them into.

  • Alexander Mcqueen Suede Tassel LoafersAlexander Mcqueen Suede Tassel Loafers
  • Paul Smith Shoes & Accessories Blake Suede Penny LoafersPaul Smith Shoes & Accessories Blake Suede Penny Loafers
  • Polo Ralph Lauren Buckley Slip-on LoafersPolo Ralph Lauren Buckley Slip-on Loafers
  • Reiss Hayling Suede Brogue Light GreyReiss Hayling Suede Brogue Light Grey
  • Sanders Navy Suede Crepe Archie Gibson ShoesSanders Navy Suede Crepe Archie Gibson Shoes
  • Grenson Finlay Chocolate Suede ShoesGrenson Finlay Chocolate Suede Shoes

We looked at hats in the 30s, gloves and scarves in the 40s and now we move to the new must-have; the bag. Bags weren’t frequented on male catwalks until relatively recently, but now they get reinvented each and every season. For many, a bag isn’t part of an outfit; it’s just a device for carrying a few essentials. But the right bag for the right occasion can complement an outfit and elevate it higher. If you’re thinking that you have one bag that you love and wouldn’t like to fork-out the money for another, I’d simply say; Well I hope you’re not taking that canvas backpack to the office meeting…


A good holdall will always be a wise choice, but it is best to keep your options open. The traditional briefcase has made quite the renaissance and will bring classic style to the office. Document holders and iPad cases are currently in vogue and with so many different styles available, they are a way of showing some individuality whilst keeping your prized possessions safe. Backpacks should be as far away from the slogan full, ripped-effect, cartooned bags for children as possible! With the amount of elegant options available, there is no excuse for bearing a scruffy, childish bag. Unlike many trend items of clothing, the latest bag trends can be followed in the 50s – keep you looking good and contemporary. Why not grab an on trend tote or the resurging old-school satchel? Purchase them in timeless colours and classic luxury materials and you can’t go wrong.

  • Topman Sportsday Wax Medicine BagTopman Sportsday Wax Medicine Bag
  • Leonhard Heyden Brighton Travel BagLeonhard Heyden Brighton Travel Bag
  • Mulberry Henry BackpackMulberry Henry Backpack
  • Porter Grid Brief CasePorter Grid Brief Case
  • Barbour Chocolate Soft Leather BriefcaseBarbour Chocolate Soft Leather Briefcase
  • Want Les Essentiels De La Vie Ohare Cotton-canvas Tote BagWant Les Essentiels De La Vie Ohare Cotton-canvas Tote Bag
  • Allsaints Coleman Tote BagAllsaints Coleman Tote Bag
  • Burberry Shoes & Accessories Cross Grain Leather Ipad CaseBurberry Shoes & Accessories Cross Grain Leather Ipad Case
  • Bottega Veneta Ipad® Case 56817Bottega Veneta Ipad® Case 56817
Leading By Example: Gary Oldman, Aged 53

GQ’s number 28 in their 2012 best dressed list, Mr Oldman reinforces all the points that we’ve made through this article. The structured casual suit jackets are present, along with suit separates, white ensembles and pastel coloured shirts that show some flair in a non-garish way. Everything is cut well to the body in order to complement Gary’s slender figure. A floaty scarf or ruffled pocket square add some extra texture and character. If he’s good enough for Miuccia Prada…

  • Boss Black Man Helge ShirtBoss Black Man Helge Shirt
  • Crombie CoatCrombie Coat
  • Reiss Dynamic Double Breasted Blazer With Patch Pockets BlackReiss Dynamic Double Breasted Blazer With Patch Pockets Black
  • Horiyoshi The Third Phoenix-print Silk And Cashmere-blend ScarfHoriyoshi The Third Phoenix-print Silk And Cashmere-blend Scarf
  • Austin Reed 110th Anniversary Silk HandkerchiefAustin Reed 110th Anniversary Silk Handkerchief
  • Asos Oxford Derby ShoesAsos Oxford Derby Shoes
Some Things To Avoid
Getting Stuck

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