How To Dress In Your Fifties


Banish any unwanted thoughts of 'mutton dressed as lamb' - the golden rule for knowing how to dress in your fifties is simply to wear your clothes with confidence. You can still look effortlessly stylish as you get older - the key is knowing what suits you.

Trends come and go, but if you want to master how to dress in your fifties and beyond, invest in a few timeless pieces that will always be in style. A white silk shirt is always flattering, but you could also consider buying an elegant wrap dress, a good leather handbag and a classic pair of boots. If you don't like your arms, find ¾ length dresses and cover-ups - this is a much more flattering length than a full long sleeve.

Not sure where to start? Our fashion team's edit of the styles every fifty-something should snap up will see you looking and feeling great...

Stretch Riding Boot, £325.00, Russell & Bromley

Riding boots are a wardrobe staple. They're both practical and stylish, plus they look great teamed with a whole range of outfits - from wrap dresses to skinny jeans. As you get older, it's important to give your feet some TLC and these weather-resident boots are incredibly comfortable and perfect for busy days. BUY NOW from Russell & Bromley for 325.00 (opens in new tab)

Frida Dress, £99.00, Hobbs

A wrap dress is one of the most flattering pieces of clothing a woman can own. They give the illusion of an hourglass figure (even if you don't have one), by gathering at the side and skimming over your tummy, bottom and thighs. The art-deco print on this dress draws attention to all the right places.

BUY NOW from Hobbs for £99.00 (opens in new tab)

Pink Wool Coat, £475.00, L.K. Bennett

As we get older it's easy to get into a routine of choosing darker colours - especially if you're worried about problem areas. But injecting some colour into your wardrobe will actually lift your complexion! So don't be afraid of experimenting with colour. This stunning pink coat is the perfect piece to throw on top of a neutral outfit, and looks great styled with creams and greys.

BUY NOW from L.K Bennett for £475.00 (opens in new tab)

Wide Leg Trousers, £19.50, M&S

If you don't feel comfortable in tight-fitting bottoms, these wide leg trousers are great for skimming your lower body. Pair them with heels or boots to lengthen legs - for an ultra-flattering, non-clingy fit. Style them with a fitted top, to balance out proportions. BUY NOW from M&S for £19.50 (opens in new tab)

Textured Button Jacket, £111.60, Helen Berman at QVC

This fitted jacket is great for defining your shape on the top half of your body. Pair it with wide leg black trousers and a white blouse underneath for a sophisticated office look.

BUY NOW from QVC for £111.60 (opens in new tab)

Wide Cuff Silk Shirt, £65.00, & Other Stories

A silk shirt is a wardrobe essential - whatever your age. This luxurious silk oozes sophistication and will make any outfit look well put together. BUY NOW from & Other Stories for £65.00 (opens in new tab)

Fringe Detail Leather Loafer, £62.00, Office

You can't go wrong with a nude shoe and these classy loafers look great paired with tailored trousers and back skinny jeans if you're dressing down.

BUY NOW from Office for £62.00 (opens in new tab)

Regent Tote, £325.00, Aspinal London

As we get older most of us opt for black handbags because they are easy to style, but this sleek teal bag will inject some life into your everyday outfits. This contemporary piece is practical for day-to-day activities and looks ultra-chic too!

BUY NOW from Aspinal London for £325.00 (opens in new tab)

Monochrome Gingham Shirt, £32.00, Next

Incorporating prints into your wardrobe will instantly lift your look. Embrace the gingham trend this season with this versatile shirt. It can be paired with a whole range of pieces, so is the ultimate item to fall back on. Style it with jeans for a casual daytime look or tuck it into a high waisted midi skirt for a sophisticated evening outfit.

BUY NOW from Next for £32.00 (opens in new tab)

Elegant Teardrop Earrings, £21.99,

Don't forget jewellery. Big earrings reflect light onto your face - giving you a youthful, radiant complexion. They could be your secret anti-ageing weapon!

BUY NOW from for £21.99 (opens in new tab)