Ever wondered what other stylish women over 40 are buying? Well, wonder no longer. In this article you will find all of the most popular stylish clothes, shoes and accessories that 40plusstyle readers have chosen during the past year.

And, the good news is these are classic styles that are still available now and which will definitely still be on-trend for many seasons to come. Did you opt for any of these styles over the past year?

Below you will find the best buys from 2019 that you will want to wear in 2020 and beyond.

The most stylish clothes of the year: Shirts

It’s no surprise that the most popular shirt styles of the year featured classic prints that will never date.

You can wear a striped shirt or a plaid shirt for many years to come, making it a great investment.

stylish clothes including shirts for 40+ women | 40plusstyle.com

BP. plaid boyfriend shirt

stylish clothes including striped shirts | 40plusstyle.com

Treasure & Bond stripe boyfriend shirt

Stylish clothes: Blouses and tops

The most popular blouses and tops of the year were wrap styles, tunics and those made of natural fibres such as silk.

A wrap style is always a beautiful, flattering choice for all figures, as the v-neck can elongate while the belt can show off your waist.

This style can be a particularly good choice for the hourglass figure, but can also look wonderful on most other body shapes.

Stylish clothes for women over 40 - Halogen faux wrap blouse | 40plusstyle.com

Halogen faux wrap blouse

A tunic is another classic choice that is a great option for the apple shape, and which can be worn over leggings or skinny jeans.

There are more ideas in this article on how to wear leggings.

Stylish clothes as chosen by 40+ women | Gibson cross front tunic blouse | 40plusstyle.com

Gibson cross front tunic blouse

If you are investing in a new white shirt, you could always make it a silk one to add a touch of luxe to any outfit. This white silk blouse from Vince was a popular option among 40+ Style readers.

Vince slim silk blouse | 40plusstyle.com

Vince slim silk blouse

If you are looking to hide a tummy (or even if you’re not) a draped top is always a good option.

Wrap tops are among the most popular stylish clothes chosen by 40+ women | 40plusstyle.com

Bobeau faux wrap knit top

the most chosen stylish clothes of the year - NYDJ pleat back blouse | 40plusstyle.com

NYDJ pleat back blouse

Stylish clothes: The most popular jeans you bought over the year

Finding the perfect pair of jeans can be akin to finding the Holy Grail, but there are some great choices below as worn by stylish 40+ readers.

NYDJ (Not Your Daughter’s Jeans) is one of my own favorite brands as these jeans do exactly what they say they do. They’re not made to fit teenage bodies. Instead, they are especially designed for older women with curves.

NYDJ straight jeans | 40plusstyle.com

NYDJ straight jeans

Another popular brand among women over 40, 50 and beyond this year was Joe’s, which prides itself on having a perfect fit for everyone. There are plenty of high and mid-rise styles designed to flatter curvy figures.

Jeans are among the stylish clothes chosen by women over 40 | 40plusstyle.com

Joe’s bootcut jeans


As well as jeans, the pants in your closet can form the basis of a capsule wardrobe. 40+ women have opted for classic styles including slim leg black pants which will go with all of your other stylish clothes.

stylish clothes including pants for women over 40 | 40plusstyle.com

Eileen Fisher slim ankle pants

Leith high waist slim pants are among the most stylish clothes of the year | 40plusstyle.com

Leith high waist slim pants


Comfy yoga pants were also on many women’s shopping lists for 2019, as well as black leggings and edgier leather or pleather leggings.

Uniqlo Heattech leggings | 40plusstyle.com

Uniqlo Heattech leggings

the most chosen stylish clothes of the year - Zella high waist pants | 40plusstyle.com

Zella high waist pants

SPANX faux leather leggings | 40plusstyle.com

SPANX faux leather leggings


Depending on where you are in the world, shorts weather may well be over for you, at least for a few months.

But, if you want to plan ahead, or you are heading on vacation, it can be hard to find a pair of shorts which isn’t too, well, short.

These shorts by NYDJ are the perfect length.

NYDJ roll cuff shorts are among the most stylish clothes options this year | 40plusstyle.com

NYDJ roll cuff shorts


When it comes to dresses, you really can’t go wrong with a classic wrap style, and this was definitely the most popular option for 2019.

A true classic, the wrap dress was invented in the 1970’s, and it simply doesn’t date. That’s because this style flatters every figure. For an even more flattering option, you could opt for a wrap style with ruching or draping.

Tommy Bahama wrap dress | 40plusstyle.com

Tommy Bahama wrap dress

the most chosen stylish clothes of the year - Karen Kane faux wrap dress | 40plusstyle.com

Karen Kane faux wrap dress


Of course, you don’t have to stick to dresses, and plenty of 40+ women have been snapping up jumpsuits to wear for everything from parties to work this year.

Eliza J mesh and velvet jumpsuit | 40plusstyle.com

Eliza J mesh and velvet jumpsuit

Eliza J cap sleeve wide leg jumpsuit | 40plusstyle.com

Eliza J cap sleeve wide leg jumpsuit


The most popular sweater styles of the year were those which featured luxurious cashmere or cashmere blends, as well as sweaters styles with asymmetry.

the most chosen stylish clothes of the year - NIC + ZOE fringe sweater | 40plusstyle.com

NIC + ZOE fringe sweater

Caslon dolman sweater | 40plusstyle.com

Caslon dolman sweater

Stylish clothes including cashmere sweaters for women over 40 | 40plusstyle.com

J.Crew crewneck cashmere sweater


A moto jacket will never date, and plenty of 40+ readers decided to invest in one over the past year.

Popular options were classic black as well as softer color pathways such as taupe. Other coat styles that you invested in this year included classic wool options.

the most chosen stylish clothes of the year - BB Dakota moto jacket | 40plusstyle.com

BB Dakota moto jacket

Lauren Ralph Lauren reefer coat | 40plusstyle.com

Lauren Ralph Lauren reefer coat


Another closet staple is the blazer, and classic black or neutral styles as well as more colorful options could be a great addition to your outfits.

the most chosen stylish clothes of the year - Cinq à Sept ruched sleeve blazer | 40plusstyle.com

Cinq à Sept ruched sleeve blazer

1901 stretch cotton twill blazer | 40plusstyle.com

1901 stretch cotton twill blazer

Cardigans and ponchos

A long line cardigan can be warm AND flattering.

Choosing a longer length style is a great way to add beautiful, lean lines to your outfits if you are petite, or you wish to look taller and slimmer.

Ponchos were also particularly popular this year, as a casual, yet stylish option you can simply pop over any outfit.

the most chosen stylish clothes of the year - Barefoot Dreams cardigan | 40plusstyle.com

Barefoot Dreams cardigan

Halogen long cardigan | 40plusstyle.com

Halogen long cardigan

Treasure & Bond rib knit poncho | 40plusstyle.com

Treasure & Bond rib knit poncho


Of course, your choices this year didn’t just feature stylish clothes, but also plenty of shoes and boots.

No matter what length you choose, boots or booties are a stylish winter and fall essential.

You can wear your booties with tights and a dress to transition during seasons, and knee-length styles look beautiful with skinny jeans or dresses.

Chelsea boots as well as cut out styles and leather knee-length boots that will never date were all among the most-bought boots of the year.

Blondo waterproof bootie | 40plusstyle.com

Blondo waterproof bootie

Vionic ankle boot | 40plusstyle.com

Vionic ankle boot

Born Uchee knee high boot | 40plusstyle.com

Born Uchee knee high boot

Steve Madden chelsea bootie | 40plusstyle.com

Steve Madden chelsea bootie


Many women over 40 start to wear flats more than heels and, thankfully, flats have never been more on trend.

Ballet flats, pointed loafers and d’Orsay styles were all on your shopping lists over the past 12 months.

Sam Edelman flat  | 40plusstyle.com

Sam Edelman flat

stylish clothes and shoes for women over 40 | 40plusstyle.com

Birdies leopard flat

Sam Edelman d’Orsay flat | 40plusstyle.com

Sam Edelman d’Orsay flat


Whether you are looking for dressier sandals to wear to dinner, or a more casual pair for vacation, these were the styles which were most clicked on during the year.

stylish clothes and shoes including sandals for older women | 40plusstyle.com

Bernardo ankle strap sandal

stylish sandals for women over 40 | 40plusstyle.com

Bernie Mev. sandal


A pair of sneakers can go with pretty much everything.

They’re not only a perfect option to wear with jeans and a tee or sweater, but you can add a more casual vibe to a dress by pairing with sneakers rather than more formal shoes.

Popular pairs were the Converse Chuck Taylor’s, which have been around since the 1920’s.

Converse Chuck Taylor sneaker | 40plusstyle.com

You also chose sneakers which have comfort technology while still being stylish.

Converse Chuck Taylor sneaker

Naturalizer Morrison sneaker | 40plusstyle.com

Naturalizer Morrison sneaker

Scarves and wraps

A scarf can add a touch of style to any outfit, which a wrap is a fantastic way to stay warm.

You chose cashmere wraps as well as delicate chiffon scarves.

Nordstrom satin silk chiffon scarf | 40plusstyle.com

Nordstrom satin silk chiffon scarf

Halogen cashmere wrap | 40plusstyle.com

Halogen cashmere wrap


Are you a bag person or a shoe person? Maybe you’re both.

The most popular bags of the year were the classic tote style as well as on-trend saddlebag shapes.

the most chosen stylish clothes of the year - Tory Burch leather tote | 40plusstyle.com

Tory Burch leather tote

Longchamp crossbody bag | 40plusstyle.com

Longchamp crossbody bag


Sunglasses are not only the best way to add an effortless style to your outfits, but they’re vital for protecting your eyes and the delicate skin under your eyes.

Over the year, the most-loved style was these Kate Spade aviators.

Kate Spade New York 58mm aviator sunglasses | 40plusstyle.com

Kate Spade New York 58mm aviator sunglasses


Wearing a bra which fits perfectly is vital for your comfort and also to make sure your figure looks its best.

The wrong fitting bra can dig in, giving you lumps and bumps you really don’t want, while a perfectly-fitting bra can ensure your bust is where it should be, so there is clear definition between your chest and your tummy.

Many of you opted for this Spanx bra because it is wireless as well as having smooth cups, as well as other t-shirt options.

Also take a look at the best bras for larger busts.

the most chosen stylish clothes of the year - SPANX Bra-llelujah! wireless bra | 40plusstyle.com

SPANX Bra-llelujah! wireless bra

Natori Pure Luxe underwire t-shirt bra | 40plusstyle.com

Natori Pure Luxe underwire t-shirt bra


Did you treat yourself to a new pair of pajamas this year?

Many of you either purchased pajamas for yourself or for a gift, with satin print PJs topping your popularity list.

Also take a look at the best pajamas for women over 40.

In Bloom by Jonquil pajamas | 40plusstyle.com

In Bloom by Jonquil pajamas


Unless you’re in warmer climes, a swimsuit is probably not top of your wish list right now.

However if you do want to look at a new style, one pieces featuring flattering ruching around the tummy area were the most popular styles of the year.

There’s more inspiration in the best swimsuits for women over 40.

the most chosen stylish clothes of the year, including swimsuits for women over 40 | 40plusstyle.com

Tommy Bahama one-piece swimsuit

Lands’ End tummy control one-piece swimsuit | 40plusstyle.com

Lands’ End tummy control one-piece swimsuit

What was your best purchase of the year? I’d love to know. Don’t forget to tell me in the comments

Continue reading:

  1. The Ultimate Checklist Of Wardrobe Essentials: Which 28 Essential Pieces Do You Need In Your Closet?
  2. A Capsule Wardrobe For The Classic Style Personality
  3. Fall 2019 Trends: The 12 Best Trends For Women Over 40 This Fall

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All the most stylish clothes, shoes and accessories women over 40 couldn't resist this year | 40plusstyle.com

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