Leggings can be an extremely comfortable piece of clothing to wear throughout the year. Here are all the tips you need on how to wear leggings over 40.

Leggings are thicker than tights so they are nice and warm and give good coverage for your legs.

But how to wear leggings so they also look good? And which leggings should you buy?

In this updated article with new shopping options, I will give you lots of guidelines on how to wear leggings over 40, 50 and beyond and where you can buy the best leggings online.

You will also find a capsule wardrobe of the best leggings as well as tops, sweaters, coats, dresses, shoes and accessories to wear with them.

How to wear leggings so you look stylish?

Leggings are a great transitional option for fall as you can wear underneath dresses or tunics, meaning you can continue wearing your favorite summer dresses for longer.

In my opinion, you should not wear leggings like normal trousers.

I would not do that at any age, but it certainly does not look very classy when you are over 40.

As they reveal all curves of your legs, I feel it is much nicer to wear leggings as a supportive element for the rest of your clothes, rather than as a main garment.

What are the best leggings to buy?

You will want to make sure that your leggings are thick enough and have a good stretch, yet are still firm enough to give your legs a great shape.

For that reason, it’s wise to invest in a good pair.

Ponte leggings (a hybrid of leggings and pants) are also a good choice.

If you like even thicker leggings, you may consider jeggings or elasticated skinny jeans. I would steer clear of shiny or sheer leggings.

Read our article on the best winter leggings for women over 40.

Thick leggings are a good choice when buying a pair | 40plusstyle.com

Kim (above) looks fabulous in myriad shades of blue.

Check out these similar leggings, striped dress and slip-on sneakers.

Leather or faux leather leggings are great for an edgier look and can be easily ‘softened’ with a silk tunic.

Some great brands for leggings include:

Zella – these look just as good for everyday or for a workout.

Zella live in leggings | 40plusstyle.com

Zella live in leggings

Satina – these come several colors, have a high waist (so perfect for hiding your belly)

Satina high waisted leggings | 40plusstyle.com

Satina high waisted leggings

Stella Carakasi – my personal favorite. I own their second nature capris and ready to wear leggings.

They are firm and high-wasted, thick but not too thick and they keep their color and stretch, wash after wash.

Stella Carakasi leggings | 40plusstyle.com

Second Nature caprisReady to Wear leggings

NYDJ – well known for creating jeans for curves rather than for teenage girls, NYDJ also has a range of flattering leggings.

NYDJ denim leggings | 40plusstyle.com

NYDJ denim leggings

Eileen Fisher – classic and timeless styles.

Eileen Fisher denim leggings | 40plusstyle.com

Eileen Fisher denim leggings

What to wear with leggings?

Leggings look best with longer tops and tunics. Short dresses can also look great with leggings.

So, if you do own a shorter dress that you have pushed to the back of your wardrobe, you could always try it with leggings.

Leggings work best when they act as a base for your other clothes. If you want to wear shorter tops I would recommend wearing jeans and other pants.

Find out some of top recommendation for jeans here

The best tunics to wear with leggings

Leggings look better with longer tops. You still want to make sure that you create enough structure in your outfit though.

You can do that through the right tunics and longer asymmetrical tops.

The latter especially create flattering vertical lines and add a bit of extra style to your look.

The best tunics | 40plusstyle.com

Larace tunic topAnne Klein tunic shirtEileen Fisher asymmetrical tunicCity Chic asymmetrical top

Short dresses to wear over leggings

Instead of designated tunics you can also wear a short dress over your leggings.

An asymmetrical dress or draped dress will make a real statement.

dresses for women over 40 | 40plusstyle.com

Eileen fisher shift dressChelsea28 twist detail dressSam Edelman asymmetrical dressTommy Bahama wrap front dress

wearing a short dress for women over 40 | 40plusstyle.com

Karen (above) teams her leggings or opaque tights with a floral dress.

Recreate her look with these similar leggings, printed dress and booties.

wear leggings with a long shirt

Because a long shirt covers up your bottom and thighs, you can afford to go a little bit edgy with your leggings. You could opt for a pair in leather or faux leather.

All of these shirts would look great with a pair of faux leather or coated leggings.

Long shirts | 40plusstyle.com

Rails shirtdressStella Carakasi tunicStella Carakasi white shirtAlex Mill tunic shirt

Layer your leggings with a poncho or cardigan

Leggings are definitely your friend when it comes to layering.

They look great worn under long tops and ponchos with ankle booties.

If you’re heading out for a walk or to run errands, slinging a lightweight coat over a pair of leggings, together with a long-line tunic, can be a stylish option.

Layering with a poncho or cardigan | 40plusstyle.com

Halogen cashmere ponchoMadewell ponchoLine wool & alpaca blend cardiganCotton Emporium plaid sweater coat

A fall/winter look - with a shirt dress and cardigan | 40plusstyle.com

Kylie (above) teams her leggings with soft pink and gray.

There is more inspiration here in how to wear gray.

Copy her look with these similar leggings, chiffon dress, cardigan and booties.

Combine your leggings with a long sweater

As you are likely to be heading into cooler weather, how about teaming your leggings with a cozy knit?

When choosing a sweater to go with your leggings, opt for a long-line version which will cover up your bottom.

If that is an area of your body you are confident about, you could always wear a pair of skinny jeans and a shorter sweater.

Combining leggings with long sweaters | 40plusstyle.com

Halogen oversized tunic sweaterEileen Fisher bateau neck sweaterLove by Design v-neck tunic sweaterHalogen oversized turtleneck sweater

sweater tunic poncho with leggings and high boots | 40plusstyle.com

Judith (above)

Get these similar long sweater tunic, leggings and boots to steal her look.

Leggings look great with jackets and long coats

Long cardigans can create lovely vertical lines which can help to elongate your figure.

But you can always wear a longer coat to keep you warm. How lovely would the plaid jacket look with a sweater, leggings and booties?

Another idea is to wear a longer top or short dress over your leggings and then to layer a moto or denim jacket over it.

Leggings look great with jackets and long coats | 40plusstyle.com

Blank NYC moto jacket1901 denim jacketKendall + Kylie plaid coatAnne Klein drape front long jacket

Plaid long coat with tee and leggings | 40plusstyle.com

Abi (above) wears a fabulous pair of faux leather leggings.

Check out these similar faux leather leggings, plaid coat and high cut sneakers.

In general, your ideal garments to combine with leggings include:

  • Tunics
  • Asymmetric tops and tunics
  • Short dresses
  • Knit dresses
  • Long knitted sweaters
  • Longer asymmetrical pieces
  • Long cardigans
  • Big wide sweaters
  • Sweater dresses

Shoes to wear with leggings

As you will see from all the example in this article you can wear a variety of shoes with your leggings.

I feel that open vamp shoes look the best as they will further lengthen your leg line.

But, with cooler weather, you can definitely wear your leggings with closed toe versions such as booties, sneakers and knee-high boots.

Shoes to wear with leggings | 40plusstyle.com

Dolce Vita bootieVery Volatile knee high bootJSlides sneakerVince Camuto sandal

Booties are perfect to wear with leggings | 40plusstyle.com

Sandra (above) wears her leggings / skinnies with a shearling coat and matching booties.

Get these similar leggings, shearling trim jacket and booties to recreate her look.

Accessories to wear with leggings

Of course, anything goes when you are choosing accessories to wear with your leggings.

But generally, leggings invite a casual look, so you could opt for scarves and crossbody bags rather than anything too formal.

Accessories to wear with leggings | 40plusstyle.com

Frye leather bagStella + Ruby tassel necklaceHalogen pendant necklaceAntik Kraft suede bagVolcom pompom beanieMadewell stack earringsHalogen leopard scarf

A scarf and handbag to wear with leggings | 40plusstyle.com

Catherine (above) perfectly teams her leggings and tunic with a matching scarf.

Steal her look with these similar leggings, long tunic top, booties and scarf.

A capsule wardrobe of 9 ways to wear your leggings

Of course, there are so many ways you could put together the leggings, tops, sweaters, dresses, shoes and accessories to create many, many outfits. But here are 9 outfits to get your started.

A capsule wardrobe on how to wear leggings | 40plusstye.com

For which body type would leggings be suitable?

If you follow some of the guidelines below, all body types will be able to wear leggings.

If you have very thick calves though I would recommend you wear skinny jeans though so the pants skim over your calves and will make them look slimmer. 

Wide legged pants are also an option or you could wear leggings with nice knee-high boots.

Leggings can work especially well for the apple body type

Your long tunic or top covers your belly and the leggings show off your fantastic legs.

You could never tell that Anja does have a tummy from these images (below).

What to wear with leggings | 40plusstyle.com

Although women with the pear body shape can wear leggings as well, it is important that they choose a top with sufficient length over them.

How to wear leggings in summer and for travel

In case you are in warmer climes or heading on vacation, here are a few travel looks with leggings.

Deborah (above) wears a pair of crop leggings with a black tunic and Birkenstock sandals.

Check out these similar long tunic and leggings to cop her look.

wearing leggings over 40 while traveling | 40plusstyle.com

Here is how I wore black and white leggings on a recent holiday. Tunic by Stella Carakasi (They also have a winter version).

leggings and asymmetrical tops | 40plusstyle.com

White tunic over capri leggings.

Chic leggings outfit | 40plusstyle.com

Leggings with asymmetrical tunics

I especially love asymmetric tunics and tops as they create an interesting silhouette and lengthen you through additional vertical lines.

Julia (above) is winter ready with her asymmetrical tunic top paired with leggings.

Get these similar asymmetrical tunic, leggings, scarf and embroidered booties to cop her look.

Here is how I recently wore a super asymmetrical black top with white over the knee skinnies and a high / low tunic with very stretchy skinnies.

How to wear asymmetrical tops over 40 | 40plusstyle.com

You can always find a great selection of tunics at Eileen Fisher and Stella Carakasi. In winter, layer these looks with sweaters and cardigans.

long tunics for women over 40 | 40plusstyle.com

Bateau neck chiffon tunicSilk tunic shirtWool tunic sweater

What not to wear with leggings over 40

  • Avoid any tops that are higher than mid-thigh
  • Don’t wear tops that are too tight
  • Avoid animal prints (unless you are opting for skinny jeans instead of leggings) and disco fabrics for your leggings and remember that the classier the top, the better leggings will look.
  • The luxury fabric of silk, wool or cashmere will create a great contrast with the comfortable jersey leggings.

What is the ideal length of your leggings

Leggings outfit ideas for fall | 40plusstyle.com

You can never go wrong with full-length leggings. These elongate and will make your legs appear longer.

Ankle-high leggings can also look sexy especially with heels or booties.

Hayley (above) opts for an ankle-high leggings to pair with sneakers and a long coat to give her body an elongated look.

Recreate her look with these similar bow blouse, leggings, coat and sneakers.

If you are short though, mid-calf and short leggings should be worn with caution as they will make you look smaller.

Here is a look with an asymmetrical tunic and draped leggings which are available in many colors.

How to wear leggings over 40 and be stylish | 40plusstyle.com

Another length I like in warmer weather is just below the knee. These Second Nature Capri leggings  from Stella Carakasi (below) are super fab.

knee high leggings | 40plusstyle.com

Not too thin and very stretchy and comfortable. They are also great for tucking in your tummy.

hiding your belly with leggings | 40plusstyle.com

I have these leggings in various colors and also use them for working out and yoga!

Navy and white knee high leggings with buttons

As you may have seen from the images above, it is great to wear a shoe in the same color as your leggings as it elongates your legs even further.

wearing the same shoe color with leggings for an elongated look | 40plusstyle.com

Clare (above) wears a pair of black leggings and lace-up boots.

Steal her look with these similar sweater, leggings and boots.

Tall flat boots can work really well with leggings, but short booties and ballet flats can work equally good.

I would not wear leggings with stilettos or very high boots over 40, unless you really know what you’re doing and you’re sure you’re not looking trashy.

For more info on what kind of shoes to wear with what pants check out this article.

What about jeggings and skinny jeans?

traveling outfits for women over 40 | 40plusstyle.com

I’m also a big fan of looser fitting leggings, jeggings or skinny jeans.

Above is a look I wore to travel in. Also take a look at travel outfits for women over 40.

These will not show every curve in your legs, but will provide nice vertical lines and make your legs look long and slim.

Depending on the kind of jeggings and skinny jeans, your tops can be shorter for these pants although they will also look good with longer tops.

They can be a great asset for any wardrobe of women over 40.

Skinny jeans are usually a bit thicker and roomier so can be worn with shorter tops.

Be sure to wear the right underwear though, so there is no clear VPL (visible panty line). (Featured below are myself and Greetje).

Stylish looks with leggings | 40plusstyle.com

Dayle (below) wears a black column outfit with a pair of skinny jeans and adds a pop of color with her scarf.

Check out these similar cardigan, jeans, boots and scarf.

skinny jeans vs leggings | 40plusstyle.com

Finally here is an overview in this short video!

This concludes my guide on how to wear leggings.

I may add to this guide later as I discover new tips on how to wear them best, or have new photos to illustrate.

Stylish looks in winter with leggings | 40plusstyle.com

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I hope you got some more clarity on how to wear leggings! What do you think? Do you like wearing leggings and how do you usually wear leggings?

Continue reading:

  1. The Best Tummy Control Jeans To Give You A Smoother Look
  2. The Best Pants And Skirts To Fit And Hide Your Belly
  3. 14 Sure-Fire Ways To Hide Your Belly With The Right Clothes

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How to wear leggings | 40plusstyle.com

Feature image by Hayley

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