How to Wear Women’s Loafers

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How to Wear Women’s Loafers

Have you been pondering the age-old question of how to wear women’s loafers? Ladies loafers are one of the most timeless shoe styles that you can have in your wardrobe, dressing you through every season and every occasion, both smart and casual, women’s loafers hold the versatility to work with every outfit you own.

So, to answer all of your styling questions, we’ve compiled your very own ‘how to wear loafers guide’, filled with handy hints, fashion tips and women’s loafer outfit ideas that you can wear right now. 

Combining comfort and convenience; there are plenty of reasons why loafers have remained a favourite footwear choice for women. Instantly recognised by their slip-on shoe silhouette, loafers are defined as a shoe with no laces or buckles, but they offer an abundance of silhouettes and styles to suit every lady, like the tassel loafer, the penny loafer, and the snaffle loafer too.

The History of Loafers

Originally designed as a men’s shoe in the 1900s, in Norway, they were affectionally called ‘weejuns’ when students travelling to Scandinavia saw fishermen wearing moccasin shoes, they took their inspiration to America adding in a strap across the top of the shoe, and this is where the loafer was born – the penny loafer to be exact! 

Fun Fact: The strap on the top of a penny loafer is styled with a small cut, large enough to hold a coin, this was traditionally used by gents who needed to stow away pennies to use in a phone box.

Over the course of a century, loafers have gained world-wide status and have evolved to become the most-loved footwear staple amongst ladies and gents, demonstrating that classic style really can stand the test of time. 

Outfits to Wear with Women’s Loafers

It’s safe to say loafer outfit combinations are infinite, so when it comes to investing in a new pair, you will find loafers will work with the pieces you already have in your wardrobe. 

From teaming your loafers with dresses, jeans or shorts they’re a great option for all seasons and all occasions.

With a range of colours, styles, heel heights, and materials, loafers are the most versatile shoes a lady can own, perfect to slip on for casual weekends, or equally, great for adding that smart touch to your more formal outfits.

Loafers are the perfect shoes for ladies who love comfort, style, and convenience, offering up a chic flat shoe option, their design makes them really easy to slip-on and wear all day long without hurting your feet. Plus, their timeless silhouette means you can wear them throughout every season, year after year and still remain oh so stylish.

What to Wear with Penny Loafers

What to Wear with Penny Loafers? Probably the most popular of all loafers, the penny loafer is a classic wardrobe staple, a great shoe to wear for work or equally for styling your casual looks. 

For a smart women’s loafer outfit, team your penny loafers with your cropped checked trousers and a button-down shirt for a classic and elegant statement and be sure to match up the colours with a handbag for a coordinated finish. 

As for an easy everyday option, penny loafers will work too! Just throw them on with slim-fitting jeans, or cropped chinos and finish with a plain t-shirt. Feeling chilly? Throw on a cable knit jumper and a trench coat for a classic finish. Because this is a timeless look you won’t be limited to a particular season of the year, plus it makes an easy outfit option on those days where you’re not quite sure what to wear.

How do You Wear Loafers with Jeans?

Wearing your loafers with cropped jeans is a really chic way to pull a dressed-down look together, not only will it give you the appearance of a longer leg but it’s an easy outfit option, especially if you’re in a rush. 

The elegant contours and dainty look of a loafer balances well with straight cut jeans, it’s a great match for when you’re keeping casual and stepping out and about. Wearing your loafers with jeans is a great start to an outfit, so don’t be afraid to dress it up with a shirt and blazer for a smart and preppy finish, or of you’re in a need of a cosy casual option a long cardigan is a great alternative. 

Style Tip: If you’re looking for a fun and playful finish, opt for a pair of brightly coloured loafers for a modern twist?  

If you’re looking to add some drama to your wardrobe, why not try a wedge loafer outfit? Wedge loafers are super stylish and give you a little extra height without ever sacrificing comfort.

How to Wear Loafers with Dresses

Wearing loafers and dresses is a great way to smarten up your style, from block heeled loafers to flat styles they make perfect outfits that will last season after season. 

For an easy and elegant workwear option, team black snaffle loafers with a mid-length dress, really easy to slip on they’ll offer an effortless look whilst still retaining that all-important stylish twist. 

How to Wear Loafers with Shorts

Wearing loafers and shorts will channel the perfect sun-ready look! We’re thinking nautical style characterised with chino shorts and boat shoe loafers. 

The inspiration behind the first ever loafer is believed to derive from a traditional moccasin shoe, so why not pay homage to the moccasin with a deck-shoe inspired loafer?

Giving you a timeless and comfortable look, perfect for Spring, Summer, or holiday adventures.

The trick with styling nautical outfits lies with coordinating the colours of your look, so match up tan leather loafers with navy shorts and a Breton striped t-shirt. A great outfit that will keep your casual Summer style looking crisp and classic.


If you want to add more to your loafers and shorts look, go bold with rich reds, navy, and white colourways. Don’t forget to opt for casual loafers made with quality leather uppers, so that they will mould to your foot, for a comfortable fit and a classic finish.

Do You Wear Socks with Loafers?

Traditionally wearing loafers and socks is something to be avoided, it’s a shoe that’s designed to easily slip on and sit closely (and comfortably) to your foot. 


When it comes to keeping your loafers feeling fresh, bare feet in your shoes is something to be avoided. So, what socks should you wear with loafers? The secret is in footsies aka invisible socks! Great for giving fresh foot comfort, they’re made with a lower cut, and offer all the practicalities of a regular cotton sock they remain hidden under your shoes. For ladies who wish to wear socks with a little more coverage, we recommend teaming pop socks with your loafers and trousers, it’ll give you a subtle look and keep you comfortable.


In the Autumn and Winter months you may still want to wear your loafers with dresses and skirts, but don’t want to brave the chilly weather with bare legs. Tights are a great option here, so why not match thick denier tights with black leather loafers? Or go bold with brightly coloured tights and your favourite slip-on pair for a fun and playful finish?

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