How to Wear Derby Shoes?

Would you like to wear derby shoes but are wondering what to pair them with? How can you match them to your everyday style?

I’m here to help you.

As a fan of bohemian fashion, I really love derbies, as they add a touch of elegance to a boho look while remaining very comfortable to wear and suitable for an active lifestyle.

That’s why today I’m presenting you with a comprehensive guide dedicated to these stylish and feminine shoes, so you can also incorporate them into your wardrobe!

Derbies can be worn every day or for special occasions, and they are ideal if you're looking for comfortable shoes that are easy to match. If you're slim and/or petite, a wedge style will really complement your figure. You can pair your derbies with tailored trousers or leather pants for a chic and sexy look, or with jeans or cropped trousers for a more casual vibe. They also go beautifully with a bohemian flared dress or skirt. Lastly, if your legs are on show, opt for thin socks that match your shoes.

Want to know more details? Keep reading to find out:

• When to wear derbies,
• Which ones to choose based on your body shape,
• What style, colour, and material to select for your derbies,
• What trousers, skirt, or dresses to wear with derbies,
• And lots of outfit ideas illustrated to inspire you!

What are Derbies?

These flats or low-heeled shoes are fastened with laces or buckles. They don’t rise above the ankles, making them quite low in style. Typically made of leather, they are derived from another type of shoe known as Oxfords. However, they are generally easier to put on and take off than the latter.

These are essentially men's shoes that have been redesigned for women, with a more refined look and an emphasis on detail and quality of materials.

When chosen in the right size and with sufficient width, derbies are shoes that can be very practical, as they are both stylish and comfortable. They suit a feminine look as well as an androgynous style and can be worn both every day and for special occasions.

How to Choose the Right Derbies?

Are you thinking about trying derbies but haven't taken the plunge yet? I’ll share some simple tips to help you find the perfect pair that will complement your style!

Can I wear derby shoes if I'm petite? Or if I'm curvy?

People often think that derby shoes are only for tall women with athletic builds. However, that's not the case at all: you just need to find the style that suits your body shape. If you're petite, curvy, or both, I’d recommend going for a wedge style, which is not only super trendy but will also enhance your figure by elongating your legs.

What colour of derby shoes should you wear?

Derbies come in a wide range of colours, although the most popular are black and brown. These are the classic options and are perfect for a chic and elegant look. If you have other items in your outfit that are black, it’s best to go for that colour to create a colour coordination. The same applies to brown, which gives a more bohemian vibe. If your outfit is light, consider opting for beige or white derbies.

However, if you're looking to stray off the beaten track a bit, you can certainly choose to:

• A shade that contrasts with the rest of your outfit: white derbies with a black suit, for example,
• A bright colour (red, teal, fuchsia pink…) that you can match with a small item in your outfit in the same shade or even go for a total look for a high fashion effect!
• Metallic derbies, to brighten up your outfit and give it an unmatched style!

Which model to choose?

Although there are other materials, most derby shoes are made of leather or suede. I recommend opting for these materials as they are easy to maintain and durable.

The model you choose will depend on the clothes you want to wear with your derby shoes:

👗 With a dress or a skirt, it's best to choose round or semi-round shoes for a feminine and elegant look,

👖 With tailored trousers, for instance, I recommend semi-pointed or pointed brogues, to achieve an ambitious style and a couture look.

What socks should you wear with derby shoes?

This question might seem a bit odd, but it's important to ask it. In fact, there are two ways to wear derbies if your legs are visible:

• by hiding your socks and opting for thin ankle socks instead,
• by showing off your socks to create a vintage and unique look.

If you choose the second option, go for thin socks that don't rise too high on your legs. Lighter colours are usually more elegant, and the best choices are knitted or lace socks. Scrunch your socks slightly at the bottom of your leg to create a lovely overall look.

What trousers to wear with derby shoes?

Fancy wearing your derby shoes with trousers? Let’s explore what options might suit your style and preferences.

A tailored trouser

Worn with a blazer and tailored trousers, derby shoes are perfect for completing a very elegant look. Slightly androgynous while still being feminine and stylish, this type of outfit is ideal for standing out on a special occasion, showcasing your ambition and drive during a job interview, or just looking ultra classy for a night out with friends.

👉 For a high-fashion look, dare to wear a matching suit with patterns and a pair of glossy black brogues to perfectly complement it!

A leather trouser

With leather trousers, a white blouse or shirt, and derby shoes, you'll achieve a contemporary and stylish look. This ensemble is perfect for going out, for a romantic date, or even for everyday wear if you want to showcase your passion for fashion.

👉 I would recommend matte shoes to contrast with the shiny aspect of this type of trousers.

A pair of jeans

Would you describe your style as casual chic? If so, know that your derbies will pair perfectly with skinny or boyfriend jeans. The key is that the trousers are tapered at the ankles, creating an optical effect that will enhance them.

👉 Therefore, steer clear of flared jeans or bell-bottoms, as they clash too much with the smart look of brogues and won’t do them justice.

A pair of cropped trousers

If the weather is nice, why not pair your derbies with a lighter outfit? A lovely plain or patterned cropped trouser will be perfect to enhance them. You'll then have the ideal outfit to head to work, university, or to take a stroll around town in the lovely weather!

What skirt to wear with Derby shoes?

If you prefer to wear a skirt with your derbies, here are some outfit ideas that might catch your interest!

A short skater skirt

For an ultra-cute and very feminine look, this is the option you should go for! If it's a bit chilly, don't hesitate to wear tights, which will only enhance your derby shoes. This look, both lovely and comfortable, is perfect for heading to university, spending a day with friends, or giving yourself the best chance on a first date!

A pleated maxi skirt

Very trendy in recent years, the pleated maxi skirt is an outfit that is both chic and versatile. It's very easy to wear and flatters most body shapes. Just make sure your skirt falls below your knees and not above your shoes, as this could make your silhouette appear a bit shorter!

Dare to wear the short shorts!

Looking for a light and lively outfit? One that allows you to move freely? You can certainly pair derby shoes with a mini skirt to create a sexy look that will accentuate your legs! The derby shoes add a touch of elegance to the skirt, elevating the overall outfit:

• a night out outfit, featuring black leather or fabric shorts paired with tights,
• a summer outfit, consisting of plain or patterned fabric shorts.

How to Wear a Dress with Derby Shoes?

Just like a skirt, you can certainly team a dress with a pair of derbies. For instance, you could wear a skater dress, whether short or long, which, like a flared skirt, will beautifully highlight your legs.

If you prefer a bohemian chic look, feel free to choose a midi dress that falls below the knee, made of lace or featuring embroidery. This will give you a very feminine style, perfect for lovely summer days.

I hope this article has inspired you to wear derby shoes, no matter the occasion or your body shape! This stylish pair of shoes is sure to become a staple in your wardrobe! 😉

And if you’re on the lookout for a stylish and feminine dress or outfits to pair with your derbies (or any other shoes!), check out our chic bohemian clothing collections! You'll find trendy dresses and skirts designed to enhance your silhouette and boost your confidence!

Long Bohemian Dress