How to Wear Derby Shoes?

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

I will help you.

As a fan of bohemian fashion, I really love derby shoes, 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 I'm offering you a comprehensive guide dedicated to these stylish and feminine shoes, so you too can incorporate them into your wardrobe!

Derby shoes can be worn daily or for special occasions, and they're perfect if you're looking for comfortable and versatile footwear. If you're slim and/or petite, a wedge model will be ideal to highlight your silhouette. You can pair your derby shoes with tailored pants or leather trousers for a chic and sexy look, or with jeans or fabric capris for a more casual vibe. They also go very well with a dress or a flared bohemian skirt. Finally, if your legs are visible, opt for thin socks that match your shoes.

Want more details? Keep reading to find out:

• When to wear derby shoes,
• Which ones to choose based on your body shape,
• What style, colour, and material to select for your derby shoes,
• What pants, skirts, or dresses to pair with derby shoes,
• 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 do not rise above the ankles, making them relatively low-cut. They are typically made of leather and are derived from another style of shoe known as Oxfords. However, they are easier to put on and take off than the latter.

These are essentially men's shoes that have been reimagined for women, featuring a more refined design with a focus on intricate details and the quality of the 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 can complement a feminine look as well as an androgynous style and are suitable for both everyday wear and special occasions.

How to Choose the Right Derbies?

Are you interested in trying derby shoes but haven't taken the plunge yet? Here are some simple tips to help you find the perfect pair that matches your style!

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

There's often a belief that derby shoes are only for tall women with athletic builds. However, that's simply not the case: it's all about finding the right style for your body shape. If you are petite, curvy, or both, I recommend choosing a wedge style, which, in addition to being ultra-trendy, will enhance your figure by elongating your legs.

What Colour of Derby Shoes Should You Wear?

Derbies come in a variety of colours, although the most popular are black and brown. These colours are classic and perfect for a chic, elegant look. If you have other black elements in your outfit, it's best to go with black shoes to create a cohesive colour scheme. The same applies to brown, which will give you a more bohemian style. If your outfit is light, consider beige or white derbies.

However, if you want to venture off the beaten path a bit, you can definitely choose:

• A shade that contrasts with the rest of your outfit: for example, white derby shoes with a black suit,
• A vibrant colour (red, teal, fuchsia pink…) that you can match with a small element of your outfit in the same shade or even wear as a total look for a high-fashion effect!
• Metallic derby shoes to brighten up your outfit and give it an unparalleled style!

Which model should you choose?

While there are other materials available, most derby shoes are made of leather or suede. I recommend choosing these materials as they are easy to care for and durable.

The model you choose will depend on the clothing you want to wear with your derbies:

👗 Whether you're wearing a dress or a skirt, it's best to choose shoes with rounded or semi-rounded toes for a feminine and elegant style.

👖 With dress pants, for example, I recommend semi-pointed or pointed derby shoes to create an ambitious style and a tailored look.

What socks should you wear with derby shoes?

This question may seem odd, but it's important to consider. In fact, there are two ways to wear derby shoes if your legs are visible:

• by hiding your socks and opting for thinner ankle socks instead,
• by making your socks visible 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 generally more elegant, and the best options are crocheted or lace socks. Roll your socks down slightly at the base of your leg to create a nice overall look.

What Pants to Wear with Dress Shoes?

Would you like to wear your derby shoes with pants? Let's explore together what options might suit you based on your style and preferences.

A tailored pair of pants

Paired with a blazer and dress pants, derby shoes are perfect for completing a very elegant look. Slightly androgynous while remaining feminine and chic, this type of outfit is ideal for standing out at a special occasion, showcasing your ambition and motivation during a job interview, or simply being ultra stylish for a night out with friends.

👉 For a high-fashion look, dare to wear a matching suit with patterns and a pair of shiny black derbies to complete the outfit perfectly!

A leather pant

Pairing leather pants with a white blouse or shirt and some derby shoes will give you a modern and sexy look. It's perfect for going out, for a romantic date, or even for everyday wear if you want to showcase your passion for fashion.

👉 I recommend opting for matte shoes to create a contrast with the shiny look of these types of pants.

A Pair of Jeans

Would you describe your style as casual chic? If so, you'll be pleased to know that your derbies will pair perfectly with slim or boyfriend jeans. The key is that the pants should be fitted around the ankles to create a visual effect that highlights them.

👉 Therefore, avoid flared jeans or bell-bottoms, as they clash too much with the stylish look of derbies and won't showcase them well.

A cropped pant

If the weather is nice, why not pair your derbies with a lighter outfit? A stylish solid-coloured or patterned capri pant would be perfect to enhance your look. This way, you'll have the ideal outfit for heading to work, university, or just strolling around the city during the beautiful season!

What Skirt to Wear with Derby Shoes?

If you prefer to wear a skirt with your derby shoes, here are some outfit ideas that you might find interesting!

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 derbies. This look, both adorable 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 a chic and versatile outfit choice. It's very easy to wear and flattering for most body types. Just be sure that your skirt falls below your knees and not above your dress shoes, as that could shorten your silhouette a bit!

Dare to Wear Mini Shorts!

Looking for a lightweight and dynamic outfit? One that lets you move freely? You can definitely pair derbies with a mini-short to create a sexy look that showcases your legs! The derbies add a touch of class to the shorts, making the outfit more polished:

• a going-out outfit, featuring black leather or fabric shorts paired with leggings,
• a summer outfit, consisting of solid colour or patterned fabric shorts.

How to Wear a Dress with Derby Shoes?

Just like skirts, you can definitely pair a dress with derby shoes. For instance, you could wear a skater dress, whether it's short or long, which, similar to the flared skirt, will beautifully highlight your legs.

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

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

If you are looking for a stylish and feminine dress or clothing 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