The Ultimate Guide to Styling Long Boots
While most trends come and go, some stand the test of time season after season. Long boots are a wardrobe staple through autumn, winter and even the cooler days of spring. They are versatile, timeless and easy to style once you know how!
Whether you opt for a knee-high pair or prefer the striking look of over-the-knee boots, the styling possibilities are endless. From everyday comfort to a winter soiree, a pair of long boots is a go-to choice no matter the occasion.
Table of contents
What to wear with long black boots
How to wear over-the-knee boots
What to wear with long black boots
Long black boots are the perfect versatile addition to any wardrobe. Black goes with everything, and the longer style provides a fresh change from a classic ankle boot that many people opt for in the colder months.

If you are experimenting with long boots for the first time, you can’t go far wrong with a black pair. They are classic and stylish, with plenty of styling opportunities. Opt for timeless styling, to begin with, like wearing them with jeans.
Pair them with black jeans for a subtle look with more dimension, or wear them with a blue or white pair of jeans to create more contrast.
How to wear over-the-knee boots
If you’re already comfortable with a long boot, it might be time to try an over-the-knee style. This undeniably striking silhouette is guaranteed to boost your confidence.
For the uninitiated, a pair of over-the-knee (or “OTKs”) can feel daunting, but don’t worry. At Moda in Pelle, we have styling inspiration for everyone – because everyone should feel fantastic in an iconic pair of OTKs!
With a midi skirt or dress
This is a perfect way to style OTK boots for the first time. You get used to the feel of a longer boot, and they peek out from under the hem without being the main star of your look. We love this ensemble for the colder months when paired with an oversized jumper or sleek turtleneck for a chic touch.
With jeans
A pair of slim or skinny jeans is a fail-safe option with OTK boots. Keep it casual with a cosy jumper, or dress it up with a crisp shirt and favourite accessories for a sophisticated look perfect for an evening in town.
With a mini skirt
This is where you let your boots do the talking! Wearing OTK boots with a mini skirt is an iconic look for good reason. You can put your spin on it, too. If you’re more of a casual girl, opt for a denim skirt and a T-shirt for a laid-back look, or make a statement with a leather skirt and your favourite night-out top.

For work
Keep it stylish and professional by wearing your OTK boots with a super smart midi skirt or dress and layering a blazer. Depending on your workplace dress code, you could wear them with skinny trousers and a smart blouse.
How to put on over-the-knee boots
Over-the-knee boots aren’t always the easiest to put on. You might have even avoided them until now because of this! Fear not. Getting over-the-knee boots on is easier than you think.
- Choose the right size: Ensure you have chosen the right size to get the best fit for your boots. Too small and you’ll struggle to get your foot in; too big and the boots may fall down.
- Loosen any zips, laces or fasteners: Many of our over-the-knee boots at Moda in Pelle have zips or stretchy segments to make your boots comfortable and easy to wear. Ensure any zips or adjustable elements are loosened before putting them on.
- Take a seat: Sitting down will make the process much easier! Trying to put on over-the-knee boots while standing up might make you lose your balance.
- Wear your boots with tights or long socks: Wearing tights, stockings, or socks will help your legs slide into the boots more easily by reducing friction. They also provide extra warmth and comfort on chillier days.
- Wear them in: Spend some time wearing your boots around the house before venturing out to help break them in and soften the material. This will make it much easier to get the boots on and improve the comfort factor.
How to style knee-high boots
The knee-high boot is a total classic and can feel more wearable than the over-the-knee style for those not used to long boots. Most of the styling suggestions we made for OTKs will work for knee-highs, too, but here are a few more ideas for even more inspiration!
With a statement coat
Pair knee-high boots with a bold coat, whether a beautiful print like leopard or floral or a longer design that you wear when you want to make a statement. The simple combination of the coat and boots makes a beautifully chic outfit perfect for a wintery day out.
With a jumper dress
Super easy and super stylish; a jumper dress with knee-high boots is an effortlessly chic outfit that looks amazing year after year. Add simple accessories, and you’re good to go!
With a mini skirt and short jacket
A mini skirt, tights, knee-high boots and a short jacket is an effortlessly cool year-round look. It’s perfect for layering – simply add a chunky knit in cooler temperatures and throw on a scarf and gloves for extra cosiness.
Now you’ve got some fabulous styling ideas to try out, it’s time to find the perfect long boots! Whether you prefer a chunky sole, stiletto heel, bold buckles or sleek laces, there is something for you at Moda in Pelle.





