Long boots are an autumn and winter staple for every trendy fashionista. They are incredibly stylish and versatile; you can pair them with any outfit to match many different looks and vibes. And they’re so warm and comfortable; your feet can snuggle in them all day and night!

While versatility is practically synonymous to tall boots, there are some definite no-no’s when choosing what to wear them with. Lest you commit an embarrassing fashion faux pas, here are some styling tips for five of the best and most stunning outfits that will look amazing with this season’s must-haves.

Stylish options for outfits with long boots

1. Effortlessly casual with jeans

over the knee boots

Jeans and long boots are a match made in heaven! Nothing screams effortlessly casual than denim or black skinny jeans with below or over-the-knee boots. Pair them with a basic tee and a leather jacket for that on-the-go, relaxed feel. Don them with your favourite jumper, cardigan or winter coat for extra warmth and comfort. For a taller silhouette, a timeless pair of high-heeled boots in brown or black will go perfectly well with distressed jeans and winter layering.

2. Exceptionally feminine with dresses

knee--high boots

Tall boots and dresses may sound like an odd pair, but with the right pieces put together they make the most feminine statement outfit. Look elegantly sexy in a pair of long dress boots with a classic wrap-around mini or midi dress. Exude that fierce and fearless female attitude in a grungy t-shirt dress and chic coat with a pair of patterned knee-high boots! For a more sophisticated evening get-up, pick your favourite little black dress to wear with a classic black tall boots in a high block, wedge or stiletto heel.

3. Elegantly chic with skirts

knee-high boots

Skirts soften the masculine character of boots, so this combo makes an exceptionally fashionable look. The key to finding the perfect match is choosing the right skirt length and cut for the right footwear. For a slimmer figure, wear pencil cut skirts with knee-high boots or team above-the-knee A-line skirts with equestrian-style riding boots. Dare to bare your legs with a mini skirt or wear them with opaque tights along with uber-chic OTK boots. Tall biker boots with a leather skirt are also a standout for a night on the town!

4. Excitingly cute with shorts

suede boots

Long boots with shorts are simply Instagrammable! This cute pairing will turn heads wherever you go. Wear denim cut offs and a turtleneck with tall suede boots for a nice autumn day in the city or brunch with friends. Stay casual yet fresh in a long blazer, biker shorts and thigh high boots. For a more sophisticated glam feel, go for an all-black affair with tweed or leather shorts, a skivvy and knee-high boots. This killer combo is great for a long night of clubbing!

5. Extremely comfy with leggings

knee-high boots

Leggings are the safe bet for a pared down casual weekend or when you simply have no extra time to think about what to wear. Transform this into a more stylish look with a long tunic, scarf and a pair of tall boots. Wear patterned or coloured leggings with an oversized cardigan or knitted jumper and knee high boots for some added personality.

Shop for your perfect pair

Stay on trend this season and turn your outfits with long boots into a stunner. Shop now and enjoy easy payment and free standard shipping for orders over $69 Australia-wide.