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Pants vs. Booties

The ankle boot, or bootie, is to Fall/Winter dressing as the sandal is to Spring/Summer. Booties can be worn casually or more formal, basic or the boldest, flat or stiletto heeled! There really is something for everyone in every style with this trend. In Canada, winter footwear can sometimes feel uninspiring, with practicality and warmth at the forefront. But we don't always have to sacrifice style in this season! Our Stylists share how they style booties, some tips and tricks and how to really make this trend your own!

Cropped jeans and booties are a match made in heaven!

Let's start off with a casual take! Skinny jeans, cropped pants and motos are an ankle bootie match made in heaven. We love this pairing for its ease. The cropped silhouette also makes a beautiful frame to highlight the booties themselves. We love a fun detail, like a bold colour, some embroidery or braiding, or even studs to take the shoe to the next level!

If you want a more casual vibe, or your jeans aren't quite cropped enough to sit on top of your boot, try cuffing them with a roll of two. This look is elevated by pairing your fun booties and jeans with an oversized sweater and moto jacket. Picture perfect!

Tucking your pants into your ankle boots is a great way to create length, and make your legs look stunning.

If you're looking for something different, or cropped jeans aren't your thing, let's show you how to tuck! Tucking your pants into your ankle boots is a great way to create length, and make your legs look stunning. If you're looking for longer and leaner legs, we suggest keeping the look monochromatic!

To achieve this look, simply pinch the ends of your jeans, and gently tuck them into the upper of your boot. Adjust any folds that may pucker, and you're good to go! This is also a great alternative to the colder days, when you don't want any skin exposed.

You can have some real fun with this look, by making your bootie the total star of the show

Let's move on to dress pants! A higher waisted pant is the secret to creating length, and we love a paper bag style for this reason. If the leg is more tapered or skinny, simply tuck or cuff the bottom of your dress pant to pair perfectly with your ankle bootie. Or take it up a notch, and try a cropped, wide leg dress pant! You can have some real fun with this look, by making your bootie the total star of the show. Now is the time to try out bold detailing and colours to add some edge to your outfit!

Pairing dresses with ankle boots and tights is such a fun way to play with colour and texture.

And now, for something completely different - a dress! We know this post was titled Pants vs. Booties but we just couldn't resist these tips to really get the most out of your wardrobe. A lot of subscribers share that they often retire dresses and skirts in the winter months. We are here to inspire you to pull them back out! Pairing dresses with ankle boots and tights is such a fun way to play with colour and texture. We love a bold print dress, black tights and a bold bootie on the bottom. If you're worried about proportions, keep it monochromatic with black tights and black ankle boots to create amazing length!

We hope that these tips provided some fun inspo to try out these looks yourself! Subscribers; if you're interested in pieces like these in your monthly Frock Box, or a fun new pair of booties to try, connect with your Stylist by using the Notes to Stylist feature in your account. Here, you can share what you're loving or needing so that she can help you create a closet you love!

Interested in joining in all the fashion fun? Subscribe to a Favourites box today and try us out risk free by using promo code TRYFAVOURITES for your first months styling fee credit! Keep what you love, send back what doesn't work. Our Favourites box offers free shipping and free returns, always!