Types of Ladies Boots
Few things get me as excited as Fall/Winter boots! There are so many different kinds- from flat to tall, suede, leather, patent, etc, that every season I get tempted to buy a few new pairs to spice up my wardrobe. Plus, living in Toronto means that you could literally wear your boots all year long. I swear, I’ve seen girls wear Uggs in the summer! So, investing in good quality pairs makes sense, because you really get your money’s worth. If you get the right pair of boots, they become the focus of your outfit and make even the simplest outfit (jeans and a tee) look phenomenal. One of La Mimi readers – Kaya, had recently asked me to do a 411 on Boots, so this post is dedicated to her, as well as all the other ladies in need of some boot advice.
Here are some of the basic must have boots for every woman’s wardrobe:
Ankle Bootie
The Ankle Boot was originally intended to be worn only under trousers, however after the 80′s when designers put the bootie on the runway with skirts and dresses, everyone began wearing them with everything but the classic trousers. When sporting them with skirts and skinny jeans it makes us look and feel a little punk and edgy.
Styling Tips
- When wearing with pants keep the colors the same to elongate the leg and make you feel fab.
- Opt for a pair that doesn’t cut off straight at the ankle like a traditional bootie, as it will chop off the leg and make you look stumpy.
- Wear them with Black Opaque Tights for an illusion of longer legs.

Thigh High Boots
Thigh high boots are one of the most popular boot trends for Fall/Winter 2009. It’s a bit overdone already, don’t you think? But generally thigh high boots are a great addition to your boot collection for those adventurous nights where you wanna jazz up your mini dress with a great pair of thigh high boots or on those days where you want to look stylish but don’t have the time – just wear an oversized sweater with black tights and thigh high boots. They will make all the statement you need.
Styling Tips
- Thigh high boots look great over skinny jeans or leggings
- Minimal make up and accessories is a must when wearing your thigh high boots. Let them be the focus of your outfit.

Knee Boots
Out of all the boots out there – knee boots are probably the most popular and practical. The version that every girl needs comes just below the knee and looks best when worn with skirts that hit just above the knee.
Styling Tip
- Black and tan colors are the best for boots, because they will go with everything in your wardrobe, so you don’t have to think twice.

Cowboy Boots
There are no rules when wearing cowboy boots. They are just as acceptable with cocktail dresses as they are with jeans and a T-shirt. However, the cocktail dress and the cowboy boot is a bit hard to pull off , so I’d recommend either jeans and a T or a flowy dress and funky jewelry or a peasant skirt and a jean jacket. Be creative!
Styling Tips
- A good pair of cowboy boots is going to be quite an investment, but one that’s definitely worth it. So, spend a little money and I guarantee you not only will they last for years in your wardrobe, but they will also be the most comfortable shoes in your closet.
- Most important, you have to beat them up. The old vintage ones are the best, so the older, the better.

Frye Harness Boots
Unwilling to always be so fragile and feminine? Then Frye Harness Boots are for you. These big, chunky boots exude strength and power which most women crave, at least occasionally.
Styling Tips
- The older and more beat up they are, the better
- Wear them with jeans tucked in or with dresses and Boyfriend Cardigan.

Wellington Boots
Wellie is the most practical option for times of rain and since it rains all the time in Toronto, I believe it’s a MUST to have at least a pair. And not only are they practical, but also kind of cool.
Styling Tip
- When buying or ordering them online, make sure to go a size down from what you usually wear – they run big.
Although I appreciate all kinds of boots, I usually lean toward ankle booties, as well as knee boots. How about you? What’s your favorite boot?

Very nice boots you picked
) Indeed investing in boots goes a long way in Toronto.I did see girls wearing ugg boots in a hot summer day i thought it was a fashion kill
I need some Wellington boots! I love this posts and your styling tips! Always great stuff from you Mimi!!
all these boots are must-haves for every fashionable woman!!
I love wearing boots on winter! My fav are the thigh high boots and the ankle booties!
Love your styling tips Mimi!
xxx
Emilie from http://whatshappeninginmyfashionworld.blogspot.com/
I love the ankle boots! I want a nice pare of lace up boots for fall! Haven’t found the right ones yet…
I love all of the examples and the styling tips you provided, Mimi! You are amazing! Thank you!
I need a pair in each boot for this Winter… =) I’ve especially been craving cowboy boots for awhile now… Need to win a lottery & then go shopping!
Great breakdown Mimi!!
I have quite a few pairs of ankle boots as well as knee boots. I had an awesome pair of black cowboy boots but lost them somehow in a move a few years back.
Hope you are enjoying the fall weather in TO!
Bisous,
Kelli
I love all boots hahah! But esp. the ankle boots, high boots, biker boots and wellies! Also I noticed your comment about ankle boots Olivia Palermo was wearing and you said you where searching for them. They are by topshop and sold online!
Hi there-such lovely different looks, I love ankle boots and knee high boots as my favourites! Have a good weekend!
I gave you an award <3
This is such a great post Mimi! I love it:)) I definitely need a pair of thigh high and ankle boots:)
:**
Very comprehensive list! I tend to gravitate towards tall, flat knee-high boots with an equestrian or biker-inspired toughness to them. They make my wardrobe look a bit less girly.
i will take one of each please.
Ankle, Tight High and Knee are my favourites!
Uhi I want them all!But I especially love ankle boots and thigh high boots
blog.delancefashion.com
Yes, I’m in love with boots. I would really like to have thigh high ones, but I’m afraid it would be the best for me. But I’m desperatly looking for some knee boots, that I can’t find here
Thank you for the tips.
Luv
xoxo
sorry it’s “wouldn’t be the best for me”
xoxo
Love how you include Frye harness boots as a classic. I couldn’t agree more.
Leave your response!
»
La Mimi – Where I’ve Been
Hello my lovelies!
I hope you are all enjoying and making the best of your summer!
I’m so sorry I’ve been away for a while, without even a proper explanation. I think I owe it to all …
»
Fashion Idol of the Week- Aisa Ipac
This week’s fashion idol is Aisa Ipac from Drowning Equilibriums- lifestyle/fashion blog. I was thrilled to discover Aisa’s blog, because she’s the only blogger I know from Philippines and since I love learning about different …
Fashionable Links
Recommended
Check out reviews on Cosmelan and read consumer feedback.
Bring out your inner fashionista with a range of fashionable and timeless women’s clothing pieces.
Tigi Hair Products
Archive
Follow me on Twitter
Twitter Feed
Great Articles
Most Commented
Most Popular