How to Style Pointed Toe Ankle Boots for Women

pointed toe ankle boots outfits

From my own memory, not too many years ago, pointed toe shoes are not that popular. I remember my friend back then even described it as ugly. But today, not only that they are now belonged to the mainstream fashion, they actually look amazingly beautiful when you style them with the right pieces. To explain this trend, some may simply explain that fashion trend is a circle. I agree too but I will also give a lot of credit to the way outfits constantly evolve. It’s just like basketball. Styles of plays is a circle, yet the overall game of basketball has evolved due to more experiments or basically more attempts to try different things. The pointed toe ankle boots are among the most popular types of shoes. For this blog post, I have gathered some of the best pointy shoes ankle boots outfit ideas for you.

Black Leather Pointed Toe Ankle Boots with Wool Coat & Mini Skirt


Pointed toe ankle boots are especially suitable for the winter. For an elegant look, you can wear a grey sweatshirt and a grey wool coat for the top. Pair them with a black mini leather skirt, stockings and the black pointed toe ankle boots.

Wear with Black leather Jacket & Cropped Mom Jeans

black leather jacket pointy ankle boots

Wearing mom jeans doesn’t make you look like a mom as long as you style them right. (I am sorry if I have offended any mom. Moms can look cool too, no question.) To create this cool mom jeans outfit, wear it with a white button up shirt with vertical grey stripes. Wear black pointy toe leather ankle boots and drape a leather jacket over your shoulders for a touch of cool factor.

Wear with Polka Dot Blazer & Black Cropped Jeans

pointed toe ankle boots with polka dot blazer

For those of you who have to dress business casual to work, you can be a little more creative with the blazer you wear to spice up your work outfit. As an example, wear a blue button up shirt with a black and white polka dot blazer over it. Complete this professional looking yet stylish outfit with black cropped skinny jeans and leather pointed toe ankle boots. By the way, for fans of the polka dot fashion trend, you may be interested in our blog post on polka dot dress outfit ideas.

Pointy Toe Ankle Boots with Black Wool Coat & Ripped Skinny Jeans

pointy toe ankle boots black wool coat ripped skinny jeans

There are always times that I just dress all-black and look cool. This outfit isn’t the coolest kind of all-black outfit that you could imagine, like a black leather jacket all-black outfit, but it does has some warmth and coziness in it. To achieve this look, wear a black sweater and a black wool coat for the top. Add a touch of roughness by wearing black ripped skinny jeans and pointy toe ankle boots.

Suede Ankle Boots with Long Black Wool Coat & Leggings

suede pointed toe ankle boots wool coat

Seems like I have mentioned quite a few leather ankle boots, it’s about time to talk about my another favorite: the suede ankle boots. For this beautiful outfit, wear a black sweater dress and a long black wool coat. Pair these pieces with black leggings and light brown suede ankle boots.

Ankle Boots with Black Blazer & Grey Skinny Jeans

black blazer pointy toe ankle boots

As a stylish and minimal outfit, you can wear a white v neck t shirt and a black blazer for the top. Complete the outfit with grey skinny jeans and black ankle boots. As simple as it looks, this is a very smart looking business casual work outfit. The key is to have the pieces form fitting.

Wear with Color Block Knit Sweater & Leather Flare Mini Skirt

pointy toe boots leather flare mini skirt

If you like to add a touch of creativity and cheerfulness to your all-black outfit, you can do something like this outfit idea. Instead of wearing a solid black sweater, wear a color block sweater that uses some shocking colors like pink. A flare mini skirt also has some extra cuteness in it compared to a pencil skirt. Finally, complete the outfit with leggings and pointy toe ankle boots.

Wear with Grey Oversized Wool Blazer

grey oversized wool blazer ankle boots

Here is another outfit idea that involves the mom jeans. Simply wear a black sweater and an oversized grey wool blazer for the top. For the bottom, wear cropped mom jeans and pointed toe ankle boots.

Wear with Comfy Knit Sweater with Leather Pencil Skirt

black pointed toe ankle boots comfy knit sweater

Pointed toe ankle boots look really nice with a minimal outfit. For example, wear them with a light grey oversized knit sweater and a black leather pencil skirt. The look is clean and beautiful.

Green Bomber Jacket with Pointy Toe Ankle Boots

green bomber jacket pointy toe ankle boots

Pointy toe ankle boots and skinny jeans can make you look lean when they are put together with the right pieces. As an example, wear a white blouse that is tucked in your skinny jeans in order to visually move up your waistline. Wear a green bomber jacket to balance out the slight awkwardness of the tucked in blouse. Complete this cool and tough looking outfit with black ankle boots.

Wear with Black Sweater Dress and Long Cardigan

black sweater dress pointy toe ankle boots

For an all-black outfit that looks nothing dark, but feminine and elegant, wear a black sweater dress and a long cardigan for the top. Wear black leather pointed toe ankle boots without leggings to complete the look.

Short Leather Jacket & Black Mini Skirt

short leather jacket black mini skirt pointy boots

Sometimes, you want to make yourself look even taller by wearing a short jacket in an attempt to move up your waistline visually. As an example of that, you can wear a short black leather jacket over a white button up shirt for the top. Pair them with a black leather high waisted mini skirt and suede pointed toe ankle boots. By the way, you may be interested in finding more short jacket outfit ideas here.

Grey Suede Ankle Boots with Striped Tee & Jeans

grey suede ankle boots black and white striped t shirt

I am mentioned in another blog post that I am a fan of the black and white striped t shirt. And one of my favorite ways to style it is wear it with ripped jeans and white sneakers. This time, let’s make the outfit more feminine by replacing the sneakers with grey suede ankle boots.

Red Pointy Toe Ankle Boots with Black Blazer & Mini Skirt

red pointy toe ankle boots black blazer

Sometimes, when you wear an all-black outfit, adding a little bit of red can really spice up the entire look. As an example, wear red pointed toe ankle boots with a black blazer and a black mini skirt for a low profile yet beautiful look.

I hope you enjoy the list of pointy toe ankle boots outfit ideas I have put together. Make sure you really try some of them and see how they fit you. These outfits are generally pretty easy to pull off.