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Pointed Toe Ankle Boots

From my own memory not too many years ago, pointy toe shoes aren’t that popular. I remember my friend even describing it as ugly back then. But today they are not only mainstream fashion, they also look amazingly beautiful when you style them with the right pieces. To explain this trend, some can simply explain that fashion trend is a circle. I agree too, but I will also give a lot of credit to the way outfits are constantly evolving. It’s like basketball. Styles of play are a circle, but the entire game of basketball has evolved with more experimentation, or basically more attempts to try different things. Pointed toe ankle boots are one of the most popular types of shoes. For this blog post, I’ve put together some of the best outfit ideas for pointy ankle boots for you.

Black leather ankle boots with pointy toes, woolen coat and mini skirt


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Pointed ankle boots are particularly suitable for winter. For a smart look, you can wear a gray sweatshirt and a gray wool coat for the top. Pair them with a black leather mini skirt, stockings and the black pointed ankle boots.

Wear it with a black leather jacket and cropped mom jeans

black leather jacket pointed ankle boots
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Wearing mom jeans won’t make you look like a mom as long as you style them properly. (Sorry if I insulted a mom. Moms can look cool too, no question about it.) To create this cool mom jeans outfit, wear it with a white button down shirt with vertical gray stripes. Wear black pointed toe leather ankle boots and drape a leather jacket over your shoulders for a touch of cool.

Wear it with a polka dot blazer and black cropped jeans

Pointed toe ankle boots with a dotted blazer
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For those of you who need to dress casually for work, the blazer you wear can be a little more creative to spice up your work outfit. For example, wear a blue shirt with buttons and a black and white polka dot blazer over it. Black skinny jeans and pointed leather thong boots are the perfect complement to this professional-looking, stylish outfit. By the way, for fans of the polka dot fashion trend, our blog post about outfit ideas for polka dot dresses might be of interest.

Pointed-toe ankle boots, a black wool coat and ripped skinny jeans

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

Suede ankle boots with a long black wool coat and leggings

Suede pointy toe ankle boots wool coat
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Seems like I mentioned some leather ankle boots, it’s time to talk about my other favorite: the suede ankle boots. Wear a black sweater dress and a long black wool coat for this lovely outfit. Combine these pieces with black leggings and light brown suede boots.

Ankle boots with a black blazer and gray skinny jeans

black blazer pointed toe ankle boots
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As a stylish and minimalist outfit, you can wear a white V-neck t-shirt and a black blazer for the top. Add a pair of gray skinny jeans and black ankle boots to the equation. As simple as it looks, this is a very chic looking business casual work outfit. The key is that the parts fit.

Wear it with a Color Block Knit Sweater and Leather Flare Mini Skirt

pointed toe boots leather flare mini skirt
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If you want 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 has an added cuteness compared to a pencil skirt. Complete your outfit with leggings and pointed toe boots.

Wear it with a gray oversized wool blazer

gray oversized wool blazer ankle boots
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Here is another outfit idea that pertains to mom jeans. Just wear a black sweater and an oversized gray wool blazer for the top. Wear short mom jeans and pointed ankle boots for your buttocks.

Wear it with a comfortable knitted sweater with a leather pencil skirt

black pointed toe ankle boots comfortable knitted sweater
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Pointed toe ankle boots look really good with a minimal outfit. For example, wear them with a light gray oversized knitted sweater and black leather skirt. The look is clean and beautiful.

Green bomber jacket with pointed toe ankle boots

green bomber jacket pointed toe ankle boots
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Pointed ankle boots and skinny jeans make you look slim when put together with the right pieces. For example, wear a white blouse tucked into your skinny jeans to visually move your waist up. Wear a green bomber jacket to offset the slight awkwardness of the hidden blouse. Complete this cool and durable outfit with black ankle boots.

Wear it with a black sweater dress and a long cardigan

black sweater dress pointy toe ankle boots
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For an all-black outfit that looks feminine and elegant rather than dark, wear a black sweater dress and a long cardigan for the top. Wear black pointed toe leather ankle boots with no leggings to complete the look.

Short leather jacket & black mini skirt

short leather jacket black mini skirt pointed boots
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Sometimes you want to make yourself even bigger by wearing a short jacket to visually move your waist up. As an example, you can wear a short black leather jacket over a white buttoned shirt for the top. Team them with a black high-waisted leather mini skirt and pointy suede toe boots. By the way, you might be interested in finding more ideas for short jacket outfits here.

Gray suede ankle boots with a striped T-shirt and jeans

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

Red pointed toe ankle boots with a black blazer and mini skirt

red pointed toe ankle boots black blazer
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If you’re wearing an all-black outfit, adding a little red can sometimes spice up the whole look. For example, wear red pointed toe ankle boots, a black blazer, and a black mini skirt for a flat yet beautiful look.

Hope you enjoy the list of pointy ankle boot ideas I’ve put together. Make sure to really try some of them out and see how they suit you. These outfits are generally pretty easy to take off.

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