I was just thinking yesterday that this winter is not going to be cold enough (good for me!) and today I woke up to a chilly morning with a sun that refuses to shine bright.
If you are anywhere in the world where winters have settled in I'm sure you have pulled out your boots already. For regions that are extremely cold, long boots are a good bet to keep your legs and feet warm. But for countries like India where winters are cold but not snow cold, ankle boots are a good fashion staple.
For any fashion piece there is no absolute right or wrong. You wear something in a manner that suits your body but a lot of things do have absolute "do not" points to prevent you from making a fashion disaster.
Ankle boots are a great way to keep your feet warm and dress up a lot of outfits. Let's take a look at some points related to how to wear ankle boots.
1. With skinny jeans - this is the easiest style to wear your boots. If you have jeans that are tight at the ankles and do not scrunch up, they are your best bet to wear with ankle boots. They give your legs a lean look. Same is the case with leggings.
2. With straight pants or jeans - if you want to wear your favorite pair of straight pants or jeans then you should roll up the end so that it sits just on top of the edge of your boots. You will need to do the same for pants that are narrow at the end but not skinny.
Your ankles will show through slightly. Make sure your socks are short and sit inside the boots. If you try to tuck in your pants into your ankle boots they will scrunch up and make your ankles look fat.
If you don't like the rolled up look (specially for a formal occasion) then a little secret will come to your rescue. Use an elastic band and sew it to the edge of your pants to resemble stirrup pants. This DIY will help your pants stay straight inside the boots without scrunching up through the day!
3. With wide leg pants - let your pants cover your boots so that they just stay around half an inch above the ground. This allows you to show off your boots and also keeps your pants/jeans off the floor!
4. With skirts - short skirts look cute with boots. If you are wearing a skirt in winters pair them with leggings and then your boots look great and you stay stylishly warm as well.
Again there are #EndlessWays to dress up your boots this winter.
My outfit details:
Zip pants: Max Fashion India
Sweater: Cloudbusters
Boots: Baretraps
Follow Me On
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If you are anywhere in the world where winters have settled in I'm sure you have pulled out your boots already. For regions that are extremely cold, long boots are a good bet to keep your legs and feet warm. But for countries like India where winters are cold but not snow cold, ankle boots are a good fashion staple.
For any fashion piece there is no absolute right or wrong. You wear something in a manner that suits your body but a lot of things do have absolute "do not" points to prevent you from making a fashion disaster.
Ankle boots are a great way to keep your feet warm and dress up a lot of outfits. Let's take a look at some points related to how to wear ankle boots.
1. With skinny jeans - this is the easiest style to wear your boots. If you have jeans that are tight at the ankles and do not scrunch up, they are your best bet to wear with ankle boots. They give your legs a lean look. Same is the case with leggings.
![]() |
Winter Dressing 101 - How To Wear Ankle Boots (With Narrow Leg Pants) |
2. With straight pants or jeans - if you want to wear your favorite pair of straight pants or jeans then you should roll up the end so that it sits just on top of the edge of your boots. You will need to do the same for pants that are narrow at the end but not skinny.
Your ankles will show through slightly. Make sure your socks are short and sit inside the boots. If you try to tuck in your pants into your ankle boots they will scrunch up and make your ankles look fat.
If you don't like the rolled up look (specially for a formal occasion) then a little secret will come to your rescue. Use an elastic band and sew it to the edge of your pants to resemble stirrup pants. This DIY will help your pants stay straight inside the boots without scrunching up through the day!
![]() |
Skinny Jeans with Ankle Boots |
3. With wide leg pants - let your pants cover your boots so that they just stay around half an inch above the ground. This allows you to show off your boots and also keeps your pants/jeans off the floor!
![]() |
Bootcut Jeans with Ankle Boots (img source: pinterest.com) |
4. With skirts - short skirts look cute with boots. If you are wearing a skirt in winters pair them with leggings and then your boots look great and you stay stylishly warm as well.
![]() |
Ankle Boots with Skirts (img source: modacapital-blog.com) |
Again there are #EndlessWays to dress up your boots this winter.
My outfit details:
Zip pants: Max Fashion India
Sweater: Cloudbusters
Boots: Baretraps
Follow Me On

I have fat ankles so ankle boots never look good on me, but I love them on others :)
ReplyDeletegive them a try with rolled up pants next time!
DeleteThis is a good post. I'm not a fan of ankle boots, but I know it's a big trend.
ReplyDeletethank dear!
DeleteI love booties. I've worn them all the ways you described and then some. But I wear ankle socks or no socks so they aren't visible.
ReplyDeleteI've been opting for ankle socks too
DeleteI love ankle boots - I pair them with pencil skirts and opaque black tights for work.
ReplyDeleteI love that look!
DeleteUnfortunately I'm so short that ankle boots usually make me look even shorter.
ReplyDeletetry wearing tights the same color as your boots, it will elongate your legs and make you appear taller. I'm short too!
DeleteI love ankle boots! Always looking for different ways to wear them. Thank you!
ReplyDeleteI'm glad you found this post useful!
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ReplyDeleteHey Shilpa, you did a passionate job for us certainly. You look indeed super gorgeous with lovely outfits and boots. I would like to say my fashion loving thanks to you for this conducive post. The tips and guidelines on how to wear ankle boots you dedicated for your fans and folks were totally a heart warming read and experience. Love it. Oh, perhaps you also enjoy to have a pair of Air Jordans sneaker? Well, you can take a look in dinhstore.dk to pick up that actually only for you.
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ReplyDeleteNice Post
ReplyDeleteGreat tips for wearing ankle boots with different outfits! I totally agree that ankle boots can work with so many styles. I’m also looking into stylish girl tops fashion to wear with my boots—something that pairs well with skinny jeans or skirts. Do you have any recommendations for stylish winter tops to complete the look
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