Almost every man has a pair of black ankle boots that they've fallen in love with.
Here at Helm, we've seen countless men walk out of our Austin flagship store with their new favorite shoes. It's one of those classic pieces of footwear that, if you're a man with a good sense of style, you can't live without. But how do you bring the rest of your wardrobe up to the standard set by your boots?
In this post, we're going to overhaul your closet. We're going to give you 12 different, unique, and attractive outfit ideas to wear with your black ankle boots. You may have some of these clothes already, you may not. But, one thing's for sure, you won't be able to resist going shopping after you read this.
Get your credit card cleared out, you're going to want to spend some money when we're done here. Let's get started.
12 Outfits to Wear with Your Black Ankle Boots
You probably consider yourself a man with a pretty good eye for fashion. Sure, you know what makes a good boot. But, when you start going through your closet, you might discover that some improvements could be made. If you want to look like a classy gentleman, you need to be mindful of everything you wear.
You don't need to throw anything out just yet. Maybe the perfect outfits have been staring you right in the face this whole time, but maybe there are some fresh items that you could get to spruce up your look. Let's find out.
1. Black Chinos, Black Blazer
Sometimes you've got to run with a color scheme. When you've got the perfect boots, you work around them. Try out this classy yet casual look. If you've got a nice pair of black chinos and a black blazer, you'll have heads turning for sure.
The beauty of this is in its simplicity. All you have to do underneath the blazer is pop any colored t-shirt on and head out. It's the perfect look for a night on the town, a coffee date, or getting it done at the office.
2. Black Suit, White Shirt
For more formal occasions, the classic black suit with a white dress shirt look will go great with your black boots. The boots will give you a bit of edge that you don't get with dress shoes.
We've seen a lot of well-dressed celebrities pull this off recently, notably the designer and director Tom Ford. That's pretty good company to be in if you ask us. From there, you can accessorize however you want. A nice pair of sunglasses for a bright day will look perfect with this outfit.
3. Leather Jacket
Let's get casual here. Show off the versatility of your ankle boots by wearing a nice pair of raw denim jeans. Black on black always looks good, so go with some black jeans and a black leather bomber jacket. It'll give you a movie-star-getting-coffee look, which is never a bad thing. You'll exude cool.
This is another one that gives you the freedom to accessorize and wear whatever shirt you want underneath. A t-shirt would do fine if you plan on doing up the jacket, but you could go with a tucked in button-up also.
Do you know what else boots are great for? The winter. Don't forget to treat your Helm boots so that they last for a long time in the harsh conditions. Anyways, if you're a stylish guy that lives in a town that gets a winter, you probably own a nice blue or gray peacoat. Coincidentally, these things go great with ankle boots.
Try out a pair of dark blue jeans with a chunky sweater to go with your peacoat and black ankle boots. We're sure that you'll be feeling great even in the worst winter conditions.
5. Floral Dress Shirt
We don't particularly like thinking too much about winter since summer's not quite here yet, so let's plan for the heat. What says "summer" more than a nice floral dress shirt. There are many to choose from, so pick a base color and go from there.
Pretty much any floral shirt will go with a pair of black jeans, which will also go well with your black boots. It's a great summer look for someone who wants to put out contrasting vibes. You've got the classy, formal look of the ankle boots and black jeans with a great shirt that tells everyone that you're down for anything.
6. Fun-Colored Blazer
You know, Blazers don't have to be so serious all of the time. A lot of guys get caught up in the traditional Blazer colors and we're not having it anymore. Sure, a classic brown, grey, blue, or black blazer is always a good option. And sure, those things all go great with your black ankle boots.
Let's have a little bit of fun, though. Try out a funky colored blazer with some dark jeans and let your hair down a little. One of the hot colors right now is olive green. Pair an olive green Blazer with a white dress shirt underneath and your boots then you'll be cooking with gas.
Okay, let's keep going with this Blazer thing because...well, they just look really good with black boots. If you don't have multiple Blazers in the closet, that's not on us, that's on you. Try out a nice houndstooth Blazer with some lighter colored jeans. You could even go white with the jeans and pull this look off.
Underneath the Blazer, you should keep it a bit simpler. You could contrast the light colored blazer and jeans with a darker shirt underneath, or say "screw it" and embrace the light. A nice gray turtleneck, in particular, would look fantastic with everything else you've got going on in this look.
8. Just a T-Shirt
So far we've been accessorizing quite a bit, and for good reason. Wait, you don't need a reason to accessorize. Anyways, let's get back to the basics. The great thing about black ankle boots is that it's a simple boot that looks great. For that reason, you can keep the rest of your look simple as well.
Believe it or not, you can just pop on a pair of jeans and a nice t-shirt with your black ankle boots and it'll look great. It's the perfect thing to wear out to the patio bar during the summer months. After all, you don't want to put all your friends' wardrobes to shame every time you go out.
9. Jean Jacket
In keeping with the casual vibes, a nice jean jacket always goes great with a pair of ankle boots. You can put any denim wash on, but you've got to be careful what type of jeans you wear with it. You don't want to overdo it with the denim look.
Some guys can pull off the multiple denim thing, but certainly not everyone. As long as the two types of denim don't match perfectly, you should be fine. Play it safe and wear some dark chinos with the jean jacket and avoid your friends making fun of your Canadian tuxedo. The boots will save the look, either way.
10. Brown Overcoat
Here's one for the rainy days. Every guy should have a nice brown overcoat in the closet. It's one of those things that you can throw on any time and bring whatever else you're wearing to life. They're also perfect for less than ideal weather.
If you're headed to work, throw on some black dress pants with a light colored dress shirt and put your black boots on with the overcoat. Your coworkers will wonder why the rain didn't get you down.
If you're headed down to the coffee shop to meet a friend, try out some dark chinos and a sweater. The beauty of the overcoat is that it's simultaneously formal and casual. Perfect for any occasion.
11. Odd Colored Pants
If you haven't noticed, we've been focusing mainly on dark colored pants, but don't be fooled, you can get a little funkier down below. Your black ankle boots are going to ground your look when you try out new things, so you don't need to be reserved.
We're particularly fond of burgundy dress pants, but choose a color that represents your vibe. One thing to note is that if you're going with a vibrant colored pant, then you should dial it back a bit everywhere else. For instance, with your burgundy dress pants, you might want a neutral colored shirt and a grey or black overcoat.
12. Open Button Up
Last, but not least, let's go with one of our favorite casual looks. Yep, the open button-up shirt with a crew or v-neck shirt underneath. It just looks cool. It's super comfortable, and it allows you to make your black ankle boots the star of the show.
You'll see lots of guys doing the Seinfeld look, but they won't have your boots. The boots take something that looks good, but super casual, to a completely different place. It's something you often see famous fellas wearing out on the Sunset strip or our in Brooklyn. Showcase your confidence with this one.
Ready to Shop?
So? Are you ready to go shopping now? We definitely are. These looks are all very different and all great options to wear with your black ankle boots. The important thing to remember with your Helm ankle boots is that they're going to look good no matter what, so you don't have to worry about them.
Instead, you get the responsibility of making sure that the rest of your look is up to snuff compared to your boots. Take a look at your closet today and figure out what combos you can throw together for your next outing in your boots.