How to Wear Men’s Boots With Jeans

Picture the scene... the cold, wet weather is starting to roll in, golden brown leaves litter the ground and it’s officially autumn. Surely it stands to reason that now is the time to invest in a new pair of men’s boots?

There are lots of different styles to choose from, whether it’s a smart-casual look you want to go for with a nice pair of men’s Chelsea boots, or it may be that a solid pair of lace-up boots are a more practical option for everyday wear.

All these different types of men’s boots are great, and there are plenty of ways to wear them, but given that jeans are a must-have staple in most wardrobes, we thought they deserved their own article on how best to pair them with boots.

So, how do you wear men’s boots with jeans? How do you ensure you’re matching them well? Should jeans be tucked into boots? Which men’s boots are casual and which are smart? There are plenty of questions that need answering, so we’re going to do just that.

Do Men’s Jeans Go Inside or Outside Boots?

Choosing how to wear your boots with jeans is entirely down to your own preference, however certain styles do lend themselves better to wearing them in a particular way.

A great example of this would be men’s walking boots. If you’re out there in the wilderness and you decide to wear jeans, then there are a few precautions that you might want to take. Jeans are made from cotton so are naturally very absorbent; to stop your jeans getting wet, the best option would be to tuck them in.

If, however, you’re out for a night on the tiles and you’re just not sure what kind of look you’d like to go for, consider the style of jeans too. If you’re opting for a slightly dressier boot cut style of jeans which are designed specifically to go over footwear, then going for a pair of ankle length pull-on boots that have a simple upper will look sleek and mean you’re not taking focus away from the rest of your outfit.

On the other hand, if you’d like to get a little more edgy with your look, why not try a pair of fitted jeans with a great pair of desert boots? In this case, turn up the cuffs on your jeans to give your outfit a vintage vibe. Add some funky socks to the mix and you’ve got yourself a real statement maker!

What Men’s Boots to Wear With Skinny Jeans

Talking of skinny jeans, some of you many be curious to know exactly what style of boots you can wear with them.

The real answer is any, but as far as today’s trends go; there are a few styles of men’s boots that lend themselves particularly well to this style of jeans. If you’d prefer a super-sleek look, then a pair of slim-fitting boots with an almond or square toe is definitely the best choice. The clean, unfussy look of Chelsea boots is perfect for those that want to keep their look simple and focus-free. They’re also really easy to get on and off, making them a practical choice too.

The skinny jean/Chelsea boot look has been a firm favourite with celebs for generations, with the likes of Mick Jagger rocking the look for what feels like centuries! A real testament to the timeless nature of this look if ever there was one.

Another great style that works perfectly with skinny jeans is military boots. Not only are they super-stylish and can be dressed up or down, but they’re practical too. They’re usually lace up, making it easier when it comes to shoe sizes and fitting, which means they’re the perfect choice for all day wear. To really get the look, go for skinny jeans that are a little beat up, which will add a whole new dimension to your outfit.

If you’d like to “urbanise” your look and channel your inner 90s vibe, however, then going for a chunky pair of rigger boots with skinny jeans can be a real winner. Team them both with a baggy t-shirt and oversized bomber style jacket and you’ve got yourself a look that’s super on-trend right now.

Best Men’s Casual Boots to Wear With Jeans

Knowing what looks smart and what would be considered casual is a tricky one to navigate. Often, not knowing which jeans will go with which style of boots can mean you don’t quite get it right for the occasion.

If you’re going to a winter wedding for example, you’d usually opt for a pair of clean leather boots with a slim sole and matching laces, which would work well with a dark denim such as indigo. Or, mix it up with a pair of mole skin jeans in a camel colour if you’d like to add a bit of flair to your outfit.

On the other hand, if you’re planning a day of fun stuff and want to keep things light-hearted with your outfit, go for stonewash or acid-wash jeans and a pair of lace-up boots or hi-top trainers. Going for a pair of jeans with a loose fit will allow for better movement throughout the day, meaning any activities you do should be comfortable and restriction free!

Men’s boots and jeans can be a tricky look to nail, especially if you’re not sure what look you’d like to go for. However, fortunately both are so versatile that it’s easy to find a look that works. Sticking to classic combinations such as smart pair of Chelsea boots with skinny jeans or desert boots and fitted jeans, will start you off on the right foot. That being said, there’s no harm in experimenting, so find out what works best for you!

How to Wear Men’s Boots With Jeans

Do Men’s Jeans Go Inside or Outside Boots?

What Men’s Boots to Wear With Skinny Jeans

Best Men’s Casual Boots to Wear With Jeans

Find Your Perfect Pair of Boots