For work boots to be fashionable, they need to be worn in the right way. The best way to wear these boots with jeans is to ensure that it is not too long and that you roll over the pants at the bottom to look like sneakers. This will help give you that final touch of coolness while still maintaining a sense of comfort and practicality. If you are not comfortable wearing work boots with jeans, this probably means that the pair is not the right kind of boot for you. Instead, choose something that offers you more flexibility and comfort, especially if you plan to do a lot of walking.
Table of Contents
- 1. A black puffer jacket and skinny gray jeans
- 2. A leather jacket and skinny black jeans
- 3. Black leather biker jacket and light blue jeans
- 4. Brown herringbone overcoat with navy jeans
- 5. Tracksuit
- 6. Black bomber jacket and skinny charcoal jeans
- 7. Navy long sleeve jean jacket with ripped jeans
- 8. Shearling jacket and brown jeans
- 9. Charcoal jacket and ripped skinny jeans
- 10. White sweater and navy jeans
- 11. Skinny Jeans, T-Shirt, And Blazer Jacket
- 12. Straight-Leg Jeans or Cuffed Jeans
- 13. Boyfriend Jeans
- 14. Light-Gray Jeans, Styling Them With Ankle Boots
- 15. Trench coat, Belt and Burgundy Leather Ankle Boots
- 16. Skinny Jeans And Block-Heel Booties
- 17. Whole white outfit Look Styled With Black Ankle Boots and Red Coat
- 18. A Leather Jacket, Light-blue Jeans And Black Boots
- 19. Ankle Jeans with black boots
- 20. White Winter Style With Light-brown Boots
- 21. Fur Collar Classic Coat Styled With White Boots
- 22. Long Light-Colored Skirt Styled with The Printed Boots, Black Sweater and Long Dark Coat
- 23. Trendy Leather Bucket hat, Dress, Black Leopard Print Tights, Ankle Boots And Small Bag
- 24. Brown Midthigh Coat And Printed Boots
- 25. Whole Black Outfit with The Ankle Boots
- 26. Classic Black Booties With Pants
- 27. Oversize Coat, Long dress, Simple Jeans and Ankle Boots
- 28. Luxury Grey Coat, Sunglasses, Wide Leg Blue Jeans, Ankle Boots Styled With A Leather Bag
- 29. Pink Outfit Styled With A Pair Of White Boots
- 30. Jeans, Strip Sweater Shirts And Ankle Boots
- Most Outfits To Wear With Brown Leather Work Boots
- How should men wear work boots with jeans?
- Can you wear skinny jeans with work boots?
- Should I tuck my pants into my work boots?
- How do you wear boots with slim fit jeans?
- What kind of pants do you wear with work boots?
- What kind of jeans go with work boots?
- Can you wear blue jeans and black work boots?
- Are work boots uncomfortable to wear with jeans?
1. A black puffer jacket and skinny gray jeans
Want to infuse your menswear arsenal with some elegant dapperness? Opt for a black puffer jacket and skinny gray jeans. Finishing with a pair of work boots is a fail-safe way to bring a playful vibe to this look.
Just be simple the way you are!
2. A leather jacket and skinny black jeans
Another great option is for a pair of work boots with jeans. The leather jacket and tight black jeans will both be able to complement the look. When thinking about different types of material, one should always remember that it will depend upon the wearer’s height and weight to determine what is an ideal fit for their body type. However, there are some general guidelines as well as exceptions as to whether or not a certain pair of jeans can be paired with work boots successfully.
3. Black leather biker jacket and light blue jeans
With a leather biker jacket, you will be able to appreciate the craftsmanship that went into the making of this accessory. However, this is not the only reason why you should consider wearing work boots with denim. The jeans themselves are comfortable and lightweight enough to offset the extra warmth that the leather jacket provides.
If you have been looking for a gently stylish way of having casual elegance, a pair of work boots with denim is an excellent option. The brown herringbone overcoat and the light blue jeans will be able to serve as complementary pieces.
Tracksuits are a traditional combination that one can wear successfully. For those who are more inclined to wear black, you should consider this set as an alternative.
6. Black bomber jacket and skinny charcoal jeans
Another equally stylish pair of jeans made with skinny charcoal jeans. This combination, although slightly more casual, can look just as stylish. There are several other ways you should copy the master behind this kind of work boots with a denim look. For example, you can tie your hair up or have it slicked back to accentuate the seriousness of the look.
Want to look as if you can handle anything? This is a good way to go about it. The work boots with the ripped jeans and the navy long sleeve jacket will provide you with style and comfort.
8. Shearling jacket and brown jeans
With a shearling jacket, you can accentuate your look with fashionable brown jeans. The jeans themselves are unique in that they are lightweight enough to offset any extra warmth that the jacket provides. When it comes to having casual elegance, this is an excellent combination of pieces.
9. Charcoal jacket and ripped skinny jeans
You’ll be surprised at how effortless it is for any man to put together a casual ensemble like this. A charcoal shirt jacket and black ripped skinny jeans are all that’s required. Alternate your footwear with a more casual style, such as these work boots.
Wear a white crew-neck sweater with navy jeans for an outfit that is both dapper and easy to style. Work boots are an easy way to update this ensemble. With this outfit, you look more comfortable and adorable!
11. Skinny Jeans, T-Shirt, And Blazer Jacket
For those seeking an alternative to the classic leather biker jacket and boots, this look is for you. Instead of being all about the jacket, this look embraces the fashion side of things. The jeans are worn in the same fashion as the ripped jeans above, but they are combined with a t-shirt and a blazer jacket. This results in a relatively urban style that will work well in any city landscape or office.
12. Straight-Leg Jeans or Cuffed Jeans
The trick to wearing jeans to work is choosing the right boot. The most important thing is to not go too flashy with the type of boot you choose as a casual business option. The trick is choosing something that will work well with your general style. If your style is more classic, use rugged boots like those above. If you want a more casual look, then opt for something on a casual level. Rember to match with any coats which you like and suits for your work environment.
13. Boyfriend Jeans
The “boyfriend jeans” look is a staple in the fashion world and can be worn any day of the year. Its popularity stems from the fact that it is a comfortable look that is also nice and simple. This look works best with boots that are slightly darker than your jeans. You can wear these pants with dark blue or black colored boots and pleated detailing if you want to add more intensity to your overall style.
14. Light-Gray Jeans, Styling Them With Ankle Boots
Nothing can beat a pair of light-gray jeans for the office. This look is straight from the old-school days and is also considered a great alternative to gray as an office outfit. The light gray jeans are more versatile than black as it’s not specific to your business environment. It works well with black boots and work shoes if you want to wear black.
15. Trench coat, Belt and Burgundy Leather Ankle Boots
This pair of boots is ideal if you want to be more daring and stand out from the crowd. The burgundy leather ankle boots are paired with a blue trench coat, red belt and red hat. Despite being styled with a blue trench coat which is oppiste color with the accessories and boots, you look more fashionable.
16. Skinny Jeans And Block-Heel Booties
Try this look if you want to look a little sexier and sassier. The booties are the perfect touch and work well with jeans. You could want to consider the general appearance and air of refinement that the boots provide. The boots are also very stylish and will make a statement while still comfortable.
17. Whole white outfit Look Styled With Black Ankle Boots and Red Coat
This is the ideal option for individuals who want a more formal appearance. The ankle boots provide a nice contrast and make the overall look feminine and vibrant. Again, the colors are neutralized, so the viewer sees a tasteful yet stylish office look. You don’t have to wear your booties with jeans as they are in any way you see fit.
The whole white outfit is worn with the red coat and black hat, but this time in a more casual manner. This outfit looks styled with black ankle boots.
18. A Leather Jacket, Light-blue Jeans And Black Boots
This look is a great combination that works well together. The light-blue jeans and the black boots provide a great contrast to the casualness of the jacket. This jacket provides excellent sophistication and can be paired with almost anything.
19. Ankle Jeans with black boots
If you want to do something crazier and more inpredictable, this is the look for you. The jeans are worn at reaching ankles. This outfit makes you feel more relaxed and comfortable when you hang out with friends or just only you enjoy day-self.
20. White Winter Style With Light-brown Boots
The white winter outfit is a great contrast to the light-brown boots. This look is an excellent replacement for those who want something cute or simply wish to change the entire look of their outfit. The combination of the white outfit and the light-brown boots creates an incredible result.
21. Fur Collar Classic Coat Styled With White Boots
These white boots are worn with the fur collar coat. They are pretty simple but they still provide a sense of sophistication by looking more fashionable. The overall looks a bit more elegant!
These white boots are another example of those with many different pants and outfits. In this case, they are paired with the fur collar coat to give an overall look a elegant feel that goes well with alternative boots like these.
22. Long Light-Colored Skirt Styled with The Printed Boots, Black Sweater and Long Dark Coat
The printed boots are quite significant. The look is completed with a long light-colored skirt and black sweater as well as a dark coat for the office outfit. The boots provide excellent contrast and make the overall look a bit more interesting to see. They are perfect for winter even you go outside or go to work.
23. Trendy Leather Bucket hat, Dress, Black Leopard Print Tights, Ankle Boots And Small Bag
This look works for many different occasions and is perfect for girls’ night out. The boots are very matching with the rest of the outfit. This makes the overall look more enjoyable and impressive with a bit more action-packed.
You may wear these boots in many different ways, so you might want to keep that in mind. It all comes down to your tastes, preferences, and style sense, so don’t be afraid to experiment with different outfits and looks.
24. Brown Midthigh Coat And Printed Boots
This look is perfect for individuals who desire a little more freedom with their wardrobe. This may be the case if you need to leave the house and feel a little more at ease doing so because you are at work or simply want to. The boots provide a nice matching that works well with the rest of this outfit.
25. Whole Black Outfit with The Ankle Boots
This look is perfect if you are a bit more daring and like to be sexier than the typical office styles. It utilizes ankle boots, black dress, and a simple dark hat in a way that makes for an attractive moving outfit. This is perfect for those who look beautiful while feeling a little more at ease with their style.
26. Classic Black Booties With Pants
These classic booties make for a great choice. They can be worn with many different outfits but look best when paired with a simple pants, in this case. This look is ideal for folks who want to project an edgier image and don’t mind donning brighter hues to accomplish it.
27. Oversize Coat, Long dress, Simple Jeans and Ankle Boots
This is the perfect mix of casual and edgy. The simple jeans are worn with the oversized coat as well as the long light-blue dress. Also, the ankle boots contrasts nicely with the rest of the outfit. This outfit perfectly matches your personality and style sense.
28. Luxury Grey Coat, Sunglasses, Wide Leg Blue Jeans, Ankle Boots Styled With A Leather Bag
This look is perfect for those who like to have a bit more elegant and comfortable than the typical office worker. The overall look is completed with the dark ankle boots, dark top and a luxury grey coat as well; therefore, you may rest assured that this outfit has your best interests at heart. It’s casual but still looks stylish and elegant at the same time.
29. Pink Outfit Styled With A Pair Of White Boots
This look is great because it utilizes the simple outfit in a way that makes for an exciting and visually appealing outfit. The boots match nicely with the rest of the outfit and make a great choice because of how well they blend into this particular look.
30. Jeans, Strip Sweater Shirts And Ankle Boots
Ankle boots are a great pair of shoes for many different outfits. They are paired with casual jeans, a nice strip shirt, a simple shirt or a crop top and a jacket. The look is completed with the stylish red boots that go well with the rest of this outfit.
Most Outfits To Wear With Brown Leather Work Boots
1. The Classic, Everyday Uniform
This costume set includes:
- Oxford shirt
- Dark denim
- Leather watch
- Brown leather work boots
This first ensemble is timeless. You may wear this almost everywhere and will never seem overdressed or underdressed. It’s ideal for returning to the workplace, enjoying some outside beverages, or hosting a modest holiday celebration.
And what about the boots? They provide a sense of toughness to the otherwise elegant appearance. The traditional brown leather work boots serve as the outfit’s core, and the classic blue blazer provides a logical high/low style combo.
By the way, take notice of the fitted fit and light construction, as well as the addition of more informal patch pockets. It’s sophisticated but approachable, which is why the boots work.
All of this is held together with a pair of well-fitting faded denim that isn’t excessively damaged. The shirt of choice here is a pristine white Oxford shirt, the sort that also looks fantastic without the sportcoat and with the sleeves rolled up.
Indeed, rolling up your sleeves to show off that intricate and refined-yet-wearable timepiece may be the best course of action.
If it’s the little touches that create an ensemble, this one is brimming with them. Consider this a workhorse on a daily basis.
2. Laidback & Rugged
This costume set includes:
- Classic henley
- Field jacket
- Dark denim
- Watch cap
- Brown leather work boots
How can you make leather work boots denim-friendly? Easy. When you have the proper pair, everything begins to fall into place, which is why we like Beckett Simonon’s Medina Boots, which are featured in these outfits.
With a dressy or casual shape and crisp cap-toe stitching, they’re a near-instant winner if you’re looking for a pair of leather boots to wear with jeans (and chinos… and more!) on a regular basis.
Here’s a classic casual autumn style move: Combining a sports-inspired henley with a field jacket that is both vintage and unexpectedly wearable in the modern-day.
Keep toasty in autumn and winter with a high-quality watch cap that adds aesthetic appeal to this ensemble. Take notice of the textured fabric and amp it up with thin inky blue, dark denim that will break in beautifully over time.
3. The Fashion-Forward Pick
This costume set includes:
- Chunky sweater
- Natural five-pocket pants
- Leather watch
- Pea coat
- Brown leather work boots
While these brown leather work boots are casual and flexible in and of themselves, this ensemble is elevated with natural-colored five-pocket trousers. Consider them to be a cross between jeans and chinos, made cooler and more fashionable by the natural “Birch” color.
They go wonderfully with the bulky sweater featured here, courtesy of Todd Snyder, and the off-white and tan color scheme is also something you should attempt if you want to go louder but elevated with your next outfit.
Naturally, accessories such as a crisp leather dress watch (the same watch as in the previous outfit!) and a traditional peacoat help anchor this fashion-forward ensemble.
4. A Fall or Winter Day Trip
This costume set includes:
- Denim jacket
- Chambray shirt
- Pea coat
- Grey denim
- Field watch
- Watch cap
- Brown leather work boots
This is the ideal ensemble for an autumn or winter day trip and another example of how to put denim on denim (on denim) with boots for a casual, rough look.
By including different denim items in a variety of colors — in this example, traditional light blue chambray shirting, grey selvedge denim, and a medium blue denim jacket — this ensemble gains subtle depth and allows for effortless mixing and matching.
Substitute a henley shirt for the chambray shirt for a more layered (and warmer) appearance.
The style is anchored by the pleasingly flexible brown leather work boots that sit tastefully and distinctly under the cuff of your grey selvedge denim. And, for added warmth and incredibly cool style, you’re finishing the set with a military-inspired grey peacoat for tried-and-true cold weather good looks.
On the accessory front, a rugged field watch is a way to go, considering the informal nature of this outfit, while a reliable watch cap (as seen in earlier looks here) also fits the bill.
How should men wear work boots with jeans?
It depends on the work boots you’re wearing. If you wear military-style combat boots, it is best to avoid wearing them with jeans or any other form of pants in general. The leather material on the boot’s exterior is usually too soft to be worn against hard surfaces like denim fabric.
Even if they are made out of more challenging materials, they won’t last long in this situation, which would defeat the purpose of wearing them when working.
Can you wear skinny jeans with work boots?
Yes! Sometimes a fashion trend is a fashion trend for a reason, and in this case, when you’re wearing work boots with jeans, it’s because you’re going somewhere far from the city, to where it’s likely that both your clothes and shoes will get muddy.
In these situations where you’ll be off-road or moving about with just your boots, skinny jeans work perfectly. They also look great paired with chinos or at least dark denim.
Should I tuck my pants into my work boots?
There is no right or wrong answer when it comes to whether or not to tuck your slacks into your work boots. It is entirely dependent on the look you desire.
When wearing work boots with jeans, the most important thing to consider is how baggy or fitted you would like the pant leg to look underneath the boot. If you are wearing fitted jeans, it might be more beneficial to tuck in your pant legs, allowing for a neater look. On the other hand, if you wear baggy jeans, it might be more worthwhile to let your pant legs hang out to get in the boot. This way, there is no extra fabric that the eye will have to search for to see if you have tucked in your pants or not.
How do you wear boots with slim fit jeans?
You can wear boots with slim-fitting jeans with a couple of tricks. It would be best to find a pair of work boots that are not too wide in the toe box. Many companies make boots without the usual clunky toe box found on traditional workboots, which makes them perfect for your outfits.
You also need to focus on the shape and make sure it still looks good when worn with a slim jeans fit. Now that you know what to look for in a pair of work boots.
What kind of pants do you wear with work boots?
Many people are ignorant of mixing work boots with jeans, even though it appears to be a no-brainer.
Work boots can be worn with jeans in various ways, including the traditional white socks with black jeans. Both men and women can wear work boots with jeans in a variety of ways.
What kind of jeans go with work boots?
In our opinion, there are two different types of jeans you can wear with work boots, depending on the occasion.
1) Distressed Jeans: You can’t go wrong with distressed jeans to look casual and ready for anything. However, this type of jeans is more appropriate for a date night or drinks with friends than a meeting at work. Distressed jeans are known for their holes, rips, and faded colors. There are many distressed jeans, but you should go with the fashionably worn look to pair with work boots. The fashionably worn look means there are slight tears here and there (often along with the pockets or at the bottom hem), but no over-the-top holes or rips that expose your thigh.
2) Dark-Rinsed Jeans: Dark-rinsed jeans are more appropriate for the workplace and business meetings. These jeans aren’t as casual as distressed jeans and can be worn to work without de-casualizing the look with a sweatshirt or hoodie. The dark-rinse creates a classic, dark tone on the denim, even after you have worn them multiple times.
Can you wear blue jeans and black work boots?
Yes, it is possible to wear blue jeans and black work boots. There are many different styles of shoes that can be paired with denim, but several different styles of shoes can be paired with boots. When picking out which style to wear, there is one thing worth considering: the height of the boot.
To ensure your footwear looks appropriate in general- not just with jeans – keep up-to-date on what’s fashionable by checking online fashion blogs or websites like ELLE.com or JustJared.
Are work boots uncomfortable to wear with jeans?
No! Although the style of the boots and jeans might be different, it is possible to wear both together. Your outfit does not need to be switched up for the sake of wearing boots with jeans.
The main reasoning behind this is that if you are working in an environment where other people are around you, you want to look professional. The last thing you want while at work is to be distracted by your footwear. You want to feel relaxed while working so that your mind stays focused on the task at hand.