44+ Standout High Waisted Styles for Men to Try Now

High waisted styles are making a huge comeback, offering a fresh twist on classic silhouettes. Imagine a world where comfort meets fashion, and you can express your unique style like never before. Get ready to be inspired by a collection of high waisted looks that promise to elevate your wardrobe game.

1. The Classic High Waisted Chinos

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The classic high waisted chinos exude sophistication and simplicity. Perfect for a casual day out or a semi-formal event, these pants offer comfort and style in one package.

Pair them with a tucked-in shirt to highlight the waist, and add loafers for a polished look. The best part? Chinos are available in a range of colors, so you can pick one that matches your mood.

2. Vintage Denim Jeans

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Vintage denim jeans with a high waist take you back to the retro days with a modern twist. They provide a flattering fit and are incredibly versatile.

Wear them with a plain tee or a patterned shirt for a laid-back look. The worn-out finish adds character and uniqueness to your outfit. They are durable and often affordable, making them a staple in any wardrobe.

3. Corduroy Trousers

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Corduroy trousers add texture and warmth to your ensemble. The high waist design enhances your silhouette, making it a trendy choice for cooler months.

Opt for earthy tones like brown or olive to embrace the autumn vibe. Pair with a chunky sweater or a fitted turtleneck, and you’ll feel both cozy and stylish.

4. Tailored Dress Pants

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High waisted tailored dress pants are perfect for formal occasions. They offer a sharp, clean line that elongates the legs and elevates your formal attire.

Match them with a crisp dress shirt and a blazer for a sleek look. These pants are often an investment piece, reflecting quality and style in every stitch.

5. Cargo Pants with a Twist

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Cargo pants with a high waist offer practicality without sacrificing style. These pants are great for outdoor adventures or a casual day in the city.

The multiple pockets are not just functional but add a unique element to your outfit. Pair them with a simple tee and sneakers for a relaxed vibe.

6. Sporty Joggers

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High waisted joggers blend comfort with a sporty aesthetic. They are ideal for lounging at home or running errands in style.

Team them with a hoodie or a bomber jacket for a cool, athleisure look. Affordable and available in various colors, they are a must-have for any casual wardrobe.

7. Linen Trousers for Summer

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Linen trousers are a summer essential, and with a high waist, they offer a breezy, relaxed fit. Perfect for beach outings or casual brunches.

Go for light shades like beige or white and pair them with a linen shirt for a fresh, airy look. Linen’s breathability makes it a top choice for warm weather.

8. Statement Plaid Pants

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High waisted plaid pants make a bold statement. The pattern adds interest and can be the focal point of your outfit.

Keep the rest of your ensemble simple to allow the pants to shine. Pair with a solid-colored top and minimal accessories to keep the look balanced.

9. Wool Pants for Winter Warmth

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Wool pants with a high waist are perfect for staying warm in style. They offer insulation and a tailored fit that works well for both casual and formal settings.

Opt for neutral tones that can be mixed and matched with various tops. Complete the look with a peacoat and polished boots for a winter-ready outfit.

10. Retro Bell Bottoms

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Retro bell bottoms bring back the funky flair of the 70s. Their high waist design is both nostalgic and stylish.

Pair them with a fitted top to balance the flared bottoms, and add platform shoes for an authentic retro vibe. Unique and eye-catching, they are sure to turn heads.

11. Sleek Leather Pants

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High waisted leather pants are the epitome of edgy fashion. They offer a sleek silhouette and an undeniable cool factor.

Pair them with a simple black tee and a denim jacket for a rockstar look. Leather pants can be on the pricier side, but their durability and style make them worth the investment.

12. Relaxed Fit Trousers

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Relaxed fit trousers with a high waist provide comfort without compromising style. They are perfect for a laid-back look.

Choose soft fabrics like cotton or linen for a breezy feel. Pair with sandals or slip-ons for an effortless outfit.

13. High Waisted Shorts

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High waisted shorts are a fantastic choice for warmer days. They offer a casual look with a touch of sophistication.

Opt for denim or cotton, and pair with a tank top or a casual shirt. They are budget-friendly and available in various styles.

14. Parachute Pants

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Parachute pants with a high waist bring an element of fun to your wardrobe. Their loose fit and unique design make them a standout piece.

Pair them with a fitted top to balance the volume. These pants are all about expressing your individuality.

15. Checkerboard Print Pants

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Checkerboard print pants are bold and eye-catching. The high waist design adds structure to the playful pattern.

Keep your top simple to let the pants be the star of your outfit. Perfect for those who love to make a statement.

16. Military Style Trousers

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Military style trousers with a high waist offer a rugged, utilitarian look. They are durable and practical for everyday wear.

Pair with a basic tee and boots for a tough, confident vibe. These pants are often available in earthy tones and camouflage prints.

17. Pinstripe Pants

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Pinstripe pants with a high waist exude professionalism and style. They are great for the office or a formal event.

Pair with a blazer and a crisp shirt for a sharp look. The vertical stripes elongate the legs, adding to your overall height.

18. Slim Fit Denim

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Slim fit denim with a high waist offers a sleek, modern silhouette. They are versatile and can be dressed up or down.

Wear with a casual tee or a dressy shirt, depending on the occasion. They are a wardrobe staple for their adaptability and style.

19. High Waisted Overalls

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High waisted overalls bring a playful, youthful vibe to any outfit. They are comfortable and easy to wear.

Pair with a simple tee or a fun patterned shirt underneath. Perfect for casual outings or a day of fun activities.

20. Cropped Trousers

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Cropped trousers with a high waist offer a modern twist on the traditional pant. They are perfect for showcasing your favorite shoes.

Pair with loafers or sneakers for a stylish look. These pants are great for warmer weather or when you want to show off a bit of ankle.

21. High Waisted Jogger Jeans

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Jogger jeans combine the comfort of joggers with the classic look of denim. The high waist adds a touch of style to this casual piece.

Pair them with a hoodie or a casual jacket. Affordable and trendy, they are a great addition to any casual wardrobe.

22. Striped Linen Pants

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Striped linen pants with a high waist bring a beachy vibe to your look. They are perfect for summer days and relaxed outings.

Pair with a simple shirt or a tank top. The stripes add a fun element to the breezy linen fabric.

23. High Waisted Track Pants

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Track pants with a high waist offer a sporty, relaxed look. They are great for workouts or casual days at home.

Pair with a sporty top or a casual tee. Comfortable and easy to style, they are a must-have for any active wardrobe.

24. Patterned Wide-Leg Pants

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Patterned wide-leg pants with a high waist make a bold fashion statement. The wide leg offers comfort and a unique silhouette.

Pair with a fitted top to balance the volume. These pants are perfect for making a fashion-forward statement.

25. High Waisted Tapered Pants

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Tapered pants with a high waist provide a sleek, tailored fit. They are versatile and can be worn for casual or formal occasions.

Pair with a button-up shirt and dress shoes for a polished look. These pants offer a modern twist on classic tailoring.

26. Denim Shorts with a Twist

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High waisted denim shorts offer a fresh take on a classic summer staple. They provide a flattering fit and are easy to style.

Pair with a casual tee or a tank top for a relaxed look. These shorts are budget-friendly and available in various washes.

27. High Waisted Jogger Shorts

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Jogger shorts with a high waist combine comfort and style. They are perfect for lounging or casual outings.

Pair with a casual top and sneakers for an easygoing look. These shorts are affordable and great for warm weather.

28. Harem Pants

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Harem pants with a high waist offer a relaxed, bohemian vibe. They are perfect for expressing your unique style.

Pair with a fitted top to balance the loose fit. These pants are all about comfort and individuality.

29. High Waisted Dress Shorts

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Dress shorts with a high waist offer a sophisticated look for warm weather. They are perfect for garden parties or casual events.

Pair with a button-up shirt and loafers for a polished appearance. These shorts offer a modern take on traditional tailoring.

30. Printed Cargo Pants

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Printed cargo pants with a high waist add personality to your wardrobe. They combine practicality and style in one piece.

Pair with a simple top to let the print shine. These pants are perfect for adventurous spirits.

31. High Waisted Wool Shorts

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Wool shorts with a high waist offer warmth and style for cooler days. They are perfect for transitioning between seasons.

Pair with a sweater or a long-sleeve shirt. These shorts offer a unique blend of comfort and elegance.

32. High Waisted Safari Shorts

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Safari shorts with a high waist offer a rugged, adventurous look. They are perfect for outdoor activities or casual outings.

Pair with a simple tee and sturdy shoes. These shorts are durable and practical for any adventure.

33. High Waisted Cord Shorts

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Cord shorts with a high waist offer texture and style. They are perfect for adding a touch of vintage charm to your outfit.

Pair with a casual top and sandals for a laid-back look. These shorts are both stylish and comfortable.

34. Plaid Wool Pants

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Plaid wool pants with a high waist offer a classic, timeless look. They are perfect for formal occasions or a night out.

Pair with a crisp shirt and a blazer for a polished appearance. These pants are a great investment for their enduring style.

35. High Waisted Jogger Trousers

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Jogger trousers with a high waist offer a modern, casual look. They are perfect for everyday wear or lounging at home.

Pair with a casual tee or sweater for a relaxed vibe. These trousers are comfortable and easy to style.

36. High Waisted Wool Joggers

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Wool joggers with a high waist offer warmth and comfort. They are perfect for cooler weather or cozy days at home.

Pair with a hoodie or a casual top. These joggers offer a stylish alternative to traditional sweatpants.

37. High Waisted Track Shorts

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Track shorts with a high waist offer a sporty, casual look. They are perfect for workouts or casual outings.

Pair with a sporty top or a tank. These shorts are affordable and great for active days.

38. Striped Jogger Pants

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Striped jogger pants with a high waist offer a sporty, stylish look. They are perfect for casual outings or workouts.

Pair with a casual tee or a hoodie. These pants add a fun element to your casual wardrobe.

39. High Waisted Denim Skinnies

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Denim skinnies with a high waist offer a sleek, modern silhouette. They are versatile and can be dressed up or down.

Pair with a casual top or a dressy shirt. These skinnies are a wardrobe staple for their adaptability and style.

40. High Waisted Wide-Leg Jeans

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Wide-leg jeans with a high waist offer a relaxed, retro look. They are perfect for casual outings or a laid-back day.

Pair with a simple tee or a casual shirt. These jeans offer a comfortable and stylish alternative to skinny jeans.

41. High Waisted Board Shorts

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Board shorts with a high waist offer a fresh take on a beach classic. They provide a flattering fit and are easy to style.

Pair with a casual tee or a tank top for a relaxed look. These shorts are perfect for beach days and warm weather.

42. High Waisted Carpenter Pants

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Carpenter pants with a high waist offer a rugged, practical look. They are perfect for outdoor activities or casual days.

Pair with a basic tee and sturdy shoes. These pants are durable and great for adventurous spirits.

43. High Waisted Pleated Shorts

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Pleated shorts with a high waist offer a sophisticated, polished look. They are perfect for garden parties or casual events.

Pair with a button-up shirt and loafers for a polished appearance. These shorts offer a modern take on traditional tailoring.

44. High Waisted Patchwork Pants

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Patchwork pants with a high waist add a unique, artistic touch to your look. They are perfect for expressing your individuality.

Pair with a simple tee to let the pants be the star. These pants are all about creativity and style.

45. High Waisted Bootcut Jeans

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Bootcut jeans with a high waist offer a classic, flattering fit. They are perfect for casual outings or a laid-back day.

Pair with a casual tee or a casual shirt. These jeans offer a comfortable and stylish alternative to skinny jeans.

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