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Top 10August 2025

Best Mens Shorts 52 Inch Flex Waist Dress Shorts

We made a list of the top 10 Mens Shorts 52 Inch Flex Waist Dress Shorts based on verified reviews, popularity and other factors which we summarized for you in this list.

Best Choice

Lee Men's Big & Tall Extreme Motion Flat Front Short, Original Khaki, 52

Lee Men's Big & Tall Extreme Motion Flat Front Short, Original Khaki, 52

✓STRAIGHT FIT. With a straight fit from the seat through the thigh, these khaki shorts feature a flex waistband for comfort in movement. This short hits at the knee and provides a tailored yet casual look that keeps you comfortable all day long.
✓CLASSIC STYLING. A timeless classic with performance features, these straight fit khaki shorts are perfect for everyday wear. From a casual lunch to a day in the park, these shorts will add effortless style and all-day comfort to any outfit.
✓LIVE IN COMFORT. The Extreme Comfort Shorts offer work-to-play versatility. Athletic details like mesh pockets, a flex waistband and Active Comfort Fabric are combined with a classic khaki look for maximum comfort and style.
✓A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
✓SPECIFICATIONS. (2) Front slant pockets, (2) back welt pockets, zipper fly with button closure, 10" inseam. Fabric varies by color.

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35% Discount

Haggar Men's Cool 18 Pro Straight Fit Flat Front 4-Way Stretch Expandable Waist Short, Black, 44

Haggar Men's Cool 18 Pro Straight Fit Flat Front 4-Way Stretch Expandable Waist Short, Black, 44

✓COOL 18 PRO: This collection from America's favorite pant brand features 4-way stretch for ultimate comfort, moisture wicking technology, UV protection, and best of all, they are machine washable.
✓MATERIAL: Made of 50% polyester and 50% sorbtek polyester, these shorts will stay comfortable all day and will become a staple in your closet. They have a 10.5" inseam that hits just above the knee.
✓STYLE: These are the perfect flat front shorts for going on a summer date or to a family event. They are a straight fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist.
✓COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure.
✓FEATURES: There are many subtle details of these shorts including offseam front pockets, a single welt back pocket, a roll hem, and a gabardine fabrication. Pair them with a button-up shirt or a simple tee and white sneakers.

Learn moreon Amazon

23% Discount

Haggar Men's Cool 18 Pleat Front Expandable Waist Short, Navy, 38

Haggar Men's Cool 18 Pleat Front Expandable Waist Short, Navy, 38

✓COOL 18: This collection combines classic Haggar styling with a revolutionary technology to enhance fabrics on a molecular level. The result? Fabric that resists wrinkles, wicks away moisture, and resists static without sacrificing comfort.
✓STYLE: These are the ideal pleat front shorts for a summer date or casual work event. They are a classic fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist, depending on your fit preference.
✓COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure. The material is also moisture wicking.
✓INSEAM: With a 9.5" inseam that hits above the knee, these pleated shorts will work for lunch in the park with your family on the weekend or for a nice dinner with friends.
✓FEATURES: There are many subtle details of these shorts including offseam front pockets, single welt back pockets, and a roll hem, and a gabardine fabrication. Pair them with your favorite t-shirt or a nice colored polo.

Learn moreon Amazon

52% Discount

Lee mens Big & Tall New Belted Wyoming cargo shorts, Black, 52 US

Lee mens Big & Tall New Belted Wyoming cargo shorts, Black, 52 US

✓LOOSE FIT. Designed with a loose fit through the seat and thigh, these cargo shorts sit at the natural waist. Made with room to move, these shorts are perfect for outdoor activity or working in the yard.
✓EXTRA STORAGE. Made with nine pockets, these relaxed fit cargos feature quick access storage for all your needs. From tools to sunglasses, these cargo shorts have a pocket for it all.
✓CLASSIC COMFORT. Durable cotton twill construction is washed for a broken-in, comfortable feel. This classic style includes a built-in belt that adds a touch of ready-to-wear style.
✓A LIFETIME OF QUALITY. For over 100 years, Lee has produced quality apparel with durability and long-lasting construction in mind. Lee is committed to designing clothing that conforms to your body, allowing you to move through life freely.
✓SPECIFICATIONS. Zipper fly with button closure, 11" inseam. All pocket flaps are reinforced and secured with buttons and Velcro. Includes coordinating D-ring belt, belt color may vary by style.

Learn moreon Amazon

46% Discount

Haggar mens Cool 18 Classic Fit Expandable Waist Short Casual Shorts, Black, 36

Haggar mens Cool 18 Classic Fit Expandable Waist Short Casual Shorts, Black, 36

✓COOL 18: This collection combines classic Haggar styling with a revolutionary technology to enhance fabrics on a molecular level. The result? Fabric that resists wrinkles, wicks away moisture, and resists static without sacrificing comfort.
✓STYLE: These are the ideal flat front shorts for a summer date or casual work event. They are a classic fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist, depending on your fit preference.
✓COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure. The material is also moisture wicking.
✓INSEAM: With a 9.5" inseam that hits just above the knee, these pleated shorts will work for lunch in the park with your family on the weekend or for a nice dinner with friends.
✓FEATURES: There are many subtle details of these shorts including offseam front pockets, single welt back pockets, and a roll hem, and a gabardine fabrication. Pair them with your favorite t-shirt or a nice colored polo.

Learn moreon Amazon

Wrangler Authentics mens Performance Comfort Flex Flat Front Shorts, Dark Khaki, 46 US

Wrangler Authentics mens Performance Comfort Flex Flat Front Shorts, Dark Khaki, 46 US

Wrangler Authentics

✓PERFORMANCE COMFORT FLEX WAISTBAND. Constructed with comfort in mind - our innovative flex waistband with stretch fabric ensure a comfortable fit that moves and bends with you
✓STRAIGHT FIT. These performance shorts sit at the waist with a straight seat and fit through the thighs. This short is built with a 9-inch inseam and will keep you comfortable all day
✓PERFORMANCE FEATURES. Quick drying stretch fabric with UPF 30 properties for all day comfort and functionality
✓CHINO FEATURES. Equipped with a total of (5) pockets; (2) front modified slash pockets, (1) front coin pocket, and (2) back welt pockets for easy-access storage

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Columbia Men's Flex ROC Comfort Stretch Casual Short, New Abyss, 52x8 B&T

Columbia Men's Flex ROC Comfort Stretch Casual Short, New Abyss, 52x8 B&T

✓ADVANCED TECHNOLOGY: Columbia Men's Flex ROC Short features our signature UPF 50 fabric for protection against harmful UVA and UVB rays.
✓HANDY FEATURES: This men's durable short features two side pockets with hook and loop closure, two back pockets, a zip-security pocket, and a knife pocket for ultimate convenience and security.
✓ADJUSTABLE FEATURES: A partial elastic waist and gusset detail allow for a customizable fit and comfortable movement no matter the activity.
✓CLASSIC FIT: This short is crafted of a classic fit made up of cotton and elastane fabric.
✓OMNI-SHADE: Be safe and protected. Omni-Shade blocks UVA and UVB rays to help prevent sunburns and long-term skin damage. The tight weave construction with UV absorbent yarns block the full spectrum of harmful UV rays.

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38% Discount

Dockers Men's Ultimate Straight Fit Supreme Flex Shorts (Standard and Big & Tall), Porcelain Khaki, 50

Dockers Men's Ultimate Straight Fit Supreme Flex Shorts (Standard and Big & Tall), Porcelain Khaki, 50

✓Superior stretch & recovery keeps its shape even after repeated wear
✓Flex comfort waistband with added stretch
✓Two front slant pockets, one hidden security pocket at hip and two back welt pockets
✓Straight through the hip and thigh
✓9" inseam

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25% Discount

Haggar Men's Cool 18 Pro Straight Fit Flat Front 4-Way Stretch Expandable Waist Short-Big & Tall Sizes, Black, 54

Haggar Men's Cool 18 Pro Straight Fit Flat Front 4-Way Stretch Expandable Waist Short-Big & Tall Sizes, Black, 54

✓COOL 18 PRO: This collection from America's favorite pant brand features 4-way stretch for ultimate comfort, moisture wicking technology, UV protection, and best of all, they are machine washable.
✓MATERIAL: Made of 50% polyester and 50% sorbtek polyester, these shorts will stay comfortable all day and will become a staple in your closet. They have a 10.5" inseam that hits just above the knee.
✓STYLE: These are the perfect flat front shorts for going on a summer date or to a family event. They are a straight fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist.
✓COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure.
✓FEATURES: There are many subtle details of these shorts including offseam front pockets, a single welt back pocket, a roll hem, and a gabardine fabrication. Pair them with a button-up shirt or a simple tee and white sneakers.

Learn moreon Amazon

56% Discount

Haggar Men's Cool 18 Pro Straight Fit Pleated Front 4-Way Stretch Expandable Waist Golf Short (Big & Tall Sizes), String, 52

Haggar Men's Cool 18 Pro Straight Fit Pleated Front 4-Way Stretch Expandable Waist Golf Short (Big & Tall Sizes), String, 52

✓COOL 18 PRO: This collection from America's favorite pant brand features 4-way stretch for ultimate comfort, moisture wicking technology, UV protection, and best of all, they are machine washable.
✓MATERIAL: Made of 50% polyester and 50% Sorbtek polyester, a moisture wicking fabric that will keep up with your every movement while staying cool and dry. These shorts will stay comfortable all day and are bound to become a staple in your closet.
✓STYLE: These are the perfect pleated front shorts for going on a summer date or to a family event. They are a regular straight fit, meaning they are relaxed throughout the hip and thigh. They sit at or below the waist and have a 9.5" inseam that hits just above the knee.
✓COMFORT: Without a doubt, these shorts will not hinder your comfort throughout the day. They feature an expandable waistband that stretches up to 3 inches, so your shorts will stay secure.
✓FEATURES: There are many subtle details of these shorts including offseam front pockets, a single welt back pocket, and a roll hem. Pair them with a classic button-up shirt or a simple tee and white sneakers.

Learn moreon Amazon

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