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Men's Clothing

Family & Friends!  Extra 20% off + Spend $50, get $15 CASHBACK in points | Points valid 7 days. Exclusions apply.*

Family & Friends! Extra 20% off clothing, accessories & fragrances sold by Sears. In price shown. Valid on items marked sold by Sears and/or Marketplace except where indicated. Purchase requirement before taxes and after other discounts. Excludes Clearance, Everyday Great Price, Hot Buy, Smart Buy and Unilateral Pricing Policy items, Levis merchandise, Dockers, Jansport, Valmont, Perry Ellis, Julie France Body Shapers brands. No in-store price matching allowed. Offer valid through 7/20/19 11:59 PM CST.

Spend $50, get $15 CASHBACK in points exclusions:
Offer valid 7/14-7/27/19. First $15 in points are issued same day and are valid for 7 days. Subsequent payments of $15 in points issued every Sunday starting 8/4/19. Max. $750 in points per member and max. initial $15 in points per member. Excludes Lands' End® and select mattresses. Items must be sold by Sears. Purchase requirement before taxes and after other discounts and must be made in a single transaction. Points cannot be redeemed on Marketplace, grocery or drugstore items. By accepting Shop Your Way® member benefits and offers, you agree to the Shop Your Way terms and conditions, available at Members earn points on qualifying purchases, excluding sales taxes and other fees. Points may take up to 48 hours to appear in your account. Extra points are inclusive of, and not in addition to, any base points earned on qualifying purchases. When extra point offers are combined, total points earned will be less than the combined point totals for each individual offer.

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Bring on the Heat! These timeless styles will keep you feeling & looking cool
Men's Shirts
Buy One, Get One 50% Off | Levi's 505 Regular fit jeans for men. (valid through 7/20)
Buy One, Get One 50% Off | Levi's 505 Regular fit jeans for men. (valid through 7/20)
Men's Shorts
Buy One, Get One 50% Off | Levi's 505 Regular fit jeans for men. (valid through 7/20)
Buy One, Get One 50% Off | Levi's 505 Regular fit jeans for men. (valid through 7/20)
Men's Pants
Men's Graphic Tees
Men's Jeans
Men's Swimwear
Men's Workwear
Men's Underwear & Undershirts
Our Top Picks
Men's Graphic T-Shirt - Bald Eagle
U.S. Polo Assn. Men's Cargo Shorts
Levi's Men's 505 Regular Fit Jeans
U.S. Polo Assn. Men's Interlock Polo Shirt
U.S. Polo Assn. Men's Swim Trunks - Stars & Stripes

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Keep your closet stocked with stylish men's clothing

Stay comfortable and look stylish in the latest men's clothing and accessories from Sears, available in a wide range of sizes for optimum fit and comfort. We have multiple fits in shirts, pants, jeans, and more, including big-and-tall and young men's options. Whether you're shopping for a specific event or expanding your everyday wardrobe, you can find all types of men's fashion to meet your needs.

Professional clothing is essential. If you work in an office environment, you'll need plenty of dress clothes and business casual attire. Choose from a wide selection of U.S. Polo Assn. dress shirts, Dockers suits, and other formalwear to wear during the workweek. If you work outdoors or at jobsites, make sure you have the proper workpants, jeans, and uniforms from brands like Craftsman, DieHard and Dickies. You'll find everything from coveralls to jumpsuits that are comfortable. With your work clothes, check out our wide selection of sturdy men's workboots and work shoes to get the job done.

Outside of work, men's casual clothes are needed for hobbies, sports, and other social activities. Hit the gym in comfortable Champion workout clothes, so you can exercise comfortably. Find everything from medium-sized basketball shorts to men's big and tall activewear for any guy. When enjoying time at home, throw on a pair of Lee, Wrangler, or Levi's jeans and a Hanes or Fruit of the Loom t-shirt perfect for lounging. Whether you're dressing up for a night on the town or for everyday life, be prepared with plenty of stylish men's clothing in your closet.