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Men's Clothing

Spend $50+ online, get $50 CASHBACK in points* *Points issued in 2 equal installments (excludes major home appliances, mattresses & auto)

*Members get $50 CASHBACK in points total in 2 installments when you spend $50 or more on qualifying purchases at Sears.com. First installment points awarded 48 hours after transaction and valid for 14 days. Second installment points awarded on 9/30/18 and are valid for 14 days. Maximum $50 in points total per Member. Exclusions apply.
Initial $25 in points awarded to member account 48 hours after purchase and are valid for 14 days. 2nd installment of $25 in points will then be awarded to the Members accounts on 9/30/18 and are valid for 14 days. Excludes major Home Appliances, Mattresses, Auto and Lands' End. Offer valid 9/16/2018 - 9/22/2018. Maximum $50 CASHBACK in points per Member. Purchase requirement before taxes and after other discounts and must be made in a single transaction. By accepting Shop Your Way® member benefits and offers, you agree to the Shop Your Way terms and conditions, available at www.shopyourway.com/terms. Members earn points on qualifying purchases, excluding sales taxes and other fees. 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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Shop Dresswear! Classic Fit, Slim Fit & Modern Fit. Shop Classic Fit
Shop Dresswear! Classic Fit, Slim Fit & Modern Fit. Shop Slim Fit
Shop Dresswear! Classic Fit, Slim Fit & Modern Fit. Shop Modern Fit
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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. Men's apparel from Sears is available in a wide range of sizes for optimum fit and comfort, ranging from small to big-and-tall options. Whether you're shopping for a specific event or expanding your everyday wardrobe, you can find all types of men's fashion that meet your needs.

Professional clothing is essential. If you work in an office environment, you'll need plenty of dress clothes. Choose from a wide selection of suits, dress shirts and other formalwear to wear during the workweek. If you work outdoors or at jobsites, make sure you have the proper outwear and uniforms. You'll find everything from coveralls to jumpsuits that are comfortable.

Outside of work, men's casual clothes are needed for hobbies, sports and other social activities. Hit the gym in comfortable 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 jeans and a 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.

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