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Fitted Dress Shirts

The right shirt finishes a suit off perfectly. It coordinates the suit and its accessories, and makes the suit suitable for a variety of occasions, from everyday working to important meetings, christenings and weddings. Men's fitted dress shirts can be very casual or very formal, but they are always very comfortable.

For everyday wear, opt for an Alfani dress shirt. They are structured to fit well, and come in colors such as light blue and crisp white that are perfect for wearing to the office. These will look ideal with black trousers and shoes, and can be worn without a jacket for a more casual feel. Van Heusen shirts come in more vivid colors, such as deep black and bright blue. The satin pinstripe look is casual and comfortable, and bright colors are perfect for contrasting with simple jewelry pieces such as leather bracelets or classic watches.

Patterned fitted dress shirts are ideal for those who prefer a more eye-catching look. Alfani creates a range of striped and checked shirts in various colors, or go more daring with a Tommy Hilfiger tartan-print shirt. By letting the pattern dominate the look, a simple black suit will really look great. Geoffrey Beene shirts combine a subtle pinstripe design with a contrasting collar for a statement look, along with more classic geometric shapes.

Boys fitted dress shirts are designed to be comfortable and look youthful, while still being formal. Calvin Klein has a selection of shirts with a fitted structure and pinstripe design, available in black, blue and white. They look great with jeans for a smart, casual look, or dressed up with a suit. Izod Kids shirts are modeled on school uniforms, with pale blue and white structured shirts, or opt for a Nautica sophisticated pocketed shirt. Sean John dress shirts come with a matching tie in a contrasting color and design for a look that is easy to wear, and bound to keep him looking good whatever the occasion.

Find the perfect fitted dress shirts in any color and design to dress for every occasion at Macy's.

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  • 48 items in Athletic Fit Dress Shirts

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    • Michael Kors Men's Classic/Regular Fit Non-Iron Airsoft Stretch Performance Pink Stripe Dress Shirt
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      Van Heusen Men's Fitted Poplin Dress Shirt
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    • Tallia Men's Fitted Faded Floral Dress Shirt
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    • Hugo Boss Men's Fitted Stripe Dress Shirt
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    • Tallia Men's Fitted Metallic Solid Dress Shirt
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    • Con.Struct Men's Fitted Stretch Navy Poplin Dress Shirt
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    • Hugo Boss Men's Fitted Blue Check Dress Shirt
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    • Tallia Men's Fitted White Mini Floral Dress Shirt
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    • 5 colors
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      Van Heusen Men's Fitted Lux Sateen Solid Dress Shirt
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    • Hugo Boss Men's Fitted Red Micro Check Dress Shirt
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    • Nick Graham Men's Chambray Modern Fitted Shirt & Tie Set
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    • Brooks Brothers Men's Fitted Non-Iron Dobby Square Dress Shirt
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    • Geoffrey Beene Men's Fitted No-Iron Stretch Sateen Dress Shirt
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    • Brooks Brothers Men's Fitted Non-Iron Broadcloth Check Dress Shirt
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    • Tallia Men's Fitted Black Mini Dot Print Dress Shirt
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    • Tallia Men's Fitted Blue Jacquard Exploded Paisley Dress Shirt
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    • Tommy Hilfiger Men's Fitted Stretch Flex Collar Blue Dress Shirt
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    • 2 colors
      Alfani Men's Fitted Performance Solid Dress Shirt, Created for Macy's
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    • Hugo Boss Men's Fitted Red and Blue Check Dress Shirt
      $95.00
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    • 3 colors
      Nick Graham Men's Fitted Windowpane Dress Shirt & Textured Tie Set
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    • Tallia Men's Fitted Pink Check With Diamond Dobby Dress Shirt
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    • Nick Graham Men's Fitted Chambray Dress Shirt & Houndstooth Tie Set
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    • Geoffrey Beene Men's Fitted Wrinkle Free Bedford Corduroy Dress Shirt
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    • Tommy Hilfiger Men's Fitted Flex Stretch Performance Red Check Dress Shirt
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    • Tommy Hilfiger Men's Fitted Performance Stretch Flex Collar Check Dress Shirt
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    • 4 colors
      Nick Graham Men's Modern Fitted Gingham Dress Shirt & Dot Tie Set
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    • 3 colors
      Nick Graham Men's Modern Fitted Multi-Gingham Dress Shirt & Solid Tie Set
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    • 3 colors
      Nick Graham Men's Modern Fitted Striped Dress Shirt & Grid Tie Set
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      Nick Graham Men's Fitted Shadow Plaid Dress Shirt & Solid Tie Set
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      Nick Graham Men's Modern Fitted Gingham Dress Shirt & Dot Tie Set
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    • Nick Graham Men's Modern Fitted Stretch Performance Floral Print Dress Shirt
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    • Nick Graham Men's Modern Fitted Navy & Red Floral Print Dress Shirt
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    • 3 colors
      Nick Graham Men's Modern Fitted Striped Dress Shirt & Grid Tie Set
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    • 3 colors
      Nick Graham Men's Modern Fitted Multi-Gingham Dress Shirt & Solid Tie Set
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    • NEW! Tommy Hilfiger Men's Fitted Stretch Flex Collar Blue & Green Check Dress Shirt
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    • Tommy Hilfiger Men's Fitted Performance Stretch TH Flex Collar Solid Dress Shirt
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    • Tommy Hilfiger Men's Fitted TH Flex Cooling Stretch Performance White Dress Shirt
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      $85.00
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    • Tommy Hilfiger Men's Fitted Performance Stretch TH Flex Collar Check Dress Shirt
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