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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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  • 47 items in Fitted Dress Shirts

                    
                
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    • Michael Kors Men's Classic/Regular Fit Non-Iron Airsoft Stretch Performance Pink Stripe Dress Shirt
      LAST ACT
      $85.00
      Now $33.93
      coupon excluded
      Last Act: Extra savings do not apply
      coupon excluded
    • slim fit
    • slim fit
    • 10 colors
      slim fit
    • Tallia Men's Fitted Faded Floral Dress Shirt
      $79.50
      Take 50% off use: MEN
      Enjoy 50% off men's items using promo code: MEN
      Take 50% off use: MEN
      With offer $39.75
    • Tallia Men's Fitted Metallic Solid Dress Shirt
      $79.50
      Take 50% off use: MEN
      Enjoy 50% off men's items using promo code: MEN
      Take 50% off use: MEN
      With offer $39.75
      (1)
    • Con.Struct Men's Fitted Stretch Navy Poplin Dress Shirt
      $79.50
      Take 50% off use: MEN
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      Take 50% off use: MEN
      With offer $39.75
      (69)
    • Tallia Men's Fitted White Mini Floral Dress Shirt
      $79.50
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      Take 50% off use: MEN
      With offer $39.75
      (1)
    • Tallia Men's Fitted Black Paisley-Mini Floral Dress Shirt
      $79.50
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      Take 50% off use: MEN
      With offer $39.75
    • 4 colors
      slim fit
    • Tommy Hilfiger Men's Fitted Stretch Flex Collar Blue Dress Shirt
      $79.50
      Take 50% off use: MEN
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      Take 50% off use: MEN
      With offer $39.75
      (1)
    • 2 colors
      Alfani Men's Fitted Performance Solid Dress Shirt, Created for Macy's
      $52.50
      Now $26.25
      New markdown
      Prices just reduced - Limited Quantities
      New markdown
      (99)
    • 3 colors
    • Tallia Men's Fitted Pink Check With Diamond Dobby Dress Shirt
      $79.50
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      Take 50% off use: MEN
      With offer $39.75
    • Tommy Hilfiger Men's Fitted Stretch Flex Collar Navy Stripe Dress Shirt
      $79.50
      Take 50% off use: MEN
      Enjoy 50% off men's items using promo code: MEN
      Take 50% off use: MEN
      With offer $39.75
    • Tommy Hilfiger Men's Fitted Flex Stretch Performance Red Check Dress Shirt
      LAST ACT
      $79.50
      Now $31.73
      coupon excluded
      Last Act: Extra savings do not apply
      coupon excluded
    • Tommy Hilfiger Men's Fitted Performance Stretch Flex Collar Check Dress Shirt
      $79.50
      Take 50% off use: MEN
      Enjoy 50% off men's items using promo code: MEN
      Take 50% off use: MEN
      With offer $39.75
    • 5 colors
    • 4 colors
    • 3 colors
    • 3 colors
    • 2 colors