Men's Outfits by Occasion

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  Limited-Time Special

  Club Room

  Men's Regular Fit Solid Dress Shirt, Macy's Exclusive

  Current price $24.99; 50% off;$24.99 (50% off)

  Previous price $50.00$50.00

  (444)
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  Limited-Time Special

  Club Room

  Men's Regular Fit Pinpoint Dress Shirt, Created for Macy's

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (303)
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  Limited-Time Special

  Alfani

  Men's Slim-Fit Temperature Regulating Dress Shirt, Created for Macy's

  Current price From $32.50 to $34.99; From 46% to 50% off;$32.50 - $34.99 (46-50% off)

  Previous price $65.00$65.00

  30% off use: FRIEND

  (386)
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  Limited-Time Special

  Club Room

  Men's Regular Fit Traveler Dress Shirt, Created for Macy's

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (118)
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  Limited-Time Special

  Alfani

  Men's Slim-Fit Long Sleeve Geo Pattern Button-Front Performance Dress Shirt, Exclusively at Macy's

  Current price From $32.50 to $34.99; From 46% to 50% off;$32.50 - $34.99 (46-50% off)

  Previous price $65.00$65.00

  30% off use: FRIEND

  (4)
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  Limited-Time Special

  Club Room

  Men's Regular-Fit Dress Shirt, Created for Macy's

  Current price $19.99; 60% off;$19.99 (60% off)

  Previous price $50.00$50.00

  (118)
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  Limited-Time Special

  Club Room

  Men's Fashion Poplin Henry Shirt, Macy's Exclusive

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (1)
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  Van Heusen

  Men's Regular Fit Everyday Defense Dress Shirt

  $35.70; 41% off; with code FRIEND;$35.70 (41% off)

  with code: FRIEND

  Current sale price $51.00; Previous price $60.00;Sale $51.00 $60.00

  (52)
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  Limited-Time Special

  Nautica

  Men's Relaxed Fit Shirt

  Current price $46.99; 41% off;$46.99 (41% off)

  Previous price $79.50$79.50

  (4)
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  Clearance

  Calvin Klein Steel

  Calvin Klein Men's Steel Stretch Slim Fit Dress Shirt

  Current price From $27.13 to $85.00; ;$27.13 - $85.00

  Select items on sale

  30% off use: FRIEND

  (105)
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  Quiksilver

  Men's Flanders Waffle Crew Long Sleeve Shirt

  Current price $39.20; 30% off; with code FRIEND;$39.20 (30% off)

  with code: FRIEND

  ; Previous price $56.00; $56.00

  (1)
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  Clearance

  Calvin Klein

  Men's Regular Fit Dress Shirt

  From $29.75 to $59.50; From 30% to 65% off; with code FRIEND;$29.75 - $59.50 (30-65% off)

  with code: FRIEND

  Current sale price range $42.50 to $85.00; Previous price $85.00;Sale $42.50 - $85.00 $85.00

  (76)
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  Limited-Time Special

  Club Room

  NEW! Men's Regular Fit Micro Check Dress Shirt, Macy's Exclusive

  Current price $24.99; 50% off;$24.99 (50% off)

  Previous price $50.00$50.00
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  Limited-Time Special

  Club Room

  Men's Traveler Dress Shirt, Macy's Exclusive

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (6)
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  Limited-Time Special

  Club Room

  Men's Windowpane Plaid Shirt, Macy's Exclusive

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (6)
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  Van Heusen

  Men's Classic-Fit White Poplin Dress Shirt

  $29.75; 41% off; with code FRIEND;$29.75 (41% off)

  with code: FRIEND

  Current sale price $42.50; Previous price $50.00;Sale $42.50 $50.00

  (60)
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  Quiksilver

  Men's Penmar Check Flannel Shirt

  Current price $41.30; 30% off; with code FRIEND;$41.30 (30% off)

  with code: FRIEND

  ; Previous price $59.00; $59.00

  (4)
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  Kenneth Cole Reaction

  Men's Slim Fit Tonal Stripe Dress Shirt

  $41.35; 41% off; with code FRIEND;$41.35 (41% off)

  with code: FRIEND

  Current sale price $59.07; Previous price $69.50;Sale $59.07 $69.50

  (200)
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  Hurley

  Men's Icon Tee Long Sleeve T-Shirt

  Current price $23.80; 30% off; with code FRIEND;$23.80 (30% off)

  with code: FRIEND

  ; Previous price $34.00; $34.00

  (17)
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  Calvin Klein

  Men's Slim Fit Dress Shirt

  Current price From $31.33 to $98.00; ;$31.33 - $98.00

  Select items on sale

  30% off use: FRIEND

  (30)
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  Limited-Time Special

  Club Room

  Men's Core Plus Oxford Shirt, Macy's Exclusive

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (4)
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  Quiksilver

  Men's Cresent Speed Long Sleeve T-Shirt

  Current price $25.20; 30% off; with code FRIEND;$25.20 (30% off)

  with code: FRIEND

  ; Previous price $36.00; $36.00
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  Hurley

  Men's Portland Stretch Flannel Long Sleeve Shirt

  Current price $41.97; 30% off; with code FRIEND;$41.97 (30% off)

  with code: FRIEND

  ; Previous price $59.95; $59.95
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  Tommy Hilfiger

  Men's Flex Regular Fit Twill Dress Shirt

  Now $27.13; 68% off;Now $27.13 (68% off)

  Previous price $85.00$85.00

  (47)
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  Clearance

  Calvin Klein

  Men's Slim Fit Dress Shirt

  From $34.30 to $68.60; From 30% to 65% off; with code FRIEND;$34.30 - $68.60 (30-65% off)

  with code: FRIEND

  Current sale price range $49.00 to $98.00; Previous price $98.00;Sale $49.00 - $98.00 $98.00

  (19)
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  Tommy Hilfiger

  Men's TH Flex Slim Fit Stretch Oxford Dress Shirt

  Now $27.13; 68% off;Now $27.13 (68% off)

  Previous price $85.00$85.00

  (32)
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  Limited-Time Special

  Club Room

  Men's Fashion Plaid Pattern Poplin Shirt, Macy's Exclusive

  Current price $29.99; 50% off;$29.99 (50% off)

  Previous price $60.00$60.00

  (3)
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  Limited-Time Special

  Alfani

  Men's Slim-Fit Geo-Print Dress Shirt, Macy's Exclusive

  Current price $34.99; 46% off;$34.99 (46% off)

  Previous price $65.00$65.00

  (1)
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  Calvin Klein

  Refined Cotton Stretch, Men's Regular Fit Dress Shirt

  Now $31.33; 68% off;Now $31.33 (68% off)

  Previous price $98.00$98.00

  (17)
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  Lands' End

  Men's Tailored Fit No Iron Twill Long Sleeve Shirt

  Current price $48.97; 30% off; with code FRIEND;$48.97 (30% off)

  with code: FRIEND

  ; Previous price $69.95; $69.95

  (1)
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  Club Room

  Men's Stripe Oxford Dress Shirt, Exclusively at Macy's

  Now $18.03; 70% off;Now $18.03 (70% off)

  Previous price $60.00$60.00

  (7)
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  Van Heusen

  Men's Regular Fit Ultra Wrinkle Free Spread Collar Dress Shirt

  Now $19.53; 70% off;Now $19.53 (70% off)

  Previous price $65.00$65.00
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  Van Heusen

  Men's Regular Fit Ultra Wrinkle Free Flex Collar Dress Shirt

  $38.67; 41% off; with code FRIEND;$38.67 (41% off)

  with code: FRIEND

  Current sale price $55.25; Previous price $65.00;Sale $55.25 $65.00

  (9)
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  Limited-Time Special

  Bar III

  Men's Sateen Solid Dress Shirt, Macy's Exclusive

  Current price $39.99; 43% off;$39.99 (43% off)

  Previous price $70.00$70.00

  (7)
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  Calvin Klein

  Men's Regular Fit Dress Shirt

  Current price From $31.33 to $98.00; ;$31.33 - $98.00

  Select items on sale

  30% off use: FRIEND

  (15)
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  Azaro Uomo

  Men's Slim Fit Business Nautical Button Down Dress Shirt

  $29.74; 41% off; with code FRIEND;$29.74 (41% off)

  with code: FRIEND

  Current sale price $42.49; Previous price $49.99;Sale $42.49 $49.99

  (26)
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  Tom Baine

  Men's Four-Way Stretch Solid Textured Button Down Dress Shirt

  Current price $48.99; 30% off; with code FRIEND;$48.99 (30% off)

  with code: FRIEND

  ; Previous price $69.99; $69.99
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  O'Neill

  Men's Circle Surfer Long Sleeve T-Shirt

  Current price $21.00; 30% off; with code FRIEND;$21.00 (30% off)

  with code: FRIEND

  ; Previous price $30.00; $30.00

  (2)
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  Club Room

  Men's 100% Linen Shirt, Created for Macy's

  Current price $48.65; 30% off; with code FRIEND;$48.65 (30% off)

  with code: FRIEND

  ; Previous price $69.50; $69.50

  (361)
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  Lands' End

  Men's Long Sleeve Sail Rigger Oxford Shirt

  Current price $48.97; 30% off; with code FRIEND;$48.97 (30% off)

  with code: FRIEND

  ; Previous price $69.95; $69.95
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  Kenneth Cole Reaction

  Men's Slim Fit Stretch Dress Shirt

  $41.35; 41% off; with code FRIEND;$41.35 (41% off)

  with code: FRIEND

  Current sale price $59.07; Previous price $69.50;Sale $59.07 $69.50

  (46)
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  Van Heusen

  Men's Regular Fit Ultra Wrinkle Free Flex Collar Dress Shirt

  $38.67; 41% off; with code FRIEND;$38.67 (41% off)

  with code: FRIEND

  Current sale price $55.25; Previous price $65.00;Sale $55.25 $65.00

  (23)
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  Limited-Time Special

  Nautica

  Men's Long Sleeve Plaid Button-Down Shirt

  Current price $46.99; 41% off;$46.99 (41% off)

  Previous price $79.50$79.50

  (2)
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  Lands' End

  Men's Long Sleeve Pattern Poplin Shirt

  Current price $38.47; 30% off; with code FRIEND;$38.47 (30% off)

  with code: FRIEND

  ; Previous price $54.95; $54.95
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  Dylan Park

  Men's Four Way Stretch Plaid Button Down Dress Shirt

  Current price $27.99; 30% off; with code FRIEND;$27.99 (30% off)

  with code: FRIEND

  ; Previous price $39.99; $39.99

  (3)
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  Van Heusen

  Men's Regular Fit Ultra Wrinkle Free Flex Collar Dress Shirt

  $38.67; 41% off; with code FRIEND;$38.67 (41% off)

  with code: FRIEND

  Current sale price $55.25; Previous price $65.00;Sale $55.25 $65.00

  (2)
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  Lands' End

  Men's Long Sleeve Solid Oxford Dress Shirt

  Current price $26.57; 30% off; with code FRIEND;$26.57 (30% off)

  with code: FRIEND

  ; Previous price $37.95; $37.95

  (19)
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  Lands' End

  Men's Rugged Work Shirt

  $44.60; 40% off; with code FRIEND;$44.60 (40% off)

  with code: FRIEND

  Current sale price $63.71; Previous price $74.95;Sale $63.71 $74.95

  (133)
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  Limited-Time Special

  Alfani

  NEW! Men's Slim-Fit Spots Macro Diamond Print Dress Shirt, Macy's Exclusive

  Current price $34.99; 46% off;$34.99 (46% off)

  Previous price $65.00$65.00

  (3)
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  Azaro Uomo

  Men's Slim Fit Business Nautical Button Down Dress Shirt

  $29.74; 41% off; with code FRIEND;$29.74 (41% off)

  with code: FRIEND

  Current sale price $42.49; Previous price $49.99;Sale $42.49 $49.99

  (15)
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  O'Neill

  Men's Regent Flannel Shirt

  Current price $45.50; 30% off; with code FRIEND;$45.50 (30% off)

  with code: FRIEND

  ; Previous price $65.00; $65.00
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  O'Neill

  Men's Overland Thermal T-Shirt

  Current price $34.65; 30% off; with code FRIEND;$34.65 (30% off)

  with code: FRIEND

  ; Previous price $49.50; $49.50
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  Tom Baine

  Men's Four Way Stretch Plaid Button Down Dress Shirt

  Current price $48.99; 30% off; with code FRIEND;$48.99 (30% off)

  with code: FRIEND

  ; Previous price $69.99; $69.99
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  Nike

  Men's Heather Hydroguard Long Sleeve Swim T-Shirt

  Current price $34.20; 40% off;$34.20 (40% off)

  Previous price $57.00$57.00

  (56)
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  SPRING + MERCER

  Men's Full Zip Mock Neck Sweater

  $35.73; 59% off; with code FRIEND;$35.73 (59% off)

  with code: FRIEND

  Current sale price $51.04; Previous price $88.00;Sale $51.04 $88.00

  (1)
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  Azaro Uomo

  Men's Slim Fit Business Nautical Button Down Dress Shirt

  $29.74; 41% off; with code FRIEND;$29.74 (41% off)

  with code: FRIEND

  Current sale price $42.49; Previous price $49.99;Sale $42.49 $49.99

  (17)
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  O'Neill

  Men's Original Clashed Flannel Shirt

  Current price $48.65; 30% off; with code FRIEND;$48.65 (30% off)

  with code: FRIEND

  ; Previous price $69.50; $69.50
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  Quiksilver

  Men's Two Thousand Long Sleeve T-Shirt

  Current price $25.20; 30% off; with code FRIEND;$25.20 (30% off)

  with code: FRIEND

  ; Previous price $36.00; $36.00

  (1)
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  Van Heusen

  Men's Big & Tall Classic/Regular Fit Wrinkle Free Poplin Solid Dress Shirt

  $32.73; 40% off; with code FRIEND;$32.73 (40% off)

  with code: FRIEND

  Current sale price $46.75; Previous price $55.00;Sale $46.75 $55.00

  (1)
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  Nick Graham

  Men's Four-Leaf Clover Dress Shirt

  $41.35; 41% off; with code FRIEND;$41.35 (41% off)

  with code: FRIEND

  Current sale price $59.07; Previous price $69.50;Sale $59.07 $69.50

  (4)

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