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 Solid Dress Shirt, Created for Macy's

  Current price $19.99; 69% off;$19.99 (69% off)

  Previous price $65.00$65.00

  (169)
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  Limited-Time Special

  Alfani

  Men's Regular-Fit Temperature Regulating Solid 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

  (382)
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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

  (544)
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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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  Calvin Klein Steel

  Men's Classic-Fit Non-Iron Performance Herringbone Dress Shirt

  $47.30; 41% off; with code FRIEND;$47.30 (41% off)

  with code: FRIEND

  Current sale price $67.57; Previous price $79.50;Sale $67.57 $79.50

  (752)
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  Calvin Klein Steel

  Men's Slim-Fit Non-Iron Herringbone Dress Shirt

  $47.30; 41% off; with code FRIEND;$47.30 (41% off)

  with code: FRIEND

  Current sale price $67.57; Previous price $79.50;Sale $67.57 $79.50

  (1,653)
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  Van Heusen

  Men's Regular Fit Point Collar 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

  (963)
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  Limited-Time Special

  Club Room

  Men's Regular Fit University Stripe Dress Shirt, Created for Macy's

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

  Previous price $60.00$60.00

  (140)
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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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  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

  (175)
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  Van Heusen

  Men's Athletic Fitted 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

  (431)
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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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  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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  Club Room

  Men's Regular Fit University Stripe Dress Shirt, Created for Macy's

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

  Previous price $60.00$60.00

  (1)
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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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  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

  Club Room

  Men's Long Sleeve Button-Front Micro Check Dress Shirt, Exclusively at Macy's

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

  Previous price $50.00$50.00

  (22)
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  Van Heusen

  Men's Classic/Regular Fit Stretch Wrinkle Free Sateen 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

  (281)
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  Calvin Klein Steel

  Calvin Klein Men's Slim-Fit Non-Iron Spread Collar Herringbone Dress Shirt

  $47.30; 41% off; with code FRIEND;$47.30 (41% off)

  with code: FRIEND

  Current sale price $67.57; Previous price $79.50;Sale $67.57 $79.50

  (1,653)
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  Limited-Time Special

  Club Room

  Men's Regular Fit Mini Gingham Dress Shirt, Created for Macy's

  Current price From $29.99 to $30.00; From 50% to undefined% off;$29.99 - $30.00 (50% off)

  Previous price $60.00$60.00

  30% off use: FRIEND

  (152)
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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

  (444)
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  Nautica

  Men's Slim-Fit Geo-Dot Dress Shirt

  Now $12.46; 82% off;Now $12.46 (82% off)

  Previous price $69.50$69.50

  (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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  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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  Kenneth Cole Reaction

  Men's Techni-Cole Slim Fit Flex Stretch Dress Shirt

  Current price From $22.53 to $63.75; From 15% to 70% off;$22.53 - $63.75 (15-70% off)

  Previous price $75.00$75.00

  30% off use: FRIEND

  (16)
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  Bar III

  Men's Slim Fit Long Sleeve Button-Front Boboli Floral Print Shirt, Exclusively at Macy's

  Now $11.76; 83% off;Now $11.76 (83% off)

  Previous price $70.00$70.00

  (12)
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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

  Alfani

  Men's Slim Fit 4-Way Stretch Dress Shirt, Created for Macy's

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

  Previous price $65.00$65.00

  (218)
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  Club Room

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

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

  Previous price $60.00$60.00

  (7)
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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 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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  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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  Alfani

  Men's Yvan Round-Print Dress Shirt, Exclusively at Macy's

  Now From $10.86 to $19.53; From 70% to 83% off;Now $10.86 - $19.53 (70-83% off)

  Previous price $65.00$65.00

  (20)
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  Limited-Time Special

  Bar III

  Slim Fit Men's Vine Print Dress Shirt, Created for Macy's

  Current price $29.99; 57% off;$29.99 (57% off)

  Previous price $70.00$70.00

  (86)
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  Lands' End

  Men's Short Sleeve Button Down Chambray Shirt

  Current price $34.97; 30% off; with code FRIEND;$34.97 (30% off)

  with code: FRIEND

  ; Previous price $49.95; $49.95

  (34)
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  Calabrum

  Men's Regular Fit Dot Print Wrinkle Free Performance Dress Shirt

  $29.45; 41% off; with code FRIEND;$29.45 (41% off)

  with code: FRIEND

  Current sale price $42.07; Previous price $49.50;Sale $42.07 $49.50

  (977)
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  Club Room

  Men's Glover Check Dress Shirt, Created for Macy's

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

  Previous price $60.00$60.00

  (22)
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  Club Room

  Men's Regular Fit Mini Gingham Dress Shirt, Created for Macy's

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

  Previous price $60.00$60.00

  (44)
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  Calvin Klein Steel

  Calvin Klein Men's Slim-Fit Non-Iron Herringbone French Cuff Dress Shirt

  $47.30; 41% off; with code FRIEND;$47.30 (41% off)

  with code: FRIEND

  Current sale price $67.57; Previous price $79.50;Sale $67.57 $79.50

  (1,653)
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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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  Bar III

  Men's Spread-Collar Sateen Dress Shirt, Created for Macy's

  Now From $11.76 to $21.03; From 70% to 83% off;Now $11.76 - $21.03 (70-83% off)

  Previous price $70.00$70.00

  (4)
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  Limited-Time Special

  Alfani

  Men's Slim-Fit Herringbone Dress Shirt, Exclusively at Macy's

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

  Previous price $65.00$65.00

  (4)
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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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  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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  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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  Alfani

  Men's Slim Fit Long Sleeve Button-Front Dash Diamond Print Shirt, Exclusively at Macy's

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

  Previous price $65.00$65.00

  (17)
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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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  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

  (14)
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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 Ultraflex 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

  (200)
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  Calabrum

  Men's Regular Fit Solid Wrinkle Free Performance Dress Shirt

  $29.45; 41% off; with code FRIEND;$29.45 (41% off)

  with code: FRIEND

  Current sale price $42.07; Previous price $49.50;Sale $42.07 $49.50

  (743)
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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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  Limited-Time Special

  Alfani

  Men's Regular Fit 4-Way Stretch Dress Shirt, Created for Macy's

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

  Previous price $65.00$65.00

  (36)
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  NOBLESON

  Men Classic-Fit Solid Color Dress Shirt

  $29.45; 41% off; with code FRIEND;$29.45 (41% off)

  with code: FRIEND

  Current sale price $42.07; Previous price $49.50;Sale $42.07 $49.50

  (85)
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  Calvin Klein Steel

  Men's Regular Fit Non-Iron Performance French Cuff Dress Shirt

  $47.30; 41% off; with code FRIEND;$47.30 (41% off)

  with code: FRIEND

  Current sale price $67.57; Previous price $79.50;Sale $67.57 $79.50

  (752)
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  Nicole Miller

  Men's Slim-Fit Dress Shirt

  $23.50; 41% off; with code FRIEND;$23.50 (41% off)

  with code: FRIEND

  Current sale price $33.57; Previous price $39.50;Sale $33.57 $39.50

  (30)
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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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