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Holiday Outfits for Men

  • All Valentine's Outfits
190 items
Suit Separates Trousers
NORDSTROM RACK

Suit Separates Trousers

$39.97Current Price $39.97
(73% off)73% off.
$149.00Comparable value $149.00
(308)
Non-Iron Long Sleeve Regular Fit Dress Shirt
Brooks Brothers

Non-Iron Long Sleeve Regular Fit Dress Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(75)
Solid Non-Iron Regular Fit Dress Shirt
Brooks Brothers

Solid Non-Iron Regular Fit Dress Shirt

$49.97Current Price $49.97
(53% off)53% off.
$108.00Comparable value $108.00
(53)
Quarter Zip Merino Wool Pullover
New
Bugatchi

Quarter Zip Merino Wool Pullover

$59.98 – $112.97Current Price $59.98 to $112.97
(Up to 73% off select items)Up to 73% off select items.
$225.00Comparable value $225.00
Only a few left
Azur Long Sleeve Cotton Button-Up Shirt
AllSaints

Azur Long Sleeve Cotton Button-Up Shirt

$69.97 – $124.97Current Price $69.97 to $124.97
(Up to 53% off)Up to 53% off.
$149.00Comparable value $149.00
(8)
Form Cotton Polo
AllSaints

Form Cotton Polo

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
(5)
Textured Canvas Shirt Jacket
Scotch & Soda

Textured Canvas Shirt Jacket

$49.97Current Price $49.97
(68% off)68% off.
$158.00Comparable value $158.00
(1)
Roman Long Sleeve Merino Wool Sweater Polo
New
Robert Barakett

Roman Long Sleeve Merino Wool Sweater Polo

$49.99 – $56.22Current Price $49.99 to $56.22
(Up to 69% off)Up to 69% off.
$165.00Comparable value $165.00
(1)
Baggy Carpenter Pants
rag & bone

Baggy Carpenter Pants

$129.97Current Price $129.97
(56% off)56% off.
$298.00Comparable value $298.00
Soren Ginkgo Print Stretch Cotton Dress Shirt
Ted Baker

Soren Ginkgo Print Stretch Cotton Dress Shirt

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
(1)
Slim Fit Stretch Cotton Dress Shirt
Michael Kors

Slim Fit Stretch Cotton Dress Shirt

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(46)
Textured Short Sleeve Button-Up Polo
TRUTH

Textured Short Sleeve Button-Up Polo

$34.97Current Price $34.97
(60% off)60% off.
$88.00Comparable value $88.00
(1)
Crown Crafted Wayfare Five Pocket Pants (Regular & Big)
Peter Millar

Crown Crafted Wayfare Five Pocket Pants (Regular & Big)

$59.98Current Price $59.98
(73% off)73% off.
$228.00Comparable value $228.00
(121)
Only a few left
Sawyer Chelsea Boot (Men)
MADDEN

Sawyer Chelsea Boot (Men)

$32.48 – $49.97Current Price $32.48 to $49.97
(Up to 63% off select items)Up to 63% off select items.
$90.00Comparable value $90.00
New Markdown
(12)
Swift Merino Wool Long Sleeve Polo
Brooks Brothers

Swift Merino Wool Long Sleeve Polo

$49.99Current Price $49.99
(60% off)60% off.
$128.00Comparable value $128.00
(1)
Boxy Buttoned Cardigan
Civil Society

Boxy Buttoned Cardigan

$59.97Current Price $59.97
(44% off)44% off.
$109.00Comparable value $109.00
Swift Merino Wool Long Sleeve Polo
Brooks Brothers

Swift Merino Wool Long Sleeve Polo

$49.99Current Price $49.99
(60% off)60% off.
$128.00Comparable value $128.00
(3)
Swift Merino Wool Long Sleeve Polo
Brooks Brothers

Swift Merino Wool Long Sleeve Polo

$49.99Current Price $49.99
(60% off)60% off.
$128.00Comparable value $128.00
(6)
Only a few left
Plaid Cotton Blend Sport Coat (Regular & Big)
Brooks Brothers

Plaid Cotton Blend Sport Coat (Regular & Big)

$279.97Current Price $279.97
(43% off)43% off.
$498.00Comparable value $498.00
(2)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$71.98 – $119.97Current Price $71.98 to $119.97
(Up to 64% off select items)Up to 64% off select items.
$200.00Comparable value $200.00
(10)
Slim Fit Four Season Performance Dress Shirt
Ted Baker London

Slim Fit Four Season Performance Dress Shirt

$49.97Current Price $49.97
(37% off)37% off.
$79.50Comparable value $79.50
(4)
Palm Desert Half Zip Polo Shirt
Tommy Bahama

Palm Desert Half Zip Polo Shirt

$45.47Current Price $45.47
(64% off)64% off.
$128.00Comparable value $128.00
(30)
Only a few left
Coastline Knit Button-Down Shirt
New
Faherty

Coastline Knit Button-Down Shirt

$74.97 – $178.00Current Price $74.97 to $178.00
(Up to 55% off select items)Up to 55% off select items.
$168.00 – $178.00Comparable value $168.00 to $178.00
(93)
Lyle Chelsea Boot (Men)
VINTAGE FOUNDRY

Lyle Chelsea Boot (Men)

$39.98 – $44.97Current Price $39.98 to $44.97
(Up to 80% off)Up to 80% off.
$200.00Comparable value $200.00
New Markdown
(3)
Open to Close Performance Pants
TravisMathew

Open to Close Performance Pants

$69.97 – $74.97Current Price $69.97 to $74.97
(46% off)46% off.
$129.95 – $139.95Comparable value $129.95 to $139.95
(1135)
Vienna Bit Loafer (Men)
Maison Forte

Vienna Bit Loafer (Men)

$89.97 – $99.97Current Price $89.97 to $99.97
(Up to 53% off)Up to 53% off.
$195.00Comparable value $195.00
(6)
Birger Virgin Wool Quarter Zip Sweater
BOSS

Birger Virgin Wool Quarter Zip Sweater

$89.96Current Price $89.96
(49% off)49% off.
$179.00Comparable value $179.00
(1)
Soren Ted Print Stretch Cotton Dress Shirt
Ted Baker

Soren Ted Print Stretch Cotton Dress Shirt

$59.97Current Price $59.97
(65% off)65% off.
$175.00Comparable value $175.00
Quentin Embroidered Short Sleeve Cotton & Linen Button-Up Shirt
Obey

Quentin Embroidered Short Sleeve Cotton & Linen Button-Up Shirt

$29.97Current Price $29.97
(64% off)64% off.
$84.00Comparable value $84.00
Only a few left
Men's Diamond Two-Tone Link Bracelet
Esquire

Men's Diamond Two-Tone Link Bracelet

$279.97Current Price $279.97
(65% off)65% off.
$800.00Comparable value $800.00
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$99.97Current Price $99.97
(56% off)56% off.
$230.00Comparable value $230.00
(22)
Cotton Crewneck Sweater
Bugatchi

Cotton Crewneck Sweater

$47.48 – $61.73Current Price $47.48 to $61.73
(Up to 85% off)Up to 85% off.
$325.00Comparable value $325.00
(1)
Only a few left
505™ Relaxed Straight Leg Corduroy Jeans (Black Coffee)
Levi's

505™ Relaxed Straight Leg Corduroy Jeans (Black Coffee)

$59.97Current Price $59.97
(13% off)13% off.
$69.50Comparable value $69.50
(1)
Universal Tech Pants
DKNY SPORTSWEAR

Universal Tech Pants

$29.97Current Price $29.97
(66% off)66% off.
$89.50Comparable value $89.50
(33)
Amarillo Monk Shoe (Men)
VELLAPAIS

Amarillo Monk Shoe (Men)

$139.97Current Price $139.97
(54% off)54% off.
$309.00Comparable value $309.00
Swift Merino Wool Long Sleeve Polo
Brooks Brothers

Swift Merino Wool Long Sleeve Polo

$49.99Current Price $49.99
(60% off)60% off.
$128.00Comparable value $128.00
(2)
Huge Slim Fit Houndstooth Microcheck Sport Coat
New
BOSS

Huge Slim Fit Houndstooth Microcheck Sport Coat

$286.97Current Price $286.97
(50% off)50% off.
$575.00Comparable value $575.00
(1)
Water Resistant Cuban Chain Necklace
Adornia

Water Resistant Cuban Chain Necklace

$24.98Current Price $24.98
(73% off)73% off.
$95.00Comparable value $95.00
(102)
Jayme Rib Knit Camp Shirt
Psycho Bunny

Jayme Rib Knit Camp Shirt

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat
BOSS

Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat

$284.97Current Price $284.97
(59% off)59% off.
$695.00Comparable value $695.00
(1)
Theon Boot (Men)
BOSS

Theon Boot (Men)

$119.97Current Price $119.97
(52% off)52% off.
$250.00Comparable value $250.00
(6)
Bedford Plain Toe Derby (Men)
Cole Haan

Bedford Plain Toe Derby (Men)

$59.97 – $99.97Current Price $59.97 to $99.97
(Up to 79% off)Up to 79% off.
$298.00 – $306.00Comparable value $298.00 to $306.00
(43)
Austyn Relaxed Straight Leg Jeans
7 For All Mankind

Austyn Relaxed Straight Leg Jeans

$79.97 – $89.97Current Price $79.97 to $89.97
(Up to 61% off)Up to 61% off.
$208.00 – $218.00Comparable value $208.00 to $218.00
(4)
Bedford Penny Loafer (Men)
New
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(59)
Aden Border Camp Shirt
Psycho Bunny

Aden Border Camp Shirt

$59.97Current Price $59.97
(45% off)45% off.
$110.00Comparable value $110.00
(1)
Only a few left
Orman Lug Sole Penny Loafer (Men)
TO BOOT NEW YORK

Orman Lug Sole Penny Loafer (Men)

$116.98 – $199.97Current Price $116.98 to $199.97
(Up to 70% off select items)Up to 70% off select items.
$399.00Comparable value $399.00
New Markdown
(4)
Geometric Jacquard Polo Shirt
Elie Tahari

Geometric Jacquard Polo Shirt

$32.97Current Price $32.97
(66% off)66% off.
$98.00Comparable value $98.00
(2)
Only a few left
Wool Bolero Hat
San Diego Hat

Wool Bolero Hat

$48.97Current Price $48.97
(51% off)51% off.
$101.00Comparable value $101.00
(6)
NYC Trousers
Scotch & Soda

NYC Trousers

$59.97Current Price $59.97
(52% off)52% off.
$125.00Comparable value $125.00
(4)
Five-Pocket Performance Pants
TailorByrd

Five-Pocket Performance Pants

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
(6)
® Red Tab™ '501®' Straight Leg Jeans (Polished Black Wash)
Levi's

® Red Tab™ '501®' Straight Leg Jeans (Polished Black Wash)

$49.97Current Price $49.97
(37% off)37% off.
$79.50Comparable value $79.50
(7)
Deville Leather Penny Loafer (Men)
TO BOOT NEW YORK

Deville Leather Penny Loafer (Men)

$199.97Current Price $199.97
(Up to 55% off)Up to 55% off.
$425.00 – $450.00Comparable value $425.00 to $450.00
(82)
Winter Dot Cotton Sweater
Brooks Brothers

Winter Dot Cotton Sweater

$76.96Current Price $76.96
(48% off)48% off.
$148.00Comparable value $148.00
(1)
Zaccai Lug Sole Penny Loafer (Men)
Steve Madden

Zaccai Lug Sole Penny Loafer (Men)

$84.97Current Price $84.97
(39% off)39% off.
$140.00Comparable value $140.00
(14)
Colby Penny Loafer (Men)
BOSS

Colby Penny Loafer (Men)

$99.97Current Price $99.97
(Up to 44% off)Up to 44% off.
$165.00 – $180.00Comparable value $165.00 to $180.00
(5)
Alfred Loafer (Men)
New
Stuart Weitzman

Alfred Loafer (Men)

$169.97 – $579.97Current Price $169.97 to $579.97
(Up to 78% off)Up to 78% off.
$775.00 – $1,100.00Comparable value $775.00 to $1,100.00
Lennox Slim Fit Jeans (Thane) (Regular & Big)
PAIGE

Lennox Slim Fit Jeans (Thane) (Regular & Big)

$89.97Current Price $89.97
(60% off)60% off.
$229.00Comparable value $229.00
(2)
Henio Perforated Oxford (Men)
New
Magnanni

Henio Perforated Oxford (Men)

$229.97Current Price $229.97
(Up to 50% off)Up to 50% off.
$425.00 – $465.00Comparable value $425.00 to $465.00
(7)
Daytona Chukka Boot (Men)
Maison Forte

Daytona Chukka Boot (Men)

$109.97Current Price $109.97
(43% off)43% off.
$195.00Comparable value $195.00
(3)
Texture Weave Slim Fit Dress Pant
Kenneth Cole Reaction

Texture Weave Slim Fit Dress Pant

$49.97Current Price $49.97
(47% off)47% off.
$95.00Comparable value $95.00
(15)
Regular Fit Non-Iron Stretch Oxford Short Sleeve Button-Down Shirt
Brooks Brothers

Regular Fit Non-Iron Stretch Oxford Short Sleeve Button-Down Shirt

$49.97Current Price $49.97
(49% off)49% off.
$98.50Comparable value $98.50
The Movement Button-Up Shirt
New
Faherty

The Movement Button-Up Shirt

$74.97Current Price $74.97
(52% off)52% off.
$158.00Comparable value $158.00
(158)
'Caviarr' Slip-On
Steve Madden

'Caviarr' Slip-On

$38.98Current Price $38.98
(67% off)67% off.
$120.00Comparable value $120.00
(19)
Trim Fit Small Windowpane Cotton Dress Shirt
Lorenzo Uomo

Trim Fit Small Windowpane Cotton Dress Shirt

$49.97Current Price $49.97
(60% off)60% off.
$125.00Comparable value $125.00
(1)
Contrast Pipe Trim Quarter Zip Polo
Calvin Klein

Contrast Pipe Trim Quarter Zip Polo

$29.97Current Price $29.97
(56% off)56% off.
$69.00Comparable value $69.00
(1)
Onisor Apron Toe Bit Loafer (Men)
Bally

Onisor Apron Toe Bit Loafer (Men)

$279.97Current Price $279.97
(51% off)51% off.
$580.00Comparable value $580.00
(5)
Men's Chronograph Bracelet Watch
AX Armani Exchange

Men's Chronograph Bracelet Watch

$169.97Current Price $169.97
(39% off)39% off.
$280.00Comparable value $280.00
(2)
Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

Harker Navy Flat Front Wool & Linen Dress Pants (Regular & Big)

$113.97Current Price $113.97
(60% off)60% off.
$285.00Comparable value $285.00
Hutson Check Virgin Wool Sport Coat
BOSS

Hutson Check Virgin Wool Sport Coat

$349.97Current Price $349.97
(49% off)49% off.
$699.00Comparable value $699.00
Commander Cotton & Linen Button-Up Shirt Jacket
Faherty

Commander Cotton & Linen Button-Up Shirt Jacket

$124.97Current Price $124.97
(49% off)49% off.
$248.00Comparable value $248.00
(14)
Solid Perforated Performance Quarter Zip Polo
TailorByrd

Solid Perforated Performance Quarter Zip Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
(2)
Modern Fit Windowpane Sport Coat
TailorByrd

Modern Fit Windowpane Sport Coat

$99.00Current Price $99.00
(69% off)69% off.
$325.00Comparable value $325.00
(1)
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