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Holiday Outfits for Men

  • All Valentine's Outfits
144 items
Universal Tech Pants
DKNY SPORTSWEAR

Universal Tech Pants

$17.98 – $29.97Current Price $17.98 to $29.97
(Up to 79% off select items)Up to 79% off select items.
$89.50Comparable value $89.50
(36)
Morse Grand 360 Plain Toe Derby (Men)
Cole Haan

Morse Grand 360 Plain Toe Derby (Men)

$89.96 – $99.97Current Price $89.96 to $99.97
(Up to 55% off select items)Up to 55% off select items.
$200.00Comparable value $200.00
New Markdown
(13)
Grand Hurrion Wingtip Derby (Men)
Cole Haan

Grand Hurrion Wingtip Derby (Men)

$74.96 – $99.97Current Price $74.96 to $99.97
(Up to 67% off select items)Up to 67% off select items.
$230.00Comparable value $230.00
New Markdown
(28)
Mélange Mesh Performance Golf Polo
TailorByrd

Mélange Mesh Performance Golf Polo

$29.97Current Price $29.97
(62% off)62% off.
$80.00Comparable value $80.00
(1)
Only a few left
The Movement Button-Up Shirt
Faherty

The Movement Button-Up Shirt

$33.73 – $89.97Current Price $33.73 to $89.97
(Up to 78% off select items)Up to 78% off select items.
$158.00 – $168.00Comparable value $158.00 to $168.00
New Markdown
(214)
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)
Quarter Zip Knit Polo
DENIM AND FLOWER

Quarter Zip Knit Polo

$19.97Current Price $19.97
(2)
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
(79)
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
(55)
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
(1139)
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)
Quarter Zip Knit Polo
DENIM AND FLOWER

Quarter Zip Knit Polo

$19.97Current Price $19.97
(1)
Notch Lapel Ribbed Knit Sport Coat (Short, Regular, Long & Big)
Lucky Brand

Notch Lapel Ribbed Knit Sport Coat (Short, Regular, Long & Big)

$58.48Current Price $58.48
(80% off)80% off.
$295.00Comparable value $295.00
New Markdown
Ultrasoft Corduroy Long Sleeve Button-Up Shirt
NICOBY

Ultrasoft Corduroy Long Sleeve Button-Up Shirt

$29.97Current Price $29.97
(76% off)76% off.
$125.00Comparable value $125.00
Soren Ted Print Stretch Cotton Dress Shirt
Ted Baker

Soren Ted Print Stretch Cotton Dress Shirt

$44.96Current Price $44.96
(74% off)74% off.
$175.00Comparable value $175.00
New Markdown
Mateo Corduroy Button-Up Shirt
rag & bone

Mateo Corduroy Button-Up Shirt

$89.96Current Price $89.96
(69% off)69% off.
$298.00Comparable value $298.00
New Markdown
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
Azur Long Sleeve Cotton Button-Up Shirt
AllSaints

Azur Long Sleeve Cotton Button-Up Shirt

$52.47 – $69.97Current Price $52.47 to $69.97
(Up to 64% off select items)Up to 64% off select items.
$149.00Comparable value $149.00
New Markdown
(8)
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
(87)
Sawyer Chelsea Boot (Men)
Madden Men's

Sawyer Chelsea Boot (Men)

$24.98 – $34.96Current Price $24.98 to $34.96
(Up to 72% off)Up to 72% off.
$84.99 – $90.00Comparable value $84.99 to $90.00
(17)
Leather Belt
Johnston & Murphy

Leather Belt

$34.97Current Price $34.97
(49% off)49% off.
$69.50Comparable value $69.50
(2)
Five-Pocket Performance Pants
TailorByrd

Five-Pocket Performance Pants

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
(6)
Austyn Relaxed Straight Leg Jeans
7 For All Mankind

Austyn Relaxed Straight Leg Jeans

$89.97Current Price $89.97
(Up to 58% off)Up to 58% off.
$208.00 – $218.00Comparable value $208.00 to $218.00
(5)
Brushed Ribbed Knit Sport Coat (Short, Regular, Long & Big)
Lucky Brand

Brushed Ribbed Knit Sport Coat (Short, Regular, Long & Big)

$38.99 – $45.48Current Price $38.99 to $45.48
(Up to 86% off)Up to 86% off.
$295.00Comparable value $295.00
New Markdown
(1)
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
(2)
Harley Chelsea Boot (Men)
AllSaints

Harley Chelsea Boot (Men)

$97.47Current Price $97.47
(67% off)67% off.
$299.00Comparable value $299.00
New Markdown
(25)
V-Chrono Classic Leather Strap Watch, 45mm
Versace

V-Chrono Classic Leather Strap Watch, 45mm

$649.97Current Price $649.97
(49% off)49% off.
$1,295.00Comparable value $1,295.00
Only a few left
Vienna Bit Loafer (Men)
New
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
(8)
Solid Stretch Button-Up Shirt
DENIM AND FLOWER

Solid Stretch Button-Up Shirt

$19.97Current Price $19.97
(3)
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
(17)
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
(47)
Accelerator 2.0 Chronograph Bracelet Watch, 44mm
Michael Kors

Accelerator 2.0 Chronograph Bracelet Watch, 44mm

$159.97Current Price $159.97
(45% off)45% off.
$295.00Comparable value $295.00
(3)
Only a few left
NYC Trousers
Scotch & Soda

NYC Trousers

$44.97Current Price $44.97
(64% off)64% off.
$125.00Comparable value $125.00
(4)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(73)
Indigo Jersey Knit Button-Up Shirt
Scotch & Soda

Indigo Jersey Knit Button-Up Shirt

$119.97Current Price $119.97
(18% off)18% off.
$148.00Comparable value $148.00
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 – $308.00Comparable value $298.00 to $308.00
(45)
Classic Twill Skinny Jeans
New
XRAY

Classic Twill Skinny Jeans

$34.97Current Price $34.97
(55% off)55% off.
$78.00Comparable value $78.00
(23)
Notch Lapel Blazer
Michael Kors

Notch Lapel Blazer

$74.98Current Price $74.98
(81% off)81% off.
$395.00Comparable value $395.00
(1)
Watson Leather Derby (Men)
Allen Edmonds

Watson Leather Derby (Men)

$159.97Current Price $159.97
(64% off)64% off.
$450.00Comparable value $450.00
(17)
Slim Fit Quarter Zip Sweater
T.R. PREMIUM

Slim Fit Quarter Zip Sweater

$29.97Current Price $29.97
(69% off)69% off.
$98.00Comparable value $98.00
(1)
Two-Button Sport Coat (Regular, Short & Long)
Calvin Klein

Two-Button Sport Coat (Regular, Short & Long)

$63.98Current Price $63.98
(78% off)78% off.
$295.00Comparable value $295.00
New Markdown
® 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)
Cotton Corduroy Blazer
Tommy Hilfiger

Cotton Corduroy Blazer

$64.98Current Price $64.98
(82% off)82% off.
$375.00Comparable value $375.00
(6)
Hyperlight Soft Plaid Wool Sport Coat (Regular & Big)
Peter Millar

Hyperlight Soft Plaid Wool Sport Coat (Regular & Big)

$277.87Current Price $277.87
(65% off)65% off.
$795.00Comparable value $795.00
New Markdown
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)
Riga Mesh Strap Watch, 34mm
Lacoste

Riga Mesh Strap Watch, 34mm

$99.97Current Price $99.97
(39% off)39% off.
$165.00Comparable value $165.00
Only a few left
Pinch Prep Penny Loafer (Men)
Cole Haan

Pinch Prep Penny Loafer (Men)

$119.97Current Price $119.97
(49% off)49% off.
$238.00Comparable value $238.00
(30)
Coastline Knit Button-Down Shirt
New
Faherty

Coastline Knit Button-Down Shirt

$62.97 – $99.97Current Price $62.97 to $99.97
(Up to 64% off)Up to 64% off.
$158.00 – $178.00Comparable value $158.00 to $178.00
(135)
Cotton Crewneck Sweater
Bugatchi

Cotton Crewneck Sweater

$74.96Current Price $74.96
(76% off)76% off.
$325.00Comparable value $325.00
(1)
Terril Leather Oxford (Men)
New
Magnanni

Terril Leather Oxford (Men)

$229.97Current Price $229.97
(Up to 48% off)Up to 48% off.
$399.00 – $445.00Comparable value $399.00 to $445.00
(10)
Hutson Check Virgin Wool Sport Coat
BOSS

Hutson Check Virgin Wool Sport Coat

$244.96Current Price $244.96
(64% off)64% off.
$699.00Comparable value $699.00
New Markdown
Solar Powered 3-Hand Quartz Strap Watch, 41mm
Perry Ellis

Solar Powered 3-Hand Quartz Strap Watch, 41mm

$39.97Current Price $39.97
(Up to 60% off select items)Up to 60% off select items.
$39.97 – $100.00Comparable value $39.97 to $100.00
(5)
565™ Loose Straight Leg Jeans (Deep Depths)
Levi's

565™ Loose Straight Leg Jeans (Deep Depths)

$31.47Current Price $31.47
(54% off)54% off.
$69.50Comparable value $69.50
New Markdown
(1)
Austyn Relaxed Straight Leg Jeans (Flaming)
7 For All Mankind

Austyn Relaxed Straight Leg Jeans (Flaming)

$89.97Current Price $89.97
(54% off)54% off.
$198.00Comparable value $198.00
Crown Crafted Wayfare Five Pocket Pants (Regular & Big)
Peter Millar

Crown Crafted Wayfare Five Pocket Pants (Regular & Big)

$99.97Current Price $99.97
(56% off)56% off.
$228.00Comparable value $228.00
(122)
Only a few left
Harker Grey Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

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

$49.99Current Price $49.99
(82% off)82% off.
$285.00Comparable value $285.00
New Markdown
(1)
Trevel Wool Felt Fedora
Bailey

Trevel Wool Felt Fedora

$96.97Current Price $96.97
(59% off)59% off.
$240.00Comparable value $240.00
(1)
Colby Penny Loafer (Men)
BOSS

Colby Penny Loafer (Men)

$99.97 – $139.97Current Price $99.97 to $139.97
(Up to 44% off)Up to 44% off.
$165.00 – $180.00Comparable value $165.00 to $180.00
(8)
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)
Diamond Accent Chevron Chain Bracelet
Esquire

Diamond Accent Chevron Chain Bracelet

$249.97Current Price $249.97
(65% off)65% off.
$720.00Comparable value $720.00
Stripe Collar Long Sleeve Cotton Piqué Polo
BOSS

Stripe Collar Long Sleeve Cotton Piqué Polo

$63.72Current Price $63.72
(50% off)50% off.
$129.00Comparable value $129.00
(2)
Orman Lug Sole Penny Loafer (Men)
TO BOOT NEW YORK

Orman Lug Sole Penny Loafer (Men)

$189.97Current Price $189.97
(52% off)52% off.
$399.00Comparable value $399.00
(6)
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)
Rammy Flannel Button-Up Shirt
Theory

Rammy Flannel Button-Up Shirt

$82.47Current Price $82.47
(66% off)66% off.
$245.00Comparable value $245.00
New Markdown
(1)
Wool Bolero Hat
San Diego Hat

Wool Bolero Hat

$48.97Current Price $48.97
(51% off)51% off.
$101.00Comparable value $101.00
(6)
Baggy Carpenter Pants
rag & bone

Baggy Carpenter Pants

$97.47Current Price $97.47
(67% off)67% off.
$298.00Comparable value $298.00
Only a few left
Hanry Slim Fit Windowpane Check Linen & Cotton Blend Knit Sport Coat
New
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)
Croc Embossed Leather Belt
MADE IN ITALY BY BOCONI

Croc Embossed Leather Belt

$29.97Current Price $29.97
(65% off)65% off.
$88.00Comparable value $88.00
(2)
Boxy Buttoned Cardigan
Civil Society

Boxy Buttoned Cardigan

$41.96Current Price $41.96
(61% off)61% off.
$109.00Comparable value $109.00
New Markdown
Colby Leather Derby (Men)
BOSS

Colby Leather Derby (Men)

$99.97Current Price $99.97
(44% off)44% off.
$180.00Comparable value $180.00
(5)
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
Fan Palm Short Sleeve Button-Up Shirt
TravisMathew

Fan Palm Short Sleeve Button-Up Shirt

$38.98Current Price $38.98
(67% off)67% off.
$119.95Comparable value $119.95
New Markdown
(1)
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$40 Off Your Next Purchase

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