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Holiday Outfits for Men

  • All Valentine's Outfits
142 items
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)
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)
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
(45)
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)
The Movement Button-Up Shirt
New
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
(173)
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)
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)
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)
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)
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)
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)
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)
Movement Chino Pants
Faherty

Movement Chino Pants

$74.97Current Price $74.97
(55% off)55% off.
$168.00Comparable value $168.00
(12)
Only a few left
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
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
(35)
Bedford Penny Loafer (Men)
Cole Haan

Bedford Penny Loafer (Men)

$99.97Current Price $99.97
(67% off)67% off.
$306.00Comparable value $306.00
(70)
Coastline Knit Button-Down Shirt
New
Faherty

Coastline Knit Button-Down Shirt

$70.97 – $99.97Current Price $70.97 to $99.97
(Up to 55% off)Up to 55% off.
$158.00 – $178.00Comparable value $158.00 to $178.00
(111)
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)
Leather Belt
Johnston & Murphy

Leather Belt

$34.97Current Price $34.97
(49% off)49% off.
$69.50Comparable value $69.50
(2)
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
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
Solid Stretch Button-Up Shirt
DENIM AND FLOWER

Solid Stretch Button-Up Shirt

$19.97Current Price $19.97
(3)
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
Quarter Zip Knit Polo
DENIM AND FLOWER

Quarter Zip Knit Polo

$19.97Current Price $19.97
(1)
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
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)
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)
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)
Open to Close Performance Pants
TravisMathew

Open to Close Performance Pants

$74.97Current Price $74.97
(46% off)46% off.
$139.95Comparable value $139.95
(1139)
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)
® 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)
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)
Form Cotton Polo
AllSaints

Form Cotton Polo

$49.97Current Price $49.97
(54% off)54% off.
$109.00Comparable value $109.00
(5)
Crinkle Heathered Sweater
NICOBY

Crinkle Heathered Sweater

$29.97Current Price $29.97
(73% off)73% off.
$115.00Comparable value $115.00
NYC Trousers
Scotch & Soda

NYC Trousers

$44.97Current Price $44.97
(64% off)64% off.
$125.00Comparable value $125.00
(4)
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
Wool Bolero Hat
San Diego Hat

Wool Bolero Hat

$48.97Current Price $48.97
(51% off)51% off.
$101.00Comparable value $101.00
(6)
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)
Quarter Zip Knit Polo
DENIM AND FLOWER

Quarter Zip Knit Polo

$19.97Current Price $19.97
(2)
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)
Reversible Performance Sweater
NICOBY

Reversible Performance Sweater

$29.97Current Price $29.97
(76% off)76% off.
$125.00Comparable value $125.00
Ricci Penny Loafer (Men)
Bruno Magli

Ricci Penny Loafer (Men)

$99.97 – $99.99Current Price $99.97 to $99.99
(74% off)74% off.
$395.00Comparable value $395.00
(7)
Only a few left
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
(24)
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
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)
Notch Lapel Blazer
Michael Kors

Notch Lapel Blazer

$74.98Current Price $74.98
(81% off)81% off.
$395.00Comparable value $395.00
(1)
Sheldon Derby (Men)
Tommy Hilfiger

Sheldon Derby (Men)

$54.97Current Price $54.97
(49% off)49% off.
$109.00Comparable value $109.00
(18)
Five-Pocket Performance Pants
TailorByrd

Five-Pocket Performance Pants

$39.97Current Price $39.97
(60% off)60% off.
$100.00Comparable value $100.00
(6)
All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)
Tommy Hilfiger

All-Season Stretch Slim Fit Dress Shirt (Regular, Big & Tall)

$39.97Current Price $39.97
(49% off)49% off.
$79.50Comparable value $79.50
(1)
Only a few left
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
Men's Brushed Stainless Steel Cubic Zirconia Band Ring
GEOFFREY BEENE

Men's Brushed Stainless Steel Cubic Zirconia Band Ring

$18.97Current Price $18.97
(Up to 66% off)Up to 66% off.
$49.99 – $55.99Comparable value $49.99 to $55.99
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
(85)
Diamond Mesh Strap Multifunction Watch, 42mm
GEOFFREY BEENE

Diamond Mesh Strap Multifunction Watch, 42mm

$24.97Current Price $24.97
(68% off)68% off.
$79.00Comparable value $79.00
(2)
Harker Tan Mélange Flat Front Wool & Linen Dress Pants (Regular & Big)
Peter Millar

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

$100.07Current Price $100.07
(64% off)64% off.
$285.00Comparable value $285.00
New Markdown
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)
Oud & Rose On Fire Eau de Parfum
Dossier

Oud & Rose On Fire Eau de Parfum

$39.00Current Price $39.00
(150)
Textured Stitch Sweater
Scotch & Soda

Textured Stitch Sweater

$44.96 – $59.97Current Price $44.96 to $59.97
(Up to 71% off select items)Up to 71% off select items.
$158.00Comparable value $158.00
New Markdown
(2)
Only a few left
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
Horizon Rectangular Bracelet Watch, 37mm x 45mm
Alfred Sung

Horizon Rectangular Bracelet Watch, 37mm x 45mm

$84.97Current Price $84.97
(49% off)49% off.
$169.00Comparable value $169.00
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
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)
Cotton Blend Oxford Button-Down Shirt
Faherty

Cotton Blend Oxford Button-Down Shirt

$59.97Current Price $59.97
(53% off)53% off.
$128.00Comparable value $128.00
(18)
Only a few left
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)
Regular Fit 5-Pocket Cotton Stretch Twill Pants
Canali

Regular Fit 5-Pocket Cotton Stretch Twill Pants

$62.99Current Price $62.99
(84% off)84% off.
$395.00Comparable value $395.00
New Markdown
Only a few left
Chain Band Wool Hat
MARCUS ADLER

Chain Band Wool Hat

$34.97Current Price $34.97
(49% off)49% off.
$69.00Comparable value $69.00
(1)
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)
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)
Plaid Sport Coat (Regular, Short & Long)
SAVILE ROW CO

Plaid Sport Coat (Regular, Short & Long)

$109.97Current Price $109.97
(62% off)62% off.
$295.00Comparable value $295.00
Flat Figaro Link Necklace
BEST SILVER

Flat Figaro Link Necklace

$47.97Current Price $47.97
Colby Penny Loafer (Men)
BOSS

Colby Penny Loafer (Men)

$64.98 – $139.97Current Price $64.98 to $139.97
(Up to 63% off select items)Up to 63% off select items.
$165.00 – $180.00Comparable value $165.00 to $180.00
New Markdown
(8)
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)
Modern Essentials Wingtip Oxford (Men)
Cole Haan

Modern Essentials Wingtip Oxford (Men)

$76.96Current Price $76.96
(74% off)74% off.
$298.00Comparable value $298.00
(5)
    • 1
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