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Men's Work & Business Casual Outfits

Sutton Penny Loafer

Rockport Sutton Penny Loafer

Current Price $135

Prepster Relaxed Fit Easy Pleated Stretch Cotton Pants

Polo Ralph Lauren Prepster Relaxed Fit Easy Pleated Stretch Cotton Pants

Current Price $87

Previous Price $145

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Chino Pants e.s.epic

Strauss Chino Pants e.s.epic

Current Price $95

Evans Flat Front Chinos

New

Brax Evans Flat Front Chinos

Current Price $198

PR 100 Classic Bracelet Watch, 34mm

Tissot PR 100 Classic Bracelet Watch, 34mm

Current Price $450

Capri Trim Fit Shadow Plaid Wool Suit

Canali Capri Trim Fit Shadow Plaid Wool Suit

Current Price $2,495

T-Classic Gentleman Bracelet Watch, 40mm

Tissot T-Classic Gentleman Bracelet Watch, 40mm

Current Price $495

Trim Fit Navy Micropattern Cotton Dobby Dress Shirt

David Donahue Trim Fit Navy Micropattern Cotton Dobby Dress Shirt

Current Price $175

A man examining a striped shirt in front of a rack of clothing.

A man examining a striped shirt in front of a rack of clothing.

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Portwell Stripe Summer Fit Short Sleeve Button-Up Shirt

Barbour Portwell Stripe Summer Fit Short Sleeve Button-Up Shirt

Current Price $71.50

Previous Price $110

Trim Fit Solid Stretch Cotton Twill Dress Shirt

David Donahue Trim Fit Solid Stretch Cotton Twill Dress Shirt

Current Price $175

Huge Slim Fit Brown Stretch Cotton Peak Lapel Double Breasted Suit

BOSS Huge Slim Fit Brown Stretch Cotton Peak Lapel Double Breasted Suit

Current Price $999

Kei Trim Fit Mélange Wool & Silk Blend Sport Coat

Canali Kei Trim Fit Mélange Wool & Silk Blend Sport Coat

Current Price $2,195

Dorio Venetian Loafer

Magnanni Dorio Venetian Loafer

Current Price $425

Regular Fit Check Cotton Twill Dress Shirt

David Donahue Regular Fit Check Cotton Twill Dress Shirt

Current Price $175

Capri Trim Fit Brown Check Jacquard Linen & Wool Sport Coat

Canali Capri Trim Fit Brown Check Jacquard Linen & Wool Sport Coat

Current Price $1,895

Leo Performance Twill Sport Shirt

New

Peter Millar Leo Performance Twill Sport Shirt

Current Price $175

Nico Oxford

TO BOOT NEW YORK Nico Oxford

Current Price $450

Parker Platinum Super 130's Gabardine Dress Pants

New

Zanella Parker Platinum Super 130's Gabardine Dress Pants

Current Price $528

Mayer New Tailor 2 Wool Dress Pants

Theory Mayer New Tailor 2 Wool Dress Pants

Current Price $171 to $285

Previous Price $285

To Boot New York Carlin Sneaker

TO BOOT NEW YORK To Boot New York Carlin Sneaker

Current Price $450

Daisy Floral Silk Tie

Cufflinks, Inc. Daisy Floral Silk Tie

Current Price $75

Contemporary Fit Filo di Scozia Jersey Dress Shirt

Eton Contemporary Fit Filo di Scozia Jersey Dress Shirt

Current Price $290

All Season Golf Pants

Bonobos All Season Golf Pants

Current Price $129

Astino Lino Tailored Fit Linen Button-Up Shirt

Peter Millar Astino Lino Tailored Fit Linen Button-Up Shirt

Current Price $250

Relaxed Fit Icon Linen, Wool & Silk Sport Coat

Vince Relaxed Fit Icon Linen, Wool & Silk Sport Coat

Current Price $748

Milo OoohCotton® Abstract Print Short Sleeve Button-Up Shirt

Bugatchi Milo OoohCotton® Abstract Print Short Sleeve Button-Up Shirt

Current Price $179

Travel Motion Wool Blend Overshirt

Theory Travel Motion Wool Blend Overshirt

Current Price $295

Paine Loafer

Santoni Paine Loafer

Current Price $750

Leather Backpack

MAISON de SABRÉ Leather Backpack

Current Price $495

Owen Officer Chinos

Vince Owen Officer Chinos

Current Price $348

Jetsetter Athletic Fit Stretch Wool Suit Pants

New

Bonobos Jetsetter Athletic Fit Stretch Wool Suit Pants

Current Price $225

Trim Fit Geometric Cotton Dress Shirt

David Donahue Trim Fit Geometric Cotton Dress Shirt

Current Price $175

McAllen Grey & Orange Plaid Soft Constructed Wool & Silk Blend Sport Coat

Jack Victor McAllen Grey & Orange Plaid Soft Constructed Wool & Silk Blend Sport Coat

Current Price $998

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Classic Fit Linen Short Slleeve Button-Down Shirt

Polo Ralph Lauren Classic Fit Linen Short Slleeve Button-Down Shirt

Current Price $86.03

Previous Price $135

Charisma Chino Pants

34 Heritage Charisma Chino Pants

Current Price $195

250th Capsule Mason Regular Fit Tan Mélange Windowpane Check Super 150s Wool Suit

Jack Victor 250th Capsule Mason Regular Fit Tan Mélange Windowpane Check Super 150s Wool Suit

Current Price $1,498

Trim Fit Dobby Check Cotton Dress Shirt

David Donahue Trim Fit Dobby Check Cotton Dress Shirt

Current Price $175

Genius Slim Fit Flat Front Wool Blend Dress Pants

BOSS Genius Slim Fit Flat Front Wool Blend Dress Pants

Current Price $199

Randolph Loafer

Allen Edmonds Randolph Loafer

Current Price $450

Textured Stripe Linen Pants

MANGO Textured Stripe Linen Pants

Current Price $99.99

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Irving Plaid Short Sleeve Linen Button-Up Shirt

Theory Irving Plaid Short Sleeve Linen Button-Up Shirt

Current Price $225

Café Racer Unlined Cowhide Leather Jacket

Schott NYC Café Racer Unlined Cowhide Leather Jacket

Current Price $1,045

Hank Slim Fit Stripe Stretch Cotton Dress Shirt

BOSS Hank Slim Fit Stripe Stretch Cotton Dress Shirt

Current Price $149

Genius Slim Fit Flat Front Stretch Dress Pants

BOSS Genius Slim Fit Flat Front Stretch Dress Pants

Current Price $118.80

Previous Price $198

Wallabee Chukka Boot

Clarks® Originals Wallabee Chukka Boot

Current Price $150

Big & Tall Perfect Fit Waist-Relaxer Pleated Suit Pants

Oak Hill by DXL Big & Tall Perfect Fit Waist-Relaxer Pleated Suit Pants

Current Price $88

Reserve Basque Houndstooth Linen Camp Shirt

Faherty Reserve Basque Houndstooth Linen Camp Shirt

Current Price $158

Hank Kent Slim Fit Performance Stretch Cotton Dress Shirt

BOSS Hank Kent Slim Fit Performance Stretch Cotton Dress Shirt

Current Price $75.90

Previous Price $138

Fedrick Derby

Mephisto Fedrick Derby

Current Price $299

Crown Lite Shadow Check Performance Twill Button-Down Shirt

Peter Millar Crown Lite Shadow Check Performance Twill Button-Down Shirt

Current Price $165

P-Liam Button-Up Shirt

BOSS P-Liam Button-Up Shirt

Current Price $129

Scholar Organic Cotton Chambray Button-Down Shirt

Roark Scholar Organic Cotton Chambray Button-Down Shirt

Current Price $44.50

Previous Price $89

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Trim Fit Micro Print Cotton Dobby Dress Shirt

David Donahue Trim Fit Micro Print Cotton Dobby Dress Shirt

Current Price $175

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Front 4 Driving Shoe

FERRAGAMO Front 4 Driving Shoe

Current Price $795

Jules OoohCotton® Check Button-Down Shirt

Bugatchi Jules OoohCotton® Check Button-Down Shirt

Current Price $129.35

Previous Price $199

Classic Fit Check Cotton Poplin Button-Down Shirt

Polo Ralph Lauren Classic Fit Check Cotton Poplin Button-Down Shirt

Current Price $122.50

Previous Price $175

Goatskin Suede Penny Loafer

Tod's Goatskin Suede Penny Loafer

Current Price $925

Genius Slim Fit Virgin Wool Dress Pants

BOSS Genius Slim Fit Virgin Wool Dress Pants

Current Price $229

Bob Long Straight Leg Jeans

MANGO Bob Long Straight Leg Jeans

Current Price $69.99

Regular Fit Cotton Dress Shirt

David Donahue Regular Fit Cotton Dress Shirt

Current Price $175

Helmsman Pleated Tapered Linen & Organic Cotton Pants

New

Seasalt Cornwall Helmsman Pleated Tapered Linen & Organic Cotton Pants

Current Price $148

Paris Slim Fit Suit Pants

MANGO Paris Slim Fit Suit Pants

Current Price $99.99

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Prince of Wales Alpaca Blend Suit

Eleventy Prince of Wales Alpaca Blend Suit

Current Price $1,797

Previous Price $2,995

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Trim Fit Neat Cotton Dress Shirt

David Donahue Trim Fit Neat Cotton Dress Shirt

Current Price $175

James OoohCotton® Solid Button-Up Shirt

Bugatchi James OoohCotton® Solid Button-Up Shirt

Current Price $199

Hanry Slim Fit Tan Textured Cotton & Linen Blend Sport Coat

BOSS Hanry Slim Fit Tan Textured Cotton & Linen Blend Sport Coat

Current Price $599

Slim Fit Cotton Poplin Button-Up Shirt

TOM FORD Slim Fit Cotton Poplin Button-Up Shirt

Current Price $730

Hampton Tan Glen Check Knit Wool Sport Coat

Jack Victor Hampton Tan Glen Check Knit Wool Sport Coat

Current Price $998

James OoohCotton® Geo Print Button-Up Shirt

Bugatchi James OoohCotton® Geo Print Button-Up Shirt

Current Price $199

Classic Fit Linen Button-Down Shirt

Polo Ralph Lauren Classic Fit Linen Button-Down Shirt

Current Price $145