The Holiday 2025 Collection has arrived!  SHOP NEW ARRIVALS

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, Men's Big & Tall

WINTER CLOTHING

Male model wearing Westport Black Hybrid Knit Blazer, Men's Big & Tall

WESTPORT EXCLUSIVES

Male model wearing Westport Black Cotton Cashmere Hoodie Pullover and Lounge Pant, Men's Big & Tall

LOUNGEWEAR

Male model wearing Westport Black Benson Donegal Button Mock Sweater, Men's Big & Tall

LUXURY COLLECTION

CLEAR ALL
Brand
Champion
Coppley
Cutter & Buck
Holebrook Sweden
Lauren Ralph Lauren
Levi Strauss
Peter Millar
Polo Ralph Lauren
Tasc
Tommy Bahama
Tommy Hilfiger
Under Armour
Westport 1989
Westport Black
Westport Lifestyle
Westport No-Tuck
Westport Sport
Wilkes & Riley
Type
Loungewear
Outerwear
Pants
Shirts
Sport Coats
Suit Separates
Sweaters & Layers
Color
Black
Blue
Brown
Green
Grey
Orange
Pink
Purple
Red
Tan
White
Yellow
Size
2XB
3XB
4XB
5XB
6XB
2XMT
3XMT
4XMT
2XT
3XT
4XT
5XT
LMT
LT
XLMT
XLT
Chest Size
42"
44"
46"
48"
50"
52"
54"
56"
58"
60"
Waist Size
34"
36"
38"
40"
42"
44"
46"
48"
50"
52"
54"
56"
58"
60"
Neck Size
16"
16.5"
17"
17.5"
18"
18.5"
19"
19.5"
20"
22"
Length
34/35 B
36/37 T
38/39 T
LONG
REG
X-LONG
Inseam
30"
32"
34"
36"
38"
Sleeve
34/35 B
36/37 T
38/39 T

Big & Tall Business Casual Attire for Fall

Westport Black Leather Blazer, Men's Big & Tall
Westport Black Leather Blazer $2,739.01
Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater, Men's Big & Tall
Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater, Hunter Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater, Charcoal Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater, Liberty Navy Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater, Polished
Cutter & Buck Mainsail Knit Half-Zip Pullover Sweater $187.90
Cutter & Buck Traverse Camo Print Stretch Quarter Zip Pullover, Men's Big & Tall
Cutter & Buck Traverse Camo Print Stretch Quarter Zip Pullover, Charcoal Cutter & Buck Traverse Camo Print Stretch Quarter Zip Pullover, Black Cutter & Buck Traverse Camo Print Stretch Quarter Zip Pullover, Navy Blue
Cutter & Buck Traverse Camo Print Stretch Quarter Zip Pullover $158.99
Cutter & Buck Traverse Half-Zip Pullover, Men's Big & Tall
Cutter & Buck Traverse Half-Zip Pullover $144.54
Cutter & Buck Adapt Eco Quarter-Zip Pullover, Men's Big & Tall
Cutter & Buck Adapt Eco Quarter-Zip Pullover $122.86
Westport Black Italian Jean, Men's Big & Tall
Westport Black Italian Jean, Indigo Westport Black Italian Jean, Light Blue
Westport Black Italian Jean $286.19
Westport 1989 Multi Tattersall Non-Iron Dress Shirt, Men's Big & Tall
Westport 1989 Multi Tattersall Non-Iron Dress Shirt, Multi
Westport 1989 Multi Tattersall Non-Iron Dress Shirt $158.99
Cutter & Buck Virtue Eco Pique Recycled Quarter Zip Pullover, Men's Big & Tall
Cutter & Buck Virtue Eco Pique Recycled Quarter Zip Pullover $101.18
Cutter & Buck Drytec Stealth Half-Zip Pullover, Men's Big & Tall
Cutter & Buck Drytec Stealth Half-Zip Pullover $158.99
Wilkes & Riley Poplin Spread Collar Dress Shirt, Men's Big & Tall
Wilkes & Riley Poplin Spread Collar Dress Shirt $158.27
Westport 1989 Non-Iron Button-Down Collar Dress Shirt, Men's Big & Tall
Westport 1989 Non-Iron Button-Down Collar Dress Shirt $166.22
Under Armour UA Tech 2.0 Half-Zip Pullover, Men's Big & Tall
Under Armour UA Tech 2.0 Half-Zip Pullover, Carbon Under Armour UA Tech 2.0 Half-Zip Pullover, Halo Grey Under Armour UA Tech 2.0 Half-Zip Pullover, Ash Plum Under Armour UA Tech 2.0 Half-Zip Pullover, Blackout Purple Under Armour UA Tech 2.0 Half-Zip Pullover, Black Twist Under Armour UA Tech 2.0 Half-Zip Pullover, Brilliant Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Dark Cyan Under Armour UA Tech 2.0 Half-Zip Pullover, Emotion Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Navy Under Armour UA Tech 2.0 Half-Zip Pullover, Marine Green Under Armour UA Tech 2.0 Half-Zip Pullover, Martian Red Under Armour UA Tech 2.0 Half-Zip Pullover, Mineral Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Navy Twist Under Armour UA Tech 2.0 Half-Zip Pullover, Royal Under Armour UA Tech 2.0 Half-Zip Pullover, Stadium Green Under Armour UA Tech 2.0 Half-Zip Pullover, Tech Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Versa Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Teal Under Armour UA Tech 2.0 Half-Zip Pullover, Afterburn Under Armour UA Tech 2.0 Half-Zip Pullover, Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Green Under Armour UA Tech 2.0 Half-Zip Pullover, Dark Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Cerulean Under Armour UA Tech 2.0 Half-Zip Pullover, Black Stripe Under Armour UA Tech 2.0 Half-Zip Pullover, Cruise Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Dark Green Under Armour UA Tech 2.0 Half-Zip Pullover, Starlight
Under Armour UA Tech 2.0 Half-Zip Pullover

$25.99 to $65.04

$65.04
Polo Ralph Lauren Solid Hooded Tee Shirt, Men's Big & Tall
Polo Ralph Lauren Solid Hooded Tee Shirt, Grey Polo Ralph Lauren Solid Hooded Tee Shirt, Black Marl
Polo Ralph Lauren Solid Hooded Tee Shirt $114.91
Westport Black Sonoma Two-Button Side-Vent Plaid Sport Coat, Men's Big & Tall
Westport Black Sonoma Two-Button Side-Vent Plaid Sport Coat, Navy Plaid Westport Black Sonoma Two-Button Side-Vent Plaid Sport Coat, Silver Windowpane

Westport Black Sonoma Two-Button Side-Vent Plaid Sport Coat

$570.93

$228.34 Final Sale
Westport Black Greenwich Cashmere V-Neck Sweater, Men's Big & Tall

Westport Black Greenwich Cashmere V-Neck Sweater

$575.26

$224.01 Final Sale
Westport Lifestyle Melange Interlock Pullover Crew, Men's Big & Tall

Westport Lifestyle Melange Interlock Pullover Crew

$143.82

$56.34 Final Sale
Westport No-Tuck Long Sleeve Stretch-Cotton Oxford Sport Shirt, Men's Big & Tall

Westport No-Tuck Long Sleeve Stretch-Cotton Oxford Sport Shirt

$180.67

$72.24 Final Sale
Westport Black Italian 5-Pocket Twill Jean, Men's Big & Tall

Westport Black Italian 5-Pocket Twill Jean

$286.19

$114.16 Final Sale
Westport No-Tuck LustreTech Stretch Cotton Quarter-Zip Pullover, Men's Big & Tall

Westport No-Tuck LustreTech Stretch Cotton Quarter-Zip Pullover

$141.65

$54.90 Final Sale
Westport Lifestyle Long Sleeve LustreTech Cotton Stretch Turtleneck, Men's Big & Tall

Westport Lifestyle Long Sleeve LustreTech Cotton Stretch Turtleneck

$143.82

$54.90 Final Sale
Westport Lifestyle Melange Quarter-Zip Vest, Men's Big & Tall
Westport Lifestyle Melange Quarter-Zip Vest $143.82
Westport Lifestyle Shawl Collar Sweater, Men's Big & Tall

Westport Lifestyle Shawl Collar Sweater

$170.56

$67.90 Final Sale
Westport No-Tuck Short Sleeve Stretch-Cotton Oxford Sport Shirt, Men's Big & Tall

Westport No-Tuck Short Sleeve Stretch-Cotton Oxford Sport Shirt

$180.67

$72.24 Final Sale
Westport Black New England Donegal Crew Pullover Sweater, Men's Big & Tall
Westport Black New England Donegal Crew Pullover Sweater, Snow Westport Black New England Donegal Crew Pullover Sweater, Denim Westport Black New England Donegal Crew Pullover Sweater, Onyx Westport Black New England Donegal Crew Pullover Sweater, Sage

Westport Black New England Donegal Crew Pullover Sweater

$286.19

$111.27 Final Sale
Tasc Long Sleeve Hooded Pullover, Men's Big & Tall
Tasc Long Sleeve Hooded Pullover, Slate Grey Tasc Long Sleeve Hooded Pullover, Black Heather Tasc Long Sleeve Hooded Pullover, Navy Heather

Tasc Long Sleeve Hooded Pullover

$143.82

$56.34 Final Sale
Westport Lifestyle Fairway Fleece Vest, Men's Big & Tall

Westport Lifestyle Fairway Fleece Vest

$201.63

$72.24 Final Sale
Westport Black Two-Button Side Vented Plaid Sport Coat, Men's Big & Tall
Westport Black Two-Button Side Vented Plaid Sport Coat, Berry

Westport Black Two-Button Side Vented Plaid Sport Coat

$860.00

$343.97 Final Sale
Westport Black Long Sleeve Riviera V-Neck Sweater Pullover, Men's Big & Tall

Westport Black Long Sleeve Riviera V-Neck Sweater Pullover

$430.72

$171.97 Final Sale
Westport Black Summer Saltwater Crew Neck Sweater Pullover, Men's Big & Tall

Westport Black Summer Saltwater Crew Neck Sweater Pullover

$244.27

$96.81 Final Sale
Westport Lifestyle Iconic Keyhole Cotton Cashmere Crew Pullover Sweater, Men's Big & Tall

Westport Lifestyle Iconic Keyhole Cotton Cashmere Crew Pullover Sweater

$195.13

$70.79 Final Sale
Westport Black Connery Cable Crew Neck Pullover Sweater, Men's Big & Tall

Westport Black Connery Cable Crew Neck Pullover Sweater

$403.26

$157.52 Final Sale
Westport Sport 365 Stretch Terry Full-Zip Hoodie, Men's Big & Tall

Westport Sport 365 Stretch Terry Full-Zip Hoodie

$166.22

$66.46 Final Sale
Tommy Hilfiger Solid Linen Sport Coat, Men's Big & Tall

Tommy Hilfiger Solid Linen Sport Coat

$426.39

$170.53 Final Sale
Westport Black Knit Blazer, Men's Big & Tall

Westport Black Knit Blazer

$542.02

$209.55 Final Sale
Westport Sport 365 Stretch Terry Quarter-Zip Hoodie, Men's Big & Tall

Westport Sport 365 Stretch Terry Quarter-Zip Hoodie

$158.99

$63.57 Final Sale
Westport Black Reversible Crew Sport Pullover Sweater, Men's Big & Tall

Westport Black Reversible Crew Sport Pullover Sweater

$286.19

$111.27 Final Sale
Westport Lifestyle Quilted Button Mock Pullover Sweater, Men's Big & Tall

Westport Lifestyle Quilted Button Mock Pullover Sweater

$187.18

$69.35 Final Sale
Westport Black Two-Button Side Vented Plaid Sport Coat, Men's Big & Tall
Westport Black Two-Button Side Vented Plaid Sport Coat, Blue/Grey

Westport Black Two-Button Side Vented Plaid Sport Coat

$860.00

$343.97 Final Sale
Polo Ralph Lauren Short Sleeve Button Down Collar Oxford Sport Shirt, Men's Big & Tall
Polo Ralph Lauren Short Sleeve Button Down Collar Oxford Sport Shirt, Light Blue/White Polo Ralph Lauren Short Sleeve Button Down Collar Oxford Sport Shirt, Green/Pink Polo Ralph Lauren Short Sleeve Button Down Collar Oxford Sport Shirt, Navy/Yellow

Polo Ralph Lauren Short Sleeve Button Down Collar Oxford Sport Shirt

$180.67

$72.24 Final Sale
Westport Black Legacy Cotton Cashmere Polo Knit Shirt, Men's Big & Tall

Westport Black Legacy Cotton Cashmere Polo Knit Shirt

$238.49

$95.37 Final Sale
Westport Lifestyle Melange Quarter-Zip Pullover, Men's Big & Tall

Westport Lifestyle Melange Quarter-Zip Pullover

$158.99

$57.79 Final Sale
Westport Black by Lenor Romano Reverse Jersey Stitch V-Neck Sweater, Men's Big & Tall
Westport Black by Lenor Romano Reverse Jersey Stitch V-Neck Sweater, Ocean Westport Black by Lenor Romano Reverse Jersey Stitch V-Neck Sweater, Burgundy

Westport Black by Lenor Romano Reverse Jersey Stitch V-Neck Sweater

$361.35

$180.64 Final Sale
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Fall business casual fashion options for the big & tall working man abound in this collection of dark wash jeans, cardigans, collared shirts, suit coats and more. Whether you’re looking for blazer options to fit the boardroom, a cardigan for cocktails with clients, or dress shirts for date night you’ll find the newest styles alongside time-honored classics meant to outfit the big & tall man for situations where you need to strike the balance between brass-tacks business and casual cool. Shop our wide variety of business casual options in sizes meant to fit the man whose physical size matches his boardroom gravitas.

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