Select shirts are 2 for $99 today only!  SHOP SELECT STYLES

Wishlist Login
0 Cart
Search Wishlist Login
0 Cart

Brands

Collections

Male model wearing Westport No-Tuck Long Sleeve Button Down Collar Stretch Performance Plaid Sport Shirt, Men's Big & Tall

NO-TUCK SHIRTS

Male model wearing Peter Millar Rambler Field Jacket , Men's Big & Tall

WESTPORT EXCLUSIVES

Male model wearing Peter Millar Lava Wash Hoodie, Men's Big & Tall

LOUNGEWEAR

Male model wearing Westport Lifestyle Long Sleeve Performance Crew Neck T-Shirt, Men's Big & Tall

SWIM SHOP

CLEAR ALL
Brand
Champion
Coppley
Cutter & Buck
Holebrook Sweden
Lauren Ralph Lauren
Levi's
Peter Millar
Polo Ralph Lauren
Tommy Bahama
Tommy Hilfiger
Under Armour
Westport 1989
Westport Black
Westport Lifestyle
Westport No-Tuck
Westport Sport
Wilkes & Riley
Zanella
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
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

Wilkes & Riley Spread Collar Dress Shirt, Men's Big & Tall
Wilkes & Riley Spread Collar Dress Shirt $155.66
Peter Millar Sugar Stripe Perth Quarter-Zip Pullover, Men's Big & Tall
Sailor Blue/Blue Fade-swatch Blue Sea/Pink Vale-swatch Cottage Blue/White-swatch Iron/White-swatch Navy/White-swatch Petal Purple-swatch
Peter Millar Sugar Stripe Perth Quarter-Zip Pullover $253.04
Westport Sport Bamboo Blend Performance Quarter-Zip Pullover, Men's Big & Tall
Westport Sport Bamboo Blend Performance Quarter-Zip Pullover $141.45
Peter Millar Crown Comfort Quarter-Zip Pullover, Men's Big & Tall
Peter Millar Crown Comfort Quarter-Zip Pullover $268.67
Wilkes & Riley Twill Check Dress Shirt, Men's Big & Tall
Wilkes & Riley Twill Check Dress Shirt $177.69
Westport Lifestyle Melange Interlock Pullover Crew, Men's Big & Tall
Westport Lifestyle Melange Interlock Pullover Crew $141.45
Westport 1989 Multi Tattersall Non-Iron Dress Shirt, Men's Big & Tall
Multi-swatch
Westport 1989 Multi Tattersall Non-Iron Dress Shirt $156.37
Champion Authentic Zip Hoodie, Men's Big & Tall
Champion Authentic Zip Hoodie $69.66
Champion Authentic Crew Neck Fleece, Men's Big & Tall
Champion Authentic Crew Neck Fleece $63.97
Polo Ralph Lauren Double-Knit Full-Zip Hoodie, Men's Big & Tall
Grey Heather-swatch
Polo Ralph Lauren Double-Knit Full-Zip Hoodie $210.39
Polo Ralph Lauren Fleece Zip-Front Hoodie, Men's Big & Tall
Polo Ralph Lauren Fleece Zip-Front Hoodie, Big & Tall - Black Polo Ralph Lauren Fleece Zip-Front Hoodie, Big & Tall - Sport Heather Polo Ralph Lauren Fleece Zip-Front Hoodie, Big & Tall - Navy Polo Ralph Lauren Fleece Zip-Front Hoodie, Big & Tall - Alaskan Heather Polo Ralph Lauren Fleece Zip-Front Hoodie, Big & Tall - Onyx Heather
Polo Ralph Lauren Fleece Zip-Front Hoodie $210.39
Westport Black Leather Blazer, Men's Big & Tall
Westport Black Leather Blazer $2,693.85
Cutter & Buck Adapt Eco Half-Zip Stretch Pullover, Men's Big & Tall
Cutter & Buck Adapt Eco Half-Zip Stretch Pullover $113.72
Westport Lifestyle All Day Performance Quarter-Zip Pullover, Men's Big & Tall
Westport Lifestyle All Day Performance Quarter-Zip Pullover $184.09
Westport 1989 Pinpoint Spread Collar Dress Shirt, Men's Big & Tall
Westport 1989 Pinpoint Spread Collar Dress Shirt $156.37
Polo Ralph Lauren Long Sleeve Garment Dyed Oxford Sport Shirt, Men's Big & Tall
Polo Ralph Lauren Long Sleeve Garment Dyed Oxford Sport Shirt $196.18
Under Armour UA Tech 2.0 Half-Zip Pullover, Men's Big & Tall
Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Carbon Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Halo Grey Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Ash Plum Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Blackout Purple Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Black Twist Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Brilliant Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Dark Cyan Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Emotion Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Navy Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Marine Green Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Martian Red Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Mineral Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Navy Twist Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Royal Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Stadium Green Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Tech Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Versa Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Teal Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Afterburn Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Green Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Dark Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Cerulean Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Black Stripe Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Cruise Blue Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Dark Green Under Armour UA Tech 2.0 Half-Zip Pullover, Big & Tall - Starlight
Under Armour UA Tech 2.0 Half-Zip Pullover $63.97
Levi's 559 Denim Jeans, Men's Big & Tall
Levi's 559 Denim Jeans, Big & Tall - Steel Blue Levi's 559 Denim Jeans, Big & Tall - Range Levi's 559 Denim Jeans, Big & Tall - Navarro Levi's 559 Denim Jeans, Big & Tall - Myers Day Levi's 559 Denim Jeans, Big & Tall - Indigo Black Levi's 559 Denim Jeans, Big & Tall - Ink Jet Levi's 559 Denim Jeans, Big & Tall - Bebop Levi's 559 Denim Jeans, Big & Tall - Cash
Levi's 559 Denim Jeans $98.80
Peter Millar Perth Stretch Loop Terry Quarter-Zip Pullover, Men's Big & Tall
Peter Millar Perth Stretch Loop Terry Quarter-Zip Pullover $253.04
Westport 1989 Non-Iron Button-Down Collar Dress Shirt, Men's Big & Tall
Westport 1989 Non-Iron Button-Down Collar Dress Shirt $163.48
Westport 1989 Button-Down Pinpoint Dress Shirt, Men's Big & Tall
Westport 1989 Button-Down Pinpoint Dress Shirt $156.37
Cutter & Buck Stealth Hybrid Full-Zip Vest, Men's Big & Tall
Cutter & Buck Stealth Hybrid Full-Zip Vest $163.48
Westport 1989 Stretch Denim Jeans, Men's Big & Tall
Westport 1989 Stretch Denim Jeans, Big & Tall - Grey Westport 1989 Stretch Denim Jeans, Big & Tall - Light Wash Westport 1989 Stretch Denim Jeans, Big & Tall - Black Westport 1989 Stretch Denim Jeans, Big & Tall - Medium Wash
Westport 1989 Stretch Denim Jeans $170.59
Westport Sport Half Zip Pullover, Men's Big & Tall
Westport Sport Half Zip Pullover $106.62
Cutter & Buck Drytec Stealth Half-Zip, Men's Big & Tall
Cutter & Buck Drytec Stealth Half-Zip $156.37
Cutter & Buck Mainsail Half Zip, Men's Big & Tall
Hunter-swatch Charcoal-swatch Liberty Navy-swatch Polished-swatch
Cutter & Buck Mainsail Half Zip $199.02
Westport Black Goat Suede Blazer, Men's Big & Tall
Westport Black Goat Suede Blazer $1,983.07
Cutter & Buck Traverse Half-Zip Pullover, Men's Big & Tall
Cutter & Buck Traverse Half-Zip Pullover $156.37
Polo Ralph Lauren Black Wash Five-Pocket Jeans, Men's Big & Tall
Polo Ralph Lauren Black Wash Five-Pocket Jeans $177.69
Polo Ralph Lauren Dark Rinse Stretch 5-Pocket Jeans, Men's Big & Tall
Polo Ralph Lauren Dark Rinse Stretch 5-Pocket Jeans $177.69
Polo Ralph Lauren Dark Wash Five-Pocket Jeans, Men's Big & Tall
Dark Wash-swatch
Polo Ralph Lauren Dark Wash Five-Pocket Jeans $177.69
Polo Ralph Lauren Light Wash Five-Pocket Jeans, Men's Big & Tall
Light Wash-swatch
Polo Ralph Lauren Light Wash Five-Pocket Jeans $177.69
Polo Ralph Lauren Solid Hooded Tee Shirt, Men's Big & Tall
Polo Ralph Lauren Solid Hooded Tee Shirt, Big & Tall - Grey Polo Ralph Lauren Solid Hooded Tee Shirt, Big & Tall - Black Marl
Polo Ralph Lauren Solid Hooded Tee Shirt $113.01
Levi's 541 Athletic Fit Stretch Jeans, Men's Big & Tall
Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Midnight Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Native Cali Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Lake Merrit Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Medium Stonewash Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Blue Canyon Levi's 541 Athletic Fit Stretch Jeans, Big & Tall - Black Stone
Levi's 541 Athletic Fit Stretch Jeans $98.80
Polo Ralph Lauren Long-Sleeve Oxford Shirt, Men's Big & Tall
Blue/White Gingham-swatch Blue/White Stripe-swatch
Polo Ralph Lauren Long-Sleeve Oxford Shirt $196.18
Levi's 550 Relaxed Fit Jeans, Men's Big & Tall
Levi's 550 Relaxed Fit Jeans, Big & Tall - Black Levi's 550 Relaxed Fit Jeans, Big & Tall - Dark Wash Levi's 550 Relaxed Fit Jeans, Big & Tall - Stonewash Levi's 550 Relaxed Fit Jeans, Big & Tall - Rinse
Levi's 550 Relaxed Fit Jeans $98.80
Westport Lifestyle Melange Quarter-Zip Vest, Men's Big & Tall
Westport Lifestyle Melange Quarter-Zip Vest

$55.41 to $141.45

$141.45
Westport Lifestyle Fleece Out Crew Pullover, Men's Big & Tall

Westport Lifestyle Fleece Out Crew Pullover

$139.31

$53.99 Final Sale
Westport Lifestyle Fleece Out Full Zip Hoodie, Men's Big & Tall

Westport Lifestyle Fleece Out Full Zip Hoodie

$156.37

$56.83 Final Sale
Westport Lifestyle Fairway Fleece Vest, Men's Big & Tall

Westport Lifestyle Fairway Fleece Vest

$198.31

$71.05 Final Sale
Westport Lifestyle Cotton/Cashmere Button Mock Pullover Sweater, Men's Big & Tall

Westport Lifestyle Cotton/Cashmere Button Mock Pullover Sweater

$269.39

$103.75 Final Sale
Westport Lifestyle Stinger Quarter Zip Pullover, Men's Big & Tall

Westport Lifestyle Stinger Quarter Zip Pullover

$212.52

$78.16 Final Sale
Westport Black Long Sleeve Retro Tipped Merino Polo Knit Shirt, Men's Big & Tall

Westport Black Long Sleeve Retro Tipped Merino Polo Knit Shirt

$281.47

$109.43 Final Sale
Westport Black Connery Cable Crew Neck Pullover Sweater, Men's Big & Tall

Westport Black Connery Cable Crew Neck Pullover Sweater

$396.61

$154.92 Final Sale
Westport Black Long Sleeve Tipped Button Front Polo Knit Shirt, Men's Big & Tall

Westport Black Long Sleeve Tipped Button Front Polo Knit Shirt

$305.64

$120.80 Final Sale
Westport Black Long Sleeve Wool Johnny Collar Polo Knit Shirt, Men's Big & Tall

Westport Black Long Sleeve Wool Johnny Collar Polo Knit Shirt

$262.99

$99.48 Final Sale
Westport Black Donegal Button Mock Pullover Sweater, Men's Big & Tall

Westport Black Donegal Button Mock Pullover Sweater

$352.55

$140.71 Final Sale
Westport Black Cable Zip Button Mock Pullover Sweater, Men's Big & Tall

Westport Black Cable Zip Button Mock Pullover Sweater

$423.62

$166.29 Final Sale
Westport Lifestyle Brushed Interlock Cardigan, Men's Big & Tall

Westport Lifestyle Brushed Interlock Cardigan

$255.17

$98.06 Final Sale
Westport Lifestyle Long Sleeve LustreTech Cotton Stretch Turtleneck, Men's Big & Tall

Westport Lifestyle Long Sleeve LustreTech Cotton Stretch Turtleneck

$141.45

$53.99 Final Sale
Westport Black Roll Neck Crew Pullover Sweater, Men's Big & Tall

Westport Black Roll Neck Crew Pullover Sweater

$248.77

$96.64 Final Sale
Westport Black Reversible Crew Sport Pullover Sweater, Men's Big & Tall

Westport Black Reversible Crew Sport Pullover Sweater

$281.47

$109.43 Final Sale
Westport Black Knit Blazer, Men's Big & Tall

Westport Black Knit Blazer

$533.08

$206.10 Final Sale
Westport Black V-Neck Cable Pullover Sweater, Men's Big & Tall

Westport Black V-Neck Cable Pullover Sweater

$281.47

$109.43 Final Sale
Westport Black Textured Knit Basket Weave Sport Coat, Men's Big & Tall

Westport Black Textured Knit Basket Weave Sport Coat

$533.08

$206.10 Final Sale
Westport Black Knit Hybrid Blazer, Men's Big & Tall

Westport Black Knit Hybrid Blazer

$987.98

$383.79 Final Sale
Polo Ralph Lauren Long Sleeve Tartan Oxford Sport Shirt, Men's Big & Tall
Red/Black-swatch White/Green-swatch White/Red-swatch

Polo Ralph Lauren Long Sleeve Tartan Oxford Sport Shirt

$177.69

$63.94 Final Sale
1 2 3
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.

CUSTOMER SERVICE

custom

GET OUR CATALOG

ORDER BY PHONE

Search