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Men's Size 8.5 Comfort Shoes

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Cuadra - CU456. Color Copper. $698.00.

Brand Name: Cuadra
Product Name: CU456
Color: Copper
Price: $698.00
Rating

Allen Edmonds - Higginsfplug. Color Burgundy. $495.00. 4.2 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Higginsfplug
Color: Burgundy
Price: $495.00
Rating: 4Rated 4 stars out of 5(12)

Magnanni - Montijo. Color White/Navy. Low Stock. $495.00.

10 left in stock

Brand Name: Magnanni
Product Name: Montijo
Color: White/Navy
Price: $495.00
Rating

Allen Edmonds - Park Boot. Color Chili. $495.00. 3.9 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Park Boot
Color: Chili
Price: $495.00
Rating: 4Rated 4 stars out of 5(15)

Allen Edmonds - Higgins Mill. Color Brown. Low Stock. $495.00. 4.3 out of 5 stars

8 left in stock

Brand Name: Allen Edmonds
Product Name: Higgins Mill
Color: Brown
Price: $495.00
Rating: 4Rated 4 stars out of 5(68)

Lowa - Hunter GTX Evo Extreme. Color Anthracite/Brown. Low Stock. $485.00. 4.8 out of 5 stars

8 left in stock

Brand Name: Lowa
Product Name: Hunter GTX Evo Extreme
Color: Anthracite/Brown
Price: $485.00
Rating: 5Rated 5 stars out of 5(4)

Mephisto - Pitt. Color Dark Brown Nevada. $478.95. 3.7 out of 5 stars

Brand Name: Mephisto
Product Name: Pitt
Color: Dark Brown Nevada
Price: $478.95
Rating: 4Rated 4 stars out of 5(13)

Allen Edmonds - Chandler. Color Loden. Low Stock. $475.00. 4.4 out of 5 stars

7 left in stock

Brand Name: Allen Edmonds
Product Name: Chandler
Color: Loden
Price: $475.00
Rating: 4Rated 4 stars out of 5(62)

Zamberlan - 4014 Lynx Mid GTX RR Boa. Color Camouflage. Low Stock. $470.00. 5.0 out of 5 stars

3 left in stock

Multi Zamberlan 4014 Lynx Mid GTX RR Boa

Brand Name: Zamberlan
Product Name: 4014 Lynx Mid GTX RR Boa
Color: Camouflage
Price: $470.00
Rating: 5Rated 5 stars out of 5(1)

To Boot New York - Hammill. Color Brown Leather. $450.00.

Brand Name: To Boot New York
Product Name: Hammill
Color: Brown Leather
Price: $450.00
Rating

Allen Edmonds - Randolphbit. Color Vintage Hickory. $450.00. 3.6 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Randolphbit
Color: Vintage Hickory
Price: $450.00
Rating: 4Rated 4 stars out of 5(5)

To Boot New York - Keiran. Color Nero. $450.00.

Brand Name: To Boot New York
Product Name: Keiran
Color: Nero
Price: $450.00
Rating

Mephisto - Marlon. Color Black Pebble Grain Leather. $428.95. 4.7 out of 5 stars

Brand Name: Mephisto
Product Name: Marlon
Color: Black Pebble Grain Leather
Price: $428.95
Rating: 5Rated 5 stars out of 5(53)

Mephisto - Rody MT. Color Dark Brown Leather. Low Stock. $428.95.

1 left in stock

Brand Name: Mephisto
Product Name: Rody MT
Color: Dark Brown Leather
Price: $428.95
Rating

Allen Edmonds - Strand. Color Walnut Calf. $425.00. 4.6 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Strand
Color: Walnut Calf
Price: $425.00
Rating: 5Rated 5 stars out of 5(626)

Allen Edmonds - Carlyle. Color Chili Burnished Calf. $425.00. 4.4 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Carlyle
Color: Chili Burnished Calf
Price: $425.00
Rating: 4Rated 4 stars out of 5(227)

Allen Edmonds - Park Avenue. Color Hickory. $425.00. 5.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Park Avenue
Color: Hickory
Price: $425.00
Rating: 5Rated 5 stars out of 5(2)

Allen Edmonds - James. Color Black Patent Leather. $425.00. 5.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: James
Color: Black Patent Leather
Price: $425.00
Rating: 5Rated 5 stars out of 5(8)

Allen Edmonds - Park Avenue Oxford. Color Black Custom Calf. $425.00. 4.4 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Park Avenue Oxford
Color: Black Custom Calf
Price: $425.00
Rating: 4Rated 4 stars out of 5(198)

Allen Edmonds - Park Avenue. Color Dark Chili. $425.00. 4.6 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Park Avenue
Color: Dark Chili
Price: $425.00
Rating: 5Rated 5 stars out of 5(829)

Allen Edmonds - Park Avenue. Color Navy. $425.00. 4.2 out of 5 stars

+2 colors/patterns

Brand Name: Allen Edmonds
Product Name: Park Avenue
Color: Navy
Price: $425.00
Rating: 4Rated 4 stars out of 5(5)

Allen Edmonds - Grayson. Color Burgundy. Low Stock. $425.00. 4.4 out of 5 stars

7 left in stock

Brand Name: Allen Edmonds
Product Name: Grayson
Color: Burgundy
Price: $425.00
Rating: 4Rated 4 stars out of 5(299)

Allen Edmonds - Drake Derby. Color Mahogany. Low Stock. $425.00. 3.9 out of 5 stars

3 left in stock

Brand Name: Allen Edmonds
Product Name: Drake Derby
Color: Mahogany
Price: $425.00
Rating: 4Rated 4 stars out of 5(16)

Magnanni - Pharell. Color White/Brown. $425.00.

Brand Name: Magnanni
Product Name: Pharell
Color: White/Brown
Price: $425.00
Rating

Allen Edmonds - Randolph. Color Coffee. $425.00. 3.9 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Coffee
Price: $425.00
Rating: 4Rated 4 stars out of 5(35)

Allen Edmonds - Randolph. Color Black Calf. $425.00. 3.2 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Randolph
Color: Black Calf
Price: $425.00
Rating: 3Rated 3 stars out of 5(9)

Allen Edmonds - St.John's. Color Walnut. $425.00. 4.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: St.John's
Color: Walnut
Price: $425.00
Rating: 4Rated 4 stars out of 5(27)

To Boot New York - Ripley. Color Bia/Blu F.Pan. Low Stock. $425.00.

9 left in stock

Brand Name: To Boot New York
Product Name: Ripley
Color: Bia/Blu F.Pan
Price: $425.00
Rating

La Canadienne - Atty. Color Taupe Suede. $425.00.

Brand Name: La Canadienne
Product Name: Atty
Color: Taupe Suede
Price: $425.00
Rating

La Canadienne - Lorne. Color Biscotti Suede. $425.00.

Brand Name: La Canadienne
Product Name: Lorne
Color: Biscotti Suede
Price: $425.00
Rating

Magnanni - Lourenco. Color Grey Suede. Low Stock. On sale for $414.00. MSRP $450.00..

8 left in stock

Brand Name: Magnanni
Product Name: Lourenco
Color: Grey Suede
Price: $414.00MSRP: $450.00
Rating

Finn Comfort - Nottingham. Color Indigo Nabuk. $405.00.

+2 colors/patterns

Brand Name: Finn Comfort
Product Name: Nottingham
Color: Indigo Nabuk
Price: $405.00
Rating

Finn Comfort - Piccadilly. Color Almond. Low Stock. $405.00. 3.5 out of 5 stars

6 left in stock

Brand Name: Finn Comfort
Product Name: Piccadilly
Color: Almond
Price: $405.00
Rating: 4Rated 4 stars out of 5(2)

Magnanni - Onyx. Color White/Taupe. Low Stock. On sale for $400.50. MSRP $445.00..

8 left in stock

Brand Name: Magnanni
Product Name: Onyx
Color: White/Taupe
Price: $400.50MSRP: $445.00
Rating

To Boot New York - Forza. Color Dec Cognac 309. $399.00.

Brand Name: To Boot New York
Product Name: Forza
Color: Dec Cognac 309
Price: $399.00
Rating

Scarpa - Ribelle HD. Color Cocoa/Moss. $399.00. 5.0 out of 5 stars

Brand Name: Scarpa
Product Name: Ribelle HD
Color: Cocoa/Moss
Price: $399.00
Rating: 5Rated 5 stars out of 5(1)

Mephisto - Match. Color Black Full Grain Leather. $398.95. 4.5 out of 5 stars

Brand Name: Mephisto
Product Name: Match
Color: Black Full Grain Leather
Price: $398.95
Rating: 5Rated 5 stars out of 5(153)

Magnanni - Raso II. Color Black. $398.00.

Brand Name: Magnanni
Product Name: Raso II
Color: Black
Price: $398.00
Rating

Magnanni - Lachlan. Color Grey/Cuero. On sale for $396.05. MSRP $445.00..

Brand Name: Magnanni
Product Name: Lachlan
Color: Grey/Cuero
Price: $396.05MSRP: $445.00
Rating

. Bruno Magli - Raging Penny. Color Cognac. $395.00.

Brand Name: Bruno Magli
Product Name: Raging Penny
Color: Cognac
Price: $395.00
Rating

. Bruno Magli - Raging Bit. Color Black. $395.00.

Brand Name: Bruno Magli
Product Name: Raging Bit
Color: Black
Price: $395.00
Rating

Magnanni - Maine. Color Brown. $395.00.

Brand Name: Magnanni
Product Name: Maine
Color: Brown
Price: $395.00
Rating

Bruno Magli - Maioco Penny. Color Cognac. Low Stock. $395.00.

8 left in stock

Brand Name: Bruno Magli
Product Name: Maioco Penny
Color: Cognac
Price: $395.00
Rating

Bruno Magli - Arlo. Color Black Tumbled. Low Stock. $395.00.

6 left in stock

Brand Name: Bruno Magli
Product Name: Arlo
Color: Black Tumbled
Price: $395.00
Rating

Magnanni - Beignet. Color Orange Crimson. $395.00.

Brand Name: Magnanni
Product Name: Beignet
Color: Orange Crimson
Price: $395.00
Rating

Bruno Magli - Maioco. Color Black Nappa Leather. $395.00. 4.3 out of 5 stars

Brand Name: Bruno Magli
Product Name: Maioco
Color: Black Nappa Leather
Price: $395.00
Rating: 4Rated 4 stars out of 5(20)

Vince - Erik. Color Black. Low Stock. On sale for $395.00. MSRP $450.00..

9 left in stock

Brand Name: Vince
Product Name: Erik
Color: Black
Price: $395.00MSRP: $450.00
Rating

La Canadienne - Adam. Color Cognac Suede. $395.00.

Brand Name: La Canadienne
Product Name: Adam
Color: Cognac Suede
Price: $395.00
Rating

. Dan Post - Cappy. Color Tan/Black. Low Stock. $379.90.

10 left in stock

Brand Name: Dan Post
Product Name: Cappy
Color: Tan/Black
Price: $379.90
Rating

Bruno Magli - Carter. Color Black. Low Stock. $375.00.

7 left in stock

Brand Name: Bruno Magli
Product Name: Carter
Color: Black
Price: $375.00
Rating

Allen Edmonds - Newman. Color Black. $375.00. 4.2 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Newman
Color: Black
Price: $375.00
Rating: 4Rated 4 stars out of 5(23)

Mephisto - Cap Vert. Color Black Smooth Leather. $374.95. 4.3 out of 5 stars

Brand Name: Mephisto
Product Name: Cap Vert
Color: Black Smooth Leather
Price: $374.95
Rating: 4Rated 4 stars out of 5(67)

Mephisto - Falco Perf. Color Spice Velsport. $369.00.

Brand Name: Mephisto
Product Name: Falco Perf
Color: Spice Velsport
Price: $369.00
Rating

Mephisto - Arthus MT. Color Dark Brown Leather. $368.95. 5.0 out of 5 stars

Brand Name: Mephisto
Product Name: Arthus MT
Color: Dark Brown Leather
Price: $368.95
Rating: 5Rated 5 stars out of 5(1)

Mephisto - Leon. Color Black Randy. $368.95. 4.8 out of 5 stars

Brand Name: Mephisto
Product Name: Leon
Color: Black Randy
Price: $368.95
Rating: 5Rated 5 stars out of 5(4)

Magnanni - Monty. Color Tabaco. On sale for $360.10. MSRP $398.00..

Brand Name: Magnanni
Product Name: Monty
Color: Tabaco
Price: $360.10MSRP: $398.00
Rating

To Boot New York - Voss. Color Antilop Ant. Low Stock. $360.00.

5 left in stock

Brand Name: To Boot New York
Product Name: Voss
Color: Antilop Ant
Price: $360.00
Rating

Zamberlan - 1110 Baltoro Lite GTX. Color Graphite/Black. Low Stock. $360.00. 4.6 out of 5 stars

8 left in stock

Brand Name: Zamberlan
Product Name: 1110 Baltoro Lite GTX
Color: Graphite/Black
Price: $360.00
Rating: 5Rated 5 stars out of 5(5)

Mephisto - Steve Air. Color Warm Grey Velsport. $359.00.

Brand Name: Mephisto
Product Name: Steve Air
Color: Warm Grey Velsport
Price: $359.00
Rating

Mephisto - Steve. Color Spice Velsport. $359.00.

Brand Name: Mephisto
Product Name: Steve
Color: Spice Velsport
Price: $359.00
Rating

Dan Post - Hearst. Color Cognac. $354.95.

Brand Name: Dan Post
Product Name: Hearst
Color: Cognac
Price: $354.95
Rating

Red Wing Heritage - 6" Iron Ranger Lug. Color Amber Harness. $349.99. 4.6 out of 5 stars

Brown Red Wing Heritage 6" Iron Ranger Lug

Brand Name: Red Wing Heritage
Product Name: 6" Iron Ranger Lug
Color: Amber Harness
Price: $349.99
Rating: 5Rated 5 stars out of 5(147)

Red Wing Heritage - Iron Ranger Traction Tred. Color Oro Legacy. $349.99.

Brown Red Wing Heritage Iron Ranger Traction Tred

Brand Name: Red Wing Heritage
Product Name: Iron Ranger Traction Tred
Color: Oro Legacy
Price: $349.99
Rating

Dan Post - Keaton. Color Bone/Black. $349.95.

Brand Name: Dan Post
Product Name: Keaton
Color: Bone/Black
Price: $349.95
Rating

Mephisto - Alexis. Color Dark Brown. Low Stock. $348.95. 3.7 out of 5 stars

9 left in stock

Brand Name: Mephisto
Product Name: Alexis
Color: Dark Brown
Price: $348.95
Rating: 4Rated 4 stars out of 5(3)

Red Wing Heritage - 8" Moc Toe. Color Oro-Legacy. $339.99. 5.0 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: 8" Moc Toe
Color: Oro-Legacy
Price: $339.99
Rating: 5Rated 5 stars out of 5(8)

SAS - Hatchet. Color Licorice. Low Stock. $338.95. 3.8 out of 5 stars

9 left in stock

Brand Name: SAS
Product Name: Hatchet
Color: Licorice
Price: $338.95
Rating: 4Rated 4 stars out of 5(9)

Magnanni - Rafa V. Color Cream/Torba. Low Stock. On sale for $338.30. MSRP $398.00..

5 left in stock

Brand Name: Magnanni
Product Name: Rafa V
Color: Cream/Torba
Price: $338.30MSRP: $398.00
Rating

Zamberlan - 226 Salathe' Trek GTX® RR. Color Olive. Low Stock. $330.00.

4 left in stock

Olive Zamberlan 226 Salathe' Trek GTX® RR

Brand Name: Zamberlan
Product Name: 226 Salathe' Trek GTX® RR
Color: Olive
Price: $330.00
Rating

Red Wing Heritage - 6" Moc Toe. Color Copper Rough & Tough. $329.99. 4.5 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe
Color: Copper Rough & Tough
Price: $329.99
Rating: 5Rated 5 stars out of 5(248)

Red Wing Heritage - Blacksmith. Color Black Prairie. $329.99. 4.4 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: Blacksmith
Color: Black Prairie
Price: $329.99
Rating: 4Rated 4 stars out of 5(21)

Red Wing Heritage - Classic Chelsea. Color Black Harness. $329.99. 4.8 out of 5 stars

Brand Name: Red Wing Heritage
Product Name: Classic Chelsea
Color: Black Harness
Price: $329.99
Rating: 5Rated 5 stars out of 5(10)

Mephisto - Harrison. Color Sand Bucklux. $329.00. 3.2 out of 5 stars

Brand Name: Mephisto
Product Name: Harrison
Color: Sand Bucklux
Price: $329.00
Rating: 3Rated 3 stars out of 5(9)

Mephisto - Douk. Color Black Riko. $328.95. 4.5 out of 5 stars

Brand Name: Mephisto
Product Name: Douk
Color: Black Riko
Price: $328.95
Rating: 5Rated 5 stars out of 5(10)

Mephisto - Algoras. Color Brandy Toby. $328.95. 4.2 out of 5 stars

Brand Name: Mephisto
Product Name: Algoras
Color: Brandy Toby
Price: $328.95
Rating: 4Rated 4 stars out of 5(5)

Allen Edmonds - Oliverstitch. Color Navy. $325.00. 5.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Oliverstitch
Color: Navy
Price: $325.00
Rating: 5Rated 5 stars out of 5(3)

Allen Edmonds - Sebastian Slip On Drivers. Color Sage Leather. Low Stock. $325.00. 5.0 out of 5 stars

9 left in stock

Olive Allen Edmonds Sebastian Slip On Drivers

Brand Name: Allen Edmonds
Product Name: Sebastian Slip On Drivers
Color: Sage Leather
Price: $325.00
Rating: 5Rated 5 stars out of 5(2)

Finn Comfort - Samara - 1560. Color Mud/Black Leather. $325.00. 4.3 out of 5 stars

Brand Name: Finn Comfort
Product Name: Samara - 1560
Color: Mud/Black Leather
Price: $325.00
Rating: 4Rated 4 stars out of 5(82)

Allen Edmonds - Owen Venetian. Color Chili Leather. Low Stock. On sale for $325.00. MSRP $395.00.. 4.0 out of 5 stars

9 left in stock

Brand Name: Allen Edmonds
Product Name: Owen Venetian
Color: Chili Leather
Price: $325.00MSRP: $395.00
Rating: 4Rated 4 stars out of 5(3)

Martin Dingman - Cambridge. Color Whiskey. $325.00.

Brand Name: Martin Dingman
Product Name: Cambridge
Color: Whiskey
Price: $325.00
Rating

Finn Comfort - Skiathos. Color Chest/Black Oilbuck/Buggy. $325.00.

Brand Name: Finn Comfort
Product Name: Skiathos
Color: Chest/Black Oilbuck/Buggy
Price: $325.00
Rating

Athletic Propulsion Labs (APL) - TechLoom Zipline. Color Grey. $320.00.

Gray Athletic Propulsion Labs (APL) TechLoom Zipline

Brand Name: Athletic Propulsion Labs (APL)
Product Name: TechLoom Zipline
Color: Grey
Price: $320.00
Rating

Red Wing Heritage - 6" Moc Toe Lug. Color Briar Oil Slick. $319.99. 4.8 out of 5 stars

Mahogany Red Wing Heritage 6" Moc Toe Lug

Brand Name: Red Wing Heritage
Product Name: 6" Moc Toe Lug
Color: Briar Oil Slick
Price: $319.99
Rating: 5Rated 5 stars out of 5(39)

Mephisto - Volker. Color Taupe Nubuck. $319.00. 5.0 out of 5 stars

Brand Name: Mephisto
Product Name: Volker
Color: Taupe Nubuck
Price: $319.00
Rating: 5Rated 5 stars out of 5(1)

Mephisto - Edlef. Color Black Smooth Leather. $318.95. 4.6 out of 5 stars

Brand Name: Mephisto
Product Name: Edlef
Color: Black Smooth Leather
Price: $318.95
Rating: 5Rated 5 stars out of 5(74)

SAS - Walkaround. Color Bison. $314.95. 4.3 out of 5 stars

Brand Name: SAS
Product Name: Walkaround
Color: Bison
Price: $314.95
Rating: 4Rated 4 stars out of 5(28)

Zamberlan - Trail Lite EVO GTX. Color Dark Brown. $300.00. 4.7 out of 5 stars

Brand Name: Zamberlan
Product Name: Trail Lite EVO GTX
Color: Dark Brown
Price: $300.00
Rating: 5Rated 5 stars out of 5(19)

Allen Edmonds - Supersprtpen. Color Light Grey. $300.00. 4.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Supersprtpen
Color: Light Grey
Price: $300.00
Rating: 4Rated 4 stars out of 5(1)

Allen Edmonds - Santiago Slip On Drivers. Color Black Leather. $300.00. 3.6 out of 5 stars

Black Allen Edmonds Santiago Slip On Drivers

Brand Name: Allen Edmonds
Product Name: Santiago Slip On Drivers
Color: Black Leather
Price: $300.00
Rating: 4Rated 4 stars out of 5(7)

Allen Edmonds - Park Sneaker. Color Black. $300.00. 4.2 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Park Sneaker
Color: Black
Price: $300.00
Rating: 4Rated 4 stars out of 5(119)

Allen Edmonds - Courtside. Color White. $300.00. 4.1 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Courtside
Color: White
Price: $300.00
Rating: 4Rated 4 stars out of 5(137)

Allen Edmonds - Alpha Lace-Up. Color Magnet. $300.00. 4.3 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Alpha Lace-Up
Color: Magnet
Price: $300.00
Rating: 4Rated 4 stars out of 5(59)

Allen Edmonds - Strand Sneaker. Color Walnut. $300.00. 4.0 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Strand Sneaker
Color: Walnut
Price: $300.00
Rating: 4Rated 4 stars out of 5(55)

Allen Edmonds - Randolph Sneaker. Color Chili. $300.00. 4.3 out of 5 stars

Brand Name: Allen Edmonds
Product Name: Randolph Sneaker
Color: Chili
Price: $300.00
Rating: 4Rated 4 stars out of 5(57)

Dan Post - Lester. Color Black. $299.95.

Brand Name: Dan Post
Product Name: Lester
Color: Black
Price: $299.95
Rating

Dan Post - Clyde. Color Cognac. $299.95.

Brand Name: Dan Post
Product Name: Clyde
Color: Cognac
Price: $299.95
Rating

Drew - Rockford Waterproof Boot. Color Black Tumbled Leather. $299.95. 4.1 out of 5 stars

Brand Name: Drew
Product Name: Rockford Waterproof Boot
Color: Black Tumbled Leather
Price: $299.95
Rating: 4Rated 4 stars out of 5(47)

Dan Post - Scott. Color Bay Apache. $299.95.

Brand Name: Dan Post
Product Name: Scott
Color: Bay Apache
Price: $299.95
Rating

Mephisto - Jansen. Color Spice. $299.00.

Brand Name: Mephisto
Product Name: Jansen
Color: Spice
Price: $299.00
Rating

SAS - Low Country-Y. Color Big Bend. Low Stock. $298.95. 4.8 out of 5 stars

6 left in stock

Brand Name: SAS
Product Name: Low Country-Y
Color: Big Bend
Price: $298.95
Rating: 5Rated 5 stars out of 5(4)

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