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Ankle boots & chelsea boots for men Size 8.5

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18 items
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Brown leather Chelsea boot featuring elastic side panels, pull tab, cushioned sole, and rugged tread for traction.
  • Deal

TimberlandBRITTON ROAD - Classic ankle boots - rust

€127.95

Originally:€170.00-25%

Last lowest price:€144.95-12%

Black leather Chelsea boot with brogue detailing, elastic side panels, pull tab, and low heel, shown mid-air against a modern interior floor.
  • New

BOSSTAYIL - Classic ankle boots - black

€250.00

Brown leather Chelsea boots with elastic side panels, rounded toe, and sturdy rubber sole featuring a slight tread pattern.

TimberlandEARTHKEEPERS STORMBUCKS - Classic ankle boots - dark brown

€174.95

Brown leather ankle boots with a smooth finish, elastic side panels, and rubber soles, paired with dark green textured pants.
  • Deal

GlobeDOVER II - Classic ankle boots - dark brown

€99.95

Originally:€125.00-20%

Black suede Chelsea boot with elastic side panels, pull tabs, and a low stacked heel. Smooth texture and classic silhouette.
  • Designer

R. M. WILLIAMSCOMFORT CRAFTSMAN UNISEX - Classic ankle boots - black

€525.00

Brown leather ankle boots with elastic side panels, a smooth finish, white rubber sole, and a minimalist design.
  • Deal

GlobeDOVER II - Classic ankle boots - oxblood

€99.95

Reference price:€125.00-20%

Polished not preciousTailoring without dress codes

Good tailoring works wherever you are.

Discover now
Young man with curly hair wearing a brown suit, blue turtleneck jumper, and socks, reclining in a black office chair against a plain white background.
Brown leather Chelsea boot with black elastic side panels and decorative perforations, floating above a polished concrete floor.
  • New

BOSSTAYIL - Classic ankle boots - medium brown

€250.00

Black leather chelsea boots with elastic side panels, contrasting stitching, and pull tabs featuring brand logo. Flat rubber soles.
  • Designer

R. M. WILLIAMSCOMFORT TURNOUT - Classic ankle boots - black

€525.00

Brown leather Chelsea boot with elastic side panels and pull tabs. Smooth texture, rounded toe, stacked heel, minimal stitching detailing.
  • Designer

R. M. WILLIAMSCOMFORT CRAFTSMAN SQUARE G FIT - Classic ankle boots - chesnut

From€489.00

Black leather Chelsea boot with elastic side panels, a smooth surface, rounded toe, and a low block heel. Features a pull tab at the back.

LloydCORE 315 - Classic ankle boots - schwarz

€159.90

Dark gray suede Chelsea boot with black elastic side panels and thick black lug sole on reflective concrete floor.

AllSaintsSKIFF CHELSEA BOOT - Classic ankle boots - warm grey

€239.00

Brown leather ankle boot with elastic side panels, rounded toe, and a textured finish. Features a contrasting brown sole and rear pull tab.
  • New

AriatWEXFORD WATERPROOF CHELSEA - Classic ankle boots - weathered brown

€225.75

Black leather chelsea boots with elastic side panels, white rubber sole, and pull tabs for easy wear. Smooth texture with minimal design.
  • Deal

Drudd ItaliaClassic ankle boots - black

€119.95

Originally:€219.95-45%

Brown leather Chelsea boots with elastic side panels and pull tabs. Textured upper, durable rubber sole, and contrasting stitching detail.
  • New

Blundstone550 WALNUT CLASSICS SERIES - Classic ankle boots - marron foncé noir

€225.75

Brown leather Chelsea boot with elastic side panels, pull tab, rounded toe, and a low stacked heel. Smooth texture, minimalist design.
  • Designer

R. M. WILLIAMSCOMFORT TURNOUT - Classic ankle boots - chestnut

€525.00

Brown leather ankle boot with elastic side panels, pull tabs, and a textured black rubber sole. Smooth finish with a rounded toe design.
  • New

BlundstoneCHELSEA - Classic ankle boots - auburn

€240.45

Blundstone Classic ankle boots - brown

BlundstoneClassic ankle boots - brown

€225.75

Blundstone CHESTNUT - Classic ankle boots - braun kastanienbraun
  • New

BlundstoneCHESTNUT - Classic ankle boots - braun kastanienbraun

€250.95

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