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Men's Ankle Boots & Chelsea Boots Size 9.5

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213 items
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Brown suede Chelsea boot with elastic side panels, loop pull tabs, rounded toe, and a low stacked heel. Textured finish adds detail.

VagabondBRIAN - Classic ankle boots - java

£164.99

Brown leather Chelsea boot with elastic side panels, pull tab, and black rubber sole. Smooth texture and rounded toe design.
  • Adaptive
  • -11%

Pier OneClassic ankle boots - dark brown

(1)

£31.00 £34.99

Black slip-on shoe made of textured material with a smooth finish, round toe, and rubber sole featuring a subtle grip pattern.
  • -10%

GlobeDOVER - Classic ankle boots - black

£94.00 £104.99

Brown suede Chelsea boot with elastic side panel, loop tab at the back, black sole, and subtle "GANT" logo on side panel.
  • -10%

GANTST FAIRKON - Classic ankle boots - tobacco brown

£171.00 £189.99

Black leather Chelsea boots with textured finish, elastic side panels, and pull tabs. Features a chunky rubber sole with tread.

ZignLEATHER - Classic ankle boots - black

(1)

£69.99

Camo-patterned cropped jacket, brown cargo trousers with zippers, and black boots. The outfit features a hood and a relaxed fit.
lone.booi

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Puffy white jacket featuring a high collar, zip closure, and side pockets. Textured fabric is visible in horizontal panels.
Brown suede Chelsea boot with elastic side panels, flat rubber sole, and a pull tab at the heel, displayed on a wooden surface.
  • New

Pier OneLEATHER - Classic ankle boots - beige

£49.99

Brown leather ankle boot featuring elastic side panels, pull tab, and a durable black rubber sole with traction. Smooth surface texture.

VagabondCAMERON - Classic ankle boots - java

£164.99

Gray suede Chelsea boot with elastic side panels, rounded toe, and pull tab. Flat black rubber sole. Simple and sleek design.

ZignClassic ankle boots - grey

(75)

£59.99

Black leather Chelsea boot with elastic side panels, tan welt, and lug sole, shown in profile on a white background.
  • -11%

Pier OneUNISEX - Classic ankle boots - black

£31.00 £34.99

Black suede Chelsea boot with elastic side panels, rounded toe, textured rubber sole, and a small pull tab detailing in red, white, and blue.
  • -11%

Pier OneClassic ankle boots - black

(1)

£31.00 £34.99

Black leather ankle boot with a smooth finish, elastic side panels, rubber sole, and a loop tab for easy wear, displayed on a wooden surface.

SalamanderSPEYER COMFORT - Classic ankle boots - brown

£114.99

Tan suede ankle boots featuring elastic side panels, a flat rubber sole, and a pull tab at the back for easy wear.
  • -11%

Pier OneClassic ankle boots - beige

(3)

£31.00 £34.99

Brown leather ankle boot with elastic side panels, smooth texture, rounded toe, and a contrasting brown rubber sole. No visible hardware.
  • -10%

GlobeDOVER II - Classic ankle boots - brown

(1)

£153.00 £169.99

Brown leather ankle boot with elastic side panels, round toe, low heel, and a tab for easy pulling, resting on a wooden surface.
  • Wide
  • New

Pier One Wide FitClassic ankle boots - dark brown

£33.99

Black leather ankle boots with a smooth finish, elastic side panels, and a loop tab on the shaft, set against a wooden surface.
  • New

ZignLEATHER - Classic ankle boots - black

£59.99

Black leather Chelsea boot with elastic side panels and rubber sole, displayed mid-air above a wooden table, set against green grass.
  • -10%

Pier OneClassic ankle boots - black

(2)

£35.00 £38.99

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

R. M. WILLIAMSGARDENER - Classic ankle boots - brown

£425.00

Black rubber ankle boot with textured finish, thick, treaded sole, elastic side panels, and a pull tab at the back, resting on a wooden surface.
  • New

ZignLEATHER - Classic ankle boots - black

£59.99

Brown leather ankle boot with elastic side panels, textured surface, a rounded toe, and a lug sole, set against blurred green grass backdrop.

Pier OneLEATHER - Classic ankle boots - dark brown

£54.99

Brown cropped jacket over a black shirt, teamed with wide-leg faded blue jeans and black shoes. Smooth texture and casual design.
ivan.gagliano
Zign LEATHER - Classic ankle boots - brown

ZignLEATHER - Classic ankle boots - brown

(14)

£59.99

Black leather chelsea boot with elastic side panel, rounded toe, textured sole, and small pull tab at the heel.
  • -9%

Pier OneLEATHER - Classic ankle boots - black

(1)

£40.00 £43.99

Black leather ankle boot with elastic side panels, rounded toe, low block heel, and a pull tab at the back. Smooth texture and sleek design.
  • -11%

Pier OneClassic ankle boots - black

(1)

£49.00 £54.99

Brown leather Chelsea boot with elastic side panels, contrasting tan accents, a rounded toe, and a low stacked heel.
  • Designer

R. M. WILLIAMSCRAFTSMAN UNISEX - Classic ankle boots - chestnut

£425.00

Brown suede Chelsea boot with elastic side panels and a loop tab. Flat rubber sole, rounded toe, and textured fabric detail on sides.
  • -11%

Pier OneLEATHER - Classic ankle boots - brown

£49.00 £54.99

Man with curly hair in a white t-shirt and trousers leans against a stone wall on a city street, with a column and historic buildings in the background.
ivan.gagliano
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