Chelsea Crew The Sissy Boots - Front Cropped Image
Chelsea Crew The Sissy Boots - Front Full Image
Chelsea Crew The Sissy Boots - Side Cropped Image

The Sissy Boots

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Free Shipping Over $100 & Free Returns

Elevate your style in these chunky-heel ankle boots featuring luxe genuine leather uppers. 2.25'' heel 4.5'' shaft 11'' circumference. Zip closure with leather upper, leather lining and man-made sole. 

Brand: Chelsea Crew

Fiber Content: Leather upper (View Fabric Guide)

Fit runs small.

Whether you have a fashion emergency or just need a little style advice, we're here to help anytime. Email our stylists at or call us at +1 (646) 368-9685.

Style#: The Sissy Boot

  • Standard shipping is FREE on all orders over $100—even if you shop multiple boutiques in the same order. For orders under $100, flat rate shipping is available ($8 domestic, $15 international).
  • Domestic orders ship via UPS and usually arrive within 2-5 business days. In certain locations, expedited shipping may be available via UPS.
  • International orders ship via DHL and usually arrive within 3-7 business days. All customs, taxes and duties are included. Visit our FAQ page for more information.
  • Returns are FREE for domestic and international orders!
  • We accept unworn merchandise in its original condition within 14 days from the date your package was delivered. Visit the Return page to learn more about our return policy.

The Sissy Boots

Order by Phone: +1 (646) 368-9685