Sportif Boot - Black Calf

Sportif Boot - Black Calf

Regular price $985
Low stock - Order soon!

Designed and produced in collaboration between Yohei Goto (owner of Japanese clothing label Jelado) and Suzuki Michiya (the former long time representative of Red Wing Japan) - The 2 Monkeys brand is a special collaborative label launched in 2022, taking inspiration from European and American workwear during the late 19th and early 20th centuries. Uniting the taste and expertise of both men, the styles they produce are historically informed but never strict reproductions, reimagining garments that did exist into ones that could have existed if only someone had thought to make them.

The Sportif Boots were the first style created and released by The 2 Monkeys Brand, loosely based on antique hunting/outdoor boots, they seamlessly blend details from vintage French & American workwear, taking the best elements of both and executing them to the highest quality. Featuring a true moccasin toe constructed from two different pieces of leather (as opposed to a decorative moc-toe that stitches through a single piece of leather), the Sportif Boots have a more handmade finish than many of the boots they were inspired by.

They're made from French calfskin with a black tea-core dye, meaning only the surface of the leather holds pigment, while the majority of the hide remains an undyed brown color. Over time, the black outer layer will wear away, particularly in areas under repeated stress, as well as anywhere that the leather uppers regularly make contact with other surfaces. This is by design, with the lightweight tea core leather chosen specifically for its handsome and dramatic patina.

Lightweight but still comfortably dense, it's surprisingly soft, with a less-intensive break in period than most other cowhide or horsehide leathers. As it wears in, the uppers will develop tight clusters of small creases where the leather bends, more subtle and understated than the deeper creases more characteristic of mature cowhide.

They've got a classic heritage boot fit, with a slim waist and arched instep that emphasize the rounded toe and tapered heel. The uppers attach to the midsole using a goodyear welt construction that allows them to be rebuilt or re-soled by any trusted cobbler, while the heel features a lighter weight Blake construction (also easily repairable when things wear down).

The finishing details bear mentioning as well: from the slimmed-down bevel through the midsole that give the Sportif boots a remarkably sleek silhouette, to the tonal powder-coated hardware that will chip and wear away overtime, patinating alongside the leather uppers. They close up with flat waxed cotton laces for a slightly more elevated and dressy vibe.

See size chart for fit information. Need help with sizing? Contact us.

  • Black tea core calfskin leather
  • True moc toe construction
  • 6" height
  • One piece curved heel counter
  • Goodyear welt construction
  • Thin bevel midsole
  • Powder-coated eyelets & speed hooks
  • Flat waxed cotton laces
  • Lightweight outsole and heel
  • Made in Japan

Due to USPS service delays, we are shipping most USA orders via UPS Ground until further notice. If you prefer to have your order shipped with USPS, please contact us and we will do our best to accommodate you.


  • Bandanas, Patches, T-Shirts, Socks, & Hats - $5 via USPS First Class Mail
  • Curbside pickup: Free
  • Orders $300 and over - Free shipping via UPS Ground
  • Orders under $300 - $12 shipping via UPS Ground
  • Expedited Shipping (1 - 2 business days) via UPS - $40


Canada Shipping - Orders under $400

  • USPS First Class (10 - 15 business days)  - $18
  • USPS Priority Mail (5 - 10 business days) - $35
  • DHL Express (2-3 business days) - $55

Canada Shipping - Orders over $400
DHL Express (1-3 business days) - $50

Rest of World Shipping
DHL Express (2-4 business days) - $55

We want you to be comfortable shopping with us online without being able to touch the product.

  • Before you purchase, please check the size charts we provide against your favorite garments.
  • Exchanges or returns for store credit will be accepted on full-price items within 14 days of delivery (as verified by courier)
  • Items sold on sale or discount are final sale, no returns or exchanges.
  • Items must be in original condition with all tags attached.
  • Items that have been washed, hemmed, altered, or excessively worn cannot be returned.
  • All return and exchange shipping costs are your responsibility
  • We will process all returns within 3 business days of receipt
  • Our team will acknowledge receipt and action take with your return
  • Full terms and conditions are here.
  • If you have questions at any time you can reach us at or use our contact form, or phone us at 510-373-9696.


For customers in the USA, please go to our returns portal at for any returns excluding leather jackets and footwear. There is no need to contact us directly once you initiate a return via the portal.

If you need to return or exchange a leather jacket or footwear, please e-mail Please include your order number and tell us if you'd like to make an exchange or return for store credit.

For international returns, e-mail Please include your order number and tell us if you'd like to make an exchange or return for store credit.

Size Guide

Need help with sizing? Contact us.

Narrow and low volume feet:

  • 0.5 size smaller than Brannock

    D-Width and average volume feet:

    • 0.5 size smaller than Brannock for a snug fit 
    • Same size as Brannock for a more loose/relaxed fit

      E & EE-Width and high volume feet:

      • Same size as Brannock for E-Width
      • We do not suggest these boots for EE or wider feet

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