Old Gringo On A Roll Boots

Regular price $1,013.00

Shoe size

We only have 1 left!

Hand-picked with love by our team in Historic Deadwood

These are the boots that outfits are built around.

Handcrafted by Old Gringo, the On A Roll boots blend classic Western craftsmanship with bold, playful artwork inspired by vintage casinos, lucky cards, dice, and desert-night neon energy. Rich red leather meets intricate inlays and detailed embroidery for a pair that feels equal parts cowgirl, outlaw, and collector’s piece.

They’re dramatic without feeling costume-y, and somehow still wearable with denim, dresses, or a simple black outfit that lets the boots do all the talking.

Every pair feels like its own story.

  • Handmade Old Gringo boots
  • Genuine cowhide leather
  • Intricate playing card, dice, and Western-inspired artwork
  • Tall 14" shaft
  • Signature snip toe silhouette
  • Leather lining and cushioned comfort feel
  • Crafted using traditional Old Gringo techniques

Old Gringo boots are individually handcrafted with incredible attention to detail, making slight variations part of the character and artistry of each pair.

Sizing varies by brand — we're here to help! Every brand fits a little differently, so before you order, reach out and we'll make sure you get the perfect fit. We accept returns for store credit only, so we want to get it right the first time. Email or message us anytime!