Waylon Jennings

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Crailtap Canada. Ramblin Man Tee (Black) - Front view of black tee with vintage-inspired graphic on chest, soft cotton feel and standard fit. Crailtap Canada. Ramblin Man Tee (White) - White tee featuring chest graphic with classic style and relaxed fit in soft cotton.
ChocolateChocolate Ramblin' Man Tee
$60.00 CAD

2 colors available

Chocolate Too Dumb Hat Chocolate Too Dumb Hat
ChocolateChocolate Too Dumb Hat
$70.00 CAD

1 color available

Crailstore Canada. Chocolate Waylon W Cord Hat (Black) - Front view of corduroy 5-panel hat with embroidered Waylon W logo on the crown. Crailstore Canada. Chocolate Waylon W Cord Hat (Black) - Side view highlighting soft corduroy texture and low-profile crown design.
ChocolateChocolate Waylon W Cord Hat
$70.00 CAD

1 color available

Crailtap Canada. Chocolate Waylon Live Tee (Black) - Tee in black with Waylon Live graphic on the chest, soft cotton feel and standard fit. Crailstore Canada. Chocolate Waylon Live Tee (White) - Back view of white Chocolate tee with no rear print and relaxed fit.
ChocolateChocolate Waylon Live Tee
$60.00 CAD

2 colors available

Crailstore Canada. Chocolate Waylon W Pocket Tee (Black) - Black tee with chest pocket and Waylon graphic above it. Soft cotton body and standard fit. Crailstore Canada. Chocolate Waylon W Pocket Tee (Brown) - Brown short sleeve tee with printed chest pocket detail and soft cotton construction.
ChocolateChocolate Waylon W Pocket Tee
$65.00 CAD

2 colors available

Crailstore Canada. Chocolate Too Dumb L/S Tee (Black) - Long sleeve tee with “Too Dumb for New York, Too Ugly for L.A.” graphic. Soft cotton body and relaxed fit.
ChocolateChocolate Too Dumb LS Tee
$65.00 CAD

1 color available

Crailstore Canada. Chocolate Waylon W Crewneck (Black) - Midweight black crewneck sweatshirt with Waylon graphic above the chest pocket. Soft fleece and relaxed fit.
ChocolateChocolate Waylon W Crewneck
$135.00 CAD

1 color available

Crailstore Canada. Chocolate Waylon W L/S Tee (Slate) - Long sleeve slate tee with chest pocket and Waylon graphic. Soft cotton and relaxed fit.
ChocolateChocolate Waylon W LS Tee
$65.00 CAD

1 color available

Crailtap Canada. Too Dumb Tee (Black) - Front view of short sleeve tee with bold “Too Dumb for New York, Too Ugly for L.A.” graphic print. Crailtap Canada. Too Dumb Tee (White) - Front view of white tee with “Too Dumb for New York, Too Ugly for L.A.” graphic in bold black lettering.
ChocolateChocolate Too Dumb Tee
$60.00 CAD

2 colors available

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Crailstore Canada. Chocolate Waylon Jennings Too Dumb Sticker (White) - Rectangular printed sticker with bold text on white background. Smooth finish and durable adhesive.
GirlChocolate Too Dumb Stickers 5Pk
$23.00 CAD
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Crailstore Canada. Chocolate Waylon Chunk Bandana (Black) - Flat lay view of black bandana featuring custom Waylon Chunk graphic pattern.
ChocolateChocolate Waylon Chunk Bandana
$25.00 CAD

1 color available

Crailstore Canada. Chocolate Waylon W Beanie (Black) - Black cuffed beanie with embroidered Waylon W logo on the front. Ribbed knit and soft acrylic texture. Crailstore Canada. Chocolate Waylon W Beanie (Orange) - Bright orange knit beanie featuring front Waylon W embroidery. Classic cuffed fit and bold color.
ChocolateChocolate Waylon W Beanie
$50.00 CAD

2 colors available

Sold out
Crailstore Canada. Chocolate Too Dumb Hoodie (Black) - Pullover hoodie with “Too Dumb for New York, Too Ugly for L.A.” graphic on chest. Midweight fleece and relaxed fit.
ChocolateChocolate Too Dumb Hoodie
$150.00 CAD

1 color available

Sold out
Crailstore Canada. Chocolate Herrera Jennings Deck - Bottom view featuring stylized Jennings graphic with Herrera's name and classic Chocolate branding. Crailstore Canada. Chocolate Herrera Jennings Deck - Top view showing clean woodgrain surface with standard bolt pattern and mellow concave.
ChocolateChocolate Herrera Jennings Deck
$99.99 CAD