- $18.00 Vintage 90's Boss By IG Design Fitted Hat Sz L/XL 7 1/8-7 3/8 Hip Hop Streetwear
- $14.99 Vintage BOSS Snow plow Cap Hat Adjustable Neon Yellow Reflective brim OSFM
- $29.75 Vintage Boss By IG Design Hat Cap 90's Hip Hop Urban Fashion Rare Red Strapback
- $49.95 Trail Boss Vintage Wool Cowboy Hat / Brown / Collectible / Rare
- $25.00 Vintage Trail Boss Felt Cowboy Hat With Aztec Band - 100% Wool Size 7 3/8
- $12.95 Vintage Yancey's Snapback Made in USA Hat Cap. OSFA. Rainbow Graphic
- $48.00 VTG NEW MENS 70S 80S 6 3/4 TRAIL BOSS DYNAFELT BROWN COWBOY WESTERN HAT
- $44.99 VTG Trail Boss 100% Wool Cowboy Western Hat Mens Sz L Hatband w/Feathers Black
- $13.59 Vintage Boss Hog Camouflage Camo Trucker Hat Snapback Hat USA Scrambled Eggs
- $174.88 🔥 Vintage TRAIL BOSS Cowboy / Western Hat 100% Wool Brown Men’s Size 7 ????
- $12.20 VINTAGE Boss Hat Cap Snapback Black Purple Adjustable Embroidered Adult Mens
- $23.99 Vintage Y2K BOSS Jeans Blue Baseball Hat Cap Made in Korea OSFA Cotton Strapback
- $6.75 VINTAGE Boss Hat Cap Snapback Black Purple Adjustable Embroidered Adult Mens
- $42.00 VTG Trail Boss 100% Wool Brown Cowboy Western Hat Mens Unisex LARGE w Hatband
- $39.00 VTG 100% Black Wool Cowboy Western Hat Mens Sz M Hatband Trail Boss
- $25.00 Vintage 80s ‘The Boss’ Snapback Hat
- $17.99 City Of Los Angeles BOSS Camo Baseball Cap
- $40.00 “Trail Boss” Cowboy or Cowgirl 100% Wool Western Hat with Trim, Dk Brown, Size L
- $50.00 Trail Boss 100% Wool Brown Western Cowboy Hat Size Medium