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164 Results

Boy’s Wrangler 20x Vintage Bootcut Slim Fit Midland Jean

Cowboy Swagger

$47.00

Unit price
per 

16 sizes
  • 1T
  • 2T
  • 3T
  • 4
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16 sizes

Rock & Roll Boy’s BB Regular Fit Bootcut Jeans

Cowboy Swagger

$59.99

Unit price
per 

8 sizes
  • 4 Regular
  • 5 Regular
  • 6 Regular
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 14 Regular
  • 16 Regular
8 sizes

Boy’s Cinch Relaxed Fit Dark Rinse Jean

Cowboy Swagger

$52.00

Unit price
per 

10 sizes
  • 4 Regular
  • 5 Regular
  • 6 Regular
  • 7 Regular
  • 8 Regular
  • 10 Regular
  • 12 Regular
  • 14 Regular
  • 16 Regular
  • 18 Regular
10 sizes

Boy’s Cinch White Label Dark Wash Jean

Cowboy Swagger

$39.99

Unit price
per 

13 sizes
  • 1
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  • 3
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13 sizes

Boys Western Shirts & Cowboy Outfits

Outfit your young cowboy with authentic Western style built for everyday wear. Our boys Western shirts and cowboy outfits combine durability, comfort, and classic Western design—perfect for school, rodeo events, and everything in between.

From bold paisley prints to clean, classic solids, these boys cowboy shirts are designed to look sharp while allowing full range of motion for active kids. Pair them with jeans, boots, and a cap for a complete Western outfit that's ready for any occasion.

At Cowboy Swagger, we carry trusted brands like Cinch, Wrangler, Ariat, and other top Western labels known for quality construction and long-lasting wear. Whether you're shopping for a dress-up event or everyday style, you'll find boys Western wear that holds up and stands out.

This collection covers long sleeve and button-down shirts, jeans, boots, and hats—everything needed to build a complete boys' Western outfit for the rodeo, the classroom, or the ranch.