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164 Results

Twister Youth Bangora Western Hat

Cowboy Swagger

$45.00

Unit price
per 

3 sizes
  • Medium
  • Large
  • XLarge
3 sizes

Cowboy Hardware Toddler American By Birth Tee

Cowboy Swagger

$16.00

Unit price
per 

4 sizes
  • 2T
  • 3T
  • 4T
  • 5T
4 sizes

Rock & Roll Boy's Short Sleeve Aztec Snap Shirt Blue

Cowboy Swagger

$45.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Cinch Boy’s Red Gray Short Sleeve

Cowboy Swagger

$39.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Cinch Boy’s ArenaFlex Gray Short Sleeve

Cowboy Swagger

$50.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Cinch Boys “American Rodeo Brand” Tee

Cowboy Swagger

$22.00

Unit price
per 

3 sizes
  • Small
  • Medium
  • Large
3 sizes

Nocona Kid's Longhorn Belt Buckle

Cowboy Swagger

$20.00

Unit price
per 

38% off

Rock & Roll Boy's Charcoal Graphic Tee

Cowboy Swagger

Regular price$26.00$16.00

Unit price
per 

3 sizes
  • XSmall
  • Small
  • Medium
3 sizes

Panhandle Boy’s Baby Blue Short Sleeve Geo Snap Shirt

Cowboy Swagger

$39.00

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Wrangler Little Boy’s Blue Checotah Print Long Sleeve Western Snap Shirt

Cowboy Swagger

$22.00

Unit price
per 

7 sizes
  • 3-6 Months
  • 6-9 Months
  • 12 Months
  • 18 Months
  • 2T
  • 3T
  • 4T
7 sizes

Rock & Roll Boy’s Ditzy Geo Snap Western Shirt

Cowboy Swagger

$47.99

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes
  • XXSmall
  • Small
  • Medium
3 sizes

Wrangler Boy’s 20X NO. 42 Vintage Bootcut Slim Fit Jean

Cowboy Swagger

$40.00

Unit price
per 

28 sizes
  • 2T Slim
  • 2T Reg
  • 3T Slim
  • 3T Reg
  • 4 Slim
  • 4 Reg
  • 5 Slim
  • 5 Reg
  • 6 Slim
  • 6 Reg
  • 7 Slim
  • 7 Reg
  • 8 Slim
  • 8 Reg
  • 9 Slim
  • 9 Reg
  • 10 Slim
  • 10 Reg
  • 11 Slim
  • 11 Reg
  • 12 Slim
  • 12 Reg
  • 14 Slim
  • 14 Reg
  • 16 Slim
  • 16 Reg
  • 18 Slim
  • 18 Reg
28 sizes

Rock & Roll Boy’s Long Sleeve Orange and Charcoal Aztec Print Snap Shirt

Cowboy Swagger

$47.99

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

3D Boy’s Beaded Inlay Buck Laced Bull Rider Belt

Cowboy Swagger

$49.00

Unit price
per 

6 sizes
  • 20"
  • 22"
  • 24"
  • 26"
  • 28"
  • 30"
6 sizes

Boys’ Western Tooled Leather Belt with Silver Buckle

Cowboy Swagger

$42.00

Unit price
per 

7 sizes
  • 18"
  • 20"
  • 22"
  • 24"
  • 26"
  • 28"
  • 30"
7 sizes

Rock and Roll Boy's Blue Striped Hoodie

Cowboy Swagger

$46.99

Unit price
per 

5 sizes
  • XSmall
  • Small
  • Medium
  • Large
  • XLarge
5 sizes

Cinch Boy’s Infant Denim Company Tee Green

Cowboy Swagger

$22.00

Unit price
per 

6 sizes
  • 3-6 Months
  • 6-12 Months
  • 12-18 Months
  • 2T
  • 3T
  • 4T
6 sizes

Wrangler Baby Denim Jacket Blue

Cowboy Swagger

$49.99

Unit price
per 

8 sizes
  • 0-3 Months
  • 3-6 Months
  • 6-9 Months
  • 12 Months
  • 18 Months
  • 2T
  • 3T
  • 4T
8 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.