- XSmall
- Small
- Medium
- Large
- XLarge
5 sizes
Wrangler Retro Boys’ Relaxed Bootcut Jeans – Greenly Wash Western Denim
Cowboy Swagger
$47.00
- Unit price
- / per
25 sizes
- 2T
- 3T
- 4 Slim
- 4 Regular
- 5 Slim
- 5 Regular
- 6 Slim
- 6 Regular
- 7 Slim
- 7 Regular
- 8 Slim
- 8 Regular
- 9 Slim
- 9 Regular
- 10 Slim
- 10 Regular
- 11 Slim
- 11 Regular
- 12 Slim
- 12 Regular
- 14 Slim
- 14 Regular
- 16 Slim
- 16 Regular
- 20 Slim
25 sizes
- XSmall
- Small
- Medium
- XLarge
4 sizes
- XSmall
- Small
- Medium
- Large
- XLarge
5 sizes
- 0-3 Months
- 3-6 Months
- 6-9 Months
- 12 Months
- 18 Months
- 24 Months
6 sizes
- 0-3 Months
- 3-6 Months
- 6-9 Months
- 12 Months
- 18 Months
- 24 Months
6 sizes
- XSmall
- Small
- Medium
- Large
- XLarge
5 sizes
Rock & Roll Boy’s Woven Blue Aztec Print Long Sleeve Snap Shirt
Cowboy Swagger
$48.00
- Unit price
- / per
4 sizes
- Small
- Medium
- Large
- XLarge
4 sizes
Rock & Roll Boy's Bright Southwestern Print Long Sleeve Pearl Snap Western Shirt
Cowboy Swagger
$48.00
- Unit price
- / per
4 sizes
- Small
- Medium
- Large
- XLarge
4 sizes
Cinch Boy’s Paisley Print Button Down Western Shirt Royal/Black/Red
Cowboy Swagger
$39.00
- Unit price
- / per
5 sizes
- XSmall
- Small
- Medium
- Large
- XLarge
5 sizes
- XXSmall
- XSmall
- Small
- Medium
- Large
- XLarge
6 sizes
- XXSmall
- XSmall
- Small
- Medium
- Large
- XLarge
6 sizes
- XXSmall
- XSmall
- Small
- Medium
- Large
- XLarge
6 sizes
- XXSmall
- XSmall
- Small
- Medium
- Large
- XLarge
6 sizes
- 7 Reg
- 8 Reg
- 10 Reg
- 12 Reg
- 14 Reg
- 16 Reg
6 sizes
Ariat Boys’ B4 Relaxed Fit Jeans – Medium Wash Bootcut
Cowboy Swagger
$64.95
- Unit price
- / per
6 sizes
- 7 Regular
- 8 Regular
- 10 Regular
- 12 Regular
- 14 Regular
- 16 Regular
6 sizes
Ariat Boys’ B5 Slim Fit Stretch Straight Leg Jeans – Medium Wash
Cowboy Swagger
$49.95
- Unit price
- / per
6 sizes
- 7 Regular
- 8 Regular
- 10 Regular
- 12 Regular
- 14 Regular
- 16 Regular
6 sizes
Ariat Boys’ B5 Slim Fit Straight Leg Jeans – Cyclone Medium Wash
Cowboy Swagger
$64.95
- Unit price
- / per
6 sizes
- 7 Regular
- 8 Regular
- 10 Regular
- 12 Regular
- 14 Regular
- 16 Regular
6 sizes
Cinch Toddler Boy's Paisley Long Sleeve Red/Blue/White
Cowboy Swagger
$33.00
- Unit price
- / per
6 sizes
- 3-6 Months
- 6-12 Months
- 12-18 Months
- 2T
- 3T
- 4T
6 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.