STAY WINNING

Stay Winning is a lifestyle mindset in a stylish manner. An all American classic street wear brand motivating the masses in apparel & accessory format. Encouraging you to fight the pursuit of living the American Dream on a daily basis. A strong powerful message so positive reminding you daily that you can make it through. Spreading this energy with a glow everywhere you go. Designed to make you feel proud & confident in your appearance. Originated in Northern California with a timeless universal reach that can relate to all walks of life. This is STAY WINNING.

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Sale
Stay Winning Never Losing "No Games" Black Tee Stay Winning Never Losing "No Games" Black Tee Quick View

Stay Winning Never Losing "No Games" Black Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, soft lightweight fabric has you covered for that timeless easy to go look...
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Stay Winning Never Losing "No Games" Black Tee
$ 19.99
$ 39.99
Sale
Stay Winning Original Logo/Script Red/White Varsity Jacket Stay Winning Original Logo/Script Red/White Varsity Jacket Quick View

Stay Winning Original Logo/Script Red/White Varsity Jacket

$ 59.99 $ 79.99

SIZE
COLOR
RED
Quantity
Front button snap closure, dual side pockets & contrasting rib-trim at the collar cuffs plus bottom hem. A soft terry style version of the cla...
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Stay Winning Original Logo/Script Red/White Varsity Jacket
$ 59.99
$ 79.99
Sale
Stay Winning Original Logo/Script Blue/White Varsity Jacket Stay Winning Original Logo/Script Blue/White Varsity Jacket Quick View

Stay Winning Original Logo/Script Blue/White Varsity Jacket

$ 59.99 $ 79.99

SIZE
COLOR
BLUE
Quantity
Front button snap closure, dual side pockets & contrasting rib-trim at the collar cuffs plus bottom hem. A soft terry style version of the cla...
View Full Details

Stay Winning Original Logo/Script Blue/White Varsity Jacket
$ 59.99
$ 79.99
Sale
Stay Winning Original Logo/Script Grey/White Varsity Jacket Stay Winning Original Logo/Script Grey/White Varsity Jacket Quick View

Stay Winning Original Logo/Script Grey/White Varsity Jacket

$ 59.99 $ 79.99

SIZE
COLOR
GREY
Quantity
Front button snap closure, dual side pockets & contrasting rib-trim at the collar cuffs plus bottom hem. A soft terry style version of the cl...
View Full Details

Stay Winning Original Logo/Script Grey/White Varsity Jacket
$ 59.99
$ 79.99
Sale
Stay Winning Original Logo/Script Maroon/White Varsity Jacket Stay Winning Original Logo/Script Maroon/White Varsity Jacket Quick View

Stay Winning Original Logo/Script Maroon/White Varsity Jacket

$ 59.99 $ 79.99

SIZE
COLOR
MAROON
Quantity
Front button snap closure, dual side pockets & contrasting rib-trim at the collar cuffs plus bottom hem. A soft terry style version of the cla...
View Full Details

Stay Winning Original Logo/Script Maroon/White Varsity Jacket
$ 59.99
$ 79.99
Sale
Stay Winning Hyphy By Nature Navy/Red Tee Stay Winning Hyphy By Nature Navy/Red Tee Quick View

Stay Winning Hyphy By Nature Navy/Red Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, soft lightweight fabric has you covered for that timeless easy to go look. ...
View Full Details

Stay Winning Hyphy By Nature Navy/Red Tee
$ 19.99
$ 39.99
Sale
Stay Winning Hyphy By Nature Black/White Tee Stay Winning Hyphy By Nature Black/White Tee Quick View

Stay Winning Hyphy By Nature Black/White Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
Stay Winning Hyphy By Nature Black/White Tee Crafted in a modern cut that sits on the body for a clean silhouette, soft lightweight fabric has ...
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Stay Winning Hyphy By Nature Black/White Tee
$ 19.99
$ 39.99
Sale
Stay Winning Double Dragon Black Tee Stay Winning Double Dragon Black Tee Quick View

Stay Winning Double Dragon Black Tee

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, soft lightweight fabric has you covered for that timeless easy to go look. ...
View Full Details

Stay Winning Double Dragon Black Tee
$ 19.99
$ 29.99
Sold Out
Stay Winning Original Logo Olive/White Crewneck Sweater Stay Winning Original Logo Olive/White Crewneck Sweater Quick View

Stay Winning Original Logo Olive/White Crewneck Sweater

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SIZE
COLOR
GREEN
Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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Stay Winning Original Logo Olive/White Crewneck Sweater
$ 29.99
$ 49.99
Sale
Stay Winning Original Logo Navy/White Crewneck Sweater Stay Winning Original Logo Navy/White Crewneck Sweater Quick View

Stay Winning Original Logo Navy/White Crewneck Sweater

$ 29.99 $ 54.99

SIZE
COLOR
NAVY
Quantity
Stay Winning Original Logo Navy/White Crewneck Sweater Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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Stay Winning Original Logo Navy/White Crewneck Sweater
$ 29.99
$ 54.99
Sale
Stay Winning Script Black/White Camo Hoodie Stay Winning Script Black/White Camo Hoodie Quick View

Stay Winning Script Black/White Camo Hoodie

$ 29.99 $ 49.99

SIZE
COLOR
BLACK
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
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Stay Winning Script Black/White Camo Hoodie
$ 29.99
$ 49.99
Sale
Stay Winning Script Red/White Camo Hoodie Stay Winning Script Red/White Camo Hoodie Quick View

Stay Winning Script Red/White Camo Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
RED
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
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Stay Winning Script Red/White Camo Hoodie
$ 29.99
$ 64.99
Sale
Stay Winning Script Navy/White Camo Hoodie Stay Winning Script Navy/White Camo Hoodie Quick View

Stay Winning Script Navy/White Camo Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
Custom gold tip laces Gold side zippers Hand pockets on front 80% cotton 20% polyester Made in Pakistan
View Full Details

Stay Winning Script Navy/White Camo Hoodie
$ 29.99
$ 64.99
Sale
Stay Winning Never Losing El Chapo Navy Tee Stay Winning Never Losing El Chapo Navy Tee Quick View

Stay Winning Never Losing El Chapo Navy Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Fine Knit  4.3 oz 100% Ringspun Cotton Exclusive limited print Product Description : El Chapo Guzman de Sinalo, Mexico as seen on Narcos. 
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Stay Winning Never Losing El Chapo Navy Tee
$ 19.99
$ 39.99
Sale
Stay Winning Never Losing Godmother Maroon Tee Stay Winning Never Losing Godmother Maroon Tee Quick View

Stay Winning Never Losing Godmother Maroon Tee

$ 19.99 $ 39.99

SIZE
COLOR
MAROON
Quantity
Fine Knit  4.3 oz 100% Ringspun Cotton Exclusive limited print Product Description : Griselda Blanco de Medellin, Columbia w/ Charles Cosby of Eas...
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Stay Winning Never Losing Godmother Maroon Tee
$ 19.99
$ 39.99
Sale
Stay Winning Spend Money Green Tee Stay Winning Spend Money Green Tee Quick View

Stay Winning Spend Money Green Tee

$ 19.99 $ 39.99

SIZE
COLOR
GREEN
Quantity
5.5 oz 100% Combed Ringspun Cotton
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Stay Winning Spend Money Green Tee
$ 19.99
$ 39.99
Sale
Stay Winning Script Red Tank Top Quick View

Stay Winning Script Red Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
RED
Quantity
Description: Red tank top with original Stay Winning Script in white on front, solid back. Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Washed.
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Stay Winning Script Red Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Script Navy Tank Top Quick View

Stay Winning Script Navy Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
BLUE
Quantity
Description: Navy tank top with original Stay Winning Script in white on front, solid back.  Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Was...
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Stay Winning Script Navy Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Script White Tank Top Quick View

Stay Winning Script White Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
WHITE
Quantity
Description: White tank top with original Stay Winning Script in black on front, solid back. Fabric: 5.5 oz. 100% Combed Ring-Spun Cotton, Soft-Was...
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Stay Winning Script White Tank Top
$ 19.99
$ 29.99
Sale
Stay Winning Original Logo White/Red Elongated Scoop Tee Stay Winning Original Logo White/Red Elongated Scoop Tee Quick View

Stay Winning Original Logo White/Red Elongated Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
WHITE
Quantity
Ultra Soft Hand, Tightly Knit Side-Seamed 4.3 oz 30 Singles 100% Combed Ringspun Cotton, Soft-Washed The length is 2 inches longer than standard ...
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Stay Winning Original Logo White/Red Elongated Scoop Tee
$ 19.99
$ 24.99
Sale
Stay Winning Original Logo Maroon Elongated Scoop Tee Stay Winning Original Logo Maroon Elongated Scoop Tee Quick View

Stay Winning Original Logo Maroon Elongated Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
MAROON
Quantity
Ultra Soft Hand, Tightly Knit Side-Seamed 4.3 oz 30 Singles 100% Combed Ringspun Cotton, Soft-Washed The length is 2 inches longer than standard ...
View Full Details

Stay Winning Original Logo Maroon Elongated Scoop Tee
$ 19.99
$ 24.99
Stay Winning Baby Blue Infant Onesie Quick View

Stay Winning Baby Blue Infant Onesie

$ 19.99

SIZE
COLOR
BLUE
Quantity
100% Baby Rib cotton construction  Shrinkage: will shrink an average of one size when put in the dryer Unisex Fabric weight 5.8 oz/yd² (197 g/m²) ...
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Stay Winning Baby Blue Infant Onesie
$ 19.99
Sale
Stay Winning Bay Area Grey Tee Stay Winning Bay Area Grey Tee Quick View

Stay Winning Bay Area Grey Tee

$ 19.99 $ 29.99

SIZE
COLOR
GREY
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette Our soft lightweight fabric has you covered for that timeless easy to go loo...
View Full Details

Stay Winning Bay Area Grey Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Maroon Tee Quick View

Stay Winning Scarface Cork Popper Gang Maroon Tee

$ 19.99 $ 29.99

SIZE
COLOR
MAROON
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
View Full Details

Stay Winning Scarface Cork Popper Gang Maroon Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Red Tee Quick View

Stay Winning Scarface Cork Popper Gang Red Tee

$ 19.99 $ 29.99

SIZE
COLOR
RED
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
View Full Details

Stay Winning Scarface Cork Popper Gang Red Tee
$ 19.99
$ 29.99
Sale
Stay Winning Scarface Cork Popper Gang Black Tee Quick View

Stay Winning Scarface Cork Popper Gang Black Tee

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
Crafted in a modern cut that sits on the body for a clean silhouette, our soft lightweight fabric has you covered for that timeless easy to go lo...
View Full Details

Stay Winning Scarface Cork Popper Gang Black Tee
$ 19.99
$ 29.99
Sale
Stay Winning Cartel Angel Crew Neck Sweater Stay Winning Cartel Angel Crew Neck Sweater Quick View

Stay Winning Cartel Angel Crew Neck Sweater

$ 29.99 $ 49.99

SIZE
COLOR
BLACK
Quantity
Front hand pockets w/zippers Raglan fit 100% cotton  Made in Pakistan  
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Stay Winning Cartel Angel Crew Neck Sweater
$ 29.99
$ 49.99
Sale
Stay Winning Never Losing Navy Slides Stay Winning Never Losing Navy Slides Quick View

Stay Winning Never Losing Navy Slides

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Sizes 7-13 Slip resistant Black/gold dust bag
View Full Details

Stay Winning Never Losing Navy Slides
$ 19.99
$ 39.99
Sale
Stay Winning Air Americano Slides Stay Winning Air Americano Slides Quick View

Stay Winning Air Americano Slides

$ 19.99 $ 39.99

SIZE
COLOR
RED
Quantity
Slip resistant Black/gold dust bag Sizes 7-13
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Stay Winning Air Americano Slides
$ 19.99
$ 39.99
Stay Winning SW Red Slides Stay Winning SW Red Slides Quick View

Stay Winning SW Red Slides

$ 39.99

SIZE
COLOR
RED
Quantity
Sizes 7-13 Slip resistant Black/gold dust bag
View Full Details

Stay Winning SW Red Slides
$ 39.99
Sale
Stay Winning Warriors Blue Tee Stay Winning Warriors Blue Tee Quick View

Stay Winning Warriors Blue Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
4.3 oz 100% Deluxe combed ringspun cotton. 50/50 Cotton Polyester Pre-shrunk to minimize shrink
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Stay Winning Warriors Blue Tee
$ 19.99
$ 39.99
Sale
Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket Quick View

Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket

$ 89.99 $ 159.99

SIZE
COLOR
BLUE
Quantity
Fully embroidered logos. West Coast Stay Winning side champagne bottle representing success w/ a Toast to the good life. East Coast Meet The Deale...
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Stay Winning x Meet The Dealers Coast To Coast Reversible Jacket
$ 89.99
$ 159.99
Sale
Stay Winning Black/Navy Soccer Polo Tee Stay Winning Black/Navy Soccer Polo Tee Quick View

Stay Winning Black/Navy Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
NAVY
Quantity
Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit) 40% Cotton 60% Polyester Dry Fit Material
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Stay Winning Black/Navy Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Black/Pink Soccer Polo Tee Stay Winning Black/Pink Soccer Polo Tee Quick View

Stay Winning Black/Pink Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
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Stay Winning Black/Pink Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Cream/Royal Soccer Polo Tee Stay Winning Cream/Royal Soccer Polo Tee Quick View

Stay Winning Cream/Royal Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
WHITE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
View Full Details

Stay Winning Cream/Royal Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Black/Red Soccer Polo Tee Stay Winning Black/Red Soccer Polo Tee Quick View

Stay Winning Black/Red Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
View Full Details

Stay Winning Black/Red Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Red/Navy Soccer Polo Tee Stay Winning Red/Navy Soccer Polo Tee Quick View

Stay Winning Red/Navy Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
RED
Quantity
Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit) 40% Cotton 60% Polyester Dry Fit Material
View Full Details

Stay Winning Red/Navy Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Navy/Yellow Soccer Polo Tee Stay Winning Navy/Yellow Soccer Polo Tee Quick View

Stay Winning Navy/Yellow Soccer Polo Tee

$ 19.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
View Full Details

Stay Winning Navy/Yellow Soccer Polo Tee
$ 19.99
$ 59.99
Sale
Stay Winning Long Sleeve Navy Blue Soccer Polo Tee Stay Winning Long Sleeve Navy Blue Soccer Polo Tee Quick View

Stay Winning Long Sleeve Navy Blue Soccer Polo Tee

$ 19.99 $ 64.99

SIZE
COLOR
NAVY
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
View Full Details

Stay Winning Long Sleeve Navy Blue Soccer Polo Tee
$ 19.99
$ 64.99
Sale
Stay Winning Long Sleeve Royal Blue Soccer Polo Tee Stay Winning Long Sleeve Royal Blue Soccer Polo Tee Quick View

Stay Winning Long Sleeve Royal Blue Soccer Polo Tee

$ 19.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
40% Cotton 60% Polyester Dry Fit Material Cut & Sew 2-tone fabric w/ Embroidery & Patch Designer fit (go up 1 size for a loose fit)
View Full Details

Stay Winning Long Sleeve Royal Blue Soccer Polo Tee
$ 19.99
$ 64.99
Sale
Stay Winning Anti-Hater Player's Club Maroon Scoop Tee Stay Winning Anti-Hater Player's Club Maroon Scoop Tee Quick View

Stay Winning Anti-Hater Player's Club Maroon Scoop Tee

$ 19.99 $ 24.99

SIZE
COLOR
MAROON
Quantity
The length is 2 inches longer than standard in front, 4 inches longer in the back, with a swooping scallop hemline The neckline is also more open ...
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Stay Winning Anti-Hater Player's Club Maroon Scoop Tee
$ 19.99
$ 24.99
Stay Winning SW Pin Stay Winning SW Pin Quick View

Stay Winning SW Pin

$ 9.99

Quantity
Iron stamped soft enamel lapel pin w/ sand blast Butterfly back
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Stay Winning SW Pin
$ 9.99
Stay Winning Never Losing Carty Pin Stay Winning Never Losing Carty Pin Quick View

Stay Winning Never Losing Carty Pin

$ 9.99

Green
Quantity
Iron stamped soft enamel lapel pin  Rubber back
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Stay Winning Never Losing Carty Pin
$ 9.99
Sale
Stay Winning Navy Embroidered Short Sleeve Hoodie Stay Winning Navy Embroidered Short Sleeve Hoodie Quick View

Stay Winning Navy Embroidered Short Sleeve Hoodie

$ 29.99 $ 49.99

SIZE
COLOR
BLUE
Quantity
Soft french terry pullover with drawstring hood Kangaroo pocket and short sleeves 70% Cotton 30% Polyester Construction Kangaroo Pockets Stay Winn...
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Stay Winning Navy Embroidered Short Sleeve Hoodie
$ 29.99
$ 49.99
Sale
Stay Winning Never Losing Pepe Black Tee Stay Winning Never Losing Pepe Black Tee Quick View

Stay Winning Never Losing Pepe Black Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
4.3 oz 100% Deluxe combed ringspun cotton. 50/50 Cotton Polyester Pre-shrunk to minimize shrinkage Product Description : Young Fly Frog w/ Cartie...
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Stay Winning Never Losing Pepe Black Tee
$ 19.99
$ 39.99
Stay Winning Black Infant Onesie Quick View

Stay Winning Black Infant Onesie

$ 19.99

SIZE
COLOR
BLACK
Quantity
100% Baby Rib cotton  Shrinkage: will shrink an average of one size when put in the dryer Unisex
View Full Details

Stay Winning Black Infant Onesie
$ 19.99
Sale
Stay Winning Embroidered Velour Blue Joggers Stay Winning Embroidered Velour Blue Joggers Quick View

Stay Winning Embroidered Velour Blue Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
Velvet material Custom gold tip laces Gold embroidered SW on back right pocket 92% polyester 8% spandex
View Full Details

Stay Winning Embroidered Velour Blue Joggers
$ 29.99
$ 59.99
Sale
Stay Winning Embroidered Velour Maroon Joggers Stay Winning Embroidered Velour Maroon Joggers Quick View

Stay Winning Embroidered Velour Maroon Joggers

$ 29.99 $ 59.99

SIZE
COLOR
MAROON
Quantity
Velvet material Custom gold tip laces Gold embroidered SW on back right pocket 92% polyester 8% spandex
View Full Details

Stay Winning Embroidered Velour Maroon Joggers
$ 29.99
$ 59.99