STAY WINNING BOUTIQUE

  • Sort by

  • Shop by Color

  • Shop by Material

Sale
Stay Winning Blue 3M Windbreaker Zip-Up Jacket Stay Winning Blue 3M Windbreaker Zip-Up Jacket Quick View

Stay Winning Blue 3M Windbreaker Zip-Up Jacket

$ 64.99 $ 99.99

SIZE
COLOR
BLUE
Quantity
3M REFLECTIVE WATER PROOF 100% POLYESTER MULTIPLE DRAWSTRINGS 6 LOGOS GO UP 1 SIZE FOR A BETTER FIT. (Model is 5'6" 165 lbs wearing a medium.)
Sale
Stay Winning Red 3M Windbreaker Zip-Up Jacket Stay Winning Red 3M Windbreaker Zip-Up Jacket Quick View

Stay Winning Red 3M Windbreaker Zip-Up Jacket

$ 64.99 $ 99.99

SIZE
COLOR
RED
Quantity
3M REFLECTIVE WATER PROOF 100% POLYESTER MULTIPLE DRAWSTRINGS 6 LOGOS GO UP 1 SIZE FOR A BETTER FIT. (Model is 5'6" 165 lbs wearing a medium.)
Sale
Stay Winning Grey 3M Windbreaker Zip-Up Jacket Stay Winning Grey 3M Windbreaker Zip-Up Jacket Quick View

Stay Winning Grey 3M Windbreaker Zip-Up Jacket

$ 64.99 $ 99.99

SIZE
COLOR
GREY
Quantity
3M REFLECTIVE WATER PROOF 100% POLYESTER MULTIPLE DRAWSTRINGS 6 LOGOS GO UP 1 SIZE FOR A BETTER FIT. (Model is 5'6" 165 lbs wearing a medium.)
Sale
Stay Winning Split Camo Chenille Hoodie Stay Winning Split Camo Chenille Hoodie Quick View

Stay Winning Split Camo Chenille Hoodie

$ 29.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
Chenille patch Print on hood 100% Cotton Side vent
Sale
Stay Winning x Double Up DBZ/PIF Black Hoodie Quick View

Stay Winning x Double Up DBZ/PIF Black Hoodie

$ 59.99 $ 79.99

SIZE
COLOR
BLACK
Quantity
Stay Winning x Double Up DBZ/PIF Black Hoodie Super exclusive release w/ Double Up x Stay Winning Regular fit 80% cotton 20% polyester anti-pill...
Stay Winning x Double Up DBZ/PIF White Tee Quick View

Stay Winning x Double Up DBZ/PIF White Tee

$ 39.99

SIZE
COLOR
WHITE
Quantity
Stay Winning x Double Up DBZ/PIF White Tee Super exclusive release w/ Double Up x Stay Winning Regular Fit Crew neck 100% combed cotton Neck rib...
Stay Winning x Double Up DBZ/PIF Black Tee Stay Winning x Double Up DBZ/PIF Black Tee Quick View

Stay Winning x Double Up DBZ/PIF Black Tee

$ 39.99

SIZE
COLOR
BLACK
Quantity
Stay Winning x Double Up DBZ/PIF Black Tee Super exclusive release w/ Double Up x Stay Winning Regular Fit Crew neck 100% combed cotton Neck rib...
Sale
Stay Winning Westside Neon Black Hoodie Stay Winning Westside Neon Black Hoodie Quick View

Stay Winning Westside Neon Black Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLACK
Quantity
Premium quality unisex hoodie 8.5 oz., 3-end fleece, soft-washed 100% cotton face. 65% cotton/35% polyester Ultra-soft hand Side-seamed Tightly kn...
Sale
Stay Winning Script Navy/Yellow Joggers Quick View

Stay Winning Script Navy/Yellow Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Navy/Yellow Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Script Navy/Red Joggers Quick View

Stay Winning Script Navy/Red Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLUE
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Navy/Red Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Script Black/Neon Yellow Joggers Quick View

Stay Winning Script Black/Neon Yellow Joggers

$ 29.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
8.5 oz Soft-washed 80/20 Cotton Poly Fleece Side slash pockets and back right pocket Crotch gusset for ultimate comfort and style Rib-knit a...
Sale
Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie Quick View

Stay Winning OG/Script Logo Black/Neon Yellow Full Zip-Up Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLACK
Quantity
8.5 oz, soft washed 80% Cotton 20% Polyester 3-End Yarn Silver Metal Zipper w/"scuba" hood
Sale
Stay Winning Maroon/Black Track Pants Stay Winning Maroon/Black Track Pants Quick View

Stay Winning Maroon/Black Track Pants

$ 29.99 $ 44.99

SIZE
COLOR
MAROON
Quantity
100% Recycled Polyester Tricot Imported Front zipper pockets Drawcord on elastic waist Slim fit
Sale
Stay Winning Maroon/Black Track Jacket Stay Winning Maroon/Black Track Jacket Quick View

Stay Winning Maroon/Black Track Jacket

$ 29.99 $ 64.99

SIZE
COLOR
MAROON
Quantity
100% Recycled Polyester Tricot Imported Regular fit strikes a comfortable balance between loose and snug Stand-up collar for coverage Full zip let...
Sale
Stay Winning French Water Black Tee Stay Winning French Water Black Tee Quick View

Stay Winning French Water Black Tee

$ 19.99 $ 34.99

SIZE
COLOR
BLACK
Quantity
100% Combed Ring-Spun Cotton. Soft-Washed. 
Sale
Stay Winning French Water Black Tank Top Stay Winning French Water Black Tank Top Quick View

Stay Winning French Water Black Tank Top

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
100% Combed Ring-Spun Cotton. Soft-Washed. 
Sale
Stay Winning Black Script Cordless Hoodie Stay Winning Black Script Cordless Hoodie Quick View

Stay Winning Black Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
BLACK
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Charcoal Script Cordless Hoodie Stay Winning Charcoal Script Cordless Hoodie Quick View

Stay Winning Charcoal Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
GREY
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Never Losing Dubs 2019 Jersey Stay Winning Never Losing Dubs 2019 Jersey Quick View

Stay Winning Never Losing Dubs 2019 Jersey

$ 19.99 $ 47.99

SIZE
COLOR
BLUE
Quantity
Quick dry fabric Non-shrink material Strong and flexible Non-allergenic Long lasting, less fading, less wrinkling Jersey patches ("Winning" and "3...
Sold Out
Stay Winning Original Logo Red/White Tee Stay Winning Original Logo Red/White Tee Quick View

Stay Winning Original Logo Red/White Tee

Sold Out

SIZE
COLOR
RED
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...
Sale
Stay Winning Cork Popper Gang Golden Gate Tee Stay Winning Cork Popper Gang Golden Gate Tee Quick View

Stay Winning Cork Popper Gang Golden Gate Tee

$ 19.99 $ 29.99

SIZE
COLOR
BLACK
Quantity
100% Ringspun Cotton Enzyme wash for an ultra soft fee Limited Print.
Sale
Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee Quick View

Stay Winning G.O.A.T. Rookie Card Long Sleeve Black Tee

$ 19.99 $ 47.99

SIZE
COLOR
BLACK
Quantity
5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substantial ribbed cuffs
Sale
Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee Quick View

Stay Winning All Hustle No Luck Bruce Long Sleeve Black Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLACK
Quantity
5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substantial ribbed cuffs
Sale
Stay Winning Dark Olive Script Cordless Hoodie Stay Winning Dark Olive Script Cordless Hoodie Quick View

Stay Winning Dark Olive Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
GREEN
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Beige Script Cordless Hoodie Stay Winning Beige Script Cordless Hoodie Quick View

Stay Winning Beige Script Cordless Hoodie

$ 29.99 $ 44.99

SIZE
COLOR
BEIGE
Quantity
80% Cotton 20% Polyester Slim Fit Kangaroo pouch front pocket Cordless hood Side vent Made in Pakistan (For a looser comfortable fit go one size u...
Sale
Stay Winning Punch Out Royal Blue Tee Stay Winning Punch Out Royal Blue Tee Quick View

Stay Winning Punch Out Royal Blue Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
Stay Winning Punch Out Royal Blue Tee (95 PRINTED) Exclusive drop from STAY WINNING! Created by the Winners for the Winners. 100% Cotton Enzyme w...
Sale
Stay Winning Never Losing Trophy Yellow Tee Stay Winning Never Losing Trophy Yellow Tee Quick View

Stay Winning Never Losing Trophy Yellow Tee

$ 19.99 $ 35.99

SIZE
COLOR
YELLOW
Quantity
100% Cotton Enzyme wash for an ultra soft feel.
Sale
Stay Winning Never Losing Trophy Black Tee Stay Winning Never Losing Trophy Black Tee Quick View

Stay Winning Never Losing Trophy Black Tee

$ 19.99 $ 35.99

SIZE
COLOR
BLACK
Quantity
100% Cotton Enzyme wash for an ultra soft feel.
Sale
Stay Winning Rising Sun Coral Tee Stay Winning Rising Sun Coral Tee Quick View

Stay Winning Rising Sun Coral Tee

$ 19.99 $ 39.99

SIZE
COLOR
ORANGE
Quantity
"Rising Sun" means Rising Funds... Exclusive drop from STAY WINNING! Only 95 Tees each color made so everyone can't have one! Created by the Wi...
Sale
Stay Winning Rising Sun Navy Tee Stay Winning Rising Sun Navy Tee Quick View

Stay Winning Rising Sun Navy Tee

$ 19.99 $ 39.99

SIZE
COLOR
BLUE
Quantity
"Rising Sun" means Rising Funds... Exclusive drop from STAY WINNING! Only 95 Tees each color made so everyone can't have one! Created by the Winne...
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...
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...
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...
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...
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...
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. ...
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 ...
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. ...
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

Sold Out

SIZE
COLOR
GREEN
Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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
Quantity
Stay Winning Original Logo Navy/White Crewneck Sweater Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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
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
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
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. 
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...
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