STAY WINNING BOUTIQUE

  • Sort by

  • Shop by Color

  • Shop by Material

Sale
Stay Winning Black Crop Top Tee Quick View

Stay Winning Black Crop Top Tee

$ 19.99 $ 31.99

SIZE
COLOR
BLACK
Quantity
Relaxed fit.  Crew neck. 100% combed cotton. Short body, dropped shoulders, neck ribbing, side seamed, shoulder to shoulder tape, double needle he...
View Full Details

Stay Winning Black Crop Top Tee
$ 19.99
$ 31.99
Stay Winning Original SW Script Logo White Tee Quick View

Stay Winning Original SW Script Logo White Tee

$ 39.99

Size
Color
White
Quantity
5.5 oz, 20 Singles 100% Combed Ringspun Cotton
View Full Details

Stay Winning Original SW Script Logo White Tee
$ 39.99
Stay Winning Original SW Script Logo Black Tee Quick View

Stay Winning Original SW Script Logo Black Tee

$ 39.99

Size
Color
Black
Quantity
5.5 oz, 20 Singles 100% Combed Ringspun Cotton
View Full Details

Stay Winning Original SW Script Logo Black Tee
$ 39.99
Stay Winning Original SW Script Logo Navy Blue Long Sleeve Tee Quick View

Stay Winning Original SW Script Logo Navy Blue Long Sleeve Tee

$ 44.99

Size
Color
Navy
Quantity
5.5 oz soft-washed, combed ring-spun fabric 100% combed ring-spun cotton Substantial ribbed cuffs
View Full Details

Stay Winning Original SW Script Logo Navy Blue Long Sleeve Tee
$ 44.99
Stay Winning Original SW Script Logo Pink Tee Quick View

Stay Winning Original SW Script Logo Pink Tee

$ 39.99

Size
Color
Pink
Quantity
5.5 oz, 20 Singles 100% Combed Ringspun Cotton
View Full Details

Stay Winning Original SW Script Logo Pink Tee
$ 39.99
Stay Winning Original SW Script Logo Grey Hoodie Quick View

Stay Winning Original SW Script Logo Grey Hoodie

$ 49.99

Size
Color
Gray
Quantity
8.0 oz 50% Cotton/50% Poly NuBlend® Pre-shrunk Fleece Seamless body with set-in sleeves Matching drawcord Double-ply hood with grommets Front muf...
View Full Details

Stay Winning Original SW Script Logo Grey Hoodie
$ 49.99
Stay Winning Original SW Script Logo White Hoodie Stay Winning Original SW Script Logo White Hoodie Quick View

Stay Winning Original SW Script Logo White Hoodie

$ 64.99

Size
Color
White
Quantity
8.5 oz Soft-Washed Comfort Weight Fleece 65% Ringspun Cotton 35% Polyester, 3-end yarn Flat draw cords
View Full Details

Stay Winning Original SW Script Logo White Hoodie
$ 64.99
Stay Winning Original SW Script Logo Olive Hoodie Quick View

Stay Winning Original SW Script Logo Olive Hoodie

$ 64.99

Size
Color
Green
Quantity
8.5 oz Soft-Washed Comfort Weight Fleece 65% Ringspun Cotton 35% Polyester, 3-end yarn Flat draw cords
View Full Details

Stay Winning Original SW Script Logo Olive Hoodie
$ 64.99
Stay Winning The North Cal Pink Jacket Stay Winning The North Cal Pink Jacket Quick View

Stay Winning The North Cal Pink Jacket

$ 79.99

Size
Quantity
100% Polyester Detachable hoodie Zipper pockets Go up one size for a looser fit (slim) Drawstrings  Water-resistant Transfer print Limited quantity
View Full Details

Stay Winning The North Cal Pink Jacket
$ 79.99
Stay Winning The North Cal Olive Jacket Stay Winning The North Cal Olive Jacket Quick View

Stay Winning The North Cal Olive Jacket

$ 79.99

Size
Quantity
100% Polyester Detachable hoodie Zipper pockets Go up one size for a looser fit (slim) Drawstrings  Water-resistant Transfer print Limited quantity
View Full Details

Stay Winning The North Cal Olive Jacket
$ 79.99
Stay Winning The North Cal Cream Jacket Stay Winning The North Cal Cream Jacket Quick View

Stay Winning The North Cal Cream Jacket

$ 79.99

Size
Quantity
100% Polyester Detachable hoodie Zipper pockets Go up one size for a looser fit (slim) Drawstrings  Water-resistant Transfer print Limited quantity
View Full Details

Stay Winning The North Cal Cream Jacket
$ 79.99
Stay Winning Royal Blue Sweats Stay Winning Royal Blue Sweats Quick View

Stay Winning Royal Blue Sweats

$ 44.99

Size
Quantity
100% cotton Embroidery 320 GSM / 9.44 oz Back zipper pocket Side zipper pockets Bottom zippers Pre-shrunk for minimum shrinkage
View Full Details

Stay Winning Royal Blue Sweats
$ 44.99
Stay Winning Knowledge Royal Blue Hoodie Stay Winning Knowledge Royal Blue Hoodie Quick View

Stay Winning Knowledge Royal Blue Hoodie

$ 64.99

SIZE
Quantity
100% cotton Chenille embroidery 320 GSM / 9.44 oz Pre-shrunk for minimum shrinkage
View Full Details

Stay Winning Knowledge Royal Blue Hoodie
$ 64.99
Stay Winning x Supdawk Cream Snapback Hat Stay Winning x Supdawk Cream Snapback Hat Quick View

Stay Winning x Supdawk Cream Snapback Hat

$ 59.99

Quantity
Stay Winning x Supdawk 5 panel Curved bill Premium wool  Fully embroidered Gold pin
View Full Details

Stay Winning x Supdawk Cream Snapback Hat
$ 59.99
Stay Winning Cork Popper Gang Snapback Hat Stay Winning Cork Popper Gang Snapback Hat Quick View

Stay Winning Cork Popper Gang Snapback Hat

$ 59.99

Quantity
5-panel snapback Mesh back panels Wool front panels Fully embroidered w/ chenille
View Full Details

Stay Winning Cork Popper Gang Snapback Hat
$ 59.99
Stay Winning Red Messenger Bag Quick View

Stay Winning Red Messenger Bag

$ 19.99

Quantity
100% Cotton Canvas 13"W x 13"H 
View Full Details

Stay Winning Red Messenger Bag
$ 19.99
Stay Winning Royal Blue Messenger Bag Quick View

Stay Winning Royal Blue Messenger Bag

$ 19.99

Quantity
100% Cotton Canvas 13"W x 13"H 
View Full Details

Stay Winning Royal Blue Messenger Bag
$ 19.99
Stay Winning Navy Blue Messenger Bag Quick View

Stay Winning Navy Blue Messenger Bag

$ 19.99

Quantity
100% Cotton Canvas 13"W x 13"H 
View Full Details

Stay Winning Navy Blue Messenger Bag
$ 19.99
Stay Winning Black Messenger Bag Quick View

Stay Winning Black Messenger Bag

$ 19.99

Quantity
100% Cotton Canvas 13"W x 13"H 
View Full Details

Stay Winning Black Messenger Bag
$ 19.99
Stay Winning Camo Mesh Shorts Stay Winning Camo Mesh Shorts Quick View

Stay Winning Camo Mesh Shorts

$ 59.99

Size
Quantity
3 zipper pockets Fully embroidered Inside drawstrings Polyester mesh material
View Full Details

Stay Winning Camo Mesh Shorts
$ 59.99
Stay Winning Vintage Wash Logo Charcoal Tee Stay Winning Vintage Wash Logo Charcoal Tee Quick View

Stay Winning Vintage Wash Logo Charcoal Tee

$ 44.99

Size
Quantity
100% cotton Pre-shrunk Vintage wash
View Full Details

Stay Winning Vintage Wash Logo Charcoal Tee
$ 44.99
Stay Winning SW Black Snapback Hat Stay Winning SW Black Snapback Hat Quick View

Stay Winning SW Black Snapback Hat

$ 44.99

BLACK
Quantity
6 panel wool snap back Puff embroidery Black strap 
View Full Details

Stay Winning SW Black Snapback Hat
$ 44.99
Stay Winning Black Snapback Hat Stay Winning Black Snapback Hat Quick View

Stay Winning Black Snapback Hat

$ 44.99

BLACK
Quantity
6 panel wool snap back Puff embroidery Black strap 
View Full Details

Stay Winning Black Snapback Hat
$ 44.99
PEMDAS EMPIRE presents PEMD4S C-Roc x Tanibal (Full Album CD 2020) PEMDAS EMPIRE presents PEMD4S C-Roc x Tanibal (Full Album CD 2020) Quick View

PEMDAS EMPIRE presents PEMD4S C-Roc x Tanibal (Full Album CD 2020)

$ 19.99

RED
Quantity
IT'S WHATEVER LIFE ON THE LINE TALK TO ME  BETTER LIFE featuring Benny & DT1910 GORILLA GOOK  SKEMIN' featuring Gee Q Pham  MAJOR STR...
View Full Details

PEMDAS EMPIRE presents PEMD4S C-Roc x Tanibal (Full Album CD 2020)
$ 19.99
CSTEROC presents GOOK MOBB MUZIK (Double Disc CD 2014) CSTEROC presents GOOK MOBB MUZIK (Double Disc CD 2014) Quick View

CSTEROC presents GOOK MOBB MUZIK (Double Disc CD 2014)

$ 39.99

BLACK
Quantity
AIR MAX HOME RUN featuring Tanibal & D$ FRENCH WATER GANGSTA SHIT featuring Spice 1 O.G. HUSTLE  ROYAL BLUE featuring Too Sicc NINJA COP ...
View Full Details

CSTEROC presents GOOK MOBB MUZIK (Double Disc CD 2014)
$ 39.99
CSTEROC - Stay Winning (Full Album CD 2011) CSTEROC - Stay Winning (Full Album CD 2011) Quick View

CSTEROC - Stay Winning (Full Album CD 2011)

$ 9.99

TEAL
Quantity
BRAIN FULLA GAME THE ONLY THING featuring Voodoo, Skitz & Matt Blaque D-BOY BLUEZ  SUN BLOCK featuring Skitz  GAME TIGHT PULL THE PLUG ...
View Full Details

CSTEROC - Stay Winning (Full Album CD 2011)
$ 9.99
CSTEROC - Gamblin' & Grindin' (Full Album CD 2005) CSTEROC - Gamblin' & Grindin' (Full Album CD 2005) Quick View

CSTEROC - Gamblin' & Grindin' (Full Album CD 2005)

$ 14.99

RED
Quantity
YA NEVA MET COME UPS FAMILY OVER SCRILL produced by Aliaz (Portland) GET MY CASH ON featuring Keek Dogg (Newark) LIGHT BROWN DO YOU REMEMBER? GO...
View Full Details

CSTEROC - Gamblin' & Grindin' (Full Album CD 2005)
$ 14.99
CSTEROC - In The East Bay (Full Album CD 2003) CSTEROC - In The East Bay (Full Album CD 2003) Quick View

CSTEROC - In The East Bay (Full Album CD 2003)

$ 14.99

GREEN
Quantity
IN THE EAST BAY VERSES featuring Tonestone & G-Bless BY THE HUB BE YOURSELF (Fremont x Oakland) AMERICA (1st music video)  DIME PIECE MR....
View Full Details

CSTEROC - In The East Bay (Full Album CD 2003)
$ 14.99
Young Csteroc laces you wit... REALITY RAPS (Compilation Album CD 2003) Young Csteroc laces you wit... REALITY RAPS (Compilation Album CD 2003) Quick View

Young Csteroc laces you wit... REALITY RAPS (Compilation Album CD 2003)

$ 39.99

YELLOW
Quantity
WAR TIME - Skitz WHAT YOU THINK? - R.E.G. ROGUE LIFE - Skitz FRAUDULENT - Millanina 510 CLICK - SDFB NEVA SOBER - Sidewayz YOUNG VIETNAMESE ...
View Full Details

Young Csteroc laces you wit... REALITY RAPS (Compilation Album CD 2003)
$ 39.99
Lil' C'Ster - Young Viet Vet (EP Cassette Tape 1998) Lil' C'Ster - Young Viet Vet (EP Cassette Tape 1998) Quick View

Lil' C'Ster - Young Viet Vet (EP Cassette Tape 1998)

$ 999.99

BLACK
Quantity
SIDE A : Mr. Cster (3:15)  Sicc Manish Wicced (5:22)  415-510 (6:22) SIDE B : Gettin' Faded (3:18)  On A Mission (4:10)  Street Poetry (7:40) Recor...
View Full Details

Lil' C'Ster - Young Viet Vet (EP Cassette Tape 1998)
$ 999.99
Stay Winning French Water Pin Stay Winning French Water Pin Quick View

Stay Winning French Water Pin

$ 9.99

Quantity
Iron stamped soft enamel lapel pin  Rubber back
View Full Details

Stay Winning French Water Pin
$ 9.99
Stay Winning Sports Pin Stay Winning Sports Pin Quick View

Stay Winning Sports Pin

$ 9.99

BLACK
Quantity
Silkscreen print die cut lapel pin Rubber back
View Full Details

Stay Winning Sports Pin
$ 9.99
Stay Winning Gold Script Pin Stay Winning Gold Script Pin Quick View

Stay Winning Gold Script Pin

$ 9.99

GOLD
Quantity
Iron stamped soft enamel lapel pin w/ sand blast Rubber back
View Full Details

Stay Winning Gold Script Pin
$ 9.99
Stay Winning Neon Button Stay Winning Neon Button Quick View

Stay Winning Neon Button

$ 9.99

BLACK
Quantity
- Screenprint button
View Full Details

Stay Winning Neon Button
$ 9.99
Stay Winning Bubbas Pin Stay Winning Bubbas Pin Quick View

Stay Winning Bubbas Pin

$ 9.99

Quantity
Iron stamped soft enamel lapel pin  Rubber back
View Full Details

Stay Winning Bubbas Pin
$ 9.99
Stay Winning Americano Pin Stay Winning Americano Pin Quick View

Stay Winning Americano Pin

$ 9.99

WHITE
Quantity
Iron stamped soft enamel lapel pin  Rubber back
View Full Details

Stay Winning Americano Pin
$ 9.99
Stay Winning Loudy Bo Hoodie Stay Winning Loudy Bo Hoodie Quick View

Stay Winning Loudy Bo Hoodie

$ 64.99

Size
Quantity
10.5 oz 80% cotton/20% polyester Double lined hood
View Full Details

Stay Winning Loudy Bo Hoodie
$ 64.99
Stay Winning Loudy Bo Tee Stay Winning Loudy Bo Tee Quick View

Stay Winning Loudy Bo Tee

$ 44.99

Size
Quantity
6 oz 100% cotton Preshrunk
View Full Details

Stay Winning Loudy Bo Tee
$ 44.99
Stay Winning Maroon Flare Sweatpants Stay Winning Maroon Flare Sweatpants Quick View

Stay Winning Maroon Flare Sweatpants

$ 49.99

SIZE
COLOR
MAROON
Quantity
100% cotton Screen printing 320 GSM / 9.44 oz Back zipper pocket Side zipper pockets Pre-shrunk for minimum shrinkage
View Full Details

Stay Winning Maroon Flare Sweatpants
$ 49.99
Stay Winning SW Stay Winning Maroon Hoodie Stay Winning SW Stay Winning Maroon Hoodie Quick View

Stay Winning SW Stay Winning Maroon Hoodie

$ 64.99

SIZE
COLOR
MAROON
Quantity
100% cotton Screen printing 320 GSM / 9.44 oz Pre-shrunk for minimum shrinkage
View Full Details

Stay Winning SW Stay Winning Maroon Hoodie
$ 64.99
Stay Winning Black Sweatpants Stay Winning Black Sweatpants Quick View

Stay Winning Black Sweatpants

$ 49.99

SIZE
COLOR
BLACK
Quantity
100% cotton Screen printing 320 GSM / 9.44 oz Back zipper pocket Side zipper pockets Pre-shrunk for minimum shrinkage
View Full Details

Stay Winning Black Sweatpants
$ 49.99
Stay Winning x Loudy Bo Snapback Hat Stay Winning x Loudy Bo Snapback Hat Quick View

Stay Winning x Loudy Bo Snapback Hat

$ 59.99

SIZE
COLOR
BLACK
Quantity
Stay Winning x Loudy Bo 5-panel snap back Mesh back panels Wool front panels Fully embroidered Yellow back strap
View Full Details

Stay Winning x Loudy Bo Snapback Hat
$ 59.99
Stay Winning x Wrldclo Snapback Hat Stay Winning x Wrldclo Snapback Hat Quick View

Stay Winning x Wrldclo Snapback Hat

$ 59.99

SIZE
COLOR
BLACK
Quantity
Stay Winning x Wrldclo Black strap Curved bill Premium wool  Fully embroidered
View Full Details

Stay Winning x Wrldclo Snapback Hat
$ 59.99
Stay Winning Kasino Trucker Hat Stay Winning Kasino Trucker Hat Quick View

Stay Winning Kasino Trucker Hat

$ 24.99

SIZE
COLOR
BLACK
Quantity
Embroidered Last Kickz hat ever (Stay Winning x Kickz) White back strap Foam / Mesh Trucker
View Full Details

Stay Winning Kasino Trucker Hat
$ 24.99
Stay Winning Kasino Hoodie Stay Winning Kasino Hoodie Quick View

Stay Winning Kasino Hoodie

$ 64.99

SIZE
COLOR
BLACK
Quantity
Unisex Made in U.S.A Mid-Weight French Terry 100% Cotton
View Full Details

Stay Winning Kasino Hoodie
$ 64.99
Stay Winning Faded Teal Embroidered Joggers Stay Winning Faded Teal Embroidered Joggers Quick View

Stay Winning Faded Teal Embroidered Joggers

$ 59.99

SIZE
COLOR
TEAL
Quantity
Regular fit Mid-weight, 8.5 oz 80% cotton 20% polyester anti-pill fleece Self-fabric elasticated waistband & hem cuffs, 2 side pockets, single ...
View Full Details

Stay Winning Faded Teal Embroidered Joggers
$ 59.99
Stay Winning Faded Teal Embroidered Hoodie Stay Winning Faded Teal Embroidered Hoodie Quick View

Stay Winning Faded Teal Embroidered Hoodie

$ 64.99

SIZE
COLOR
TEAL
Quantity
Regular fit Mid weight, 8.5 oz 80% cotton 20% polyester anti-pill fleece Pullover hood, raglan sleeves, kangaroo pocket, lined hood, tonal flat dra...
View Full Details

Stay Winning Faded Teal Embroidered Hoodie
$ 64.99
Stay Winning Faded Blue Embroidered Joggers Stay Winning Faded Blue Embroidered Joggers Quick View

Stay Winning Faded Blue Embroidered Joggers

$ 59.99

SIZE
COLOR
BLUE
Quantity
Regular fit Mid-weight, 8.5 oz 80% cotton 20% polyester anti-pill fleece Self-fabric elasticated waistband & hem cuffs, 2 side pockets, single ...
View Full Details

Stay Winning Faded Blue Embroidered Joggers
$ 59.99

Join Our Mailing List