Mens

  • Sort by

  • Shop by Color

  • Shop by Material

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 Faded Blue Embroidered Hoodie Stay Winning Faded Blue Embroidered Hoodie Quick View

Stay Winning Faded Blue Embroidered Hoodie

$ 64.99

SIZE
COLOR
BLUE
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 Blue Embroidered Hoodie
$ 64.99
Stay Winning Corduroy Bay Area Winners Hat (Yellow) Stay Winning Corduroy Bay Area Winners Hat (Yellow) Quick View

Stay Winning Corduroy Bay Area Winners Hat (Yellow)

$ 44.99

SIZE
COLOR
YELLOW
Quantity
5 panel Corduroy curved bill. Fully embroidered. Blue snapback strap.
View Full Details

Stay Winning Corduroy Bay Area Winners Hat (Yellow)
$ 44.99
Stay Winning Green Northern Cali Winners Hoodie Stay Winning Green Northern Cali Winners Hoodie Quick View

Stay Winning Green Northern Cali Winners Hoodie

$ 59.99

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

Stay Winning Green Northern Cali Winners Hoodie
$ 59.99
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
View Full Details

Stay Winning Maroon/Black Track Pants
$ 29.99
$ 44.99
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 Faded Black Embroidered Joggers Stay Winning Faded Black Embroidered Joggers Quick View

Stay Winning Faded Black Embroidered Joggers

$ 59.99

SIZE
COLOR
BLACK
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 Black Embroidered Joggers
$ 59.99
Stay Winning Never Losing Shadow Logo Orange Hoodie Stay Winning Never Losing Shadow Logo Orange Hoodie Quick View

Stay Winning Never Losing Shadow Logo Orange Hoodie

$ 59.99

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

Stay Winning Never Losing Shadow Logo Orange Hoodie
$ 59.99
Stay Winning Navy Blue/Grey Hoodie Stay Winning Navy Blue/Grey Hoodie Quick View

Stay Winning Navy Blue/Grey Hoodie

$ 59.99

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

Stay Winning Navy Blue/Grey Hoodie
$ 59.99
Stay Winning Fortune Frogs Blue Hoodie Stay Winning Fortune Frogs Blue Hoodie Quick View

Stay Winning Fortune Frogs Blue Hoodie

$ 89.99

SIZE
COLOR
BLUE
Quantity
Embroidered Limited edition NFT drop 80% cotton 20% polyester anti-pill fleece Pullover hood, raglan sleeves, kangaroo pocket, lined hood, tonal d...
View Full Details

Stay Winning Fortune Frogs Blue Hoodie
$ 89.99
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
Stay Winning Carty The Frog Orange Tee Stay Winning Carty The Frog Orange Tee Quick View

Stay Winning Carty The Frog Orange Tee

$ 44.99

SIZE
COLOR
ORANGE
Quantity
100% Cotton. Pre-shrunk material. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Carty The Frog Orange Tee
$ 44.99
Stay Winning Black/Green Mesh Shorts Stay Winning Black/Green Mesh Shorts Quick View

Stay Winning Black/Green Mesh Shorts

$ 59.99

SIZE
COLOR
BLACK
Quantity
3 zipper pockets Fully embroidered Inside drawstrings Polyester mesh material
View Full Details

Stay Winning Black/Green Mesh Shorts
$ 59.99
Stay Winning Hippie Hoop Shorts (Mint) Stay Winning Hippie Hoop Shorts (Mint) Quick View

Stay Winning Hippie Hoop Shorts (Mint)

$ 44.99

SIZE
COLOR
BLUE
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Hippie Hoop Shorts (Mint)
$ 44.99
Stay Winning Deer Trophy Black Hoodie Stay Winning Deer Trophy Black Hoodie Quick View

Stay Winning Deer Trophy Black Hoodie

$ 79.99

SIZE
COLOR
BLACK
Quantity
Relaxed, oversized fit with dropped shoulders Heavy weight, 11.8 oz 80% cotton 20% polyester Go one size down for a better fit
View Full Details

Stay Winning Deer Trophy Black Hoodie
$ 79.99
Stay Winning Original Logo Salmon Tee Stay Winning Original Logo Salmon Tee Quick View

Stay Winning Original Logo Salmon Tee

$ 44.99

SIZE
COLOR
PINK
Quantity
11.5oz 100% COTTON ULTIMATE COMFORT HEAVYWEIGHT FABRIC SOFT PREMIUM TEXTURE OVERSIZED / BOXY FIT DROPPED SHOULDER
View Full Details

Stay Winning Original Logo Salmon Tee
$ 44.99
Stay Winning Hippie Hoop Shorts (Pink) Stay Winning Hippie Hoop Shorts (Pink) Quick View

Stay Winning Hippie Hoop Shorts (Pink)

$ 44.99

SIZE
COLOR
PINK
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Hippie Hoop Shorts (Pink)
$ 44.99
Stay Winning A Million Ain't Enough Black Hoodie Stay Winning A Million Ain't Enough Black Hoodie Quick View

Stay Winning A Million Ain't Enough Black Hoodie

$ 79.99

SIZE
COLOR
BLACK
Quantity
Relaxed, oversized fit with dropped shoulders Heavy weight, 11.8 oz 80% cotton 20% polyester Go one size down for a better fit
View Full Details

Stay Winning A Million Ain't Enough Black Hoodie
$ 79.99
Stay Winning Fortune Frogs Grey Hoodie Stay Winning Fortune Frogs Grey Hoodie Quick View

Stay Winning Fortune Frogs Grey Hoodie

$ 89.99

SIZE
COLOR
GREY
Quantity
Embroidered Limited edition NFT drop 80% cotton 20% polyester anti-pill fleece Pullover hood, raglan sleeves, kangaroo pocket, lined hood, tonal d...
View Full Details

Stay Winning Fortune Frogs Grey Hoodie
$ 89.99
Stay Winning Fortune Frogs Yellow Hoodie Stay Winning Fortune Frogs Yellow Hoodie Quick View

Stay Winning Fortune Frogs Yellow Hoodie

$ 89.99

SIZE
COLOR
YELLOW
Quantity
Embroidered Limited edition NFT drop 80% cotton 20% polyester anti-pill fleece Pullover hood, raglan sleeves, kangaroo pocket, lined hood, tonal d...
View Full Details

Stay Winning Fortune Frogs Yellow Hoodie
$ 89.99
Stay Winning Carty The Frog Trucker Hat Stay Winning Carty The Frog Trucker Hat Quick View

Stay Winning Carty The Frog Trucker Hat

$ 59.99

Royal Blue
Quantity
5 panel Chenille/Embrodery Adjustable snapback Foam/Mesh Trucker Hat
View Full Details

Stay Winning Carty The Frog Trucker Hat
$ 59.99
Stay Winning Talent White Tee Stay Winning Talent White Tee Quick View

Stay Winning Talent White Tee

$ 44.99

SIZE
COLOR
WHITE
Quantity
100% Cotton. Pre-shrunk material. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Talent White Tee
$ 44.99
Stay Winning Bubbas Pocket Tee (Yellow) Stay Winning Bubbas Pocket Tee (Yellow) Quick View

Stay Winning Bubbas Pocket Tee (Yellow)

$ 44.99

SIZE
Quantity
100% Cotton. Pocket Tee Cut & Sew. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Bubbas Pocket Tee (Yellow)
$ 44.99
Stay Winning Bubbas Pocket Tee (Purple) Stay Winning Bubbas Pocket Tee (Purple) Quick View

Stay Winning Bubbas Pocket Tee (Purple)

$ 44.99

SIZE
Quantity
100% Cotton. Pocket Tee Cut & Sew. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Bubbas Pocket Tee (Purple)
$ 44.99
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 Golden State Retro White Tee Stay Winning Golden State Retro White Tee Quick View

Stay Winning Golden State Retro White Tee

$ 44.99

SIZE
COLOR
WHITE
Quantity
100% Cotton. Pre-shrunk material. For best results machine wash inside out warm, hang dry & iron inside out.
View Full Details

Stay Winning Golden State Retro White Tee
$ 44.99
Stay Winning Red All Over Bubbas Hoop Shorts Stay Winning Red All Over Bubbas Hoop Shorts Quick View

Stay Winning Red All Over Bubbas Hoop Shorts

$ 44.99

SIZE
COLOR
RED
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Red All Over Bubbas Hoop Shorts
$ 44.99
Stay Winning Never Losing Shadow Logo Gold Hoodie Stay Winning Never Losing Shadow Logo Gold Hoodie Quick View

Stay Winning Never Losing Shadow Logo Gold Hoodie

$ 59.99

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

Stay Winning Never Losing Shadow Logo Gold Hoodie
$ 59.99
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 Corduroy Bay Area Winners Hat (Green) Stay Winning Corduroy Bay Area Winners Hat (Green) Quick View

Stay Winning Corduroy Bay Area Winners Hat (Green)

$ 44.99

SIZE
COLOR
GREEN
Quantity
5 panel Corduroy curved bill Fully embroidered Gold snapback strap
View Full Details

Stay Winning Corduroy Bay Area Winners Hat (Green)
$ 44.99
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 Green Floral Jacket Hoodie Stay Winning Green Floral Jacket Hoodie Quick View

Stay Winning Green Floral Jacket Hoodie

$ 79.99

Size
Color
Green
Quantity
100% cotton Hoodie Jacket Zippers & buttons Inside polyester linen Floral design w/ SW logos
View Full Details

Stay Winning Green Floral Jacket Hoodie
$ 79.99
Stay Winning Golden State Retro White Shorts Stay Winning Golden State Retro White Shorts Quick View

Stay Winning Golden State Retro White Shorts

$ 59.99

SIZE
COLOR
WHITE
Quantity
Mesh material 3 zipper pockets Fully embroidered Inside drawstrings
View Full Details

Stay Winning Golden State Retro White Shorts
$ 59.99
Stay Winning Winners Club Grey Tee Stay Winning Winners Club Grey Tee Quick View

Stay Winning Winners Club Grey Tee

$ 44.99

SIZE
COLOR
GREY
Quantity
11.5oz 100% COTTON ULTIMATE COMFORT HEAVYWEIGHT FABRIC SOFT PREMIUM TEXTURE OVERSIZED / BOXY FIT DROPPED SHOULDER
View Full Details

Stay Winning Winners Club Grey Tee
$ 44.99
Stay Winning Hippie Hoop Shorts (Orange) Stay Winning Hippie Hoop Shorts (Orange) Quick View

Stay Winning Hippie Hoop Shorts (Orange)

$ 44.99

SIZE
COLOR
ORANGE
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Hippie Hoop Shorts (Orange)
$ 44.99
Stay Winning Maroon Floral Jacket Hoodie Stay Winning Maroon Floral Jacket Hoodie Quick View

Stay Winning Maroon Floral Jacket Hoodie

$ 79.99

Size
Color
Maroon
Quantity
100% cotton Hoodie Jacket Zippers & buttons Inside polyester linen Floral design w/ SW logos
View Full Details

Stay Winning Maroon Floral Jacket Hoodie
$ 79.99
Stay Winning Hippie Hoop Shorts (Yellow) Stay Winning Hippie Hoop Shorts (Yellow) Quick View

Stay Winning Hippie Hoop Shorts (Yellow)

$ 44.99

SIZE
COLOR
YELLOW
Quantity
Side zipper pockets Back zipper pocket Inside drawstrings  100% polyester
View Full Details

Stay Winning Hippie Hoop Shorts (Yellow)
$ 44.99
Stay Winning White Hoodie Quick View

Stay Winning 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 White Hoodie
$ 64.99
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 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

Join Our Mailing List