Mens

  • Sort by

  • Shop by Color

  • Shop by Material

Sale
Stay Winning Original Logo Black/White Tee Stay Winning Original Logo Black/White Tee Quick View

Stay Winning Original Logo Black/White Tee

$ 19.99 $ 39.99

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 loo...
Sale
Stay Winning Embroidered Velour Maroon Hoodie Stay Winning Embroidered Velour Maroon Hoodie Quick View

Stay Winning Embroidered Velour Maroon Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
MAROON
Quantity
Velvet material Gold side zippers Kangaroo pocket  Pull over  Custom drawstrings w/ gold tips Embroidered gold Stay Winning on left chest 92% poly...
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
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 Embroidered Velour Blue Hoodie Stay Winning Embroidered Velour Blue Hoodie Quick View

Stay Winning Embroidered Velour Blue Hoodie

$ 29.99 $ 64.99

SIZE
COLOR
BLUE
Quantity
Velvet material Gold side zippers Kangaroo pocket  Pull over  Custom drawstrings w/ gold tips Embroidered gold Stay Winning on left chest 92% poly...
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 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
Sale
Stay Winning Original Logo Red/White Tee Stay Winning Original Logo Red/White Tee Quick View

Stay Winning Original Logo Red/White Tee

$ 19.99 $ 39.99

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...
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 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
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
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 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)
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 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 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 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 Yellow Gold Chain Quick View

Stay Winning Yellow Gold Chain

$ 29.99 $ 59.99

SIZE
COLOR
GOLD
Quantity
24" chain Yellow Gold Plated High grade stainless steel Exclusive Limited Edition  

Stay Winning Yellow Gold Chain

$ 29.99
$ 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)
Sale
Stay Winning 3M Reflective Windbreaker Pullover Jacket Stay Winning 3M Reflective Windbreaker Pullover Jacket Quick View

Stay Winning 3M Reflective Windbreaker Pullover Jacket

$ 29.99 $ 59.99

SIZE
COLOR
BLACK
Quantity
100% Nylon Wind and rain resistant Fully reflective upper panel Drawstring on hood for adjustable comfort Kangaroo pouch in front Zip pocket on to...
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 Original Logo Olive/White Crewneck Sweater Stay Winning Original Logo Olive/White Crewneck Sweater Quick View

Stay Winning Original Logo Olive/White Crewneck Sweater

$ 29.99 $ 49.99

SIZE
COLOR
GREEN
Quantity
Comfort Weight Fleece 8.5 oz 80% Cotton 20% Polyester, Soft-washed Unisex
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...
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  
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 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 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. ...
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)
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 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 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.
Sale
Stay Winning White/Red Baseball Tee Stay Winning White/Red Baseball Tee Quick View

Stay Winning White/Red Baseball Tee

$ 19.99 $ 39.99

SIZE
COLOR
WHITE
Quantity
6 oz. 100% Cotton Tubular Jersey Classic Raglan fit double-needle sleeve opening and curved saddle hem Pre-shrunk to minimize shrinkage
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
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
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
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...
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 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 White/Navy Baseball Tee Stay Winning White/Navy Baseball Tee Quick View

Stay Winning White/Navy Baseball Tee

$ 19.99 $ 24.99

SIZE
COLOR
WHITE
Quantity
6 oz. 100% Cotton Tubular Jersey Classic Raglan fit double-needle sleeve opening and curved saddle hem Pre-shrunk to minimize shrinkage
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 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 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 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...
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...
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...
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 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 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