Win Ugly Lose Pretty Shirts

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Win Ugly > Lose Pretty T Shirt Winning Ugly Is Better Than Losing Pretty Pinstripe Strong Jomboy Media Merchandise Joezmcfly
Win Ugly > Lose Pretty T Shirt Winning Ugly Is Better Than Losing Pretty Joezmcfly Pinstripe Strong Jomboy Media Merchandise
Joezmcfly Win Ugly Lose Pretty Hoodie Winning Ugly Is Better Than Losing Pretty Pinstripe Strong Jomboy Media Merchandise
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Joezmcfly Win Ugly Lose Pretty Hoodie Winning Ugly Is Better Than Losing Pretty Pinstripe Strong Jomboy Media Merchandise
(4 customer reviews)

Original price was: $23.99.Current price is: $21.99.

Estimated delivery dates: Jul 24, 2026 - Aug 3, 2026
Sizing chart
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Unisex Standard T-Shirt

SizeChest WidthShirt Length
S18 in28 in
M20 in29 in
L22 in30 in
XL24 in31 in
2XL26 in32 in
3XL28 in33 in
4XL30 in34 in
5XL32 in35 in
Note: Allow for a tolerance level of 1 inch

Unisex Hoodie

SizeChest WidthShirt LengthSleeve Length
S20 in27 in33.5 in
M22 in28 in34.5 in
L24 in29 in35.5 in
XL26 in30 in36.5 in
2XL28 in31 in37.5 in
3XL30 in32 in38.5 in
4XL32 in33 in39.5 in
5XL34 in34 in40.5 in
Note: Allow for a tolerance level of 1 inch

Unisex Sweatshirt

SizeChest WidthShirt LengthSleeve Length
S20 in27 in33.5 in
M22 in28 in34.5 in
L24 in29 in35.5 in
XL26 in30 in36.5 in
2XL28 in31 in37.5 in
3XL30 in32 in38.5 in
4XL32 in33 in39.5 in
5XL34 in34 in40.5 in
Note: Allow for a tolerance level of 1 inch

Men's Zip Hoodie

SizeChest WidthShirt LengthSleeve Length
S19.25 in27 in33.5 in
M21.25 in28 in34.5 in
L23.25 in29 in35.5 in
XL25.25 in30 in36.5 in
2XL27.25 in31 in37.5 in
3XL29 in32 in38.5 in
Note: Allow for a tolerance level of 1 inch

Men's Long Sleeved T-Shirt

SizeChest WidthShirt LengthSleeve Length
S18 in28 in33.5 in
M20 in29 in35 in
L22 in30 in36.5 in
XL24 in31 in38 in
2XL26 in32 in39.5 in
3XL28 in33 in39.5 in
4XL30 in34 in39 in
5XL32 in35 in40.5 in
Note: Allow for a tolerance level of 1 inch

Men's V-Neck T-Shirt

SizeChest WidthShirt Length
S18 in28 in
M20 in29 in
L22 in30 in
XL24 in31 in
2XL26 in32 in
3XL28 in33 in
Note: Allow for a tolerance level of 1 inch

Men's Tank Top

SizeChest WidthShirt Length
S18 in28 in
M20 in29 in
L22 in30 in
XL24 in31 in
2XL26 in32 in
3XL28 in33 in
Note: Allow for a tolerance level of 1 inch

Ladies Long Sleeve T Shirt

SizeChest WidthShirt Length
S18 in28 in
M20 in29 in
L22 in30 in
XL24 in31 in
2XL26 in32 in
3XL28 in33 in
Note: Allow for a tolerance level of 1 inch

Ladies T Shirt

SizeChest WidthShirt LengthSleeve Length
S17.25 in25.5 in13.25 in
M19.25 in26 in14 in
L21.25 in27 in14.75 in
XL23.25 in28 in15.75 in
2XL25.25 in28.5 in16.75 in
3XL27.25 in29 in17.5 in
Note: Allow for a tolerance level of 1 inch

Ladies Hooded Sweatshirt

SizeChest WidthShirt LengthSleeve Length
S20 in26 in32 in
M22 in27.5 in33 in
L24 in28 in34.5 in
XL26 in29.5 in35.5 in
2XL28 in30 in37 in
Note: Allow for a tolerance level of 1 inch

Ladies Tank Top

SizeChest WidthShirt Length
S15 in27.56 in
M16.1 in27.95 in
L17 in28.35 in
XL18.1 in29.13 in
2XL18.9 in29.53 in
Note: Allow for a tolerance level of 1 inch

Ladies V Neck T Shirt

SizeChest WidthShirt Length
S17.25 in25.5 in
M19.25 in26 in
L21.25 in27 in
XL23.25 in28 in
2XL25.25 in28.5 in
3XL27.25 in29 in
Note: Allow for a tolerance level of 1 inch

Youth T Shirt

SizeChest WidthShirt LengthSleeve Length
XS (4-5 years)16 in20.5 in13.5 in
S (6-7 years)17 in22 in14.5 in
M (8-9 years)18 in23.5 in15.5 in
L (10-11 years)19 in25 in16.5 in
XL (12-13 years)20 in26.5 in17.5 in
Note: Allow for a tolerance level of 1 inch

Mug

Twill Cap

360 CrownFront Crown
22.24 in12.6 in
Visor's LengthVisor's Width
6.69 in4.53 in
Note: Allow for a tolerance level of 1 inch

Tumbler

Cloth Face Mask

Baseball Jersey Shirt

SizeLengthBustShoulder
S29.92 in34.65 in14.96 in
M30.31 in37.8 in16.14 in
L30.71 in40.94 in17.32 in
XL31.1 in44.09 in18.5 in
2XL31.5 in48.03 in19.69 in
3XL31.89 in51.97 in20.87 in
4XL32.28 in55.91 in22.05 in
5XL32.68 in59.84 in23.23 in
Note: Allow for a tolerance level of 1 inch

Basketball Jersey Tank

SizeLengthBust
XS27.6 in39.2 in
S28.4 in40.8 in
M29.2 in42.4 in
L30 in45.6 in
XL30.8 in48 in
2XL31.6 in50.4 in
3XL32.4 in52.8 in
4XL33.2 in55.2 in
5XL34 in57.6 in
Note: Allow for a tolerance level of 1 inch

Basketball Suit

SizeLengthBustShoulderPant LengthsWaistHip
XS24.8 in36.22 in13.39 in18.11 in23.62 in38.58 in
S25.79 in37.8 in13.78 in18.9 in25.2 in40.16 in
M26.77 in39.37 in14.17 in19.69 in26.77 in41.73 in
L27.76 in40.94 in14.57 in20.47 in28.35 in43.31 in
XL28.74 in42.52 in14.96 in21.26 in29.92 in44.88 in
2XL29.72 in44.09 in15.35 in22.05 in31.5 in46.46 in
3XL30.71 in45.67 in15.75 in22.83 in33.07 in48.03 in
4XL31.69 in47.24 in16.14 in23.62 in34.65 in49.61 in
5XL33.07 in48.82 in16.54 in32.28 in36.22 in51.18 in
Note: Allow for a tolerance level of 1 inch

Hawaiian Shirt

SizeLengthBustSleeve
XS27.17 in37.8 in16.54 in
S27.95 in40.94 in17.32 in
M28.74 in44.09 in18.11 in
L29.53 in47.24 in19.09 in
XL30.31 in50.39 in19.88 in
2XL31.1 in53.54 in20.87 in
3XL31.89 in56.69 in21.65 in
4XL32.68 in59.84 in22.64 in
5XL34.25 in62.99 in24.02 in
Note: Allow for a tolerance level of 1 inch

A fashionable statement piece built around confidence, contrast, and competitive spirit, the Win Ugly Lose Pretty Shirts concept delivers a unique message through bold graphic apparel. Perfect for those who enjoy motivational phrases and standout casual clothing, this shirt design combines personality with a sporty-inspired attitude. Whether styled for daily wear, social events, or relaxed weekends, it provides a comfortable and expressive way to show determination, humor, and a distinctive fashion perspective while adding character to any wardrobe.

T Shirt:
  • Preshrunk t-shirt in 100% cotton.
  • Sport Grey:  90% US Cotton / 10% Polyester
  • Dark Heather: 50% US Cotton / 50% Polyester
  • Seamless twin needle 7/8" collar.
  • Taped neck and shoulders. Rolled forward shoulders for better fit.
  • Twin needle sleeve and bottom hems. Quarter-turned to eliminate centre crease.
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Hoodie:
  • 50% Cotton / 50% Polyester
  • Preshrunk fleece knit
  • Double-lined hood with colour-matched drawcord
  • Double-needle stitching at shoulder, armhole, neck, waistband and cuffs
  • Pouch pocket
  • 1 x 1 rib with spandex
  • Air jet yarns = softer feel and reduced pilling
  • Tear away label
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Sweatshirt:
  • 50/50 cotton/polyester
  • Heather Sport colors: 60/40 polyester/cotton
  • 1x1 rib with spandex
  • Air jet yarn for softer feel and reduced pilling
  • Double-needle stitching at shoulder, armhole, neck, waistband and cuffs
  • Fiber content varies by color, see color list for exceptions
  • Preshrunk fleece knit
  • Tear away label
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Zip Up Hooded Sweatshirt:
  • Material: 50% cotton - 50% polyester; fabric material may vary depending on color and size
  • Preshrunk fleece knit
  • Unlined hood with colour-matched drawcord
  • Double-needle stitching at shoulder, armhole, neck, waistband and cuffs
  • Metal zipper
  • Overlapped fabric across zipper allows full front printing
  • Pouch pockets
  • 1 x 1 rib with spandex
  • Air jet yarns = softer feel and reduced pilling
  • Tear away label
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Long Sleeve T Shirt:
  • 6 oz./yd² (US) 10.1 oz./L yd (CA), 100% cotton, 18 singles
  • Ash Grey: 99/1 cotton/polyester
  • Dark Heather & Safety colors: 50/50 cotton/polyester
  • Sport Grey: 90/10 cotton/polyester
  • Safety Green: Compliant with ANSI / ISEA 107
  • Double-needle bottom hem
  • Fiber content varies by color, see color list for exceptions
  • Rib cuffs
  • Seamless double-needle 7/8" collar
  • Taped neck and shoulders
  • Tear away label
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
V Neck T Shirt:
  • 153.0 G/SqM (White 144.0 G/SqM)
  • 100% Ring Spun Cotton
  • Eurofit - sleeker fit in shoulder and sleeve
  • Semi-fitted
  • High stitch density for smoother printing surface
  • 1.6 cm mitered v-neck collar
  • Taped neck and shoulders
  • Tearaway label
  • Rolled forward shoulder
  • Twin needle sleeve and bottom hems
  • Quarter-turned to eliminate center crease
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Tank Top:
  • Material: 100% cotton
  • Bound neck and armholes
  • Sideseamed
  • Double-needle bottom hem
  • Classic midweight fabric
  • Tear away label
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Ladies Long Sleeve T Shirt:
  • 153.0 G/SqM (White 144.0 G/SqM)
  • 100% Ring Spun Cotton
  • Fitted silhouette with side seam
  • High stitch density for smoother printing surface
  • Seamless twin needle 1/2" collar
  • Taped neck and shoulders
  • Tearaway label
  • Twin needle sleeve and bottom hems
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Ladies T Shirt:
  • 100% preshrunk cotton; Ash Grey 99% cotton, 1% polyester
  • 5.3 oz/sq yd
  • Cap sleeves
  • Classic midweight fabric
  • Double-needle sleeve and bottom hems
  • Fiber content varies by color, see color list for exceptions
  • Preshrunk jersey knit
  • Seamless double-needle 1/2" collar
  • Sideseamed
  • Taped neck and shoulders
  • Tear away label
  • Safety Green: Compliant with ANSI / ISEA 107
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Ladies Hooded Sweatshirt:
  • Material: 52% Airlume combed and ringspun cotton, 48% polyester; fabric material may vary depending on color and size
  • Printing technique: DTG
  • Twill-taped neck; Front pouch pocket, Dyed-to-match drawcord
  • 3-panel hood, rib-knit details at cuff hem
  • Colorfast; Shrink-resistant
  • Double-lined hood with colour-matched drawcord
  • Double-needle stitching at shoulder, armhole, neck, waistband and cuffs
  • Pouch pocket
  • 1 x 1 rib with spandex
  • Air jet yarns = softer feel and reduced pilling
  • Tear away label
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Ladies Tank Top:
  • 4.5-ounce, 60% combed ring-spun cotton, 40% polyester; fabric material may vary depending on color and size
  • Fitted silhouette with side seam
  • High stitch density for smoother printing surface
  • 1 1/2" straps for S - L // 1 3/4" straps for XL 2XL
  • Rib knit trim applied to neckline and armholes
  • Tearaway label
  • Twin needle bottom hem
  • Printing technique: DTG
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Ladies V Neck T Shirt: This womens v neck t shirt fits like a well-loved favorite, featuring a modern slim fit, short sleeves and superior Airlume combed and ring-spun cotton that acts as the best blank canvas for printing. Offered in a variety of colors. Features: Sideseamed. Slim fit. Fabrication:
  • Solid Colors - 100% Airlume combed and ring-spun cotton, 32 single 4.2oz.
  • Athletic Heather - 90% Airlume combed and ring-spun cotton, 10% poly
  • Dark Grey Heather - 52% Airlume combed and ring-spun cotton, 48% poly
Washing Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Youth T Shirt:
  • 100% Cotton
  • Seamless twin needle 3/4" collar
  • Taped neck and shoulders
  • Tearaway label
  • Twin needle sleeve and bottom hems
  • Quarter-turned to eliminate center crease
  • CPSIA Tracking Label Compliant
Care Instruction:
  • Machine wash at max. 30ºC/86ºF with short spin cycle, inside out with like colors
  • Do not use bleach
  • Do not iron
  • Do not dry clean
  • Do not tumble dry
Mug:Ceramic mug
  • Grip it and sip it. Personalize an mug with one of your favorite images. Full color imprinting, strong ceramic construction, and everyday convenience come together in one product.
  • High quality ceramic mug
  • Dishwasher safe
  • Microwave safe
  • Decorated with full wrap dye sublimation
Magic Mug
  • Ceramic mug decorated with full wrap
  • Graphic is revealed when hot water is added
  • Not dishwasher safe
  • Microwave safe
Twill Cap:
  • Our hats are available in a variety of colors and are suitable for both men and women. They provide excellent sun protection and are ideal for any outdoor activity! With adjustable snap back construction (one size fits all), everyone in your family can now wear these hats!
  • Add style and personality to your hat collection with a custom printed classic cap.
  • Constructed with 100% premium polyester that’s lightweight for maximum comfort and breathability.
  • Universal Fit: One size fits most with an adjustable snapback closure.
  • Printing technique: Sublimation
Care:
  • Do not bleach
  • Do not wash
Tumbler
  • Printed in the USA
  • Worldwide shipping
  • Print type: UV printing
  • Material: Stainless steel
  • Color: White background
  • Sizing: 12oz, 20oz, 30oz
  • Brand: Generic
Care:
  • Hand wash only with water and mild detergents
  • Can not be used in the dishwasher
  • Vibrant color reproduction
  • Lightweight and long-lasting
  • Double-wall vacuum insulation technology to keep the liquid temperature constant for several hours
  • Non-BPA, non-toxic
Cloth Face Mask: Constructed from a super soft polyester blend that is comfortable and won’t irritate your skin. Thickened filter material with double protection and multiple layer purification. Features adjustable ear loop buckles and an optional metal nose clip so you can find the perfect fit that suits your individual face shape. Machine wash with cold water and air dry.As this item became part of our daily lives we had to be sure that we make the best facemask possible.Our facemasks are decorated using the best and most sustainable technology in the market. Then lazer cut and sewed together -one by one- to ensure the best finishing touches.
  • Double Layer
  • Pocket for filter
  • Oeko-tex certificate
  • Eco-friendly print

4 reviews for Win Ugly Lose Pretty Shirts

  1. Ann Lindsay John (verified owner) –

    We had an amazing experience at Website your! Excellent service and selection. Thank you!

  2. Tyler Carolyn Meyer (verified owner) –

    Best experience possible on the market. Easy to use web-site, good prices, strongly recommended to all my friends.

  3. Zane Max (verified owner) –

    All good – love the product (and the presentation) and the delivery was nice and quick.

  4. Bryan Dylan (verified owner) –

    Great shirt. Great look. Many compliments.

Only logged in customers who have purchased this product may leave a review.

  • Production Time: All orders are processed within 2 - 4 business days. Particularly for 3D and All Over Print shirts, production time can be up to 7 business days.
  • Processing Time: It takes 1 - 2 days to ship your order to our warehouse, put your name and address on it and ship out.
  • Delivery Time: Delivery time is equal to production time plus processing time and shipping time depending on the region, country and shipping package.
  • Shipping Cost: 
    • The Standard shipping price is $4.99 (4-8 business days).
    • The Ground shipping price is $10.99 (3-6 business days).
    • The Fastship shipping price is $19.00 (2-4 business days).
    • International shipping price is $14.99 (2-3 weeks).
    • Order 2 items or $64.99 for our FREE SHIPPING (USA Only)
    • Please Note: Estimated delivery time does not include production time 2-7 business days.
    • Business days: From Monday to Friday excluding holidays.
  • Return & Exchange: If for some reasons you are not happy with your purchase, we will happily work with you to correct the problems. Items can be return/exchange and get Refund within 30 days of delivery date.
  • Tracking Number: When available, we will send you the tracking number with the confirmation email so that you can track the package online.
  • If you have problems with shipping please send to email: [email protected]
Win Ugly > Lose Pretty T Shirt Winning Ugly Is Better Than Losing Pretty Pinstripe Strong Jomboy Media Merchandise Joezmcfly
Win Ugly Lose Pretty Shirts
Original price was: $23.99.Current price is: $21.99.