Unfortunate Portrait | Humorously Drawn T-Shirts & Apparel

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DESIGNED BY HAND & shipped from Los Angeles

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Women's Best Sellers

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White t-shirt featuring the text "wintour sports" in blue at the top, with illustrations of five women in various fashionable outfits playing different sports.

White t-shirt featuring the text "wintour sports" in blue at the top, with illustrations of five women in various fashionable outfits playing different sports.

Wintour Sports Women's T-Shirt

White t-shirt with a colorful design that reads "pickleball." the letters are embellished with cartoon-style pickles playing pickleball, using paddles and balls.

Pickleball Women's T-Shirt

White t-shirt with a graphic of four dogs dressed in colorful haute couture dresses, topped by the pun "haute dogs" in black text.

Haute Dogs Women's T-Shirt

White t-shirt with "pit crew" printed in yellow. the shirt features illustrations of four dogs, each dressed in racing pit crew outfits, with various tools.

White t-shirt with "pit crew" printed in yellow. the shirt features illustrations of four dogs, each dressed in racing pit crew outfits, with various tools.

Pit Crew Women's T-Shirt

White t-shirt labeled "lucky shirt" displaying a collage of various symbols like a four-leaf clover, horseshoe, dice, and other items representing good luck.

Lucky Shirt Women's T-Shirt

White t-shirt with a design of two swings, one with a happy face and the other with a sad face, labeled "mood swings" above in blue text.

Mood Swings Women's T-Shirt

A white t-shirt laid flat with the text "designer tee" at the top, featuring rows of cartoon-style icons of various designers and their names beneath each icon.

Designer Tee Women's T-Shirt

White t-shirt with a colorful illustration showing seven diverse women in various cocktail dresses styled to look like different cocktails, with "cocktail dresses" written above.

Cocktail Dresses Women's T-Shirt

UNFORTUNATE PORTRAIT

Designs to make you and those around you smile.

Max, Unfortunate Portrait’s illustrator, was born and raised in Los Angeles, where he also hand-draws his artwork and apparel designs. His unique take on pop culture and high profile collaborations have been a catalyst in driving his success.

TOTE BAGS

VIEW TOTES

Dogs Tote Bag

Pittie Party Tote Bag

Beak Squad Tote Bag

Life is Herd Tote Bag

Stick Together Tote Bag

Stable Relationship Tote Bag

America Tote Bag

Cocktail Hour Tote Bag

100's of retail partners, including

Unfortunate Portrait

PLAYING CARDS

A set of custom playing cards spread out, each featuring unique, colorful illustrations of fashion items and logos from various brands.

A deck of cards in a clear plastic case with a blue cover labeled "u.p. unfortunate portrait designer deck," featuring stylized icons of a high heel and sneaker.

A set of custom playing cards spread out, each featuring unique, colorful illustrations of fashion items and logos from various brands.

A deck of cards called "u.p. unfortunate portrait" with its box and several cards displayed in front, showing quirky illustrations of different characters on each card.

Fashion Playing Cards

Five playing cards featuring illustrated characters: two of hearts with a stylish woman, jack of diamonds as a superhero, nine of clubs with catwoman, jack of spades as a masked hero, and five of clubs depicting a cheerful girl.

Five playing cards featuring illustrated characters: two of hearts with a stylish woman, jack of diamonds as a superhero, nine of clubs with catwoman, jack of spades as a masked hero, and five of clubs depicting a cheerful girl.

Hand-drawn illustration of ace ventura on a playing card, featuring him in a blue shirt and red pants, holding a bird, with the ace of diamonds symbols.

Unfortunate Portrait Playing Cards

Original artwork made by hand, printed in LA, with free shipping in the US