Unfortunate Portrait

Unfortunate Portrait brand image
Under the Radar
Trendiness score
Trendiness score
50 of 100
Popularity score
Popularity score
42 of 100
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Style keywords

Hand-drawn
Pop-culture
Humorous
Celebrity-portraits
Wordplay

About the brand

Unfortunate Portrait is a fashion brand founded by Max Dower, a former UCLA law student who transformed his spare-time doodling into a successful clothing line. The brand began as an Instagram account where Dower shared his hand-drawn portraits of celebrities, characterized by clever wordplay and humorous takes on pop culture. What started as silly drawings meant to make friends laugh evolved into a viral sensation, particularly after his piece 'The T Party' featuring Mr. T, Ice-T, and Pusha T was reposted by Pusha T himself. Dower chose to skip taking the bar exam to focus entirely on his growing business. The brand specializes in hand-drawn graphic tees that capture various lifestyles, celebrities, and subcultures with a unique blend of wit and artistic flair. High-profile collaborations and Dower's distinctive approach to pop culture commentary have been key catalysts in driving the brand's success in the competitive fashion market.

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What people are saying

Rent the Runway

Sure to get tons of compliments at the yoga studio, this chic jersey tee from Unfortunate Portrait is a punny essential.

Oct, 2025

Elaine Turner

Why we love Unfortunate Portrait: Unfortunate Portrait has become a beloved favorite for its distinctive and whimsical approach to fashion. The brand captures our hearts with its playful and irreverent designs that infuse humor into everyday wear.

Sep, 2025

TenereTeam

High-Quality Materials: Their products are made from 100% cotton, ensuring durability and comfort.

Sep, 2025

Anthropologie

Love the design of this T-shirt! Looks so fun and cute!

Mar, 2025

Anthropologie

The shirt is so cute and fits good. Lots of compliments. Fit is smaller than other shirts so size up off you like a loose fit.

Jan, 2025

TenereTeam

Unfortunate Portrait is a brand known for its hand-drawn, humorous, and pop culture-infused apparel, including t-shirts, hoodies, and accessories.

Sep, 2025

Anthropologie

I am usually between a M and a L--this shirt was super cute but extremely tight fitting and I ended up sizing up two sizes for a loose fit as pictured.

Jan, 2025

Anthropologie

Junior size small. Other than that very cute top. Fits very slim. I could've gone up two sizes.

Jan, 2025

Anthropologie

What a cute shirt! Sadly, I had to give it to my 11 year-old niece because it runs at least 2-3 sizes too small! The petite large was so tiny, I couldn't even get my arms in!

Apr, 2025

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