Best Supreme Photo Tees: Our Top Picks Of All Time

If you’re looking for the best Supreme photo tees around, you’re in the right place.

Unlike some of the best Supreme collaborations, which often fill out a large part of each season’s collection, the brand has mostly stuck to just one photo tee release a year since the craze began in 2005.

This makes them some of the rarest and most coveted t-shirts out of all of Supreme’s items, especially as collectors eagerly await to find out which celebrity will be next to feature as part of this once-a-year special.

From rappers, showcased by this Gucci Mane tee, to country rock icons, evidenced by the Neil Young Supreme shirt, the list of celebrities photographed and printed is varied, so you never really know what’s coming next.

With Supreme’s photo tees being such an iconic piece of skateboarding history, we’ve rounded up a selection of our favourites based on their designs, rarity, and impact they had as a collector’s piece.

So, without further delay, let’s get into it…

Best Supreme Photo Tees

Best Modern Supreme Photo Tee – Supreme Rick Rubin Tee

Released as part of the AW21 collection, the Supreme Rick Rubin tee is one of the most recent drops on our list, but that doesn’t stop it from being considered one of the best.

The portrait photo is of the legendary record producer Rick Rubin, co-founder of Def Jam Recordings alongside Russell Simmons, and perhaps best known for his work on classic albums with the likes of the Beastie Boys, Jay-Z, and Slayer.

The shirt displays Rubin sitting with his legs crossed whilst wearing, as you’ll see with most photo tees, an original box-logo Supreme top as a link to the brand’s history.

Ultimately, we’re a big fan of this Supreme Rick Rubin tee because we feel its a great example of what the brand’s photo tees are all about – originality.

Best Classic Supreme Photo Tee – Supreme Raekwon Tee

Rick Rubin may be one of the most recent, but this Supreme Raekwon tee was the first and is therefore considered by many to be one of the best.

Released in 2005, the shirt features an image shot by Kenneth Capello of Wu-Tang Clan member Raekwon holding a ‘tickle-me’ Elmo whilst wearing the original box logo tee.

Accompanying him in the image is his bodyguard wearing a Supreme shirt and a New York Yankees baseball cap.

The Supreme Raekwon tee is also one of the rarest as Sesame Street’s legal team filed a lawsuit shortly after its release, which resulted in the instant removal of the merchandise, so only a handful were ever released.

Best Supreme Rapper Photo Tee – Supreme Gucci Mane Tee

Never one to shy away from controversy, Supreme released this Gucci Mane tee in 2016 whilst the Atlanta rapper was under house arrest.

Although controversial, Gucci Mane was the centrepiece of news at that time, with the term “Free Guwop” frequently used in support of the artist. Most notably, fellow Zone 6 native 21 Savage released an entire EP under the title “Free Guwop” in reference to Gucci Mane’s incarceration.

With so much hype surrounding the rapper at the time though, his photo tee unsurprisingly sold out in seconds, making it one of the most collectible Supreme items to this day.

Best Supreme Musician Photo Tee – Supreme Neil Young Tee

There are many reasons why we feel this Supreme Neil Young tee is one of the best; however, what particularly stands out about the shirt is the fact that Neil Young is one of the oldest celebrities to ever feature on a photo tee.

At 69 years of age at the time, Young’s inclusion went against the grain of what Supreme had put out previously, although this is what we think makes this photo tee so unique.

Also, in an interview with Supreme, Neil Young talks about his great respect for the younger generations, arguably Supreme’s target audience, and the kids of 2015 contributing to the future of the world as intelligent individuals.

As a result, we feel the meaning and individuality of this Supreme Neil Young tee make it one of the best from the brand’s range of musician-based shirts.

Best Supreme Photo Tee Of All Time – Supreme Kermit Tee

Deciding upon the best Supreme photo tee of all time is tricky as there have been so many iconic shirts released over the years, with honorable mentions including Kate Moss, Dipset, and Mike Tyson.

However, we feel this Supreme Kermit tee is up there as one of the best as its originality is arguably unrivaled by any of Supreme’s photo tees both past and present.

Rather than a real-life celebrity, Supreme opted to photograph one of the most beloved children’s television characters in Kermit the Frog for its 2008 release.

Shot by Terry Richardson, the image sees Kermit rocking the classic box logo shirt in what is perhaps one of the most recognisable photos in the history of streetwear.

All in all, we feel it’s definitely hard to look past this Kermit shirt when thinking about the best Supreme photo tees of all time.

Frequently Asked Questions About Supreme Photo Tees

A ton of questions usually pop up when searching for the best Supreme apparel and accessories, including their iconic photo tees.

Don’t worry though because we’ve answered some of the most commonly asked queries right here.

When Does Supreme Release Its Photo Tees?

As touched on in the intro, Supreme typically releases just one photo tee a year since the now iconic range began back in 2005.

For instance, Supreme’s 2022 Spring/Summer collection saw the reveal of this year’s Al Green photo tee, the only photo tee in the entire range.

As to when Supreme drops take place, you can usually find new releases on Tuesdays in-store and Thursdays online when in season. Between seasons or during some holidays there tend to be no Supreme drops.

New items are usually released at 11am EST, or 4pm BST if you’re from the UK. That said, we’d recommend signing up for Supreme’s newsletter to keep up-to-date with the latest drops.

Where Can You Buy Supreme Photo Tees?

Almost every Supreme clothing drop occurs in Supreme stores first, then online a couple of days later.

Although this is the most direct method and allows you to secure Supreme items for their retail price, it’s by no means the easiest.

Supreme drops are notorious for selling out fast due to hype around the brand, particularly its photo tees, so you’ll have to act fast to get to the front of the queue in order to secure your shirt.

Alternatively, you can buy Supreme items from resellers. It’s possible to do this directly through the reseller, or you can go through dedicated sites like StockX, which helps ensure the items you are purchasing are genuine through its authenticity process.

Does Supreme Restock Its Photo Tees?

On occasion, Supreme will restock items on its website, including photo tees; however, they rarely restock its most popular products which tend to sell out fast.

Supreme’s FAQ section suggests frequently checking back in if an item you’re looking for is not available at the time you were on the website.

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