10 Vintage T-Shirts That Are Now Selling for Thousands of Dollars

Vintage T-shirts
Wealth Gang / eBay

Most people have a tendency to collect one thing or another, whether it’s vintage figurines, vinyl records, or retro kitchenware. If you’re thinking to yourself, “Eh, I don’t collect anything,” have you ever thought about looking in your dresser? Maybe — just maybe — some of your old T-shirts are worth a ton of money.

Whether they reference a popular concert or a pivotal moment in comic book history, vintage T-shirts can fetch thousands of dollars. We scoured eBay for some of these rare finds.

1. 1995 Movie Seven Brad Pitt Vintage T-Shirt

Brad Pitt Seven Movie T-shirt
GP_Kyoto.Japan/eBay
GP_Kyoto.Japan/eBay

Price: $82,289

Dubbed “super rare,” this vintage T-shirt of Brad Pitt’s creepiest movie is available for over $80,000. If you’ve seen Seven (or should we say, SE7EN), you know that purchasing this piece of clothing means you’re guilty of more than one of the seven deadly sins. Which, coincidentally, are listed on the back of the shirt.

2. Vintage Disney Donald Duck T-Shirt

Vintage 80s 90s Disney Donald Duck Large Tshirt
Burgian/eBay
Burgian/eBay

Price: $59,099

What are we missing here? This shirt is close to $60,000, but it seems pretty basic to us. Maybe Disney fans are willing to shell out the big bucks for this pre-owned top.

3. Vintage Rudy Promo Movie Shirt 1993

Vintage Rudy Promo Movie Shirt 1993
ifade4u/eBay
ifade4u/eBay

Price: $45,450

If you’re a fan of the movie “Rudy” and have tens of thousands of dollars to spare, maybe you could own this shirt? The simple gray tee features the movie’s name in all caps across the front, proving a product doesn’t have to be flashy to demand the big bucks.

4. Vintage Donnie Darko Evil Bunny Movie Promo T-Shirt

Donnie Darko vintage t-shirt
Kethdeals/eBay
Kethdeals/eBay

Price: $30,000

Was “Donnie Darko” a seminal movie from my childhood? Yes. Would I shell out $30,000 to own this T-shirt? Absolutely not, but that’s just me. I do love that the movie’s classic line, “Why are you wearing that stupid man suit,” is splayed across the front.

5. Harvard Veritas NutMeg Athletic Dept T-Shirt Vintage 1952

Harvard Veritas NutMeg Athletic Dept T Shirt Vintage Style 1952
Andrew Tom Store/eBay
Andrew Tom Store/eBay

Price: $20,000

Pretend you went to Harvard with this vintage collegiate tee that costs an entire semester’s worth of tuition. What, like it’s hard?

6. Vintage 80s Run DMC Adidas Tougher Than Leather Tour

Vintage 80s Run DMC Adidas shirt
The Captain’s Vintage/eBay
The Captain's Vintage/eBay

Price: $13,333

In the ’80s, Run DMC — and Adidas — were the epitome of cool. This shirt is from the Tougher Than Leather tour, which debuted in 1988.

7. Vintage Simpsons White T-Shirt

Simpsons Vintage T-shirt
iro11i11/eBay
iro11i11/eBay

Price: $10,000

The longest-running animated series has been on television since 1989; if it ever ends, the price of Simpsons memorabilia will likely skyrocket. But is this Simpsons tee, which depicts one of America’s most dyfsunctional families, worth $10,000? I guess the value is in the eye of the beholder.

8. Vintage Deadpool X-Force Shirt 1991

Vintage Deadpool Shirt
johnesullivan/istockphoto
johnesullivan/istockphoto

Price: $12,665

You can always count on Marvel memorabilia to command top dollar. This X-Force shirt commemorates Deadpool’s first comic appearance, and is printed on a Fruit of the Loom men’s T-shirt in size large. Bonus: This is an official eBay for charity listing, and a portion of the proceeds will go towards foster care.

9. Vintage Sprite Soda T-Shirt

Vintage Sprite T-Shirt
miagemma37/eBay
miagemma37/eBay

Price: $10,000

Sprite fans, would you spend 10 grand on a shirt to make your passion for the drink known? If so, there’s a shirt out there with your name on it.

10. Rare Vintage Jimi Hendrix T Shirt

Rare Vintage Jimi Hendrix T Shirt
aether_theory/eBay
aether_theory/eBay

Price: $10,000

Sure, it’s got some holes and some stains and is described as being “paper thin,” but this pre-worn shirt is a valuable collector’s item for Jimi Hendrix fans.

Author
Erin Kuschner

Erin Kuschner has spent the past decade as a writer and editor for both digital and print publications. Prior to joining Wealth Gang, she was a reporter and editor at Boston.com, Time Out Austin, and Time Out Los Angeles, and has written for the Los Angeles Times, the Boston Globe, Eater, and other publications.