# The 13 Most Stylish Athletes of the 1990s

> Denim shorts on a tennis court, green hair on a basketball court. The decade athletes started dressing like the main event.

*By YPB Team · Published August 23, 2026 · https://youpick.best/ranking/the-13-most-stylish-athletes-of-the-1990s*

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## Current results (no votes yet)

1. **Dennis Rodman** — score 1000/1000
   Changed his hair colour more often than his jersey number.
2. **Allen Iverson** — score 700/1000
   Brought cornrows, sleeves and streetwear into the NBA at the end of the decade.
3. **Steffi Graf** — score 667/1000
   Understated, all business, and unmistakable on a baseline.
4. **Andre Agassi** — score 577/1000
   Denim shorts, neon, a mullet and a pirate bandana, all on a tennis court.
5. **Gabriela Sabatini** — score 500/1000
   A tennis star whose name ended up on a perfume bottle.
6. **Shaquille O'Neal** — score 500/1000
   Turned being the biggest man in the room into a look.
7. **Mike Tyson** — score 409/1000
   Black trunks, no socks, and a ring walk nobody else could copy.
8. **Deion Sanders** — score 300/1000
   Played two professional sports and dressed like he owned both.
9. **David Beckham** — score 300/1000
   A footballer whose haircut was news by 1998.
10. **Venus Williams** — score 300/1000
   Arrived in the late 1990s with beaded braids and a huge serve.
11. **Anna Kournikova** — score 300/1000
   The most photographed player in 1990s women's tennis.
12. **Eric Cantona** — score 300/1000
   Played with his collar turned up and made it a signature.
13. **Penny Hardaway** — score 167/1000
   His Nike signature shoes were as famous as his passing.

Tags: fashion, sports, 90s