Who Had the Best NBA Playoffs Tunnel Fits of 2025?
The 2025 NBA Playoffs gave us unforgettable moments on the court—but the real runway was the tunnel. Each arrival became a statement. Players came dressed not just to win the game, but to own the conversation. This wasn’t about dressing up—it was about showing up, and showing out.
And this year? The fits didn’t disappoint. From luxury tailoring to streetwear stunts, from legends to influencers, this playoffs season reminded us that the tunnel is no longer a sideshow—it’s the show.
Let’s break down the 10 looks that defined the culture.
June 12th. Written by Ryan Packer|Editor and Chief of PlannMagazine1. Tyrese Haliburton — The Luxury Leap
Team: Indiana Pacers
Fit Highlight: A sharp black Comme des Garçons suit with white button detailing and custom loafers.
Why It Worked: Tyrese leveled up. Under stylist Olivier Rogers, he traded graphic tees for high fashion minimalism. It wasn’t loud, it was intentional—and it marked his evolution from promising guard to a full-blown brand. This wasn’t just a fit. It was a rebrand in motion.
2. Shai Gilgeous-Alexander — The Runway King
Team: OKC Thunder
Fit Highlight: Canadian tuxedo with Realtree camo gloves and Shai 001 sneakers.
Why It Worked: Shai doesn’t wear clothes—he makes cultural moments. Whether it was oversized silhouettes, bold fabrics, or unexpected accessories, each tunnel fit this postseason was a calculated risk that paid off. He's not just the best-dressed man in basketball—he's the most unpredictable.
3. Kai Cenat — The Cozy Flex
Courtside Presence: Game 2
Fit Highlight: Graphic tee with an icy pendant, olive green cargo leather pants, flannel wrapped around the waist, tan Chrome Hearts Uggs, and a furry trapper hat.
Why It Worked: Kai didn’t come to overdo it—he came to be him. This look was YouTube fame meets cozy couture. Between the playful layers, luxury boots, and the oversized hat that screamed “I don’t care and that’s the flex,” Kai proved that influence isn’t just about views—it’s about comfort, confidence, and knowing your lane. He dressed for the culture, not the critics.
4. Timothée Chalamet — The Courtside Cosplayer
Team: Knicks Fan / Tunnel Scene Disruptor
Fit Highlight: Vintage Knicks warmup set in orange and blue, paired with white wraparound shades, a subtle chain, and a pair of chrome heart timberland boots.
Why It Worked: Timothée didn’t just show up—he committed. The full throwback team tracksuit was part cosplay, part cool kid rebellion, and 100% viral bait. It felt ironic, nostalgic, and fashion-aware all at once. This wasn’t just about supporting the Knicks—it was about becoming them. Bonus points for matching fits with Kylie without looking forced. He turned the tunnel into his own indie film premiere.
5. Bennedict Mathurin -The Elevated Executive
Team: Indiana Pacers
Fit Highlight: Double-breasted checkered blazer, white dress shirt, black tie, dark flared trousers, and black leather shoes. Finished with all-black frames.
Why It Worked: Bennedict pulled up looking like he had a board meeting and a playoff game. The tailoring was sharp, the vibe was grown, and the silhouette gave quiet authority. It’s a subtle power move—a reminder that not every tunnel fit needs sneakers and streetwear. Sometimes, looking like the CEO of your own legacy is the real flex.
