Happy Gilmore 2 Style: How to Rock Retro ’90s Golf Fashion in 2025
It finally happened. After years of rumors (and Adam Sandler probably being too busy vacationing with his buddies), Happy Gilmore 2 has landed on Netflix. And just like the original, it’s not exactly subtle — goofy comedy, golf course meltdowns, and a mountain of merch.
The sequel has already racked up 46.7 million views in its first month, proving our appetite for nostalgic sports comedies is alive and well. But with great power comes great… merchandising. Suddenly, every brand with a pulse is in the Happy Gilmore 2 business, pumping out hockey-stick putters, polos with Chubbs’ advice, and even golf balls that want you to “just tap it in.”
Is this clever marketing? A shameless cash grab? Honestly, a bit of both. What’s undeniable is that Happy Gilmore 2 has shoved golf fashion back into the spotlight — and if you want to rock the retro ’90s look in 2025, here’s how to do it without looking like a lost extra.
Finding Your Inner “Sandlercore”
Remember when oversized golf shirts looked like Dad’s closet rejects? Well, Gen Z has rebranded it as Sandlercore. Adam Sandler, in his famously roomy, colorful shirts, has become a surprising fashion muse. While promoting Happy Gilmore 2, he’s been spotted in Sunday Swagger polos — and TikTok is eating it up.
Naturally, Sunday Swagger leaned in with the “Gold-Jacket 3-Pack,” a trio of bright shirts for $240. Because nothing says commitment like dropping two Benjamins to look like Adam Sandler in 1996.
And it doesn’t stop there. Sandler finishes the look with BluBlocker Colorvision 88 sunglasses ($48), giving you that perfect squint while you debate smashing it onto the green or laying up. Comfortable, garish, and oddly stylish: welcome to Sandlercore.
For more takes on how Happy Gilmore 2 is influencing golf style, check out the GolfPass August 2025 Gear Report, which dives into the film’s fashion impact.
Happy Gilmore 2 Gear That’s Actually for Golf (Mostly)
Sure, the fashion is fun, but some of the merch is designed for people who actually play golf.
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Odyssey’s hockey stick putter sold out instantly, proving that nostalgia and golf tech are a dangerous combo. If you missed it, Swag Golf’s Rewind x Happy Gilmore Putter is waiting for you — at $400, because irony isn’t cheap.
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Callaway joined the frenzy with special edition Happy Gilmore 2 Chrome Tour golf balls ($59.99). Will they shave strokes off your game? Probably not. Will they make you grin while digging them out of a bunker? Definitely.
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Swag Golf headcovers start at $60 and feature everyone from Shooter McGavin to Happy’s gator-wrestling mentor Hal. They’re playful, over-the-top, and perfect for announcing that you take your golf game seriously — but not that seriously.
Men’s Health also spotlighted these launches in their Happy Gilmore 2 golf gear roundup, highlighting just how fast brands jumped on the hype train.
Wear Your Happy Gilmore 2 Fandom on Your Sleeve
Want to join the trend without ever swinging a club? Apparel brands have you covered — literally.
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Breakfast Balls dropped polos with quotes like “It’s all in the hips” and tributes to Chubbs ($72 each). Perfect for the golfer who wants to quote Sandler while draining a putt.
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Boston Bruins jerseys are back in circulation thanks to Fanatics. At just over $100, it’s both a nod to Happy’s roots and a perfect uniform for screaming at a rogue clown statue.
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Mitchell & Ness caps offer a subtle Bruins reference, while Timberland 6-inch boots (just under $200) deliver movie accuracy for stomping the course after a missed putt. Functional? Yes. Fashionable? Weirdly, also yes.
Why Happy Gilmore 2 Fashion Works in 2025
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Nostalgia is profitable. We’re in a cultural moment where the ’90s are chic again, and Happy Gilmore 2 hit the vein perfectly.
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Golf is cool (again). Once seen as stiff, golf now has influencers, TikTok virality, and bold fits.
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High/low styling feels fresh. Mixing novelty pieces with performance gear is modern streetwear logic applied to the fairway.
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Merch saturation. From Callaway balls to Sunday Swagger polos, the sheer visibility of the gear makes adopting the look feel natural.
Final Takeaway: Should You Buy Into the Hype?
The sheer volume of Happy Gilmore 2 merchandise is a spectacle in itself. It’s hilarious, slightly absurd, and a testament to the film’s enduring cult status.
Whether you’re grabbing a $400 putter, a $72 Chubbs polo, or just a Bruins hat, there’s no denying the merch is fun. The trick is balance: one bold statement piece at a time, paired with modern cuts and fabrics. That way, you look like a fan — not a cosplay golfer stuck in 1996.
So go ahead, treat yourself. Just remember: it’s all in the hips… and the shopping cart.
