‘Happy Gilmore 2’ Celebrity Cameos: What You Need to Know About Travis Kelce, Eminem, and More.
Happy Gilmore 2 is a time warp for pop culture, tossing old and new together like a drive and a putt. First movie was a ‘96 VHS staple; now, decades later, we watch golf’s loudest underdog dust off his plaid pants and come back after his beloved Virginia is accidentally smacked away by a wild golf ball. Sandler is still a big, ungainly kid, now carting five kids and a spitting-cat back to tournaments. McDonald’s still a shark, and Stiller’s still a golf course orderly we probably wouldn’t trust with a paper cut.
Celebrity surprise donuts drop from the sky throughout the film, and here’s a short order of the stickiest ones.
- Bad Bunny The reggaeton titan rolls onto the fairway with a buzzcut and a smile big enough to sink a putt. He’s now three-for-three on Hollywood gigs, having jabbed a knife in “Bullet Train” and trains for “Caught Stealing” on August 29. He’s the cheerful dishwasher who becomes Happy’s caddy; their chemistry is cooler than a frozen towel on a 90-degree tee box.
- Benny Safdie The guy who directed Sandler to a pile of nerves and gems in “Uncut Gems” crashes back in like a jet ski. With a skinny tie, mad eyes, and a finger always pointing at the stock price, he howls his way through scenes as Frank Manatee, a cutthroat drink mogul who wants Happy to choke on electrolytes.
Travis Kelce
The Kansas City Chiefs tight end—currently dating Taylor Swift—drops in for a laugh as a rigid restaurant boss, the object of Oscar’s fantasy of being smeared in honey and served to a bear.
Please Don’t Destroy
The “Saturday Night Live” sensation keeps popping up: Martin Herlihy, offspring of co-writer Tim Herlihy, hurls insults as a weekend golfer who never lets Happy forget his age. Ben Marshall and John Higgins hover in the background, fully shirtless, as rowdy fans in a blink-and-you-miss-it moment—trust me, you’ll miss it.
Eric André and Margaret Qualley
Stand-up titan and star of “The Substance” show up as uninterested putters who find the burning end of a golf cart—driven by Happy under the influence—en route to the clubhouse.
Eminem, Post Malone and Kid Cudi
The trio swing by for quick, unforgettable vignettes: Eminem, sporting a bushy beard, jeers as Donald Jr.; Post Malone hams it up as over-the-top announcer DJ Omar Gosh; Kid Cudi plays a fed who finally catches up to Stiller’s character when the credits roll.
Guy Fieri
His street-casual swagger rolls in with a late-game cameo as a tourney suit who rallies the bleachers between putts, the same way he pulls lucky diners between fries.
Haley Joel Osment
The kid who spoke to dead people now checks in as Happy’s strutting tour nemesis, a peat moss-white grin and jaw-line crease, so good you forget the years.
Steve Buscemi
The hairline stays, the grin grows sideways; he’s the same backyard neighbor who keeps the circus inflatable out and tosses out a served-cold quirk or two.
Ken Jennings The quizmaster buzzes in as trivia ghost, assisting retirement-home bingo night, then swipes a lifeline out when the crowd autocompletes the “who flatten Hayden”.
Sean Evans from ‘Hot Ones’
Getting sauced, a manatee with a sports drink collar and a fresh coat of glitter, fields ten blazing truth bombs then halos-relays trivia courtesy of Bobby and Alix.
Marcello Hernández
The SNL star with the jingle-viral santo-track checks in, checks out, slack-stringing cousin-Nephew-Esteban like a warm empanada and disappearing in a thud of millennial giggle.
