Our man Shaq has made some “interesting” wagers in his time, for sure. Now, he’s not a big-time gambler like his friend Sir Charles, who talks about his gambling interests often. Still, Shaq’s had some fun along the way. This time however, he may be setting himself up for…. Well, see what you think.
Football season is almost here. Preseason games are underway. The Dallas Cowboys are gearing up for more than just another run at the playoffs. They’re set to face the Los Angeles Rams in preseason action this Saturday (as of this posting date), but the real fireworks start Week 1 — when they take on the Philadelphia Eagles in the very first game of the NFL season. And you know who’s already hyped? One of the Cowboys’ most famous (and tallest) superfans: Shaquille O’Neal.
On a recent episode of The Big Podcast, Shaq made it crystal clear — he’s “ride or die” for the Cowboys. And when Shaq says “ride or die,” he means it. He’s so confident in America’s Team taking down the Eagles that he made a bet with his co-host Adam Lefkoe: If Dallas loses that season opener, Shaq will wear a dress. Not just anywhere — but right outside his restaurant on the Las Vegas Strip.
Yep, you read that right. Seven-foot-one Shaquille O’Neal, in a dress, greeting people on one of the busiest streets in the world. If that visual alone doesn’t make you root for the Cowboys, nothing will.
Shaq wasn’t about to let the naysayers get in his head. Sure, the Eagles swept the Cowboys last season — but as Shaq reminded everyone, that was last season. New year, new game, new energy. And with Shaq backing you, how could the Cowboys not feel the love?



Of course, fans know that if the unthinkable happens and Dallas comes up short, Shaq will almost certainly turn the dress moment into pure entertainment gold. This is the man who’s turned everything from icy basketball interviews to DJ Diesel concerts into unforgettable moments. If he’s out there on the Strip rocking a gown, expect him to give the crowd a full-on character — maybe even one that ends up in a Papa John’s commercial.
The bet has already sparked plenty of laughs and debates among fans. Some are cheering for the Cowboys just to save Shaq from the wardrobe switch, while others admit they kind of want to see what his “dress game” looks like. Either way, the stakes are high — and hilarious.

For Shaq, it’s all in good fun. He’s been a loyal Cowboys supporter for years, and his playful, over-the-top challenges are part of what makes him such a beloved sports personality. Whether it’s on TV, behind the mic, or out in the public eye, he knows how to turn any moment into something people will talk about.
So mark your calendars — Week 1 can’t come soon enough. Either the Cowboys start the season with a massive win, or the world gets the ultimate Las Vegas street fashion show. With Shaq, you win no matter what.
