Taylor Fritz stepped onto Arthur Ashe Stadium on Tuesday night for what could have been a career-defining moment.
The American, ranked No. 4, was preparing to face tennis legend Novak Djokovic in the US Open quarterfinals, a stage every player dreams of.
Amid the excitement, though, a small wardrobe mishap stole a bit of the spotlight.
The Upside-Down Headband Incident
As Fritz got ready in the locker room, he accidentally put his headband on upside down.
A simple mistake, but one that made the “BOSS” logo nearly impossible to read on camera.
For a brand eager for prime-time exposure, it was a less-than-ideal moment.
The incident quickly caught the attention of fans and social media, with jokes flying about whether it was intentional or just bad luck.
Some even suggested that BOSS could turn the mishap into a marketing opportunity by producing upside-down hats if Fritz had won the match.
A Tough Match Against Djokovic
Unfortunately for Fritz, the night didn’t improve on court.
He battled hard, even claiming the third set in a late push, but Djokovic ultimately dominated the match in four sets.
This marked Fritz’s 11th consecutive loss to the Serbian star, a daunting streak he has yet to break.
Despite the defeat, reaching the quarterfinals was a solid achievement.
Fritz had quietly navigated his way through the tournament, only facing one seeded player, Tomas Machac, before the showdown with Djokovic.
This was also the first time he played on the main Arthur Ashe court at the US Open this year—a big step up in pressure and visibility.
Morgan Riddle’s Stylish Presence
Adding a human touch to the story, Fritz’s girlfriend, Morgan Riddle, was courtside, dressed impeccably in a blue jumper.
She kept the energy high, cheering for Fritz with fist pumps and showing off her perfectly done red nails.
Some observers couldn’t help but note the contrast between her flawless style and Fritz’s headband slip, joking that he might have benefited from her pre-match fashion advice.
Looking Ahead
For Djokovic, the win keeps him on track in pursuit of another major trophy.
Meanwhile, Fritz will need to regroup and reflect on a strong US Open run, while hoping that future wardrobe choices don’t steal the spotlight next time.
As for the US Open, it continues to deliver drama both on and off the court, with players, fans, and even fashion headlines keeping everyone talking.