During his career as a baseball superstar, Derek Jeter met and became friends with many celebrities and idols. The legendary New York Yankees shortstop mingled with some of the elite while rising to that status himself. Furthermore, he built strong bonds with some of those celebrities over the years.

Tonight Show host Jimmy Fallon is one of those close friends. Jeter and Fallon have known each other for nearly two decades, having first met when the Yankee star was rising. The Tonight Show host recently relived an iconic 20-minute outing with the legendary shortstop.

Jimmy Fallon spent $4000 during a club outing with Derek Jeter

Derek Jeter and Jimmy Fallon are close friends that go way back. But the Tonight Show host was left regretting picking up the bill during a club outing many years ago. Fallon recently shared a story of a 20-minute club outing he had with Jeter, where he ended up paying $4000. The Tonight Show host relived the moment during a recent appearance on The View. 

While on The View, Fallon said, “I went to a club with Derek Jeter, I don’t go to clubs. And so I go to a club and there’s this thing called bottle service. Where you sit at a table, they bring you bottles and you pour your own cocktails, and you pay extra money for this.” He then said, “I didn’t even quite understand this, I’m sitting there for about 20 minutes. Derek goes to the bathroom, I go ‘I’m gonna leave guys, I’ll I’ll pay for this’. But everyone was grabbing my hand like slow motion like, ‘No. Don’t. He’s a New York Yankee, he makes so much more money than you.’ I go, ‘I, I can handle this’. So, I get the bill. The bill, I’m not kidding, is like $4000. I was there for 20 minutes!” 

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Fallon has long been a New York Yankees fan and was even present for Derek Jeter’s last home game. In fact, Jeter even recalled the Talk Show Host’s funny mannerisms during the game, trying not to insult him. But Fallon once had to go against his Yankees fandom for a role.

Jimmy Fallon played a Boston Red Sox fan in a movie

Jimmy Fallon is a famous talk show host and has acted in some movies as well. For the movie Fever Pitch, that released in 2005, he played the character of Ben a Boston Red Sox superfan. It was difficult for Fallon, considering his status as a New York Yankees fan and the fabled Yankees-Red Sox rivalry. 

Watch this story: From Babe Ruth To Derek Jeter: New York Yankees Icons Whose Jersey Number Has Been Retired 

But he put aside his issues and did the role anyway. This would’ve been difficult for a diehard Derek Jeter and Yankees fan. What do you think of Jimmy Fallon recalling his $4000 club trip with Derek Jeter? Please share your thoughts in the comments below!