Baseball legend Derek Jeter was always known to have a calm demeanor. The former Yankees’ shortstop has always wanted to keep his professional life separate from his personal life. And to an extent, he was quite successful at that. But loopholes are always present, and stories about his personal life did end up getting covered by the media.

Before finally settling down with supermodel Hannah Davis; the former athlete was known to be a playboy considering the number of women his name got linked with. Soon after retiring from Major League Baseball, the former shortstop outdid the Oscar winner, Hollywood icon Leonardo DiCaprio at a Miami Party.

What did DiCaprio do that Derek Jeter outdid?

In early December 2014, the Hollywood actor had an all-night Art Basel party, and he left the Miami nightclub with around 20 women. Just a couple of weeks after this happened, the alleged playboy Derek Jeter outdid The Wolf of Wallstreet actor at a party in New York.

To watch a football game, Jeter rented out Arthur lounge inside the Meatpacking District’s Chester restaurant. Per brobible.com, Jeter was not alone in the lounge. He was with 30 other girls in an open bar.

Apparently, the former New York Yankees’ shortstop did not spend his time with any specific woman, but “he was definitely having fun.”

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An eyewitness to the whole event said that the athlete had a great time. He danced, mingled with the girl, was in a great mood, and was pretty relaxed as well.

When did the days of being a playboy end for Jeter?

At the time this party happened, the rumors of him getting engaged to Davis were already going around. But nothing got confirmed until the next year (2015) in November.

Watch this story: From Mariah Carey to Lara Dutta: Derek Jeter’s star studded dating history

After dating Hannah for a few years, Jeter got engaged and finally tied the knot with Davis in July 2016. It has been over six years since Jeter married Hannah.  The celebrity couple has three lovely daughters together.

What is your take on Derek Jeter’s clean personality despite dating quite a few women before getting married?