Leonardo DiCaprio, 45, Parties 'Til 6 A.M.' With 24-Year-Old Kendall Jenner

Leonardo DiCaprio is back in the news. The Oscar winner was spotted hitting up E11even megaclub in Miami last night, with the 45-year-old definitely mingling with Hollywood's finest.

Leo is reported to have partied until 6 AM with 24-year-old Kendall Jenner, 24-year-old Gigi Hadid, plus 23-year-old Bella Hadid. Page Six reported The Revenant actor's club arrival to be at 4.30 a.m. following his attendance at Art Basel Miami's VIP preview. No mention of DiCaprio's 23-year-old girlfriend Camila Morrone was made in the report.

If you're pining for photos of Hollywood's pretty boy-turned-megastar canoodling with Kendall and the Hadids, you're out of luck. That said, Page Six's report did let fans know a few details.

Sources report Leo having partied with a crowd of approximately 50 persons, with the supermodel trio also joined by Leo's friend Helly Nahmad.

Vodka and Don Julio 1942 were reportedly "sipped," with DiCaprio and Jenner leaving separately. Leo left first at 6 a.m., with Kendall and her squad leaving even later at around 6.30 a.m.

Leonardo comes with somewhat of a reputation. The actor seems to have dated half of Victoria's Secret catalog over the past few decades: Gisele Bundchen was Leo's most high-profile girlfriend in a relationship that lasted 5 years, but the 2000-2005 romance wasn't Leo's only model one.

DiCaprio has dated Tonin Garrn, Bar Refaeli, and Nina Agdal among others, per Elle. His current lady? Twenty-two-year-old Camila Morrone. The Argentinian model and actress is Al Pacino's stepdaughter. Her Instagram is a low-key and low-frills affair. Think #nomakeup and bedhead looks over Kardashian glam. The couple tends to duck the cameras, although they're going steady.

Gettyimages | FRANCK FIFE

Camila has faced scrutiny over being a whopping 23 years younger than her man. Speaking to the Los Angeles Times, Camila aired her thoughts.

"There's so many relationships in Hollywood⁠ — and in the history of the world⁠ — where people have large age gaps. I just think anyone should be able to date who they want to date," she stated.

That said, Morrone, did reveal that she "probably would be curious too" regarding the two decade-plus age gap.

The two have been an item since 2017. DiCaprio doesn't feature on Camila's Instagram, although clearly, he does in interviews.

If you Insta-stalk Kendall (don't deny it), you'll have noticed her super-handsome "non-boyfriend" Fai Khadra. The Middle-Eastern model and singer was Kendall's date for Justin Bieber and Hailey Baldwin's wedding, although his appearance on Jenner's feed didn't come as an isolated event.

Kendall has posted snaps of herself with Kim Kardashian's kids and captions joking about her and Fai having kids. Then again, she's also shot down rumors that the two are romantically involved. Fai is followed by Kendall and younger sister Kylie Jenner on Instagram.

Leonardo has toned it down. If you spent the early 2000s checking tabloids and paparazzi images, you'll have gotten used to Leo, his yachts, and his bevy of bikini-clad women.

The actor may be dating a model (and apparently hanging out with three in one go), but his image does appear to have somewhat shifted from wild child to the bundled-up man we're now seeing in a serious and committed relationship.

Kendall's fans are likely somewhat younger than Leo's core fanbase. Still, with both of these famous names in one headline, last night's shenanigans are likely to get a fair few people talking.