Leonardo DiCaprio and Tom Brady party together at star-studded Art Basel Miami bash

Leonardo DiCaprio and Tom Brady were flocked by a bounty of beauties at Wayne and Cynthia Boich’s ridiculously star-studded private mansion party celebrating Art Basel Miami on Friday night.

“Leo and Tom were letting loose at a back table at the party,” a partygoer tells Page Six of Boich’s exclusive waterfront fête where Snoop Dogg and Lil Wayne performed.

“They were both dancing to the music and all these beautiful women were surrounding Tom.”

Another source added that the former NFL star looked like he was “on the hunt” for a lady and the “Killers of the Flower Moon” actor was “basically a wingman” for the retired quarterback.

“They didn’t have to lift a finger,” the second source added, explaining that women were bee-lining for their packed table all night.

Tom Brady and Leonardo DiCaprio hit Wayne and Cynthia Boich’s exclusive mansion party celebrating Art Basel Miami on Friday night. Page Six
“Leo and Tom were letting loose at a back table at the party,” a source tells Page Six. Page Six
Brady and DiCaprio were both flocked by models. Page Six

And a little rain didn’t stop Brady, 46, and the Hollywood star, 49, from keeping the night going.

“All of a sudden, it started raining and Leo and Tom stayed at their table and just looked like they were having an amazing time while other guests sought shelter inside Wayne’s house,” the partygoer said.

At one point, Brady was seen laughing and smiling while DiCaprio, wearing his signature black baseball hat, closely chatted in a corner with Sean Penn.

The actor was seen chatting with Sean Penn. Page Six
DiCaprio wore his signature black baseball cap. Page Six
The retired NFL star was dressed casually in a black zip-up. Page Six

We’re told DiCaprio, who usually keeps a low profile, was a “total social butterfly” and was seen flitting around the party to schmooze with other celebrities and attendees.

“Leo looked like he was having the best time ever,” a spy tells us.

DiCaprio and Brady both stayed at the party until well after midnight before making their exit.

Meanwhile, Snoop, 52, was seen decompressing with a smoke session at the back of the party after performing for nearly an hour for the intimate crowd. He belted out several of his hits, including “Gin and Juice,” “Drop It Like It’s Hot” and “Young, Wild & Free.”

Lil Wayne performed some of his biggest hits. Page Six

Lil Wayne, 41, then took to the stage and rapped an impressive set featuring songs “Lollipop,” “A Milli” and “6 Foot 7 Foot.”

Other stars spotted at the A-list soirée included Dwyane Wade, Venus and Serena Williams, Cindy Crawford and husband Rande Gerber, Corey Gamble, Tyga, Jimmy Butler, Victor Cruz, Lindsey Vonn and boyfriend Diego Osorio, AE Edwards, Harvey Spevak, Noah Tepperberg and wife Melissa Wood and Google co-founder Sergey Brin.

As Page Six reported on Friday, Brady is “dating around” and keeping his options open after his short-lived fling with Irina Shayk.

Snoop Dogg was seen taking a smoke break after performing. Page Six

Brady and Shayk, 37, both attended DiCaprio’s Re:Wild event at the Superblue Museum on Thursday night.

“Brady was at the party briefly and he said hi to her, but he also said hi to a lot of other people,” a spy said.

The duo sparked dating rumors in May but things fizzled after less than four months together due to conflicting schedules. The former quarterback’s short chapter with the supermodel was his first public relationship following his October 2022 divorce from Gisele Bündchen.

A source told Page Six that Brady is dating around. Getty Images for Best Buddies
He had a short fling with Irina Shayk but things recently cooled off for the pair. irina shayk / Instagram
The former quarterback and Shayk both attended DiCaprio’s private party on Thursday. irina shayk / Instagram

Brady and the former Victoria’s Secret model, who were married for 13 years, share two kids: Vivian, 11, and Benjamin, 13. The athlete also shares son Jack, 16, with ex Bridget Moynahan.

Meanwhile, DiCaprio is seemingly off the market now that he’s getting serious with Vittoria Ceretti.

He and the Italian model, 25, have been romantically linked since they were seen making out on the dancefloor in Ibiza, Spain, in August.

DiCaprio is currently dating Vittoria Ceretti. Getty Images for Re:Wild
The Italian model has been linked to DiCaprio since the summer. Vittoria Ceretti / Instagram

“They’ve been spending quite a bit of time together over the past few months, and they’re enjoying getting to know one another on a deeper level,” an insider told Page Six in September while confirming their relationship.


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Ceretti has already met DiCaprio’s mom and the “Titanic” alum was seen spending Thanksgiving with her family in London last month.

DiCaprio spent time with Ceretti’s family last month. Getty Images for Balenciaga

The Oscar-winner, who was seen eyeing art pieces at the convention center earlier this week, most recently dated Gigi Hadid following his August 2022 breakup with his girlfriend of four years, Camila Morrone. 

Interestingly, Hadid, 28, has recently sparked dating rumors with Shayk’s ex-partner, Bradley Cooper.

Shayk and the “Maestro” actor, 48, were together for four years before splitting in June 2019 and continue to co-parent their 6-year-old daughter, Lea De Seine.

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Leonardo DiCaprio, model Vittoria Ceretti make out in Ibiza club

Leonardo DiCaprio was seen locking lips with his rumored love interest Vittoria Ceretti during a late-night party at a club in Ibiza, Spain.

In video exclusively obtained by Page Six, the 25-year-old model is seen making out with the 48-year-old “Titanic” star, whose back is up against the wall of the Hï Ibiza club at around 4:30 in the morning on Aug. 9.

DiCaprio was dressed inconspicuously in his usual black baseball cap and black T-shirt ensemble.

Ceretti, for her part, had her hair slicked back in a ponytail and wore a sparkly one-shoulder top that reflected off of the club’s LED lights.

The pair were making out for a few seconds in the corner as EDM music blasted all around them.

The video then pans over to the crowd and back again to the “Wolf of Wall Street” star and the Italian stunner, who seductively dances on him.

Leonardo DiCaprio and Vittoria Ceretti were spotted kissing at a club in Ibiza, Spain.
Cobra Team / BACKGRID
The dimly lit makeout session took place on Aug. 9.
Cobra Team / BACKGRID
Ceretti is seen in video obtained by Page Six pushing DiCaprio up against a wall to give him a smooch.
Cobra Team / BACKGRID

Page Six has reached out to reps for DiCaprio and Ceretti but did not immediately hear back.

Just hours prior to the PDA-packed romp at the discotheque, the “Once Upon a Time in Hollywood” star spent a day on a yacht in Formentera, Spain, with two other bikini-clad beauties.

He was photographed on Aug. 9 sailing the Mediterranean Sea with “Love Island” star Arabella Chi and another gal pal, who both wore matching animal-print swimsuits.

During DiCaprio and Ceretti’s night out, they were also seen dancing.
Cobra Team / BACKGRID
The pair appeared to be having a good time together.
Cobra Team / BACKGRID

His longtime friend Tobey Maguire and British Vogue editor Edward Enninful were also aboard the yacht.


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It is unclear when DiCaprio met Ceretti, but they were seen hanging out for the first time together a few weeks after the “Don’t Look Up” star’s Spanish escapades.

DiCaprio has not publicly addressed whether he is dating Ceretti.
WireImage

DiCaprio took his rumored fling out for an ice cream date on Aug. 22 in Santa Barbara, Calif.

They were photographed going for a stroll together at the time, while they each took a bite of their sweet treats.

An eyewitness claimed that they noticed a “vibe” between the two and added, “The way they were talking to each other. … You could feel the energy.”

Ceretti married a DJ from New York in 2020.
Getty Images

DiCaprio’s last relationship was with Camila Morrone, whom he dated for four years.

He was also romantically linked — off and on — to supermodel Gigi Hadid, but the fling was casual and not exclusive.

Meanwhile, Ceretti married DJ Matteo Milleri in 2020. It’s unclear whether they have separated or are divorced.

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Leonardo DiCaprio, Martin Scorsese Talk Killers of the Flower Moon at CinemaCon, Reveals First Footage

Martin Scorsese unveiled the first footage from his film Killers of the Flower Moon Thursday at CinemaCon, where his lead actor Leonardo DiCaprio and pop superstar Rihanna were among the surprise guests. Dark Western Killers is Scorsese’s sixth movie with DiCaprio, and his tenth with Robert De Niro — but the first time the legendary director has ever brought his go-to A-listers together.

A true story of greed, love and murder set in the 1920s, when members of the newly oil-rich Osage Nation in Oklahoma began dying and disappearing in mysterious circumstances, the twisty crime drama hits theatres in October. Footage played at the movie industry summit in Las Vegas showed DiCaprio’s Ernest Burkhart in a romantic relationship with a Native American woman (Lily Gladstone) while seemingly caught in the middle of brutal conflict between the Osage and encircling oil-hungry white capitalists.

De Niro plays William Hale, who is seen conspiring with Burkhart, while Jesse Plemons appears as lawman Tom White, sent from the newly formed Federal Bureau of Investigation (FBI) to investigate the murders. Originally, DiCaprio was set to play White, but after spending time with the Osage, he and Scorsese decided to make a ‘big change’ to the script, and center the movie less on the FBI and instead on Burkhart.

Scorsese said they were interested in exploring how “some of these people could have done what they did” to the Osage, and how they could rationalize violence — even against those they loved — by simply claiming: “It’s civilization. One group comes in, and another goes out.”

DiCaprio, hosting a Q&A with Scorsese, described the movie’s events as a “forgotten part of our past.”

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The film was shot at the true, real-life locations where grisly events took place, and Scorsese said the script was reworked until the last day of shooting, as he spent time with the Osage people and was anxious to ‘do right by them.’

“It was about immersing ourselves in that world,” said the New Yorker, despite the “110-degree heat” and the unsettling presence on the surrounding prairies of coyotes and wild horses. The film is adapted from David Grann’s acclaimed 2017 non-fiction book of the same name and will premiere at next month’s Cannes film festival.

Killers will be Apple‘s highest profile big-screen release yet, as the tech giant launches the film in theatres — a splashy launch that it hopes can consequently drum up interest in its Apple TV+ streaming platform. “I’m really thrilled to have a wide theatrical release before it becomes available at home,” said Scorsese, joking that small-screen viewing is only ‘ok’ by comparison.

Apple bought the film from Hollywood studio Paramount after the cost of the lavish, nearly three-and-a-half-hour production began to spiral to a reported $200 million (about Rs. 1,636 crore), and the two companies struck a deal to distribute the film to theatres.

Rihanna

Scorsese, director of Taxi Driver, Raging Bull, and Goodfellas, was awarded CinemaCon’s inaugural ‘Legend of Cinema’ award. DiCaprio said Scorsese’s work “will be revered for centuries and generations to come,” and that the 80-year-old director continues to “create vital cinematic experiences that are at the very pinnacle of artistic ambition and achievement.”

Scorsese used the occasion to call on owners of multiplexes to play ‘truly independent films’ alongside more mainstream fare. Earlier Thursday, Paramount presented footage from other upcoming films, including Mission: Impossible – Dead Reckoning Part One and Transformers: Rise of the Beasts.

Star Dominique Fishback told AFP the presence of more ‘Black and brown people’ and voices in Transformers would open up the seven-movie, billions-grossing franchise to “more and more hearts and households.” “It almost feels like we’re starting the franchise over,” said co-star Anthony Ramos.

The presentation featured a surprise appearance from pop superstar Rihanna, who joked that her newly announced role in The Smurf Movie would earn her ‘cool points’ with her children. The Barbados-born artist will voice the role of Smurfette, as well as write and sing original music and produce the film, out February 2025. “I tried to get the Papa Smurf part but it didn’t work out,” she joked on stage at Caesars Palace.

Animation means “I get to show up in my pyjamas in my third trimester and play a little boo badass.” said Rihanna, who is pregnant with her second child. “I hope this gives me a little bit of cool points with my kids one day. I’m just hoping.”


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Leonardo DiCaprio, Irina Shayk spend more time at Coachella

Getting serious.

Less than 24 hours after they were spotted at a Coachella party, Leonardo DiCaprio and Irina Shayk got together a second time to watch Frank Ocean perform on Sunday night.

The two, who had clearly come together to watch the singer’s set, interacted a couple of times and even hung out in the same social group.

The Russian-born model, 37 — who was rumored to be reconciling with her ex Bradley Cooper late last year — stunned in a black top with oversized gold hoop earrings.

She slicked her raven tresses back into a high ponytail as she stood in the crowd next to the “Titanic” actor, 48.

The pair were seen hanging out twice in the span of 24 hours.
BACKGRID

DiCaprio, on the other hand, kept a low profile in his go-to black cap while taking in the “Novacane” singer’s tunes.

The night before, the Oscar winner got cozy with the Victoria’s Secret model at Levi and Tequila Don Julio’s Neon Carnival.

The pair appeared to be joined by several friends, including model Stella Maxwell.

The actor seemingly turned his head to speak to the model.
BACKGRID
The two, who were with a group of friends, watched Frank Ocean’s set Sunday night.
Brian Prahl/MEGA

Reps for Shayk and DiCaprio didn’t immediately return Page Six’s requests for comment.

The mother of one’s last public relationship was with Cooper, whom she shares her 6-year-old daughter, Lea De Seine Shayk Cooper, with.

The former couple called it quits in 2019 after four years of dating.

They were seen the night before at a separate Coachella event.
Getty Images for Tequila Don Julio
The twosome seemed to be joined by several pals during their first outing.
Getty Images for Tequila Don Julio

However, sources told Page Six in November 2022 that the duo was “trying to get pregnant” with a sibling for Lea after they went on a family trip together.

“It was a real family getaway and they are considering getting back together. Irina would like her daughter to have a sibling,” the insider said at the time.


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The “Hangover” star, 48, purportedly felt the same way.

“He is on board to expand their family,” the source told us. “They are trying to get pregnant.”

Shayk shares a child with her ex, Bradley Cooper.
WireImage

Despite speculation, it seems a second baby isn’t on the way, although the exes remain amicable co-parents to their daughter.

As for DiCaprio, he split from his long-term girlfriend Camila Morrone last summer after four years of dating — and notably, after she turned 25 years old.

The Oscar winner has since been romantically linked to 27-year-old model Gigi Hadid.

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Megyn Kelly blasts Leonardo DiCaprio for ‘banging teenagers’

Megyn Kelly lashed out at Leonardo DiCaprio amid rumors that the 48-year-old star of Hollywood blockbusters like “Titanic” and “Wolf of Wall Street” was dating 19-year-old Israeli model Eden Polani.

“He’s just going to keep banging teenagers the rest of his life,” Kelly said during Tuesday’s broadcast of her SiriusXM podcast “The Megyn Kelly Show.”

Kelly’s show was taped before The Post quoted an insider who said that the two are not an item.

DiCaprio was recently photographed with the stunning beauty at a party in Los Angeles — setting off a whirlwind of speculation that the reputed lothario was going out with someone who only recently became a legal adult.

“He is now dating a teenager, literally a teenager,” Kelly fumed, noting that DiCaprio’s alleged cut-off age for girlfriends is 25.

“He’s in the news every week for how he won’t date anybody past age 25. If he does, it makes news…And now he’s actually gone down to a teenager,” Kelly said.


Kelly hit out at Leonardo DiCaprio for being “bloated.”
Getty Images for Turner

“She could literally be his daughter.”

Kelly also said the aging playboy “looks almost as bad as Madonna.”

“He is bloated — you could tell this guy partied a little bit too much,” Kelly said, before urging him to “step away from the booze.”


Sources close to DiCaprio and Israeli model Eden Polani, 19, have denied that they are an item.
edenpolanii/Instagram

Rumors of DiCaprio dating Polani ran wild on social media this week.
edenpolanii/Instagram

Kelly spared Polani any venom, saying: “She’s gorgeous. Okay, great. She’s a model, of course. They all are.”

But she said DiCaprio’s apparent willingness to stick to much younger women was “sad.”

“I feel like this guy from the rate of things is never going to know the joy of meeting somebody who he can fall in deep love with and build a family with,” Kelly said.

“He’s just going to keep banging teenagers for the rest of his life.”


Kelly urged the “Titanic” star to “stay off the booze.”
ABC via Getty Images

Kelly added: “It doesn’t strike me as something to emulate.”

DiCaprio has been linked to several models and actresses including Blake Lively, Bar Refaeli, Nina Agdal, Camila Morrone, and Gigi Hadid, among others. They all dated the actor when they were in their early-to-mid 20s.

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Leonardo DiCaprio, Timothée Chalamet hang at hot Los Angeles club

Hollywood’s two biggest stars — Leonardo DiCaprio and Timothée Chalamet — had dinner together at Los Angeles’ hottest private club on Wednesday night, sources tell Page Six.

The pair were photographed driving to West Hollywood’s Bird Streets Club — with DiCaprio, 48, behind the wheel and Chalamet, 26, in the passenger seat.

The duo previously starred together in the Netflix disaster comedy, “Don’t Look Up,” and Chalamet has previously said in a recent Vogue UK interview that DiCaprio has given him past career advice over the years, including, “No hard drugs and no superhero movies.”

Inside the starry haunt, we hear that DiCaprio and Chalamet enjoyed dinner together before they headed up to the club’s roof to join a larger group of friends, sources close to the stars confirmed to Page Six.

Leonardo DiCaprio and Timothée Chalamet starred together in “Don’t Look Up.”

Leonardo DiCaprio and Timothée Chalamet were spotted together.


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The insiders didn’t elaborate on what the thespians discussed at their powwow.

But DiCaprio has a reputation for picking the best projects in town — so we’d like to think he was giving the “Dune” star some more advice.

Chalamet has said that DiCaprio has given him career advice in the past.

DiCaprio had been spotted leaving the same club just a night earlier.


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DiCaprio had been spotted leaving the same club just a night earlier, and hopping into a car with Victoria Lamas, the 23-year-old daughter of Lorenzo Lamas. But sources told Page Six the pair had been at a “big group dinner” together, and “were also joined by a number of other people in the car.”

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Kenan Thompson Humiliates Leonardo DiCaprio With Sick Burn During Emmys 2022 Monologue

After a lackluster opening number that focused on interpretive dance, Kenan Thompson actually told jokes at the 2022 Emmys. Thompson took aim at Netflix’s flagging fortunes and Yellowjackets‘s relegation to Showtime, but he saved his biggest burn for Leonardo DiCaprio and his well-known penchant for only dating women under the age of 25.  For that last joke, Thompson roped in Euphoria star and Best Actress nominee Zendaya.

“Zendaya just turned 26 last week,” Thompson said. “26 is a weird age in Hollywood. I mean, you’re young enough to play a high school student, but you’re too old to date Leonardo DiCaprio.”  The crowd laughed at the joke as Zendaya put her head in her hands.

Thompson went on to crack a joke about Succession‘s extremely white cast — “Succession is the only show that’s got three brothers and no brothers.” — before making a jab at how long it would take Only Murders in the Building stars Steve Martin and Martin Short to get to the stage. (It’s an old age joke. Co-star Selena Gomez pouted and comforted Short, who was seated next to her.)

Other targets of Thompson’s impish humor included the streaming and premium networks whose presence has overcome the Emmys in recent years.

“A lot of the shows nominated for Best Drama were hard to watch. Stranger Things was hard to watch because it was so scary. Squid Game was hard to watch because it was so violent. And Yellowjackets was so hard to watch because it was on Showtime.” That last joke even got jokes from the Yellowjackets table.

But Showtime had it easy compared to Netflix, whose plummeting stock shares are clearly the talk of the industry right now.

“[Squid Game] is a contest you enter when you’re in massive debt and desperate for money. Joining the cast next season? Netflix.” Thompson said to muted laughter, which he ate up.

Later, after praising Abbott Elementary for their choice to donate their campaign funds to schools in need, Thompson quipped, “That’s what it’s all about. It’s about helping those in need. That’s why all my salary from tonight’s show is going straight to Netflix.”

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Amy Schumer shares how Leonardo DiCaprio reacted to her joke on his much younger romances at the Oscars

Amy Schumer reveals how Leonardo DiCaprio reacted to her critique of his many significant age-gap romances at the 2022 Oscars. In a recent interview with Howard Stern, via Us Weekly, the comedian disclosed that she had asked for the legendary actor’s approval before doing the joke in front of an audience. Schumer was one of the three history-making female hosts at this year’s Oscars.

During her monologue, the Life & Beth actress quipped, “He’s done so much to fight climate change and leave behind a cleaner, greener planet…for his girlfriends,” and added in her joke, “Because he’s older and they’re younger. OK, you get it.” Schumer shared that DiCaprio gave her his approval, “He said, ‘Go ahead.’ They didn’t care.” Schumer also talked about his current romance, Camila Morrone (24), with Stern and complimented her, “And his girlfriend, Cami, is the s—t. She’s actually the coolest b***h you’ll meet.”

Meanwhile, Leo and Camila have been together since 2017 and have a 23 years age gap. The Titanic actor has dated several younger women over the years. Besides Camila, DiCaprio also reportedly had relationships with Gisele Bundchen, who was 6 years younger than him, Bar Refaeli (11 years his junior), and Blake Lively (13 years his junior).

However, after cracking the joke, Schumer received some backlash from the netizens who claimed she stole the set from a Twitter post. The comedian addressed the hate and noted on an episode of Watch What Happens Live, “I’m funny enough, I don’t need to steal s–t.”

ALSO READ Oscars 2022 host Amy Schumer says she’s ‘still triggered and traumatized’ by Will Smith slapping Chris Rock



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