Aoki Lee Simmons is 100% done & absolutely not dating that 65-year-old now

Over the weekend, Page Six published tons of photos of Aoki Lee Simmons in St. Barts with her new boyfriend, a 65-year-old man named Vittorio Assaf. Assaf is the co-founder of Serafina (the restaurant chain) and he apparently has a home in St. Barts. Judging from Aoki’s social media, it definitely seemed like this was some kind of sugar daddy situation, but Aoki’s mother Kimora managed to do some cleanup on the gossip. People Magazine reported that Aoki and Vittorio were absolutely dating, and it wasn’t like Aoki just flew to St. Barts with some rich older man as some kind of quid pro quo. Well, right after all of that People Mag cleanup, Aoki’s friends let it be known that Aoki is no longer dating Assaf.

Kimora Lee Simmons is furious about her daughter’s new romance with Serafina founder Vittorio Assaf, who’s 43 years her senior, according to sources. But we’re told Aoki Lee Simmons’ worried mom need not fret — because it’s already over!

It turns out the model’s PDA-filled getaway with the 65-year-old restaurateur was just a fling.

“It’s 100% done. They’re absolutely not dating,” a source close to Aoki told Page Six.

Then again, Simmons referred to Assaf as her “boyfriend” multiple times during the Instagram Live videos she posted from their romantic St. Barts vacation. In one clip, the 21-year-old even revealed he’s the “second boyfriend” she’s ever had while taking her followers on a tour of his St. Barts property.

After Page Six posted exclusive pics of the pair smooching on the beach, the source told us Aoki said, “Of course, I’m not with him. I was never with him,” when they spoke to her on Monday.

Still, Aoki appeared more than happy to vacation with the restaurant whiz at his island home. “I’m the happiest person to ever happy right now,” she said via social media while giving the house tour. At one point, she even showed off his shoes, saying, “Look at how huge his shoes are. That makes me really happy. He’s [6-foot-4],” she gushed.

A source, who knows Assaf, described him as an “older man with little boy charm.”

“He’s always loved younger beautiful women. He’s gotten older, but his taste hasn’t changed,” the insider said. “I wouldn’t be surprised if he’s out with another young girl tonight!” they added. Another source — who is Aoki’s senior by decades and told us they slept with Assaf many years ago — added that one reason women fall for him is thanks to his impressive endowment, and they don’t mean financially! “It’s the biggest… in New York,” the insider, who was surprised he was with someone as young as Aoki, said.

Despite video clips of Aoki boasting about wanting gifts from stores like Bulgari and Cartier, the source said she’s not materialistic and it’s all “absurd.”

“She’s not even like that. She doesn’t care about jewelry. She doesn’t have Hermes. It’s not even her. She doesn’t even care about expensive things like that. She’s like more of a geek,” the source said.

[From Page Six]

Yeah, when you’re frantically telling people “I’m not even really dating that guy, I swear, I’m not even materialistic, I’m such a nerd,” you should probably just quit while you’re ahead. My feeling is just own it, especially if you’re showing off your sugar baby lifestyle on social media. You don’t have to reinvent the wheel on this one, it really has happened many, many times before. Everybody does dumb sh-t and it sucks that it’s all playing out in Page Six, but honestly, Aoki should have put down her phone. I hate how many of these younger women are trying to make escorting or sugar dating into a curated influencer lifestyle.

Who is Vittorio Assaf? Meet the Serafina co-founder seen kissing Aoki Lee Simmons https://t.co/l4FzwdjaTB pic.twitter.com/qO2qijbIvR

— Page Six (@PageSix) April 5, 2024

Russell Simmons's daughter Aoki Lee Simmons, and her alleged 65-year-old boyfriend Vittorio Assaf pic.twitter.com/Q8GXEO2wi0

— WORLDSTARHIPHOP (@WORLDSTAR) April 8, 2024

Photos courtesy of Cover Images.

HollyRod 2023 DesignCare Gala at The Beehive. Featuring: Aoki Lee Simmons Where: Los Angeles, California, United States When: 16 Jul 2023 Credit: Faye’s Vision/Cover Images HollyRod 2023 DesignCare Gala at The Beehive. Featuring: Aoki Lee Simmons Where: Los Angeles, California, United States When: 16 Jul 2023 Credit: Faye’s Vision/Cover Images

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