UPDATED 4/7, 3:00 p.m. ET: Not long after reports surfaced of 21-year-old Aoki Lee Simmons dating 65-year-old restaurateur Vittorio Assaf, the newly-minted couple appeared together on Instagram Live, albeit indirectly. According to Page Six, Aoki went live on IG during the couple's last day of their vacation in St. Barths, and her new man could be heard in the background, whom she referred to as her "boyfriend."
"Last day in St. Barts. I’m so sad but I’m very happy,' Simmons said in the clip. "When I return home, everyone who knows me will be getting a happier, more chilled out version of me."
“Would you like to share your favorite thing about the trip?” she asked the Serafina co-founder. “You … [being] with you,” he can be heard saying off-camera.
"He said me," she said with a laugh.
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Aoki Lee Simmons, 21, is dating restaurateur Vittorio Assaf, 65, a source tells People. Aoki is the youngest daughter of Kimora Lee Simmons, 48, and entrepreneur Russell Simmons, 66.
"Aoki and Vittorio are spending time together and enjoying each others' company,” a source close to Aoki told the outlet. The couple reportedly met while they were both vacationing in St. Barths.
Page Six reports that the pair, who have a 44-year age difference, were recently seen expressing PDA, sharing a kiss during a vacation to St. Barts on Tuesday. In a series of photos obtained by the news outlet, the reported couple can be seen locking lips with their feet planted firmly in the sand.
Assaf, a Milan-born businessman who is also the co-founder of popular Italian restaurant Serafina, made headlines in 2021 when his now-ex wife, former model Charlotte Bonstrom, left him after reportedly having an affair with her twin sister’s ex-husband.
Aoki, who is following in her mother's footsteps as a model, became one of the youngest Black women to graduate Harvard last year at age 20. She had enrolled at the university when she was16 years old.
In 2023, Kimora Lee Simmons accused her ex-husband Russell Simmons of "threatening my kids' lives." Their daughters also weighed in, with Aoki saying some suspect her father is "mentally ill or experiencing [something] like dementia, he really acts like he hates and does not know his children frequently."
