Yes. On April 9, 2024, Entertainment Tonight and Us Weekly reported that Aoki Lee Simmons and restaurateur Vittorio Assaf were no longer seeing each other, citing unnamed sources. Neither person was quoted directly confirming a breakup, and Us Weekly’s source said they had never labeled the brief involvement a relationship.
What was reported about the split?
Entertainment Tonight reported that the pair were no longer seeing each other. Its source described the involvement as brief and said it was “barely anything to begin with.” Entertainment Tonight’s April 9, 2024 report attributed the account to a source, not to either Simmons or Assaf.
Us Weekly also reported a split that day. Its unnamed source said, “It’s over. It was never a thing from the beginning,” and characterized it as “not a relationship.” Those quotes are the source’s description; they do not establish how either person privately defined the connection. Us Weekly’s report likewise did not cite a direct breakup announcement from either participant.
What was known about their connection?
Early April 2024 coverage followed photographs of Simmons and Assaf kissing during a vacation in St. Barts. The reports described Simmons as 21 and Assaf as 65 at the time—a 44-year difference based on those contemporaneous ages. These are the ages given in 2024 coverage, not their current ages.
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Because the accounts rely on sources and use different labels, the most precise description is that the two were briefly linked in reports and were later reported to have stopped seeing each other. The available coverage does not establish when the involvement began, how long it lasted, or whether they considered themselves a couple.
What did Aoki post after the reports?
On April 10, 2024, Us Weekly reported that Simmons had posted—and later deleted—an Instagram Story saying, “I’m depresso espresso but I did indeed have to share I found where all my packages had been going too?” The outlet did not present that post as a breakup announcement, so it should not be treated as confirmation from Simmons. Us Weekly’s account of the reported Story describes it as a social post after the split coverage.
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What did Kimora and Russell Simmons say?
Kimora Lee Simmons’s later comments
In comments from a December 2025 appearance on the Not Skinny But Not Fat podcast, as reported by Just Jared, Kimora Lee Simmons said she learned about the connection when the public did and called it “a moment.” She also described the age-gap involvement as predatorial in her opinion, saying, “I think it’s predatorial and kinda crazy.” That is Kimora’s characterization, not an independently established finding about Assaf. Just Jared’s December 8, 2025 report recounts the podcast remarks.
Russell Simmons’s response
Entertainment Tonight reported that Russell Simmons told TMZ, “I’m not gonna kick and scream about her choices,” adding, “All I can do is offer my advice and unconditional love.” These comments were reported as his response to his daughter’s choices; they are not confirmation of the split. Entertainment Tonight’s account of his remarks relayed comments from TMZ.
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Timeline
- Early April 2024: Reports said Simmons and Assaf were photographed kissing in St. Barts.
- April 9, 2024: Entertainment Tonight and Us Weekly reported that they were no longer seeing each other, citing unnamed sources; Us Weekly’s source said they had not labeled the involvement a relationship.
- April 10, 2024: Us Weekly reported a since-deleted Instagram Story from Simmons. It was not presented as a breakup announcement.
- December 2025: Just Jared reported Kimora Lee Simmons’s comments about the episode on the podcast Not Skinny But Not Fat.
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