Elderly Entanglement: Aoki Lee Simmons Caught Kissing 65-Year-Old Vittorio Assaf, Kimora Lee & Russell Simmons Enter The Chat
After cameras spotted Aoki Lee, 21, kissing 65-year-old Vittorio Assaf, Russell Simmons and Kimora Lee Simmons entered the chat. The Baby Phat don’t fall too far from the tree, it seems.

Source: Phillip Faraone/Jared Siskin / Getty
on April 5, photos of the pair sharing an awkward smooch while on vacation in St. Barts sent the internet into a frenzy. The irony of the model and Harvard graduate dating someone significantly older, and more wealthy, was not lost on many. It is well-documented that Kimora, 48, began dating Russell, 66, when she was still in high school.
Russell Simmons was 35 when he started dating Kimora Lee Simmons, she was 17 and in high school.
Now their daughter Aoki Lee Simmons only 21 is dating Vittorio Assaf who is 65.
He was 44 years old when she was born. pic.twitter.com/tOOxxM4ZH6
— The Instigator (@Am_Blujay) April 6, 2024
Kimora, Aoki, and her sister Ming Lee, have publicly disclosed the financial and verbal abuse they’ve suffered at the hands of Russell amid his sexual assault allegations. They allege that he has completely cut his daughters off for their refusal to support him.
Aoki Lee Simmons, 21, and her new man Vittorio Assaf, 64, his youngest Daughter is 32, His net worth is estimated to be $500 MILLION, her Dad started dating her Mom Kimora when she was just 16 and he was 38, atleast she waited until she was an adult pic.twitter.com/ZCNJ5euGJg
— ⒼⓄⓂⒺⓏ (@Hopemalopa) April 6, 2024
Assaf has allegedly amassed a pretty big fortune as co-founder of Serafina Restaurant Group. His net worth is reportedly over $250 million.
If Aoki Lee Simmons wants her lifestyle funded she could have started with an athlete. There’s levels to this. She’s only 21, why she jumping to 65 year old grandpa so fast
— ✿ well ✿ (@dojasbin) April 5, 2024
With the Simmons women seemingly having a change in financial standing, some comments suspect Aoki Lee is just trying to secure some new stability in their lives.
Kimora Lee Simmons & Russell Simmons Seem To Respond To Aoiki Going Viral With Her Alleged Ancient New Boo
Never one to bite her tongue, Kimora reposted a video of a panda bear trying to wrangle her little one with the caption “on my last nerve right now.”
Many suspected it was a response to Aoki’s antics. Though the young model did not confirm, a source told PEOPLE that Simmons and Assaf are “enjoying each other’s company.”
I stand with Aoki Lee Simmons. pic.twitter.com/KgsTnnoLRa
— CarolineJhingory (@CJhingory) April 6, 2024
Russell also chimed in from Bali with a throwback post of better days with his daughter. Despite their very public falling out, he shockingly reminded Aoki that he’s only one call away. “Love you always,” he wrote. “I’m always waiting for any call, any time.”
It’s interesting to see the difference in people’s reaction to this situation after the dragging of reality TV star Draya. The Mint Swim model announced her pregnancy with 21-year-old NBA player Jalen Green in March and the internet was less than kind. The couple’s 17-year age difference was a point of contention.
Cam’ron roasts 22 year old NBA player Jalen Green for getting 39 year old Draya Michele pregnant, and Mase says it’s a poor shot selection.
(🎥 It Is What It Is/YouTube) pic.twitter.com/j6MoiKH904
— The Art Of Dialogue (@ArtOfDialogue_) March 11, 2024
One thing about them goal posts, they are always moving. Aoki Lee did; however, post a cryptic message in her Instagram stories alongside a photo of herself saying,
Err, well I know why folks were calling me.
Girl, pick up the phone. We have questions!