Aoki Lee Simmons is currently 21 years old. She’s a Harvard graduate, a model and an influencer. Her parents are Kimora Lee and Russell Simmons. Russell currently lives in Bali and Aoki and her sister went no-contact with him after he verbally abused them and harassed them for years. Kimora also has no contact with Russell. So, Aoki is a Harvard grad and she’s 21 and having fun. Last week, she was in St. Barts with her new boyfriend… Vittorio Assaf, the 65-year-old co-founder of Serafina (the Italian restaurant chain). Page Six got photos of Assaf and Aoki kissing and playing on the beach- you can see them here. People Magazine quickly came out with a confirmation that Aoki is dating this much-older man:
Aoki Lee Simmons is exploring a new romance with restaurateur Vittorio Assaf. The 21-year-old model is dating the 65-year-old founder of Serafina Restaurant Group, PEOPLE can confirm.
“Aoki and Vittorio are spending time together and enjoying each others’ company,” a source close to Aoki tells PEOPLE, adding that the couple met while vacationing in St. Barths, a favorite Simmons’ family travel destination.
Aoki, the youngest daughter of model and mogul Kimora Lee Simmons, 48, and entrepreneur Russell Simmons, 66, is following in her mother’s footsteps in the fashion industry.
Since childhood, she’s modeled for her family’s Baby Phat line and Just Fab, and in 2021, Aoki made her runway debut modeling for Pyer Moss Paris Couture. She’s gone on to grace the covers of Teen Vogue, Rollacoaster and Flaunt and has been featured in outlets such as Vogue, Huffington Post, The Cut, Essence and Complex.
Aoki has also worked with top fashion houses including Tommy Hilfiger, Michael Kors, Dolce & Gabbana, Monse, Lacoste, Tory Burch and Kate Spade. On April 3, 2024, Aoki was announced as the star of BCBG’s campaign for the brand’s new capsule, BCBG New York.
It is what it is. Like, if I was in Kimora’s place, I would try to shut it down, but also… sometimes you just have to let your kids be dumb and make mistakes. At least Aoki’s mistake took her on a nice vacation in St. Barts – most young women’s mistakes aren’t that luxurious. One piece of advice I would give Aoki is… like, put down the phone. Don’t document every part of this mess. It’s too late – she already posted some stuff live and now people think she’s on drugs.
I hope Aoki Lee Simmons is okay. This feels… yeah. pic.twitter.com/LPNYxWse3D
— Sassington, M.C. (@MissSassbox) April 6, 2024
Kimora Lee Simmons seemingly reacts to daughter Aoki, 21, dating and kissing Vittorio Assaf, 65, with cryptic post https://t.co/R4YJUaKQnS pic.twitter.com/naR4AAOdZt
— Page Six (@PageSix) April 7, 2024
Photos courtesy of Backgrid, Instagram.
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- Venice, CA – Winnie Harlow strikes a pose with Kimora Lee Simmons and her daughter Aoki Lee Simmons after attending the Dior Fashion Show in Venice, CA. Pictured: Kimora Lee Simmons, Aoki Lee Simmons BACKGRID USA 19 MAY 2022 BYLINE MUST READ: BACKGRID USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
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- Venice, CA – Kimora Lee Simmons and Aoki Lee Simmons step out at the Dior Fashion Show in Venice, CA. Pictured: Kimora Lee Simmons, Aoki Lee Simmons BACKGRID USA 20 MAY 2022 USA: +1 310 798 9111 / usasales@backgrid.com UK: +44 208 344 2007 / uksales@backgrid.com *UK Clients – Pictures Containing Children Please Pixelate Face Prior To Publication*
Kimora was ‘dating’ Russell when she was a teen. Sad all around.
Came to say the same. Kimora was only 15 when she got with Russell. I don’t think statutory was something those girls were taught.
Kimora knows all about predictors – I hope she is staying close to the situation.
Yes, Kimora was groomed by Russell when she was about 15/16 . It’s sad to see the cycle continue. Hopefully, she gets out before it’s too late.
Damn. There’s nothing to say on this which won’t be offensive. So- I hope this quickly runs its course and that she can earn her own money sharpish.
When I was 19, I was constantly grossed out by older men in the thirties asking me out. It felt super gross to me.
Soooo to each their own but dating a 61 year old man at that age… yikes !!
I just can’t even imagine-I’m a little bit younger than him an d well stuff sags.
I feel that Instagram, fomo and hustle cultures converge to make it seem more acceptable, desirable and palatable to young girls. Get a sugar daddy, get that bag kinda motivation. I’m past that and not my cup of tea but I can see it.
When I was 16 plus I was hit on by men in their 30s constantly. Laughing at them was
I was hit on constantly at 16 plus by 30 plus men. My answer was to laugh at them and loads of eye roll.. Making them feel stupid worked a treat
Eh, Youre , hot, young etc sometimes you just wanna party , do some substances and party in luxurious places around the world while your old boyfriend pays for everything. Its not that deep or rare.
I do not think that either one of them thinks this relationship is for life, or that serious, both parties get what they want.
In my personal life I know of absolutely nobody who dated someone 44 years older than them in their early twenties (or even teens or thirties…)!
“Its not that deep or rare.“
Yes, it is.
Okey, well i´ve known many and most have done it for the perks and some just have a thing for really old men (or women). Not saying that theres nothing icky about it but theres different kinds of people in the world, with different mindsets.
Obviously i know there are plenty of instances where the younger partner can be groomed , abused etc and that is wrong. But i also think its a little condescending saying that 21 yer old cannot know what theyre doing, just because you personally dont agree with the choices or actions.
(Sorry for grammar errors,2nd language)
It’s actually very deeply damaging. When you are under 25 your brain has not formed entirely and you don’t have good personal or emotional boundaries. It makes you very susceptible to abuse.
Older boyfried for a 21yo would be a 35-40yo guy, not 65! I usually don’t comment on age gaps, I have my opinion about power imbalance in those but to each their own. But this? She lets him touch her?
Plenty of men in our friend group have dated partners half their age after becoming single in middle age. I actually think it is the pressure of older friends who point out how ridiculous they look that knocks the sense back into them.
Agreed. It’s disgusting and he should be so ashamed of himself. She is a child. 21 is still so so young.
I am sure you are right (but his being the same age as the absent/abusive father adds a specific dimension, as does the fact her parents got together when her mom was a minor teen and her father was a grown adult), but I think, at least for the average person, there are limits and for me, those are physical.
Perhaps, at 65, it’s an Anna Nicole situation (where her 81 year old husband was too old for physical favors to be part of the trade-off. Mr. Marshall just wanted the ego boost and late-life happiness that came with having a Playmate trophy wife with a genuinely kind and nurturing personality), but 65 is also young enough for that not to be a given. And if a 21-yo “girl just wanting to have fun, not that deep” also means that girl is trading physical favors with a 65-yo man she isn’t attracted to, I have issues just writing it off.
That said, I support a woman’s right to choose that as her line of work, but I don’t think there should be any delusions (or self-delusion) if that is what a person has chosen to do. Being honest about that means there’s less chance for pain or negative psychological impact later on. Sure, plenty of women voluntarily choose such arrangements, but again, their eyes are wide open and, as most are 25 or older, their brains are fully formed. Not true of a 21 year old,
So if that’s what she’s doing, eyes open, fun for services given, great. But if the immaturity, age difference, daddy issues, and whatnot have led her to a place where is inadvertently bartering her body without realizing it, I am concerened.
Yes, i cannot say anything about this couple particular, cause obviously they are strangers to me and i dont know anything about them other than what ive read here.
I hope theres nothing sinister and that Aoki knows whats shes doing and is just enjoying the moment and the sun and parties. I remember being 21 and wanting just to have fun and enjoy life, doing bad choices, but thats what youre twenties are for, stupid fun.
I bet she makes good money modeling – I just hope she doesn’t do any yachting this summer.
Nope. Stop. Period. This is not okay. This young lady has more money in her own right than most of us will see in a lifetime. She doesn’t need some old predator to pay her way. Again, stop.
@Mika is spot-on. Under 25, you are aware of events (e.g., what is going on) but generally don’t have the maturity or emotional intelligence to recognize grooming and related abusive behaviors. Abuse comes in many forms and when you are young, you very often have a hard time recognizing emotional abuse or derogatory remarks that really wear down your psyche and self-worth.
It is deep and rare to date someone 40 something years older than you for some free vacations
Oh god, why would a young, rich, beautiful and intelligent woman willingly enter a relationship with a 65yo man (that isn’t even the slightest attractive too)? This is gross on so many levels and screams daddy issues.
It’ll be over in a minute. It looks so bad on both parts. Daddy issues for sure… They’ll both get want they wanted out of the fling, and move on.
This is some Vincent Cassel shit.
I was thinking the same thing, except he hasn’t got Cassell’s looks or charisma. He’s just an older duffer with a big bank account.
This dude could be her Dad, this is so gross. But I guess it’s very transactional, didn’t she complain her dad cut her off? But I am sure her name alone can open doors that she doesn’t need to do this.
Yep. And he’s also old enough to be her grandad, and not her teen dad grandad either, as in everyone had a baby at at least 20 years old.
If I saw them out together I would think this is her grandpa until they kiss (insert mortified face emoji)
This dude could be her *grand*dad.
He has a history of dating much, much younger women, which reminds me of…Leonardo di Caprio – more unfortunate looks, but same vibe. I hope she gets it out of her system soon.
She’s her Mothers daughter. Everyone is legal, look away…..
Oh wow. Hopefully this is just a fling for her that runs its course soon.
Kimora may be discouraging this behind the scenes but how often do legal adults listen to their parents?
is Kimora broke? this is how poor people that can stomach it get a come up. she shouldn’t need one.
That’s what I was thinking. This girl’s got her own money & she’s got rich & famous parents (although it sounds like Russell’s out of the picture but maybe there was some trust money set up?). She can pay her own way in life.
I would not assume she had money or free unfettered access to a trust at 21. There May well be all kinds of restrictions or he could have just cut her off.
She’s been raised with certain standards but doesn’t necessarily have the means to live that way now, which is why we’re seeing. This. Also she’s probably trying to make her dad angry
It is definitely not common to date someone that much older but maybe he treats her kindly and takes her shopping and listens to her. Men her age would not be doing that.
This is gross. She needs self esteem. There’s no way I would go near shriveled p**n
She’s not dating this man. She’s sleeping with him in exchange for gifts, trips, and a certain lifestyle. I mean, it’s sad but not shocking considering she has two trash parents. This is same woman who told her father last year she would become a sugar baby if he didn’t increase her allowance. Pathetic.
She said that?? Yikes! Well, here ya go, dad, in your face!
Having Harvard grads want to become sugar babies is the scariest thing about this century.
Yup. That sums it up.
And I judge this so hard. He’s so gross. I wish this girl a better future and to get her self together.
Social media brings out the worst, we’re all as a society making spectacles of ourselves
That diploma was bought with money. Why do people think having a degree from an expensive university proves anyone’s real intelligence? It doesn’t. It only proves their net worth.
The amount of Stanford and Yale people I’ve personally met with no brains at all is astounding. Only a few were actually smart people, the rest were just average idiots with clearly deep pockets..
She is an adult. No crime is happening and she can do what she wants. That being said, I always had a personal standard not to date someone whose t**s are bigger than mine.
I will focus on the positives. Aoki is an absolutely beautiful young lady, and clearly intelligent and well educated. Hopefully she will get this out of her system and move on to a rewarding career and life of her choosing. As for Vittorio – at least he has the good taste not to be wearing a banana hammock speedo.
If Vittorio Assaf were a better known celebrity the commenters would crucify him for being a dirty old man. But because Aoki is the fame adjacent protagonist of this news item, she gets the sympathy treatment, complete with undeveloped brain theories and family history tossed around to explain her behavior.
I don’t know if she’s on drugs but he must be because damn she’s annoying like only a teen can be in that video, how does a man his age stand to be around that kind of a conversation…