A 43-year age difference didn’t stop these two from having some fun in the sun.

Aoki Lee Simmons, 21, was spotted kissing restaurateur Vittorio Assaf, 65, during a romantic vacation to St. Barts on Tuesday.

In photos obtained by Page Six exclusively, the youngest daughter of Kimora Lee Simmons and Russell Simmons packed on the PDA with the much-older Serafina co-founder while enjoying time at a beach.

Aoki Lee Simmons packed on the PDA with Vittorio Assaf. Spread Pictures/MEGA
Page Six obtained photos of the model kissing the Serafina co-founder in St. Barts on Tuesday. Spread Pictures/MEGA
At one point, Simmons posed for Assaf as he took pictures of her with his phone. Spread Pictures/MEGA
She modeled different poses as he snapped away. Spread Pictures/MEGA
At one point, Aoki posed for Assaf as he took pictures of her with his phone. They also took a dip in the clear blue water and shared a steamy kiss while on the white sand.

The model wore an olive-green bikini with a tribal print on the front, while Assaf went shirtless, only sporting a pair of light-blue-and-white-printed swim trunks.

Page Six reached out to reps for both Aoki and Assaf for comment but did not immediately hear back.
They also took a dip in the clear blue water. Spread Pictures/MEGA

Simmons wore an olive-green bikini. Spread Pictures/MEGA

It had a tribal print on the front. Spread Pictures/MEGA

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On Friday, Aoki posted some snaps from her trip to the Caribbean island on Instagram — but she notably did not include her beau in any of them.

“Girls (possibly mermaids!) on film,” she captioned a carousel of pictures of herself posing in a bikini near a huge rock.

And on March 27, she shared a video of herself on a beach wearing the same bikini as she did in the photos we obtained of her and Assaf together.
The Harvard grad also had a wicker handbag that she brought to the beach with her. Spread Pictures/MEGA
Assaf went shirtless for the outing. Spread Pictures/MEGA

The dad of two wore a pair of light-blue-and-white-printed swim trunks. Spread Pictures/MEGA
The Milan-born businessman also posted pictures from his trip, featuring one of his friends whom he said he has known for “25 years.”

Assaf made headlines in 2021 when his now-ex-wife, former model Charlotte Bonstrom, left him after having an affair with her twin sister’s ex-husband, Thierry Gillier.

“Charlotte and I are in the process of getting divorced — she wants to get remarried,” Assaf told Page Six at the time. “[She] is getting married to Thierry Gillier, the ex-husband of her sister.”

On Friday, Simmons posted some snaps from her trip to the Caribbean island on Instagram. Spread Pictures/MEGA
She did not include Assaf in any of them. Spread Pictures/MEGA

On March 27, she shared a video of herself on the beach wearing the same bikini as the photos we obtained. Spread Pictures/MEGA

Assaf also posted pictures from his trip, featuring one of his friends whom he said he has known for “25 years.” Spread Pictures/MEGA
Assaf and Bonstrom were married for more than 20 years and share two kids: Vittorio Jr. and Valentina.

The restaurateur was most recently linked to 24-year-old model Nya Gatbel.

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Meanwhile, Aoki is typically private in her personal life.

Last February, however, she shared a picture with her then-boyfriend in honor of Valentine’s Day.

The businessman made headlines in 2021 when his now ex-wife, former model Charlotte Bonstrom (far left), left him after having an affair with her twin sister’s ex-husband, Thierry Gillier. Patrick McMullan via Getty Images
Simmons usually keeps her private life off social media. WireImage

Aoki is the youngest daughter of Russell Simmons and Kimora Lee Simmons. Getty Images

The exes also share daughter Ming Lee Simmons. WireImage
Aoki clapped back at haters after the photo was met with backlash from fans who questioned why the Harvard grad — whose mom is Japanese and Korean and dad is African American — was dating outside her race.

“It’s genuinely so awful. How is any young person supposed to have a normal well adjusted life if this is what happens over a Godamn [sic] tagless valentines day post?!” she wrote on her Instagram Stories at the time.

“Sure I guess I knew the world was stuck in 1950 and would have some recessive & to say about something as simple as an interracial relationship……. Like that’s truly sad, especially from people of color, but it was expected.”