Aoki Lee Simmons Enjoys Her Romantic Vacation (60 Photos)

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Aoki Lee Simmons kisses her much older boyfriend restauranteur Vittorio Assaf during their romantic St Bart’s vacation.

The 21-year-old model – daughter of fashion designer Kimora Lee and mega-music executive Russell Simmons – packed on the PDA with the 65-year-old co-founder of NYC’s Serafina restaurant chain.

Instagram: https://www.instagram.com/aokileesimmons/

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Despite their 44 year age gap, the unlikely couple seemed to be happily in love, with Aoki showing off her flawless figure in a tribal print bandeau bikini. Her Italian beau was shirtless and sported light blue swim shorts with a chunky silver necklace.

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Assaf, who has a history of dating much young women, seemed enamored with the lithe stunner – a beauty with brains who attended Harvard University when she was aged just 16. She posed as Assaf took snaps with his cellphone and they cooled off with a dip in the clear blue water before sharing a steamy smooch on the idyllic white sand.

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Last week, Aoki shared some photos on social media from their trip to the sundrenched Caribbean island, curiously leaving her older boyfriend out. “Girls (possibly mermaids!) on film,” she captioned a carousel of pictures of herself posing in a bikini near a huge rock.

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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.

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