21YO and 65YO Private ‘Romantic Getaway’ in the Caribbean Caught on Camera – See Photos

On a sun-filled getaway to St. Barts(French Caribbean island), the 43-year age gap seemed irrelevant as 21-year-old Aoki Lee Simmons and 65-year-old Vittorio Assaf, a renowned restaurateur, were seen sharing affectionate moments. The duo, captured during their beach vacation, was not shy about expressing their fondness for each other.

While soaking up the sun and enjoying the sandy beaches of St. Barts, Aoki Lee Simmons, the youngest offspring of Kimora Lee Simmons and Russell Simmons, was photographed in a warm embrace with Vittorio Assaf, the co-founder of Serafina. Their public display of affection was unmistakable, with Aoki spotted giving Assaf a kiss.


Further capturing their beachside romance, photos showed Simmons striking poses for Assaf, who was keen to photograph her. The two also indulged in a swim in the azure waters, culminating in a heartfelt kiss on the pristine sand.

Aoki Lee Simmons and Vittorio Assaf

Fashion-wise, Simmons opted for an olive-green bikini adorned with a tribal pattern, while Assaf chose to go shirtless, paired with light-blue-and-white patterned swim trunks. As per Page Six, Despite inquiries, representatives for Simmons and Assaf have yet to respond.

Aoki Lee Simmons and Vittorio Assaf
Aoki Lee Simmons and Vittorio Assaf
Aoki Lee Simmons and Vittorio Assaf

Adding a personal touch to her social media, Simmons shared images from her St. Barts vacation on Instagram, though Assaf was notably absent from these posts. Her updates included playful captions and showcased her enjoying the island’s natural beauty.

Assaf, a Milan-born entrepreneur, also shared his vacation memories online, highlighting long-standing friendships. This beach outing comes after Assaf’s publicized separation from Charlotte Bonstrom, his wife of over two decades, following her affair with her sister’s former spouse.

Despite the public eye on her relationship, Simmons confronted criticism head-on, defending her choice to date across racial lines and emphasizing the need for a more accepting and modern perspective on interracial relationships.

Made in Jamaica 🇯🇲 Yardhype.com website Since 2012 © YARDHYPE 2011-24