Aoki Lee Simmons, 21, joins mom Kimora Lee Simmons and sister Ming Lee at Smile ... trends now

Aoki Lee Simmons, 21, joins mom Kimora Lee Simmons and sister Ming Lee at Smile ... trends now
Aoki Lee Simmons, 21, joins mom Kimora Lee Simmons and sister Ming Lee at Smile ... trends now

Aoki Lee Simmons, 21, joins mom Kimora Lee Simmons and sister Ming Lee at Smile ... trends now

Aoki Lee Simmons made a splash on the red carpet as she was joined by her mother and sister for the 25th Anniversary Smile Train Gala on Wednesday evening.

The 21-year-old model looked effortlessly chic at the New York City event with her youthful-looking mother Kimora Lee Simmons, 49, and her older sister Ming Lee Simmons, 24, at her side.

Aoki's public appearance marked the first time she had been spotted since her shock split from her much-older boyfriend, the 65-year-old restaurateur Vittorio Assaf.

The two reportedly ended their May–December romance in early April, just days after they were revealed to be a couple when they were seen kissing on the beach during a holiday to St. Barts.

The rising model and her family arrived at Cipriani 42nd Street to show their support for Smile Train, a nonprofit organization that works to provide surgeries to repair cleft lips and palates, while also training local doctors across the globe to perform the surgeries.

Aoki Lee Simmons, 21, was joined by her mother Kimora Lee Simmons (L) and sister Ming Lee Simmons (center) at Smile Train's 25th Anniversary Gala on Wednesday in NYC

Aoki Lee Simmons, 21, was joined by her mother Kimora Lee Simmons (L) and sister Ming Lee Simmons (center) at Smile Train's 25th Anniversary Gala on Wednesday in NYC

The family appearance marked the first time Aoki has been seen since she was reported to have split from her much older boyfriend, the 65-year-old restaurateur Vittorio Assaf; pictured April 2 in St. Barts

The family appearance marked the first time Aoki has been seen since she was reported to have split from her much older boyfriend, the 65-year-old restaurateur Vittorio Assaf; pictured April 2 in St. Barts

Aoki showcased her slender figure with her little black dress, which featured long long sleeves and a floppy black satin bow over her chest.

The look stopped at the top of her thighs, putting the spotlight on the 5ft11in model's long legs.

She covered them with black tights and wore classic black pumps with slightly pointed toes and straps that wrapped around her ankles. 

Although she had been rocking gorgeous voluminous curls in recent days, Aoki opted for a reserved look by tying her hair back tightly while parting it down the middle, which highlighted her tastefully made-up face.

She completed her ensemble with a thick, shimmering diamond-encrusted bracelet.

The magazine star was joined by her mother Kimora, who shares Aoki and Ming with her ex-husband Russell Simmons, whom she divorced in 2009.

Kimora flashed her fit arms in her dress' sleeveless black bodice.

The top featured a slanted waistline and connected to a glittering silver skirt that lit up the red carpet and featured a sky-high slit to prominently feature her toned legs.

Aoki showcased her slender figure with her little black dress, which featured long long sleeves and a floppy black satin bow over her chest

Aoki showcased her slender figure with her little black dress, which featured long long sleeves and a floppy black satin bow over her chest

The look stopped at the top of her thighs, putting the spotlight on the 5ft11in model's long legs

The look stopped at the top of her thighs, putting the spotlight on the 5ft11in model's long legs

She wore black tights and classic black pumps with pointed toes and straps around her ankles

Her mother Kimora wore a dress with a sleeveless black bodice and a glittering silver skirt with a sky-high slit

She wore black tights and classic black pumps with pointed toes and straps around her ankles. Her mother Kimora wore a dress with a sleeveless black bodice and a glittering silver skirt with a sky-high slit

Ming was the spitting image of her mother, and she stunned in a sleek black dress that hugged her curves

Ming was the spitting image of her mother, and she stunned in a sleek black dress that hugged her curves

The look featured a slim cutout over her chest which showcased her cleavage

The look featured a slim cutout over her chest which showcased her cleavage

Smile Train and its mission to help those suffering from cleft lips and palates has been a major issue close to Kimora's heart

Smile Train and its mission to help those suffering from cleft lips and palates has been a major issue close to Kimora's heart

Kimora wore matching silver open-toe heels and wore her lustrous raven tresses down over her chest in thick waves.

Ming was the spitting image of her mother, and she stunned in a sleek black dress that hugged her curves.

The look featured a slim cutout over her chest which showcased her cleavage, and the dress featured crisscrossing black straps that wrapped around her torso and allowed her to adjust the size of the cutout.

She styled her hair straight like her mother's, and she complemented her outfit with a pair of strappy black open-toe heels.

Inside Cipriani 42nd Street, Aoki was spotted catching up with fellow model Brooks Nader.

Smile Train and its mission to help those suffering from cleft lips and palates has been a major issue close to Kimora's heart.

Last year, she traveled to Lima, Peru, to support the organization's efforts and to meet some of the patients who had benefited from the surgeries.

Cleft palates occur when the roof of the mouth opens up into the nose, while individuals with a cleft lip have an opening on their upper lip that reaches into the nose. The conditions can occur in conjunction or separately, and they can be life threatening.

Last year, Kimora traveled to Lima, Peru, to support the organization's efforts and to meet some of the patients who had benefited from the surgeries

Last year, Kimora traveled to Lima, Peru, to support the organization's efforts and to meet some of the patients who had benefited from the surgeries

Kimora, who is a Smile Train Ambassador, was honored at the organizations 25th anniversary gala with the Goodwill Ambassador Award, so it was fitting that her daughters would honor her

Kimora, who is a Smile Train Ambassador, was honored at the organizations 25th anniversary gala with the Goodwill Ambassador Award, so it was fitting that her daughters would honor her

Aoki and Ming were both pictured grinning ear to ear as they took to the stage to sing Kimora's praises at the podium before presenting her with her award

Aoki and Ming were both pictured grinning ear to ear as they took to the stage to sing Kimora's praises at the podium before presenting her with her award

Kimora pictured with Brooks Nader at the gala

Kimora pictured with Brooks Nader at the gala

Cleft palates and lips can be dangerous for affected child — and older individuals — as it can make feeding difficult. Affected individuals may also have difficult speaking, and they can develop frequent ear infections and have hearing problems.

Kimora, who is a Smile Train Ambassador, was honored at the organizations 25th anniversary gala with the Goodwill Ambassador Award, so it was fitting that her daughters would join in the festivities to

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