Sean ‘Diddy’ Combs’ twin daughters match in minis at NYFW as rapper remains in prison

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Sean “Diddy” Combs’ twin daughters, D’Lila and Jessie Combs, hit up New York Fashion Week in matching looks.

The 19-year-old sisters were photographed at the LaQuan Smith spring/summer 2027 fashion show at Brookfield Place on Monday night.

In true twin fashion, they wore similarly designed dresses, with D’Lila choosing red and Jessie sporting black. They accessorized with gold Alexis Bittar purses and drop earrings.

Sean “Diddy” Combs’ twin daughters, D’Lila (left) and Jessie Combs (right), attended a fashion show in New York City on Monday. GC Images
The 19-year-olds went to the LaQuan Smith RTW Spring/Summer 2027 fashion show at Brookfield Place. GC Images

The teenagers finished off their plunging looks with strappy heels and styled their hair in the same low ponytail style, both adding chandelier earrings.

D’Lila and Jessie put on a united front by holding hands as they made their way into the Big Apple venue.

The duo’s outing comes after Page Six exclusively reported that they were launching their own fashion brand, 12TWINTY1, as their famous father remains behind bars on charges of transportation to engage in prostitution.

They wore coordinated outfits. GC Images
D’Lila rocked a red dress. GC Images

 D’Lila told us that she believes she and Jessie can separate themselves from Combs’ image, saying, “His press is his press and our press is our press.”

“Our journey is separate,” she continued. “We try to stay positive, and we’re focused on what we’re building.”

The forthcoming business has been in the works for three years.

Jessie wore a black dress. Jairo/INSTARimages
They accessorized with gold purses. Jairo/INSTARimages

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“Ever since we were little, we’ve loved fashion,” Jessie told Page Six.

“Our dad has always had incredible style, and our mom [Kim Porter] did too, so they’ve both inspired us,” she added, referring to the late model who died in 2018 from natural causes due to pneumonia at the age of 47

The twins shared that Combs has been giving them advice on building their company from prison, with Jessie adding, “He’s very proud of us. We’ve gone to him for guidance many times, and he’s been incredibly helpful.”

D’Lila and Jessie held hands while making their way inside. Getty Images
The duo’s outing comes as their father, Sean Diddy Combs, remains behind bars. Getty Images for Sean "Diddy" Combs

In October 2025, Combs was sentenced to four years and two months after he was held at the Metropolitan Detention Center in Brooklyn following his September 2024 arrest.

The Bad Boys Records founder was transferred to Fort Dix, a low-security prison, in New Jersey, in November 2025, with a release date set for May, 8, 2028.

However, earlier this month, his release date was pushed up to Feb. 5, 2028, after he was excused from solitary confinement following a fight with another inmate in July.

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