Diddy's Twin Daughters Make a Fashion Statement at NYFW Amid His Incarceration

Sean “Diddy” Combs’ twin daughters, D’Lila and Jessie Combs, appeared in coordinated minidresses at New York Fashion Week on Monday, attending the LaQuan Smith spring/summer 2027 show at Brookfield Place.

The 19-year-old sisters wore similarly designed dresses, with D’Lila opting for red and Jessie choosing black. They accessorized their outfits with gold Alexis Bittar purses and drop earrings, completing their looks with strappy heels and styled hair in matching low ponytails.

The outing comes as their father, Sean Combs, is serving a prison sentence. In October 2025, Combs was sentenced to four years and two months after his September 2024 arrest. He was transferred to Fort Dix, a low-security prison in New Jersey, in November 2025. His release date, initially set for May 8, 2028, was recently moved up to February 5, 2028, following his removal from solitary confinement after a July altercation.

D’Lila and Jessie have been developing their own fashion brand, 12TWINTY1, which has been in the works for three years. D’Lila stated that she believes they can distinguish their own careers from their father's public image, telling Page Six, “His press is his press and our press is our press.” She added, “Our journey is separate. We try to stay positive, and we’re focused on what we’re building.”

Both sisters cited their parents as fashion inspirations. “Ever since we were little, we’ve loved fashion,” Jessie said. “Our dad has always had incredible style, and our mom [Kim Porter] did too, so they’ve both inspired us.” Kim Porter, the late model and mother of three of Combs' children, died in 2018 at age 47 from natural causes.

According to the twins, Combs has offered guidance on their business ventures from prison. "He's very proud of us. We've gone to him for guidance many times, and he's been incredibly helpful," Jessie shared.