Diddy’s Twin Daughters Jessie and D’Lila, 18, Attend Their High School Prom in L.A. After Appearing at Father’s Criminal Trial

Sean “Diddy” Combs’ twin daughters Jessie and D’Lila Combs attended their high school prom amid their father’s ongoing criminal trial.

Jessie and D’Lila, both 18, went to the event at the Harbor House in Los Angeles on Saturday, May 17.

For the high school milestone, Jessie and D’Lila matched each other in long, red dresses, which they paired with complementing corsages.

As they were carried into the prom by their dates, the sisters were asked why they had arrived late, to which they responded: “The party doesn’t start until we walk in. Saved the best for last.”

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Combs welcomed Jessie and D’Lila with the late Kim Porter in 2006. He and Porter, who died in 2018, were also parents to son Christian Combs, plus son Quincy Brown, whom Porter shared with Al B. Sure!

The rapper later welcomed a son, Justin Combs, with Misa Hylton in 1993, and then a daughter, Chance Combs, with Sarah Chapman in 2006. Combs then surprised fans when he announced the arrival of his youngest daughter, Love, whom he shares Dana Tran, in 2022.

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Combs’ trial began with opening statements on May 12. He was initially arrested in September 2024, and he has denied all of the allegations against him and pleaded not guilty to five criminal counts, including one count of racketeering conspiracy; two counts of sex trafficking by force, fraud or coercion; and two counts of transportation to engage in prostitution.

The trail is expected to last several weeks. The mogul is currently being held without bail at the Metropolitan Detention Center in Brooklyn, and, if convicted, he faces a potential life sentence.

Combs’ six eldest children, as well as his mother, Janice Combs, were at the federal courthouse in downtown New York City when opening statements in the music mogul’s sex trafficking trial began. (His family had been fixtures at previous court hearings.)

At the start of the proceedings, Combs blew a kiss at his loved ones, who were seated in the nearby gallery. Later, as Daniel Phillip, a male escort, alleged in the Manhattan court that he had been paid by Combs’ ex-girlfriend Casandra “Cassie” Ventura to have sex with her as Combs sat in the corner watching them while he masturbated. Chance, Jessie and D’Lila left the courtroom twice.

Phillip also testified that he witnessed Combs being violent towards Ventura, 38, and prosecutors also played in court the hotel security footage from 2016, in which Combs is seen assaulting Ventura, shoving her to the ground and kicking her as she lay motionless. (Combs’ daughters remained in the courtroom as the video played. They all looked straight ahead, while Combs’ sons watched the clip.)

Jessie and D’Lila were also in the courtroom on Tuesday, May 13, which marked Ventura’s first day on the witness stand.