Diddy’s Twins Jessie & D’Lila Graduate High School Amid Father’s Criminal Trial
Holy moly, I’m buzzing like I downed an industrial espresso—Sean “Diddy” Combs’ twins, Jessie and D’Lila, just capped off their high school saga in full regal style, even as their dad wrestles with shocking court drama. On May 23 in Los Angeles, these 18-year-old sisters slipped into dark blue caps and gowns (complete with chic white cocktail dresses peeking out), marched across an outdoor stage and snagged diplomas amid cheers from friends, family and classmates. They flooded Instagram with dozens of snapshots—bouquets in hand, tassels flying, that signature twin synchronicity—and even shared behind-the-scenes clips of their proud walk while crowds roared.
But wait—this milestone didn’t happen in a bubble. Just days earlier, on May 17, the duo turned heads at their senior prom at Harbor House in LA, both rocking long red gowns and matching corsages. They made a grand entrance seated on their dates’ shoulders and quipped, “The party doesn’t start until we walk in. Saved the best for last.” Can you blame them for stealing the spotlight twice in one week?
Meanwhile, down the courthouse hall in New York City, Dad’s legal battle is heating up. Combs’ federal trial began May 12 after his September 2024 arrest on sex-trafficking, racketeering and prostitution charges. The hip-hop mogul has pleaded not guilty, soaring through opening statements as jurors heard from his former assistant, ex-girlfriend Casandra “Cassie” Ventura and her mother, plus makeup artist testimony and even a cameo from rapper Kid Cudi. The girls—alongside their four older siblings and grandmother Janice Combs—sat in the gallery on May 13, eyes locked on Cassie’s first day testifying. Word from Judge Arun Subramanian is that the trial should wrap before July Fourth, but with life-or-death stakes looming, tensions are sky-high.
We can’t forget the family tree: Jessie and D’Lila arrived in 2006 with Combs’ late partner Kim Porter (also parents to Christian Combs and Quincy Brown). Dad’s brood also includes Justin Combs (with Misa Hylton, 1993), Chance Combs (with Sarah Chapman, 2006) and baby Love (with Dana Tran, 2022)—making for one seriously busy household, especially when half the crew is filling seats in a Manhattan courtroom.
From coordinating cap-and-gown selfies to front-row trial seats, these twins are balancing teenage triumphs with courtroom tensions like pros. As they step into what’s next—college, career, continued family fireworks—one thing’s for sure: you’ll want to grab your next coffee and stay tuned. I swear, I could talk about this all day.
Sources: Celebrity Storm and People Magazine, Dotdash Meredith
Attribution: Creative Commons Licensed
