Inside The Lavish Lives Of Diddy's Twin Daughters Jessie And D'Lila

When you're two daughters of one of the richest rappers in the world, you can expect money to rain down on you. Sean "Diddy" Combs took the top spot in Forbes' 2017 list of highest-paid celebrities and his twin daughters Jessie and D'Lila Combs undoubtedly reap the benefits of his wealth. The "Bad Boy For Life" rapper shared Jessie and D'Lila with their late mother, Kim Porter, whose untimely death from lobar pneumonia occurred in 2018. The two posted a tribute to Porter on Mother's Day from their joint Instagram account (via People), writing, "Happy Mother's Day Mommy. We love you so much and you are always missed. We think about you every day. Thank you for being the best mom anyone could ask for. Miss youuuu."

Jesse and D'Lila are naturally super close, being twins, and often document their lavish lifestyle on Instagram. In February, they went on a vacay in Costa Rica, complete with a sailboat excursion. "PURA VIDAA," the twins captioned. Proving that they're not just about the beach life, Jesse and D'Lila tried their hands at snowboarding on the luxe slopes of Park City, Utah. "Not bad for our first time Rightttt????" they wrote. The fancy trips around the world aren't the only perks of being Diddy's daughters, and when the duo turned 16, they got much more than a joint birthday bash.

Most people like to throw a nice bash for their sixteenth birthday, but Diddy went all the way out for his twin daughters Jessie and D'Lila Combs. As reported by the Daily Mail, the business mogul arranged a futuristic-themed bash in Beverly Hills, complete with a performance by rapper Coi Leray. Jessie and D'Lila made a grand entrance with matching metallic silver jumpsuits and later changed into glow-in-the-dark outfits to party it up with friends and family. After blowing out their cakes, Diddy surprised the two sisters with their very own matching Range Rovers, which can go as high as over $215,000, which is but a drop in the bucket for the rapper.

Jessie and D'Lila shared a carousel of pics on their shared Instagram account with highlights from their epic party. "OUR SWEET SIXTEEN Pt.2: We had [so] much fun last night. "Thank you to everyone who came out. Thank youuuu @diddy for everything we had the best time ever. Love you," they captioned. While Jessie and D'Lila do get spoiled by Diddy, who's named in a heap of allegations, they're building their brand as up-and-coming models who hope to become billionaires of their own one day.

It's no secret Jessie and D'Lila Combs love fashion, as is apparent by their social media posts. The duo actually began their modeling careers at the age of seven for Kids Fashion Week in 2013 and have gone on to walk the runway for Dolce & Gabbana at 14 years old. As almost adults, they plan to take over the fashion and business world together. "Our creativity will play a crucial role in building our own personal brand, leveraging our family's expertise in fashion and entrepreneurship to establish a new venture," Jessie and D'Lila shared with Galore. "At 21, we see ourselves being very successful with our billion-dollar brand and having a skyrocketing modeling career," they added.

The twins documented their trip to Italy for the Dolce & Gabbana runway show on their YouTube channel and of course, they traveled in style. Jessie and D'Lila filmed themselves at the airport getting personally escorted to their gate on a cart and then settled into their first-class seats. While most people are stuck sitting upright for the duration of their trips, Jessie showed fans that she can recline her seat all the way down into a bed. After their nine-hour flight, the sisters gave viewers a glimpse of their Venice hotel room situated right over the infamous canal. Only the best for the daughters of Sean Combs!

We already know that Jessie and D'Lila are dipping their toes into the modeling world, and it's not surprising considering the glamorous fashion they love to wear daily. Much like their dad, Sean "Diddy" Combs, Jessie and D'Lila are not afraid to rock bold and expensive fashion choices. Their social media is filled with glitzy clothes and accessories that make us all jealous.

In November 2023, the twins posted several images from a Travis Scott concert they attended at SoFi Stadium. The two sported a matching white two-piece with a black moon design that may seem casual, but the price says otherwise. According to the brand's website, the leggings alone are nearly $400, and the top is almost $300. Of course, you have to multiply that cost by two because they are twins, and their outfits round out to a total of around $1,400, and that doesn't include the diamond chain necklace they accessorized the look with.

Jessie and D'Lila are always matching looks, not in an awkward accidental way, but the twins choose to wear identical outfits. In December 2022, the twins posted a futuristic outfit, rocking a gray jumpsuit and heels, but you can't forget the purse they matched it with. Jessie and D'Lila paired the look with the iconic Prada crystal bag, which cost $2,350 each. You won't catch the twins without some sort of high-end aspect to their look, no matter what the event is.

It's not just modeling events that Jessie and D'Lila Combs have grown used to, but any A-list event. Being Sean "Diddy" Combs' daughters, they get invites to some of the hottest events in Hollywood, and they don't shy away from them, especially when their dad is being honored.

In September 2023, the "I'll Be Missing You" rapper was given the Global Icon Award at the MTV Video Music Awards, per People. Surrounded by his kids, Diddy had the support of those he loved, including Jessie and D'Lila. The twins even took the stage with Diddy as backup dancers during his performance. Sharing a carousel of their look from the night on social media, Jessie and D'Lila wrote a sweet caption to their dad. They said, "We are soooo proud of our amazing ICONIC Dad!!! He is our hero and deserves the world. We are so happy we got to experience and celebrate this big moment with him. WE LOVE YOU SO MUCH @diddy."

Jessie and D'Lila are used to these lavish events. Just a year prior, they attended another big award show after their dad took on the hosting gig. The twins attended the 2022 Billboard Music Awards to support their dad, and of course, they had to rock matching sparkling outfits, per E! News. Being the daughters of a famous producer has its perks, and attending these fancy award shows is definitely one of them!

Jessie and D'Lila Combs aren't attending just any school in California but Sierra Canyon School, a well-known private school among celebrities. Jessie and D'Lila are in good hands because it isn't the first time they have had celebrity kids walk their halls. Essence reports that Kevin Hart's daughter, Heaven Hart, and LeBron James' son, Bronny James, are several of the many celeb kids who attended Sierra Canyon School.

The private school doesn't just let anybody in, as it reportedly has around a 25% acceptance rate, per Private School Review. If you do happen to get into the school, it will cost you a pretty penny. Tuition for 9th to 12th graders, which is where Jessie and D'Lila fall in, is around $40,000 a year! That doesn't include the cost of extracurricular activities, which the twins are involved in.

There are many celebrities you didn't know were once cheerleaders, but before Jessie and D'Lila join that list we will fill you in on their cheer career at Sierra Canyon. Surprisingly the school's cheer team is the first time they were involved in the sport. Jessie told Rolling Out in February 2022, "We had no experience before. I just wanted to try it because it was fun." Between cheer and attending Sierra Canyon itself, Jessie and D'Lila's schooling is sure to cost a hefty price tag.