Note: we are republishing this story which originally made the news in 2023.
A few years after Barack Obama famously joked that Drake was “able to do anything he wants,” the Canadian superstar was spotted enjoying a night out in Los Angeles alongside two familiar faces: Malia and Sasha Obama. The former first daughters were photographed partying with the rapper at a Hollywood hotspot, a moment that highlighted just how grown up they’ve become. Once watched closely inside the White House, Malia and Sasha are now navigating adulthood on their own terms.
Born in 1998 and 2001, the sisters spent eight formative years living under intense public scrutiny. Michelle Obama has often spoken about the challenge of raising them in the spotlight, emphasizing the importance of independence and balance despite constant attention. Malia graduated from Harvard in 2021 after a gap year that allowed her to explore creative work in television and film.
In 2024, using the name Malia Ann, she premiered her short film Heart at the Sundance Film Festival, marking a major step in her career as a writer-director. Sasha, known for her sense of humor, graduated from USC with a sociology degree in 2023. Now living together in Los Angeles, the sisters were recently seen at The Bird Streets Club after Drake’s concert at the nearby Crypto.com Arena.
Reports say they stayed out until the early morning hours, enjoying a carefree night with friends. The photos sparked online discussion—not just about Drake, but about how fully the Obama daughters have grown into independent, confident adults, far removed from their White House childhood.