A few years after Barack Obama joked that Drake “can do anything he wants,” the rapper was seen partying with Malia and Sasha Obama in Los Angeles. The former first daughters, now adults, were photographed wearing trendy, revealing outfits while enjoying a night out at a Hollywood hotspot.
Growing up in the White House from 2009 to 2017, Malia and Sasha lived under constant scrutiny. Michelle Obama later shared that her daughters had to learn early how to handle attention while building their own lives.
Malia, born in 1998, graduated from Harvard in 2021 and now works in entertainment. Under the name Malia Ann, she debuted a short film, Heart, at Sundance in 2024.
Sasha, born in 2001, studied at the University of Michigan before graduating from USC in 2023 with a degree in sociology. The sisters now share a home together in Los Angeles.
The two were recently photographed clubbing with Drake at The Bird Streets Club until 4 a.m., dressed in stylish partywear—Sasha in a cropped corset with cargo pants, and Malia in a sheer lace-up top and patterned trousers.
Drake has long expressed admiration for the Obamas, once saying he’d love to play Barack in a biopic. Obama later responded that Drake has his “household’s stamp of approval,” especially from Malia and Sasha.