Both Sasha and her sister Malia, 23, are now based on the West Coast with the older Obama sibling taking a job as a script writer for Donald Glover's new Amazon project after graduating from Harvard last year.
On Tuesday, former First Lady Michelle gave an update on her daughters during an appearance on the Ellen Show – telling the host: 'They loved the Jonas Brothers. Now they are bringing grown men home.
After graduating, Powell Jr was awarded a four-year basketball scholarship at the University of California at Santa Barbara
'Before it was just, like, pop bands. Now they have boyfriends and real lives.'
While Malia has been dating Brit Rory Farquharson since meeting him at Harvard in 2017, Sasha's relationship is far more recent.
Like Farquharson, who was brought up in a six-bedroom $2.2m home in Suffolk and attended posh Rugby School, Powell Jr has enjoyed a luxurious lifestyle.
The second child of Powell and wife Kimberly Crooms, 58, he has an older sister May, 29, and was brought up in the family's Ladera Heights home.
Ladera Heights, along with neighboring Windsor Hills, Baldwin Hills and View Park, has been nicknamed 'the Black Beverly Hills' due to its expensive housing and celebrity residents, which at one point included Tina Turner and Ray Charles.
Although his father is an actor, mom Kimberly is a successful businesswoman in her own right – running an interior design firm called whateverUneed Designs and a catering company called Chef Kim that offers custom meal prep and diet consulting.
Sister Maya, 29, runs her own beauty business called Suga Honey Glam Incorporated and specializes in creative nail art.
Powell Jr, who goes by the nicknames 'Cliff' and 'CP3', attended Village Christian High School in the San Fernando Valley – a private school that charges $28,340 a year and offers 'an excellent Christian education