The Prince of Wales met US rap star Jay-Z on Friday ahead of the Prince's Trust Urban Music Festival in London which takes place this weekend.
Prince Charles met Jay-Z the University of Westminster, Harrow
Prince Charles told journalists he was not too familiar with the urban scene but he "liked some of the music".
Jay-Z said: "Prince Charles is cool, very cool," and praised his work to help disadvantaged young people.
But the Prince told people at the festival rehearsal: "I'm getting past my sell-by date".
Rap mogul Russell Simmons, who owns the Def Jam record label, and Brit Award winner Lemar were also at the event.
Jay-Z runs a similar charity to the Prince's Trust in the US.
"I was a young kid in a tough neighbourhood. If something like the Prince's
Trust had been available to me, I absolutely would have used it," he said.
The prince also met mogul Russell Simmons (left) and Joseph "Run" Simmons of Run-DMC
The Prince also met a group of nine young people taking part in the Prince's Trust Sound Live programme, which gives unemployed youngsters a start in the music business.
They will perform to a crowd of 30,000 music fans at Earl's Court this weekend, alongside renowned artists including headliner Jay-Z, Beyonce, Alicia Keys, Dizzee Rascal, Lemar, The Streets, Amy Winehouse and Big Brovaz.
The event will also see MCs battle it out to be crowned Prince's Trust Urban Champions.
Ticket holders will be able to attend workshops on DJing, MCing and the music industry.
The rehearsals took place at the University of Westminster campus in Harrow, north west London.
The Prince's Trust was founded by Prince Charles in 1976 with the aim of helping young people fulfil their potential.
The Prince's Trust also stages the annual Party In The Park pop concert and held last year's Fashion Rocks event at the Royal Albert Hall.