Sat Jun 28, 9:51 PM ET
Striding on stage with a guitar slung over his shoulder, he led the crowd in a rendition of Oasis's "Wonderwall", smiling throughout, and with wife Beyonce Knowles in attendance, his set included songs such as "99 Problems".
In a radical departure from the indie rock and guitar bands commonly associated with Glastonbury, the festival recruited the New Yorker in a bid to reach out to a younger audience.
Michael Eavis, who runs the festival on his dairy farm, admitted they had "stuck their necks out on this one."
Organisers staunchly defended the choice of Jay-Z, despite the slow ticket sales and sniping from Glastonbury veterans like Oasis guitarist Noel Gallager.
In April, Gallagher slammed the booking of Jay-Z to headline to festival as "wrong", declaring: "I'm not having hip-hop at Glastonbury. It's wrong."
The festival, held on Worthy Farm near Glastonbury in Somerset, south-west England, is the largest greenfield music and performing arts festival in the world.
The event, which turns more than 800 acres (320 hectares) of rolling countryside into a tent city, started with 1,500 people in 1970 and has its roots in hippiedom.
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