Stormzy has become the first black British solo artist to headline Glastonbury, giving a powerful and - at times - political performance which kicked off with him clad in a Union flag-style stab vest.
Ed Sheeran, fellow rapper Wretch 32 and Jeremy Corbyn were among those to congratulate the grime superstar following the historic set, with the Labour leader saying the moment would "go down in our country's cultural history".
Graffiti artists Banksy has revealed he designed the outfit, posting on Instagram an image of the rapper with the caption: He wrote: “I made a customised stab-proof vest and thought – who could possibly wear this? Stormzy at Glastonbury.”
Stormzy responded saying he was unaware it was designed by the artist.
Hours before taking to the stage, Stormzy, 25, said he was "overwhelmed with emotions", saying it was "the most surreal feeling I've ever experienced".
The set opened with a video featuring Jay-Z, before the man of the hour took to the stage to massive cheers from the crowd.
Stormzy began the set with a performance of his 2015 track Know Me From, telling the crowd: "Glasto, it's only the f****** beginning."
The Croydon-born Grime star's set, broadcast live on BBC Two, was uncensored.
His second track was Cold, from his 2017 debut album Gang Signs & Prayer.
Stormzy said: "This is the greatest night of my entire life."
He later said: "And we're only getting f****** started, I promise you that" before a ballet performance took place.
Text detailed how ballet shoes had not traditionally been made to match black skin tones until recently.
"Now there are ballet shoes to match all skin tones - a huge leap forward for inclusion in the ballet world," it added.
Later during his set Stormzy changed into a white t-shirt and trousers then performed his 2017 song Cigarettes And Cush.
He told the screaming crowds he was going to take them "back in time" before playing Sweet Like Chocolate.
During his set, the grime superstar performed new track Crown, Return of the Rucksack and Bad Boys - and he was joined by Coldplay frontman Chris Martin for Blinded By Your Grace Pt 1.
"This is the most legendary night of my entire life," he said.
Stormzy, real name Michael Omari, was the final act on the Pyramid Stage on Friday night, following on from George Ezra, Lauryn Hill, Bastille and Sheryl Crow, Tom Odell and Abba tribute act Bjorn Again.
US rock band The Killers will be the main attraction on Saturday while British group The Cure headline on Sunday.
Standard tickets for this year's festival, taking place in Somerset's Worthy Farm, sold out in just 36 minutes.