This is the first single from American rapper Soulja Boy Tell 'Em's third album, The DeAndre Way. G5Kids Young Shay & Murph produced the song.
There have been accusations that Soulja Boy stole the song from Next Generation Boyz, who released a song also titled "Pretty Boy Swag" on July 28, 2009. After Soulja Boy's recording came out, the Next Generation Boyz put out a diss, stating that rap superstar had jacked their tune. Soulja Boy denies the accusations.
The official remix features rapper Gucci Mane and R&B singer Ciara.
Soulja Boy told Billboard magazine how this hard-hitting DeAndre Way lead single and its corresponding music video helped alert his fans that he was maturing as an artist. "I had to give them a visual on where I wanted to go with this album," he said. "'Pretty Boy Swag' was a free style that I did in the studio… I had to update them on my appearance, on my style, on everything, and that was the perfect way to go."
"It's the End of the World As We Know It (And I Feel Fine)" was inspired by a dream where Michael Stipe conjured up images of people with the initials L.B.: Lester Bangs, Leonid Breshnev, Lenny Bruce and Leonard Bernstein.