Pop-rap star Sean Kingston who is best known for his 2007 smash Beautiful Girls, is swapping luxury cars for prison bars after being sentenced to three and a half years in a Florida federal lock-up over a jaw-dropping $1 million fraud scheme.

The 35-year-old hitmaker, real name Kisean Paul Anderson, was hauled off to custody on Friday, August 15, after a judge ruled he used his fame to swindle businesses out of luxury goods including a bulletproof Cadillac Escalade, flashy designer watches, and even a 19-foot LED television without ever coughing up the cash.

Kingston, along with his mother Janice Eleanor Turner, orchestrated the elaborate con by faking wire transfer receipts and dangling promises of social media shoutouts in exchange for pricey merchandise. Turner, branded the ringleader by prosecutors, was slapped with a five-year sentence just weeks earlier.

Assistant U.S. Attorney Marc Anton slammed Kingston as nothing more than a “thief and a conman,” while defense lawyers painted him as a financially reckless star who had simply lost control of his spending.

Judge David Leibowitz wasn’t buying it, ordering Kingston straight to prison and rejecting pleas for delayed surrender over health concerns.

The star, who once crooned about Beautiful Girls at just 17, now faces a stark reality: repaying victims every cent while living under strict supervised release when he eventually walks free. Conditions include drug testing, DNA collection, and holding down a real job at least 30 hours a week.

For fans hoping for new music, Kingston’s attorneys hinted he’ll try to restart his career from behind bars, with earnings funneled toward restitution. But with a fraud conviction hanging over him, the glittering days of teen stardom seem a world away.

From Billboard charts to prison yards—Sean Kingston’s fall from grace is complete.