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Our editorial content is not influenced by any commissions we receive. The singer started his career as a teenager and has spent his life in the spotlight. Now, he says, he'd like to make more of a real connection. A throng of people swarm Usher , yelling his name. This happens to him every day—the only thing that changes is the location. Today, it's happening in Cuba.

His own songs play faintly from a blue portable JBL speaker carried by a member of the team. The time is p. Some are scaling trees and perching in the branches; others are standing on the roofs of their houses. Everyone is screaming too loudly to make out any of their words. Usher, clad in all-white except for his gray Yeezy Boosts, is serene amid the commotion. This visit, however, has a political agenda; Usher is part of a person cultural delegation sent on the heels of the U. Grabbing a mic, he addresses the country.

We told jokes and made the hottest dance moves. The crush of people surround his van as it slowly drives away from the block party at the end of the night. In a spur-of-the-moment decision, Usher descends from the roof to join them. After decades of being followed around by crowds, he wants to connect with the people up close. The Cuba trip is part of that. He wants them to see him as he really is. Since he was eight, he knew he wanted to be an entertainer. Today, he's one of the best-selling artists in American music history, according to the RIAA, with eight Grammys on his shelf, and fame is second nature to him.

Accessibility—letting his fans into his personal life—is not. In , he gave them reason to believe they did. Usher released the smash album Confessions , which eventually went diamond with over 10 million units sold and was hailed by many as his best work.