The 38-year-old singer said he was a shy child and was trying to find his feet in the world, reported Cosmopolitan magazine.
"I was often afraid to take risks, socially, because I was young and a little more shy and still figuring out who I wanted to be. Sometimes I look back and think, 'I should have just been bolder and more confident'," Legend said.
When asked what piece of advice he would offer to his younger self, the "All of me" hitmaker said he would ask him to take risks.