The Notorious B.I.G.

What happened? In 1996, while being driven by Lil Cease and riding with his then-girlfriend Charli Baltimore, Biggie was involved in a car crash in New Jersey that shattered his left leg. He would later rhyme about it on “Long Kiss Goodnight” spitting, “I used to be as long as Ripple be, until Lil Cease crippled me.”

Complex says: If you remember all those times Biggie sported a cane—like on this classic ego trip cover—it wasn’t just because Poppa was a player. After his accident, Big walked around with one for the rest of his life. But there was an upside, according to Charli Baltimore, the months Big spent recovering led to Life After Death becoming a double album.