Johnny Depp's reputation is based on a mixed bag of legal controversies, allegations, and strangeness. It only makes sense that he would get along splendidly with Hunter S. Thompson, one of the most outrageous and hard-partying writers of all time. Thompson, perhaps most famous for writing the recreational-substance-fueled epic Fear and Loathing in Las Vegas, brought Depp under his wing and led him on a series of hair-raising adventures. The two of them shared a close bond that lasted until Thompson's passing in 2005.
Even after his demise, their story wasn't quite over. Thompson's service was a fiery event, funded by Depp, himself. Before that happened, though, a trip to Cuba, a homemade incendiary device, and a meeting in a Colorado tavern informed the close friendship between Depp and Thompson.