6. Mickey Rourke

Unlike all female celebrities we’ve covered so far, who turned to plastic surgery due to vanity issues or simply because they wanted to cheat the flow of time, Rourke definitely has a different story in store for us.

As one of the most disappointing plastic surgery disasters of all time, when it comes to male celebrities, Mickey Rourke’s transformation was pretty hard to watch, even if you are not a fan of this legendary actor.

Namely, when his acting career started to plateau out, the “Sin City” star decided to take his chances at professional boxing. This was a powerful blow (pun intended) to his good looks, as the fights caused considerable damage to his face.

Naturally, Rourke turned to a plastic surgeon for help, however, things didn’t really go as he planned. “Most of [the surgery] was to mend the mess of my face because of the boxing, but I went to the wrong guy to put my face back together,” he told Daily Mail back in 2009.