Before her transformation into Caitlyn, this former Olympic athlete was known as Bruce Jenner. Having undergone one of the biggest cosmetic surgeries one can go through, Bruce had his own share of surgeries in the 80s including a botched facelift and nose job. During the late 2000s, he had surgery to correct the previously botched job. However, the biggest surgery of all was the gender reassignment and everything that goes with it. Caitlyn Jenner has racked up an impressive $60,000 bill for plastic surgery. It’s not all that surprising considering the extent of work she had done.