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>> reporter: to tv and movie roles. >> i told you i had a surprise for you. >> reporter: married three times, his marriage to kris jenner lasted 24 years. they had two daughters together and generaler is a stepfather to kris' other four children. the blended family of course most famous perhaps for starring in the reality show "keeping up with the kardashians." >> whatever happens, i always want you to know that daddy loves you. >> reporter: jenner now admits he began taking hormones to begin transitioning to a woman all the way back in the 1980s. but years of rumor and speculation didn't end ...

>> "outfront" tonight, dr. norman spack. he is an endocrinologist and chloe. zoe, let me start with you this. is obviously incredible today, this cover. and you see caitlyn jenner and she is beautiful, and she is in this corset so feminine. just over a month ago on cnn you were talking about gender. you were concerned at the time he was trying to cling on to that quote unuquote maleness. what do you make of today's cover? >> it's very feminine. it's very sexy and it's a statement. and the statement is i'm female. and i mean, there is clearly no doubt. so jenner is selling a product. jenner is ...

Tonight meet caitlyn jenner. you probably know her as bruce jenner the olympian and reality tv star. but tonight generaler is gracing the cover of "vanity fair," debuting a very new identity in a very revealing and feminine photo. today she tweeted, quote, i'm so happy after such a long struggle to be living my true self. welcome to the world, caitlyn. can't wait for you to get to know her/me. >> as soon as the "vanity fair" cover comes out, i'm free. >> reporter: this is caitlyn jenner 65 years in the making. in 1976 bruce jenner was an american hero, winning gold in the decathlon, which is p...