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Caitlyn Jenner’s Biggest Regret: Never Telling His Father He Wanted To Transition

Kaitlan Collins Contributor
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Caitlyn Jenner regrets never telling his father that he wanted to transition into a woman.

Caitlyn Jenner

(Photo: Jonathan Leibson/Getty Images for AOL)

Speaking to the University of Pennsylvania on Wednesday, the 66-year-old former Olympian said he never told his father, a World War II veteran who died 15 years ago, about what he wanted to do.

“That will always haunt me,” Jenner said. “I think eventually he would have come around. He would have never understood, he didn’t know anything — gay, trans, all that other stuff.”

“But I’m sure he’s looking down from heaven right now and saying, ‘Well, you’re doing a good job.'” (RELATED: What Caitlyn Jenner Just Revealed About His Transition Will Completely Shock You)

Caitlyn Jenner named as 'Woman of the Year.' (Photo: Getty Images)

(Photo: Getty Images)

Jenner said he doesn’t regret what he did though.

“Girls, I’m on your team and I’m sticking on your team,” he said. (RELATED: Magazine Lauds Caitlyn Jenner As ‘Most Famous Transgender In The World’)