Kendall Jenner on Caitlyn’s Transition, and Why She Thought Her Dad Was Cheating

In a wide-ranging interview with the magazine, the reality star and model opens up about Caitlyn's transition, why she thought her dad was cheating, and more.

Kendall said, "It's super ironic to think about now, but it's something I can thank my dad for: how much of a tomboy I was. That's why I think the whole thing — her transition — was really hard for me, because I was like, 'But you taught me everything tomboy!'"

Jenner said she's in a good place with Caitlyn now, but does get emotional looking back at old pictures. "Sometimes I look at a picture of my dad when she was a guy, and it makes me a little sad — I get emotional. You have to get past it — you've got a new person to love. It's kind of a blessing in disguise — if that's not the wrong way to say it."

The 20-year-old also recalled how she and Kylie found Caitlyn clues around the house as kids, but didn't know what they meant at the time.

"My whole life we would, like, catch her, and we would be like, 'What is going on here? I think we know, but do we?' At one point Kylie and I thought he was cheating on my mom, because he had makeup and nail polish,” Jenner said. “One time we found those squishy boob things. We found wigs.”

The cover model also recalled running into Caitlyn at the house for the first time. "She would wake up really early just so she could dress up and move around the house and get that little kick for the morning, and then go back to being Bruce — take us to school, totally normal.”

She continued, "So one morning I woke up at 4:00 a.m. so thirsty, came downstairs into the kitchen, and grabbed a bottle of water. And as I was coming back out, my dad was coming down the stairs in, like, a wig and makeup and shoes — the full nine. And she didn't see me. I literally froze. 'Please don't turn left.' Because she could either turn left or turn right. Thank God she turned right and — to this day! — has no idea that happened. That was the first time I had ever seen her.”

Kendall also insisted that her mom, Kris Jenner, knew about Caitlyn early on. "My mom knew. She knew since their third date."

While their family is “very accepting of people and of being different and being who you are,” Kendall admitted, “it's strange having your dad, who was so male, completely reverse. It is definitely a gnarly experience."