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Watch Kendall Jenner Tell Her Family She’s Engaged on a Dare


Kendall Jenner is the only Kardashian-Jenner sibling who doesn’t have kids and has generally been very private about her relationships. So it wouldn’t be out of character for her to keep her own engagement from her family. During a game of Truth or Dare with her sister Kourtney Kardashian for Kourtney’s company, Poosh, Kendall pranked her family by texting the group chat that she was engaged.

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“Mom’s gonna be like ‘what is happening,’ but it’s believable, so I will do it,” Kendall said as she reached for her phone. Someone on set let Kendall borrow their ring to help with the prank. She took a photo of her hand and immediately got a call from her sister Kylie.

“You’re lying, Kendall, you’re lying,” Kylie said. “It first of all doesn’t fit you.”

Kim Kardashian didn’t believe it either, but she promised she’d play into the prank in case someone else in the family bought it. But, the remaining sister, Khloé Kardashian, also didn’t fall for the bit.”Why would you do that to us?,” she asked.

“Well, at least we know you guys will be excited when the day comes,” Kourtney said.

“I know,” Kendall said. “You guys were so hyped.”

Earlier in the game, Kendall drew a dare card that said she had to call and tell her mother, Kris Jenner, that she was pregnant. Kris appeared to fall for that one right away.

“Well, I’ll tell you, Kendall; you have to do whatever your heart tells you to do. I think it’s great news, but I’m your mom,” Kris told her daughter before she revealed she was just kidding.

Kendall has been with her boyfriend, Devin Booker, for more than a year, and the two went Instagram official on Valentine’s Day this year. They aren’t engaged yet, but Kendall’s response to the prank seemed to suggest it’s not out of the question at all.

In March, Kris sparked rumors that Kendall was pregnant by tweeting “you got this 🍼 @kendall jenner,”

“Mom, this looks like a pregnancy announcement!,” Kendall wrote, calling out Kris for the blunder.

“I still have years that I want to spend for myself for a little while, but more power to [Kylie], man, she is built for this, she is an incredible mom,” Kendall said in 2018. “There are parts of me that go in and out of [wanting a baby], but I am so okay right now just to live my life. Maybe I’ll have a kid in a couple of years…”

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