Monday, June 22, 2026

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Caitlyn Jenner’s dating fears

Caitlyn Jenner thinks it would "confuse" her children if she dated a guy.
The 66-year-old former Olympian – who was known as Bruce Jenner before her transition – thinks her daughters Kendall, 20, and 18-year-old Kylie Jenner would find it "tough" if she embarked on a relationship with a man and at the moment she struggles to even think about talking about the possibility with them.
She said: "You know the other day I thought about bringing up to Kylie, ‘Maybe I should start dating or doing something like that.’ And I was thinking about it and I thought, I can’t, I just I can’t even bring the subject up."
Asked by her friend Candis Cayne if she thought Kendall and Kylie would find it harder if she dated a man or a woman, Caitlyn said on last night’s (20.03.16) episode of ‘I Am Cait’: "I think it might be a little bit tougher on the girls if it was a guy.
"I think yeah if I was dating some guy they would go, ‘Wow!’
"I’m not looking forward to having conversations about dating with my kids. I think if I were to date a man, I think it would be confusing for them, and I don’t want to confuse them."
And Caitlyn – who also has four older children and four stepchildren from past relationships – admitted she is worried about other "challenges" of dating as a trans woman.
She told her friend: "I look at you girls and I listen to you about all the challenges of dating as a trans woman.
"OK, how guys might want to have sex with you but then they don’t want to be seen with you, I would have a hard time with that."

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