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So I think it's important to handle people with care--not to think, 'Oh, what a terrible date,' but just, 'This person isn't for me,'" she said. While the 56-year-old talk show host is now in a committed relationship with New York City financier John Molner, she had quite a date line as a single lady.

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“I really did love my husband a lot, but after Jay died, I always thought I’d end up like Florence Henderson on ‘The Brady Bunch,’” she said.“It’s actually surprising to me that it has been almost 15 years and I haven’t remarried.Seemingly unlucky in finding love, Couric wasn’t too disappointed that her first dates with the men were also her last.“I can’t say that I was devastated that neither called me back,” she said. I don’t think there was real magic there with either, but I enjoyed spending time with them.” Another potential date came from an even more surprising fellow when the King of Pop himself had his people reach out in pursuit of Couric’s time.“I went out with Jeff Probst once too,” she confessed.

“I think he had puka shells on — that was kind of a weird thing.” Although she survived her time with Probst, she also didn’t hear from him again.“[He said] ‘Katie, I have a question for you, are you seeing anyone?’” Couric was uncomfortable with his forwardness and said, “Rabbi Shmuley, you have like nine kids, what’s going on here?” She admitted she was in fact seeing someone as he revealed his curiosity was not for his own benefit.“Oh, that’s a shame,” Couric remembered him saying when finding out she was unavailable."I had fun, I don't think I did it for him." Confirming that the comedian and actor never called again, Couric assured Stern "that's alright." As for Survivor host Probst? I don't think there was real magic there with either [of them], but I enjoyed spending time with them." Added Couric: "I think women need to be much more open-minded." The former anchorwoman and mother of two -- who has spoken at length in the past about her date with a much-older Larry King -- also revealed that the late King of Pop tried to broker a dinner date through his friend and spiritual advisor, Rabbi Shmuley Boteach.