Cheri Oteri says Judge Judy tried to set her up with her son

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Cheri Oteri says Judge Judy once set her up with her son – and unknowingly bullied her into buying an expensive handbag.

The ‘Saturday Night Live’ alum, 59, shared the hilarious story on Wednesday’s episode of the ‘Behind the Velvet Rope with David Yontef’ podcast, claiming his famous Barbara Walters impersonation is what d first caught the eye of the short-show queen.

“Judge Judy called my manager and said, ‘You tell your client I said she almost got me!

It was during Oteri’s five-year run on “SNL” (from 1995 to 2006) that she first crossed paths with Sheindlin.

Judge Judy Sheindlin at the 46th Annual Daytime Emmy Awards in 2019
Oteri said Sheindlin was a fan of his work and asked, “Can I give my son your number?”
Patrick McMullan via Getty Image

“I met her at an event in New York, and she came up to me, and she was so cool,” the comedian explained. “And she’s like, ‘Can I give my son your number? I’m like, I’m not going to say no. I’m like, ‘Judy, I don’t know. Look, if it didn’t work, you’re the last person I want to piss off. And she says, ‘No, I’m not like that. You know, it’ll be fine.'”

And it was! Laughing, Oteri revealed that she’s “dated” one of Sheindlin’s three sons, whom she didn’t name, “a few times.”

She told host Yontef the son was “handsome” but their romance was cut short due to the distance.

“I was going to Los Angeles for the summer and he was in New York,” she said, explaining that their casual date just fell through. “It couldn’t have ended better.”

Cheri Oteri at Mammoth Lakes Film Festival 2019
Oteri didn’t name which son, but she said the two have dated “a few times.”
Getty Images

Oteri then shared another hysterical story involving Sheindlin, 79, which ended with the comedian losing around five times more than she wanted to spend on a designer handbag.

“I saw her in a department store once, and she was so cool,” Oteri began. “And she said to me, ‘What are you looking for?’ And I say, ‘Uh, a handbag.’ And she said, “Let me watch with you.”

The ‘SNL’ alum said the impromptu shopping spree made her so “nervous” that she thought to herself, “Let’s pick anything for this to be over.”

Trying to keep her cool while expediting the purchase, she said she pointed to a random Bottega Veneta bag that Sheindlin loved.

Cheri Oteri on
The “SNL” alum said Sheindlin also once unknowingly bullied her into buying an expensive handbag.
NBCU Photo Bank via Getty Images

“She goes, ‘Oh, that’s beautiful. You get it,'” Oteri recalled, saying the salesman quickly informed her that it was $1,000.

“I go, ‘Sweet baby Jesus!’ And [Sheindlin] didn’t blink! she continued. “And I’m just like, ‘I don’t think I’ve ever spent more than $200 on a handbag’… [But] I had no choice! So I gave him my credit card.

“I remember going back to ‘SNL’ with the bag, and our wardrobe was like, ‘Is this Bottega Veneta?’ And I go, ‘Uh-huh.’ He looked at me like, ‘Wow, you taste good!’ And I say, “No, Judge Judy made me buy it.”

After telling a few others how the handbag became hers, Oteri said she decided to ditch the spiel and make the expensive purchase her own.

Cheri Oteri and Judge Judy at the latter's Hollywood Walk of Fame ceremony in 2006
Sheindlin personally invited the actress to his Hollywood Walk of Fame ceremony in 2006.
MovieMagic

Years later, when Sheindlin earned her star on the Hollywood Walk of Fame in 2006, she called Oteri and personally requested her attendance at the event.

“I was like, ‘What?'” she remembers thinking. But of course she went.

The comedian said the man on the podium who was hosting the ceremony started rattling off all the famous faces that were there.

“And he goes, ‘Oh, we have a lot of celebrities to support her. And he’s just naming all these famous people. And like, he’s done, and then he bends over and [goes]’And Cheri Oteri is here!’ “, she recalls.

“I’m like, ‘This fucking chick is the coolest badass. I mean, it was amazing. It was. She’s just everything, you know?

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