Paris Hilton accuses David Letterman of 'purposely trying to humiliate' her on his talk show in 2007: 'It was just very cruel'

• Paris Hilton accused David Letterman of "trying to humiliate" her during their 2007 interview.
• On Monday, she said Letterman ignored their prior agreement not to discuss her time in jail.
• Hilton said she walked off the stage "crying and shaking" after the interview.

Paris Hilton accused David Letterman of intentionally trying to humiliate her during her 2007 appearance on "Late Show With David Letterman."

In the recently resurfaced interview, the late-night host made Hilton's jail sentence the focal point - and the punchline - of the conversation. In May 2007, Hilton was sentenced to 45 days in jail after a judge ruled she violated her probation for a previous traffic offense. She ultimately served 23 days.

On Monday's episode of her podcast, "This Is Paris," the 40-year-old said that Letterman agreed not to discuss her sentence ahead of the "Late Show" interview in October 2007, explaining that she only accepted the slot to promote her Can Can fragrance.

"I felt like it was a safe place because I'd been going on Letterman for so many years. He'd always have fun with me and joke around but I thought he would keep his word on this," Hilton said on her podcast.

She added, "I was wrong."

Just moments after Letterman greeted Hilton on stage and wrapped up small talk, he asked her: "How'd you like being in jail?"

From prodding about what she ate in the "slammer" to inquiring about her friend Nicole Richie's sentence, the host spent the majority of the interview harping on what Hilton understood to be an "off-limits" topic, despite his guest saying she doesn't "really want to talk about it."

"It was like he was purposely trying to humiliate me. During commercial breaks I would look at him like, 'Please stop doing this. You promised me you wouldn't talk about this. That's the only reason I came on the show. Please don't bring it up again,'" she said.

Letterman was unrelenting, per Hilton.

"It was just very cruel and very mean. After it ended, I just looked at him and I said, 'I'm never coming on this show again. You've crossed the line,'" she said.

She exited the stage "crying" and "shaking," adding that the host eventually apologized to her. When Hilton later re-appeared on "Late Show," she said it was a "much better" experience.

"There's no way that would happen today," she said of their 2007 interview. "It's such a different world now."

Representatives for Letterman did not immediately respond to Insider's request for comment.

Hilton said that Sarah Silverman was also 'cruel' to her about her sentence

On the same "This Is Paris" episode, Hilton also reflected on comedian Sarah Silverman's "disgusting" jokes about her at the 2007 MTV Movie Awards, an event she attended hours before checking herself into jail.

"Paris Hilton is going to jail," Silverman began.

The crowd exploded in cheers and applause, while the camera zoomed in on Hilton's face in the audience.

"I heard that to make her feel more comfortable in prison the guards are going to paint the bars to look like penises. I just worry that she's going to break her teeth on those things," Silverman said.

Hilton said she considers the moment "cruel" and "mean," adding that she "was sitting there wanting to die" and "trying to hold back" tears.

Representatives for Silverman did not immediately respond to Insider's request for comment.

Silverman addressed the on-stage moment at a book reading on Jewish Television Network in 2010. She said the audience's excited reaction to the news that Hilton was going to jail was "so evil" and "so mean."

"That was what was mean about that joke, and the cameras on her. It was humiliating, and my heart broke but I was in the middle of a joke and I had to set a punchline," she said, adding, "There was no way I was going to abandon ship for this girl. I'm sorry."

After the release of 'Framing Britney Spears,' both Letterman and Silverman have faced backlash

The New York Times documentary "Framing Britney Spears," which examines the toll misogyny took on the pop star's personal and professional life, led many people to reckon with the media's sexist treatment of young women in the spotlight.

As people have sifted through old interviews and clips from the early 2000s following the documentary's release on Hulu and FX, both Letterman and Silverman have been widely criticized.

The former "Late Show" host's interviews with stars like Lindsay Lohan and Jennifer Aniston have gone viral for their inappropriate nature. And Silverman's jokes about Spears and her children after her 2007 MTV VMAs performance landed her in hot water with fans.

"I was known then 4 roasts. MTV asked me to mini-roast Britney after her big performance. While she was performing I was having diarrhea & going over my jokes. Had no idea she didn't kill. Unfortunate. Art changes over yrs as we know more & the world changes," she tweeted amid the backlash.

Silverman continued, "I wish I could delete it but I can't. But you are posting it for people to see. So r u trying to be kind or right?"