Diddy Was Noticeably Uncomfortable When Howard Stern Asked Him About J-Lo and Ben Affleck In 2003

Posted by Tandra Barner on Monday, August 26, 2024

Highlights

  • When being interviewd by Howard Stern in 2003, Diddy was asked if J.Lo's butt was the best in the business.
  • Diddy and J.Lo worked on her debut album; their highly publicized relationship did not work out, but Diddy wished her the best with Affleck.
  • J.Lo alleged that Diddy was unfaithful, causing her much distress, but Diddy was unwilling to discuss that part of his past on with Stern.

Diddy and Jennifer Lopez had one of the most publicized relationships in music at the end of the 90s and into the early 00s. The two worked together on Lopez's debut album and formed a relationship that saw them posing on red carpets everywhere.

After their union came to an end, Lopez continued to have highly publicized relationships, including a famous engagement to Ben Affleck. Lopez and Affleck's engagement was so closely followed, that the media even dubbed them "Bennifer."

During an appearance on The Howard Stern Show, Diddy was asked about his ex and her then new fiancé. While Diddy tried to remain respectful, he seemed to be quite uncomfortable with the questions regarding Lopez.

Diddy Asked Listeners To Stop Asking Him About Jennifer Lopez During His Howard Stern Interview

Diddy appeared on The Howard Stern Show in 2003 and was asked several questions about his then ex-girlfriend, Jennifer Lopez.

During the interview, Stern opened up the phone lines to have his listeners ask Diddy some questions. One listener was Double A, a frequent guest of the Stern show. Double A asked Diddy, "Is J.Lo's ass the best in the business?"

"Definitely the best in the business," Diddy responded.

Robin Quivers then asked Diddy if she left him because of infidelity.

Lopez had previously told Vibe Magazine that her relationship with Diddy was "the first time I was with someone who wasn’t faithful."

She continued, "I was in this relationship with Puff where I was totally crying, crazy and going nuts, it really took my whole life in a tailspin. I never caught him [cheating] but I just knew. He’d say he was going to a club for a couple of hours and then never come back that night."

Stern then asked Diddy how he felt about the amount of publicity her relationship with Ben Affleck was getting at the time. Before Diddy could answer, Stern then voiced his prediction of their future.

"You know what's sad?" Stern began. "It's going to end in a divorce just like the other two marriages. You know it and I know it. This girl gets married every year!"

Diddy tried to remain respectful, telling Stern's listeners that it was "in the past." He also wished Lopez and Affleck well.

"I like Ben. I like the Ben and Jen thing. It's all good," Diddy said.

Stern then asked Diddy if he was "glad to be rid of her," to which he replied, "It's not even like that. I'm happy to be in the relationship that I'm in."

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When another listener called in to ask about Lopez, Diddy asked everyone to stop asking him about her. Stern then asked him if it still hurt, which he denied.

"I just don't know the answers to all these questions," Diddy said.

Diddy even revealed he was still friends with Lopez, telling Stern that he spoke with Lopez "a couple of weeks ago."

Ben Affleck And Jennifer Lopez Got Back Together After Divorcing Other Spouses

Affleck and Jennifer Lopez had a much-publicized romance from 2002 to 2004. They were referred to as "Bennifer" in the press and paparazzi followed them everywhere. The couple soon got engaged and the countdown to their wedding was a hot topic for months.

After their film Gigli bombed with critics and audiences, the tide began to turn for the couple. Lopez and Affleck called off their engagement in 2004, with Lopez marrying Marc Anthony later that year. Affleck would marry Jennifer Garner. Both Lopez and Affleck had children in those separate marriages.

Lopez and Anthony split in 2011, with Affleck splitting from Garner in 2015. Affleck and Garner's divorce was finalized in 2018. At the time, Lopez was dating Alex Rodriguez, with whom she would be engaged soon after.

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Affleck's daughter has been spotted spending time with Lopez's twins on several occasions.

However, shortly after Lopez and Rodriguez split, she was spotted out with Affleck. This eventually led to public confirmation that the two rekindled their romance. They eventually got engaged and tied the knot in two ceremonies in 2022.

The first wedding was held at the Little White Wedding Chapel in Las Vegas. The second was held at Affleck's Georgia home.

Ralph Fiennes Said He Was A 'Decoy' At The Start Of Jennifer Lopez And Ben Affleck's Relationship

Actor Ralph Fiennes played Lopez's love interest in Maid In Manhattan. Fiennes' character was one of the wealthy hotel guests who mistook her character for a fellow guest, even though she was actually a maid. In the film, Lopez's character plays along and falls in love with him, becoming conflicted about fabricating her identity.

In real life, Lopez was in the process of divorcing her husband, Cris Judd. At the same time, she was secretly dating Affleck and her team attempted to keep it that way. Rumors of a real-life romance between Fiennes and Lopez suddenly filled the gossip columns.

While being interviewed on Watch What Happens Live in 2022, Fiennes was asked about Lopez and Affleck getting back together.

"My reaction is good luck to them," Fiennes said.

"Were you a decoy for their [relationship]?" host Andy Cohen asked Fiennes.

"I was, I was," Fiennes said.

"Really? Because you were shooting Maid in Manhattan while they were dating?" Cohen asked.

"Yeah, yeah, I was set up," Fiennes said.

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Ralph Fiennes Says He Was 'Set Up' By Jennifer Lopez At The Start Of Her Romance With Ben Affleck

Ralph Fiennes discussed a request he received from Lopez's team while filming "Maid In Manhattan."

Fiennes went on to say that Lopez and her team asked him out to dinner at Cipriani's in Soho. Fiennes said after they "had a nice dinner," he caught a paparazzo snapping a picture of him giving Lopez a double cheek kiss goodbye.

"Somehow the pictures were angled so as she's walking away. [It looks like] I'm walking after her," Fiennes explained. "I think it said next day on The Post, 'It's Ralph!'"

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