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Jennifer Lopez and Sean “P. Diddy” Combs had a two-year romance that took the media by storm. The hip-hop mogul and the legendary singer/actor/dancer began dating in 1999 and called it quits by 2001. Lopez once explained how Combs threw her an epic surprise party that caused her to start “crying” when she arrived. Here’s why.

Jennifer Lopez said she started ‘crying’ at the surprise birthday party that Sean ‘P. Diddy’ Combs threw her

Jennifer Lopez and Sean “P. Diddy” Combs had a whirlwind romance in the early 2000s. They met on the set of Lopez’s 1999 music video for “If You Had My Love” and started dating shortly after. Combs had broken up with his long-term girlfriend Kim Porter during this time, though after his relationship with Lopez ended, Combs and Porter got back together.

According to a compilation of clips posted to YouTube, Lopez discussed the relationship while speaking to Regis Philbin on Live With Regis. She explained that Combs threw her a surprise birthday party that she never expected.

Lopez said that Combs suggested that the two of them go out to dinner for a low-key night out. Combs said he wanted a “quiet” night with Lopez because of the publicity they received. “So, we go out to dinner, and after that, he’s like, ‘Oh, there’s this girl’s birthday who’s also today!'” Lopez explained. “He’s like, ‘Maybe we should just stop by, have a drink, something.'” Lopez seemed unenthused, but she went along with the plan.

“We drive up, and there’s all these balloons outside,” Lopez continued. “And I think to myself, ‘Wow, this girl’s having a really big party.’ And I walk in, and everybody yells, ‘Surprise!’ and I’m like, I’m not this girl. These dumbies, what are they doing right now? And then I see my father and my friends, and I just start crying. I’ve never been surprised in my whole life.”

Jennifer Lopez said she was never ‘afraid’ of Sean ‘P. Diddy’ Combs

Sean "P. Diddy" Combs and Jennifer Lopez at the Grammy Awards
Sean ‘P. Diddy’ Combs and Jennifer Lopez | KMazur/WireImage
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Jennifer Lopez Is ‘Tremendously Disappointed’ and ‘Disgusted’ by Sean ‘P. Diddy’ Combs, Source Says

Jennifer Lopez and Sean “P. Diddy” Combs had a relatively short-lived romance. In 2024, the media is looking at the relationship with fresh eyes, especially after the release of video footage showing him physically attacking Casandra “Cassie” Ventura. Lopez reflected on the relationship after it ended and said she wasn’t “afraid” of Combs.

“No, I don’t think she was afraid,” Lopez said of herself, according to a clip in the early 2000s. “I just think that I, at that time, cared very deeply for Sean. We just didn’t have the same kind of ideals about life, and family, and stuff like that. It just wasn’t a good relationship for me. It didn’t have so much to do with him as it had to do with me at the time. I had to learn to care about myself a little bit more and put up certain boundaries of what I would accept and wouldn’t accept.”

Lopez later alleged that Combs cheated during their relationship.

The hip-hop mogul said he was still in love with Kim Porter during their romance

Sean “P. Diddy” Combs says that he appreciated Jennifer Lopez. However, he was still in love with Kim Porter.

“Jennifer and I are so much alike as far as our drive, our determination, what we want to achieve,” Combs told Oprah Winfrey in an interview. “That’s why we connected. But I could never go forward and finish the relationship with Jennifer because I was still in love with Kim. She still had my heart.”

Combs said that Porter knew he’d return once his romance with Lopez ended. “During the whole Jennifer Lopez thing, she was like, ‘You’ll be back. Go do your thing, silly boy,'” he said. “I’m quite sure that was a tough time for her, but she was cool as ice. That’s sexy!”

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