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5 Celebrity Couples Everyone Thought Would Last

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The following people were considered to be couple’s goals when they dated back in the 2000s. Sadly, most of the celebrity couples on this list broke up within months or during the first few years of their relationship.

1. Kim Kardashian and Nick Cannon

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Kim Kardashian and Nick Cannon first met while she was working as a stylist on the TV sitcom Moesha. At the time, Kim was dating Nick’s friend Ray J. But Nick pursued Kim after she and Ray J broke up.

“I was really into her, I was vibing,” the father-of-12 said in a 2021 appearance on Drink Champs. “She broke my heart.”

2. Da Brat and Allen Iverson

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Many people don’t know that rapper Da Brat dated former NBA star Allen Iverson. Da Brat, who was a closeted lesbian at the time, moved into Allen’s mansion when he lived in Atlanta.

In an interview with Kandi Burruss on her YouTube show “Speak On It”, Da Brat said being a traditional housewifey came naturally to her.

“I used to wake up, pick his clothes out, and cook breakfast,” she told Kandi. “The things he liked, I just made sure he was happy. And he spoiled me and made sure I was happy.”

“I was like, ‘This is amazing. This is it,’” she said about their relationship. “Then I think basketball players? Hoes. He had a baby mama and some kids. He had a lot of stuff going on. So it lasted for a good while.”

3. Usher and Chilli

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Usher Raymond and Rozonda “Chilli” Thomas dated off and on for years before calling it quits in 2004. Their relationship ended when Chilli learned he was cheating on her with his future wife Tameka Foster.

Usher recently revealed he proposed to Chilli, “but she told me no.”

“If I am to be honest, I was her No. 1 fan, and she was my superstar,” Usher told People magazine in a cover story. “At the age of 8, I put her poster on my wall and said, ‘Man that girl is so beautiful. One day I’m going to meet her.’”

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He continued: “I wanted to marry her. I proposed and she told me no. I went through a great deal of pain after that, not trusting women or wanting to open up.” He said, before adding “I hurt her too,” but the situation “broke my heart.”

4. Bow Wow and Ciara

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R&B singer Ciara and former kiddie rapper Bow Wow met in the early 2000s at the peak of their careers. Their romance soared when they collaborated on Bow’s 2005 single “Like You.” They split in 2006 after Ciara learned Bow Wow was cheating on her.

5. 50 Cent and Vivica A. Fox


50 Cent and Vivica A. Fox were an item in 2003. But their love didn’t last. Before long, they were both at each other’s throats. 50 Cent claimed the publicity doomed their relationship. He blamed her publicist. “Her publicist would say, ‘Do this.’ This person, ‘Do this.’ And then you go, ‘All right. This is not the right thing.’”

In a 2021 interview with VladTV, Vivica said, “The relationship broke up after the World Music Awards. I came back and he was on the radio saying he dumped me.”




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