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Yeezy Breezy: Kanye West’s Dating History

Kanye on stage.
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Sep. 26 2019, Updated 2:53 p.m. ET

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Kanye West and Kim Kardashian are the happily married parents of four children. But before they met each other, they dated all sorts of people. Kanye had an exceptionally long list while living the rock star lifestyle as one of the biggest rappers in the world.

MORE: KIM KARDASHIAN WANTS TO LIVE IN WYOMING WITH KANYE WEST & THEIR KIDS IN 10 YEARS

Exactly who was Kanye hooking up with? Who, other than Kim, almost became Mrs. West? How hot did things get with Amber Rose? And who were the gold-diggers he sang about? You will be amazed at who made the list.

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MORE: KANYE WEST HILARIOUSLY CAUGHT CHECKING OUT WIFE KIM KARDASHIAN'S BUTT

Take a deep dive into Kanye’s relationship history with our gallery as we go in chronological order of who ultimately led to Kim.

1. Sumeke Rainey: 1996-2002.

Kanye puts his hands to his head.
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Sumeke Rainey dated Kanye West when they were in high school, but the graduation rang the final bell on Kanye’s first relationship.

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2. Alexis Phifer: 2002-2008.

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This on-again, off-again relationship with fashion designer Alexis Phifer apparently moved briefly into an engagement in 2006 while vacationing in Capri, but it only lasted 18 months and completely broke down by 2008.

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3. Brooke Crittendon: 2005-2006.

Close up of Kanye sitting in a theatre audience.
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During one of those off-again moments with Alexis, Kanye turned his attention to Brooke Crittendon, who was an aspiring actress at the time. She went on to find fame in BET’s Harlem Nights and called her brief time with Kanye “a trip to Disneyland.”

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4. Sessilee Lopez: 2008.

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Sessille Lopez was cast by Kanye to be in his Flashing Lights video, and he made it clear that he wanted to give her a greater role in his private life. But things didn’t work out and they parted ways.

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5. Amber Rose: 2008-2010.

Kanye, in sunglasses, fur coat, and white top stands with Amber Rose who's in a denim jacket.
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Kanye and Amber Rose were quite an item for two years. But it all came crashing down when Kim showed up on the scene. Amber told the press that Kim was “a homewrecker! They were both lying. They were both being unfaithful to me and Reggie with each other… She was sending pictures, and I was like, 'Kim, just stop. Don’t be that person'.” Amber’s now married to Wiz Khalifa.

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6. Virginie Maury: 2010.

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Virginie Maury, a French model, was spotted making out with Kanye in Cannes. They were not seen together again making for just a whirlwind 24 hours.

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7. Angela Martini: 2010.

Angela Martini stands on the red carpet in a black dress.
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If tabloid rumors are to be believed, this was Kanye’s Fatal Attraction. Miss Universe Albania Angela Martini went from a fling with Kanye to flinging herself at him and allegedly being banned from a launch party Kanye was attending. Martini’s spokespeople denied it claiming the made-up stories were down to a "suspected stalker" of her own.

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8. Selita Ebanks: 2010.

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Kanye clearly enjoyed spending time with Selita Ebanks, an ex-Victoria’s Secret model who’d also appeared in his music video for Runaway. It only lasted for a month, and Selita later denied that they had dated.

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9. Melody Thornton: 2010.

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Was this even a relationship? Melody Thornton, a Pussycat Doll, was seen holding hands with Kanye on a red carpet or two but that’s where it seemed to have ended.

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10. Chanel Iman: 2010-2011.

Chanel Iman, in a green dress, towers over Kanye who wears a white top and white jacket.
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Kanye seemed to jump to model Chanel Iman for awhile in 2010, but Chanel denies it. “Rumors are rumors. I've always loved his music. He's an incredible performer,” she said.

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11. Kate Upton: 2011.

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Another Victoria’s Secret model — Kate Upton — was allegedly seen flirting with Kanye at a Victoria’s Secret VIP Swim Event. They left holding each other’s hands but were never seen out together again.

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12. Kim Kardashian: 2012-Present.

Kanye, in black, looks at Kim who wears a peach colored dress.
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Shortly after Kim Kardashian’s marriage to Kris Humphries fell apart — 72 days after saying “I do,” — Kanye began showing up at events with Kim in tow. Or should that be Kim showed up at events with Kanye in tow? Either way, they’ve since married and had four kids together.

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