Hip-hop’s Failed Flings

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    Ashanti and Nelly attends Ashanti's Birthday Party at Café Durpree on October 13, 2007 in Atlanta, GAAshanti's Birthday Party at Cafe DurpreeCafe DurpreeAtlanta, Georgia United StatesOctober 13, 2007Photo by Johnny Nunez/WireImage.comTo license this image (14982028), contact WireImage:U.S. +1-212-686-8900 / U.K. +44-207-868-8940 / Australia +61-2-8262-9222 / Germany +49-40-320-05521 / Japan: +81-3-5464-7020+1 212-686-8901 (fax)info@wireimage.com (e-mail)www.wireimage.com (web site) cafe durpree contributing photographer united states call u.s. +1-212-686-8900 / u.k. +44-207-868-8940 / australia +61-2-8262-9222 / germany +49-40-320-05521 / japan: +81-3-5464-702
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    * HANDLER FUELS 50 CENT ROMANCE WITH COSY TWITTER SNAPComedienne CHELSEA HANDLER is continuing to tease fans about her rumoured romance with rap superstar 50 CENT - by posting a photo of the pair cuddling in bed on her Twitter.com blog. The stars first sparked speculation they were dating in October (10) when they were snapped enjoying a night out together in New Orleans, Louisiana. They both dismissed talk of a budding romance, insisting the meeting was strictly business to discuss a $200 million (£133 million) film deal 50 had recently signed with Lionsgate studio. But Handler has fuelled new gossip about their relationship after uploading an intimate picture of the pals embracing in bed, as the Chelsea Lately talk show host hugs and kisses 50 Cent. In the accompanying caption, she writes, "I don't know why anyone thinks I would ever date a rapper." (MT/WNTWT/MJ)50 Cent aka Curtis James Jackson III and Chelsea Handleras seen in a photo posted on her Twitter.com blogUSA - 13.12.10Mandatory Credit: Plixi.com/WENN
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    Sean 'Puffy' Combs with Jennifer Lopez in the audience at the 1st Annual Latin Grammy Awards broadcast on Wednesday, September 13, 2000 at the Staples Center in Los Angeles, CA. Photo credit: Kevin Winter/ImageDirect
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    Treach of Naughty by Nature with Sandra "Pepa" Denton at the Palladium in New York City, New York (Photo by Steve Eichner/WireImage)
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    PHOTO CREDIT: Christopher Smith for The New York Times

While taking a stroll down memory lane, XXL couldn’t help but think of the numerous rap couples that ended up calling it quits. From Diddy’s short lived romance with  J-Lo to Eve’s scandalous stint with Stevie J, many of hip-hop’s couples have had it rough over the years. Take a look at some celebrities affairs that were loved but got lost along the way.