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Chelsea’s Rap Affair - Even before her torrid love affair with 50 Cent, Chelsea Handler had an affinity for rappers. During her stint as the host of her E! show Chelsea, Lately! the funnies were non-stop when hip-hop’s own sat on the Chelsea Couch. With the latest announcement that her newest show will air on Netflix in May, we can now look forward to more of these...off-kilter interviews. Here's a recap of the best from her E! days. – Jon Reyes (Photo: Kevin Winter/Getty Images for iHeartMedia)

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50 Cent - It’s safe to assume that this is where it all began with the pair. Even then, it was sort of disarming to see Fiddy so sweet and flirty. We can see why it all went down between these two. (Photos from left: Frazer Harrison/Getty Images, Jamie McCarthy/Getty Images for Yeezy Season 3)

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T.I. - T.I. seemed like a not-so-low-key favorite of Chelsea's, considering she touched his butt. When Tiny caught on to Chelsea's crush on her man, she came on the show with Toya and returned the gifts Chelsea sent to Tip. Eek.(Photos from left: Joshua Blanchard/Getty Images, Mark Davis/Getty Images)

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Nicki Minaj - Oh, rest assure that Nicki Minaj would be the one to tell Chelsea to “sit your a** down.” (Photos from left: Theo Wargo/Getty Images, Matt Winkelmeyer/Getty Images for Sundance Film Festival)

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Drake - When Drizzy stopped by, he admitted to the comedian that his favorite drink was a white wine spritzer. Oh, Drake...why? (Photos from left: Larry Busacca/Getty Images for SiriusXM, Vaughn Ridley/Getty Images)

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Fat Joe - Fat Joe has been giving the GRAMMYs a hard time way before Kanye West was doing it. The proof is here. Plus Chelsea calls him a “fatty.” What does he do? He just laughs. (Photos from left: Rob Kim/Getty Images, Michael Buckner/Getty Images for LOGO)

Photo By Photos from left: Rob Kim/Getty Images

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Lil Jon, Big Boi and Rick Ross - This one was one for the books — a triple threat. Plus, there’s nothing like hearing Lil Jon speak with a couple of cans of Crunk energy drink stacked next to him. (Photos from left: Jason Merritt/Getty Images, Paras Griffin/Getty Images for ASCAP Rhythm & Soul Department, Frazer Harrison/Getty Images for BMI, Larry French/Getty Images for iHeartMedia)

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Common - We’ve always known that the Chicago rapper has always been smooth, but never this forward. See for yourself. (Photos from left: Mike Windle/Getty Images, Christopher Polk/Getty Images)

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Snoop Dogg - She got to smoke with Snoop. That’s more than one person’s dream in the world. (Photos from left: Kevin Winter/Getty Images, Alberto E. Rodriguez/Getty Images)

Photo By Photos from left: Kevin Winter/Getty Images

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Rick Ross - Handler loves everything about Rick, like when she told the rapper, “I love your body.” And this was WAY before #Rossfit. Oh, Chelsea. (Photos from left: Paras Griffin/Getty Images for The Vanity Group, Jason Merritt/Getty Images)

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Kendrick Lamar - Many people might have not been aware of Kendrick’s height until Chelsea called him a “little nugget.” Only her. (Photos from left: Jonathan Leibson/Getty Images for J/P Haitian Relief Organization, Frederick M. Brown/Getty Images for BET)