50 Cent And Chelsea Handler: A Timeline Of Their Flirtation

Whether or not the rapper and comedian are dating, they have gotten flirty on numerous occasions.

As far as unexpected couples go, 50 Cent and Chelsea Handler are pretty high on the list. The rapper and talk-show host were recently spotted together in a booth at a New Orleans bar, igniting rumors that they were dating.

Handler was quick to shut down speculation of a romance, tweeting late Wednesday that she had been meeting with 50 about a potential project. The rumors about the two aren’t completely out of left field, though — after all, they’ve definitely shared flirtatious moments in the past. Check out a timeline of their history below:

November 18, 2009: 50 Cent appears as a guest on Handler’s E! chat show, “Chelsea Lately,” and the two waste no time complimenting each other. Here are some gems from their conversation:

Handler: “You’re very, very cute. You know this, right?”
50: “Do you have a boyfriend?”
Handler: “You seem so sweet and you have that nice sweet smile like T.I.”
50: “You have those pretty eyes … and you’re just making me bubbly.”

March 23, 2010: During a radio interview, Handler claims 50 asked her out after his “Chelsea Lately” appearance.

“50 Cent was totally flirting with me and then called me and left me a message on my phone that night,” the host said, recounting the story. ” ‘Hey, this is 50. I just wanted to let you know that I’m serious about asking you out. I don’t know if you’re single.’ I was not at the time; I am now. … I’m single and available and looking.”

September 9, 2010: Handler makes no secret of her attraction to rappers in an interview with MTV News (although 50 doesn’t make her list).

September 23, 2010: 50 Cent didn’t seem too offended that he didn’t make the list of rappers Handler had her eyes on. A few weeks later, he tweets, “Yal know I love me some chelsea handler yal see her show tonight she is so funny to me.”

October 4, 2010: TMZ publishes a photo of 50 Cent and Handler at a New Orleans bar, which sparks a flurry of speculation about whether they’re dating.

October 5, 2010: Handler takes to Twitter to deny rumors of a romance.

“Everyone, calm down,” she writes. “I met with Mr. Cent about a potential project. There’s nothing to report yet, ill let you know if there is.”

Handler’s tweet may have put speculation of a romance to rest for the time being, but judging from her past encounters with 50, we wouldn’t be too surprised if the two meet up again, whether it’s for business or pleasure.

Were you hoping the romance rumors were true? Let us know in the comments!