15 Celebrity Couples That Are Just Plain Odd

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11. Chelsea Handler and 50 Cent

The candy shop is open! Chelsea Handler a very assertive and intellectual type who dated 50 Cent “casually” for a couple of years.

The happy couple was photographed a couple of times, and although this was just a fling, we are still puzzled how these two pieces fit together… Perhaps you have some ideas? Ok, we’ll explain.

Basically, the couple met on her talk show. As Chelsea loves to flirt with cute guys on the show, she flirted with 50 as well, and he liked it so much he started sending her flowers to her office. He sent her 50 white roses, and romantic messages, and she taught they were pretty sweet.

All of a sudden, you have this personality, and he becomes like a cuddling kitty, sweet-talking her into falling in love. Or, at least to sail into a casual relationship. He went to see her show in Nashville and they hooked up. They were together for months, and her friends really liked him. They never believed he could be so nice. After all, he is a former gangster.

As Chelsea was going back to Anguilla, she invited 50 to go with her on the trip with her family. Before they managed to meet there, they broke up. When asked about the break-up, Chelsea replied he behaved like a school boy.

He called her to let her know the support singer whom he dated before may come to the show. She wants to be with him again, and all. How juvenile is that? Anyways, Chelsea figured out he wanted to break it off, and insulted the rapper, before she hung up the phone.

When asked about her relationship with the rapper, she replied “He’s a great guy… he’s the complete antithesis of what you’d imagine. He’s a sweetheart, he’s great, he’s funny, he has a great sense of humor.”

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