Most Random Celebrity Hook-Ups

Odd Couples: The Most Bizarre, Unexpected And Flat-Out Gross Celebrity Chop Downs Of All Time

- By Bossip Staff
8 of 11

Most Random Celebrity Hook-Ups

Celebrities like to hook up with each other like cats and dogs. It’s what they do. And while we imagine it being just good-looking stars and starlets giving each other the beeswax, there are plenty of awkward and sort of creepy chop downs to go around.

So let’s look at some of the weirdest hook-ups of all time. Hide your eyes!

Lisa Raye and Al Sharpton – His old self was giving Diamond the goods? How in the hell did this happen?

Q-Tip and Nicole Kidman – When Nicole Kidman and Tom Hanks broke up, she wanted a replacement and Q-Tip of all people was there. Go figure.

Chelsea Handler and 50 Cent – Not only did this happen but she dumped him!

Kanye West and Mary Kate Olsen – Kanye even rapped about this most bizarre encounter.


Gucci Mane and Selena Gomez –
If this is true, it’s the wildest hook up probably ever.

Bill Maher and Superhead – This just didn’t compute for us but apparently she was in love and he put it down. Or whatever. Ew. Let’s move along.

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Khloe and Lamar – Yes. This is still weird to us.

Garcelle Beauvais and Mike Nilon – What was she doing with this buster?

Da Brat and Mariah Carey – We have a hard time seeing this, but man it’s quite the interesting image, no?

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