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Home • News

Celebrity Odd Couples

Celebrity Odd Couples
By Essence · Updated October 29, 2020
01
Strange but True

Janet and Jermaine
We all remember the jokes that arose when these two confirmed they were a couple. Everyone asked: How did he get her? It was a small victory for short men everywhere.

Celebrity Odd Couples
02
Politick-ing

Lisa Raye and Al Sharpton
Although they never confirmed that they were in fact a couple, the pair attended several events together in 2009, and the speculation of why they would be together began. Whether it was purely business or not, it was amusing to see Sharpton hold onto Raye tighter than rat-tail comb.

Celebrity Odd Couples
03
Pimp Juice

Ice T and Coco
Since their marriage in 2005, the movie “Hustle and Flow,” and phrases like “Where’s my money” come to mind anytime we see this odd couple together.

Celebrity Odd Couples
04
The Ballers

Hoopz and Shaq
Hoopz, season 1 winner of “Flavor of Love,” passed on Flav’s gold teeth and jumped into the huge arms of Shaquille O’Neal. At 7’1, 340 lbs we won’t call anything Shaq chooses to do “odd” — that could be detrimental to our health. But now that the two are engaged, let’s just say the relationship is “unique."

Celebrity Odd Couples
05
The Entertainers

Chelsea and Fifty
We all dropped our jaws when the two were first photographed together — but now they have been spotted several time by paparazzi. One thing they do have in common is the fact they both say WHATEVER is on their mind. Which, in a strange way, may work…

Celebrity Odd Couples
06
The Cool Kids

Jay Z and Beyonce
When the two first started dating, we couldn’t figure what was more odd: that the hottest rapper and singer were dating or how odd it was that they would NEVER acknowledge that they were? Opposites attract, and they went from being the oddest to coolest couple in the game.

Celebrity Odd Couples
07
The Space Cadets

Lauren London and Lil Wayne
While Lauren is serving us her cutesy out-of-this-world looks, Lil Wayne is steady convincing everyone that he’s an alien. Admittedly, the two dating wasn’t the strange thing, it was stranger knowing Lauren let an alien impregnate her.

Celebrity Odd Couples
08
The Social Butterflies

Bill Maher and Karrine Steffans
The very social Karrine Steffans went from dating every rapper in the game, to attempting to settle down with social critic Bill Maher. This was an unconventional match, but we all peeped Karrine’s creative attempts to make a come up in a new industry. FAIL.

Celebrity Odd Couples
09
Cougar Town

Ray J and Whitney Houston
Spotted days ago dining together, Whitney Houston and Brandy’s lil brother, Ray J still deny anything is brewing between the two. Odd moreso in age than in personality, Whitney and Ray do have some things in common. Whitney’s been in movies, Ray J makes movies…

Celebrity Odd Couples