Sherri Shepherd Lets Us In On The Funniest And Most Awkward Threesome Experience

July 20, 2018  |  

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Sherri Shepherd stopped by Power 105.1’s The Breakfast Club, and like most guests who appear on that show, she shared something that at least I have never heard come out of her mouth before.

The former The View co-host said that she was once propositioned for a threesome by two celebrities. One of them was actress Yvette Wilson (The Parkers), her good friend who passed away from kidney complications, and Wilson’s boyfriend at the time, rapper Eric B.

Shepherd explained that in her early stand-up comedy years, she was fresh from Chicago, a young woman who grew up as a sheltered, Jehovah’s Witness kid. Seeing people do drugs, and yes threesomes were all things the budding comedian had heard about but had never seen in real life until she arrived in Hollywood. The learning curve was real.

So, when Wilson invited her to a hotel party, Shepherd went with the most naive mind ever, but it has to be one of the funniest threesome stories ever told.

“[Wilson and Eric B.] were in a room one time, and I had went to see her. They called me up to the hotel – to the room – and she was like, ‘Come, hang out with everybody.’ It was MC Brain. It was all of these rappers. And we were hanging out…,” she said. “They were up in the room, and I remember I was sitting there, I was literally – I had two french braids in my hair, white bobby socks, white tennis shoes with overalls with the bow. That’s how sheltered I was. And I remember Yvette – And I remember Yvette had been drinking and they were kissing, and I was sitting in the chair like, ‘Oh, my gosh…'”

Yes, Shepherd just sat there confused and in shock as she was watching what was happening but had no clue as to why and what her role was supposed to be.

“I’m sitting in the chair, and I’m watching them like, ‘Oh, my gosh, oh, my gosh, oh my gosh, what am I supposed to do?…I remember [Eric B.] looked at me, and I was like [gives deer-in-headlight expression],” she continued.

Shepherd finally snapped out of it. She gathered her things and her mind to head out the door. Wilson still tried to coax her into joining them, but all Shepherd could hear was her mother’s voice.

“I was like, nuh-uh. nuh-uh. My mama told me about this. This from the devil, nuh-uh,” she hilariously recalled.

Since leaving her post at ABC’s popular daytime talk show, Shepherd has been growing her comedic and acting resumes. With stories like this to share, she definitely made the right choice.

Currently, you can catch her playing Anne Flatch on NBC’s Trial and Error. In the meantime, watch her talk about her most awkward threesome experience at the 16:45 mark below.

Renese spends her early mornings writing, her days securing insurance for TV shows, and her in-betweens blogging about the silliness and seriousness of life on her blog. Follow Renese on Twitter: @reneseford

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