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Barbara Walters

Number one on my list of notable side chicks is Barbara Walters and not because her relationship was super public or because she made her career based on being someone’s friend with benefits. No, Barbara Walters makes the list off of the sheer principle that no one believed she was the side-boo of Senator Edward Brooke when she announced it as a part of her recent memoir. For one, it’s Barbara Walters; she’s not typically the woman you think is running around getting fresh with a U.S. Senator. But think about the ramifications of a sitting senator, a black senator at that, having an affair with a top journo back in the day (the ’70s). It’s something out of the movies! She gets notable side chick status from me for being so good at keeping it on the hush for so long.

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Angelina Jolie

One of my real life friends on Twitter said it best: “Angelina Jolie is the ultimate side chick…she got Brad to divorce his wife and adopt her adopted kids without marrying him.” Now that’s cold blooded, and that’s something out of one of those pimp books from back in the ’70s. Angelina Jolie is like Sunshine from Harlem Nights, she threw that thing in Brad’s face and he called Jennifer and told her he wasn’t never coming home. Now that’s P-Power.

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Monica Lewinsky

I feel sorry for Monica Lewinsky in a way. How would you feel if your sole reputation rested on the fact that you were going down on President Bill Clinton and allowing him to insert cigars into…nevermind.  Notable side chick nonetheless, her and that blue dress are infamous. She might also go down as being famous for being a little demented; it’s not everyday that a woman keeps the dress someone “spilled” semen on. How did she get out of the White House with smeared seminal fluid on her dress!? I guess that’s something only an oracle can answer. Monica you’re on the list but by far we’re still laughing at you, not with you.

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Ashanti and Fantasia

Now I know the complexion of this list has been a little pale so before I’m accused of rallying against white women who play the mistress role, allow me to throw some black women under the bus as well (kidding…kind of). Now, Ashanti and Fantasia have to share the spotlight because I don’t think either of them have enough star power currently to deserve their own page about their transgressions. Ashanti we kind of felt sorry for. Don’t get me wrong, she was messing with a woman’s husband (Irv Gotti), but she wasyoung, naive and new to the music business. It seems she’s been on the straight and narrow path ever since then, so we can’t throw too much shade her way (plus, she’s from Long Island). But Fantasia, we can’t get jiggy with that mess you pulled with that good, middle class woman’s husband. Then tried to portray yourself as the victim and get suicidal like you weren’t breaking up a happy home. If you ask me, the person who lost the most out of all this, outside of the child, is the man, Antoine Cook.  His wife was good looking and now he’s stuck with Fantasia–that’s gotta hurt!

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Karrine “Superhead” Steffans

Superhead needs no introduction–she single-handedly aired out the whole music industry in one fell swoop. From Irv and Ja to Shaq, Jay-Z and Diddy, no celebrity went untouched. Even allegedly Method Man (supposedly Big Papa). Karrine is the worst kind of side chick: the type who runs and tells your lady! What part of the game is that? So what, they stopped giving you money after you wore yourself out and you thought you’d exact some revenge? You mad?  But once again, we can’t knock her money hustle, because Karrine went on to become a New York Times Bestseller writer and even found herself a short bid as a wife, married to Eddie Winslow. Congrats Karrine, you are a notable side chick of many men!

read more: MadameNoire

Side Piece: The Hall of Fame Edition  was originally published on zhiphopcleveland.com