Pepa Reveals She Regrets Turning Down Will Smith’s Past Romantic Gestures Toward Her

Posted On : May 4, 2018

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The things we learn when we do a lil’ diggin’ around here. ILOSM family, Pepa (of Salt N’ Pepa) dropped a few gems a while back that were largely overlooked by many fans. Before there was a Mrs. Jada Pinkett-Smith, or hell…even before a Mrs. Sheree ‘Smith’ (Will Smith’s first wife), Pepa had a chance to shoot her shot at Will…AFTER he’d already put the bait out there for her first. Let Pep’ explain below…

Pepa Reveals Her History With Will Smith

A few years ago, Pepa did an interview with Global Grind, where she talked about Will “Fresh Prince” Smith and the time they used to spend together in the late 1980’s, during the height of Jazzy Jeff & The Fresh Prince’ rap success. Although she says she felt Will’s vibes toward her back then, she turned the brotha down:

Premiere Of Warner Bros. Pictures' 'Focus' - Arrivals
Will Smith  (Photo by Jason Merritt/Getty Images)

Pepa: “I thought Will was really cute and we would hang out a lot on the road. He liked to take care of me and never let me spend a dime. He was that kind of guy, real generous. I remember when they won their first award, he asked me to go out with him afterward. He was so excited. We were walking along the street getting ready to grab something to eat, and he just gave this homeless guy $100 dollars…I sometimes kick myself when I think about what could have been. He was so nice to me, but I really wasn’t feeling him. I guess I couldn’t appreciate a nice guy like Will Smith. He wasn’t thug enough. I was attracted to thugs and hoodlums. Will was too nice to me.”

In her interview, Pepa expressed regret for turning Will down, because it seems she later realized the type of guys she was really attracted to at that time, were not the best ones for her. Case in point, was the man Pepa said she was, in fact, diggin’ at that time- MC Hammer’s BROTHER! According to Pep,’ Hammer’s brother was a “thug,” but she loved that about him:

“I liked people like Louis Burrell (MC Hammer’s brother). He was rough, he was street and he didn’t pull any punches. He would walk around with a cane and pimp hat. He always referred to women as b**ches.” Even with all that, I liked him.”

So Many Questions:

1. First of all, Pepa has always been beautiful, but who would’ve thought that Will Smith -the “Parents Just Don’t Understand” rapper- would’ve been bold enough to step to a ’round-the-way chick, like Pep?’ Their personalities seem totally opposite.

Premiere Of Lionsgate's 'All Eyez On Me' - Arrivals
LOS ANGELES, CA – JUNE 14: Recording artist MC Hammer attends the premiere of Lionsgate’s ‘All Eyez On Me’ on June 14, 2017 in Los Angeles, California. (Photo by David Livingston/Getty Images)

2. Next question: Who knew Hammer had a brother…and a thuggish bro’ at that (at least according to Pepa’s description of him)?

Pepa’s Alleged New YOUNG Bae

Despite Pepa declining Will Smith’s offer, they’ve both found happiness now. Will and Jada just celebrated their 20 year wedding anniversary in December 2017. While, Pepa’s out here gettin’ her groove back, like “Stella,” with her reportedly much younger boyfriend. If you missed that tidbit of info, here’s what we reported:

In April (2018) Pepa took to Instagram to introduce fans to whom many folks have concluded to be her then 28 year old man. His name is Aundre Dean and there is a twenty-three year age gap between he and Pep,’ but it looks like they ain’t got no worries about that whatsoever.