Will Smith, the legendary Fresh Prince of Bel-Air star, recently opened up about his “one and only date” with Pepa from Salt-N-Pepa, and sounds like it was most definitely a wild ride! In a candid conversation on his “Class of ’88” podcast, Will confessed that he was low-key terrified during their outing in the late ’80s.

Picture this: a young Will Smith, with his heart racing and palms sweaty, took Sandra “Pepa” Denton out for a spin in a swanky white Mercedes convertible. He had been crushin’ on her for ages, and when fate finally brought them together in L.A., he seized the opportunity to impress her.

The plan was simple, yet romantic – a drive along Mulholland Drive to soak in the beautiful sunset, and show her the glitz and glamour of Hollywood Hills. But here’s the kicker: Smith admitted that he was actually scared outta his mind the entire time! He confessed, “I always faked like I had game. I didn’t really have game. I was always in this full-on, ‘trying’ to give the wildest flavor…”.

 

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Deep down, he didn’t think he stood a chance with Pep’, and his swag was just a front. Talk about vulnerability! But hey, sometimes nerves make us do crazy things, right?

Despite his fear, Smith managed to create some unforgettable moments. He generously gave $100 to a homeless person they encountered during their date, which Pepa admitted left a lasting impression on her. They even made a stop at the iconic Hollywood sign. However, Smith didn’t hold back when he said, “My concern was that I was gon’ get killed” during that particular moment. That’s when Pepa’s rap partner, Salt, comically chimed in and said, “That was a legit concern.” 😆 Wow, talk about a rollercoaster of emotions!

 

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Unfortunately, their romance eventually fizzled out, but they remained good friends. As y’all know, Smith went on to marry and remain marry to Jada Pinkett-Smith (despite how rocky and controversial their marriage has become), while Pepa had a brief marriage to Naughty By Nature rapper, Treach. Although Pep’s and Will’s quick link-up may have been ‘a love story without a Hollywood ending,’ it’s undoubtedly a memorable chapter in both their lives.

So there ya’ have it, ILOSM family….Will Smith’s heart-pounding date with Pepa, filled with fear, vulnerability, and a sprinkle of Hollywood magic. It’s a throwback story that reminds us that even the biggest stars can become mad nervous when it comes to matters of the heart.