Onscreen, he was the Fresh Prince of Bel-Air star every girl dreamed of, but in reality, Will Smith tried too hard to impress Salt-N-Pepa’s Pepa. Decades later, after the pair went on to marry other people, they sat down to laugh about their first and only date.
Will Smith Wanted to Prove He Had Game to Pepa of Salt-N-Pepa
Will and Sandra “Pepa” Denton took a stroll down memory lane during her visit to his Class of 88 podcast studio. Back in the day, before his marriage to Jada Pinkett Smith, the actor fell head over heels for one-half of the rap duo.
However, there was never a right time as Pepa was rarely single at the time. But when the opportunity presented itself, Will jumped on it and was ready to make a long-lasting memory.
The Pursuit of Happiness actor thought:
“This girl was special and I wanted to impress her, so I rented a white Mercedes convertible just because I needed to floss a little bit.”
To flaunt his rizz, Will Smith scheduled an almost perfect date with Pepa. Following the car rental, he wanted to cruise around Hollywood, settle in Mulholland, and enjoy nature. But this was just to cover up for the confidence he lacked.
According to Page Six, he confessed:
“I always faked like I had game. I didn’t really have game…that might have been the most terrified I had ever been trying to shoot my shot with Pepa. And I didn’t believe I had a real shot.”
Pepa of Salt n’ Pepa Gives Her Version of the Date Night
Terrified or not, Pepa believed Will Smith was on point and oozed compassion. The Salt n’ Pepa rapper explained that his gesture of giving swept her off her feet.
In her words:
“We were out and we saw a homeless person and you gave the homeless person $100. It was so nice. And then we went to the Hollywood sign.”
This was all the rizz she needed to see, and even though their romance died naturally, an unending friendship was born.
