Will Smith and Sandra “Pepa” Denton of Salt-N-Pepa.Photo:Alberto Rodriguez/Peacock/NBCU Photo Bank via Getty; Robert Kamau/GC Images

Will Smith and Sandra Denton

Alberto Rodriguez/Peacock/NBCU Photo Bank via Getty; Robert Kamau/GC Images

Will Smithhad one half ofSalt-N-Pepasaying, “Whatta Man,” for a brief period in the ‘80s.

On the episode, which was released earlier this fall, Smith and the rap star reminisced about the “one and only date” they went on together — and how “terrified” the Fresh Prince himself was throughout the experience.

Smith said that they went on a date “sometime in early ‘88” after he had been crushing on the performer for quite some time. “I always had a thing for Sandy, but she was always dating somebody else,” the Grammy winner shared. “Now she was single. We was both going to be in L.A. at the same time, so Imma shoot my shot.”

Since he only had one chance, the superstar explained that he felt he had to do it right. “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,” he revealed. “My plan was then to take her around Hollywood Hills, drive up Mulholland and all that, watch the sunset.”

DJ Jazzy Jeff and the Fresh Prince in the ’80s.David Corio/Michael Ochs Archives/Getty

DJ Jazzy Jeff and the Fresh Prince

David Corio/Michael Ochs Archives/Getty

The “Push It!” rapper continued, “I was likeOKand it was so nice. And then we went to the Hollywood sign.”

Never miss a story — sign up forPEOPLE’s free daily newsletterto stay up-to-date on the best of what PEOPLE has to offer, from celebrity news to compelling human interest stories.

While Smith had the musician impressed, he revealed that his mind was somewhere else at the time. “My concern was that I was going to get killed,” theKing Richardstar admitted. “That was my concern when I was trying to spit my game, but I ain’t really have nothing.”

Salt-N-Pepa.Al Pereira/Getty Images/Michael Ochs Archives

Hip-Hop group Salt ‘N Pepa appear in a portrait taken on March 1, 1992

Al Pereira/Getty Images/Michael Ochs Archives

“I was always faked like I had game. I didn’t really have game,” he added. “I was always in this full-on, trying to give the wildest flavor of having game, but 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.”

Although the star revealed that their brief fling quickly petered out after that night, he added that he, his former collaborator DJ Jazzy Jeff and Salt-N-Pepa “always really got along.”

Upon the 50th anniversary of hip-hop earlier this year, the “Shoop” artists spoke to PEOPLE about theirwhirlwind career and what it’s been like seeing the genre growsince they debuted.

DJ Jazzy Jeff and the Fresh Prince.Michael Ochs Archives/Getty

DJ_Jazzy_Jeff_-_Fresh_Prince_013.jpg

“For me being in this genre and so successful for so many years, it is still mind blown emoji, because we are booked and busy,” James shared. “And I knew Salt N Pepa were going to be a success, I just always believed that. But I never thought in my mind that we would be in our fifties and still traveling and performing probably just as much as we ever did.”

She added, “So that’s a testament to the power of the culture and how much people embrace it and love it.”

The “Parents Just Don’t Understand” rapper also looked back on the early days of rap this year with the release ofClass of ‘88— opening up on the podcast about hisfirst impressions of music mogul Rick Rubinandwild experiences out on the road, among other anecdotes.

source: people.com