In a recent episode of the Class of 1988 podcast hosted by Hollywood star Will Smith, the iconic hip-hop duo Salt-N-Pepa joined the conversation to discuss their rise to rap superstardom in the 1980s. The discussion also delved into Smith’s past romantic interest in Sandra “Pepa” Denton, 57, and a particularly memorable date they shared.
During the podcast, Smith and the rap star fondly recalled their “one and only date” in early 1988, shedding light on Smith’s long-standing admiration for Pepa. The Grammy winner shared his effort to impress Denton, revealing that he rented a white Mercedes convertible to take her on a scenic drive through Hollywood Hills, intending to watch the sunset from Mulholland.
Denton chimed in, recalling a noteworthy moment from their outing. According to her, they encountered a homeless person, and Smith generously gave the individual $100. The rapper expressed her appreciation for the gesture before continuing their evening with a visit to the iconic Hollywood sign.
While Denton appreciated Smith’s moves, the Oscar winner admitted to being preoccupied with concerns for his safety during the date. Smith confessed, “My concern was that I was going to get killed. That was my concern when I was trying to spit my game, but I ain’t really have nothing. I was always faked like I had a game. I didn’t really have a game.”
Despite his nervousness, Smith acknowledged that his attempt to woo Pepa was one of the most terrified moments he had experienced. The revelation adds a humorous and relatable touch to Smith’s pursuit of romance during his younger years.