Will Smith Opens Up About His ‘Terrifying’ Date with Pepa of Salt-N-Pepa
3 min read
In a candid revelation on his Class of ‘88 podcast presented by Audible and Wondery, Will Smith, the acclaimed American actor and rapper, shared insights into his “one and only date” with Sandra “Pepa” Denton of the iconic hip-hop group Salt-N-Pepa. The podcast episode delves into Smith’s feelings of terror during the late ’80s date, offering a glimpse into the rapper’s attempts at wooing the celebrated female rap star.
Will Smith Opens Up About Feeling ‘Terrified’ During Date with Pepa of Salt-N-Pepa
Recalling the past, Will Smith openly admitted to being “terrified” when he took Pepa out in the late ’80s. Despite his reputation for exuding confidence, Smith confessed to lacking genuine game and described the experience as one of the most daunting moments of his attempt to pursue a romantic connection. The podcast provides a rare glimpse into Smith’s vulnerability during this pivotal moment in his personal history.
Enduring Connections – Will Smith and Salt-N-Pepa’s Lasting Bond
The relationship between Will Smith and the Salt-N-Pepa group spans decades, and the recent podcast episode is a testament to the enduring bond between them. Having known each other for years, Smith invited the hip-hop duo for a conversation about their rise to rap superstardom in the ‘80s, shedding light on his romantic interest in Sandra “Pepa” Denton.
On October 27, Will Smith shared a clip from the podcast on his Instagram, providing a glimpse into the conversation where he discussed his longstanding crush on Pepa. The rapper revealed his plan to impress her by renting a white Mercedes convertible and taking her around Hollywood Hills, culminating in watching the sunset together. Despite his elaborate plan, Smith admitted that his outward confidence masked an inner turmoil of fear during the date.
When asked about the date, Pepa initially hesitated to delve into the details. However, Smith reassured her, emphasizing the maturity that comes with time. Pepa shared her version of events, recalling a generous encounter with a homeless person during their outing. The conversation evoked laughter as both stars reminisced about the quirks of that memorable night.
While Smith’s feelings for Pepa were evident, the podcast revealed that their brief dating history quickly fizzled out after that night. The rapper expressed concern about potential danger when they approached the Hollywood sign, highlighting the unexpected turns of their evening.
Despite the romantic interlude, Will Smith emphasized the enduring friendship between Salt-N-Pepa, DJ Jazzy Jeff, and himself. The trio, consisting of two iconic hip-hop duos, maintained a strong camaraderie over the years.
Both Will Smith and Sandra “Pepa” Denton pursued separate paths in their personal lives. Smith went on to marry Jada Pinkett Smith in 1997, while Denton had a brief marriage to rapper Treach from 1999 to 2001.
Will Smith’s revelation about his ‘terrifying’ date with Pepa provides fans with an intimate look into the rapper’s past, showcasing vulnerability and candidness. As the podcast episode unfolds, it offers a unique perspective on the dynamics between these influential figures in the entertainment industry.
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