Rapper Jack Harlow Shares Wild Story On Losing His Virginity Twice

"First Class" rapper Jack Harlow has talked about a sexual encounter he had as a teenage boy.

The rapper revealed that he had lost his virginity twice, the first time when he was 16 and the second time when he was 18. Harlow revealed that his sexual adventures with the person he dated when he was 18 demonstrated that he had no prior experience with sex to explain the likelihood of such an event occurring.

In another interview, the "What's Poppin" crooner also revealed his crush on female cartoon characters like Shego from Disney's "Kim Possible." The performer recently took home four prizes at the MTV Video Music Awards, including Song of the Summer.

Read on to learn more.

Harlow shared that he had lost his virginity twice in a video that has since gone viral. While it seems impossible to do so scientifically, the 24-year-old explained in the clip his reason, which appears to stem from a sexual escapade when he became an adult.

He first shared that he had lost his virginity to an unnamed person when he was 16. Subsequently, he had several sexual encounters with ladies in his school that mirrored the usual. However, his understanding of sex changed after he started dating someone older.

"When I was 18, and I graduated high school, somehow, some way, I landed this dime piece who was five or six years older than me," the rapper said. "She was like 23, 24 — it blew my mind because, Nashville, you have to understand, at that point, I'd only f--ked with girls I've seen in the halls. For me, this moment was like welcome to the big leagues. It was huge."

Harlow explained that at the time, the anonymous older lady gave him lessons about sex that he was ignorant about despite no longer being a novice.

"The first couple times we did it, she would say to me, 'You know, you don't have to go so fast,'" he said, before claiming that it was a major turning point in his sex life, seemingly alluding to the period to being the second time he lost his virginity.

He also added that he got other relationship perks at the time, including the lady coming to support him during his indoor soccer games and driving him and his "homeboys" back home after the matches.

Harlow recalled in the video, "She was sitting there watching the game and they'd be like, 'Yo, who is that?' I'd be like, 'Oh her? Yeah, we have sex, you know' — like I was feeling myself and it's true, we did."

The clip of Harlow recounting his sexual escapades was taken at his "Come Home the Kids Miss You" Tour performance in Nashville. In the past, he has detailed other wild stories from his youth, showing he's not shy about recounting those crazy memories.

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In a Genius interview in 2020 that was posted on Twitter, the rapper talked about his old cartoon crushes, specifically naming Shego, a female character that played the villain in Disney's animated series "Kim Possible."

"Shego's fine as hell," he said at the time. "I had a lot of cartoon characters that used to get me sexually aroused as a kid. The female reindeer from the Rudolph Claymation series. When I was in preschool, I used to be bricked up watching that shit and then that fine a-s fish from Shark Tale. But Shego is up there, with her fine a-s."

While Harlow has no qualms spilling risqué moments from his past, his present and future will definitely bring many fond memories for the rapper. Harlow's music has garnered critical acclaim following his 2020 single, "Whats Poppin," gaining popularity on the social medial platform TikTok.

He earned Variety's "Hitmaker of the Year" honor in 2021 following the debut of his hit song "Industry Baby," a collaboration between him and Lil Nas X that became Harlow's first chart-topper. The lead single "First Class," from his second album "Come Home the Kids Miss You," released in 2022, also peaked at number one, setting the pace for more stellar projects from the rapper.

The song also won the rapper the Song of the Summer at the recently held MTV Video Music Awards, one of the four accolades he swept home during the event.

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