5 Cringe Interview Moments That Caught Celebs Off Guard

Britney Spears Asked About Her Breasts And Virginity (2000s)

Britney Spears was relentlessly sexualised as a young star. At just 17, she was quizzed by a male interviewer about her breasts. Diane Sawyer asked her about losing her virginity and what she’d tell her then-12-year-old sister about sex before marriage. Another interviewer even commented: “On the one hand you’re a sweet, innocent virginal type. On the other hand you’re a sexy vamp in underwear”. Britney later wrote that people kept “making strange comments about my breasts” and asking if she’d had plastic surgery. She was a teenager. It was disgusting.