In an unexpected turn of events, British television mogul Simon Cowell shared a bizarre fan encounter that remains the strangest request he’s ever received. During an appearance on the How To Fail podcast with Elizabeth Day, Cowell recalled the shocking incident in a restaurant. A fan approached him, admired his show, and asked for a picture. Everything seemed normal until the fan, with his wife in tow, made a startling proposition. He asked if Cowell would be willing to judge them while they had sex. Initially thinking it was a joke, Cowell soon realised the couple was serious. They even offered a hefty sum for his involvement – a staggering $150,000.
Though taken aback, Cowell entertained the idea momentarily, but ultimately declined. Despite the odd request, Cowell admitted that interactions like these are surprisingly enjoyable. He mentioned that although he’s naturally shy and struggles with small talk, conversations about his shows or artists make him feel more at ease.
The famous judge also revealed how fame has helped him manage his social anxiety. It provides an immediate topic to discuss, allowing him to break the ice easily. While some fan requests are more predictable, such as people asking him to be rude to them (particularly in America, due to his blunt persona on American Idol), this encounter remains one of the most unforgettable moments in his career.
