In the course of a public appearance to a cathedral in Staffordshire on Monday, King Charles was confronted by a protester who asked him about his brother's links with convicted sex offender Jeffrey Epstein.
The man asked how long the monarch had been known about his brother's relationship with Epstein, and also questioned whether he had instructed the authorities to "conceal" for Prince Andrew.
Despite the heckling, there were crowds of supporters and cheers for the King, who was in Staffordshire for an event.
Prince Andrew's associations with Jeffrey Epstein have been under renewed focus in the past few weeks. The prince, who gave up his royal duties earlier this month, has categorically denied any misconduct.
"How long have you been aware about Andrew and Jeffrey Epstein? Have you asked the authorities to cover up for Andrew?"
The monarch did not respond but continued greeting fans, some of whom shouted "God Save The King". One fan can be overheard requesting him for a embrace.
A female bystander outside the cathedral was also observed telling the heckler to "leave" and to "be quiet".
The controversy over the Duke of York's links to Jeffrey Epstein has been brought back into focus by misconduct claims repeated in Ms. Giuffre's posthumously-published memoir.
In the memoir, Ms Giuffre says she had sex with the prince on three separate occasions, including one instance with Epstein and "eight other young girls"
Prince Andrew, who agreed to a financial settlement with the plaintiff in recent years, has consistently denied any wrongdoing. In 2019, he told a news program he did not recall meeting Ms Giuffre "ever", and that they "never had any sort of intimate relations."
But recently, fresh questions have been raised about how he is able to fund his lifestyle despite not being a active member of the royal family.
The disclosure that he has only ever paid a token annual rent on his Windsor mansion has heightened the scrutiny over his living arrangements - even though he made large payments up front, including for improvements.
The Liberal Democrats said he should be called in front of members of parliament to give testimony about his lease of his residence.
But last week, the government refused to give parliamentarians time to debate the prince's titles or his home, despite growing pressure for investigation.
The royal household has not commented on whether the Duke of York might relocate of his current residence - or where he might reside.
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