Sarah’s reputation took a serious hit years earlier when emails emerged showing her speaking warmly about Epstein, despite his conviction for child sex offences. In a message from 2011, she appeared to apologise to him after publicly declaring she had ended all contact. The email stated that he had always been a steadfast and generous friend to her and her family.
These exchanges took place after Epstein’s 2008 conviction. Sarah had previously insisted she would never have anything to do with him again. A spokesperson later clarified that the message had been written under legal advice in an attempt to calm Epstein after he issued threats.
Reports from that period also suggest that Epstein instructed his lawyers to push back against an interview in which Sarah distanced herself from him. He allegedly told them she should publicly claim she had been misquoted and went on to boast about her past visits and requests for help with charitable projects.

Even with the explanation that her email was written under pressure, the damage to Sarah’s public image has been considerable. The controversy has raised uncomfortable questions about Epstein’s connections to members of the Royal Family and has left Sarah struggling under the weight of renewed scrutiny.
Amid this turmoil, the possibility of a quiet refuge in Portugal appears increasingly appealing. Princess Eugenie’s preparations suggest that the option is not only being considered but actively planned for, as the Duchess faces yet another challenging chapter in her public and private life.