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A bizarre email from Sarah Ferguson to convicted paedophile Jeffrey Epstein referred to her then 19-year-old daughter Princess Eugenie going on a ‘sh***ing weekend’.
The latest tranche of Epstein files have revealed how the former Duchess ‘proposed’ to the financier, visited him within days of his release from prison with her teenage daughters and emailed him about a ‘single’ woman with a ‘great body’ he could marry.
Yet these revelations will come as no surprise to royal watchers who have followed Fergie’s long list of indiscreet remarks which nobody would expect from a member of the Royal Family.
She has raised eyebrows with candid revelations about taking STI tests and discussing how her ex-husband Andrew Mountbatten-Windsor was ‘like a machine’ in the bedroom, even after their separation.
As revealed in the new book, Entitled, by Andrew Lownie, Sarah had boasted of encounters with the disgraced Duke, saying he was ‘not very imaginative but very, very thorough’ in 1994, around two years after their split.
The former Duchess, according to a memoir by her psychic, also reportedly ‘encouraged Princess Diana to be more adventurous in the bedroom’ and, as recently as 2023, advised women going through intimacy issues with their partners to don ‘saucy underwear’ and ‘take him out on a treat’.
It was something that was, it seems, apparent about Sarah from early days into her and Andrew’s courtship.
In 1985 – just one year before their wedding – there appeared to be ‘mixed feelings’ about the union in the Royal Family.
A ‘well-connected’ source told Lownie: ‘Fergie couldn’t stop talking, and inappropriately. She was all high-jinks and jolly-hockey sticks and practical jokes. Andy loved it, no one else did.
In 1985 – just one year before their wedding – there appeared to be ‘mixed feelings’ about the union in the Royal Family. Pictured in 1986
Kortesis also claimed that Sarah said she and Wyatt first ‘made love when she was five months pregnant with Andrew’s second child’. Sarah pictured in 1988
She has raised eyebrows with candid revelations about taking STI tests and discussing how her ex-husband Andrew Mountbatten-Windsor was ‘like a machine’ in the bedroom, even after their separation. Pictured in April
‘I was told that the Queen said to someone after Fergie had left the Presence, “Does that girl never stop talking!”… The Duke of Edinburgh just thought she was a girl on the make.’
Her reputation followed her years into their marriage. Lownie also recalled how Sarah and Andrew visited California for a series of engagements promoting the arts, in 1987.
There, ‘the press lambasted the duchess for not behaving with the appropriate dignity’ – as ‘at a dinner in front of celebrities and politicians in Los Angeles, she joked about wearing Marks and Spencer knickers’.
Allegations of extra-marital affairs followed both Andrew and Sarah through their short-lived union – but a separation in 1992 (and later, divorce in 1996) came with more explosive reports from those close to them.
Vasso Kortesis, Sarah’s psychic, published a biography (which the then-Duchess attempted to stop), alleging transcripts of their conversations about everything from sex to personal finances.
Among the claims made was one that Sarah tried to coach her sister-in-law, the late Diana, on sensuality.
‘She encouraged Diana, who was rather shy and embarrassed of her body, to lead the way and experiment with different positions when making love,’ Kortesis wrote.
Elsewhere, the healer wrote that Sarah had confided of taking lovers – including, allegedly, Texan tycoon Steven Wyatt and financial adviser John Bryan.
Allegations of extra-marital affairs followed both Andrew and Sarah through their short-lived union – but a separation in 1992 (and later, divorce in 1996) came with more explosive reports from those close to them
The latter became embroiled in the famous ‘toe-sucking scandal’ in 1992.
Wyatt, meanwhile, was said to have been spotted with the Duchess over the years. In 1990, according to Lownie’s book, she was ‘deeply involved with Wyatt who provided the emotional security she had been missing’ in her marriage with Andrew.
This reportedly culminated in her hosting him and his associates for a dinner at Buckingham Palace, and later dragging them to a party hosted by Lord McAlpine.
But as the pair was about to be separated in the seating arrangements, Wyatt grabbed Sarah and ‘pulled her onto his lap, insisting: “Mah woman and I sit together.”
Lownie added: ‘He and his woman then treated the assembled company to what one described subsequently as “a display of mutual fondling I have never seen before in a three-star restaurant”.’
Kortesis also claimed that Sarah said she and Wyatt first ‘made love when she was five months pregnant with Andrew’s second child’.
‘I know it’s awful, but Andrew just isn’t interested in me anymore,’ she reportedly said. ‘Steven makes me feel so wanted.’
In his book Entitled, Lownie also recounted rumours that Sarah was ‘smitten’ with famous tennis player Thomas Muster – who, according to the author, was ‘known as Raging Bull and boasted of bedding a thousand women’.
But while there were whispers of passionate encounters between the pair, in 1996, Thomas denied any romance.
‘Sarah’s very nice but, as far as being my girlfriend is concerned, that’s ridiculous. She isn’t even my type,’ he said.
‘I see her as a friend and not even a very close one – that takes years. We’ve only met a few times, so I don’t know her well. To say we’re having a relationship is making elephants out of mice.’
In 1994, Sarah also sparked controversy when she, during a Portugal visit promoting ‘AIDS awareness’, became the first member of the Royal Family to say that she had been tested for HIV.
‘I underwent two tests, one before getting married and one for a life assurance application 18 months ago,’ she shared.
Initial reports by local media alleged Sarah had actually said she had three tests done – including one before starting her family, but it raised eyebrows, with reports speculating why she would have needed to do that in a monogamous marriage.
Among the claims made was one that Sarah tried to coach her sister-in-law, the late Diana, on sensuality. Pictured in 1987: Charles, Diana, Sarah and Andrew
Later, Sarah claimed she had been misquoted.
And it seems that the former duchess’s lack of discretion is not an old habit of days past.
In 2023, when making her debut as a This Morning host alongside Alison Hammond and Dermot O’Leary, she acted as an agony aunt, offering advice to two couples struggling with intimacy issues in their marriages.
And there was a running theme in Sarah’s responses, with the mother-of-two suggesting both callers reignite the spark by spicing things up in the bedroom.
The first caller, Suzanne, explained how she and her husband were struggling to balance demanding careers with a young child.
Sarah asked: ‘Is your husband feeling left out a bit?’
Suzanne replied: ‘I think so yes. The other night, he had the tree lights on and wanted to do something and I was like, “I can’t I have to go to bed.”
Sarah said: ‘Right, okay, so the first question I have for you is, “Do you have a friend next door or do you have a mother-in-law or your mum or someone that could just babysit or come round while you take your husband for a great surprise?”
‘You pop down and get a lovely saucy underwear department in your chest of drawers and you really make the hair, you know, blow dry the hair and take him out on a treat.
‘It needs to be more treats that he’s lost for words.
‘So you say to him, “Don’t worry tonight darling, we are gonna pop off somewhere,” and you’ve arranged the whole thing and it’s all organised.
‘It’s the element of surprise and it will bring the magic back into your relationship.’
The caller replied: ‘That’s really good advice […] We need to stop letting my little boy run our marriage really… that’s really good advice.’
Sarah said: ‘Well, the good news is that you’re addressing it and the minute you put light on it and address it, the minute it’s going to change.
‘You’ve got this Suzanne and I’m so proud of you calling today and being so brave to ring us. Well done you!’
‘Now get that sexy underwear out!’
‘I will I promise,’ the mother responded.
The second caller, Claire, who admitted to being shocked at seeing the Duchess on the television show, described how her 12-year relationship had come to a standstill.
‘Do I detect that you might be doing the date night down the gym or the date night fitting in with your own life, is that right?’ Sarah asked.
‘Previously, we had mutual things to do. We used to climb together, we used to go to the gym together,’ the caller responded.
She continued: ‘This has stopped, so I just want to bring us back together again.’
‘Claire, do you love him?’ Sarah asked.
‘Yes, definitely!’ the caller confirmed.
Sarah responded: ‘Great, that’s the first step. It’s so exciting, you love him so it’s worth fighting for.
‘I think you need to get a weekend away climbing and he’s not allowed to complain, it’s a complete surprise and all the friends are brought in on it and you have to go.
‘It’s an afternoon on Friday, get time off work, the boss is all into it as well and you’d say, “Darling, it’s your weekend, it’s especially for you.”
‘And I know the listeners are gonna say it should be up to the man to do it but, you know, women are in charge.
‘So you might as well take charge and go climbing for the weekend.’
‘Absolutely, I just need to go back down that road,’ the caller responded.
Sarah Ferguson and Ghislaine Maxwell attend the Opening of the Asprey Flagship Store on 5th Avenue on December 8, 2003, in New York City
‘We have a bit of an obstacle because I actually had an injury seven odd years ago and I’ve hurt my back. But we need to find something that we still have an interest in and I will get there,’ she continued.
Sarah interrupted: ‘Well, hold on a minute, what’s his favourite place to go? You could say: “Darling, I’ve booked your favourite place to climb, I will just be, you know, just waiting when you come back.” You go climbing and when you come back we can have a lovely weekend with the saucy underwear on.’
‘Okay. To be honest, we love Wales, Snowdonia, I’ve been with him once down there and it’s absolutely amazing so I think that’s probably one of the places we will definitely revisit,’ the caller said.
‘I was about to say Snowdonia because there’s lovely little hotels and wonderful, special little restaurants and you can make the whole weekend,’ Sarah added.
‘It doesn’t have to actually be around the climb but it is around the climb of bringing back memories of your past when you were so happy. Rekindle.’
It comes as Sarah has faced backlash after newly released Epstein files revealed that she told the convicted paedophile that she was waiting for her youngest daughter ‘to come back from a sh***ing weekend’.
The extraordinary exchange is contained in the tranche of three million documents released earlier this month.
In the email, sent on March 21, 2010 – two days before Eugenie’s 20th birthday – Epstein asks the then-Duchess of York: ‘NY?’, in an apparent reference to an upcoming New York trip.
Sarah replies: ‘Not sure yet. Just waiting for Eugenie to come back from a sh***ing weekend!!’
Eugenie met her now-husband Jack Brooksbank during a skiing trip at the beginning of 2010 and later described it as ‘love at first sight’.
The couple wed in 2018 and have two young children.
Earlier this month The Mail on Sunday revealed Eugenie has cut off all contact with her disgraced father in the wake of the Epstein scandal and refused to visit him at Christmas.
Ferguson, who is reportedly about to be made ‘homeless’ after being kicked out of Royal Lodge where she has been living with ex-husband Andrew, has apologised repeatedly for her friendship with Epstein yet the new documents show the paedophile helped pay off around $60,000 worth of debts she owed to a former assistant.
In one email dated 4 April, 2009, and signed ‘Love Sarah, the red head!’ she tells Epstein: ‘I am landing in Palm Beach in a couple of hours. Is there any chance on my quick layover that I can get to have a quick cup of tea?’
She goes on to discuss ‘Mother’s Army’, a website Epstein purchased for her, and says: ‘My dear, spectacular and special friend Jeffrey. You are a legend and I am so proud of you.’
The paedophile was still under house arrest when the email was sent.
In July 2009 financier Glenn Dubin, one of Epstein’s close friends, writes to him saying: ‘Fergie said she would organize tea in the Buckingham Palace apts…or Windsor Castle..she said you should call her directly.’
In another exchange in August 2009 Sarah thanks the billionaire ‘for being the brother I have always wished for’.
In 2010, Epstein is invited to Andrew’s 50th birthday party in an email which says: ‘Dear Jeffrey, Beatrice, Eugenie and I would love to invite you to celebrate the 50 years of Papa/Andrew.’
The invitation to drinks and dinner at St James’s Palace in London continues: ‘It will be suits and cocktail dresses, and you know me, mysterious mischief, so bring your presents, your presence and your humour!’
When Andrew’s office hears nothing back from the billionaire they politely send a reminder to which Epstein replies curtly: ‘Not able.’
A source said: ‘Epstein was always falling out with Sarah over money. She would borrow it from him and then say something stupid which would make the papers and infuriate him. He wasn’t that fond of her, she was more of a useful idiot to him. She offered him a way into Andrew’s good graces and, by default, the good graces of the Royals.’
By July 2010 they appear to have patched things up with Epstein saying an unnamed friend will be in London adding ‘any chance of your daughters saying hello?’ to which Sarah replies: ‘Beatrice is in London with her father. Eugie is away with a cool boyfriend.’
But in March 2011 Epstein was ‘enraged’ after Sarah gave an interview to London’s Evening Standard newspaper calling him a paedophile. He even considered suing her.
He hired Michael Sitrick, a high-powered New York crisis manager who wrote: ‘Jeffrey, the Fergie retraction is critical. One of your good friends, a member of the Royal family, is calling you a paedophile.
‘If gentle persuasion doesn’t work it is my view that we need to turn up the heat to the point of sending her a draft defamation lawsuit. As I said yesterday, this would be a major turning point and be picked up everywhere.
‘This is about your name and your reputation. You really can’t worry about her, in my view you need to worry about you. She certainly isn’t concerned about you or your reputation.’
Just weeks after telling the Standard she would ‘never have anything to do with Epstein again’, Sarah wrote him a groveling letter in April 2011 in which she called him a ‘steadfast, generous and supreme friend’.
She said: ‘I know you feel hellaciously let down by me. And I must humbly apologise to you and your heart for that. You have always been a steadfast, generous and supreme friend to me and my family.’
A spokeswoman for the former duchess said she had been left terrified by Epstein’s threats to sue saying: ‘Like many people she was taken in by his lies.
‘As soon as she was aware of the extent of the allegations against him she not only cut off contact but condemned him publicly to the extent that he then threatened to sue her for defamation for associating him with paedophilia.’
The former duchess has previously been contacted for comment by the Daily Mail.
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