Andrew Mountbatten-Windsor once earned the nickname ‘Randy Andy’ for his rendezvous with several different women, with one close friend even claiming he has slept with more than 1,000 people
Cally Brooks Features Writer
19:54, 22 Feb 2026
Andrew Mountbatten-Windsor pictured in 1999.
Andrew Mountbatten-Windsor has come under heat for his involvement in the latest Epstein files that featured damning images of the former Prince. Accusations that he flew at least one victim to the UK on Jeffrey Epstein’s ‘Lolita Express’ have come from email exchanges released by the US Department of Justice last month.
But long before these accusations came to light the former Duke of York earned the nickname ‘Randy Andy’ and ‘Playboy Prince’ for his many public romances, with a friend telling The Sun he had slept with more than 1,000 women. Following his 1996 divorce from Sarah Ferguson, mother to his two children Beatrice and Eugenie, he had several romantic interests.
The disgraced former prince was arrested on his 66th birthday earlier this week following allegations he appeared to have shared reports of official visits to Hong Kong, Vietnam and Singapore with sex offender Epstein. He has since been released under investigation.
Here, we take a look at where some of his famous exes are now:
Angie Everhart. (Image: Mirrorpix)
Angie Everhart: 2003
Andrew was suspected of having a secret romance with Playboy model Angie Everhart, now 56. At the time, she was nicknamed the future Duchess of York following his very public divorce.
It’s thought the couple met in 2003, with the pair last seen together five years later in 2008. When asked by the Mail on Sunday in 2009 about the Prince, Angie said: “He’s a great guy and a great father. I find self-confidence and good manners sexy in a man, and Andrew has both.”
The two met through her former father-in-law George Hamilton, who asked if she wanted to go for dinner with the prince while he was in Los Angeles. She said George told her: “He likes redheads and he has a wish list of girls he’d like to meet while he’s in town – and you’re on it.”
The former model had been married from 1996 until 1997, and was later engaged to Joe Pesci with the couple splitting in 2008 – the same year she was pictured with Andrew.
In 2013, she revealed she had been diagnosed with thyroid cancer and had surgery later that year. She later married businessman Carl Ferro in 2014 but the pair divorced in 2018 citing irreconcilable differences.
She is now the CEO of a beauty and wellness brand and the mother to one son.
Caroline Stanbury.(Image: Justin Goff Photos/Getty Images)
Caroline Stanbury: 2000
Andrew was once pictured on holiday with glamorous entrepreneur Caroline Stanbury, 49, who starred on ITV reality show Ladies Of London.
Royal author Andrew Lownie wrote in his book entitled that Andrew was “besotted” with Caroline, the goddaughter of Susan Ferguson.
Lownie added: “Part of the Vestey dynasty, one of the richest families in Britain, Stanbury had previously been linked with footballer Ryan Giggs, Prince Albert of Monaco and actors Sylvester Stallone and Hugh Grant.”
Caroline however has always maintained that the pair were just friends. Speaking to the Mail on Sunday in 2018, she said: “The truth is we have known each other for many years – he knows my parents and used to read stories to my brother and sister, but we have only ever been friends.
“Nothing went on between us so it was awkward when we were wrongly linked in the press.”
She has since become a successful businesswoman and starred on reality show Ladies of London from 2014 to 2017. Now married to footballer Sergio Carrallo, her successes led the couple to move into their dream home in Dubai in 2024. She went on to star in the Real Housewives of Dubai.
Prince Andrew and Emma Gibbs. (Image: Getty Images)
Emma Gibbs: 2000
Emma Gibbs – now known by her married name Emma Farah – has long moved in well-heeled circles.
The London-based socialite works as an events director at a high-end florist and counts members of international royalty among her friends, including Marie-Chantal, Crown Princess of Greece.
Emma has never publicly addressed reports that she was introduced to Andrew by Ghislaine Maxwell in the spring of 2000. However, the pair were photographed kissing at a Polo Models party at The Catch restaurant in July that year, sparking widespread speculation about their relationship.
According to The Times in 2019, “By 2000 Maxwell and Andrew were very close. But they were not a couple. She would even introduce him to future girlfriends, such as Emma Gibbs.”
Another report in the same newspaper claimed Andrew “is said to get on better with women (and) has always kept on good terms with his former girlfriends, such as… Emma Gibbs.”
In the years following their rumoured romance, Emma is understood to have remained on friendly terms with Andrew, Sarah Ferguson and their daughters.
She later played a role in significant royal occasions through her work in luxury floristry. Emma helped create the striking floral arch for Princess Beatrice’s 2020 wedding to Edoardo Mapelli Mozzi, held at the Royal Chapel of All Saints at Royal Lodge in Windsor during the Covid pandemic.
She is also reported to have been involved in the wedding florals for Princess Eugenie’s 2018 marriage to Jack Brooksbank.
In his recent book The Rise and Fall of the House of York, historian Andrew Lownie wrote that Andrew’s “new relationships had included Emma Gibbs, an Australian who worked in public relations,” placing her among the figures linked to the Duke during that period of his life.
Amanda Staveley. (Image: Iain Buist/Newcastle Chronicle)
Amanda Staveley: 2001
Andrew was also romantically linked to high-powered businesswoman Amanda Staveley – a former beauty model who once studied at Cambridge University.
The pair are said to have met in 2001 when Andrew, then serving as the UK’s trade ambassador, visited Cambridge Science Park alongside King Abdullah II of Jordan. Among those in the VIP reception line was Amanda, whose striking looks reportedly caught the Prince’s attention.
Thirteen years his junior, Amanda was the daughter of a Yorkshire landowner. In his book Entitled, historian Andrew Lownie wrote that she had briefly studied modern languages at St Catharine’s College, Cambridge, before leaving after a year to pursue business ambitions.
“Always entrepreneurial, she left after a year, set up a private equity firm, PCP Capital Partners, and made her first million by the age of twenty-four,” Lownie noted.
Their relationship is said to have progressed quickly. Amanda reportedly became a frequent guest at Buckingham Palace, Sandringham and Royal Lodge – Andrew’s Windsor home – where she is said to have helped with interior decoration. She was also introduced to Princesses Beatrice and Eugenie, who were believed to have approved of her.
By 2003, Andrew was said to be deeply smitten and reportedly proposed. However, Amanda later made clear that the prospect of royal life did not align with her fiercely independent nature.
“Andrew’s a lovely man and I still care for him a great deal,” she told the Daily Mail. “But if I’d married him, my independence would have disappeared.”
Rather than stepping into royal life, Amanda forged her own path in business. She went on to build PCP Capital Partners into a major investment firm and, in 2021, played a leading role in the £300 million takeover of Newcastle United.
Following the deal, it was reported that Staveley and PCP Capital Partners would take a 10 per cent stake in the Premier League club – cementing her status as one of Britain’s most prominent dealmakers.
Lady Victoria Hervey.(Image: Corbis via Getty Images)
Lady Victoria Hervey: 1999
Self proclaimed MAGA socialite Lady Victoria Hervey, 49, was linked to Andrew in 1999 shortly after his divorce from Sarah Ferguson. The pair were said to have a quick fling before she left the UK for Hollywood in search of a modelling and acting career.
In an interview with LBC in early February, Lady Victoria said it was an “insult” not to be named in the Epstein files and declared that anyone not there is a “loser”. She also claimed Epstein was still alive, telling presenter Tom Swarbrick: “I don’t even think Jeffrey Epstein’s dead anymore, to be honest.”
She is also involved in politics, having shown her support for the Make America Great Again movement and President Trump. Now, the former ‘It girl’ is also hoping to help bring patriotism back to the UK, having declared: “I really want to get this MEGA MAGA movement going. Make England Great Again.”
Catherine Rabett. (Image: Getty Images)
Catherine Rabett: 1984
Bond girl Catherine Rabett, 65, had a fleeting romance with Andrew after meeting him while leaving a London gallery in the 1980s. During their fling, she hosted his 24th birthday party at her parents home in Ealing and even reportedly met Queen Elizabeth II.
She was described as the new love in his life in February 1984, with reports of them kissing on a doorstep and her being dubbed a “ballerina-figured” model.
She went on to become a Bond Girl in The Living Daylights opposite Timothy Dalton’s 007, played Cissy Meldrum in the BBC sitcom You Rang, M’Lord and starred in the West End before becoming an art historian.
Catherine, also known as Kate or Kit, wed Kit Hesketh-Harvey, an irrepressible cabaret performer and composer, in June 1986, and the pair shared two children together.
The pair divorced in 2021, with Kit dying suddenly aged 65 in 2023. Catherine no longer works as an actress but is a volunteer for GRUBB Forward, a UK based charity providing tutoring to three schools for Roma children in Serbia.
Alexandra Escat: 2010
In 2010, the then Duke of York set tongues wagging after he was photographed deep in animated conversation with Filipino-Spanish model Alexandra Escat aboard a luxury yacht off the coast of Sardinia.
The then-25-year-old model was seen laughing and chatting closely with Andrew during the Mediterranean getaway, prompting immediate speculation of a romance. However, the rumours were firmly denied. In 2012, Alexandra even enlisted PR consultant Max Clifford to address the claims and shut down the gossip.
Speaking more recently to the Mirror following renewed scrutiny surrounding the release of further Epstein-related documents, Alexandra reflected on her first impression of the royal.
At the time, she admitted she had regarded Andrew as “the perfect British gentleman”.
“There were about 10 other people on that yacht and I had met the Prince only the evening before,” she said. “His host was a friend of mine. Andrew was a good listener, very attentive. There’s a real art to listening and conversation, and he has it. He held my hands and said, ‘You’re lovely.'”
Despite the headlines, Alexandra has long since moved on. The model continues to enjoy a jet-set lifestyle and, in 2017, married Finnish actor Jasper Pääkkönen.
Pääkkönen is best known internationally for his roles in Spike Lee’s Oscar-winning film BlacKkKlansman and the Finnish political thriller Omerta 6/12, making Alexandra part of a very different kind of spotlight today.
Monika Jakisic. (Image: WireImage)
Monika Jakisic: 2014
In March 2014, Andrew was forced to publicly deny claims he was engaged to model Monika Jakisic – dubbed in the press as the “Croatian Sensation”.
Speculation gathered pace after the pair were reportedly seen together on several occasions. In his book, historian Andrew Lownie wrote: “The press reported the duke entertaining the swimwear model Monika Jakisic, known as the ‘Croatian Sensation’, first on his 54th birthday at the Italian restaurant Cecconi, then two days later at the Arts Club in Knightsbridge and finally a few weeks later in a private room at the Royal Thames Yacht Club.”
The rumours reached fever pitch when Monika shared a photograph of herself wearing a sparkling ring, prompting whispers of a secret engagement. Andrew’s press office swiftly moved to quash the claims, insisting there was no truth to the reports.
While the brief flurry of headlines soon faded, Monika has since stepped away from the modelling spotlight. Today, she is listed on LinkedIn as the owner of her own eponymous company, carving out a more low-profile life away from royal speculation.
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