Disturbing photographs released in the latest Epstein files appear to show Andrew Mountbatten-Windsor crouched on all fours over a woman lying on the floor.
In three images, a man believed to be Andrew can be seen leaning over the woman who is sprawled face up with her arms spread out.
He stares directly at the camera in one picture, while in another he has placed his left hand on the woman's stomach.
The man, thought to be the former Duke of York, is barefoot and wearing jeans and a white polo shirt with a silver watch.
Another person can be seen in the photographs sitting in a leopard-print chair with their feet up on a table.
Like much of the material released in the Epstein files, it remains unclear when or where the images were taken and no further context is provided.
Last month, a photo of Andrew lying on the laps of five women at Sandringham was released in another batch of files.
More than three million additional documents were published last night by the US Department of Justice.
Deputy attorney general Todd Blanche said there have been "extensive redactions" to the documents.
Redactions include personally identifiable details of victims, medical files, any depictions of child sexual abuse material, anything that would jeopardise active investigations, or anything depicting death or physical abuse.
Blanche added that they have blurred the faces of any women other than sex trafficker Ghislaine Maxwell, but have not redacted the faces of any men.
Among the documents was the revelation that Andrew invited Jeffrey Epstein to dinner at Buckingham Palace days after his house arrest ended.
He promised "lots of privacy" to the paedophile shortly after he was granted freedom following a conviction for soliciting a minor.
In the astonishing email from September 2010, Epstein requested "private time" while visiting London, to which Andrew replied: "We could have dinner at Buckingham Palace and lots of privacy."
It is unclear if the offer was accepted.
However, just two days later, the pair were back in email contact, with Epstein asking: "G [Ghislaine Maxwell] is here with me...what are you doing?"
Andrew replied saying he had a "lunch with a Saudi Prince and then out to secret intelligence firm", before telling Epstein: "Delighted for you to come here to BP [Buckingham Palace]. Come with whomever and I'll be here free from 1600ish."
The exchange occurred during what must have been one of Epstein's first trips outside the US after serving a 13-month sentence for sex crimes, mostly in his Palm Beach mansion, following a sweetheart plea deal with prosecutors.
The previous month, Epstein had offered to arrange a dinner for Andrew with a "clever, beautiful and trustworthy" 26-year-old Russian woman, saying: "She has your email."
The prince, who would have been 50 at the time, replied that he would be "delighted to see her".
He cheerfully asked the convicted child sex predator, whose house arrest had finished just days earlier: "Good to be free?"
Andrew faces fresh humiliation after the largest Epstein document dump yet, containing thousands of references to him.
Lord Mandelson and Bill Gates were also dragged further into the Epstein scandal.
According to Epstein, the Microsoft founder caught a sexually transmitted disease from "Russian girls" - then suggested secretly slipping his wife Melinda antibiotics.
There are also new emails relating to Sarah Ferguson and Princesses Beatrice and Eugenie - including pictures of them from Andrew's electronic Christmas cards.
Several emails reference the well-documented debts of Sarah - who took money from Epstein to help pay them off.
One email sent in August 2009 shows her thanking him for being "the brother I have always wished for".
In another email, Ms Ferguson calls Epstein "my dear spectacular and special friend" and "a legend".
Epstein's madam - and Andrew's long-term friend - Maxwell is also heavily referenced in the documents.
In one email to Andrew, she joked that "five stunning redheads" would now have to "play with ourselves" because the former duke had said he should spend time with his children instead of visiting "the Island", thought to be Epstein's private property in the US Virgin Islands.
The email exchange - in which Andrew calls himself "The Invisible Man" - from August 2002 reveals the prince begging Maxwell's forgiveness if he turns down her offer and holidays with his family instead.
She replies, "I will not be remotely offended", but then jokes that a woman whose name was redacted "who is now coming and five other stunning redheads will all just have to play with ourselves".
Elsewhere in the files, a 25-year-old masseuse said to have worked for Epstein in 1999 said she "didn't feel good" about being asked to massage Andrew - because she thought she was being asked "to do more".
The unnamed woman submitted a statement to a private investigations team in 2021 that was sent to Maxwell's defence team, the files show.
She said: "I was only involved with Jeffrey for a year.
"I never saw him like a creepy guy. There were never any young girls. I saw Prince Andrew and Donald Trump. [Epstein] wanted me to give Prince Andrew a massage, but I didn't feel good about that. I wonder if he was offering me to him to do more."
Andrew and President Trump have consistently denied any wrongdoing.
But the former prince's explanations in his car-crash Newsnight interview in November 2019 looked increasingly questionable following the raft of new emails disclosed in the files.
He famously told Emily Maitlis he had gone to New York in 2010 to "end his friendship" with the convicted paedophile because that was "the right thing to do".
