Millionaire financier Howard Rubin allegedly beat a woman so savagely in his Manhattan “sex dungeon” that her breast implant “flipped” — so he advised her to get a sturdier silicone replacement, according to sick new details in the stomach-turning case.
The embattled banker allegedly paid women $2,000 for the abuse — and up to $5,000 if he enjoyed the sado-masochistic encounters in his soundproofed torture chamber, according to a bombshell new report by the Wall Street Journal.
In one disturbing alleged incident, Rubin beat a woman’s chest so severely — even after she tried to use a safeword to stop him — that it caused her saline breast implant to flip, court filings show.
The financier paid to have the implant repaired, the Journal reported, citing a civil suit — but not before he brazenly requested that she replace her saline implants with silicone, since that was a “sturdier” material.
“I want to hurt her,” Rubin also allegedly texted an associate about the woman before one encounter, according to court records reviewed by the outlet. “I don’t care if she screams.”
According to the documents, Rubin gave the women a safe word — “pineapples” — but the abuse often got worse when the word was used.
One woman who sued Rubin alleged that after she yelled “pineapples” during an encounter, he tightened the ropes around her wrists and began to punch and smack her harder. He then raped her, she said, according to the WSJ.
In other encounters, he bound their mouths so tightly that they were unable to speak.
The accused millionaire sicko also had women sign a consent form, often while they were drunk, that carried a $500,000 penalty if they blew the whistle, the outlet reported.
Rubin, 70, is locked up in a Brooklyn jail cell while he awaits trial for the Jeffrey Epstein-style criminal case, and has already been ordered to pay his alleged victims $3.8 million in civil judgments.
He has pleaded not guilty to the allegations, and court records submitted by his attorneys contend that the encounters, which ran from about 2009 to 2019, were consensual.
In some text exchanges, the women express anticipation before the sexcapades, the lawyers claimed.
But details presented by prosecutors paint a different picture in a case that appears hauntingly similar to the Epstein case, in which accused cohort Ghislaine Maxwell would recruit victims.
Prosecutors allege that Rubin’s personal assistant, former Hawaiian Tropic model and onetime substitute teacher, Jennifer Powers, 45, played the role.
Powers, who pleaded not guilty to the allegations, would make arrangements for the meet-ups with women, including Playboy and Penthouse models, and women who were financially strapped.
“It got very rough jenn, we need to be VERY VERY VERY nice,” Rubin allegedly texted Powers after the encounter with the breast implant mishap.
“OK,” Powers allegedly replied. “I am being nice. I just hope what you’re doing.”
Court records claim that Rubin, a married father of three, had the “dungeon” at his posh Metropolitan Towers pad in Midtown Manhattan retrofitted around 2012, painting the room red and equipping it with sado-masochistic contraptions and toys.
The room, allegedly fashioned after a similar torture room in the flick “Shades of Grey,” had whips, chains, dildos, and a large X-shaped machine he called “St. Andrew’s Cross.”
“I can only imagine what you did to her on that cross,” Powers allegedly messaged Rubin in 2015.
A native of Boston, Rubin turned card-counting skills honed in Las Vegas into a financial empire, using his skills as a risk-taker to build a multi-million dollar empire.
The Harvard Business School grad signed on with Merrill Lynch and Salomon Brothers along the way.
His alleged sexual fetishes got him in hot water after civil lawsuits filed in 2017 and 2018, both of which were settled, including one that paid six women $3.8 million.
He is currently awaiting trial on criminal charges.