Private Jets, Mega-Mansions, and Broken Hearts: Inside the Messy, Litigious Breakup of an OnlyFans Model and Her Über-Wealthy Boyfriend Inside The VERY Expensive Breakup Of A Multimillionaire & An OnlyFans Model: PRIVATE JETS, MEGA-MANSIONS, AND BROKEN HEARTS: INSIDE THE MESSY, LITIGIOUS BREAKUP OF AN ONLYFANS MODEL AND HER ÜBER-WEALTHY BOYFRIEND BY WILLIAM D. COHAN APRIL 1, 2021 VIEW SLIDESHOW She's a 26-year-old OnlyFans model with 1.8 million followers on Instagram. He's a multimillionaire real estate mogul approaching 60. One would imagine that the stipulations of their relationship would be pretty obvious for both parties. But when Stephen Cloobeck realized he was being taken for a sugar daddy rather than a future husband, he took his heartbreak public - and took his social media star ex, Stefanie Gurzanski, to court. From lavish gifts to aggressive lawsuits, click through for all the details of this ugly, and very expensive, breakup. -- Last December 17, the unlikely May-to-December romance between Stephen Cloobeck and Stefanie Gurzanski sure seemed like it was heading toward a happy Hollywood ending. That night, at a cost of $130,000, he threw a lavish 26th birthday party for her and her five girlfriends at his $45 million house in Cabo San Lucas, after flying them down to Mexico from Los Angeles on his Global Express private jet. He gave her a $200,000 Richard Mille watch. He plied everyone with $7,000 worth of caviar, 80 bottles of Domaines Ott* wine, 12 bottles of 1942 Don Julio tequila, and $13,000 worth of “swag” bags, filled with specially designed Stefanie Gurzanski keepsakes (embossed with “Baby G AF”—her Instagram bio). He gave Gurzanski and each of her friends a Chanel handbag, totaling $30,000. They had met in late July (not May, actually)—during the summer COVID lull—and then spent nearly “97%” of their time together, including at Papillon, his Beverly Hills home, which he claims is worth $100 million. They bonded over butterflies. (Papillon means “butterfly” in French.) “Everything in his house is butterflies,” Gurzanski tells me. Cloobeck, 58 at the time and a big Democratic donor who name drops everyone from Barack Obama to Pete Buttigieg, was totally smitten with Gurzanski, a gorgeous OnlyFans model—where pictures of her can be had for a price of as much as $200 a pop—and Instagram influencer, with nearly 2 million followers. “I’ll promote brands, clothing lines, skin care, things like that,” she says. Cloobeck says he spent around $1.3 million on Gurzanski in their five months together. There was expensive lingerie, Louis Vuitton designer clothes and bags, Hermès clothes, Cartier jewelry, Sephora cosmetics, crab legs, and more watches, Champagne, and tequila. He moved her into a luxurious Beverly Hills apartment—and prepaid the annual rent—so that she could be 10 minutes away from him at Papillon. He authorized her to spend $85,000 fixing up the apartment; she spent more than $150,000 on it, he claims. “She created it into a porn set,” he says. “Little did I know.” -- Cloobeck became increasingly infatuated with Gurzanski. He wanted to marry her, even though she was only a few years older than his three grown children. On New Year’s Eve he planned to propose to her with a $180,000, seven-carat diamond ring and a necklace. He had planned for fireworks in Cabo. “I loved her,” he tells me. “She said she loved me.” But instead of joining him, she told him she was going to Miami to celebrate at an OnlyFans New Year’s Eve party. “I felt the need to spend a little time with my girlfriends,” she recalled in a subsequent court filing. Cloobeck went ballistic. “I lost it,” he says. “I went nuclear because I’ve never been so upset and disrespected. I’m the victim. I never felt so bad.” A few days later he tried to propose to her again over the phone, showing her a picture of the diamond engagement ring he had bought her. She turned him down, flat. ----- She says he put “a hit” out on her apartment by notifying her social media followers that she has these gifts from him and encouraging someone to return them to him in exchange for a large reward. She says he wrote, “‘Who wants $500,000? This is Stefanie Gurzanski’s address and her phone number. Go get her.’ He’s threatened to rob me.” Cloobeck’s spokesperson denies this. She says she filed a complaint with the police. (Barens says the police have not issued a final report, so he had nothing to share with me from the Los Angeles Police Department. Cloobeck says the police “quashed” her report “because it was a lie.”) He created Diamond Resorts International, a global timeshare company with more than 400 vacation destinations in 35 countries. In June 2016, Leon Black’s Apollo Global Management agreed to buy Diamond Resorts for $2.2 billion in cash. (Black exited his firm earlier this month but remains the largest shareholder.) Cloobeck’s stock was worth around $500 million. He tells me he’s now worth around $1 billion. “The internet says I’m only worth $100 million, which is just fine with me,” he says. “My house in Beverly Hills is worth $100 million, and I own a $45 million home for cash in Cabo, and I own my own jet. You can do the math yourself.” (Barens claims that Cloobeck is exaggerating his net worth.) ------------ But what he’s most proud to talk about are his political connections and his philanthropy. He says he’s played golf with both Bill Clinton and Barack Obama. “Obama calls me regularly,” he says. There’s a picture on Twitter of Obama with Cloobeck and Cloobeck’s son Jake on a golf course. He says he’s “involved” with Obama’s foundation and is listed as having given more than $1 million to it. During the Obama administration, he was chairman and CEO of Brand USA, the country’s tourism bureau. He says he has a picture of himself and Joe Biden in his bedroom, “which he slept in with me” (whatever that means).