In June, 2006, Donald Trump taped an episode of his reality-television show, “The Apprentice,” at the Playboy Mansion, in Los Angeles. Hugh Hefner, Playboy’s publisher, threw a pool party for the show’s contestants with dozens of current and former Playmates, including Karen McDougal, a slim brunette who had been named Playmate of the Year, eight years earlier. In 2001, the magazine’s readers voted her runner-up for “Playmate of the ’90s,” behind Pamela Anderson. At the time of the party, Trump had been married to the Slovenian model Melania Knauss for less than two years; their son, Barron, was a few months old. Trump seemed uninhibited by his new family obligations. McDougal later wrote that Trump “immediately took a liking to me, kept talking to me - telling me how beautiful I was, etc. It was so obvious that a Playmate Promotions exec said, ‘Wow, he was all over you - I think you could be his next wife.’ ”
Trump and McDougal began an affair, which McDougal later memorialized in an eight-page, handwritten document provided to The New Yorker by John Crawford, a friend of McDougal’s. When I showed McDougal the document, she expressed surprise that I had obtained it but confirmed that the handwriting was her own.
The interactions that McDougal outlines in the document share striking similarities with the stories of other women who claim to have had sexual relationships with Trump, or who have accused him of propositioning them for sex or sexually harassing them. McDougal describes their affair as entirely consensual. But her account provides a detailed look at how Trump and his allies used clandestine hotel-room meetings, payoffs, and complex legal agreements to keep affairs—sometimes multiple affairs he carried out simultaneously—out of the press.
On November 4, 2016, four days before the election, the Wall Street Journal reported that American Media, Inc., the publisher of the National Enquirer, had paid a hundred and fifty thousand dollars for exclusive rights to McDougal’s story, which it never ran. Purchasing a story in order to bury it is a practice that many in the tabloid industry call “catch and kill.” This is a favorite tactic of the C.E.O. and chairman of A.M.I., David Pecker, who describes the President as “a personal friend.” As part of the agreement, A.M.I. consented to publish a regular aging-and-fitness column by McDougal. After Trump won the Presidency, however, A.M.I.’s promises largely went unfulfilled, according to McDougal. Last month, the Journal reported that Trump’s personal lawyer had negotiated a separate agreement just before the election with an adult-film actress named Stephanie Clifford, whose screen name is Stormy Daniels, which barred her from discussing her own affair with Trump. Since then, A.M.I. has repeatedly approached McDougal about extending her contract.
McDougal, in her first on-the-record comments about A.M.I.’s handling of her story, declined to discuss the details of her relationship with Trump, for fear of violating the agreement she reached with the company. She did say, however, that she regretted signing the contract. “It took my rights away,” McDougal told me. “At this point I feel I can’t talk about anything without getting into trouble, because I don’t know what I’m allowed to talk about. I’m afraid to even mention his name.”
A White House spokesperson said in a statement that Trump denies having had an affair with McDougal: “This is an old story that is just more fake news. The President says he never had a relationship with McDougal.” A.M.I. said that an amendment to McDougal’s contract—signed after Trump won the election—allowed her to “respond to legitimate press inquiries” regarding the affair. The company said that it did not print the story because it did not find it credible.
Six former A.M.I. employees told me that Pecker routinely makes catch-and-kill arrangements like the one reached with McDougal. “We had stories and we bought them knowing full well they were never going to run,” Jerry George, a former A.M.I. senior editor who worked at the company for more than twenty-five years, told me. George said that Pecker protected Trump. “Pecker really considered him a friend,” George told me. “We never printed a word about Trump without his approval.” Maxine Page, who worked at A.M.I. on and off from 2002 to 2012, including as an executive editor at one of the company’s Web sites, said that Pecker also used the unpublished stories as “leverage” over some celebrities in order to pressure them to pose for his magazines or feed him stories. Several former employees said that these celebrities included Arnold Schwarzenegger, as reported by Los Angeles Magazine, and Tiger Woods. (Schwarzenegger, through an attorney, denied this claim. Woods did not respond to requests for comment.) “Even though they’re just tabloids, just rags, it’s still a cause of concern,” Page said. “In theory, you would think that Trump has all the power in that relationship, but in fact Pecker has the power—he has the power to run these stories. He knows where the bodies are buried.”
As the pool party at the Playboy Mansion came to an end, Trump asked for McDougal’s telephone number. For McDougal, who grew up in a small town in Michigan and worked as a preschool teacher before beginning her modelling career, such advances were not unusual. John Crawford, McDougal’s friend, who also helped broker her deal with A.M.I., said that Trump was “another powerful guy hitting on her, a gal who’s paid to be at work.” Trump and McDougal began talking frequently on the phone, and soon had what McDougal described as their first date: dinner in a private bungalow at the Beverly Hills Hotel. McDougal wrote that Trump impressed her. “I was so nervous! I was into his intelligence + charm. Such a polite man,” she wrote. “We talked for a couple hours – then, it was “ON”! We got naked + had sex.” As McDougal was getting dressed to leave, Trump did something that surprised her. “He offered me money,” she wrote. “I looked at him (+ felt sad) + said, ‘No thanks - I’m not ‘that girl.’ I slept w/you because I like you - NOT for money’ - He told me ‘you are special.’ ”
Afterward, McDougal wrote, she “went to see him every time he was in LA (which was a lot).” Trump, she said, always stayed in the same bungalow at the Beverly Hills Hotel and ordered the same meal—steak and mashed potatoes—and never drank. McDougal’s account is consistent with other descriptions of Trump’s behavior. Last month, In Touch Weekly published an interview conducted in 2011 with Stephanie Clifford in which she revealed that during a relationship with Trump she met him for dinner at a bungalow at the Beverly Hills Hotel, where Trump insisted they watch “Shark Week” on the Discovery Channel. Summer Zervos, a former contestant on “The Apprentice,” alleged that Trump assaulted her at a private dinner meeting, in December of 2007, at a bungalow at the Beverly Hills Hotel. Trump, Zervos has claimed, kissed her, groped her breast, and suggested that they lie down to “watch some telly-telly.” After Zervos rebuffed Trump’s advances, she said that he “began thrusting his genitals” against her. (Zervos recently sued Trump for defamation after he denied her account.) All three women say that they were escorted to a bungalow at the hotel by a Trump bodyguard, whom two of the women have identified as Keith Schiller. After Trump was elected, Schiller was appointed director of Oval Office Operations and deputy assistant to the President. Last September, John Kelly, acting as the new chief of staff, removed Schiller from the White House posts. (Schiller did not respond to a request for comment.)
Over the course of the affair, Trump flew McDougal to public events across the country but hid the fact that he paid for her travel. “No paper trails for him,” she wrote. “In fact, every time I flew to meet him, I booked/paid for flight + hotel + he reimbursed me.” In July, 2006, McDougal joined Trump at the American Century Celebrity Golf Championship, at the Edgewood Resort, on Lake Tahoe. At a party there, she and Trump sat in a booth with the New Orleans Saints quarterback Drew Brees, and Trump told her that Brees had recognized her, remarking, “Baby, you’re popular.” (Brees, through a spokesman, denied meeting Trump or McDougal at the event.) At another California golf event, Trump told McDougal that Tiger Woods had asked who she was. Trump, she recalled, warned her “to stay away from that one, LOL.”
During the Lake Tahoe tournament, McDougal and Trump had sex, she wrote. He also allegedly began a sexual relationship with Clifford at the event. (A representative for Clifford did not respond to requests for comment.) In the 2011 interview with In Touch Weekly, Clifford said that Trump didn’t use a condom and didn’t mention sleeping with anyone else. Another adult-film actress, whose screen name is Alana Evans, claimed that Trump invited her to join them in his hotel room that weekend. A third adult-film performer, known as Jessica Drake, alleged that Trump asked her to his hotel room, met her and two women she brought with her in pajamas, and then “grabbed each of us tightly in a hug and kissed each one of us without asking for permission.” He then offered Drake ten thousand dollars in exchange for her company. (Trump denied the incident.) A week after the golf tournament, McDougal joined Trump at the fifty-fifth Miss Universe contest, in Los Angeles. She sat near him, and later attended an after-party where she met celebrities. Trump also set aside tickets for Clifford, as he did at a later vodka launch that both women attended.
During Trump’s relationship with McDougal, she wrote, he introduced her to members of his family and took her to his private residences. At a January, 2007, launch party in Los Angeles for Trump’s now-defunct liquor brand, Trump Vodka, McDougal, who was photographed entering the event, recalled sitting at a table with Kim Kardashian, Trump, Donald Trump, Jr., and Trump, Jr.,’s wife, Vanessa, who was pregnant. At one point, Trump held a party for “The Apprentice” at the Playboy Mansion, and McDougal worked as a costumed Playboy bunny. “We took pics together, alone + with his family,” McDougal wrote. She recalled that Trump said he had asked his son Eric “who he thought was the most beautiful girl here + Eric pointed me. Mr. T said ‘He has great taste’ + we laughed!” Trump gave McDougal tours of Trump Tower and his Bedminster, New Jersey, golf club. In Trump Tower, McDougal wrote, Trump pointed out Melania’s separate bedroom. He “said she liked her space,” McDougal wrote, “to read or be alone.”
McDougal’s account, like those of Clifford and other women who have described Trump’s advances, conveys a man preoccupied with his image. McDougal recalled that Trump would often send her articles about him or his daughter, as well as signed books and sun visors from his golf courses. Clifford recalled Trump remarking that she and Ivanka were similar and proudly showing her a copy of a “money magazine” with his image on the cover.
Trump also promised to buy McDougal an apartment in New York as a Christmas present. Clifford, likewise, said that Trump promised to buy her a condo in Tampa. For Trump, showing off real estate and other branded products was sometimes a prelude to sexual advances. Zervos and a real-estate investor named Rachel Crooks have both claimed that Trump kissed them on the mouth during professional encounters at Trump Tower. Four other women have claimed that Trump forcibly touched or kissed them during tours or events at Mar-a-Lago, his property in Palm Beach, Florida. (Trump has denied any wrongdoing pertaining to the women.)
McDougal ended the relationship in April, 2007, after nine months. According to Crawford, the breakup was prompted in part by McDougal’s feelings of guilt. “She couldn’t look at herself in the mirror anymore,” Crawford said. “And she was concerned about what her mother thought of her.” The decision was reinforced by a series of comments Trump made that McDougal found disrespectful, according to several of her friends. When she raised her concern about her mother’s disapproval to Trump, he replied, “What, that old hag?” (McDougal, hurt, pointed out that Trump and her mother were close in age.) On the night of the Miss Universe pageant McDougal attended, McDougal and a friend rode with Trump in his limousine and the friend mentioned a relationship she had had with an African-American man. According to multiple sources, Trump remarked that the friend liked “the big black dick” and began commenting on her attractiveness and breast size. The interactions angered the friend and deeply offended McDougal.