Bill Gates held naked parties with strippers in his bachelor days, his biographer claims – and wonders whether the billionaire will go back to his risqué partying now that his marriage is over.
Journalist James Wallace wrote two books on the Microsoft founder in the 1990s, and uncovered eyebrow-raising details of Gates's frat-like life as a single man.
In an interview with DailyMail.com, Wallace, 74, said Gates was 'no choir boy' in his early days as a tech founder.
'A lot of those Microsoft kids back then, they were young guys in pizza-stained t-shirts for two or three days working on software code,' the former Seattle Post-Intelligencer investigative reporter said.
'Then they would have some pretty wild parties, where they would go out and get strippers in Seattle and bring them over to Bill's home.
'He wasn't a choir boy back then, he wasn't just this little computer nerd. He did have a life back then.'
Bill Gates biographer James Wallace revealed how the Microsoft founder (pictured in 1985) was an unlikely womanizer and party animal in his bachelor days in the 80s
Wallace told DailyMail.com Gates (pictured at a tech forum in 1988) had enjoyed a frat-like life as a single man, often inviting his friends over to his Seattle home where they would swim naked in his indoor pool
The tech founder was known to throw crazy parties at his Laurelhurst house (pictured present day) however such events were kept out of the press since Gates and Microsoft would spoon-feed stories to industry writers
In 1997, Wallace's second book on the billionaire, Overdrive: Bill Gates and the Race to Control Cyberspace, described the alleged naked parties at Gates' Laurelhurst, Washington home in even more lurid detail.
The former Post-Intelligencer reporter wrote that national media wanted to keep their flow of technology and business stories from Gates and therefore 'didn't report on the wild bachelor parties that Microsoft's boyish chairman would throw in his Seattle home, for which Gates would visit one of Seattle's all-nude nightclubs and hire dancers to come to his home and swim naked with his friends in his indoor pool.'
Wallace wrote that Gates's 'womanizing' also put strain on his nascent relationship with his now-estranged wife Melinda.
'Though Gates began dating French [Melinda's maiden name] in 1988, he continued to play the field for a while, especially when he was out of town on business, when he would frequently hit on female journalists who covered Microsoft and the company industry,' the author wrote.
'His womanizing was well known, although not well reported, because Gates and Microsoft spoon-fed stories to industry writers for such papers as the New York Times, and none of them wanted the flow of information to stop.
'French was well aware of Gates's womanizing, and consequently their relationship ran hot and cold. At one point, they broke up for nearly a year, reportedly because Gates refused to make any kind of commitment. When they got back together again in 1992, however, the relationship grew closer and stronger.'
Gates's friends confirmed the tech entrepreneur did 'like to party' and even developed a reputation for being a womanizer before he married. He is pictured above at a tech forum in 1985
While Gates (pictured right in his school photo in 1972) had all the makings of a tech geek, the biographer revealed he was 'no choir boy' and 'did have a life back then'
According to Gates's friends and the 1997 biography, his 'womanizing' ways also put strain on his budding relationship with his now-estranged wife Melinda, who he began dating in 1988
Gates's longtime friend and former Microsoft executive Vern Raburn corroborated the book's claims in an interview with DailyMail.com and revealed how the tech billionaire's alleged womanizing even extended to 'infidelity' during his early relationship with Melinda, which began in 1988.
Raburn admitted that Gates 'liked to party' and was not faithful to Melinda when they first began dating, but was 'very proud of the fact he hadn't done any of that' since the couple wed.
'Being naked in a pool is no big deal,' the aerospace entrepreneur said. 'There's a difference between being naked in a pool with a whole bunch of other people, and being naked in a pool with somebody else, or in a bed with somebody else.'
But the Eclipse Aviation founder added that 'to the best of my knowledge' Gates was faithful to Melinda after their 1994 marriage.
Wallace's second book on the billionaire, Overdrive: Bill Gates and the Race to Control Cyberspace (1997) describes Gates's alleged party lifestyle in even more lurid detail
'I never saw any of that. Certainly prior to their marriage, yeah. Bill liked to party. But I never saw any of that after the marriage,' he said.
'In fact, I had dinner with him one night. He said he was very proud of the fact that he hadn't done any of that since he got married.'
The 70-year-old, who has known Gates for decades and was one of Microsoft's earliest employees, said that the software guru and his wife may have grown apart in recent years, and 'didn't always share the same interests' in their multi-billion-dollar charity the Bill and Melinda Gates Foundation.
He added that the couple are 'good people', saying: 'I truly hope Bill and Melinda end up being happy. I went through a divorce myself maybe 12 years ago. Anybody who tells you they have a good divorce, they're lying through their teeth.'
Amid the super-rich couple's split announced this week, rumors have begun to fly that Gates has reverted to his old bad behavior.
TMZ reported Thursday that Melinda rented Calivigny Island in Grenada for $132,000 a night for the whole family – except Bill.
The site claimed his wife and family are 'furious' at him for some unspecified alleged incident, and that the couple had been trying to hash out a divorce agreement for months.
Friends of Gates revealed he wasn't faithful to Melinda (pictured in 1995) - who later began working at Microsoft - but was 'very proud of the fact he hadn't done any of that' since the couple wed
Melinda Gates, whose maiden name is French, is seen in her work ID from when she was an employee at Microsoft in the 90s
Though their divorce documents do not specify a prenuptial agreement and instead reference a current private divorce contract, Wallace told DailyMail.com that the couple did in fact get a prenup in the 1990s.
In his book, the author wrote Gates shied away from asking Melinda's signature himself, instead getting his close friend and former Microsoft CEO Steve Ballmer to persuade her.
'According to knowledgeable sources, however, Gates did, in fact, sign a prenuptial agreement with French [Melinda's maiden name],' Wallace wrote.
'Gates could not ask French himself, so he talked his pal Ballmer into convincing her to sign. Ballmer, according to those sources, explained to French that the agreement was for the good of the company.'
Speculation around his relationship with his ex-girlfriend, Silicon Valley venture capitalist Ann Winblad was immediate following the announcement of the Gates' split.
Gates's longtime friend and former Microsoft executive Vern Raburn (pictured in 2012) corroborated the book's claims in an interview with DailyMail.com
Despite breaking up in 1987, Gates and Winblad still vacationed together alone for a weekend every year throughout his marriage to Melinda.
The billionaire philanthropist even reportedly had the agreement formalized ahead of his 1994 marriage.
Reports have always described the Microsoft founder's current relationship with his ex as purely platonic.
On Tuesday another bizarre and unsubstantiated theory emerged on Chinese social media: that he had been having an affair with a 36-year-old interpreter who works for the Bill and Melinda Gates Foundation.
The claims linked Gates to Zhe 'Shelly' Wang, a Seattle-based translator and former air hostess who started working for the charity in 2015, among other gigs in her freelance translation business.
On Weibo, a Chinese social media site, Wang reportedly dismissed the claims.
'I thought that the rumors would go away by themselves, but I did not expect the rumors to become more and more crazily spread,' Wang reportedly wrote.
'How many books can I read, so why spend time on the unfounded rumors? I would like to thank everyone for their concern and help in dispelling the rumors through private messages in the past 24 hours.'
Another sticking point in Gates' marriage could have been his renowned intensity and single-minded focus on his work, as Wallace told DailyMail.com his interviews with the billionaire's exes revealed he could be a taxing partner to be with.
Bill Gates dated venture capitalist Ann Winblad (left), now 70, in the 1980s, but the pair called it quits in 1987, the same year he met Melinda. After announcing his split from his wife this week, rumors emerged that Gates had been having an affair with Zhe 'Shelly' Wang (right) a 36-year-old interpreter who works for the Bill and Melinda Gates Foundation
Bill and Melinda tied the knot in 1994 after dating for about seven years
Wallace told DailyMail.com that even as a multi-millionaire following Microsoft's early success, his ex-girlfriends described him as frugal to a fault.
'[Gates and his then-girlfriend] were supposed to be at a software conference in Seattle and they were running late,' said Wallace. 'But Gates is driving around all over these blocks near the conference because he doesn't want to pay for valet parking, he wanted to find a meter that he can put a few quarters into.
'This is a guy who's already a multi-millionaire, his company is already public, and he's driving around looking for a parking meter that he can put quarters into because he says 'I don't want to pay for valet parking, it costs too much.'
Other girlfriends described the software guru as aloof to Wallace.
'He could be doing two or three things at once. They'd be driving along, he'd be talking at her, and his mind would be processing software,' the author told DailyMail.com.
Winblad told Wallace in an interview for his 1997 book that early relationships with Gates were more of a 'test' than a romance.
The couple are pictured with their three kids in a 2019 family photo. The kids - Jennifer (center), Rory (right) and Phoebe (left) are now aged 25, 21 and 18. The kids were 'very angry' with their father, according to the sources
'This is not just a serendipitous choice,' she told the author about Gates' proposal to Melinda. 'A relationship with Bill early on is a test. Are you smart enough? Do you have enough common sense? Can you make the grade? Are you athletic enough?
'Melinda is Bill's pick. He could have chosen any woman as a wife for life. He has chosen her, and that means she is an exceptional woman.'
Wallace said he doubted Gates would return to his naked pool-partying days. But even age 54 the Microsoft boss still enjoyed a bash.
In 2010 he was photographed 'dancing Paris Hilton-style' on a banquette with a group of young women at a Sundance Film Festival party sponsored by Microsoft.
Page Six reported the billionaire 'gyrated in a VIP booth until 2am' and that 'everybody was snapping photos of him until his security rushed him out the back door after he tipped a waitress $500.'
The tech founder reportedly pulled dance moves including air guitar, fist pumping, the Swim and the Jackhammer.