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It was the summer of 2013, and Laurie Segall, a 27-year-old tech correspondent for CNN, was being given a tour of a sex dungeon designed specifically for Silicon Valley tech geeks.
Madame Rose, a dominatrix from Oakland, Calif., took Segall on a tour of the private club — adorned with sex swings, leather restraints, silver chains and at least one device designed to give low-grade electric shocks.
But these contraptions, despite appearances, weren’t typical BDSM toys .
“Everything in here is high-tech,” explained Rose, as Segall recalls in her new memoir, “ Special Characters: My Adventures with Tech’s Titans and Misfits ” (Dey Street Books).
The gas masks, for instance, came with Apple earbuds, designed by one of her “tech clients.” A large iron cage was “constructed in perfect proportion to the jail cells in Alcatraz by an MIT engineer,” Rose added.
Segall couldn’t help but wonder if any of the engineers she’d interviewed or met at various tech conferences had spent any time in that cage. As if reading her mind, Rose told her: “Where do you think all the Apple engineers get their creative inspiration? I lock them up for the weekend.”
For Segall, who’d been covering the tech industry for CNN since 2008 — back when scrappy young pioneers promising to change the world with apps were still widely ignored by mainstream media — the meeting with Madame Rose gave her a new perspective.
“Perhaps a part of me felt a certain delight, imagining the over-confident bros of Silicon Valley getting locked up,” Segall writes. The tech world was increasingly driven by “excess and possibility, defying norms, power and control — I could feel it all hanging in the air, alongside whips and chains. I wondered out loud about the connection between power, control and sex.”
Madame Rose just laughed and crossed her legs. “Oh, honey,” she said. “If you only knew.”
When Segall first joined the cable news giant — the Atlanta native moved to New York City by way of the University of Michigan — she hoped to make her mark by covering the same tech entrepreneurs “I was meeting in dive bars and tech meetups,” she writes. “I wanted to write about the people no one else was paying attention to, the ones the world had yet to notice.”
She ended up landing exclusive interviews with many of the biggest innovators in tech before they became household names, everyone from Mark Zuckerberg (Facebook) and Jack Dorsey (Twitter) to Kevin Systrom (Instagram) and Travis Kalanick (Uber).
She was given access not just because she was among the first to take them seriously — Segall was regularly briefing CNN anchors on emerging tech trends, prepping them with tips like, “Yes, ‘tweeting’ is the correct term” — but because she ran in their same circles, drinking and socializing with the future tech titans, and in some cases, dating them.
The parties were her “secret weapon,” Segall writes, because the “gossip flowed as freely as the drinks.” At one fancy gathering overlooking Central Park, she overheard a drunken venture capitalist mumbling, “Tweetdeck is selling to Twitter for $40 million.” By drinking till dawn with the dealmakers themselves. she often ended being the first to report on such deals.
But as she got deeper into the tech revolution, Segall discovered that it wasn’t all about reinventing culture and bringing people closer together. Much of modern tech was about sex and experimentation and pushing the boundaries of what’s considered healthy sexuality.
Or, as Madame Rose asked Segall: “Want to see the nipple clamps?”
In late 2013, the author traveled to San Francisco for a story about sex workers who considered themselves Silicon Valley’s “other entrepreneurs” — a group from “the world’s oldest profession taking advantage of the new money pouring into the world’s newest profession,” she writes.
Kitty Stryker, a social media marketer by day and prostitute by night, told Segall that when a new startup in the Bay Area was doing especially well, she’d be visited regularly by their employees — many of whom weren’t shy about sharing how they got their riches.
“And then they might falter,” Stryker said, “and then you’ll see a bunch of people from a different startup.”
The escorts weren’t just taking advantage of the influx of big spenders—they were going out of their way to target them.
Another madam told Segall that she made sure her stable of prostitutes wore “Game of Thrones underwear” and lingerie adorned with phrases like “Winter is Coming” and “Geeks Make Better Lovers,” especially when advertising their services on sites like MyRedBook and Craigslist, because it “appealed to nerdy guys flush with startup green,” she told Segall.
Many sex workers took advantage of the inventions created by their clientele.
Segall met one prostitute who regularly used Square, a mobile payment app designed by Twitter CEO Jack Dorsey, for more discreet compensation from her johns.
“This probably wasn’t what Jack had in mind,” Segall thought, recalling a coffee-shop interview where Dorsey first told her about his ambitions for Square.
“I file it under a different business name,” the unnamed prostitute explained to Segall. “As far as Square knows, it’s a consulting business.”
Not all of the intimacy in Silicon Valley was being charged by the hour. In 2015, Segall learned of a new app called Secret, built by a former Square engineer, that let users anonymously “share secrets.” With a little snooping, Segall learned that many prominent Silicon Valley entrepreneurs were polyamorous — meaning, they had multiple romantic relationships with both men and women.
Thanks to friends who vouched for her, Segall was soon meeting people like Sydney, an engineer at a major tech company who was in four relationships : with two women, a man (her fiancé), and an open slot for anybody who happened to catch her attention.
Sydney explained how love could be “hacked” in the “same way traditional industries were upended by people who thought outside the lines,” writes Segall. “If entrepreneurs could hack transportation, i.e. Uber, why not hack the concept of traditional relationships?”
People in tech “have higher appetites for risk,” Sydney explained to justify her behavior. “Opening up your relationship is really risky in a similar way that starting a company is really risky.”
Segall also stumbled upon an active swingers’ community, with weekly sex parties where little was left to the imagination. She managed to secure an invite from Ralph, the pseudonym of a former tech entrepreneur who sold his first company for $5 million, to “Silicon Valley’s premier sex party.”
“I’d learned that 4,000 people around Silicon Valley were on his mailing list,” writes Segall. “Many were startup employees, software engineers and venture capitalists.”
Guests checked into the party with an iPad, using software that Ralph bragged was designed by “the same guy who built Oracle.”
Upon arriving at the party, she made small talk with couples she recognized from their tech careers — there was a woman who worked at Google, and an engineer who built supercomputers — and discovered how easily they agreed to talk about the swinging lifestyle.
“I remember when we slept with another couple and high-fived after,” shared a woman dressed in a Catholic schoolgirl outfit, while her husband, an employee at Square, blushed.
Upstairs at the part was the “Magic Carpet F–k Space,” a room carpeted in mattresses with red sheets and blue pillows.
“That’s where I saw him — well, the back of him,” Segall writes. A venture capitalist she’d had a cordial but unmemorable conversation earlier in the evening was now “on his knees, naked, a giant multicolored tattoo on his lower back, thrusting back and forth.”

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Posted: May 24, 2016 / 02:45 PM PDT

Updated: May 26, 2016 / 09:57 AM PDT

Posted: May 24, 2016 / 02:45 PM PDT

Updated: May 26, 2016 / 09:57 AM PDT
FORT MYERS, Fla. – Students and parents are in shock after a group of teenagers had sex in a high school bathroom in Fort Myers, Florida, and then posted a video of the act on social media .
A teenage girl had sex with as many as two dozen boys after school Tuesday afternoon at South Fort Myers High School, according to a Lee County Sheriff’s Office incident report.
Deputies said 25 males were spotted via a hallway camera entering the restroom while the female was inside, the News-Press reported .
“A bunch of football players went into a room with a girl and had sex with her, and a bunch of the football players were suspended,” student Alex Bailey told WBBH . “So we might not have a football team this year.”
“The fact that that could’ve happened is just crazy in my mind,” another student said.
Parent Megan Roldan said the incident proves some parents need to be more aware of what their children are getting up to when school ends.
“And apparently, obviously the parents need to be talking to their kids more,” Roldan told WINK . “And being aware of what their children are doing after school.”
Even though the incident happened after hours, some students are wondering where the administration was when all of this was going on.
“I just don’t see how that could’ve happened because there is so much security in there,” student Erin Bollinger said. “Like the teachers are really on top of all of that.”
Students said the entire thing was filmed and then posted on social media.
“There’s girls that saw the video once and it hurt, it is just so disturbing to them,” student Casey Winn said.
Some parents question how this could have happened at the school.
“Well, they should be walking around the halls and things like that and know where the kids are,” Roldan said.
But others said they trust the school district to handle the situation
“I trust them to take care of it,” one woman said. “I really do think that that is their job and they will take care of it.”
The sheriff’s office said the girl’s mother is not planning to press charges.
A school district official said the students involved have been disciplined.
Copyright 2022 Nexstar Media Inc. All rights reserved. This material may not be published, broadcast, rewritten, or redistributed.

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I’m watching a Silicon Valley CEO being led around the room on a leash. His wife is in the next room, where a jewellery designer is getting comfortable with three men who definitely aren’t her husband. I’m part of the LA swinging community and at these parties, anything goes. For a few hours everyone can forget the stresses of juggling normal life and live judgement free. There are couples who’ve come together and some who’ve come alone (though always with their partner’s approval). That was the appeal for me - the ability to explore your sexuality whilst also maintaining an open, trusting relationship .
How did I get here? When I was 25 I was cheated on. I’d always been a very jealous person, particularly in relationships. I’d go snooping through my partner’s cupboards and scroll through their phone looking for things that I didn’t want to find, but found anyway. I hated being this type of person and when my relationship broke down, I swore to myself that I’d never let sex be the thing that ended a relationship. It seemed that the universe agreed, and around time I decided to keep sex and emotions separate, I was introduced to the deliciously freeing world of swinging.
I was living in LA when a married couple, Anna* and Pete, took me under their wing. Most Sunday’s Anna and Pete hosted lunch at their house, these were fairly boozy affairs but I always left at a reasonable hour. I knew that most of the other guests stayed the night but I’d never really thought much of it until one Sunday Anna let me in on the secret. We were gossiping in the loo and before I knew it, Anna was kissing me. I’d hooked up with women before but Anna was married - to my friend! It turned out that the cosy Sunday lunches were just the starter for an even cosier evening of partner swapping. All of these married couples with respectable jobs – lawyers, doctors and tech gurus – were having weekly orgies and then heading off in the morning to drop their kids at school. Jobs with long hours or a lot of travelling made it easy to explain nightly absences and for the Average Joes, getting home to pay the babysitter was part of the thrill. I’d stumbled into a community where sexual freedom and emotional monogamy (everyone here was happily married and also happily sleeping with other people) co-existed and it looked pretty great to me.
I started to regularly hook up with Anna and her friends and had my eyes truly opened to the world of swinging. The parties were every bit as hedonistic as you’d imagine; alcohol fuelled, encouraging anything from bondage to group sex . I enjoyed the community single and carefree for years, until I met Joey. He was a party boy who had never been in a serious relationship before, so I decided to test the waters of being in an open relationship. I knew it wasn’t going to be easy, so we laid down ground rules to ensure that trust and open communication were at the foundation of our relationship. Casual hook ups were fine but you couldn’t swap numbers or speak to that person again. If we went out together, we went home together. And you definitely couldn’t sleep with somebody that we both knew. That was 12 years ago, we’ve been married for sev
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