"It enriched me." A client shares the story of his first threesome with escorts.
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"It enriched me." A client shares the story of his first threesome with escorts.

Georgie Wolf
Georgie Wolf

This is a client's story: the tale of how he came to have his first-ever threesome with the guidance of independent escorts.

Thanks to stigma and shame, it's rare to hear from the customers of sex workers. It might leave you wondering, what does a good encounter with a sex worker actually look like? Do classic fantasies such as three-ways actually happen? And when they do, are they anything like we imagine?

Recently, a client and Satisfaction Project reader generously offered to share his story. It's a rare opportunity to hear from a successful client, learn how his adventures have improved his life and receive his advice for a successful 'doubles' booking. By the time we're done here, you'll have a new appreciation for the humble thresome, and a few tips for getting started.

Will is in his mid-fifties. He's married and has been seeing sex workers for about three years now. "Circumstances in my marriage mean that sex is no longer an option," he says. "And I basically thought I'd better use it or lose it, for want of a better word."

In many ways, Will doesn't fit the stereotype many people think of when they imagine an escort client. People who don't know the industry often assume our customers are high-flying playboys or stressed executives. But Will, like most clients, is just a regular guy. He's an introvert, working a regular job. In seeking out sex workers, he wasn't looking for extravagance.

When it comes to intimacy, Will views his situation as 'use it or lose it'. "I thought it was important from a mental health point of view to do something, try to connect with somebody," he says. "I'm not getting any younger and I wanted to try and experience something amazing while I still could. I'm not saying that in twenty years time, I still won't be capable, but you never know. I've had health issues as well, which may hasten that process."

Will started seeing sex workers right before the pandemic. It was a drawn-out process. He reached out to a provider on Twitter and the date went so well that he saw her twice more.

So, how did the idea of a threesome come about? Was it something he'd always wanted to do? Will says it simply came up in conversation with a regular provider, and he was game. "I had started seeing a worker in my hometown. I saw her about six times and we really just clicked. We are of a similar vintage, so we had common interests. We started talking about [thresomes] because she had a friend who was a touring escort."

Unfortunately, it wasn't to be - his worker's doubles partner never made it to his town. And then his escort retired and he had to search for a new companion.

Then he was lucky enough to meet an escort based in Melbourne who was touring close by. They got along well, sharing the same sense of humour and interests. Due to the pandemic restrictions, they ended up talking for almost a year before actually meeting, but he felt a real connection. "A couple of lockdowns, a couple of cancelled appointments and we finally got together." It was this provider who helped get his first threesome experience happening.

For Will, having a three-way was partly about adventure, and partly about the thrill of meeting someone new. "It's every guy's fantasy, so that might have been part of it," he says. "But I'd always wanted to meet this other girl too, and I guess the opportunity presented itself."

He travelled to the escorts' city and they all went out for dinner beforehand to get to know each other. Conversation flowed freely, and he found himself having a great time in their company. He says that the trust he placed in his worker played a big part in the ease of the experience. "She held my hand, metaphorically, and was very caring, incredibly patient. I felt very safe. And then, within five minutes of meeting the second provider, I knew she was exactly the same. She's the sweetest person you've ever met. I felt incredibly well taken care of."

Many people have certain expectations of a menage-a-trois - that it will look like a porn flick, over-the-top and overwhelming. Or they might have other scenarios in mind - being seduced by the girls next door, or spoiled by female friends. But, when it came time for the sexy stuff, Will says didn't have too many preconceptions. "I've not watched a lot of porn. And what I had watched really didn't do anything for me. So that didn't really give me any expectations."

We sometimes assume that having a threesome is all about the physical experience. But Will insists that wasn't the case for him. Rather, the emotional connection was the most powerful part of the session. "It wasn't it wasn't dirty. It wasn't nasty. It wasn't anything like that. I felt touched."

"If you're with the guys and it comes up, it's a high-five moment," he says. "But it never felt like it was a high five moment at the time. I felt like it really enriched me. Just two beautiful women whose company I really enjoyed - who you can laugh with and be yourself with and be naked with and not be hung up about that. It was a big step for me; very liberating."

For Will, the best part of the experience was at the end of the booking, when the three of them lay in bed together chatting and kissing. "I could have stayed like that all night."

He says he doesn't have any regrets about the costs involved. "Sometimes in the past I've had doubts that it was really worth it. There wasn't any of that. I felt that it was something I had to do and it was worth doing."

Will says that he struggled to take the initiative, finding it hard to talk about what he wanted to do in the moment. "You have this vision of just no speaking and just nothing but passion the whole time. And of course, it's not like that, especially for three hours. They kept asking, 'Is there anything you want to do?' And I just said, 'Look, I just want to be here.' And luckily, they knew what to do." Once things got started, he felt like he was in safe hands and was happy to let them take control.

And this is the one thing he feels he might do differently, if he did it again - taking a bit more initiative, being more confident, and speaking up about what he wanted. "Not aggressive, certainly, but more able to express what I want. Instead of being quite passive in the booking."

Despite his nerves, he says that the situation felt incredibly comfortable. "There was nothing awkward about it. If someone elbowed someone else in the face then we'd laugh. Or if you want to change position, the question was asked...the only awkward thing was me being like the deer in the headlights a bit, which is par for the course!"

When it comes to advice for new clients, Will shares a couple of tips for a successful first threesome: knowing what you want, and knowing the workers beforehand. "I would recommend that they be clear on what they want to achieve out of it. And, I guess, make sure you already know at least one of them. Don't do it with strangers. Like I said, the new worker I met was an absolute sweetheart and I knew straight away that we'd get along. But if it had been two strangers, I may not have been that comfortable."

Will doesn't imagine he'll want to do this again - he's happy with the worker he sees, and doesn't feel the urge to see anyone else.  But if he did it again for a special occasion, he thinks he'd feel much more comfortable. "I'd probably want to book them each individually first, just to get to know them both better so that I do have more confidence."

Overall, his time with providers has definitely improved his life. "I was in a pretty bad place five years ago, mental-health wise," he says. "Seeing sex workers and getting that intimacy - without things getting complicated - has been very beneficial to me. I have seen sex workers where it hasn't worked very well...I have more awareness now of the value of a good independent escort, who has a good business setup and social media presence and knows how to operate. That's pretty much who I'm restricting myself to now."

Will has it all figured out. When you find good people and you know how to hang onto them, you're winning. Seeing sex workers is no different.