Ten Questions You Always Wanted to Ask a Male Escort

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A Gigolo's Life: Male Sex Workers

A person I would not have slept with for free offered to pay me for sex, and I became curious. He was a lawyer too, and for just 20 minutes of sex, he offered the exact amount of money I made in a month as a trainee. I accepted, but not because I needed the money that badly — I did it mostly to boost my self-esteem, which at the time was very low.

Soon after, I realised there was good money to be made in being an escort, but that the job had somewhat of an expiry date. I was almost 30, so I had no time to waste. When I posted my first ad online, clients just started calling. What's your typical client like? I don't have one. My clients are incredibly diverse in terms of their social class, age, marital status, profession and sexual preferences. Happy singles, lonely people, gay, straight, married couples, lovers, couples with friends, couples with other escorts — it's all work for me.

I generally do attract more men than women. From my personal experience, people you'd least suspect would pay for sex often have a more conflicted relationship with their sexual fantasies. The more they repress their desires, the stronger they come out in bed. How do your sessions work? Is it awkward when it's time to pay?

First Time with a male escort, or a gay male escort.

I always try to establish some sort of dialogue with the client. I pretend to believe everything they tell me, especially when they conjure up a fictional identity.

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I listen to them and make them feel special because they're paying to be the centre of attention. Some clients tell me I'm better than their therapist.

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How they choose to pay me usually reflects their character. Smug clients casually hand me money like they're paying at a toll booth, the shy ones act like it's a present — which I hate because I worked hard for that money.

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The more uninhibited refer to it as a fee, acknowledging that I'm a professional. The romantic ones put it in an envelope with a little message, while the old nostalgics pay by cheque. Then there are those who just leave the money on the table or sneak it into my pockets. What do you do if you don't find a client attractive at all? I don't take any sexual enhancement pills, so foreplay or my imagination can be really important to get me going.

But even when my client is a really hot guy, I can't fully enjoy it because they're paying me.

"One time, a client tied the condom in a knot so he could take my come home.".
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It's not someone I met randomly, I can't let go as much as I would with people who aren't my clients. Have you ever agreed to have sex without a condom? People who sleep around are normally the ones who are most worried of getting an STD, so it's rare that you're asked to do that.

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I always have safe sex — it's not worth the risk. What are some of the weirdest requests you've received? Even though I've been doing this job for years, I still get shocked by certain people's sexual fantasies — mostly because they rarely have anything to do with the act directly. Once, a client turned up in a nappy.

Another time, a customer tied the condom in a knot so he could take my come home. I know that if we started our session too soon he would be thinking of other things rather than what was happening in the moment. So, this was his chance to get things out beforehand. He spoke a bit about how he was raised and what an influence the church had on him and his beliefs. He then started talking about how he used to feel attracted to men, but he masked his feelings by talking to girls in the hopes of one day marrying one of them.

Magically, whatever he was feeling would likely subside.

A male escort answers 21 questions about getting paid to sleep with successful women

Plus, the church would have done terrible things to me and my family so I just decided to hide it. He went on to talk about how he and his best friend went up to the big BYU sign in Provo. He described the scene in vivid detail. We could see the lights of the city below us like an electric grid, all squares and silent. From that point on, Andy and I were playing make-believe in the middle of an all-male massage parlor in New York City. We tried to be as quiet as we could and eventually it livened him up enough to start to take his clothes off.

He laid down on the table, his heart was pounding, and I proceeded to work my magic. He was smiling. I had met him exactly where he needed to be met and he was grateful for it. After that, it was smooth sailing. The most important thing is never to assume anything about a client. We are in the business of trusting our instincts as the most important survival mechanism we have. And one thing that will help is recognizing the humanity in a person. It will both give you the confidence you need to protect yourself accordingly as well as stay in control of the situation at all times.

I realized that Andy was an artist and his imagination was both his best friend and worst enemy. He needed to feel safe and protected and in turn provided as handsome a compensation as he could muster. My recommendations for handling clients who have either never been with a man or a male escort before is this: If you feel uncomfortable steer the conversation to something you know will bring him pleasure, which is not always sexual.

Clients say a lot without telling you much. A lot of what we do as escorts is tinkering the imagination, not just the physical apparatus. Many customers will likely have wishes and desires that can only be expressed in role-play. Skip the games. Get satisfaction. Find escorts. I am a Man Woman Couple.