What was it like?

What was it like?

That’s the question I get more often than anything else.  It’s a part of my past, and there are posts about it here on this blog (starting here, and then going through parts 2, 3, 4, 5, 6, 7, 8 – and more to come) but once people learn that I used to be a sex worker, that is the question that I get more than anything else… 

 

What was it like?

 

Well – it’s not really an easy question to answer…  I could come up with some suitable metaphor if I spent a moment trying to do so, but that would only give you a part of the answer, and the real answer is quite complicated.  

It was different things at different times.

In the beginning, it was fucking awesome…  literally and figuratively.

Oh sure, I was terrified at first, but once I got over that and sort of jumped into it with two feet, it was really pretty amazing for awhile.  Though eventually I started to become unhappy. I had no control over my own schedule, no choice in who I saw, no vacation days, no benefits, and while partying all of the time can be great for a while, eventually I started to burn out and then I just wanted to be a real boy again.

And this is where I start getting interrupted with questions about specific things…

 

Did you ever have to have sex with a client that you didn’t find attractive?  

 

No – not really.  I worked for what amounted to a high-end brothel that operated right under the noses of everyone around, and maintaining such an enterprise required a lot of money, so my Mistress (Simone was her name) charged a lot for my time and kept the client list pared to those that properly fit in with her aesthetic.  I am still not 100% sure that I know what that was, but nearly all of my clients were married women in their 30’s and 40’s, and they tended to spend a lot of time and money on their appearance. They chose me not because I was younger/hotter/better than the men they could get – almost any of them could have easily found sex for free in the wild, but they were paying for discretion and often for a very particular set of interests.

It did happen that I would have to see clients at times when I was not particularly “in the mood”, and unlike my female counterparts, I did not have the option to just lube up and lie there, so I learned all about pills and creams and pumps and rings, and I employed them all from time to time.

 

But did you ever have to have sex with someone who was just fat or ugly?

 

No – I had clients who were overweight by society’s standards, even obese in some cases, but I would never classify someone as fat unless it was a name they claimed for themselves, and the only ugly I ever see is the kind that stains a person’s soul – and has nothing to do with their body.

 

Did you ever have sex with men?

 

No – or at least, I don’t think so… I was offered money to on several occasions – sometimes it was quite substantial, but trauma in my past has always prevented me from being sexual with men – at least from the active position, and if I were ever used as an inactive participant, I was not present for the act.

I used to be adamant that this never happened, but I get glimpses of memories that make very little sense otherwise, so I have to wonder what I don’t have full memories of… 

There was certainly a time where I could not conceive of the possibility that this may have occurred, and I will fully admit that even writing these words causes a spike of anxiety for me, but in retrospect it really makes very little sense that I never saw male clients. 

I was certainly involved in several group-sex scenarios where men were present.  I can remember those pretty clearly.

 

Where is the most interesting place that you have had sex?

 

Interesting is such a strange word… but my answer to this question is actually pretty easy, and it has nothing at all to do with my life as a sex worker.  

I had sex in the confessional of Saint Mary’s Cathedral in San Francisco.  The only thing that would have made it better is if she had been wearing a nun’s habit when we did it.

I know.. I’m a blasphemous devil who will burn in hell for all eternity…  

I’ll keep the lights on for you.

 

How much money did you get?

 

Not as much as I should have…  this is not to say that I didn’t ‘sell’ for exorbitant prices – my time went anywhere from $200 to $700 an hour, depending on duration, activities, and when in my ‘career’ I was engaged.  However, Simone managed and held the money in almost every case. There were a few outcalls where I would be expected to collect the fee and return with it, but more often than not I saw people in the apartment that Simone provided for me and she handled the money before they ever arrived at my door.   She covered my expenses, kept me clothed and fed and housed, and gave me chunks of cash from time to time with the idea that I would use it to splash out and have fun of my own. It probably contributed to some of my idiosyncratic spending habits now… all of my day to day expenses were handled for me and I didn’t have to worry about them, and while I did have bank accounts and credit cards of my own – for the most part I always paid cash for everything and carried large amounts of it.

I honestly have no idea what my income was for the not-quite-two-years that I spend under Simone’s direction, but as I was her property, I didn’t decide many things and I didn’t really keep track of what I did.

I probably spent close to $50k in cash across the time I was with her, and my expenses probably ran close to $100k per year, but I was living at a much higher standard of living than I would have chosen for myself and didn’t have much choice in the matter. 

All told, if I had to do some diner napkin mathematics to guess at the totals… I probably cost Simone close to $200k per year, and I probably earned her about 3-4 times that, quite possibly more.. Most weeks I ended up with appointments for at least 15 hours – sometimes as much as 50 – but those were generally inclusive of longer sessions with discounted rates, so I’m not quite sure how it evened out.

The important thing to realize though is that I never really got to keep any of that.  Perhaps I could have been more responsible and pocketed or even deposited some of the cash that I was given, but I tended to spend it – just as Mistress Simone had instructed me to do, and often at the places where she instructed me to do it.  But it was not all bad – she took me shopping somewhat regularly and put me in expensive clothes (that I also didn’t get to keep) and generally kept me up well – I just had nothing to call my own, not even my body, and I viewed it all as normal and expected.

 

Did you ever have sex with any famous people?

 

Depending on how famous you are asking about.. yes, but no one on the A-list or anything like that.  More often they were important people than famous people.

 

Who were they?

 

I’m not telling you that.

 

How many clients did you have?

 

I had several regular clients who I would see on a regular schedule – or sometimes an irregular schedule, but I also saw a lot of clients only once.  I’d say it was close to a 50/50 split between clients that I saw only once and clients that I saw more often than that. Some of them would see me at the same time every week – almost like going to see a therapist or a chiropractor, and I suppose I served a very similar function to some of these women.

All told though, I don’t really remember how many it was over the span of my time working for Simone.  I tried to stop counting at 150, but ended up keeping track up to about 180 and then I really did lose track.

 

What was the weirdest session that you had?

 

There were a few that stand out, but I do think the mother/daughter doubles session that I had was probably the strangest.  The mother of the pair was a regular client of mine, and her daughter was a purported virgin at 26 and that was apparently a problem for both of them.  I would honestly have had no qualms at all about seeing the daughter in a separate session, but her mother brought her along to hers and was present the entire time. 

I did not end up interacting – physically – with both of them that day, I only interacted physically with the daughter while the mother watched and provided commentary and instruction – to her… it was all very odd.

 

Did you ever have a problem ‘getting it up’ with a client?

 

Yes, I did, but it was not frequent – and it was almost always because I was pushing my body too hard rather than anything else, though I can occasionally get in my own way, psychologically, as well.  I had a pump that I could use if I absolutely needed to have an erection, and strangely enough – even though I suspected that it would cause problems, it almost never did.

There are exceptions, of course… and I was punished for those.

 

Did you always have sex with your clients?

 

We always performed some sort of sex act, yes, but it was not always penis-in-vagina sex that was happening.  I had one regular client, in particular, who would visit me at the same time every week and have me spend her entire hour just going down on her as she climaxed over and over again.  We almost didn’t even speak about it. It was all very utilitarian, but she would usually orgasm around 20 times in the hour.

Some of my female colleagues would talk about their clients who would just want emotional intimacy and often only limited physical contact, but I never had a client like that.

My theory is that the women who would come to see someone like me had already made their choice and were not going to be dissuaded by last-minute cold feet that affected many of the men, or that the men sometimes rationalized things… right up until it came time to make the action that would be the point of no return in their mind.  The women had already passed the point of no return before they walked through my door. 

 

Did you ever get asked to do something you didn’t want to do?

 

Sure – that was pretty frequent.  Most of the time I had to do them anyway, but sometimes I was allowed to say ‘no’.

 

Okay – what kinds of things?

 

Well – I was not terribly keen on the mother/daughter virgin team that I talked about previously, and there were some of my clients who really enjoyed degrading me or physically causing me pain, and while I found that I could lean into the physical pain, my reactions to the degradation were all over the place and never positive. 

 

Did you ever fall for a client?

 

No – though I did have clients fall for me.

I was emotionally walled off from the ability to care for anyone other than Simone at that time of my life.  She was my world, and everything I did was to please her. 

 

Did you ever run into clients in ‘the real world’?  And if so, what did you do?

 

Yeah, I did – though rarely.. The places that I would go to socialize catered to a different caliber of folks than the pool of people from which Simone’s clients was taken. 

If I saw someone who I recognized from the job, I would pretend that I didn’t know them, even when one of them once made the mistake of recognizing me and then perking up to start to say something, realizing the company she was in, and then didn’t know how to handle things.  I told her politely that she must have made a mistake and that I have ‘one of those faces’ that everyone finds someone recognizable in. It helps that that is actually true. 


I have been asked other questions, of course, but these are among the most common.  If you have other questions that you would like to ask – I respond to emails as quickly as I am able, and you can always write in the comments section as well.  I will do my best to answer anything you ask.

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