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  As long as there have been hotels there have been escorts going up to guest’s rooms. As long as the girls were discreet and nicely dressed no one blinks an eye. For all we know these girls are business acquaintances or friends and you don’t want to embarrass yourself or the hotel by suggesting that a girl is an escort. Plus, realistically, it is none of the hotel’s business if one of its guests wants some female companionship.

  It is the hotel’s business if some gal comes wandering into the lobby with a skirt up to there and down to here, hooker boots and an attitude. Not because she is an escort, rather because she is a security risk. If you are a blatant hooker you are not going to get by the front desk unaccompanied, who knows where you will go in the hotel.

  But I did notice that there were a few girls who I would see regularly. Nicely dressed. Usually with expensive shoes and sometimes with a really nice designer bag. Sometimes they would accompany a guest to his room, other times they would stop by the desk and ask for Mr. Smith on the house phone – which I learned was an excellent way to do a final check on a client. But the one thing they all had in common was that they were terrifically discreet. Yes they were glossy or a bit more glamourous than our run of the mill female guest, but they made sure they were perfectly put together.

  We used to play a game on slow nights. “Escort or not”. A girl would go up to one of our guest’s rooms. How quickly would she return? If it was more than an hour but less than three, we said “Escort”. Not for any great reason, but that’s how we played.

  One night, after an early shift, I went over to our very ritzy bar for a drink and saw one of “the girls” on her own. She nodded to me and smiled so I went over and joined her.

  “I see you come in quite often.” I said pretty neutrally I thought.

  “Nature of the business. I love this hotel. It’s always so clean.” she replied.

  “And your business is?” I asked. Why not? I could always get up and leave.

  “What do you think?” she said with a smile, “I entertain many of your gentlemen guests of an evening.”

  On that basis we had a chat and, I have to admit, I was amazed. “Lucy”, not her real name of course, worked a day job full time and was entertaining in the evenings for spare cash. But what a lot of spare cash.

  “1000 dollars plus tip. But I don’t watch the time. Sometimes I am there for twenty minutes, sometimes two hours; it works out in the end.”

  Four nights a week, no more than two dates a night, usually just one. I am good at math but you didn’t need to be, Lucy was making $5000 a week minimum. Little wonder she was carrying a $3000 Prada bag and wearing Jimmy Choos. I was making, net, about $600 a week and was barely scraping by.

  Lucy saw her date and excused herself. I went back to my white wine spritzer and began to run the numbers. In a month Lucy would make $20,000. Did she pay tax? Who knew and no one would if she was even a little clever about it.

  This was huge for me. My hotel career was going just fine but it would be two years before I got a decent management job which paid more than a pittance. Plus, I had had an idea for the consulting business I now run. The fact was I could see where our hotel was missing revenue and I was pretty sure other hotels would run into the same problems. My idea of “embedding” in the front desk staff at various hotels made a lot of sense and I knew my own manager would be supportive if I went out on my own. The problem was how would I get by while I set up my business and hunted down customers. Lucy gave me a hint.

  I had never really considered escorting. I mean I knew, or at least thought I knew what those girls were doing up in our rooms with their clients. But that is not the same as actually doing it. I got to work researching the heck out of the escorting business. Thank you internet. There was an awful lot to learn. Everything from escort advertising through to how best to screen clients to how to manage an escorting date. But there were also terrific online resources for escorts.

  The good news for my potentially budding career as an escort was that I have never been at all squeamish about sex. In fact, even before I was an escort I enjoyed sex a lot. And it turns out that the way I enjoy sex, lots of enthusiasm and a fair bit of my being in charge, is a great way to do those consenting adult activities which are at the heart of every escorting date. But there is a lot more to escorting than sex once you start looking at it.

  One thing I realized right at the beginning was I wanted to keep my escorting life completely separate from the rest of my life. Which was a bit of a puzzle because I wanted to do outcalls to hotels and, working in the business, I knew that it would only be a matter of time before word got around about my escorting activities. Oddly enough, the solution to the problem arrived when I had to go to a different city, not too far away, for a week long training program. Basically I realized I was an hour by car away from a completely different world. In fact less than that because I actually lived about twenty minutes away from my own downtown right along the freeway towards the other city.

  Problem solved. While I was on the training course I arranged a cell phone in the city I was going to work in. And I took a look at some of the better hotels where I thought I would meet my clients. I scouted the various escort advertising sites and made some decisions about how I was going to present myself.

  While I was doing this “legwork” I also was trying to figure out how I could best open my consulting business while escorting. Which led to my second “Ah ha” moment. I realized that it would be too frantic to try and escort at the same time as I was doing what I needed to do to build up revenue for a hotel. So I wouldn’t. What I decided to do is escort for a month, then do a consulting contract, then do another month escorting. My contracts were planned to take roughly two months and I had two lined up if I decided to take the plunge.

  I gave my notice at my hotel and my manager, who had actually referred my first consulting client, was great and said I was welcome back any time. It was nice to know. The day after I gave my notice I put up my first escorting ad.

  Anyone who says that escorting is an easy business is kidding you. Like every other business there is a steep learning curve. My first mistake – of many – was to assume that if I put up an ad I would suddenly have escorting clients. My phone was so silent I tried calling myself just to make sure it was working. It was. The fact was my ad was not getting the response I needed. Why not?

  As much as anything it was because I was much too vague. I was all about “dining companion” and “pampering” which was fine as far as it went; but I was naïve enough to think that, along with a slightly sexy picture, would be enough. So I worked on my ad copy and did another, much sexier picture. I got a couple of responses but they were really time wasters who wanted a bargain. It took a while for me to realize that I had to really make clear that I was catering to executives who wanted more than just the “GFE”. Eventually, a week later, I got my first serious response. He was staying in a great hotel and he checked out on my screening.

  I put on pretty lingerie, stockings, a great skirt and a semi-sheer white silk blouse. My hair was nice, nails done, make up right for evening and condoms in my cute little clutch. I hoped in my car and drove off to meet my first escorting client. Forty five minutes down the expressway and right into hotel parking. I’d arranged to meet him in the very pleasant hotel bar and I was there right on time. I secured a nice, out of the way, table, sat down and waited. And waited. And waited. An hour later my phone chirped out a text. He was stuck in a meeting and would have to reschedule. Not how this was supposed to go at all, but live and learn.

  He was my first, but sadly not last, no show. From then on I didn’t get on the road without a confirming text of email. Happily, a day later, at a different hotel, I had a really delightful, and very lucrative, encounter with a very nice lawyer in his early sixties. I was a bit awkward and, as I was fumbling with a zipper in a pretty unseductive way, I blurted out that this was actually my first date. Things went much better after that and I was soon
on my knees with my head bobbing up and down on a surprisingly big cock. No chance to take all that in my throat. But he enjoyed flipping me on my tummy on the bed, lifting up my skirt, pulling down my panties and, with a couple of shapish slaps on my bum by way of foreplay pushing nine plus thick inches of wet, hard cock right up my pussy. I was so glad I had put a lot of lubricant into my poor pussy before I took her out and sold her. He was a terrifically selfish lover and didn’t even think of reaching around for my pleasure. Instead he just kept pounding my pussy with his pile driver of a cock. After about five minutes, which felt like an hour, I felt the pace pick up and, with a manly grunt he was done. He pulled out and I just lay there for a minute or two. He went and sat in the chair where I had sucked him off and watched me. I reached down and pulled up my panties and pushed down the back of my skirt.

  “So that’s escorting.” I said when I had caught my breath.

  “Pretty much.” he said his big, uncut, cock lying flaccid on his thigh. “Next time I will take some Viagra and have you a couple of times. Get you nice and stretched out.”

  Next time, I thought to myself. Right. “Next time” is a good thing in this business.

  He was delighted to be my first client and tipped very generously. He also booked me for the following week. A regular I thought to myself as I drove down the nearly empty expressway home.

  That first month I had nine dates after a slow start. Not a lot but more than enough to keep me solvent as I got ready to do my first consulting gig. My idea of escorting a month at a time took a bit of a hit when my lawyer friend called the second week of the next month. Fortunately my first consulting gig was in a suburb of my city so I was not really “on the road”. I made an instant, executive, decision that if they called direct and I could I would see regulars even when I was not officially escorting. Which was, I think, the right decision. Besides, I was getting used to bending over and taking lawyer guy’s big cock good and hard. In fact I really liked it. The same every time, suck, flip, slap, pound. I didn’t want to miss that or the money. What I did do during my months off was stop advertising.

  I have been working this system for escorting for nearly four years and, honestly, I can’t imagine not escorting. I could because my consulting business is doing very well; but, realistically, even though I charge a lot for my services as a consultant, the money from escorting is just too good to give up. Plus, and this only occurred to me after I had been escorting for a year, there was no reason I couldn’t combine my escorting months with living in different cities. I was already doing the travel thing with my consulting business and AirBnB knew my credit card off by heart. So, once a year, in the winter, I advertise in places like Tampa or Phoenix or Miami where I can get some sun.

  Martine

  Playing the Part

  Escorts are often asked by their clients to do a bit of role play. Whether it is the naughty cheerleader or the police woman who will not take no for an answer, escorts can often make excellent money simply by gratifying the slightly unusual desires of their clients.

  However, we wondered if there were not escorts who went a bit beyond the sex shop costumes and really took seriously the fantasy requests of their clients. While there were dozens of girls who offered “role play” along with the GFE and the pleasures of pampering, we had to really look to find a girl who took escorting role play to the next level.

  We reached out to Martine on the basis of a really rather clever ad.

  “I create worlds.” read the headline.

  You have a dream. Detailed. Like a photograph and in it there is you and a girl or a woman or maybe several. You think it is a fantasy because you don’t think it can happen.

  It can. I will make your dream real.

  Immersive experiences take time to create. I have time. And talent and a deliciously perverse imagination.

  Let us begin to make your dream come true.”

  We reached out to Martine and soon had her booked for a Skype interview. From her name we thought she might be French and we were right.

  “From Lyon. Which is a beautiful city but very, well, boring. So I went and studied theatre in Paris for three years.” Martine has a slight French accent and pronounces her English with an English rather than American accent. Very dark long brunette hair, bright blue eyes and shiny white teeth she is leaning in to her computer as she speaks. “Then I got an English boyfriend and moved to Brighton and studied more theatre but this time on the production side: stage decoration, lighting, props, make-up while I learned how English is actually spoken. We learn English in France but that’s not the same. I met a guy there who makes movies, little movies in New York and I went there with him. And then he left and I thought I could make some money without having an immigration hassle by escorting. And I did and that was ok.

  The thing about escorting in New York is that the competition is crazy. All these beautiful girls. I was lucky because being French and speaking French is very valuable in an international city like New York. Plus I spoke a bit of German and a bit of Italian. Just schoolgirl level but that was way more than most girls could.

  But I am not model gorgeous and I have average sized boobs which I won’t get done and I like being a brunette. I have blonde wigs and corsets and falsies and pushup bras. Plus you would be amazed what you can do with a little bit of contour stick. But I get ahead of myself.

  I have always been attracted to the Southern United States. Probably because I loved “Midnight in the Garden of Good and Evil” when I read it as a girl. But also because it seems more European somehow. I just liked the idea of Charleston South Carolina. So, with a few thousand dollars which I had saved I loaded up my little Subaru Outback with clothes and makeup and nothing else and drove to Charleston. I didn’t know anyone. But I wasn’t worried. I had a bit of a plan. Very special escorting.

  For my plan I needed a place where I could rent something quite big, a bit old and with lots of rooms. Obviously the touristy areas of Charleston were well beyond my budget. But what I was looking for was space and a bit of atmosphere. It took a while to find the right place.

  My idea was to create fully realized dramas for men who had particular fetishes, interests and peccadillos. Most men do, at a very limited level; but some men have elaborately worked out ideas about what they would really like. Escorting in New York I would say one in five or six of my dates were interested in something which went well beyond the world of the dungeon dominas or dress up games we read about. And some of these were men had a good deal of money. In New York my escorting fees were high but the agency took so much.

  I thought there might be a market for an escort who was, essentially, a destination provider. It was a bit of a risk but I realized that with a clever website I could reach out to, literally, the world. Were there men who could afford the costs of a fully realized drama in which they actually lived out their sexual fantasy. Not a pale imitation, rather a carefully crafted, well staged realization of the idée fixe they had carried with them since they were fourteen. If I built it, would they come?

  Just the right place turned out to be a large apartment and what had been a storage loft above a store just outside the historical district of Charleston on a little narrow street. It was a mess. Cobwebs, dust from the Civil War, lots of mice and their leavings. I couldn’t live in it, much less escort from it, for nearly two weeks while I cleaned and had two nice young men paint each of the rooms a lovely, light grey with gloss white for the trim. The storage loft remained unpainted. It was to be the stage. When I was too tired to clean I worked on my website and began to compose my ads. The good news was that the place was very inexpensive and, under the layers of dirt, really rather charming.

  I did not advertise my special escorting service in Charleston. I knew I could make a good living escorting locally but I actually wanted to create a different sort of experience and my sense was that to be a local escort would get me involved in a world I preferred to stay away from. Plus, and this was a big
consideration, I wanted to be entirely invisible to local law enforcement. I was still not quite a legal resident of the United States.

  So, in my advertising I don’t mention my location. Which, no doubt, costs me more than a few escorting dates but, well, c’est le vie. If a gentleman gets in touch with me and passes my screening, which I am very strict about, I first tell him my prices and, if he does not blink, I give him my location. Charleston is actually quite close to a lot of big cities in the US. Two hours from New York, a little more from Chicago, a little less from Miami. And my clients are all frequent fliers.

  Men looking to have the dream of a lifetime made real don’t blink at a couple of hours travel. Nor do they blink when I send them the costs of building out the scene (or scenes) for their fantasy. As I say to prospective clients, “It is all smoke and mirrors but done well that is all you need.”

  Over the time I was an escort in New York I read a lot about the exotic inner sexual lives of men. I also asked my clients a lot of questions. It is surprising what a man will tell a girl who has just given him a wonderful time and whose company he wants to enjoy a little longer.

  Men obsess about many things and some of those things are impossible to really access; but for things like watching a girl in a bathtub through a window or being trapped in the changing room of a lingerie shop or having Auntie giving her naughty nephew a good spanking and sending him to her room? Well for all of those and many more there is the gentle suspension of disbelief which is the essence of theatre.

  My escort dates are a minimum of a single afternoon or evening, although I prefer two. And I absolutely require two full week’s notice and a deposit which covers the costs of the set and whatever I am to be wearing, carrying and so on.