by Hannah Jay
The reason I prefer two encounters is that I like to spend time during the first (almost always non-sexual) encounter, going over the requirements and the script. Escorts on regular dates are often asked to say things or do things by their clients. Within the context of a two hour date there is no lead time between the “ask” and the escort’s getting to business. I think that is not nearly as erotically satisfactory as moving from a conversation on the first night to a fully scripted scenario on the second. I am very good at memorizing my lines and, with an hour or two’s practice, I can deliver them just the way my client needs me to.
There is a very lovely hotel a few blocks from my apartment which I encourage my clients to book in. It has a very European feel and, at the same time, a wonderful Southern sense of hospitality. I know the manager as I often, when I am not working, will have a late breakfast in their airy, terraced, dining room. I do not, however, dine there with my escorting clients. Rather I meet them in the hotel bar, portfolio case in hand.
Charleston is one of the few places I have been to in America where a woman can dress nicely without attracting unwelcome male attention. My lovely grey, pink silk lined, pencil skirts, heels, hose and crisp white shirt will certainly gather their share of glances, but I can walk into the bar secure in the knowledge that only my gentleman will come to my table.
Our first meeting is about business and about story telling. Of course payment details are concluded; but the real business is my client becoming comfortable enough with me to give me the details which are vital if my performance is to be convincing. For this conversation I like to go to a charming restaurant, have a little wine, perhaps let a button or two on my blouse fall open but, most of all, put my client at ease. It is a luxury most escorts really can’t afford simply because time is very much money. For me, though, I make my arrangements prix fixe. I am paid a flat, very generous rate, for the time I will spend with my client.
In the course of our conversation we cover, lightly and hypothetically, what triggers and keywords my client will enjoy the following day or evening. Minor details of my dress and demeanor can be discussed playfully over dinner. Of course we have more than a little wine and by dessert my client will often be telling me what he really wants from this theatrical escort encounter. Men are surprisingly specific: patent leather stilettoes not matte leather. A chaise rather than a bed.
Part of my service is to get all these details right. If one of my escorting clients wants an encounter with a maid I will find out as much as I can about her uniform, her hair style, where the encounter should occur. It is a lot of preparation but, as many of my clients return again and again, apparently the effort is worth it.
The one thing I am meticulous about is getting the period right. My clients’ dreams, their fantasies, are almost always very tightly locked into a particular era. They may not even realize it. When I am speaking to them when I book the encounter I try to get an idea of the relevant dates; but it really is over dinner that I narrow it down. That encounter with the sultry older woman? It happened on a specific day in a specific month of a specific year. What would the background music have been? Would she have smoked? What sort of bra and panties would she have worn? Girdle? Permed hair? If she wore a dress what was it likely to have been made of.
I don’t offer the standard escort encounter. I offer the Remembrance of Things Past, the Proustian madeleine which lets loose a torrent of memory.
When we have finished dinner I walk my client back to his hotel, bid him à bientôt and give him my address and the time he is to be there. Then I go home, jot down notes of our conversation and go to bed. I know I will have a busy day. Armed with my notes I find the finishing touches to complete the illusion. Knowing a few vintage clothing stores, a few nice antique stores and having a growing collection of mid-century knick-knacks I can usually “dress the set” and the escort to my client’s taste.
Most of the time I am conjuring scenes from my client’s youth. But sometimes it is more complicated and my client will want a scene in a fin de siè·cle French brothel or he’ll want to “breed” a corn fed Iowa blonde farm girl in a barn pulling down her jeans and her white nylon panties over a bale of hay. My job is to get all that right. (Hay is scratchy, have a horse blanket handy.)
I have a couple of girls I work with when I need extras. They are escorts and they are paid very well for doing, frankly, very little but looking decorative in whatever I tell them to wear. Sometimes they are there as “extras”, sometimes they are involved in the scenario. And sometimes a client will simply want an audience for whatever performance we are undertaking.
Most of my escorting clients have been nursing their dreams for years. Sometimes for decades. They have tried to find escorts to accommodate their desires but, while these girls have tried, they usually fail because they are not specialists. They don’t have the time to find a 1950’s waitress uniform much less figure out how to embroider “Agnes” just above the left breast. I, on the other hand, have a sewing machine with an embroidery function.
As I have said, my client’s desires are usually incredibly detailed once you scratch the surface. You can’t get all the details right but if you manage to hit 70% on the first encounter you will have a very happy client. And, like every successful escort I have ever known, I have wonderful regulars.
I am very upfront about the fact I want to improve my clients second and third encounters. If they agree they will be coming back, I will spend time on email and the phone, walking through our first encounter and taking their notes as to what was right and what needs work. We collaborate and we improvise and, usually, by about our third special escorting date we will be closer to 93% right.
When we have reached that point where everything is redolent of the period and the sensibility they are looking for, I often suggest variations on their theme. By this point they see me more as a friend than an escort and they see the money they are spending, which is substantial, as an investment in a series of encounters in which they are transported to a world entirely outside their day to day life. Apparently this is addictive.
As you might guess I cannot do too many of these escort performances in a month. Even with regulars where I have all the furniture, music, fragrance (a key component, thank you eBay) and lingerie, I still have to construct the set and work out the script.
Of course, given what I charge to do all of this I don’t need many escorting encounters to live very well indeed. Charleston is a lot cheaper than New York or Paris. And, quite honestly, a pretty young French woman is never lacking in company and invitations. I have discretely let it be known that I have a private income, which, in a way, I do.
Because I do not escort clients from Charleston and because I like to dress elegantly but demurely, and my little private theatre is unknown to the people I am meeting, I have, rather carefully, admitted that I get financial advice from time to time which explains any situations where I am seen with a rather older man. But, even if some of the smarter ladies have an inkling, as I make a point of not flirting with their husbands I find doors open to me.
I have a slight dilemma with taxes but I resolved that by creating a small Canadian consulting company which declares its US income. Because it is a company the question of my immigration status does not come up as a result of my paying my US tax. I have a federal tax number. That is enough I think.
I’ve been doing my special sort of escorting for nearly three years and now, having raised my rates twice, make more than enough money to live very easily in Charleston. I can get anything I want or need online or in the clever little stores in the city. Plus and this is a huge bonus for my business, there is a wonderful tradition of tag sales and estate sales where fabulous vintage things are practically given away. Plus there is the Junior League. Mon Dieu, lovely clothes practically given away.
There is no reason at all why I will not be doing my little, private, theatre for years. Unlike the really competitive world of regular escorting, I
have a small, select group of clients who, honestly, don’t really care if I am young or conventionally beautiful. They care that I can evoke the memories they have carried for decades.
Because there is, usually, activities between consenting adults I have no doubt that I am escorting. But when I am up late sewing the fourth petti coat for a naughty French teacher’s 1955 faux Dior dress, it feels much more like a piece of performance art with, perhaps, a happy ending. For sure it is escorting but it is also work that I love and am very good at.
Jasmine | Bree | Candace | Rosy
Escort Style
I can make a pretty good argument that style is a hundred, maybe a thousand, things and every girl evolves her own. But the one thing which you can change is actually being conscious of your style and the style to which you would like to be accustomed. For an escort style is not an optional extra. In fact and escort’s style often determines how often she is booked and what her rates can be.
Having a personal, signature, style lets you make a lot of choices easily. Knowing how you are going to present yourself makes dressing for an escort date simple, quick and painless. It also makes it easy to shop for pieces which will work with the other pieces you have which define your style.
But what is an escort style?
Obviously there is a huge variety when it comes to escort style and we’re not going to cover all of them in a short article; but there are a few themes which have run through conversations we have had with escorts.
Ladylike
“I always dress like a lady.” said “Jasmine” who has been escorting for three years in New Orleans. “Down in the South that still means a skirt or dress, stockings after Labor Day. But of course, when you are escorting you want to add a little spice. But not too much because I often see gentlemen in hotels and, even though this is the Big Easy if you look too hot you are going to get hassles at the front desk.”
“I do a couple of things just a little differently. For example, while I hate stripper heels and won’t wear them, there is nothing wrong with an elegant pair of heels. Steve Madden makes some gorgeous, wearable sandals and pumps with a surprisingly comfortable four inch heel. I wait for the sales at Amazon and buy a couple of pairs. They look wonderful with a skirt or a little shift dress. They are just a little higher than I would wear in my regular life but that inch makes a huge difference.”
“The other thing I do is try to dress in layers. A little jacket over a low cut sleeveless dress converts provocative into promising. Ideal for hotel lounges when you are meeting a client.”
“Most of all, I try to make sure everything I wear on an escort date, from panties on out, is very, very feminine. These days men work with women who have adopted a sort of androgynous, anti-sexy look. I understand that but the reason my escorting clients come to see me is to get away from that world. At work or at the mall or at their kids’ activities they almost never see a woman in a skirt much less a dress. For the time they are with me they are going to be able to enjoy the little bits of lace and clever tailoring they can’t get at home.”
“I don’t know if all my clients really notice the effort I make to be feminine; but I do know that I have a couple of dozen regulars and they all compliment me on what I am wearing. Plus, and this is actually more important than I thought it would be, rolling on stockings, pulling a slip over my head, picking out a dress, shoes and a bag, takes me out of my day to day life and puts me into the mood for escorting. Sure, I could do the job in a track suit but I don’t think I would do it for long.”
Cali Girl
A completely different tack is taken by “Bree” a twenty something escort who works in a small city on the California coast.
“I do have a style. Of course I do. But it is pretty much my personal style as well. I don’t have that big a gap between real life and escorting. I mean I got into escorting when a guy at the bar I waitress at made me an offer. He didn’t want me all dressed up, he liked what I was wearing to serve drinks.
So my “style” for escorting and for the rest of my life is really not all that much about clothes. It’s all about the body, the hair, the make-up, the skin: start here. I am a gym rat. I work out pretty hard three days a week – cardio and light weights. I have a trainer who checks me once a week. At the rec center I work out at there is a pool and I swim three miles a week. Just lengths, not super-fast. I don’t own a car but I have a bike and the city I live in is super bike friendly so I ride pretty much everywhere.
When I was 18 I had my boobs done. Not huge or anything but a nice full D cup. I have a narrow back and a tiny waist so I cause a bit of a stir when I wear anything which is even a little tight or revealing. and, obviously, I am toned so I can get away with a lot of pretty revealing clothes if I want to. But, being toned is not nearly enough if you want to make really good money escorting. You have to work on your skin a lot.
The guys I see watch a lot of porn and they have really high standards for the girls they are willing to pay. They don’t want little bone rack models and they don’t want girls who, when they take their clothes off, are all pasty. I’m pretty lucky because my apartment has a really private balcony where I can tan naked. Not too much, just enough to soften the bikini tan lines. And I know this sounds weird, but even when I am tanning I actually wear sunscreen. I want my skin sun kissed not tanned.
“Part of my style, I guess, is that I wear really lacy, really white lingerie. White thong panties and matching, really dazzlingly white bras. I pay a lot for my lingerie. Or I used to, now I have a guy who loves taking me to a couple of the better lingerie boutiques in town and buying me the really nice French and Italian brands I would never be able to afford myself. It is a perk of the escorting business to always be wearing La Perla or Aubade or Cosabella lingerie. And, of course, the reason I always wear white is for the contrast with my lightly tanned skin. In the right light it is pretty dazzling.
The one other thing I do for body care is a full mud bath, exfoliation, facial and deep massage every week. It costs a bomb but it’s totally worth it. I have a regular session on Thursday mornings. Plus manicure and pedicure and any waxing, ouch, which is needed.
I have naturally blonde hair which, I admit, I use a bit of lemon juice on to streak. I keep it in a long bob but I am obsessive about having the ends trimmed twice a month. I like to look like a very up market beach girl.
On dates I do wear heels. At least the first time. I have a nice pair of vintage platform mules with a five inch heel. Why, yes, they do make my legs look longer. I am already five foot six so these make me five eleven. Clothes are pretty simple. I like little cotton skater skirts or body-con dresses. Sure, they are short but all the girls on the beach wear short skirts.
I keep my make-up minimal. A slick of baby pink lipstick and a little mascara and I am good to go. On a big date I might wear a bit of eye shadow but only if I want to. The thing is that for me make up makes me look older and older is not what my clients want. They want a young girl who seems eager to go down on them and just can’t wait to lift up her skirt and pull down her panties. They want to know I am legal but they want to pretend I’m not. Which is fine with me. I make a lot of money from old, rich, pervs.”
My clients are buying the fantasy that they somehow can pick up a girl like me. Escorting is all about the fantasy and in my heels, a pretty white skater skirt and a white tank top with the lacy straps of my bra as part of the outfit I am, honestly, quite a package. Most of my clients are pretty relaxed. They’ve made their money and they don’t actually care if they are seen in public with a hot girl who looks like she could be their daughter. I mean what’s the point of having a $200,000 convertible if you don’t have the big boobed blonde to go in the passenger seat. I mean I like have entire dates where the big deal is driving. I suppose you could call them “car dates” and I have been known to reach across the transmission.
So, my escorting style is all about fresh, young. Sort of a cross between Katie Perry and Taylor S
wift. Middle aged men love Taylor Swift. I think I’ll be able to pull it off for a few more years if I take really good care of my body. And that’s all I want anyway. You can’t live on the beach all your life.
Working Girl
I’ve been escorting on and off since I was twenty.” said Candace who is now in her early thirties. “When I was younger it really didn’t matter what I wore or how I made myself up or whether my hair was done. Guys love young escorts, period. But now I am older and a lot smarter. A lot smarter. I want to work half as hard and earn twice as much.
I live in a North Eastern city. I won’t say which one but I will say that it isn’t New York. I wish it was because I love New York. I try to get to New York once every couple of months and I have a few escorting clients there who make it worthwhile.
I am pretty tall, five ten and I try to stay fit. When I was in my twenties I started highlighting my hair. The blonder I went the more I seemed to make as an escort, so now I am essentially a dirty blonde. I keep my hair fairly long and ten minutes with curlers and a blow dryer and I get a nice wave.
I have a particular look which I developed watching women who seemed to have the life I want. These are not girls, they are in their late twenties and early thirties. I don’t know that they do during the day but, after five you see them in the nicer lounges, restaurants, at concerts and at gallery openings. They have this really clever style which somehow suggests they have arrived. That they don’t need to “try” any more. That the look is just effortless.
I can tell you it isn’t effortless. First off, one of the reasons these women look so good is that they buy designer inspired clothes. I say “inspired” because, if you look closely, they are often not actually wearing a designer dress or they are but it is four or five seasons old. But they look so expensive, so glossy, so unattainable.
