Credit: Scott Jackson

Often, we Mercury writers are accused of acting like
celebrities. And while we may be known to occasionally flash our
vaginas while exiting cars in miniskirts, if there’s one thing that
will check our egos at the office, it’s the total eclipse of our
minor notorieties by that of Cindy “The Erotic Pleaser.”

For many readers, no further introduction is necessary. For the few
uninitiated among you, turn for a moment to pg. 50, right column,
uppermost ad. And why yes, that’s an actual photo.

We knew things had reached a tipping point when the Mercury‘s
Editor-in-Chief Wm. Steven Humphrey made a recent public appearance.
While the crowd received him graciously enough, when Cindy’s name was
mentioned, the room erupted in cheers. “That’s it,” he thought. “People
want to know about Cindy. Give the people what they want.”

With that I found myself venturing out on assignment, to a motel on
the edge of town where Cindy lives and sometimes works, to find out
more about this enigmatic figureโ€”who, as it turns out, not only
holds three degrees (in psychology, medicine, and physiology), but is a
jazz musician and composer who’s fluent on the keyboard, trumpet, and
flรผgelhorn. And that’s just the start of the incredible things I
learned from Cindy “The Erotic Pleaser.”

“EVERY GIRL KNOWS HER STRONG POINTS”

“Mine are my left one and my right one,” Cindy says, referring to
her formidable breasts, the cleavage of which is peeping amiably
through the slit of her velveteen gown as she attempts to describe her
journey across the country and through various careers. We are chatting
casually on the bed in her plain, tidy rented room, where Cindy
recounts a life that began in New Jersey, with stints in Chicago, New
England, and Los Angeles as a student, musician, salesperson, the owner
of a small remodeling company, and eventually, an adult escort.

After fleeing Los Angeles for Oregon, Cindy found herself at a
spiritual crossroads. She no longer felt satisfied in the remodeling
business, so she meditated and prayed for divine guidance.

It came in surprising form: “Just days later I was approached by
four different people with the same question: ‘Have you ever considered
becoming an escort?’ I realize there are a lot of people out there who
would see any aspect of the adult industry and a divine calling as
mutually exclusive oppositesโ€”but I could see a divine purpose: I
could reach and affect people’s lives in this way, who could not
otherwise be reached….

“I have no idea why people approached me to be an escort. [It may
be] partially, how I carry myself. There’s a certain confidence there.
I wear things that are a little intriguing. [My breasts] tend to be
shown a lot. The only other possible answer is that this was the answer
to my prayers.”

“WHATEVER WE DO FOR A LIVING, WE SHOULD DO BECAUSE WE LOVE IT”

It’s fairly common for people who work in an adult industry to point
out the healthy and arguably therapeutic aspects of what they provide.
A client may be painfully shy, inexperienced, or afraid of rejection,
and Cindy is one resource they can go to for nonjudgmental,
affectionate companionship.

“I provide warmth, caring, emotional connection, and intimacy,
because my focus is on giving, on healing, sometimes even on expanding
a partner’s horizons. The emotional gratification I receive from
putting a smile on a client’s face is a major motivation for me.”

In addition to working with her clients, who are, as she says, “my
life,” Cindy has used her background in psychology to provide
counseling to other women in the industry, particularly those who had
“drug, video poker, or bad-boyfriend addictions.” She stresses the
importance of being able to find satisfaction in your work life. “If a
girl feels like the only reason to be in it is the money, I’ve always
counseled them on finding a way outโ€”because anything you do not
put your heart into eats your soul… something this personal does it
much faster.”

PHONE ETIQUETTE

Our conversation was interrupted once by a potential client’s call,
which Cindy took, mentioning that hearing her end of it might be an
edifying addition to my article:

“Hi, this is Cindy…ย I’m my normal, happy, horny, healthy
self. How are you?…ย Okay, if you come to me [starts to give
directions]… If you need me to go to you, I can arrange that. You’ll
find me warm and affectionate. I enjoy lots of hugging, kissing,
cuddling, and caressing. I’m very open-minded, and enjoy all types of
fun. I’m available all around the clock with a bit of
notice…ย Where are you?…ย I’m sorry, I’m having trouble
understanding what you’re saying…ย The name of the
town?…ย It’s better for you to come to me?…ย Sorry,
Grovetown?…”

Click.

Cindy sighs, and turns back to me, saying, “If there was one thing I
could do to increase my income, it would be to learn good,
conversational Spanish. I have tried to set an appointment using my
limited Spanish, but invariably there has been a problem with subtle
differences of meaning; between ‘yes,’ ‘I can’t promise that, but it
sounds like fun,’ or ‘that sounds interesting, I can do that once
in a while.’ Somewhere in that scale is where my answer has to be,
for obvious legal reasons. We get into the lack of ability to
comprehend that. There were these French guys last week…ย  they
weren’t going to set an appointment unless I explicitly promised
certain acts. Which I’d be very blonde if I was dumb enough to
do.”

“YOU HAVE TO HAVE A CERTAIN VALUE OF YOURSELF”

When you’re working independently like Cindy, you have be an
advocate for yourself, and that entails sticking to your guns when it
comes to payment. Cindy is pretty reasonable if you’re particularly
hard up, and even more generous in her personal life; she told me about
multiple friends she’s supported when she can and there’s a need.

On the other hand, years of experience (Cindy’s been in the industry
for about 10 years, she thinks. “After you’ve been in this business for
a while, you lose total track of time. How long is a day? Twenty-four
hours? Fifty-eight? I don’t know!”) have taught her to spot clients on
the phone who are balking at the cost of her time for all the wrong
reasons.

“Their evaluation of the dollar is higher than their evaluation of
the person. These are the people who will expect the most when you get
together. And if somebody says to me, ‘What kind of special do you have
today?’ I say, ‘This is not Kmart, and I do not have a blue light
flashing over my ad.’ If you want to drive a Rolls-Royce, you don’t go
into the lot and ask if you can get it for the price of a used
Yugo.”

“FEAR AMOUNTS TO SURRENDER”

If a significant part of your job involves meeting up with
strangers, it goes without saying that your instincts have to be sharp.
Tall and thick, Cindy has a physical advantage, and a set of long
acrylics and high heels are the only weapons she carries. Couple that
with the conviction that the way to lose a fight is to be the one who
blinks first, and it’s no wonder there’s been only one instance with a
client out of which Cindy emerged with physical injury.

“A guy came to visit me at my place in Gresham, who was young, 6′
7″, and built like a tight end. When he first got there, he asked for a
drink of water. I go to the refrigerator to get the distilled water,
and as I bend over I find that I have a 9mm pointed to my head, with
the instructions, ‘Tell me where your money is kept.’ He certainly did
not expect my reaction, which was to stand up, step toward him, and
tell him to fuck himself, which provoked him to squeeze one off right
next to my ear, leaving a hole in my kitchen. He was totally
frustrated. He started pistol-whipping me. I couldn’t really do
anything much to him, so I decided to scare him away. I started
screaming my lungs out. I knew that nobody could hear me, but he didn’t
know that. It had him running out the door.”

“THERE IS NOTHING THAT CANDY WOULD DO THAT CINDY WOULDN’T”

In the early days, Cindy ran ads that used the pseudonym “Candy”
instead of Cindy, her legal name. Then she realized that there was no
point; she was not pretending to be someone else, to herself or to the
world.

She describes herself as a “true” bisexual who enjoys men and women,
pointing out that kissing between a man and a woman “can be very hotly
passionate,” and between two women “is more often warm, mellow, and
sensuous.” She occasionally sees women and couples, but the majority of
Cindy’s clients are male, and she describes them as “friendly, cool,
fun, and generally enjoyable.” She also drops the juicy hint that she’s
been with a major movie star, as well as a presidential cabinet
memberโ€”but one thing Cindy won’t do is betray her clients’
privacy.

“A CRISIS A DAY KEEPS THE BOREDOM AWAY”

That’s been Cindy’s smiling-through-the-pain motto, during the stint
she spent running her own agency, something she talks about with no
amount of fond recollection (“Nobody in their right mind would run an
agency for any length of time.”), an era of sleepless nights and phone
bills exceeding $13,000. But even now, as an independent, life is not
always smooth sailing.

In addition to the pistol-whipping incident, she has found herself
behind a door secured with no less than four deadbolts with a drunken
man she describes as “an Asian gang member,” who told her, “You are
neither getting paid nor leaving.” (She eluded him with a ruse using
her cell phone.) She has encountered knives under pillows, guns in
nightstands, six guys when there was supposed to be one (“Turned out,
that was a lot of fun!”). She’s had to grab her clothes and run naked
into the street.

And sometimes, as a prank, or the product of indecision and fear,
she gets no-shows or wrong addressesโ€”of particular irritation
when she has had to shell out for a cab across town only to find
herself knocking on the door of a little old lady’s house at 2 am. All
so someoneโ€”she refers to these people as “feces brains”โ€”can
have a laugh.

“YOU DON’T NEED TO BE 20 YEARS OLD TO SUCCEED IN THIS FIELD”

Cindy fascinates people because she’s unashamed and upfront about
who she is, which is someone who doesn’t fit the mold of what people
expect from an escort. Because she wasn’t 19 and 110 pounds, she had to
fight to become part of the agency at which she began her career. But
clearly, considering her longevity, she’s tapped a market.

“When guys see me, it’s not necessarily because of my bust line or
my legs or anything else. Very often it’s because they can feel
comfortable with me, and I can reach their actual needs for mental and
emotional intimacy. As long as somebody still calls me, I will
continue, because I love doing what I do.”

Marjorie Skinner is the Portland Mercury's Managing Editor, author of the weekly Sold Out column chronicling the area's independent fashion and retail industry, and a frequent contributor to the film and...

2 replies on “Eight Things You Can Learn from Cindy The Erotic Pleaser”

  1. Uh, are we talking about prostitution here, or just an escort? There’s a difference, isn’t there? Uh, hello? Anybody with experience, can you answer?

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