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K R I S T E N' S C O L L E C T I O N
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WARNING!
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Mary's Story
by Anonymous (address withheld)
***
A young oversexed girl, the victim of a gang rape,
becomes promiscuous in high school. She is recruited
as an escort for lonely business men and women. One of
her clients fulfills her wildest fantasies and changes
her life. (MMF, nc, rp, 1st, mast rom, prost, gb)
***
The Fall, Rise, and Redemption of a Society Prostitute
I have been happily married for the last five years to
a wonderful man whom I love deeply. He is a successful
writer of adventure and detective stories but, like
many writers, has trouble describing the inner
thoughts of the opposite sex. I am writing this story
of my life at his request because he doesn't want
either of us to forget our roots and, I suspect,
because he wants to use some of the more torrid
portions to inspire his own writings. His last two
novels were very well received and sold well but
several critics suggested that his sex scenes needed a
little more spice. My narrative has enough spice for
the both of us.
The story is based both on my memory and on scraps of
diaries that I kept to record my innermost thoughts. I
wanted it to be as objective as I could make it so It
is written in the third person. The events I describe
are all true, sometimes painfully true, but the names
are false. I know my real name and so does my husband
but there is no reason for the rest of the world to
know it. In the off chance that this story is ever
published I can claim plausible deniability. If
politicians can get away with it, so can I.
So you can just call me "Mary." I suppose I could have
written "Call me Ishmael" but I understand that line
has already been used. My little joke.
- - - - - - -
Mary was raised in a small, middle class suburb of
Boston. Her parents were hard working and left the
kids pretty much alone. She was a feisty, athletic
child. The boys usually picked her early to be on
their soccer or baseball teams and treated her like
one of the guys. Her parents enrolled her in a
gymnastics class after school. After a few years of
training she developed a nice toned athletic body.
Mary showed a real talent for gymnastics. She won
several regional competitions and her teacher wanted
her to try out for the U.S. Olympic team. Then Mary
started to mature. She got taller and her breasts
grew. That pretty well put an end to her dream of
being a gymnast. Most gymnasts are tiny and compact.
It's all a power to weight thing.
Mary was embarrassed by her breasts throughout grade
school. She didn't change her mind until she was in
middle school when she discovered how much the boys
liked them. By the time she was twelve, she was a C
cup, perhaps even bigger. As her breasts grew the
boy's attitude toward her changed. Some seemed shy,
others would try to bump into her on purpose, brushing
her tits as they went by. She noticed that when some
boys looked at her in class their pants would bulge
and they had trouble standing up. One of her
girlfriends told her that the sight of her big titties
was giving the boys "hard-ons". Finally one of the
teachers said, "Don't be too proud of your endowments.
Remember what happened to Saint Agnes."
Since Mary hadn't the slightest idea what happened to
Saint Agnes, she went to the library to look it up.
She learned that Saint Agnes was a very religious girl
who wouldn't sleep with the Emperor's son. As one of
her punishments he had her breasts cut off and made
her bring them to him on a plate. Then she was
executed. For that she was made a saint. That's what
the teacher meant by her endowments.
As soon as she got home after school, she went into
the bathroom to check her breasts. Before that
afternoon they had just been body parts, but obviously
everybody thought that they were of some importance.
She looked at her orange sized tits very carefully and
touched them all over. She didn't want to bring her
breasts to anyone on a plate. She wanted them right
where they belonged. Her nipples were pink little
bumps about the size of a raisin. They got hard when
she took cold showers. Her nipples felt good when she
stroked them with her fingers. Mary was surprised that
her nipples got hard when she rolled them between her
thumb and forefinger. She played with her titties most
of the afternoon and was surprised by the sensations
she could give herself. It was even better if she
pressed her hand on her cunny at the same time. Her
body started shaking, she tensed up, and a really good
feeling swept over her. It was her first small climax.
After that she fondled her breasts every time she got
the opportunity. She would cup her boobies in her
hands and try to pull them up to her mouth to suck the
nipples. They were not quite big enough to get into
her mouth but by pulling hard and bending her head
down she could lick the sensitive tips. It felt really
good. She washed her titties extra-long in the shower
and rubbed them at night when she went to bed. When
her Mom got one of those little electric toothbrushes
with a rotating head, she would bush her teeth. Then
she would massage her nipples with the wet toothbrush
head. Mary would work it around and around the nipples
and watch them grow. It was like little jolts of
electricity to her sensitive titties.
If the rotating toothbrush head felt so good on her
nipple, Mary wondered how it would feel on her clitty.
She had only touched her clitoris with her finger when
she was bathing. Mary decided to give it a try. It was
a daring act for a naive teen. Her mom told her that
her genitals were an off limits area and no one should
touch them. She made sure the brush was good and wet
and gingerly applied it to her pussy. She slowly
worked her way up to her clitoris. The first touch of
the vibrating, rotating head was a shock.
She could feel the vibrations through her entire body,
up to her earlobes. Then she moved the toothbrush head
directly to her clitoris. It was intense. She had
never felt such direct sexy stimulation when playing
with her boobies. With the toothbrush exciting her
clit and her other hand rolling and pinching her
nipple, Mary shuddered through her first real orgasm.
It was excruciatingly pleasurable. Mary's young body
started shaking. Her legs tensed up and started moving
of their own accord. She got a really "good" feeling
in her pussy. This was a genuine orgasm, not yet the
screaming, earth shaking kind. But much better than
the little genital teasers she had given herself. Mary
knew that bigger delights were yet to come.
Her Mom could hear the brush going from outside the
bathroom and complimented Mary on her attention to
dental hygiene. If she only knew.
When Mary got into high school, she was required to
take a sex education class. The teacher talked about
the evils of masturbation. Mary thought she meant that
she was to stop playing with her tits and her
toothbrush. Then the other girls showed her that there
were some things she could do with her body that were
even more fun than touching her tits. Mary discovered
that she could make herself cum if she leaned her body
against the washing machine during the spin cycle. She
would straddle the edge of the washer, press the
corner against her cunt, and lean over to mash her
boobies on the top of the machine. The vibrations gave
her a decent orgasm in about two minutes. If the
machine had a big load, she could do it twice. Mary
was in total ecstasy doing the washing.
Mary had mixed feelings about still being a virgin at
fifteen, going on sixteen. Many of her classmates had
had sex already and one girl was even pregnant. Mary
didn't have any idea of what real sex was like but if
it was at all like what she could do to herself it
must be wonderful. What would it feel like to get
fucked? Mary simply loved the thrill of cumming. She
couldn't wait to have real sex.
It's too bad that she had to behave properly in
school. She imagined herself standing in the middle of
the school lunchroom. She would take off all her
clothes, lie on a table, and let everyone fuck her. In
her fantasy the boys had no clothes. Just the sight of
her nude body would give all the boys big erections.
It was like the boys getting "hard-ons" in grade
school except that she could see their rigid cocks
sticking out instead of just bulging their pants. They
would play with her tits and her pussy until she was
on the verge of cumming. It was just like she would do
to herself. Then they would stick their cocks into her
cunt and really fuck her until they both orgasmed.
Each boy would take his turn and she would cum over
and over. In her imagination she could have all the
sex she wanted. The boys would give her real orgasms
instead of the tiny ones she gave herself. She would
be queen of the hive. A true sex goddess.
Wouldn't that be something?
Mary's boobs got her noticed by the boys in high
school but few of them actually got a chance to
actually touch her tits. She didn't date much because
her parents felt that she was too young. She went out
with only a select few boys, those her parents deemed
to be acceptable. Occasionally her dates would sneak a
feel of her breasts. If they were lucky they would get
their hands on her bare flesh. Mary would let them
touch for a few seconds before she pulled away. She
giggled a lot and told them that they were naughty but
was rather pleased that they made the attempt.
Her most frequent date, Dave, was a year older than
many of her classmates and had a driver's license. He
seemed a responsible boy. They went to movies together
and occasionally hugged and kissed a bit. It wasn't
particularly sexy but Mary liked it. After a few
dates, Mary allowed him to put his hands under her
loose sweater and touch her breasts. She liked him to
run his fingers around the bottom of her boobs feeling
and cupping the flesh before he moved his fingers to
her nipples. Mary loved to have her nipples touched.
When Dave did it they got very hard. So hard they
almost hurt. It felt better when he fondled her than
when she did it to herself. She really wanted to pull
her breasts out of her sweater and shove the stiff
nipples in Dave's gaping mouth. If he sucked her
titties hard enough she might even have a little
orgasm. But, of course, she didn't dare.
Eventually they both got the courage to let Dave
explore further. When they went to matinee movies, it
was often still light when they drove home. Dave would
park the car in a secluded spot. If she felt
particularly courageous, Mary would loosen her bra,
then let Dave open her button down sweater and play
with her breasts in the fading daylight. Mary was very
proud of her womanly tits. They were big but they were
very nice looking, firm and symmetrical.
They looked much better than the tiny pimples that
adorned the chests of most of her female classmates.
She loved to see Dave caressing her breasts. He would
swirl his fingers around her areolas and gently pull
at the nubs. It felt so nice. He could make her
nipples get almost as big as little thimbles. If the
date had gone particularly well, Mary would put her
hands around a tit and hold it up for Dave to kiss.
When he twirled his tongue around her nipple and
sucked, she would feel twinges in her pussy. It wasn't
really sex. Just a little naughty petting. She
intended to keep her virginity intact until she got
married or found someone she really loved.
Within a couple of months Mary got up enough courage
to let Dave put his hand in her panties and touched
her pussy. But just on the surface. Just the pussy
lips and clit. She wouldn't permit him to put his
fingers inside. It wasn't like they were doing
anything bad. Just touching. If he sucked her tittie
and rubbed her pussy for a while she could have had a
small climax. Enough to make her feel 'nice'. After
she came, she would kiss him and hug him.
While they were kissing Dave's cock would become
stiff. Mary could feel it harden against her leg.
During one of their necking sessions he quietly
unzipped his fly and let his bare cock stick out. Mary
was totally unaware of his protruding penis until he
took her hand in his and brought it down to his rigid
cock. Mary quickly pulled her hand away. But after a
few more minutes of kissing and hugging her curiosity
overwhelmed her prudence and she reached down to touch
it. It was not as creepy as she expected. The cock was
both hard and resilient with a big spongy head. She
put her fingers around his penis. Dave closed his hand
around hers and moved both hands up and down, rubbing
his prick.
"So this is what goes in my pussy," Mary thought.
"It's so big. Maybe we can try to put it in just a
little way sometime. Not all the way though. I want to
be a virgin when I get married. But Dave's cock feels
so good."
While Mary stroked his hard cock Dave made the most
appreciative noises. After a few more dates she was
giving him hand jobs while he fondled her pussy and
sucked her tits. The first time they mutually climaxed
was in his car a couple of weeks before the sophomore
prom. She tensed and shuddered, delighted in the
feelings from her pussy. He moaned when a sticky white
cum came out of the end of his penis. After she wiped
her hands and his prick with Kleenex, they hugged and
kissed. She agreed to go to the prom as his date and
had visions of dancing the night away. He, in turn,
had visions of getting in her pants.
Mary lost her virginity in a drunken all night party
after the sophomore prom. The party was supposed to be
private to be attended only by a couple of dozen close
friends. They wanted to relax after the rigors of the
sophomore semester. All changed to casual clothes. The
boys took off their rented tuxedos, and the girls
doffed their formal gowns. The party was hosted by a
boy whose parents were conveniently away for the
weekend. He had promised his folks that no alcohol was
to be served. But, of course, word of the party had
gotten around and it was crashed by a number of older
boys, most of whom brought six packs and bottles of
stronger refreshments.
There was a lot of loud music and dancing. Everyone
seemed to be enjoying themselves. Mary danced up a
storm. She was not a drinker and quenched her thirst
with several large glasses of fruit punch. Unknown to
her, one of the crashers had spiked the punch with two
whole bottles of vodka. Mary was thirsty. The punch
tasted good but after a couple of big glasses
everything seemed dreamlike. The room whirled and she
had difficulty keeping her balance. In a daze Mary
staggered to an unoccupied bedroom and lay down on the
bed. After a brief search, Dave, her date, found her.
Somehow her dress came undone and she felt his hands
on her titties.
She knew she should stop him but it felt so good. It
was so romantic. Another minute wouldn't hurt. She lay
back to enjoy the sensation. His mouth sucked her
nipple. They had done this before in a parked car. His
fingers moved down her body until they found her
pussy. He pulled her panties aside and his fingers
touched her bare skin. She had let him do this too but
only if he just played with her pussy lips and fondled
her clitoris. She never let him put his finger inside.
The feeling was wonderful. Just like necking in a car
after a movie. She always liked that. If he kept doing
what he was doing she might even have a gentle climax.
The lovely feeling was interrupted by Dave's hard cock
penetrating her vagina.
"No!" Mary cried. "Don't do that. I'm still a virg..."
She never got a chance to finish the sentence.
Her cunt was wet from Dave's sex play and she felt his
cock slide in. It was as big as she remembered it and
filled up the virgin channel. He pushed hard. There
was a quick sharp pain as the cock burst her
maidenhead. She tried to get up but he held her down.
He worked his cock back and forth, driving the full
length into her cunt. Even in her dazed state Mary
realized that she was getting fucked for the first
time, raped really because she didn't want him to do
it. His thrusts seemed to continue forever. Finally he
came. She could feel the warm spurt of his semen in
her cunt. Even in her dazed state she recalled the
dire warnings of her Sex-Ed teacher and was sure she
was now pregnant.
Mary almost passed out for a few moments. Dave's hands
and prick were replaced by others. New sets of hands
felt up her bare tits, new mouths sucked and even bit
her breasts, and new cocks filled her vagina. She
tried to resist but the hands and cocks kept coming.
Her bra and panties were stripped away. Boys she
didn't know would come into the bedroom and crawl on
top of her body. They would grab her breasts, press
and squeeze them, put them into their mouths and suck
and bite. They would drive their cocks into her cunt.
They fucked her violently. She could feel the hot
pulses of semen as they came.
"Help me," she pleaded. "I'm afraid. I'm a virgin. I
never had sex before." But no one paid attention.
"What's going to happen to me?" she cried. "Don't hurt
me."
Boys took turns fucking her and holding her body from
moving. Her lovely romantic encounter had turned into
a gang bang. She was aware that she was being
repeatedly and forcefully raped. Her big breasts were
pulled, twisted and even bitten. Her body was being
used as a sex toy. She tried to stop them but they
were holding her down and she couldn't fight back. It
went on and on until she didn't have the strength to
resist.
Mary was in a daze, lying on her back, her dress open,
bare tits hanging out, bloody cunt gaping. She rolled
back and forth on the bed, unable to rise. She was
wide open to be used by anyone who wanted her. Almost
every male at the party did. It was a teen age boy's
sex dream, a pretty girl, albeit one with breasts
suited to a woman twice her size, lying ready to be
fucked. Half-drunk boys fucked her repeatedly.
Sometimes the same one did her several times. Mary
could only lie back and let them all cum in her
sloppy, bloody cunt. She could hear the squishy sounds
as they pistoned their pricks in and out and could
feel the dribbles of sperm roll down her legs. It was
a nightmare that seemed to go on for hours.
She couldn't believe that it was happening to her. It
had to be an alcohol fueled hallucination. In her hazy
state Mary's mind seemed to dissociate from her body.
It was a true out of body experience. She had the
strange feeling of being an observer, looking at her
half nude body writhing on the bed. It was as if she
was watching another person being molested despite the
fact that she could feel everything that was being
done to her.
She could see her breasts getting groped and her
vagina being repeatedly penetrated. She watched one
boy hold her shoulders, another her legs, while a
third drove his cock into her gaping cunt. After a
while the boys stopped holding her but she didn't
attempt to rise. Hands pulled and mauled her big tits.
Her breasts were bright pink and her nipples became
blood red. They stood stiffer than she had ever seen
them.
She felt a hard cock pushing at her lips and she
reflexively opened her mouth and started sucking. She
didn't know whose penis it was. She grabbed it with
her hand to stop it from driving too far into her
throat and found she was giving the cock a hand job as
well as a blow job. When the boy came, she swallowed
the ejaculation to avoid choking. The cock was
replaced by another, and another. Her body twisted
back and forth on the bed as her orifices were
penetrated. She had no memory of which of her
classmates had fucked her and whom she had given a
blow job.
Mary tried to resist becoming sexually aroused by the
cocks plunging in and out of her cunt but her body
betrayed her. The erect penises filled her vagina
thoroughly, rubbed her pussy lips and massaged her
clitoris. The pain was gone. She felt she was drowning
in the depths of her darkest sexual fantasies. Mary
had the fleeting thought that she wanted the rape to
happen. She had lost all control of herself.
It was no longer possible to distinguish between what
she was really doing and what she dreamed about doing.
She was getting fucked without accepting
responsibility. It was her fantasy of being used by
all the boys in the school lunchroom come true. But it
wasn't a dream. These were real cocks being shoved
into her and real hands on her tits. She was not a sex
goddess but rather a piece of meat with cunt, tits,
and mouth.
She knew that she was being brutally abused but what
angered her most was the response of her body. Rather
than lying placid, the girl on the bed actually
appeared to enjoy what was being done to her. This
wasn't supposed to happen. Rape was torture. But the
girl twisted and bucked in obvious pleasure as
enormous cocks fucked a cunt that swallowed them
whole. Actually having sex, as opposed to dreaming
about it, was a revelation. The sensations that Mary
felt were much more intense than any she could
imagine. The electric twinges that coursed through her
system when masturbating were now lightning bolts. Her
body was totally out of control, shaking and spasming.
She was aware of shuddering to one climax after
another. She would cum in a shattering orgasm. Her
body seemed to know no limits. After each orgasm she
would relax until another cock would enter her
dripping cunt. The sexual signals that presaged a
climax returned and she would be raised to an orgasm
again. Mary's spasms, her gasps, and moans seemed to
excite the cluster of boys surrounding her writhing
body and they returned to drive their cocks into her
cunt again and again. Her body seemed to be
indefatigable. She came repeatedly, almost screaming,
every time she climaxed. The passionate agony went on
and on. God help her, she loved it.
To her shame she remembered repeatedly shouting, "Yes,
do it to me. Fuck me! Make me cum! I'm going to cum!
I'm cumming now! I'M CUMMMING!"
Other girls at the party had not escaped the orgy.
Mary heard loud cries from the other bedrooms as
several of her other female classmates were forcibly
violated. Apparently the whole mass rape had been
planned beforehand by the older boys.
The next morning she woke up in her own bed but she
didn't remember going home. Probably one of the boys
had dropped her off. She had blood on her clothes, her
pussy hurt. Her sore titties had finger bruises and
tooth marks. All she knew was that she had been
thoroughly used. Her once virgin cunt had been fucked
more times than she could remember. She had a
recollection of giving blow jobs to an army of pricks
and must have swallowed pints of cum. Mary dimly
remembered her cries of pleasure at being repeatedly
raped. She was totally ashamed of her actions. She had
behaved no better than a street whore.
Mary spent an hour in the shower, gargled and douched
herself repeatedly in an effort to wash away any signs
of abuse. She didn't tell her parents of her ordeal
but some of the other girls told their folks. The town
was outraged and the police launched an investigation.
Many of the party crashing boy's parents were pretty
well connected. Since everyone involved was a minor,
no one was seriously injured, and there was no actual
proof other than the alcoholic recollections of the
abused girls, the whole incident got hushed up and was
regarded as a regrettable youthful prank.
After the party, or maybe because of it, Mary became
extremely popular with the boys. Since she was no
longer a virgin there was no point in holding back.
Almost every date ended in some form of sexual
activity. She was embarrassed by the party incident
but since she couldn't remember who had fucked her and
whom she had sucked, she permitted almost any liberty
on her dates.
After all, the boy's cock might have been in her cunt
or in her mouth before. She believed that her body was
hers to enjoy and now she intended to enjoy it to the
fullest. Mary simply gave in to her erotic nature. If
her body wanted sex she would allow it to have as much
sex as it could handle. Mary would go along for the
ride.
Mary discovered that during sex she was a talker and,
when she had a climax, a screamer. The words just
seemed to come out. She would vocalize her feelings to
her partner, sometimes very explicitly. A big part of
her sexual arousal was verbal. She wasn't at all
reluctant to discuss her body in a very objective way.
Even while she played with herself at home, she talked
to herself about what she was doing to her boobs and
her cunt. When she was having real sex with a lover
Mary would keep up a running conversation, telling him
to touch this, or lick that. She wasn't being bossy
about it. She just wanted to increase their mutual
satisfaction.
If she was feeling particularly horny, on the evenings
when she didn't have a date, she would enjoy the
pleasures of her body herself. She didn't think of it
as masturbation. Masturbation was evil. Rather she was
just relaxing herself for a good night's sleep. Sex
for one was often better than sex for two. Mary liked
the feeling of a cock in her cunt, especially if it
was used by an expert. But she found in high school
that she could often give herself better climaxes than
she got with many of the boys she dated. Usually with
guys it was over too quickly.
When she pleasured herself she could spend as much
time as she wanted on whatever gave her the most
satisfaction. She also learned that, while she
probably was not truly multi-orgasmic, she could have
several orgasms in a single session if properly
stimulated. She also had a very short latency period
between climaxes. Her youth helped her recover quickly
and, of course, she knew just how to touch herself to
make herself cum.
When she undressed for bed she admired herself in the
bathroom mirror, turning all around so that she could
get a good view. She saw the reflection of a very
attractive young woman with a good athletic figure,
nice hips and a small waist. Her boobs were
spectacular. Mary was aware that she wasn't the most
attractive girl in school, at least judging by the
criteria of the fashion magazines. There were several
that would clearly precede her on the cover of Vogue
magazine.
Mary's face was perky and cute but too young and naive
looking to be on such a sexy, womanly body. It
promised a combination of worldliness and innocence.
From the neck up she looked like an attractive 14 year
old. Her cheeks were pink and a bit pudgy. She wore
her hair in a ponytail and used a minimum of makeup.
Mary could pass for a Playboy centerfold version of
every man's little sister or the young girl next door.
One of her friends suggested that she resembled Leslie
Caron in the film "Gigi," a young girl's face on a
courtesan's body. Mary read that all men wanted to
fuck their little sister. No wonder all the men she
met wanted to fuck her. If she was a man she would
want to fuck the girl in the mirror herself.
Still Mary was thankful that she had lucked out in the
genetic appearance sweepstakes. She knew she had a few
flaws, of course. She felt that her legs, and in fact
all her muscles, were too well defined. Her calves and
thighs were a bit too solid, her face too young. Mary
didn't quite meet the ideals of the models in Playboy.
She also knew that her "flaws" added to her sexuality
and probably drove her boyfriends crazy. But like most
girls she wanted to be perfect. Or at least as perfect
as the girls in the fashion magazines.
Mary's biggest flaw was the one that didn't show in
the mirror and was the hardest to acknowledge. She had
very weak impulse control, especially when it came to
sex. If she wanted to do it, she did it. She simply
delighted in the feelings that her very sexually
responsive body would let her experience. Mary found
it very easy to start making love, either to a partner
or to herself, and very hard to stop. Her body was her
private amusement park and she had a free pass on all
the rides.
Mary dropped out of the local community college after
her third year when she got an offer to appear in a
Boston tryout for a Broadway play. But her acting
career didn't pan out quite the way she thought. The
play never made it to Broadway. She did receive
favorable reviews, not for her acting, but for her
very sensuous stage presence. The reviewer wrote that
no man in the audience could take his eyes off her. He
felt that Mary's eroticism actually detracted from the
play. When she was onstage, it was difficult to pay
attention to what was being said by the other
characters.
Her performance attracted the attention of a recruiter
for Simon Business Systems. This was an office temp
agency for legal and financial firms in Boston. It
supplied highly trained professionals to handle
overload work. The agency also ran an escort service
for the same firms in case some out of town clients
needed distraction for the evening. The recruiter made
Mary an offer she couldn't refuse. All she would have
to do was "be nice" to a few out of town
businesspeople, in other words dine and eventually
sleep with them. She would receive a couple of hundred
dollars for an evening's work. It was hardly work at
all, sex was something she regularly did for free and
she was also very good at it.
After an evening of soul searching Mary took the job.
She didn't have many choices at this point. She could
work as an understudy at the theater, attending
audition after audition in the hope of getting some
small part, or she could capitalize on her present
assets, an attractive body and a real talent for sex.
She knew, that like professional athletes, her
physical attributes would eventually deteriorate. Why
not make use of herself, her tits, her cunt, her legs
while she was in her prime? She was like a piece of
perfectly ripe fruit that had to be eaten before it
spoiled. It isn't as if she would hate the work.
Besides, it would give her a chance to get a decent
apartment of her own.
Mr. Simon had an experienced escort show her the
ropes. She learned how to set up appointments with
clients, what hotels to use, how to behave herself as
a "trophy" girlfriend, and how to deal with clients
who became aggressive. She was accompanied by the
experienced escort on a few assignments where the
client requested, and paid, for a twosome. Eventually
she was deemed ready to solo. The agency would set up
the "dates" and handle all the financial transactions.
It was a truly professional operation.
Mary had mornings and afternoons free. She spent the
time shopping, after all she had an apartment to
furnish. Then she would go to the gym for an hour of
exercise, grab a quick lunch, and attend an acting
class at a local drama school. She always hoped that
she would eventually end up on the Broadway stage.
Until evening Mary was just a normal 20ish single
woman in a big city.
After dark, depending on her client's expectations,
Mary put on her "go to work" clothes for an evening at
a fine restaurant and/or the theater. Her
undergarments were always very feminine and in the
latest fashion since Mary knew that they might
eventually be on display. They were also designed to
be removed quickly. Fortunately Mary had no hang ups
about her figure. She was a great piece of ass and she
knew it.
It a short time she developed a regular stable of
clients. Most were older business men who were
entranced by Mary's young face on her very sexy body.
Indeed, with a little imagination, they could have
been fucking their daughters or younger sisters. In
fact one client repeatedly called her by his
daughter's name while Mary was sucking his cock. On
rare occasions she was asked to accompany a visiting
business woman. These were not always intended to be
sexual liaisons. Often single women were reluctant to
go to public places, restaurants, and shows on their
own. With Mary at her side, it could be a
mother/daughter excursion appropriate for a college
town.
A typical date was quite pleasant. The client would
usually take her to an expensive restaurant, wine and
dine her, and then take her to a show or night club.
Often they attended some event where the client would
discuss business with his peers.
Mary was an arm decoration whom the client sometimes
used to distract attention from a critical business
issue. Men found it difficult to concentrate on the
finer points of finance in the presence of a beautiful
girl with a stupendous set of boobs. Once in a while
the client requested Mary to dress as a college
student so he could introduce her as his daughter to
avoid being typed as a dirty old man. Boston was
ringed with colleges so the deception was easy to
carry off.
Mary was usually requested to spend a few hours in the
client's hotel room after the date. Male or female, it
made little difference. It gave the business person a
chance to engage in a little discrete sex while away
from home. Mary's lovely body would be fully used and
no one would ever know.
She got paid her regular fee by the agency whether she
slept with the client or not. But much of her income
depended on tips given her by grateful clients. And
that, of course, depended on the client's
satisfaction. Mary was very good at figuring out what
the client wanted and relied on her considerable
acting skills to be the perfect companion for the
evening. While not on the Broadway stage, Mary was the
consummate actress she always wanted to be.
Mary was rarely turned on by these dates although she
did get the chance to eat in a lot of upscale
restaurants and see most of the new shows that came to
town. She seldom had a real climax since she knew that
her personal arousal would detract from her ability to
act a part. She massaged her client's egos and faked
her climaxes so successfully that she convinced her
male clients that they were a reincarnation of
Casanova and her female clients that they were Marlene
Dietrich. When the client left, Mary often had to
relieve her frustration manually. So her "work" day
was extended by at least an hour while she pleasured
herself to one or more orgasms.
In all her experience as an escort Mary had never had
a climax with a female client. Except for one
occasion. Her business woman "date" for the evening
was an attorney from Atlanta who came to Boston to
approve the terms of a contract between two large
corporations. Because of bad flying weather, one of
the principals was delayed and the attorney, Sarah,
had to remain in Boston over the weekend.
Sarah was staying at an upscale hotel in the Back Bay
section of Boston. When Sarah opened her hotel room
door, Mary was astonished. Sarah was huge, not fat,
just big. She was well over six and a half feet tall.
A giantess. Sarah was very nicely formed but of
Amazonian proportions. She smelled fresh, of soap and
water as if she had stepped out of a bath. Mary
thought she could have been a model for the larger
than life sized statue of justice in front of the
county courthouse.
"Before you ask," said Sarah, "no, I didn't play
basketball. I did play competitive volley ball and
beach volley ball though. All my family is very tall.
It's hell to buy clothes that fit."
Mary was expected to spend the evening with this
outsized woman and entertain her as best she could.
The attorney was at least a decade older than Mary, in
her late 30s. She was in very good shape, much heavier
than Sara, of course, but the weight was well
distributed. Mostly to her breasts, Mary thought.
Their evening was very pleasant. They had an early
dinner at a fine restaurant, then took in a touring
Broadway play. When they returned to the hotel, they
stopped for a drink in the hotel's posh lounge.
Sarah wore an expensive low cut blouse that showed an
impressive amount of cleavage. The blouse was cut so
low that the upper part of Sarah's large areolas
peeked out whenever she leaned forward. The sight drew
Mary's eyes like a magnet. Sarah's nipples pushed
little bumps on the front of the blouse. A couple of
guys at an adjacent table must have liked what they
saw too. They tried to hit on both women but a severe
glance from Sarah frightened them away.
During their conversation Sarah told Mary that she was
not a lesbian even though she had hired a female
escort for the evening. She had a husband and three
kids at home whom she claimed to love dearly. Her last
child was only 6 months old and she was still nursing
it. That, Sarah said, probably accounted for the size
of her breasts.
When they left the lounge, Sarah invited Mary in for a
goodnight drink in her hotel room. Mary didn't expect
anything intimate to happen. Frankly she was a bit
intimidated by Sarah's size. She had never gone to bed
with such a big woman. It would be like sleeping with
the Statue of Liberty.
Sarah didn't intend to bed Mary either. The "date" was
supposed to be a simple dinner and theatre evening.
But when she saw Mary's sexy compact body, her great
legs and beautiful tits, Sarah's cunt overcame her
common sense. She suddenly felt an overpowering urge
to have sex with her beautiful companion. It was an
irresistible impulse. She wanted to ravish Mary's body
so much that her legs were shaking and she had to
steady the key with both hands before she could open
the room door.
The moment the door closed, Sarah's full lips were
planted on Mary's mouth. Her tongue pushed between
Mary's lips in the most intimate of French kisses.
With a single movement she lifted Mary off her feet
and deposited her on the hotel room bed. Sarah was big
enough and strong enough to do whatever she wanted
with Mary. The suddenness of the embrace startled
Mary.
However since Sarah was paying for the use of her body
for the evening she could use her as she wanted.
Despite her size and strength, Sarah was gentler than
many of Mary's male clients. Mary was curious, and a
bit excited, about how this Amazon would actually make
love to her. She had an active fantasy life and her
mind quickly flashed through all the ways this
gigantic woman could give her a climax. In seconds her
nipples started to harden and she could feel little
twinges in her pussy.
Sarah quickly stripped Mary's clothes off, an easy
task since it was a warm summer evening and Mary had
worn very little. Then she shed her own expensive
garments. Mary admired Sarah's larger than life sized
perfection. She was fantastic, a gorgeous giantess
that would be more than a handful for most men. Within
minutes after entering the room Sarah was exploring
Mary's naked body on the king sized bed. Sarah knew
just what to do with her. She handled Mary like a
large baby, flipping her around on the bed, running
her hands over her body, exploring between her legs.
Mary knew that she had lost control both of the
situation and of herself. Sarah sucked Mary's breast
into her mouth, nearly swallowing it in its entirety,
while her hand worked in Mary's pussy. The fingers
Sarah put in Mary's already wet vagina were as big as
most men's pricks. Between Sarah's tit sucking and
finger fucking Mary was swiftly rising to a climax.
Her cunt was on erotic fire. The sexual stimulation
from her tits and cunt merged into an overwhelming
desire for a climax. Her anticipations had been
correct. Sarah was having her way with her. What was
happening was completely out of Mary's control. She
was being totally dominated. She couldn't stop it and,
what's more important, she didn't want to.
Mary was on the verge of a big climax. Her body's
countdown clock had started and she had only a few
seconds left before the nuclear explosion. It was all
so quick. It never happened that quickly when she did
herself.
"Sarah," Mary cried in a moment of clarity, "You're
making me feel so good but you are going to make me
cum. It's not the way it should be. I should be giving
you a climax instead. But, I love what you are doing.
Don't stop."
"Hush," whispered Sarah, momentarily releasing Mary's
breast. "I want to give you a climax. It's important
to me. After you cum you can "do" me if you want. Now
lie back and enjoy yourself." She recovered Mary's
breast and resumed sucking and chewing Mary's
sensitive nipple.
Mary felt her legs getting stiff, her thighs
contracted, her toes pointed, her back arched. She
lost control of her body. It quivered and shook. He
hips rose to meet the thrusts of Sarah's hand. She was
building to a massive orgasm. All she could think
about was cumming.
"I want to cum! Oh Sarah, make me cum! Fuck me, suck
me, fuck me harder! Bite my tittie! Chew it. Harder.
Give it to me!" Within minutes of entering the hotel
room she was shuddering and writhing on the bed. Her
legs danced to phantom music. Her body spasmed as she
screamed in ecstasy. Her entire consciousness vanished
into her cunt. She gasped, "I'm going to cum now,
Sarah. Yes, Yes. Now. I'M CUMMING! I'M CUMMING NOW!"
And Mary came. Wow did she cum!
Her mind shut down for a few minutes while it slowly
disentangled itself from her cunt. She floated in a
haze of orgasmic satisfaction. No woman had made her
cum like that before. After she caught her breath,
Mary kissed and fondled her client trying to give as
good as she got. She was the one who was supposed to
give the climaxes, not receive them.
"I don't know what came over me," said Sarah. "When I
first saw you, I knew I just had to have you. You look
so young and innocent. So fresh. After I saw you, all
I wanted to do was love you. And you were mine for the
evening."
"I've always wanted to make love to a beautiful young
woman," Sarah went on. "But I've never dared. Most
take one look at me, at my huge klutzy body, and feel
like it would be sleeping with a white whale. I even
frighten off most men. My husband handles me like a
piece of porcelain. He's afraid that if he gets too
aggressive, I'll roll over on him and crush him."
"Sarah," Mary replied. "An escort's job is to please
her client. I thought we were going to have a few
awkward moments while we decided who would do what to
whom but you surprised the hell out of me. I'm so glad
that you made love to me so quickly. I haven't cum
that hard in years."
Mary went on, "I have a problem similar to yours but
for different reasons. My face makes me look like a
wanton Girl Scout. Guys don't know whether to fuck me
or order Girl Scout cookies. I'm so glad you took me
the way you did. I need forceful loving. And you gave
me a precious gift, a really good climax. I don't get
many of those. Escorts rarely get any satisfaction
from their clients. We pander to their needs, stroke
their private parts, let them cum in us, and make them
believe that they've given us the mother of all
orgasms. It's all fake. But you made me cum for real
and it was wonderful. So I'll be totally honest with
you from now on. I'll do whatever you want me to. No
holds barred. Anything you want. Anything at all. And
I promise to enjoy myself and help you enjoy yourself.
No acting."
Sarah kissed Mary, then held her at arm's length.
"Mary," she said. "There is one thing I would like you
to do before we do anything else. Suck my tits. I mean
really milk me. I'm still nursing and my breasts have
to be emptied every six hours. I never expected to be
here for the weekend so I didn't pack my breast pump.
My boobies are hurting. You don't know how tempted I
was in the restaurant to fish a tit out of my blouse
and shove it into your mouth. If you hadn't been with
me, I might have been desperate enough to let those
two guys at the next table suckle me just to ease the
pain."
"Please hurry," said Sarah. "I need relief so badly."
Mary buried her face in Sarah's mammaries, squeezing,
sucking, biting while Sarah held her close. It was a
wonderful sensation. She pressed the big tits close to
her face while she sucked and chewed the flesh. She
alternately mouthed each nipple, running her tongue
around the bumpy areola while she nibbled the nub. It
was the first time that Mary had ever experienced
intimate contact with breasts so much bigger than her
own. She began to appreciate the pleasures that men
found in playing with her own large tits.
"My God, I'm being nursed like Sarah's baby" thought
Mary. "I love it!" Mary gulped and swallowed. It was
the first time she had tasted breast milk as an adult
and she loved it. She moaned in animalistic pleasure.
Mary was fascinated by the idea of sucking milk from a
womanly pair of tits. It was what tits were really
made for. She thought that she would have to wait
until she had her own baby and could nurse from her
own nipples. Thank God for Sarah's milky boobs. She
didn't have to wait any more.
While her tits were being so thoroughly appreciated,
Sarah shifted her arms and began to caress Mary's
legs. She worked her fingers in Mary's full calves,
massaging the flesh, then began stroking the muscular
thighs. Sarah slowly worked her way up to Mary's
pussy. This time her fingers concentrated on Mary's
clitoris, masturbating it like a small cock. The
clitoris has a million nerve endings, all directed
toward sexual arousal. Mary felt the sharp twinges of
excitement. "She's going to make me cum. It's too
soon," thought Mary. "I can't cum again this soon."
She had no choice. Her body simply took over. It was a
long, delicious climax. Mary shuddered through her
second orgasm of the evening, clutching Sarah's body
as if she never wanted to let her go. She wanted to
shout her pleasure but her mouth was filled with
Sarah's nipple.
Then Sarah moved her hands to her own cunt, stroking
and driving her fingers deep inside. Mary could feel
the vibrations of Sarah's body through her breasts. In
couple of minutes she could feel Sarah's body tense,
then start to shudder through an orgasm. It was
obvious that Sarah had satisfied herself this way
before. Mary had the fleeting image of Sarah sitting
at her desk, reading a legal brief, as she plunged her
fingers into her receptive vagina. Perhaps she even
nibbled on her tasty tits as she gave herself a nice
orgasm.
Mary never did get home that evening. She woke up 10
a.m. the next morning to the smell of fresh coffee.
Sarah had gotten up earlier and called room service
for breakfast to be delivered. After eating Mary heard
the jingle of her cell phone. It was the Simon agency
calling to tell her that her client, Sarah, had
requested her services for the next two days.
Apparently Sarah had made another call before
breakfast. Mary was glad to agree to the request
although she would have gladly spent the rest of the
weekend in Sarah's arms for free. The fee for her
services would probably be buried in some expense
account. Too bad there would be no record of the
number of climaxes given and received. That might
merit a special bonus.
But all good things end. On Monday morning Sarah
dressed, put on her war paint, and endorsed the
contract at the lawyer's office. Just before leaving
for the airport she told Mary that the weekend was the
fulfillment of a lifelong dream. She would never
repeat it but it had been the happiest and most
satisfying time of her life. Sarah said again that she
was not a lesbian, but if she was she would like to
remain with Mary forever. They kissed goodbye at the
airport. To a casual observer, it could have been a
girl kissing her older sister before putting her on
the plane. But it was so much more than that. At the
last moment Sarah asked Mary for her personal phone
number just in case of some carnal emergency in the
future.
Mary went back to her apartment and slept for hours.
Her pussy was swollen. Her clit felt the size of a
grapefruit. Her thighs ached. Her tits were chewed
black and blue. But she awoke with a smile on her
face. The weekend truly had been memorable. She was
sure that Sarah felt the same way. She wondered how
Sarah could explain the bruises, the bites, the
hickeys and the love marks on her beautiful, gigantic,
wonderful body to her husband. Perhaps she could say
she had been in a car crash.
Stanley Simon, the fatherly owner of the temp agency,
recognized a good thing when he saw it. Mary was
essentially a "nice" girl. Not a drug user or an
alcoholic. She had a very high libido but that was an
asset in her kind of work. More important, Mary simply
looked sexy. While fashion magazines and Hollywood
movies always showed successful men with impossibly
thin, classy women, Simon knew, both from personal
experience and his client's preferences, that most men
liked well-built women with big tits and great legs.
No one wanted to go to bed with a bag of bones, no
matter how elegant. Mary's clients were repeaters,
paid promptly, and didn't cause trouble. They were
glad of the opportunity to screw such a sexy,
responsive woman. Mary was certainly a keeper.
To make sure that Mary stayed in his fold, he offered
her a junior partnership with a substantial increase
in income. Mary was only 23 years old but by this time
was making much more money than any of her high school
peers.
One night she got a call from Mr. Simon asking if she
would "date" a young man, quite a bit younger than her
usual clients. She would be doing a special favor for
her boss. He asked her to meet with him first to
discuss the details of the "date." It turned out that
the young man was the son of a close friend, quite
wealthy in his own right. The son had just gone
through a messy divorce. His foreign born wife had
married him to get her hands on the father's money.
When the father refused to assign a portion of his
estate to the son, the wife got fed up and left. She
was also having an affair with her personal trainer.
No loss, but the son took the divorce badly. Mary's
job was to distract him and take his mind off his
problems.
Mr. Simon claimed that the son had no idea that Simon
Business Systems ran an escort agency. The fiction was
that Mary was a supervisor of professional temp
workers. She had just arrived in town and Simon had
arranged a blind date with a young man to keep her
from feeling lonely. Mary would have to use all her
acting skills to keep up the deception. If she
eventually decided to sleep with her blind "date" she
would have to make it appear that it was an ordinary
seduction.
The young man, Jake, arrived at Mary's apartment on
time. He was about five years older than Mary, nice
looking, but certainly not movie star handsome. His
eyes twinkled but his face had a look of sadness,
Their dinner date was casual, mostly small talk over
an Italian meal. Mary tried to figure out how she
could get him in bed since he didn't make any
advances. To no avail. After an evening of
conversation he took her home, parting with a quick
peck on the cheek. Mary wondered if she had lost her
charm. This was her first date in years that didn't
end up in bed. In a way it was refreshing to be so
ordinary. But he did ask her out again.
On their next date Jake was a little less laid back.
They went to dinner and dancing. Their interaction was
very pleasant and relaxed. Mary loved just being
herself. She enjoyed feeling his arm around her waist
when they were dancing. He pulled her close and she
took the opportunity to rub her tits against his
chest. His eyes opened wide. Mary thought that it was
the first time he noticed that she had breasts. This
time their good night kiss was more passionate. Jake
held her close and she could feel his tongue penetrate
her lips. She could also feel hints of his erection
pressing against her pubic area. Altogether more
promising, she thought.
The following day was Friday. Mary had a couple of
regular clients lined up for the afternoon. They
wanted to have a last good hot fuck before returning
to their "plain vanilla" wives in Chicago and
Minneapolis, respectively. Mary usually didn't take
this kind of "call girl" action but she welcomed the
opportunity for a little no holds barred sexuality.
Jake was very nice but he was too much of a gentleman.
The first client came over just before noon. He was a
very aggressive lover. Within five minutes his cock
was in her and they were writhing on the bed. She
wrapped her legs around him and squeezed tight just as
he came. He in turn sucked and chewed her titties,
grasped her thighs and continued fucking with his
still hard cock until she finally shuddered and came
in a minimal orgasm. Then he licked her pussy clean of
all its juice, giving her another small climax.
It was all almost mechanical. It was almost like
putting the vacuum cleaner hose to her tits and a
vibrator in her cunt. Mary didn't usually cum during
these afternoon encounters but the two almost platonic
dates with Jake had left her so sexually frustrated
that she did this time. Given enough genital
stimulation, even a plaster saint would cum. The
climax was adequate for an afternoon quickie, but she
wished it had been Jake's cock in her cunt. It was all
over within an hour. The client had an early flight to
catch and he didn't intend to miss it.
Mary had time to clean up and take a shower before the
next client was scheduled to arrive. He was the older
man who treated Mary like a daughter, a very
incestuous daughter. He was one of Mary's favorite
clients, requesting her services on each one of his
frequent trips to Boston. He rarely made demands on
her, just wanted her to play the role of his daughter
while he groped and fondled her body. He lusted after
his daughter but didn't dare approach her. Mary was a
convenient substitute. She didn't know much about this
client except that he was a very kindly man with a
strong incestual hang up.
He talked about his daughter often. He even showed
Mary her picture. She was an attractive young woman
about Mary's own age. She had returned to live at home
after a short, abusive marriage, working as an
assistant buyer at a large Minneapolis department
store. The client's wife was heavily involved in
social activities and rarely had time for her husband.
The daughter, on the other hand, spent much time with
her father. Like most modern girls, her dress at home
was very informal, T shirts, briefs, and other
garments which showed a lot of skin. She also liked to
sunbathe in the nude during the short Minneapolis
summer. This drove the client wild but, of course, he
could do nothing about it except visit Mary as often
as he could.
Mary and the client had a few drinks while he sat in
an easy chair. She removed his shoes and asked if he
would like to get more comfortable. She helped him out
of his business suit, hung it carefully in the closet
and wrapped a bath robe around him, all the while
touching and stroking his body. She didn't neglect his
penis but was not obvious about fondling it. Mary sat
on a footstool at his feet and while he talked she let
her hand drift inside his robe. His cock got hard as
she stroked it. He continued to tell her of his day's
activities as she moved her head to his crotch. She
held his now hardening penis between both hands, then
put the end between her lips, chewing the head with
gentle bites. By this time the client was clutching
her body and calling her by his daughter's name,
Kayla.
Mary loved playing the role of his daughter. It gave
them both pleasure. The client enjoyed the simulated
incestual sex while Mary got a chance to exercise her
acting chops.
"Suck me Kayla," he cried. "Let me feel your soft
titties." His hands reached down and grabbed Mary's
breasts and he started squeezing in time with her
sucking. It didn't take too long after that before he
came in her mouth. His jizm wasn't too bad. Mary had
tasted better but this was OK. Her clients liked to
see her swallow their emission and Mary usually
complied. A bit more protein in her diet wouldn't
hurt. This was usually the end of her session with
this particular client but today he had other ideas.
Still holding her breasts he pulled her body upward.
"Put me in you, Kayla," he urged. His cock was still
reasonably hard after the blow job. Mary took his
prick and rubbed it against her pussy lips until it
stiffened a bit more than shoved it into her juicy
cunt. It was a first for both of them. His body began
to move as he drove his cock in and out of Mary's
receptive vagina.
"I'm fucking you, Kayla", he cried. "I'm really
fucking you. Cum with Daddy. Please cum." Mary got
caught up in the client's excitement and, for a
moment, really wanted to believe that she was Kayla.
She felt his penis moving in her cunt. Her body began
its inevitable rise toward a climax. The real Kayla
would certainly love this. Mary realized that she
couldn't allow herself to get carried away. She wasn't
Kayla, just playing the role. She had to give the
client his money's worth. But it would be so nice to
be Kayla, if only for a few hours.
"I'm going to cum Daddy. Just a few strokes more. Hold
my titties tighter Daddy. Squeeze them a bit. Daddy
you are making me cum. You are making me cum. You are
giving me a climax. It's what I've always wanted. I'm
going to have a big orgasm just for you - my wonderful
Daddy. I'm cumming now. I'm really CUMMING! I'M
CUMMING FOR YOU!" It was all acting, of course. But
Mary enjoyed playing Kayla so much that she would have
liked to have a real climax with this client. Perhaps
if he had stayed the night and he played with her body
a bit more she might actually have cum. But her acting
convinced the client. He even gave Mary an additional
$200 tip before he left to catch his plane.
"That was a very good fuck," said Mary. "How did you
manage to get hard so soon after I sucked your penis?"
"It helps if you're taking Viagra," said the client as
he left.
Mary wondered if the client's new found confidence
would encourage him to make love to his real daughter,
Kayla. He obviously wanted to. He was such a nice man
that they might both enjoy it. Time would tell...
***
Late that evening Mary received a phone call from
Jake. The weekend was coming up and he wondered if she
would like to go for a coastal trip on his sailboat,
moored in Marblehead. They could go up the coast, eat
freshly caught lobster and clams, and return that
evening. Mary quickly said OK, then called her boss to
cancel anything he had lined up for the weekend. She
took a long bubble bath to wind down from her
exertions of the afternoon. She had come to the
conclusion that when men paid for sex they took it
much more seriously than they did on a casual date.
She was exhausted and dropped off into a deep sleep.
Jake arrived early the next morning. Most days Mary
didn't arise until 10 or so and here it was, barely 8
a.m. Jake was dressed in jeans and a boating sweater
and looked very sportsman like. Mary rustled through
her closet to find the closest thing she had to
boating clothes.
"Mary, you look lovely," said Jake. Mary couldn't
believe her ears. She had no makeup on, her hair was
uncombed. She hadn't even washed her face. She excused
herself for five minutes, took a hasty shower,
scrubbed her face with a wet washcloth, ran a comb
through her hair, and put a couple of dabs of perfume
in strategic areas.
The Marblehead marina was about an hour's drive away.
Actually a bit longer because they stopped at a diner
for a bit of breakfast. Jake had already eaten but
Mary gobbled up her omelet like a starving waif.
Jake's boat was waiting at the pier. It was a luxury
sailboat a bit bigger than Mary expected. The boat
measured 40 feet overall, had standing headroom
throughout, and a raised pilothouse. It was very
seaworthy. The previous year Jake had sailed it single
handed from Marblehead to the Virgin Islands.
The couple boarded and cast off, motoring out to the
harbor entrance then raised sail to take advantage of
the favorable wind. They headed northeast toward
Gloucester, normally a three hour sail away. Mary
noticed how at ease Jake seemed to be at the helm, how
well he handled the sails, and the effortless strength
of his hands as he pulled the lines. He seemed so
thoroughly competent in his mastery of the boat.
Mary wished that Jake would handle her own body the
same way. She would simply love him to handle her
breasts the same way he handled the jib, to navigate
her pussy as deftly as turning the helm, and to fondle
her legs as well as he set the sails. Jake wasn't
doing anything to her but she was getting wet at the
thought of what he could do.
They arrived at Gloucester about three hours after
setting off and had a delightful lunch at a shore-side
seafood restaurant. Their conversation was easy and
interesting. Mary simply enjoyed being herself without
the necessity of flattering any of her clients. Jake
spoke about his ambition to be a writer, not a
businessman like his father. As the conversation
loosened up Jake revealed how disappointed he was at
the failure of his marriage.
He felt that he had been taken in, played for a
sucker. He knew now, he said, that love wasn't just a
pretty face or a roll in the hay. Mary winced at the
thought because that's just what she was doing to him.
The dawdled over lunch, totally at ease in each
other's company. The afternoon was over far too soon
and they had to head back to make it before dark.
All sailors know that in a sailboat you can't really
plan to meet a schedule. A storm may come up. The
winds may blow the wrong way. Or it could be a dead
calm. Within an hour after leaving Gloucester the
winds were gusting to 35 knots and the waves were six
to eight feet. Visibility dropped to less than an
eighth of a mile. The weather radio told Jake that the
storm would get worse and last until morning. Getting
back to Marblehead required them to navigate around a
series of islands in a high traffic area.
Jake felt that discretion was the better form of
valor. They would anchor in the lee of a small island
and wait until the storm lifted. He had no fear of
anchoring for the night. The boat was well found and
safe under the worst storm conditions. The anchoring
gear was first class. It would hold in any weather
they would be likely to encounter. Mary, a little
nervous at the trip back in a storm, agreed. Besides
this would give her an opportunity to have an evening
alone with Jake. Who knew what might develop.
Jake prepared them a nice meal in the surprisingly
well equipped galley. Nothing spectacular but very
tasty, especially when washed down with a bottle of
good wine. Their dinner time conversation was like a
continuation of the one they had a lunch. It seemed as
if they had known each other forever. The wind howled
and the fog got even denser as the sun set. Jake and
Mary sat side by side on the sofa listening to music
on the hi-fi. The boat rocked and pitched but seemed
secure.
Jake turned on the required outside lights to warn
other boats of their presence. The law required that a
fog horn be sounded periodically. Jake had his on an
automatic timer that made the horn blast every few
minutes. He made a last minute inspection of the
anchor and got another one ready to set if the first
should drag. No problems. When all was shipshape on
deck, Jake returned below.
Mary was still sitting on the sofa. She had poured
another couple of glasses of wine, one for Jake and
one for herself. She patted the sofa for Jake to sit
beside her. They sat side by side. The storm had
worsened. The boat tossed in the waves and the wind
made eerie sounds as it whistled through the rigging.
Once in a while a big wave crashed on deck and the
boat shuddered. Jake could see that Mary was very
nervous. Her body language gave it all away.
She began to fidget, crossing and uncrossing her legs
and wiggling her butt on the sofa. She kept brushing
non-existent hairs out of her face. Jake noticed that
she kept touching the front of her boating sweater.
Her hands drifted up and she unconsciously started
rubbing the area over her nipples. She looked as if
wanted to clutch her breasts but didn't dare. Anything
to take her mind off of the pitching and rolling of
the boat. Eventually Jake put his arm around her and
held her close. Close enough to smell the faint scent
of perfume wafting up from her cleavage.
"Jake, I'm really frightened. Do you think we will be
all right?"
Mary leaned against him. The boat tossed as a big wave
caught it. Mary leaned even closer. Then she turned to
Jake and kissed him full on the lips. "I hope you
don't mind." Mary said. "I don't think I can get any
sleep tonight. All this noise and motion scares me."
"I'm frightened," said Mary. Jake responded by holding
her closer. Mary pressed her body against his. Then
with one motion she grabbed Jake's hand and put it
directly on her breast. Jake was startled, both at the
audaciousness of her action and the size of her boob.
"How can I help?" asked Jake.
"You can start by kissing me."
"I don't know," said Jake. "I'd be taking advantage of
you. It may feel dangerous but we are perfectly safe."
"Jake, Don't be such a goddam gentleman. I'm so
frightened that I may wet my pants. Can't you see. I
need a real distraction. It's the only thing that will
help me. I'm offering myself to you. You can use me in
any way that pleases you. Hold me, kiss me, even love
me. All I have is yours. If you decide to make love to
me, really fuck me hard. When I'm this frightened, sex
is the only thing that helps. Don't think of me as
wanton. Just think of it as therapy. I really need
it." It wasn't all acting. It was the first time she
was in a boat in a storm and she was really scared.
It was like opening the floodgates of a dam. Jake
turned to her and kissed her, this time pushing his
tongue between her lips. His hands slipped under her
sweater and brushed aside her bra, not stopping until
he had grasped one of Mary's massive mammaries in each
hand. Still holding her breasts he pushed her away
until he could look at her.
"Mary, I've wanted you from the moment I laid eyes on
you. I tried to be a gentleman because that's what I
thought you needed. If you're sure that you want me to
do this I can be what I really am. A horny, sex
starved man who desperately wants you. But before we
go any further, let's get comfortable. The sofa pulls
out into a double bed and I have some nice cozy down
comforters that we can snuggle under."
Jake and Mary pulled out the bed and found the
comforters. There was no need to turn on the cabin
heat. The evening chill would be countered by both the
comforters and by body warmth. They had not planned to
be out overnight so neither had night clothes. "We
will have to sleep al fresco," said Mary. In a way she
was glad since she was proud of her body and hoped
that it would arouse Jake.
Jake stripped down to the buff and this time Mary was
surprised. He was slim, fit, and athletic. Not like a
football player but more like a champion swimmer. His
large penis was semi erect and he made no attempt to
hide it. When Mary looked at him she felt her cunt
twitch. "If only he fucks as good as he looks," she
thought, "I'll be in heaven."
Jake crawled into bed with Mary and held her close.
She could feel his hands exploring her whole body. He
was handling her just the way he handled the boat. She
hadn't planned any of this but it was what she had
hoped for. Mary usually took the lead in most sexual
encounters with clients but Jake was clearly the
master tonight.
Jake's mouth found her boob and he sucked and chewed
until Mary was squirming in carnal pleasure. She was
just about to tell him to fuck her when she felt his
hands on her legs. He ran his hands from her ankles,
over her full calves and up her muscular thighs. His
strong fingers gripped the sensitive flesh on the
bottom of her thighs. Fucking could wait. She truly
enjoyed having her legs caressed.
Most of her clients were tit men but Mary knew she
could have an orgasm just by leg massage alone. Jake
had somehow discovered her secret and was rapidly
bringing her off with touches and kisses on her
gorgeous calves and thighs. Mary put her hands down,
found Jake's now rigid cock, and guided it into her
juicy cunt. There was no hesitation. She just shoved
it in.
"Yes," she cried. "Rub my legs and I'll cum for you.
My God. You're doing it. You are getting me so
excited. I think I'm going to cum. Fuck me but keep
rubbing my legs. That's it. Stroke me, fuck me. I
can't stand it."
Mary grasped one of her tits and shoved it into Jake's
mouth. "Bite my nipple!" she cried. "Harder, harder!"
Jake chewed down as hard as he dared, short of
actually biting her nipple off. In the midst of her
sexual frenzy Mary might not have minded although she
would surely regret it later.
She lost control of her legs and could feel them start
to shake and quiver. Her hips moved automatically,
rising to meet each of Jake's thrusts. Mary squirmed
in ecstasy on the bed. She couldn't be sure if her
body was shaking the boat or the boat was shaking her
body. She was moving so much that she put both hands
around Jake's ass to hold him in place. Legs, breasts,
cunt. All she knew is that she had turned into one
large erogenous zone. A touch anywhere would drive her
wild. She could feel electric pulses of ecstasy from
her tits to her toes. Her whole body had become a
quivering mass of wanton flesh.
"Bite me," she cried. "Suck me, fuck me, don't stop
with your hands. I'm getting there. I'm going to have
a really big orgasm. Jake, you are making me cum. I
can't stop it, I'm going to cum now. I'm really
cumming. OH, MY GOD! YES! YES! I'M CUMMING NOW! I'M
CUMMING!" Mary's eyes rolled back in her head. Her
body stiffened. Every muscle tensed. She let out an
animal scream as her diaphragm contracted and her body
shook to the ultimate climax.
With her last cry she could feel Jake explode in her.
It was wonderful. She had been thoroughly used, fucked
to the eyeballs, and she loved it. Mary's earthquake
orgasm seemed to continue in a number of aftershocks.
Without question it had been the best single sexual
experience in her life. She would have to find some
way to get the relationship to continue. That might be
hard, given her profession. But tonight was tonight.
She would make the most of it.
They lay quietly for a while after the simultaneous
orgasm but soon Mary felt Jake's penis start to
stiffen. She put her hands down and massaged it, then
she shifted position and sucked it until it became
hard. Taking the initiative Mary shifted position
again and guided the now rigid cock into her pussy.
Jake needed no invitation. He started driving in and
out, remembering to grasp her muscular thighs with his
strong hands.
Mary couldn't resist sex talking. "I love what you are
doing to my legs. Hold them, rub them. I want you
between my thighs. Squeeze my calves too. Use my body.
My tits are so lonely. I want you to suck them and
bite them but don't take your hands away from my legs.
Fuck me, Jake, fuck me. My cunt needs you. I want you
to make me cum again. I'm just a huge cunt. I'm your
cunt. FUCK ME! FUCK YOUR CUNT!" As if by magic, and a
little of Mary's help, a turgid nipple found its way
into his mouth. "Now bite me!" Mary almost shouted.
"Bite me hard!"
Their first major climax had taken the edge off their
urgency and now they were in it for the duration. It
was a sexual marathon. First Mary climaxed, then Jake,
then Mary again. Jake could feel Mary's shapely calves
pressing against his back, pulling him in with each
stroke. That seemed to give his fucking an extra
stimulus and he drove into Mary's cunt until he could
feel the head of his prick battering her cervix. Mary
clutched him even tighter. She had never been
penetrated so fully. Mary came. And then came again.
Jake had very little sperm left in his balls but his
penis jerked in one dry climax after another.
Finally both got in synchronization again. Hips and
hands moved together. Jake's cock drove in as Mary's
hips rose to meet it. Mary squeezed her legs around
Jake's torso as his hands gripped her thighs. Her
calves beat a tattoo on his back. He bit so hard on
her tit that he was sure he would leave tooth marks
all around the areola. The pain and pleasure
reinforced each other. She had never felt her tit so
well used.
Just before they both climaxed together Mary literally
shouted "Jake, you're making me cum again. God! I'm
going to have another orgasm. Right now. YES, YES, I'M
HAVING AN ORGASM NOW!" Jake's tit stuffed mouth
couldn't say anything.
Then they relaxed, winding down from their efforts.
Jake's prick was still in Mary's cunt. They both had a
series of little shadow climaxes after their earth
moving fuck, not terribly intense but still very
pleasurable. Mary was a little embarrassed that she
had shouted her pleasure so loudly but realized that
on the boat no neighbors could possibly hear her. She
tried to apologize to Jake or being so demonstrative.
"Thank you, Jake. I like to talk about the way I feel.
You made me cum so good. I've never had climaxes like
that before. I apologize for being so much of a
screamer but if you give me orgasms like that, I'll
shout the roof off."
Jake simply kissed her and said that he was glad that
she could talk so freely about sex. Most women, he
felt, had too many hang ups about enjoying their
bodies.
Jake and Mary wrapped their arms around each other and
fell asleep almost immediately. They were both
exhausted. Just before she fell asleep Mary realized
that she had not come so many times in such a short
period since her gang rape many years ago. But this
was infinitely more pleasurable.
Overnight the wind strengthened and then diminished.
By 6 a.m. the sea was almost quiet, a few waves but
nothing like the previous night. Light streamed
through the portholes to illuminate the boat's
interior. Jake checked the boat's position and found
that the anchor had held well. They had not moved. As
he turned back to the bed he saw Mary lying on her
back. She had thrown the covers off and lay spread
eagled, legs apart in a V. He couldn't resist the
invitation.
Jake lowered himself on the bed and followed the V up
to Mary's pussy. His tongue touched the sensitive
surface and he started licking. He could taste the
fusion of their two flavors. Not bad at all. He
started licking more enthusiastically. Then the world
was blotted out. Mary had awakened and clutched Jakes
head between her strong thighs.
"Yes, " Mary cried. "Eat me." Jake put his hands
around her ass and pulled her pussy tightly into his
mouth. He wrapped his lips around her clitoris, sucked
it into his mouth, and chewed it lightly as she
squirmed beneath him.
"Jake" she gasped. "I'm cumming again." Jake felt her
shudder as she came.
Then she pushed Jake over onto his back. "It's my turn
now," said Mary. She lowered her mouth to the head of
his stiff prick and started sucking, gently scraping
the surface with her teeth. As she sucked, she stroked
the shaft, two strokes, then a soft bite. Jake's prick
got stiffer and stiffer and Mary could taste the pre-
cum oozing out of the tip. She rather enjoyed the
taste and tried to milk his cock like a cow's teat.
But of course it didn't work quite the way she
planned. Jake's cock jerked then shot a tablespoon of
semen directly into her mouth. Mary loved it. Both the
taste and the fact that she had captured Jake's
essence. She swallowed it with relish, then squeezed
Jake's prick to see if she could force out another few
drops.
Finally they kissed, looked at each other and said
"Good Morning."
Jake fixed a reasonable breakfast, especially
considering that they had not provisioned the galley
beforehand. Fortunately both he and Mary liked black
coffee. Jake consulted his charts and listened to the
weather radio. He turned to Mary and announced that it
would be at least three more hours before they could
return to Marblehead. Both the wind and tides were
against them. But he felt that they could amuse
themselves for that amount of time. How about a nice
game of chess? Or perhaps they could read one of the
magazines on board. Just then a big wave hit the boat
and Mary spilled her cup of coffee on her white
slacks. She quickly took them off and rinsed them in
fresh water to get rid of the stain but they were
sopping wet.
"Don't worry," said Jake. "I have a pair of shorts
that you can wear until we get you home." Jake
rummaged in a drawer and produced a pair of woman's
tennis shorts that fit almost perfectly. Mary didn't
ask the obvious question.
Jake and Mary sat side by side on the sofa, reading
magazines, waiting for the weather to change. As they
relaxed on the sofa in front of the TV, Mary bent over
and rubbed her legs. "That was quite a workout last
night. My legs haven't felt this way since I stopped
gymnastics."
"I guess we didn't warm up properly," said Jake.
"Swing your legs up here and I'll give you a massage."
Mary shifted to the end of the sofa and put both legs
in Jake's lap. She flipped over on her stomach so that
the backs of her legs were up. "Rub away," she
replied.
Jake put both hands on Mary's calf and started a
gentle massage. He kneaded the flesh and tried to work
out the stiffness. Funny how he never really
appreciated Mary's legs before. Her legs looked as if
they belonged on a Broadway showgirl. They were long
with strong calves and thighs, smooth and well formed.
He worked his way up to her knee, first one leg, then
the other. Then he kneaded her thighs and could feel
their strength and solidity. The inside of her thighs
was very soft and his hand motions became gentler.
Mary was twisting and moaning slightly as he stroked
his way toward the mounds of her ass.
Jake felt his penis being caressed by Mary's agile
toes and his erection started to grow. Mary was
coordinating her toe motions to those of Jake's hands.
Each rub on a leg meant a rub on his penis. It was as
if Mary's legs were an extension of his cock. Using
his imagination freely Jake felt that he could be
masturbating his own penis, except that it would have
been three feet long and shaped like a woman's leg.
As he rubbed the inside of her thighs his hands would
occasionally graze Mary's pussy lips. With each touch,
her toes gave an extra twitch to Jake's cock. "I must
have worked the stiffness out by now,' Jake said. "I
guess I should stop." "Don't get lazy, there are still
some sore spots." said Mary.
With great delicacy Jake pulled her silk panties aside
and slid two fingers into Mary's vagina. "Now you've
found the spot," grinned Mary as her toes continued to
work on his erection. Jake moved his fingers in and
out of Mary's cunt and felt the lubricating juices
start to flow. She began to raise and lower her hips
in synchronism with his hand motion.
He marveled at how quickly Mary's vagina seemed to
unfold with a little attention. The lips started to
swell and he could feel her clit poke free. All
pretense of a leg massage was now forgotten. He
carefully rolled her clit between his thumb and the
edge of his forefinger, keeping his other fingers
inside of her vagina. When the clit started to
enlarge, he stroked it up and down almost as if he was
jacking off a tiny penis. By this time Mary was
twisting back and forth on the sofa, thoroughly
aroused. She tried to turn over but Jake held her in
position with one hand pressing down on her ass, the
other deep in her cunt.
He continued his clit massage, first rolling the
little piece of sensitive flesh between his thumb and
finger, then stroking. Mary's body began to quiver
slightly as she felt the first signs of an approaching
orgasm. "Damn," she thought, "this has gone further
than I planned. He's forcing me to a climax. I'm not
ready to cum yet and my nipples are getting so stiff
they are starting to ache."
"I think we should stop." said Mary. "This is getting
to be too much of a mess. I really want you to stop."
But Jake continued his assault, Mary now was squirming
in a combination of pleasure and frustration. She
raised her upper body from the sofa and managed to
free one of her breasts from the confines of her tank
top. "Stop. you sadistic monster," she muttered to
Jake just before she brought her nipple to her mouth.
"Stop, stop. I'm not ready to cum! STOP DAMMIT!" cried
Mary.
Jake paid no attention. He increased the speed and
pressure of his clit manipulations and held her ass
from moving. Mary's legs beat a fast tattoo in his lap
as she squirmed and tried to get away. In spite of her
attempts to resist, her orgasm began to build. She
could feel the pressure in her groin increase and
waves of sensation spread through her body from her
vagina. She tried to keep it from happening but she
felt her control slipping from the erotic torture. By
this time her entire body was quivering with
involuntary spasms.
With Mary chewing her own tit and Jake expertly
masturbating her clit, the climax came with the force
of a runaway train. Mary felt her body go totally out
of control. Her orgasm was thunderous. Crying out,
fighting consciousness itself, her eyes rolled back
and her spine stiffened, arching and rising from the
sofa as every muscle in her body went rigid, suspended
in time, as wave after ecstatic shock wave surged
through her nerves and coursed through her veins. Her
body shook and trembled, urging every minute trace of
pleasure from her limbs.
There had been no hugging and kissing and sweet talk
prior to this explosive orgasm. Mary's body had been
manipulated by an expert. The climax, although purely
mechanical, revealed the hidden depths of Mary's
sexuality. She had cum by surprise, without buildup,
without passion, without planning, Solely because Jake
had stroked her in the right way. If he could give her
an orgasm like that with just a few touches, what else
could he do to her body. But it wasn't over yet. Jake
kept moving his fingers in her pussy.
"Oh, God, oh, God, no, no, no, oh God," Mary gasped
over and over like an hypnotic mantra, a chant that
only encouraged Jake to inflict still more, heightened
pleasures. Mary shuddered to a massive second orgasm,
her body shaking, her back arched, her legs extended
and rigid. The violence of the climax surprised both
Jake and Mary. It was one of the strongest she had
ever experienced. She felt weak and shaken.
But even after her spasmodic release, Mary's hips
continued to move. Jake picked up the clue and
continued his clitoral stimulation. Mary's body
reflexively tensed again. In an erotic daze she
continued to suck on her breast as her body shuddered
through a third climax almost as great as the first.
She climaxed once again before she felt that she was
in control of herself. She had never thought of
herself as truly multi-orgasmic and this was a
revelation.
"That was something else," said Mary after she
regained her breath. "I've never cum like that before.
It was just like last night. But why didn't you stop
when I wanted you to?" She finally managed to roll
over and sit up. "What a mess!" She was in total
disarray, her hair tangled, her face flushed, her
panties soaked and one breast hanging obscenely out of
the pushed down front of her tank top. Jake appeared
nonplussed, proud of what he had done. Mary sensed his
smugness. "Two can play at that game," she thought.
Mary went to the boat's head to freshen up. She had
never experienced so many massive orgasms in such
short a time. Her legs were shaking and her body still
quivered with orgasmic aftershocks. Mary shed her
dampened panties and tank top and rinsed them in the
sink. She knew that her clothes would dry before they
returned to Marblehead. Then she brushed her hair,
washed her face, and mopped up the drips from her
vagina. She applied a dab of perfume between her
breasts. She glanced at her reflection in the mirror
and stuck out her tongue at the image. She would show
Jake.
Ever the exhibitionist she could have left the head
completely nude. After the events of yesterday and
today she felt that Jake wouldn't be too shocked. But
bowing to discretion she found a large beach towel and
wrapped it around herself like a sarong. When she
stepped out Jake was calmly turning pages in a boating
magazine acting as if nothing had happened. Cool.
He was leaning back on the sofa, legs extended in
front of him. Mary took advantage of the situation.
Her hands went to his shorts and she pulled them off
with a single violent motion. She pushed him backward
until he was sitting on the edge of the sofa. One hand
grabbed Jake's balls, the other his hardening penis.
Her lips closed around the end and she started
sucking. Her hand gripped his stiffening cock firmly
and she started stroking rapidly.
Mary pushed him back onto the sofa. Without pausing
she climbed on top of him, one leg on either side of
his waist. Her large tits hung over Jake's head,
swaying obscenely with each motion of her body. He
couldn't keep his eyes off them. Mary noticed.
"Grab one of my boobies and suck it," Mary pleaded.
She grabbed her left breast with both hands and
squeezed. The areola and nipple bulged. "Suck me," she
cried as she bent forward and jammed the engorged tit
into Jake's open mouth.
"Suck it harder, harder. Bite my nipple. Chew my tit."
Without removing her nipple from his mouth, Mary
reached down and encircled Jake's cock with her hand.
She rubbed it a few strokes as if testing its
readiness, then shifted her hips and shoved Jake's
hard prick into her moist waiting vagina. Raising and
lowering her hips, Mary started slowly fucking Jake.
She increased her hip motion literally pounding her
body into his. His penis was captured in her cunt as
she controlled the fuck. Jake was being raped - and he
liked it.
"You are filling me so full," Mary cried. "I love it."
"Fuck me, Fuck me," Mary grunted every time she
slammed her hips into his.
She shoved her nipple deeper into his gaping mouth.
"Suck me harder - harder," she gasped. Mary managed to
free one hand to clutch her unoccupied right tit. She
squeezed the stiff nipple with her fingers then pushed
the end into her own mouth, sucking and biting to
match Jake's chewing of her other breast. She bit down
hard. The pain added to her passion. There was a
salty, metallic taste of blood from the mutilated
nipple and she reluctantly released the breast before
she did herself any real damage.
Jake could hardly believe what had happened. Just a
few minutes after giving Mary a massive orgasm she was
fucking him like he had never been fucked before.
The movement of Mary's hips became faster and faster.
Jake could feel his penis throb and he knew his second
climax of the morning was not far away. Her movements
became so intense that her nipple was ripped from his
mouth. Jake looked down and between the wildly
swinging breasts he could see her pussy plunging on
his cock. Mary's face was a mask of intense passion.
It was like no other sex that he had had before. She
had totally abandoned herself to the act of fucking.
At last, after minutes of fierce, ball busting action,
Jake felt his scrotum begin to tighten. He could feel
myself nearing the point of eruption as Mary writhed
on his body, urging him to fuck her harder and harder.
Jake couldn't hold off his climax any longer. He was
just about to cum when Mary gave one last plunge and
collapsed on him. Jake exploded into Mary's cunt while
Mary clutched him with her arms and legs, both
shuddering in the ecstasy of their orgasms.
They lay on the sofa engulfed in each other's bodies
for what seemed an hour. Finally Mary sat up and
examined herself abused right breast. It showed bruise
marks from her abandoned chewing and tooth
indentations around the end. Her nipple sported a tiny
drop of blood. She would have to be a bit more careful
in the future but then she didn't expect to engage in
lovemaking like that every day. But if that's what it
took to have the kind of climaxes she had experienced
in the last two days, she would chew her nipples until
they both fell off.
Mary brushed her hair out of her face, turned to Jake
and said, "Well, now that we have gotten that out of
the way, we can discuss our relationship a little more
rationally."
"The last two days have been a revelation. Not only do
I think you are a wonderful guy but you made love to
me in a way that I never thought was possible. I think
I love you." Jake kissed her but Mary went on.
"You don't know anything about me. After I tell you
what I am you may never want to see me again. I'm not
really a legal professional. Simon Business Systems
runs an escort service and I'm one of the employees. I
service the clients that Mr. Simon asks me to. In case
you're wondering, "service" means going out with them
and letting them fuck me if they want. A lot of them
do. There is no real fun in it for me. Most of those
men don't have the slightest idea of how to use my
body. They just want the reassurance of being in the
arms of a young woman.
"Some just want me to role play, to pretend being
their mother or their daughter. I fake most of my
climaxes but I make it look real. I am being paid to
make them think that they are God's gift to women. I'm
ashamed to say that I cum some of the time. I just
can't help it. When my tits are sucked and my clit is
rubbed it's hard for me to stay dispassionate. It
wasn't the man. I probably would have cum as easily
with a carrot in my cunt. There is no way of saying it
nicely. I'm just a high class whore."
"I don't pretend to be a genius. Sex is the only thing
I'm good at. I lost my virginity at fifteen when I was
gang raped. I got drunk at a party and all the boys
used me. I don't recall all the details but apparently
I enjoyed being fucked. One of the people there told
me that I kept saying "Make me cum" to the boys that
screwed me. After that I took to sex like a duck to
water. When I get sexually aroused, my body seems to
take over and won't release me until I have a climax.
It's like I have an orgasm autopilot."
"In my teens I was very promiscuous. I gave myself to
everybody. It was my way of getting along with people.
At least a hundred men and a more than a dozen women
have had me. And when I didn't have anything else to
do, I "did" myself. I thought of myself as just a pair
of tits and a cunt. My life was measured in orgasms. I
hated myself for what I was doing but I seemed to have
no choice. When Mr. Simon made me the offer to work as
an escort, I jumped at the chance. I had no other
skills. It seemed just a natural thing to do."
Jake looked shocked. Mary continued her confession. "I
went out with you pretending to be just an ordinary
girl because Mr. Simon asked me to."
"I never imagined that it would work out the way it
did. Whatever happens, Jake, the last two days have
been the happiest in my life. You respected me and
treated me like a real person. The sex has been the
best I've ever had in my whole life, by far the best.
Whenever anyone made love to me, and even when I did
it to myself, I always wondered if there was anything
more. There was an empty feeling that didn't go away.
"That's probably why I let so many people use me, in
the hope that one might finally give me a feeling of
completion. But you, you were the greatest. When we
had sex, my cunt was full. More than full. There was
no empty feeling either in my cunt or my soul. Now I
know what it feels like to be really loved. No, I
don't mean picket fence, rose garden, flowers on
Friday loved. I mean cunt filling, tit chewing, leg
gripping, tongue swallowing, orgasm after orgasm
loved."
"So that's about it. That's my confession. My body
will always be yours but I won't blame you if you
never want to see me again."
Jake looked at her, then stood up and poured himself
another cup of coffee. He slowly sipped the coffee
without saying anything. Mary fidgeted on the sofa.
She was obviously moved by her confession and her eyes
filled with tears. "Please say something," she said.
"Tell me that you don't hate me."
"OK," said Jake slowly, I'll tell you what I think.
But first I want you to do something for me. Take off
that towel. I want you entirely nude."
Mary rose from the sofa and slowly undid her sarong.
Everything was revealed. This was a peculiar request
but it was a peculiar situation. When she finished
disrobing she sat back down, a questioning look on her
girlish face.
"Now," said Jake, "put your hands around one of your
breasts. The left one will do. Bend it up to your
mouth and start licking your nipple. OK, got it good?
Now start nibbling and chewing the tip. I want to see
you enjoying yourself."
Mary did as she was told. She had nursed on her own
tittie many times before but never in such a strange
situation.
Jake waited until he could see that Mary was involved
in sucking her tit, then he said, "Keep your tit in
your mouth. Hold it with your left hand. Now put the
fingers of your right hand in your cunt. Your vagina
is still nice and wet so it should be easy. Start
moving your fingers back and forth. Rub your clit.
Keep chewing your tit. Move your fingers faster."
Mary complied. Then she temporarily took her nipple
from her mouth and plaintively asked, "Why are you
making me do this?"
"Because I want to see you make yourself cum. I want
to see you masturbate just for me. I'll just stand
back and watch. Now put that tit back in your mouth
and give yourself a good climax. I want to see you
have a twitching, thrashing, mind blowing orgasm."
Mary was confused at this command to pleasure herself
but she did as she was told. "Why, why?" she wondered.
Her body wouldn't be denied. She put her head back on
one arm of the sofa and raised her legs on the other.
Her hand worked its magic in her cunt. She didn't want
to cum like this, not in front of Jake, but her body
gave her no choice. She was rising, rising to a full
blown climax.
Indeed, Jake enjoyed seeing Mary suck her tit and
finger her cunt. She was an expert at self-
satisfaction. He saw her young, almost childlike face
nursing a very womanly breast, cheeks hollowing and
swelling as she sucked. Her other hand plunged into a
juicy cunt at the apex of a pair of gorgeous legs.
Mary's eyes stared at Jake as she masturbated, then
wandered and became unfocused as the erotic sensations
coursed through her body.
Jake watched for a while before implementing the rest
of his plan.
"Now stop!" said Jake. "Take that tit out of your
mouth. Right now!"
"But I'm so close," pleaded Mary.
"No," said Jake. "I want you to realize that you
control your body. It doesn't make you do anything.
You, Mary, decide if you are going to have an orgasm.
Not your tits or your cunt. You own your tits and cunt
and it's up to you to decide what you are going to do
with them. So even if you are close to a climax, I
want you to stop "doing" yourself now. I want you to
exercise control of your body now and in the future.
It will be tough but that's the only way we can have a
relationship. Do you understand?"
Mary nodded her assent. She finally realized that Jake
wanted her for herself, not for her body. He wasn't a
high school boy or one of her clients. It wasn't just
her tits and ass. A man in Jake's position could have
almost any girl, any set of tits and ass, he wanted.
If all he wanted was just to fuck her, he could rent
her for the evening. Anyone could.
She couldn't wait any longer for Jake's decision. Even
if he never wanted to see her after today, she knew
that she loved him. Mary sat up on the sofa and looked
questioningly at Jake.
***
"I promised to tell you what I think," said Jake.
"First, very little you said came as a surprise. I
know that Simon Business Systems runs an escort
service. In fact, my father is the financial backer of
the business. I've gone over the books many times. I
know that you are an escort, and one of the best, I
might add. I asked Sheldon Simon to set me up with a
nice girl to take my mind off the divorce. He picked
you as the best one he knew. It was supposed to be
just for a roll in the hay. I didn't expect that it
would change my life."
Jake went on, "I even know about your past history.
The escort branch of the business runs a full credit
check and personal investigation on all employees
because of the sensitive nature of their relationship
with clients. The evening after our first date I
pulled your file and read all about you. I probably
could tell you the name of every man who had his cock
in your cunt since your high school gang rape. But I
won't. I don't care.
"As far as I'm concerned our life, our real life,
started yesterday. I've bummed around the world for
more than ten years, had dozens of affairs, and you
are the first real woman with whom I want to share my
life. I like you as a person. It isn't just your cunt
and tits. Whether you realize or not, you have a great
soul."
"But why did you have me take off my clothes and
masturbate in front of you before you told me this?"
"Two reasons. First, I wanted to see if you would do
whatever I asked, no matter how absurd or demeaning
and, second, I'm perverted enough to like to see you
cum. You look so beautiful when you have an orgasm. I
might even ask to see you do it again."
"But what about us?" Mary asked. "Do we have a
future?"
"Of course we have a future. I think I love you too.
But it's too soon to think about getting married, We
barely know each other, I mean other than biblically.
We should live together a while and work on our
relationship first."
"But there are a couple of conditions. First you have
to quit your job as an escort. I have more than enough
money for both of us. Second, I don't want you to fuck
anyone but me. I'll give you a climax any time or any
way you want, hand, mouth, or prick but it's got to be
me in your cunt. I can't promise you an earth shaking
orgasm each time but I'm sure that we will both be
completely satisfied. If I'm not around, you can touch
your cunt yourself. But no one else's mouth, hand,
tongue, or prick touches it. Finally, if we are lucky
enough to get you pregnant and you breast feed the
baby, you have to share your milk with me, after the
baby gets its fill, of course. What do you think of my
conditions?"
"Oh, yes! Agreed, agreed, and agreed. I'll quit the
escort service in a minute, yesterday won't be soon
enough. And my whole body belongs to you. As far as
I'm concerned, I'm a virgin. My sex life started when
I met you. If you make love to me the way you did last
night and today, my cunt and everything attached to it
will always be yours. I will always be yours. As far
as milk goes, I always wanted to nurse my lover. If
you suck my titties as nicely as you did you deserve
to get something out of them. I would love to be your
own private cow. I might even nurse a little from my
nipple myself. Now can I put my clothes back on?"
"OK," said Jake. "Now that all the serious stuff is
settled, we should think about getting back to
Marblehead. We still have about another hour to wait."
Mary started to rise, twitched her shoulders, and
watched her big breasts swing back and forth. She
turned to Jake. "You know," she said, if we have
another hour to wait, maybe you would like to explore
my virginal body. You can do a personal survey of my
secret parts. I'm so excited and relieved that I don't
have to keep living a lie. I want honest, real, loving
so badly. I don't want to pretend any more. Just make
love to me."
She reached out to hold him close and felt the bump of
his raging erection. She was being driven by an
overpowering urge. She had never felt this way about a
man. With a single motion her hand clutched his hard
penis. In a moment Jake's hard cock was in her mouth.
She started sucking almost by instinct.
It was a flash back to her high school gang rape only
this time she desperately wanted Jake's cock in her.
His strong hands caressed her legs, ran up her thighs.
Jake reached down and found that her hand was
reflexively working in her cunt, continuing her
interrupted masturbation. Jake's fingers joined
Mary's. It was a most cooperative masturbation. Jake
had not yet cum by the time Mary climaxed.
He pushed her back on the sofa, and in an instant had
his hard cock in her cunt. Mary pinched her left
breast until the nipple was stood erect, then jammed
it into Jake's open mouth. "Fuck me, suck me, fuck me,
suck me" Mary crooned as she writhed under him. Her
hands caressed his body, with occasional detours to
her unoccupied nipple. Her hips lifted and fell, to
meet Jake's penis driving into her vagina, rubbing her
turgid clitoris. She clutched him tightly with both
arms. He could feel the initial vibrations of her body
through her breast, pulling the nipple from his
sucking mouth. She felt a wave of sexual excitement
that she had never experienced before.
It was almost as if the last few days were a simple
rehearsal of what was to come. Her body quivered and
tensed, relaxed, and then tensed again. Parts of her
body became alive, her breasts, vagina, clitoris all
wanted their due. Stroke me, kiss me, love me, bite
me, suck me, fuck me they all cried in unison. Mary
was transformed into a totally sexual being, loving
and deeply in love. Her entire life seemed to be
preparation for this instant.
She started to shake toward orgasm and she felt her
thighs go rigid. Her beautiful calves clutched Jake's
back. It wouldn't be long now. Just as she was about
to abandon herself to a mind blowing orgasm, Jake said
urgently: "Look at me."
She opened her eyes. Looking into Jake's eyes while
they fucked her was shockingly intimate, a kind of
ultimate nakedness. Nothing could be hidden. "Don't
close your eyes," said Jake.
"I'm almost there," Mary gasped, "...now fuck me hard.
Yes, yes, I'M CUMMING NOW! YES!" Just at the final
YES, Jake felt his ejaculation explode into her cunt.
She forced herself to hold his gaze while her hips
jerked and she gasped with the exquisite spasms of
pleasure that shook her body. Their eyes remained
locked while they both shuddered in release. The
climax was less physical but even more erotically
intense than the first time they made love. Mary never
believed it possible, but it was. She was suddenly,
hopelessly in love.
When it was all over she grabbed him and held him,
panting and shaking with emotion, feeling that she
never wanted to let go. She kissed him and softly
said, "I love you."
Then they pulled up the anchor and started for
Marblehead and the rest of their lives together.
END
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This story was written as an adult fantasy. The author
does not condone the described behavior in real life in
anyway shape or form. Anyone tempted to act out any of
the scenarios in this story; should seriously consider
seeking professional help.
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Kristen's collection - Directory 74