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Review This Story || Author: Dr. Phil

Jillian's Tale

Part 4 Homecumming Queen

Jillian's Tale
Part 4 Homecumming Queen

By the time the girls came back outside and shooed the
dog away most of the onlookers had moved on. Jillian was
covered in a sheen of sweat and her breast was heaving.
Wanda looked down at her, absent-mindedly using her fingers
to diddle Jillian's open pussy.

"Boy, you sure do look nice like this, bitch. I
sure hope you're enjoying yourself because from now on
you gonna be spendin' an awful lot of your time out here
just like this. It'll amuse the neighbors."

"Nooooo-nooooo-noooooo" Jillian wailed.

One of the other girls carried out a large white poster
that was nailed to a four-foot long pointed stick. She
placed the stick in the ground about six feet to the left
of Jillian and pounded it in with an old rusty hammer.
Jillian could turn her head and read the poster. Printed on
it in large letters with a magic marker read:

`My name is Jillian Dudley. I was a rich bitch from
Greenwich, CT. Now I'm the slave of the Debutantes. I'm
very happy. Please look all you want but don't touch.'

The girl, Cheline, took the feather she had used earlier
and inserted it, quill end first, into Jillian's exposed
asshole. The slight breeze blowing the downy end of the
feather around her rim would remind her that it was there.
As Cheline was attending to this, Wanda put a blindfold
around Jillian's eyes and tied it tightly behind her head.

"We gotta be gone for awhile, bitch. Got some business to
take care of. We'll be back in about a hour. Sure hope
none of them kids is hangin' around here..."

Wanda grabbed the camcorder and the girls all headed off
together. They had a prepaid mailer and were going to send
the video tape of the day's activities off to Louise. It
would be the first of many.

Louise had also prepared a letter from Jillian to her
husband, Frank. It said simply that she needed to get away
for awhile. To do her own thing. She asked Frank not to
worry about her or to be angry with her. She just needed
some time. Louise got a forger who did a remarkable job of
matching Jillian's handwriting from a sample that was
provided. The letter was sitting on the dining room table
in Jillian's house, in an envelope addressed to `Dear
Frank'.

The girls came back about an hour later. Jillian was
moaning and practically hysterical, her head whipping back
and forth and her toes clenching and unclenching. All they
could make out was the word `PLEASE!' over and over again.

The first thing they noticed was that the feather was
still stuck in her asshole but it was now reversed, with
the quill end sticking out. They didn't know who had been
at her while they were away, but whoever it was had
certainly done a job on her. They also noted a few fresh
pink handprints on her upturned ass.

Jillian was dragged back into the building and given some
water and something to eat. A little later when she said
she had to go to the bathroom, Wanda grabbed Jillian's
cashmere top and the leash, and put them both on the naked
blonde woman. It was nighttime and she didn't want Jillian
to catch a chill, besides, she thought that wearing the
expensive cashmere top occasionally would be a sad reminder
to her of just how low she'd sunk. She put the collar and
leash on her and adjusted the hem of her top so it was high
up on her back. Then she lead her outside, crawling on all
fours, into the cool night air. Jillian's white buns shone
in the moonlight.

Jillian could hear the sounds of the night. A siren
wailed, some dogs were barking. Off in the distance she
heard the sound of a train going by. Some men were shouting
something in Spanish but she couldn't tell where. Wanda led
her around the building to a small tree that was standing
in a clearing between buildings.

She made Jillian lift her leg up and squirt her steaming
pee on the trunk of the tree. As she was relieving herself,
Jillian looked up through tear-blurred eyes and saw that
the closer of the two building had some lights on in the
upper floors. One of the windows had a flower pot in it.
People were living here.

Once they were back inside and the leash removed, the
cashmere top was again stripped off Jillian. Wanda sat
down on one of the armless wooden chairs and told Jillian
she was to lay down across her lap. She explained that this
was going to become part of her ritual. Her nightly
spanking by the girls.

With the 35 year old blonde draped naked across the Black
teenager's lap the other girls watched with rapt attention
as Wanda raised her hand and delivered a stinging slap to
the doomed bottom. Jillian squirmed and pleaded but Wanda
continued spanking her until she had given her ten hard
slaps. Then she pushed the sobbing Jillian to the floor and
stood up.

Cheline took her place in the chair and Jillian was
ordered across her lap next. Cheline played with her a
minute then lifted her hand and delivered her own ten slaps
to the quickly reddening bottom.

One by one, each of the girls took their turn in the
chair and spanked Jillian. By the time the last slap was
delivered, Jillian was sobbing uncontrollably. The girls
knew how to ease her pain.

On her hands and knees, with her reddened ass wiggling in
gratitude, Jillian was again allowed to crawl around the
room eating out each of the girls. Once again Jillian
seemed wild for more cum and begged for a second helping.

Most of the girls obliged. When they were through they
tied Jillian's hands and feet together behind her, and left
her on her side to go to sleep. This wasn't because they
were afraid of her running away. It was to keep her from
playing with herself all night long. Wanda threw a dirty
old blanket over her then settled down herself.
Unfortunately, Jillian was not one of those women who could
successfully bring herself off by squeezing her thighs
together. All she could manage to do was keep herself
aroused. She moaned and chattered her teeth in frustration
as she lay there in shame and unfulfilled sexual arousal,
wondering what was to become of her now.

All of the other girls settled in and went to sleep.
They all lived in the old building. They had nowhere else
to go.

The next six days were similar to the first, with subtle
variations to keep things interesting. When it wasn't
raining Jillian spent much of her time tied up outside on
the table like before. The poster remained, and so did most
of her audience. The girls had `barbecue' twice more that
week. The dog didn't come back, but the flies were just as
bad till the girls finally got around to cleaning her up.

On one occasion they had to quickly hustle her inside
when someone spotted a cop car in the neighborhood, but it
drove past quickly and never came back. It probably
wouldn't have stopped anyway, even if they had seen her.
The police were not a concern. In this section of the South
Bronx it was the gangs that ruled...

When Wednesday came around again Wanda had to take
Jillian into Greenwich for her final session with Doctor
Kinder. She had a 5:00pm appointment. Wanda gave her her
cashmere top and took her for her morning walk around the
buildings on her leash, stopping by that same tree to let
her lift her leg and relieve herself. She then spent the
early afternoon servicing the girls.

At 2:30 they began to clean her up and get her ready.
They scrubbed her till she squeaked then one of the girls
brought out a brown paper bag with some old clothes in it.
They had belonged to her twelve year old cousin.

Jillian looked at the red and black pull-over jersey and
the short black dress skeptically. There was no way the
clothes of a 12 year old would fit on the body of a 35 year
old. Wanda was convinced thatthey would.

The jersey was several sizes too small but it stretched.
Without a bra Jillian's nipples, along with the entire
outline of her breasts, could be clearly seen. The bottom
came down only to her navel.

The black dress was even worse. There was no way it would
fit around her waist, so they left it unzipped on the side
and used a rubber band to hold the ends of the waistband
together. The dress was old and very wrinkled and smelled
musty. It barely covered her ass when she was standing
still. With no panties on Jillian couldn't help but flash
the undercurves of her cheeks whenever she walked.

Wanda got Jillian's own shoes from her bag and let her
wear them. The four inch heels made the shirt and dress
look even more trashy, if that were possible. Wanda grabbed
her bag and began walking towards the train station.
Jillian followed meekly behind.

There was nobody else on the platform but when they
boarded the train every head turned to look and stare.
Wanda told Jillian to sit down. When she d id she held her
knees as closely together as she could and used her arms to
try to hide how far the dress was riding up. She was only
slightly successful. The rubber band holding the two ends
of the waistband together stretched showing a wide expanse
of white thigh. She could feel every pair of eyes on the
train burning into her, but she kept her head lowered and
tried to be as motionless as possible.

They got off the train in Greenwich and walked to Dr.
Kinder'soffice. Jillian tried to take small steps and
used her hands to keep her dress down, but she had to
scurry to keep up with the fast-walking Wanda. Her eyes
darted left and right in fear. What if somebody she knew
saw her?

When they arrived at Dr. Kinder's office it was once
again empty. The doctor came out to greet her. His eyes
almost bugged out of his head when he saw her! He looked at
Wanda, who smiled very smugly at him, then he gulped and
invited Jillian into his office. Wanda was asked to remain
outside in the waiting room.

"Ahh... nice to ahh.. see you again, Jillian. How've you
been doing with the smoking?"

Jillian's face and neck were flushed a bright red. She
couldn't meet the doctor's gaze. She coughed once and said,
nervously:

"F-fine, doctor. I haven't had a cigarette in two weeks,
a-and I haven't been drinking a lot of water either."

Doctor Kinder cleared his voice. He blushed a little
himself, though it was hard to notice above his beard.

"This will be your final session, Jillian. It will, uh,
reinforce your desire to not smoke. Are you... okay?"

"Y-yes, doctor.... I mean... well, uh, I guess so. I'm
not smoking at any rate. I'm okay..."

Doctor Kinder again lowered the lights in his office.
Again he asked Jillian to gaze at the single spot on his
desk while he used his skills to relax her and put her in
deep hypnosis. She went under very quickly this time. Once
again, at his signal, Louise came out from the next room
and sat next to him. She gazed at the clothes Jillian was
wearing and she had a wry smile on her face.

The fact was that Louise was beginning to enjoy this
immensely. She had a very cruel streak in her. What had
originally started out as a device to embarrass Jillian's
husband at the firm was now becoming a very pleasant and
arousing exercise on its own. She squeezed her own legs
together under the desk as she nodded to the doctor to
proceed.

"Jillian, are you comfortable?"

"No. I'm embarrassed by these clothes, Doctor."

"That's good. You should be. Those clothes are very
sluttish. Everyone will be staring at you wherever you go.
If anyone you know were to see you in them you would nearly
die of embarrassment."

"Yes, Doctor."

"Jillian, that girl outside and her friends have been
helping you to live out your fantasy. It would be very
dangerous to keep that all bottled up inside so they're
actually helping you. You will continue to obey their every
command. You will desperately WANT to please them and obey
them, no matter what they tell you to do, no matter how
embarrassing."

"It's very embarrassing, Doctor."

"That's good, Jillian. It's good for you. No matter what
they do to you, you must obey them. As time goes by you
will become even more shamed by the things they do to you,
and also more aroused by it. You will also continue to
crave female cum instead of cigarettes. The cravings will
get stronger and stronger, along with your need to
obey your mistresses in all things."

"Yes doctor."

Doctor Kinder gulped and looked at Louise hopefully. He
was incredibly aroused by what he was doing to this poor
woman. Louise shook her head no. She knew what he wanted to
do now, but there wasn't time for it. Besides, he was being
well paid for his work. She got up and went back to the
other room.

"Jillian, I'm going to wake you up shortly. You will feel
refreshed and awake, but very horny. You will not
consciously remember our conversation. Your mistress is
waiting for you outside. You will accompany her this
evening and obey her."

"Yes,Doctor"

"Wake up, Jillian."

Jillian blinked her eyes and looked at the doctor. She
was embarrassed that he was seeing her the way she was
dressed, but it also aroused her at the same time.

"Is it over, Doctor?"

"Yes, Jillian. We're finished. I hope you enjoy a
wonderful life free from cigarettes. I'm glad that I've
been able to help."

"Thank you Doctor."

Jillian glanced down. She couldn't bring herself to meet
his eyes. She knew he must be looking at her and thinking
what a slut she was. She got up and took small steps to the
door and let herself out. Doctor Kinder watched her leave
in her incredibly short and wrinkled black dress. He saw
the wedge of white thigh where the rubber band held the
dress together. He saw the curve of her lower cheeks just
under the hem of the dress. His erection now was almost
painful.

When she got into the reception room Wanda was reading a
magazine. She stood up and snapped her fingers.

"Let's go slut, we gotta be someplace in a hour and I
wanna do a little window shoppin' first."

Jillian meekly followed Wanda outside. They spent the
next half hour walking downtown looking at the shops.
Jillian felt the eyes of everybody they passed on them
both. They must have been quite a sight in old Greenwich. A
Black teenage girl wearing jeans and sneakers accompanied
by a 35 year old white woman with short blonde hair dressed
like the sluttiest prostitute from an X-rated movie. She
was horrified to be in Greenwich like this. The odds of
someone she knew seeing her were just too high, but she
didn't dare voice her objection to Wanda.

A little before 6:00 Wanda hailed a taxi. After they both
got in the back seat Wanda handed a slip of paper to the
driver with an address on it. He flipped the lever on his
meter and headed off. While they were in the back seat
Wanda impishly ran her hand under Jillian's short dress.
Only inches from the hem she found Jillian's pussy and
inserted a finger into it. She wiggled it around a bit and
moved it back and forth as they rode. Jillian closed her
eyes and licked her lips. She tried her best not to moan
so the driver wouldn't know what was going on.

Wanda removed her hand and mischievously brushed her
finger across Jillian's lips. Jillian licked at the cum and
her eyes sprung open. Her breathing got a little heavier.
She couldn't suppress a small whimper as she looked at
Wanda pleadingly.

"Not now, bitch. There'll be more later." Wanda
whispered.

"Okay, ladies" the cab driver said as he pulled the car
to the side of the road. "That'll be $6.50"

Jillian looked around and suddenly she began to panic.
They were right outside Louise's house! And there were lots
of other cars around too.

"W-why are we stopping here?" she said in a panic.

"This is the address you gave me, isn't it? That'll be
$6.50."

Wanda paid the driver and opened the door.

"Let's go, bitch. We're gonna be late."

"Oh, no! No, please! You couldn't possibly be going
to..."

"Shut up and get your whore ass outta this cab, or I'll
drag you out."

The cab driver's jaw dropped as he heard their
conversation. Jillian was close to tears as she got out of
the cab. Wanda led the way up to the front door with
Jillian following meekly behind. Once on the porch she rang
the doorbell. A moment passed and the door was opened. A
lot of conversation could be heard in the background
as Louise's housekeeper let them in.

"Good evening, Mrs. Dudley" she said as she showed them
both in.

Jillian's face was scarlet as she followed Wanda into the
large livingroom. When she stepped into the room she gasped
and swallowed hard. Practically everybody she knew was
there! Many of the people Frank worked with were there with
their wives. Her friends, people she socialized with,
shopped with, went out to dinner with! My God! -- Sylvia
and George Wooley! Maryanne Dennison and her husband Paul!
The Thompsons! This couldn't be happening to her!

Conversation practically stopped as she entered the room.
There were a couple of gasps. She heard "What on earth is
she wearing!" from the back of the room. Louise came over
to her and pretended to be surprised.

"Jillian! So ah... nice you could come. I take it Frank
isn't coming?"

Jillian didn't answer. She looked down at her feet.

Wanda jumped in and introduced herself, loudly.

"Nice ta meet you. I'm Wanda. Me 'n Jillian's
living together now."

"Wel-welcome! Please... ah... help yourself to something
to eat and drink. Jillian, I believe you know everybody
here. I'll let you introduce your friend."

Jillian's face and neck were now nearly the color of the
red in her shirt, the child's jersey that came down to her
navel and was stretched so tightly you could actually see
the ridges forming around her nipples. As she followed
Wanda to the refreshment table she could feel cool air on
the bare bottoms of her asscheeks. She wanted to crawl into
a hole somewhere and die.

She looked up at Wanda's face. Wanda was nibbling on a
small sandwich and had a glass in her other hand.

"Please, m'am. Please get me out of here!" She sniffed
and clasped her hands together in front of her.

"D-don't do this to me. You can do anything else,
ANYTHING, but please don't do this to me!"

Wanda answered her in a voice loud enough for everyone to
hear:

"You BEGGING me, bitch?" There were gasps in the room.

"I said, Are you begging me, bitch? Well, if you are then
you're in the wrong position... When you beg me you damn
well better be on your knees! Get down there! You heard me,
bitch. Get down on your knees and ask me again. Do what I
say or so help me I'll whip your ass right here in front of
your friends!"

The room was silent. Completely silent. The only sound
that could be heard was the sobbing from Jillian as she
slowly dropped to her knees in front of Wanda. Her eyes
were downcast and she didn't say a word.

"Speak up, bitch! What do you want?"

"P-please get me out of here" Jillian sobbed.

"Say what? Didn't I warn you to refer to me as M'am? You
think just because you got your rich friends around that
you can be dis'n me in front of them? I think you need some
humblin' girl! Some real humblin'! Get down on your hands!
Go on, do it!"

"I think we'd better be leaving.." she heard someone say.

A few f the people had grabbed their coats and were
leaving the room. Most of the others were staying, not
quite believing what they were seeing, and not wanting to
miss anything!

Jillian placed her hands on the expensive carpet. She was
now on all fours. Wanda roughly shoved her around until
she was crouched by the food table with her practically
bare ass pointing back towards everybody in the room. The
short black dress had ridden up so that it only covered the
very top of her smooth round buns. It was even possible to
see a little bit of her moist pink pussy peeking back
between a few blonde hairs.

Wanda walked up to her and looped a finger into the
rubber band that was holding her dress closed. She roughly
yanked it, snapping it off. The dress immediately came
apart. Wanda picked it up off the small of Jillian's back
and dropped it to the floor. Then she bent and pulled off
each of Jillin's shoes. Jillian was sobbing loudly now. Her
shoulders were shaking. She lowered her head to the carpet
as she cried, thrusting her bare ass even higher into the
air.

Wanda kicked her knees wide apart so that her pussy was
now in full view, hanging between her legs, just a few
inches below her clearly visible anus. Wanda gave a very
hard slap to Jillian's bare ass which caused her to raise
her head and gasp. She then thrust two fingers into her wet
pussy and rubbed them back and forth. All this had taken
place very quickly.

"Jillian, are you crazy?!!" she heard someone gasp. "It's
time to put an end to this..."

"Stop right where you are, mister. This slut belongs to
me, and my Sisters. It was her choice. If you lay one
finger on her now I swear I'll whip her ass till the skin
peels off! I mean it. She's comin' back home with me
tonight whether you like it or not. Now back off!"

The would-be rescuer stopped in his tracks. Then he
turned and stormed out of the room. Nobody else was
leaving.

Wanda took her fingers out of Jillian's pussy and,
bending over, put them up to the crouching woman's lips.

"Lick it, bitch. Go on!"

Jillian licked her own cum off Wanda's fingers.

"Oh no...." she wailed, licking off every drop as the
craving took over.

When she was finished she looked up pathetically and
pleaded "more.... please?"

Wanda laughed and slapped Jillian's bare ass again.
There were now two red handprints on the perfect white buns
that were pointing out at the guests.

"You know what to do if you want more. Show them what a
whore you are! Rub yourself silly, go on! Let them see what
a whore you are!"

As Wanda was saying this, Jillian's right hand crept back
between her widely spread thighs. Everyone in the room
could see her working her fingers in and out of her pussy.
She stopped and brought the hand up to her own lips. She
moaned as she licked off all the juices, then returned to
her pussy for more. She was hooked!

She swayed her ass back and forth as she rubbed
furiously. Wanda grabbed hold of Jillian's jersey and
yanked it up over her head. Jillian had to lift her arms so
the jersey could be pulled completely off her. She was now
totally nude.

Wanda slapped her ass again very hard.

"Get back down there, bitch. You ain't finished yet."

Obediently, Jillian crouched back down and went back to
work on her pussy. Her knees were spread very wide now and
her face was pressed to the carpet to steady her as her
right hand did its work. Her breath came in ragged gasps
and she moaned loudly.

It only took a few more seconds for Jillian to get close
to her orgasm. Wanda slapped her quivering ass again and
taunted her, telling her to cum for her friends. Jillian's
whole body was shaking like a leaf. She let out a loud moan
and went stiff as a board. The guests could see the wetness
of her orgasm flowing down over her hand as she humped it.

Jillian was crying as she alternately licked her fingers
and went back to her pussy for more juice. She turned a
tear-stained and pathetic face up to Wanda and again said
"more... please?"

Wanda had taken Jillian's collar and leash out of her bag
and now bent to put them around the neck of the trembling
blonde.

"No more now, bitch" she laughed. "Wait till we get back to
the other Sisters."

Wanda grabbed the discarded shirt, dress and shoes and
stuffed them in her bag.

"Call us a cab, please" she said to Louise as she tugged
on the leash and led the naked Jillian on all fours out
of the room. She paused at the threshold to give everybody
one last look at Jillian's beautiful pink and white buns,
then turned in the hallway and went out the front door.

She led Jillian down to the sidewalk and stood there for
a moment holding the leash. Most of the guests had come
out to the porch to watch what was happening. Wanda glanced
at Louise who secretly gave her a nod and an `OK' sign.
Wanda beamed. She knew she'd just earned her $5,000 bonus.

She unclipped the leash but left the collar on, then told
Jillian to stand up and put her clothes back on. The rubber
band had broken so Jillian had to hold the waistband of the
dress together with one shaking hand. Ten minutes later a
cab came and took them to the train station.



Review This Story || Author: Dr. Phil
Previous Chapter Back to Content & Review of this story Next Chapter Display the whole story in new window (text only) Previous Story Back to List of Newest Stories Next Story Back to BDSM Library Home