50 Elizabeth's Adventure in Chicago
The package arrived via Fed-Ex Friday morning. Elizabeth had been
expecting it, but even so, when the Fed-Ex delivery man dropped the
envelope on her desk she jumped.
"Sign here please Ma'am," said the young man.
Elizabeth signed for the package and, with a look over her shoulder to make
sure that no one was looking, she opened it. Inside were several things; a
letter, a key, a sealed envelope and an airline ticket. 'Hmmm', thought Liz,
'This time's he's outdone himself.' The 'he' she was referring to was Tom,
Liz's boyfriend. In the 6 months they had been seeing each other, Liz had
discovered more about excitement and her own sexuality than in the 25
years previously. Tom was always coming up with the next "adventure" for
them to take on together. It had been Tom who had introduced Liz to
Bondage and to the kind of games that Mom never told you about. Elizabeth
was now a successful software broker and had opened up her own business
selling software to large companies that needed to buy in bulk. At the office
Liz was always in control and very much her own woman. To her surprise,
Liz had found out that she loved being the one who was tied up, that she
loved being submissive. She was always excited when Tom had
'instructions' for her. Last week, Tom had promised her an adventure of
"unparalleled proportions" and to expect her instructions on Friday via
messenger.
Liz opened the letter to find out what she needed to do next. The letter was a
short one and contained her weekend instructions.
Dearest Slave Liz,
You'll find enclosed all that you need to begin your "adventure". The airline
ticket is to Chicago and the plane leaves at exactly 6:00pm. Don't miss it.
The flight will take a little under 2 1/2 hours. The return flight, as you can see,
will have you back at work on Monday morning. For your flight, you are to
wear a pretty cocktail dress. It must have a hemline above your knees and I
expect the fabric to be light enough that I could see through it if the light
were behind you.
When you get on the plane, you are to open the sealed envelope and follow
the instructions inside. Do NOT open the envelope beforehand.
You'll also find a key in the package I just sent you. This key is for use in
Chicago. Bring it with you.
I love you lots and you can expect this 'adventure' to be the best yet.
Love, Tom.
Liz's face was flushed and her breathing had quickened by the time she
finished reading the instructions. She would have to get moving if she
wanted time to go home and change before her flight. She couldn't believe
that she was going to get on a flight to a strange city for a sexual escapade.
By 6:00pm, Liz had managed to pull it all together. She had left the office a
few minutes early and had rushed home to have a quick shower and change.
The only dress she had that fit the instructions was a light yellow sundress
that was strapless. It was a little out of fashion for November in Chicago, so
Liz put a white sweater over it. A bra was, obviously out of the question but
Liz made up for it was a garter belt and stockings and a pair of sheer lace
panties. She threw some other clothes into a carry-on bag and rushed to the
airport where she just made her flight. The plane left right on time and as
soon as they had leveled off, Liz reached into her bag for the sealed letter.
There was, thankfully, no one sitting next to her because Liz was sure that
the letter would be very explicit and she would die of mortification if a
stranger read it.
Inside the envelope, as expected, was a letter:
Dearest Slave Liz,
If you have followed your instructions, you are now winging your way to
Chicago where your weekend adventure will continue. Here are your
instructions:
First, as soon as you finish reading this, go to the plane's washroom. Once in
there, remove your bra, panties and stockings. Do not masturbate. You are
not allowed to masturbate until I tell you. Once you've taken off your
underwear, leave it in the garbage disposal in the washroom. You won't be
needing them.
Next, go back to your seat. When you sit down, lift your dress so that you
are sitting directly on the fabric of the seat. During the rest of the flight,
write a fantasy of exactly what you'd want to happen to you in our next
adventure. Make sure it is the most exciting thing you've ever thought of.
When you get to Chicago, walk across from the terminal into the O'Hare
Hilton. It is only a couple of minutes walk. The key I gave you is for room
310. Go directly to that room. Once there, remove the rest of your clothes
and hang them up neatly. You'll find a blindfold on the bed. Put it on and
then lie down on the bed, face down and spread your legs wide apart. Stay
like that until you get further instructions.
Your Loving Master,
Tom
Liz was squirming by the time she finished reading the instructions. She was
sure that there was a wet spot on her dress when she got up to go to the
washroom. She had to wait a moment before getting in.
Inside the tiny airplane washroom, Liz had trouble trying to get undressed.
Finally, she managed to get her panties and stockings off and stuffed them
into the disposal chute. Liz took a long look at herself in the mirror. She
knew that she was a very pretty 25 year-old. Her sandy blond hair was short
and curly. Her figure was not voluptuous but she liked it. She was more like
a runner, she thought. Her breasts were 35 B's and her tiny waist and trim
hips showed the hours of exercise and dancing that she did on a regular
basis. She took a long deep breath and left the washroom.
As she moved up the aisle back to her seat, she felt very exposed. She knew
that the men in their seats were looking at her and she felt like they could see
right through her light cotton dress. She felt a blush hit her face as she
finally sat down. She was about to do up her seat belt when she remembered
the instruction about how to sit. Liz looked around her to make sure that no
one could see. Everyone seemed preoccupied with whatever they were
doing. As surreptitiously as possible, Liz pulled the back of her skirt up so
that her now bare bottom was sitting directly on the seat. Finally, she was
organized and as she looked up, she saw one of the stewardesses was
looking right at her. Liz blushed a deep red as the stewardess gave her a
knowing smile. Liz dropped her eyes and buckled up her seat belt. She felt
the heat of her embarrassment all over her face and knew she must look like
a little girl with her hand in the cookie jar.
The plane was soon descending into the crowded skies around Chicago's
O'Hare airport. Liz was getting more and more excited. She read her
instructions again and again wondering what would happen to her once she
was naked and blindfolded, lying on the bed face down. She kept herself
busy writing down the fantasy that Tom had asked her for. She wrote a
sizzling fantasy about being on a tropical island and being captured by
natives who stripped her and subjected her to countless sexual trials. She
was soaking wet by the time the plane landed and she knew that she would
leave a wet spot on the seat when she got up. As soon as the airplane door
opened, Liz scooted out of her seat and out of the plane, making sure her
skirt was pulled down as she got up. The stewardess who had seen her
pulling up her skirt was at the door and she smiled as Liz came forward.
"Have a nice day Miss." said the pretty flight attendant and Liz blushed
again as she thanked her.
Once out of the plane and into the terminal, Liz found herself following the
mass of people as they headed for the exit. She asked someone at the Car
Rental counter where the O'Hare was and was told it was right across the
street. Five minutes later, Liz walked into the lobby of the hotel. The
elevators had her on the floor a moment later and then she was at the door of
room 310. She put her key in the door and then, just as she was turning it,
had a thought that maybe she wouldn't be alone! The thought had her pause
but it was too late now. With a deep breath, Liz pushed the door open and
walked in.
Thankfully, the room was empty. The curtains were flung wide open and Liz
wondered if people could see in. Certainly she could see out very clearly and
the idea of taking off her clothes in such an open environment made her
shudder. She wondered if she was allowed to close the curtains. She figured
not. After all, the rest of the instructions had been so specific, she was sure
that Tom wouldn't have forgotten something like the curtains. Liz looked
around the room and couldn't find anything in the closet or anything else
that said that Tom was here. In the middle of the bed, however, was a black
silk blindfold.
Liz took one of the closet coat hangers and went to the bathroom that was
positioned right across from the closet. In the bathroom, hidden from what
seemed to be the eyes of all of Chicago, she slipped out of her dress and
heels. Her dress went onto the hanger and her shoes she held in one hand.
She looked out for a moment from the bathroom then jumped across to the
closet and put her things away. She jumped right back to the bathroom and
took a good look at herself in the mirror. Her pussy was soaked, she noticed.
Last month, during one of their 'adventures,' Tom had shaved off all of
Liz's pubic hair and he insisted that she keep it smooth "just like a good
slave." When she looked at her now puffy pussy lips, they were covered
with her juices. Liz wet a hand towel and cleaned herself. In a couple of
minutes she was ready. She knew all this primping was just putting off the
inevitable. Taking a deep breath, she left the bathroom and scooted onto the
large bed in the middle of the room. The blindfold was still there and Liz
quickly pulled it on, making sure it covered her eyes completely. Then, as
instructed, she lay face down and spread her legs wide apart.
Lying there, not able to see, Liz started to imagine all kinds of wild things.
She imagined that there were people peering into the room from the window
and that she was on display just like in a zoo. She imagined that there was a
video camera hidden in the corner of the room, watching everything. She
imagined the stewardess from the plane coming into the room and teasing
her and toying with her just like Tom did. The thoughts didn't stop and the
longer she lay there, the more excited she got. When she finally heard the
key in the door, she was very turned on. 'Would it be Tom?', she wondered.
He had never involved anyone else in their sex games before but he had
threatened to from the first time he had tied her up. The idea of being
helpless to prevent someone from seeing her naked and exposed turned her
on.
The door opened and Liz heard someone walk into the room. She held her
breath, trying to hear everything as though the sound of the footsteps would
tell her that it was her lover or not. The door closed and the footsteps started
walking around the room. Liz heard the sound of a bag being put down on
the table then the zipper as it was opened. The footsteps carried on all
around the bed, looking at her from every angle. The unmistakable click of a
camera had Liz blush as pictures were taken of her in this exposing position.
Finally the camera was put down and Liz heard Tom's voice for the first
time.
"Hi there my little slave, how are you enjoying your adventure so far?" Liz
sighed with relief, "Oh God!, I had no idea if it was you or if you had found
someone who would take pictures of me. " Tom laughed, "Don't talk too
soon. I'm going to prepare you now for an 'examination'."
Liz felt Tom's hands on her wrists as she tried to digest what he had just
said. An examination?, she wondered, by who? and what would they do?
Her mind was a jumble as Tom attached wrist straps to her and then pulled
her hands wide apart to attach to the corners of the bed. Tom lifted her hips
and pushed several doubled up pillows under her belly and then had Liz pull
her knees wide apart and forward so that she was straddled on the pillows.
More leather straps around her thighs and ankles made sure she would be
staying in position. The effect of the pose was not lost on Elizabeth who
knew that both her bare pussy lips and her anus were now fully spread and
exposed. Her breasts hung below her so that just her nipples were touching
the bed. The tingling touch of the bedspread on the sensitive nipples added
to Liz's excitement. Finally she was ready. Tom patted her on her perfectly
curved bottom,
"All right Liz, you're ready for your examination. Just relax. I'll be leaving
the room now, but the next person to walk in will be examining your body
and your submissiveness thoroughly. Enjoy yourself." Tom chuckled as Liz
heard him leave the room.
Her mind was now running rampant as she imagined what might happen
next. The position she was in was not only completely exposing and
humiliating, she was also helpless to get out of it. She really had no choice
but to submit to whatever would be done to her next. Each minute seemed
like an hour to Liz but finally she heard the key in the door again. She was
breathing heavily as the door opened and someone walked in. Was it a man
or a woman Liz wondered. Would they be gentle with her? The door closed
and Liz heard the footsteps walking all around her. Her 25-year-old body
pulled at the straps holding her wrists in a vain effort to let herself free. She
kept waiting for them to touch her, hoping they wouldn't and also hoping
they would.
The first touch of the cool fingers came at her left breast. Just the tips of the
fingers as they gently grasped her nipple and tugged it away from her breast.
Liz gasped. The touch had been electric. She felt her nipples stiffen and
grow even longer into the fingers of the stranger. The long cool fingers
rolled the nipple back and forth, teasing it and playing with it until Liz
couldn't stand it any more and moaned out loud.
The fingers left her nipple and just the tips of them trailed down along her
ribcage, tickling her and making her squirm at the sensation. It was as
though every nerve ending in Liz's body had awakened and was ready to be
teased. The fingers reached Elizabeth's bottom and moved further along the
side of one buttock and down the outside of her thigh. At the back of her
bent knee, the fingers stroked her gently before moving to her inside thigh
and starting to trail upwards. Liz was holding her breath again waiting for
the hand to reach her soaking box. She felt a trickle of her own juices slide
down her leg and blushed at having so revealed herself to the stranger. The
maddening fingers had reached Elizabeth's pussy and she felt them stroke
the outside of her smooth pussy lips. Her pussy responded to the teasing by
puffing out even further and opening the hot pink interior lips to the
'examiner'. Just the tip of one finger touched the wetness inside and Liz
gasped as it moved around slightly. She felt herself pushing her bottom
down trying to get the fingers to touch her hard and sensitive clit but they
didn't oblige.
A fraction of an inch at a time, the finger pushed itself into Elizabeth,
lubricating itself on her juices. Liz let out a long sigh as the finger penetrated
deep inside her. The finger turned slowly then pulled out, again a fraction of
an inch at a time. Liz felt the hot wet tip of the finger traveling up her crack
and pause at her tiny crinkled opening.
"Oh, no." She pleaded. "Not there."
The stranger paid no heed to the bound woman and slowly pushed the
lubricated finger deep into her bottom. Liz squirmed helplessly in her bonds.
There was nothing she could do to stop this stranger from violating even her
most private opening. The finger slid out and then pushed in again even
deeper. Liz moaned at the feeling. Back and forth, the penetrating finger
turned and touched until Liz was panting at the sensations running through
her body. Finally it pulled out.
Liz was left, gasping as the stranger moved from behind her to another part
of the room before returning. Again Liz felt a touch at her anus. This time,
the touch was cool. Liz felt the cool touch of a plastic plug as it was pressed
into her. Her bottom tried to keep out the intruder but without success.
Elizabeth's toes curled as the thick bulge in the middle of the plug passed
inside her and her muscles pulled the rest of the plug deep into her body.
The 'T' shaped handle kept the plug from disappearing into her completely
and the result was that her tiny virginal anus was kept open, clenching down
on the neck of the white plastic plug. Liz's breath was in short ragged
breaths now. She was sure she would come any minute.
The stranger stepped back. Liz heard the whistle of the leather strap through
the air a split second before it exploded on her bottom. She cried out more in
surprise than pain as the strap came down again and then again. She was
helpless to do anything but endure as her spanking continued. She had been
spanked by Tom before, but this was the first time a strap had been used on
her tight bottom. The strapping left Liz's bottom hot and red. The pain only
lasted a couple of minutes but the heat remained. It seemed to travel through
her body, making her nipples even more hard and her pussy even more wet.
With each stroke, Liz felt her ass clench down hard on the unyielding plug
still inside her. The sensation seemed to go directly from her ass to her
clitoris. By the time the spanking finished, Liz was trembling. She had never
been so excited in her life. The stranger moved aside again and a moment
later Liz felt a sensation she would remember for the rest of her life. The
plug in her bottom suddenly came alive!
The plug started to vibrate deep in her bottom and Liz felt the beginnings of
an incredible orgasm. The door suddenly opened and Liz heard as if from a
distance, the strange person leaving the room. The orgasm hit her like a ton
of bricks. She cried out again and again as waves of pleasure washed over
her. Her anus clamped down hard on her rectal plug and the sensation
caused her to cry out again as another wave of orgasm took over. Liz trashed
back and forth, pulling frantically at the leather straps that bound her. She
was sure that if the pleasure didn't stop right now, she would die from it, but
still it continued. She was helpless to stop it. When she was sure she
couldn't come any more another orgasm hit her just as hard as the first and
again she cried out. Finally, exhausted, she lay still, the rectal plug still
causing her to spasm from time to time as it hummed in her bottom. The
vibrations stopped quite suddenly and Liz felt her whole body relax. Fingers
tugged at the silk blindfold covering her eyes and a moment later daylight
poured in to reveal Tom sitting beside her. Very gently he untied her from
the bed and helped her to lie down. As if in a dream, Elizabeth looked up
into his eyes and smiled.
"It was the best adventure ever", she said drowsily, "but I'd like to sleep
now." "Yes, have a good sleep," said Tom, "because today's is only Friday
and we have the whole weekend together. Wait until you see tomorrow's
adventure."
