By Bambi
Chapter 15: Past indiscretions. Cheryl spends the last
day with Miss Rosenberg.
My
time in the penalty box passed in darkness, since they kept me blindfolded for
most of the duration. I once heard that keeping prisoners blindfolded is a
simple but effective method to intimidate them, as it messed with their sense
of time. I can confirm that is true. As I stared into the void, my other senses
screaming as Mistress worked her wicked art on me, I had no idea how long I had
been there already and how much more I had to endure. She had said she would
keep me in the penalty box for six hours, and always seemed to honour her word,
but I was never certain whether hours had passed, or mere minutes. Especially
not when a mixture of exhilarating pain and merciless pleasure merged together
into a intoxicating delirium that clouded whatever judgement I had left.
Due
to that dreamlike state I cannot recall everything they put me through, but I
remember certain events with a modicum of certainty.
I'm
pretty sure they didn't bother with putting me in a special bondage outfit, but
just kept me in the frilly pink outfit and heels I was wearing as they bound me
to some contraption. Mistress stood behind me as her hands slowly stroked my
breasts while she whispered in my ear. Threats and wicked promises she spoke as
she kissed my neck and bit my earlobe. She told me about the various delightful
torments she would subject me to, but never in detail. Just enough for me to
become utterly terrified as my mind started to imagine what she'd do to me,
making me beg and plead for mercy. She'd laugh viciously as I she heard the gag
smother the words in my mouth.
Bernadette
and Jeanne were present too. I occasionally heard someone laugh that I'm sure
was not Mistress or felt more than one pair of hands on my body. At one point
Mistress said she was taking a break. As her heels moved towards the door and
exited the penalty box, I slumped in my bonds and gave an exhausted sigh,
thinking I had a brief moment of rest. But suddenly I heard a chuckle right
behind me and everything continued, just as viciously as before.
I
remember being suspended from the ceiling. They fitted some harness around me,
then put loose chains around my wrists and ankles. Something clicked as it was
connected to the harness on the back, and I heard the whirring of a small
motor. Then I felt the pull at my back as a chain tugged at my harness and
dragged me upwards. I squealed into my gag and kicked my legs furiously as I
tilted forward, my heels and soles scraping the floor without finding traction.
Then I just felt air beneath me as the motor hoisted me up even further and I
hung horizontally.
The
chains on my ankles and wrists jingled as I struggled. I don't know what I
wanted to achieve as I was dangling there from the ceiling, but for once my
bonds were slack. I had freedom to move arms and legs. I started to fight,
grunting angrily into my gag as I pulled on my bonds. Fear feeding a reckless
fury that made me feel I could tear myself free.
I
could force my hands just almost in front of me before the chain that connected
my wrists to the back of my harness came under tension. I kicked and shook my
legs that were connected to the floor somewhere. I swear I would have kicked
Mistress if she was close enough!
I
heard Mistress laugh as I struggled and squirmed.
“Would
you look at that! Looks like our naughty sissy has some fight left in her,” she
said in an amused tone. “My, you are so delectable when you are angry...”
Another
engine started whirring, and clicking was audible as a chain started to move.
But it was not the chain I was suspended on. Dismayed I realized tension was
increasing on my wrists and ankles.
Clack-clack-clack-clack
I heard as my hands were pulled behind me towards the ring on my back. My legs
were pulled to the floor, down and to the sides until they were completely
stretched. Furiously I shook my head despite my tight collar, as my arms and
legs were now fully immobilized, allowing only a few inches of movement.
Mistress’
heels clicked behind me, and she took up position. I grunted as she pushed her
strapon against my sissy-hole. My plug had been removed earlier and now the tip
of the penetrator applied pressure against my sphincter. I grunted again. No
longer furiously, but out of desperate fright.
“Oh
come now, my dear. Don't give up just yet. I expect you to put up a bit of a
fight,” Mistress spoke. “Here, let me make it easier for you.”
The
engine whirred again and I heard the chain go clack-clack-clack. My bonds went
slack and I could move hands and legs, albeit less than before.
I
felt Mistress push harder against my sissy-hole. “There you go. Now then, give
it your best shot.”
“Humpfh!”
I shouted as my fury returned. I struggled in my bonds. I could move my hands
up to my sides, shaking them as if I could find grip on the air and crawl away
from Mistress' penetrator. I tugged my legs, tried to kick, but the room to
move my legs was limited and I could not touch Mistress as she was in a the
blindspot directly behind me.
The
pressure on my hole increased. By now I should really know better, but I
resisted it nonetheless. I squeezed my rectum to keep the penetrator out.
“That's
it! Keep that nasty big cock out of that cute butt of yours!” Mistress
encouraged me happily. “Push harder! Don't give up!”
And
I didn't. I fought with everything I got. As Mistress pushed I could feel my
torso move forward slightly on its suspending chain, but the dildo did not go
in. I dare say I felt pride on this little victory.
“Excellent.
Well done my dear,” Mistress said. “Now then, you may put this big dildo where
it belongs, Cheryl.”
I
grunted. Get that thing away from me, I wanted to shout.
Mistress
reached around me, easily avoiding my grasping hands. I felt a wicked sting as
she pinched both my nipples.
“Humpfh!”
I cried. Distracted by the pain, I realized too late I had relaxed my body. I
felt my torso swinging back in the chain, impaling myself on Mistress' dildo in
the process. I tugged on my shackles as the dildo slid in deeper and deeper. I
only stopped moving when my behind bumped against Mistress thighs.
I
kept struggling while the dildo prodded inside of me, arms and legs shaking.
That amused Mistress greatly.
“Why,
I've never seen a sissy so happy for having a big cock in her ass. Wait until
you feel this.” She started to rock my body on the suspending chain, moving the
strapon in and out without actually moving herself.
“Oh
my, what are you doing Cheryl? Moving that tight little hole up and down my
strapon. You are actually fucking yourself, you naughty sissy.”
I
kept on struggling some more as she moved me up and down the shaft of her
penetrator, but it didn't last long. Finally I just accepted it like a proper
sissy should.
Big
mistake. Whatever Mistress desired of me, it was not meek acceptance.
“What
is this? Giving up? I think not!” She slapped my behind, pinched my earlobe,
tugged my hair. I squealed in distress.
I
felt someone pinch my clitty, then a crop struck my thigh. I squirmed in my
bonds, but Mistress continued her assault.
I
heard clack-clack and my bonds became a bit more slack. Mistress continued
hitting me with her crop, sharp stings biting me on my behind, my back, my
hands and even my cheeks. Encouraged by extra the freedom of movement, and
shocked by the vicious stimuli Mistress poured over me, I freaked out and went
into a frenzy. I kicked and swung my arms and cried and screamed in my gag.
“Much
better.” I heard her say. Then the engine whirred again. Clack-clack-clack the
chain went, and my hands were pinned behind my back and my legs immobilized. In
my panicked tantrum I raged against my bonds, but all I got for my efforts was
some useless shaking with my legs, a couple of sore wrists and a lot of muffled
grunting that Mistress ignored as she pumped me while simultaneously teasing my
clitty.
Goodness
help me, I was getting hard! As excitement began to flow through me, I relaxed
and stopped struggling.
Clack-clack-clack.
My bonds went slack once more, and the pain returned as she began striking me
with the crop again. She said something but I didn't hear it as the panic
returned and my basic fight-or-flight response took over and I impotently raged
against my bonds.
Clack-clack-clack
it went, and once again I was securely bound. Mistress taking me from behind as
one hand teased my clitty, while the other worked other erogenous zones.
And
just when I thought I was about to come, she stopped. “Not yet, deary. Let's
drain your energy before we drain that little clitty of yours, shall we?”
I
heard the engine whirr and pleasure was replaced by pain and desperate
struggling once more.
This
cycled continued, again and again. I lost track how many times. She never let
me orgasm, but each time letting me come so close.
“My
goodness, Cheryl. You are an energetic little sissy, aren't you? What has
Christina been feeding you?” Mistress asked me as some point. I only grunted in
response as the cycle repeated again.
I
was very tired by the time I was introduced to what Mistress called the
'rocking horse'. She had removed the blindfold, enjoying the dismay in my eyes
as she guided me firmly towards the unfamiliar item. I had difficulty staying
upright.
“This
cost me a pretty penny, Cheryl. I hope you like it,” she said.
'Rocking
horse' was actually a poor description. It looked more like a small version of
one of those mechanical bulls you find at funfairs or carnivals. But where
those machines are intended to throw their passengers off, this one bristled
with straps and shackles to keep its rider firmly in place. The central part
did look like a stylized European dressage horse though.
“Did
you know that women can orgasm when riding a horse?” Mistress told me. “It's
true. The shaking, rocking and vibration, the rubbing of the saddle. Very
stimulating. Especially when you wear those tight riding pants. Unfortunately,
I hate horses, which is a bit of a problem. I wanted something to replicate the
experience without all the disadvantages of an actual horse.”
She
attached the chain of my collar to a hook, keeping me in place as she turned
towards something that looked like a control panel. Like I could actually go
anywhere...
“But
then I figured: why settle for just the stimulation of a mere horse ride when I
can take it to the next level?” She pushed a button, and something inside the
device came to life. From the saddle of the rocking horse two things suddenly
appeared. A pair of dildos now pointed upwards from the saddle. My mouth would
have been agape if it wasn't already gagged.
“As
you can see, it was made for me, but...” She pushed another button. The forward
dildo retracted into the saddle again. The other one still stood firmly erect.
“...I figured that my lovely guest should have the honour of 'riding her in',
so to speak.” Her smile was from ear to ear.
I
must have backed away in dismay, as suddenly my leash was taut. Mistress
started unbuckling the straps and shackles on the horse. “I've added these
features just for you,” she said with a grin as she undid a solid metal cuff.
It snapped open with a short click loud enough to make me wince.
“There
we go,” she said as she opened the last bond. She unhooked my leash and started
pulling. “Come here, Cheryl. Let's get you strapped in.”
“Noff!
Nohpfh!” I muttered as I shook my head. I tugged at the handcuff that still
bound my hands behind my back. Using what little traction my heels gave me, I
pulled on my leash. With whatever energy I had left, I resisted.
Which
was pathetically insufficient, and Mistress just grinned as she slowly but
inexorably pulled me towards the saddle. “Don't be silly, my dear. Sissies just
love a little pony ride. Especially if the pony rides her.” She pushed a button
on the control panel, and the remaining phallus started to hum as it began to
vibrate.
I
squirmed and struggled against my leash, but Mistress effortlessly placed me
next to the saddle. “There's a good girl. Now, raise your foot. Put your leg
over the saddle.”
I
grunted as I cursed into my gag, tugging my leash. Mistress slapped me in my
face.
“Cheryl!
Behave!” She yelled at me, her sharp tone more vicious than her slap. Confused,
tired and downhearted, I gave up my resistance. But not fast enough to Mistress
liking. She slapped me again. “Raise your foot, sissy. Now!” she yelled in my
face. I obeyed.
Unexpectedly,
she cuffed me around the ears. Confused and scared, I felt tears in my eyes.
“Oh for goodness' sake...” I heard Mistress say. “The other foot, stupid
girl!”
Balancing
precariously on one high-heeled shoe, I raised my right foot and put it over
the saddle. The 'horse' was close to the ground (it was only a fancy torso with
no legs) and I cleared it easily.
“Good.
Put your foot down on the other side. That's it. Well done.” Mistress spoke. I
stood there astride over the horse, the saddle directly below me and the
phallus pointing straight at me.
“Now
sit down. Don't worry, my dear. I'll make it more comfortable.” She turned to
the control panel, and the dildo slid back into its resting place inside the
contraption.
I
was still reluctant, and mistress put her hands on my shoulders to urge me
down. I rested my behind on the saddle.
“Put
your feet in the stirrups, Cheryl.” I obeyed and placed my high heels in the
metal frames, with the sole of the forefoot and the heel on opposite sides of
the short metal bar. “Good girl. Now hold still.”
Mistress
walked over to the side, and snapped the metal cuff shut around my ankle. Then
repeated the process with the other foot. I could hardly move them.
With
my feet secured, she turned to the wide leather straps at my thighs. She
wrapped them around my legs and buckled them, fixing me in my sitting position.
I
mumbled in surprise as she undid my handcuffs, but she did not let go of my wrists
as she moved it in front of me. With her free hand she picked up the reins of
the horse. They were made of leather, and so were the thick cuffs attached to
them. She wrapped one around my wrist and with a metallic click closed the
locking mechanism. My other hand was next.
Mistress
looked at her handiwork, but didn't seem satisfied. She opened a clasp on the
reins and started to tighten them, pulling my hands forward in the process
until my arms were almost stretched.
She
stepped back and gave me a good look. Her smile betraying her satisfaction. I
must have been quite a sight, a girl in a pink dress sitting astride on some
toy horse holding its reins. My gag and the consternation in my eyes must have
been the icing on the cake.
“Why,
don't you look positively adorable!” Mistress said elated. “Little sissy all
ready for her horsey ride. Well, let's make it a ride you'll never forget.”
She
pushed a button and I moaned in dismay as something beneath me started to move.
It could mean only one thing, and sure enough I felt something sharp prod me
between the ass cheeks.
I
moaned as it pushed upwards. I still had some clearance around my thighs, and I
pushed myself up. The dildo stopped moving, but kept pressing on my little
hole. I squatted precariously over the saddle, the thigh straps not allowing me
to stand upright. At least I managed to prevent the phallus from going in.
Mistress
sniggered as she saw me struggle. “Oh no, no, no, silly girl. You need to sit
down to enjoy a horse ride. Here, let me help you...” She put her hands on my
shoulders and put her weight on me.
I
moaned and grunted as she forced me down, the dildo moving up in my rear.
“Relax, my dear. Let the horse do the work,” she said as she put more weight on
my shoulders. She suddenly twisted my nipple, and pain shot through my chest. I
lost my focus and whatever grip I still had. I fell the final inch on the
saddle.
“Humpfh!”
I grunted as the dildo pushed deep and hard into me.
“There
you go,” Mistress said wickedly. “Now let me make sure you don't fall off...”
She tightened the leather straps around my legs, then let go. I tried to force
myself upward, but I could not get high enough to get myself of the penetrator
in my behind. Defeated, I slumped back onto the saddle.
“Looks
like you are ready,” Mistress said with a smile as she pushed buttons on the
control panel “I'm almost done too... Yes, that should do it. Well, here
goes...”
Her
finger went to a big red button on the control panel, but stopped just above
it. Her face stood pensive.
“I
really shouldn't. It was not made for two people... But what the heck! One time
won't break it, right?” She walked over to the horse and sat down right behind
me, astride on the rear of the mechanical horse. She put her arms firmly around
my waist, then kissed me in the nape of the neck.
“You
comfy, sweetcheeks?” She asked me teasingly. I just grunted. “Good to hear. I
certainly am. Let's begin.”
With
her one hand she reached over to the control panel, and pushed the red button.
Nothing
happened.
My
heart jumped a little. I was horrified about my position as it was, and
whatever this contraption was supposed to do, I was glad it didn't work. And
purely out of spite, I rejoiced in Mistress' surprised disappointment.
“What
the...?,” she said with annoyance. “Did we break it already? What a piece of
crap!” I had to suppress a snigger.
Then
an engine came to life. A vibration ran through the horse and an electric motor
started to work. The horse began to move upward. I squealed in shock and fright.
“Ah,
that's it. Hold tight, honey,” Mistress said, now elated. “Here we go!”
We
had risen over two feet before the actuators had decided we were high enough. I
looked around in fright, my dazed mind unable or unwilling to grasp what I was
caught up in.
Then
the horse started slightly rock and vibrate.
“Teehee.
Do you feel that? That's exactly like the walk of a horse.” Mistress said with
amusement.
I
felt something, all right. In my behind mostly. But not any specific gait of a
horse.
The
rocking and vibration increased. “That is a trot,” Mistress said helpfully.
I
moaned in my gag. The rocking of the horse was bad enough, but the dildo had
started to vibrate as well.
The
tempo increased further. The horse started tilting forward and backwards rapidly.
“This is a canter, when a horse has three legs in the air and one on the
ground.”
I
didn't listen to her. I was preoccupied with trying to stand up, as the
penetrator had begun to move up and down. I desperately wanted to get off, but
my bonds kept me firmly in place.
Then
the horse started to gallop. It rocked up and down as the horse ran at full
tilt and took me along for the ride, airtime interspersed by shocks as
imaginary hooves touched the ground. The movement of the phallus matched its
pace.
Mistress
was laughing like a little girl. A strange sound coming from someone who
usually was so stern, mean and domineering. I heard her gasp as well. I guess
she wasn't kidding about women and horse riding.
The
horse tilted left, then turned right as if evading some unseen obstacle. “Whee!,”
Mistress shouted.
I
breathed heavily as the dildo went up and down inside me, its vibrations
causing shivers down my spine. The rocking of the horse moved the penetrator in
unexpected ways, causing discomfort and delight in equal measure.
I
squealed as the horse jumped over something, and I groaned as the dildo pushed
in deeper as we landed. “Yeehaa!” Mistress called out with elation.
The
horse went into a steady and rhythmic trot, and I felt the saddle shiver and
vibrate. I felt it in my groin. The front of the saddle touched my clitty and
sissy-bells. It was true, I was excited.
The
horse sped up again. Behind me Mistress laughed while I moaned into my gag.
The
ride got rougher and the horse began to twist and turn.
“Whoa!
It is starting to buck. Hold tight, Cheryl,” Mistress called out.
Strapped
down as I was, I wouldn't fall off, but Mistress had to hold on tight. Her arms
held me like a vice. She didn't seem to mind though.
“Whoohoo!
Ride her, cowboy!” I heard behind me.
My
mind was elsewhere though. The penetrator had started moving faster than ever.
I mumbled in my gag, uttering words of both shame and ecstasy.
Up
and down and round and round the horse went. Mistress now held me one hand
holding the other one high, like a rodeo star. I just pulled my bonds in some
vain effort to get off.
“Relax,
dear.” Mistress said. “Enjoy it. Here, let me help.”
With
her free hand she reached around me and under my skirt. Her fingers found my
hard clitty. As the horse pranced and bucked, her hand teased my sissy-parts. I
could feel her fingers touch and stroke up and down the shaft.
The
horse now moved faster than ever, and I was sure Mistress would be thrown off.
But she remained seated, one hand around my waist, the other touching my clitty
faster and faster. Just as the horse pranced, rearing itself high, I came. With
a gasp, a moan and a shudder, I orgasmed.
As
on cue, the horse slowed down and came to a complete stop. I gasped from my
climax, while the device lowered itself to its starting position. I was still
breathing unsteadily as Mistress stepped off the back of the horse.
For
a while I was surrounded by bliss. But eventually that euphoria faded and I
noticed the sticky wetness between my legs, and my behind felt very sore. I
really wanted to get off that darned horse. Still gagged, I tried to plead with
my eyes for Mistress to untie me. She smiled in response.
“Well,
that was fun. Want to go at it again?”
I
shook my head. No, please no.
“I
thought as much.” She grinned as she pushed the red button again. I squealed as
the horse rose up and started to move around. The penetrator started pumping as
well.
“It's
not fair you should have all the fun,” Mistress called out from the side. “Let
me join in too.” She picked up a wicked bull whip, which she uncoiled around
her.
The
turning of the horse took her out of my field of vision, but a sudden sharp
crack next to me made me groan with fright.
“This
will do just fine,” Mistress said as the horse turned me towards her again. The
leather of the whip was curling around her like a living serpent.
The
horse pointed its behind towards Mistress. A sharp sting went through my left
thigh, making me grunt and moan. Another one hit my behind.
“Woohoo!
Ride her, horsey!” Mistress called out as the stings of the whip and the
movement of the horse and dildo started to encompass my entire existence.
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