Repayment
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Repayment free porn video
"Repayment"
"Come on it'll be fun!" Cassie insisted as we stood in her bedroom. "Just
let me tie you up just a little. You aren't afraid are you?" she said.
It was a bit embarrassing climbing onto her bed, being totally shaved and
wearing her pink satin panties along with a garterbelt and a pair of
glossy sheer nylon stockings but in knowing I would be getting all the
fantastic sex I could handle later I went along with her all to her
delight. She was a fantastic mistress and was very addictive but I
wondered what she would say when I couldn't pay for tonight's session
either? I was already on the hook for about three grand with her and
promised that this evening I would have all her money but I didn't. I
figured I could talk my way out of it one more time and then pay her back
in full later.
She had me lay chest down facing the foot of the bed as she climbed
aboard holding several pairs of sheer nylon stockings. She quickly tied
my ankles together then sitting astride my back she quickly folded my
wrists behind me and began tying and cinching them down as she tugged on
the nylon stockings then cinched them tight in a sturdy knot.
"Ow! You don't have to tie me so tight do you!?" I said feeling the
tightness in my wrists as I struggled.
"I thought you liked nylon stockings?!" And added, "Well, we don't want
you getting away now do we sweetie?"
She giggled as she went to the chair near the dresser and picked up my
trousers then took out my wallet. She rummaged around and found one
single twenty dollar bill, money for a couple drinks and a couple burgers
after this nights session.
"You bastard! You promised me the whole three grand you owe me tonight!
Not including the thousand for tonight!" she said as she tossed the
billfold down on the trousers lying crumpled on the chair then left the
feminized boudoir that was her bedroom. A moment later she returned with
her friend Pam.
"The jerk was going to stiff us again tonight!" Cassie said angrily. "Can
you believe that?" she said. "What should we do now?" she continued as
both ladies moved around the room watching me struggle with tied wrists
and ankles on the big king sized bed, totally shaved, perfumed, feminized
and in Cassie's frilly satin panties.
"Well," Pam said as she looked me over. "Since he was going to 'stiff'
us, maybe we should 'stiff' him! See how he likes it."
Both ladies looked on at me with vengeful, manipulative and almost
sadistic smiles as I started to squirm once again, Then I got worried.
"Okay, alright. A deal's a deal. You let me go and I got a little money
in my savings but you'll have to wait a week or so because to raise all
the money I'll have to sell my motorcycle and some other stuff. How about
it huh? You've made your point. Come on, the circulation is starting to
cut off the feeling in my wrists!" I grunted as I struggled waiting for
the deal. I pleaded and this time I meant every word and would have paid
them back, every penny! But now I began to think it might be too late.
"So," Cassie said in thought, "stiff him, hummm?" After a moment of
silence she turned to Pam and beamed a sadistic smile.
"Ladies night?" Pam giggled.
Cassie smiled then became excited. "Yeah, that should work. Ladies night!
You take care of the phone calls while I get our little 'man' here all
ready!"
Pam quickly left the upstairs bedroom while Cassie moved to the dresser,
opened the bottom door and began rummaging. She then took out what looked
like a black rubber bag!
"What the fuck is that!?" I said squirming as she approached the bed then
watched as she started unlacing the black silk laces at the eyelets
running up the back of the hood then unzipped it. She then turned the
mask inside out as the shiny steel roller buckles and straps dangled
clinking from the neck of the open, wide leather collar. I then noticed
the thick rubber stub affixed to the inside mouth of the mask.
"Open up," she giggled as she approached.
"No! I'm not putting that thing on! Get away!" I hollered.
She held the mask to my face and rubbed the stub against my lips and
clenched teeth but I wouldn't comply.
"Little sweetie doesn't want to play?" she said as she then called into
the living room. "Pam! Come in here and give me a hand with sissy boy
here will you!?"
Pam soon arrived. "Help me get this hood on him, little sissy here is
being difficult!" Cassie said as she climbed back onto the bed then sat
straddling my back painfully pinning my already cinched and bound arms
down!
"Ow! That hurts!" I yelped. "Alright, you got my attention, alright. I'll
get your money okay?" I said once again.
But Cassie only said, "Too late!" as she handed the black latex bag to
Pam.
"Come on, open up for mommy!" Pam said as she held the bag like
contraption inside out poking and working away at my clenched mouth with
the black latex stub. "Time to pay for the dance sweetie," she said
giggling as I struggled and grunted with clenched jaw as she pressed the
latex stub and ground it against my lips. "Hold him, hold his head," she
told Cassie as she continued.
"This isn't fun anymore, you're hurting my lips! Let me go!" I said
gasping and grimacing as Pam continued trying to steer the rubber plug
into my mouth.
"Who said this wasn't fun? I'm having lots of fun, aren't you Pam?"
Cassie said as Pam continued pushing the plug to my lips.
"Le...let me go!" I grimaced but then suddenly felt my hair being sharply
pulled backwards. The pain caught me off guard and by surprise as she
jerked tightly once again!
"Unnnggggg, ow, OW!" I yelled with an open mouth, which was just what
they were waiting for! I struggled and felt my gartered and nyloned legs
swish frictionlessly on the satin sheets as Cassie pulled my hair tight
and held my head while Pam quickly forced the plug into my mouth.
"Argggghhh! Unnnngghhh! Gak, Mmmmmff!" I hollered as she pushed it all
the way in! Then I felt the gag as I tried to holler another protest,
"Mmmff, mmff!"
"Got him!" Pam said as Cassie quickly pulled the bag like contraption
over my face.
Pam worked the nose tubes deep into my nostrils holding them wide as
Cassie pulled the heavy black latex hood over my head. With Pam now
holding my chin and face from the front I heard the sharp sound of the
heavy zipper as Cassie quickly yanked and pulled it down sealing my head
inside. I heard them giggle! The hood was still loose but then I could
feel Cassie pulling my head back tightly feeling the laces at the back of
the hood begin cinching as she began lacing the hood tight to my head!
"Thanks so much darling, I can handle him from here now, you go see to
the guests," Cassie said to Pam as she continued lacing me into the hood.
I could smell the heavy scent of the black latex. The rubber slid and
squeaked as it tightened to my face as Cassie laced the mask tighter. I
could see through the clear rubber eye holes and into the dresser mirror
to see Cassie taking great enjoyment as I struggled.
"Struggle for me sissy," she said excitedly. "It's so much more exciting
when you struggle," she said nearly gasping with excitement as she
cinched the laces off and tied them tightly at the base of the mask at
the back of my neck.
"Mmmppphhh!" I grumbled and twitched as I struggled then heard her fumble
with the thick black leather collar. She wrapped the wide stiff collar
around my neck and then began buckling the straps tightly! She then
reached around and took the tube and bulb arrangement dangling from my
mouth piece then began squeezing and pumping it up. I felt air being
pumped into the little stub bulb wedged into my mouth! I struggled
further and began to panic as the inflatable gag began filling my mouth.
"Don't struggle, it will only make things tougher, we just need to make
sure that you're all nice and quiet," she said as she pumped the little
black ball and watched with satisfaction as my cheeks began filling with
air as the black bulb filled my mouth!
"Mmmmmphhh!" I struggled as she kept on still sitting astride my back
holding me down as she pumping me tighter and tighter! "Mmmmphhh!
Mmmphhh!" I yelled as the gag got bigger and I became more and more
silent! "Mmmmmmff, mmmm." I moved and struggled feeling my cheeks bulging
in the latex mask until finally I took a panicked gasp of air through the
nose tubes and tried to scream as I writhed but I only heard a short
"Mmmff" and then a silent "Glub, mmf, glub!"
"There! Now that wasn't so bad now was it sissy boy?" she said as she
giggled then unscrewed the pump and hose device then covered the steel
inflation stem with a black rubber cap like she had been inflating a
tire! She then took the pump away. "Much better!" she giggled.
"Glub." I looked at her as I twitched on the bed. My bulging eyes glaring
through the clear rubber eye holes as I "glubbed" silently again watching
her at the dresser rummaging again and looking back at me every now and
then and giggle at my appearance! My head now encased in the tight latex
hood bobbled as I twitched laying face down on the bed cinched tight with
her nylon stockings while my head shined like a black silent knob! Pam
then returned to the bedroom.
"You'd better help me, he might be trouble when I untie him. Help me hold
him while I get him into those leather wrist and ankle straps," Cassie
said as she began untying the nylon stockings that were holding me.
"Mmmff," I gasped but heard nothing as I "glubbed" and they struggled
with me and tried forcing me onto my back. I got loose then yanked at the
straps around the back of my neck fighting to undo the sturdy buckles and
the tight laces to try and pull off the tight gleaming black mask.
"Oh no you don't!" Cassie said as she pulled my hand away using both her
arms. Both ladies forced me over on my back on the bed and then laid over
me holding me down. As Cassie struggled with my outstretched arm I heard
the sound of the wrist strap chain that was anchored to the headboard
being pulled up.
"Get his arm!" Pam hollered out as I kicked and twisted still "Glubbing"
wild eyed in the mask. Cassie pulled my right arm, wrenching it out as
she quickly wrapped the fleece lined black leather cuff around my wrist.
"There, hold him!" she said as I heard the sturdy buckle and then felt
the strap being cinched tightly around my wrist! They were soon pulling
my left arm out spread eagling me on the bed. Pam held my arm as Madge
then quickly buckled and cinched the second strap in place.
I then tried kicking my nyloned and gartered legs but they soon managed
to grab hold of each of my ankles and then one at a time I was cinched
into another of the sturdy, black leather restraining cuffs! Until
finally all I could do was struggle, spread eagled on the pink satin
comforter of Cassie's large four poster bed! She took out what appeared
to be an extra wide black leather belt from the dresser, then worked it
under my mid section. She was soon wrapping it around my waist and
buckling me tightly into it. I could then feel her hook up the leather
straps that were anchored to the sides of the sturdy bed frame and felt
her cinch them down tight.
I could still move my arms and legs a bit as I struggled silently on the
bed but Cassie soon put a stop to that. She moved to the foot of the bed
and activated a foot peddle. This was a "full service" establishment set
up to provide a wide variety of fetish scenarios far more in depth than
the games that Cassie and I usually played and now I was finding that
out. I heard a loud "swish" and then a "click-click-click" as the wrist
and ankle straps slid through some type of adjusting mechanism under the
bed then felt the chains pull as my arms and legs were quickly yanked
tight! She worked the straps tighter still until the leather creaked and
I was cinched tight, spread eagled and motionless!
She then brought over a strapped large flesh colored latex dildo complete
with a large and dangling latex ball sack! I tried to struggle yanking
and twisting my head from side to side but Pam quickly held my head.
"You know, we get all types in here tough guy," Cassie said. "If you
don't calm down I might just strap this on then pull down those pretty
panties of yours and really give you a good working over, would you like
that!?"
Pam giggled then added, "He probably would!"
I think it was the shock of the idea that calmed me down but her ploy had
worked. She then started working the black straps around my head,
affixing and centering the dildo over my gagged mouth! As Pam held my
head Cassie strapped and buckled the harness around my head and under my
chin until the dildo was tight and thrust out, jiggling and bobbing from
my mouth in realistic fashion!
"There, now you're a real 'dick-head'!" Cassie laughed as she finished.
Then she took out a length of narrow but sturdy, braided white cord that
looked like drapery cord! She then returned to the bed and pulled the
front of the gleaming pink satin panties down to expose my shaved and
hairless package!
"Mmmmm, so nice and pretty. Are you excited sissy? Hummm?" she giggled as
she gently worked my flaccid member until it started becoming erect and
kept up in practiced fashion until I was throbbing. And once it was out
of the way she went to work on my dangling and hairless ball sack! She
took the length of the white braided cord and carefully wrapped it around
the base of the scrotum where she tied it securely off with a slip knot
arrangement. She then began wrapping the length of cord around and around
the sack until it became distended and then fed another length of the
cord under the wraps and down in the front. She then threaded several
more length through and then after tugging more scrotal skin down began
wrapping the cord between my testicles, separating them!
"So, you like to fuck, hummm sweetie?" Cassie said as she then looked to
Pam. "There's nearly a dozen ladies in the living room already, I'm not
sure how many more will come," Pam informed her as Cassie smiled and
continued working the cord between my distended testicles. "Mmmmm!" she
giggled. "Little sissy pants here just might set a record tonight!" she
said with another giggle. "I guess we'll see just how much he likes girls
won't we?" she said as she then started laughing again at my predicament.
She then started adjusting the length of cords and I felt my ball sack
tighten and then distend further still. She then worked the laces between
my balls tighter causing them to spread wider and wider forcing the
scrotal skin tight as the cord sunk in, stretching my sack and separating
my balls until they looked like two, tight reddish purple lollipops!
"Have them come in now," Cassie said as she finished and then began
stroking my manhood yet again. "Yesssss, feels sooooo good doesn't it
sweetie? Now let Cassie work you, I want you to show me how big and hard
you can get. Yes, get nice and hard for Cassie!" she said as she worked
and stroked, teasing me to a full and throbbing erection! "Don't you come
now!" she said. "Such a good sissy boy!" she continued with almost
complimenting satisfaction as she then reached into the night stand
drawer and brought out a metal contraption and fitted it over my
throbbing erection.
"You just relax now sweetie," Cassie said as she positioned the
contraption over my manhood. I strained as I lifted my latex encased head
up to look through the clear rubber eye holes and past that jiggling
protruding dildo that jutted and bobbed and dangled from my face to watch
her carefully fitting the metal contraption down around me until it was
tight against the root of my erection. "Don't move now," she said holding
the pliers-like contraption open, working it down tight and centering it
as she held it open. And then she pushed a metal ring down and gave the
pliers a click!
I heard a "snap" and felt a tightness I had never felt before as she
giggled and quickly took the pliers contraption away. "You can try to
come now sweetie," she giggled. "But I don't think you'll be able to!"
she said as she set the contraption back in the night stand drawer.
I struggled to get loose but it was no hope as I writhed and strained
craning my bobbing hooded head to see what she had done. And then I
noticed the bright green rubber band tightly affixed to the base of my
manhood! It was blindingly tight and about a half inch wide. I wiggled
and struggled glubbing into the mask and was stuck and now firmly
prepared for Cassie's plans!
"I got that at the farm store sweetie. It's one of those banding machines
they use on sheep!" she giggled. "You put a band around their nuts and in
a couple weeks they simply fall off!"
I gasped and struggled more causing her to giggle at my concern. "But
don't you worry sweetie. I've done this several times, you'll be fine if
you just relax. It's just that you'll be having to service so many ladies
tonight that we can't have you coming halfway through the first one now
can we? Hummm?" she giggled. She then watched as my struggles increased
in intensity.
I wanted no part of it, it was all too much. I began yanking at the
straps and tossing my gagged and hooded head from side to side refusing
to participate in their plans. My gleaming black latex encased head
bobbled causing the large flesh colored dildo strapped to my mouth to
jiggle and bobble as well.
"Settle down you panty waist sissy! Settle down or you'll be sorry!" she
said as I continued my contortions. Finally she straddled me on the bed
and held me down. She then put her arm around my latex masked head and
after a bit of a struggle was soon laying beside me holding me tight.
"You're going to be nice and still, do you understand?" she said. "We've
got several ladies coming in tonight and you're not going to put up a
fuss. You're going to show them a nice and submissive time!" she said as
she looked past the clear rubber eye holes and into my wide glaring eyes.
She laid beside me still holding my head and laying one long leg over me
to keep me down on the bed and waited for me to take a couple breaths
then on the third one she pressed her fingers tightly to the nose hole
tubes that were inserted into my nostrils and sealed them off!
Strapped into the heavy latex hood I found myself caught off guard! I
"Mmmmphhed" and "glubbed" into the inflated gag to no avail then tried to
breathe through my nose but the airtight hood was completely sealed over
my head! The latex of the hood squeaked as I strained to move my head and
fought to drag in air through my nose but it only caused the latex hood
to suck even tighter against my face!
Cassie simply laid there quietly holding one arm around my head while she
waited for the panic to set in. And it didn't take long. My lungs began
to burn for air, I could hear my heart pounding and hear my ears starting
to ring! I wrenched and yanked at the straps as I fought to escape. She
said nothing as I continued to writhe and thrash with all my might as she
administered her punishment.
"Stop fighting me! Stop fighting me sissy boy!" I heard her say as she
held me tight. "Relax! Relax and stay still and I will let you breathe
again," she said.
I struggled further but it was no use. I then forced myself to fight the
panic sensation and then do as I was told and lay still. The two or three
seconds felt like an hour as she held me there to finish making her
point.
"Good little sissy," she said as she took her fingers away and got up
from the bed. I fell back motionless and weak and didn't move because I
was concentrating on breathing once again. "Now you just stay still and
we won't have anymore trouble tonight will we?" she finished as she
looked me over.
I shook my shiny black knob of a head in the affirmative as the large
flesh colored dildo dangled and bounced still breathing deeply through
the nose holes as Cassie said "Good" and then moved to her dresser to
smooth her hair and dress. Pam returned and opened the door to Cassie's
feminine boudoir and several ladies followed her inside. They all looked
on to me now motionless and very compliant on the bed!
Nearly a dozen beautiful ladies entered the bedroom. And while several
took their seats I watched as three of them began undressing. They slid
out of their high heels. I heard the rustling sound and the nylon swish
of the feminine clothing and the sound of zippers on the skirts and
dresses as the ladies began undressing. I could smell the different
mixture of perfumes that now hung in the air. The three ladies stripped
to various stages of lingerie then quickly climbed onto the bed and
watched as the first one straddled me.
The lady took my throbbing member then began rubbing her slit with the
large reddish-purple head and cooed with satisfaction as she wiggled and
adjusted down onto it until she settled down and speared herself letting
the full length of my throbbing erection slide into her already
lubricated cleft until she was pressing and grinding herself against my
hips. She then started humping, working herself into a rhythm as she
began to ride me. The other two ladies became excited watching until
finally one said, "I can't wait any longer!" She then looked to the large
flesh colored dildo that jiggled and bobbed in the air strapped across my
mouth!
I "mmpphhhed" as I bobbed and flailed my head in surprise but she held me
tight. I watched her breasts jiggling in her brassiere as she gathered
her full slip and straddled my face. She spread her legs then spread the
crotch of her white panty girdle open and started working the dildo
affixed to my face and mouth against her. I then heard her moan as I
watched and felt her settle on my face and work the large dildo inside of
her. I struggled pulling at the creaking wrist and ankle straps and heard
the laughter of the other ladies as they looked on while the lady
straddling my face issued another breathy moan as I felt her weight and
she settled down and wiggled until she was sitting tightly on my face,
her slip totally covering my head as she wriggled and then began humping,
riding up and down on my face!
I heard the girl working my manhood moan and felt her vagina twitching
against me, clasping onto me as she shuddered! I felt the sensation then
bucked my hips to hump her and felt the building orgasm then felt a
single twitch that went nowhere! My cinched nuts and my cock banded at
the base would allow no orgasm and no subsidence of my now impossibly
large and throbbing erection! The girl sitting on my face continued
humping and working herself wildly against my face to a giddy, breathless
orgasm as well. I felt the girl on my face settle down and grind, holding
my head as she then shuddered to orgasm as her slick juice trickled down
my bulging inflated cheeks! The lady impaled on my manhood pulled off and
the third lady then straddled me!
Once satisfied, the lady on my face stopped. I heard the large dildo
"plop" as I watched it pull out of her tight pouty vagina as she
dismounted my face and put the split crotch of her panty girdle back in
place. She swished her slip down then got off the bed and got dressed,
fluffed her hair, checked her makeup and then after paying Cassie she
gathered her purse and left the room silently. Meanwhile more ladies were
lining up. Some paid Cassie in advance while others undressed and still
more were climbing onto the bed to have their way! And all the while
Cassie sat in her chair collecting and counting her money while the pile
of cash grew.
More women entered and began undressing and chatting until it looked like
a grown up version of a girls slumber party. While they paid little real
attention to the living fuck doll that was now firmly strapped to the bed
dressed in pink satin panties, garterbelt and sheer garter hose then
gagged and hooded so I wouldn't complain! I fucked three, maybe four more
ladies, I couldn't tell as the night went on because when one or more of
the ladies in line couldn't wait they would decide to ride the dildo
instead and I would spend the next several minutes trapped under the
woman's skirt as she pulled it over my head, cinching and pulling her
slip and skirt tight with both hands using the material to pull and grind
me against them as they bounced, wiggled and humped my face! Then still
more women entered!
I felt more ladies climbing onto the bed and felt the weight as some of
them straddled my shaven and hosed legs and stomach and chest! I could
feel one of the ladies undressed rubbing her slit on my thigh and felt
the slick wetness become cool as my wet thigh became exposed to the cool
room air! Once the lady humping me was finished she was quickly replaced
by another. And once again another satisfied lady released her gripping
thighs from my head and climbed off to pay Cassie and then get dressed
and leave. And then another lady quickly straddled my face!
They worked, wiggled and bounced as they rode me while still more ladies
rubbed off on my legs and chest and then I began feeling something
strange as they began using my upturned toes to stimulate themselves! I
was encompassed in women, hot wet, throbbing excited women now who were
using me as their fuck doll, their sissy boy toy as they had their way
with me! Until finally after I had been forced to satisfy twenty or more
women the crowd began to thin and I was on the verge of passing out!
Finally, the last lady paid Cassie and then left the room.
By then I was a twitching spent mass. Cassie counted her money then
neatly stacked it and put it in a box and then into her wall safe that
sat behind a picture of a bouquet of flowers. I was nearly incoherent
when she returned and began untying the cord that had been cinched around
my scrotum pulling it tight. She took the cord away when she was done
then took what looked like a scalpel from the night stand drawer! She
then climbed onto the bed and began working on my swollen and abused
manhood.
"Mmmfffff!" I gasped as she came near with the razor blade cutting
device.
"Now, don't move! I have to get that band off and don't want to hurt you
but I will tell you that it will sting a bit when your sensation and your
circulation returns. Consider it part of the payback," she said as she
carefully began cutting the tight green band that had been cinched around
the base of my manhood. I felt her carefully start cutting it away and
felt it loosen somewhat then felt it snap loudly as it finally came off.
I felt the intense pain as my circulation quickly returned followed by a
massive ejaculation which sent my entire body into a jerking writhing
spasm as I erupted like a squirting, spurting fountain all over my chest
as my twitching manhood spent itself! She took the blade and the cut band
away tossing them then began unbuckling my ankle and wrist cuffs! After
sitting me up she let the air out of the inflatable gag then undid the
buckles at the stiff collar in the back and finally pulled the
contraption off of my head.
Cassie put everything away while I struggled back to my senses. I
stripped off the pink, lace trimmed satin panties, the garterbelt and the
nylons she had put me in then crawled off the bed and stumbled over and
found and put on my trousers and shirt. I was regaining some strength but
being exhausted and with my sore manhood now thoroughly worked over and
throbbing I was still too weak and too sore to put up a fight. I was just
tying my shoes when I heard the click of the hammer of a gun being drawn
back.
"I made $5000 dollars off you tonight sweetie," she said with
satisfaction. "I guess I'll just, keep the change for my trouble, do you
mind?" she said with a satisfied chuckle and a smile as I finished
fumbling lacing my shoes and weakly grabbed my jacket off the back of the
chair in humiliation. I looked back at the snub nosed gun she held still
pointing it at me. "Pam's been calling around to let everybody know
you're a deadbeat. You're finished around here and won't even be able to
get a hand job now! But consider yourself lucky it didn't go worse than
it did. You know your way out. Don't come back!"
Mei
- 18.04.2022
- 19
- 0
