Fantasy Sugar Daddy To Reality Sugar Daddy
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Fantasy To Reality Part 3 free porn video
Online play to sissy life.
Part 3
I received a response to my essay the following Tuesday in the form of a
telephone call from Mistress who told me that she was very happy with my
essay and the tasks that I had completed. She told me that she wanted to
take it to the next level where I would amuse her directly rather than
from afar. As I had nothing planned for the upcoming weekend she told me
that I should make myself available for her amusement. On Friday morning
she phoned me and told me that at four o'clock I should be waiting in my
car in a parking lot in Southampton. She explained the parking lot and
where in the parking lot I was to park. Once there I was to wait for her.
I was very nervous but extremely excited at the same time. Friday
afternoon at four o'clock I was parked where I'd been told. I waited in
the car. I judged every woman that approached, some of them were
extremely attractive and my cock sprang to life at the thought that I
would be serving someone looking like them, others were ugly and I hoped
they were not my Mistress. At fifteen minutes past four a woman, younger
than myself, in fact I guessed she was in her early twenties (I'm in my
fourties), good looking, opened the drivers door of my car.
"Are you my sissy?" she asked in a confident voice.
When I replied that I was she told me to get into the backseat of the
car. She explained that if I went ahead with this that she would be the
boss that weekend, that it was her amusement that was most important, and
her wishes and desires that would be catered for, not mine. She assured
me that it would all be safe. In fact she told me that I would have a
safe phrase "I am not a sissy'. If I said that phrase that would be the
end of the session and I'd be left alone from that point on.
I agreed to all of this. She smiled. Because she didn't want me knowing
where she lived she made me get down into the footwell between the front
and rear seats and then leant over and blindfolded me with a scarf. She
then made me undo my jeans and pull them down to my knees. I was wearing
a pair of white, lace panties. Kneeling as I was between the seats my
panty encased ass was on view to her. She laughed and smacked my bum
before starting the car.
When she stopped the car she told me to stay where I was, she got out the
car and I heard a garage door opening before she returned and drove in.
Again she told me to stay before getting out the car and closing the
garage door.
"Okay sissy, get out the car now and take off the blindfold."
I removed the blindfold and got out the car. I looked round and saw that
I was standing in a double garage, a very tidy double garage with my car
being the only car there.
"Get undressed, I have some clothing specially for you to wear. Fold each
item of clothing very neatly before taking the next item off. Each item
must be placed on that shelf over there. Panties off last." she pointed
to an empty shelf as she spoke.
She stood watching me with a little grin on her face as I took my
clothing off, item by item, folding each item neatly and putting it on
the shelf before starting on the next item. I've never stripped in front
of a woman before while wearing womens clothing and it was in some ways
an unconmfortable experience. Not sure if she would mock or not I tried
to keep my panties hidden from view as I removed each item, but of course
I reached a point where I was naked except for the panties I was wearing.
They were on full view as I slowly and neatly folded my jeans. Finally I
was naked in front of her.
She made me stand still, hands on my head, feet about a foot apart. She
walked round me, tweaked a nipple, stroked my ass and flicked my erection
that was straining against the waistband of the panties. She smiled.
"I love it that there are men like you. You're close to twice my age and
yet I have complete and utter control over you. I don't need to fear you.
You would never think of raping me, in fact I could walk around naked in
front of you and all you'd want to do would be to wear my panties, kiss
my feet or lick my ass. You'd dream of being able to lick my pussy but
deep down inside you know that you're not worthy of such an honour. Men
like you make me very, very horny. You're my toy this weekend. If you're
a good toy and you amuse me then I'll let you amuse me other weekends.
Now, my sissy toy, let's start humiliating you. On that shelf, next to
your clothes is a box. Go fetch it and bring it back here."
The box was light. She had me stand in the center of the empty half of
the garage and then leant against the wall, looking at me with amusement.
"Now sissy. Let's not pretend that you have any masculine issues here.
You know that you're a sissy, you know that you want to do what I tell
you to, so please, no silly protests okay? Now tell me what you want to
do."
"Mistress, I want to do whatever amuses you. You are right, I am a sissy,
I would rather lick your dirty panies than put my horrible little penis
inside of you. I want you to humiliate and degrade me for your amusement.
I want to amuse you in whatever way you see fit."
It was amazing how I really and truly believed what I was saying, I meant
every word that I had said. There I was, standing naked in front of a
fully clothed young woman, about to be humiliated by her, and all I
wanted was for it to happen! I was a little surprised by the depth of my
desire and yet I was at ease with the situation as well.
She laughed. "That was very sincere sissy. Well let's get started. Get
dressed in your outfit for tonight."
I opened the box which turned out to be almost empty. There was a bra,
panties and pair of high-heeled strappy shoes. I put the bra on. It was
pink satin, size 32 D. I put it on back to front and did up the catch
before pulling it round my body so that the cups were at the front and
then lifting it so that the shoulder straps could go over my shoulders. I
did not adjust anything figuring that if Mistress wanted me to adjust
anythng she would tell me. The bra was too small and the straps dug into
my flesh especially under my armpits.
"I see you've done that before sissy. Okay, panties next. I bought them
especially for you, Please do admire them properly before you pull them
on."
I Looked at the panties. They were pink cotton. On the front, on the
right hand side, in white cursive print were the words "Pretty as a ..."
and when I turned them round, across the bum was written "Princess" with
a crown made out of diamante above, and at an angle over, the last s.
"Thank you Mistress. These are very cure panties, they're very girly,
really good for a sissy like me to wear."
I put them on. Next came the shoes. They were a size 9 and were a little
loose. I sat down to put them on and tightened the thin strap around my
ankle. I stood up with a little difficulty. The heel was narrow and I
wobbled as I tried to get my weight centered on them.
Mistress smiled. "Just what I was hoping for. You're like a little girl
trying on her mothers clothes, not used to wearing the high heeled shoes
and wobbling all over the place. Now walk in front of me, I want to watch
my latest toys ass in those sweet panties. I'll tell you where to go.
Mince for me sissy."
She directed me into the kitchen.
"Right my pathetic sissy, I want you to clean the kitchen, make yourself
at home, look into all the cupboards, get to know where everything is
stored. I want all the washing done and packed away, the counters cleaned
and the floor swept. Take as long as you want, but it better be a good
job. I'd hate to have punish my widdle sissy poo." she laughed as she
took my chin between her thumb and finger and squeezed gently.
I did the washing, dried and packed it away, swept the floor, washed all
the counters and wiped down the cooking surfaces. At times I got
engrossed in the cleaning, at other times I was acutely aware of how I
wobbled on the heels, how my feet and calves were starting to hurt, how
pathetic I looked and at those times my erection throbbed almost
painfully.
Finally I finished and called out, "Mistress, I've finisehed."
I waited anxiously. Had she heard me? Do I call out again? Would that
anger her if she had already heard my first call? I waited, unsure of
what to do. Finally I heard footsteps and Mistress entered the rom. I
almost came when I saw her. She was dressed in a pair of black, wet look
leggings and a white form fitting t-shirt that emphasised her breasts.
She was barefoot and I saw that her toenails were painted the same pink
colour as her fingernails.
She walked round the kitchen, running her finger along some surfaces,
opening cupboards. Finally she stood in front of me.
"Very good sissy. You'd make a good maid. Maybe I should get you to buy a
maids outfit for your next visit. Now, no messing on my hand and follow
me." She giggled as she wrapped her hand around my erection and started
leading me out the kitchen. Shit! To say that it was amazing would be a
huge understatement. I had to concentrate really hard not to cum. As we
both moved her hand moved against my erection, the elastic waistband of
the panties which was being pulled down my her hand rubbed across my ass
as I walked and the combination of feelings together with the sight of
her in those wet look leggings and the smell of her perfume all combined
to make me want to cum so badly.
I realised as we walked that what she had said earlier was true! I was
more in love with the thought of licking her body through the wet look
leggings so that I could smell and feel the lycra against me in addition
to smelling and feeling her wonderful body, than I was with the idea of
having sex with her. I was just as turned on by what she was wearing as I
was by her body. A true man would want to rip her clothes off and fuck
her.
She led me to the lounge, left me standing in the center and she sat
down.
"Do you like what I'm wearing sissy?"
"Oh yes Mistress."
"What do you like the most sissy?"
"Mistress, I love those leggings Mistress. I have a few pairs myself
Mistress and the material feels so sexy and smells really good Mistress.
Every time I see a girl in them Mistress I just want to sniff and lick
her body through the material."
"You really are pathetic aren't you. Anyway, that's why I like you so let
me not complain. Now sissy, I am going to give you the chance to feel my
leggings. You are going to fetch that slipper and those boots that you
see over there" she pointed to the shoes in the corner of the room "and
you're going to bring them here, you'll give me the slipper and then lay
across my lap, put the boots on the sofa by your face. I'm then going to
spank you. You will lick, suck and kiss the boots as I do. Rub your face
against them, do whatever you want, but I want you to worship those boots
like they're the sexiest, most erotic thing you've ever seen. Do you
understand me sissy?"
"I do mistress, thank you mistress."
"I must warn you that if you cum during the spanking there will be
trouble, lots of it."
"Yes Mistress I'll make sure I don't cum."
I obeyed her instructions and lay across her lap, the boots by my face. I
rested my face on them and breathed in their aroma. I could smell the
leather which was cool against my face. Mistress rested her one hand on
my pantied ass and started rubbing it quite firmly in small circles,
pressing down she moved my ass cheeks in circles. Of course the pressure
pushed through my bodu and pressed my erection tightly against her
thighs, and my body moved slightly as she rubbed my ass.
"You have a very sexy ass sissy. I did notice it when I had you running
round the common. I like a sexy ass, so we will be putting it to good
use."
I stopped kissing the boot I was currently worshipping. "Thank you
Mistress"
She raised her hand and bought it down with a stinging slap. It wasn't
very painful, in fact, I might even go so far as to say that it was quite
nice. She started rubbing her hand around my ass again. I carried on
licking and sucking at her boots which by now were slimy with my spit.
She rubbed her hand firmly between my ass cheeks, pressing the panties I
wore into my crack.
"mmmmm, a very sexy ass. I will make use of it later, maybe even tonight.
Are you a virgin sissy?"
My heart started pounding faster and I had to swallow a few times before
I managed to stutter that yes, I was a virgin. As I spoke she pressed a
finger tight against my asshole and wriggled it about. The cotton of my
panties pulled between my ass cheeks.
"I hope you keep your bum clean sissy. If there are any horrible dirty
stains in those panties I will have to punish you."
As she finished she started spanking me. She used her hand and spanked
all round my bum, I could feel my bum getting warm. I was lost in my own
world of delightful humiliation as I rubbed my face against her shoes,
licking them as hard and as lustily as I could. All the while she rubbed
or spanked my ass and my erection trapped between me and her lycra
covered leg ached for release.
My bliss was shattered by a sharp cracking sound that reached my ears at
about the same time as the sharp burning pain from my ass reached my
brain. I jerked up. She laughed "I see I've got your attention. Keep on
licking those boots."
What had been a sensual sort of pain as she had used her hand turned into
plain old pain as she paddled by ass, upper, inner and outer thighs with
the slipper. I started crying and begged her to stop, she just laughed
and told me to keep quiet. She pushed one hand between our bodies and her
legs shifted slightly as she spread them allowing her hand access between
her legs.
"Mmmmmmm, you see my sissy boy, this is why I like boys, and of course I
use the word boy lightly, like you. You make me hot! I just want to cum!"
She continued paddling me with the slipper as har hand between us started
moving quicker. I could feel that she was approaching orgasm because her
legs started moving and the arm between us was quite rough as it moved.
But she was in her own world of enjoyment and as she came she just
pounded at my ass with the slipper. I bit down on one of her boots, tears
running down my face, my erection long gone. With one last, extremely
painful slap of the slipper she came.
"Oh fuck! That was fucking fantastic! You should be proud of yourself
sissy, not many men, ooops, sissies, can make me cum like that. Go stand
in the corner." she pushed me off her knees.
I wobbled over to the corner on the heels where I followed her
instructions and stood facing the wall, my feet shoulder width apart and
my arms up, elbows straight out either side and my fingers intertwined
behind my head. I stood for a few minutes, my world centered on my
painful ass that seemed to throb and felt like it was generating enough
heat to heat up a medium sized house. I heard movement and the sound of a
camera behind me. More movement and I felt mistresses cool hands running
lightly over my throbbing ass. She pulled the panties that were imitating
a thong down to my knees before pulling them up again so that they were
held by my slightly spread legs with the waistband just below my ass.
"I like my sissies to have panties on them at all times but you have such
a sexy ass that I want to see it too. Stay like that until I tell you
otherwise. I have a reward for you." she reached a hand between my face
and the wall that I faced, from her hand dangled her panties. She held
them against the wall.
"Lean forward until your nose is resting against my panties and pressing
them to the wall."
I did as instructed, my nose prssed the warm, damp material of her
knickers against the wall, my nostrils filled with the aroma of her sex
with every breath that I took.
"Close you eyes and stay like that until I say otherwise. Concentrate on
my aroma as you breath. Feel the pain in your ass and think how you have
made me happy. You may, if you want, lick my panties as they hang there,
but let me warn you, if those panties slip out and fall, you will be
punished."
I have no idea how long I stood like that. It started getting
uncomfortable, my arms started aching, the pain in my toes and calves
from the shoes increased, I started sweating and some of that sweat ran
into my eyes. I did however lick at her panties and at one stage managed
to get them in my mouth and suck on them. Of course I realised I was
being pathetic but after a while I did start feeling proud of the pain in
my ass, I remembered how I had slobbered over her dirty boots as she
punished me and I thought of all the degrading things I had done
recently. And so I stood there, in some discomfrt but with the largest
erection I think I have ever had while Mistress watched T. She left the
room for a while. Even when she was gone I did as I had been told, I kept
my eyes closed, I kept her panties pressed to the wall and breathed in
her aroma and I licked at the panties trying to get every trace of her
taste into my mouth.
Mistress returned with a bowl of food and a bowl of water which she put
on the floor.
"Eat up sissy. It's nearly bedtime for you. "
I looked at the bowls which were plastic dogs bowls with "Sissy" printed
on them. I may not be the brightest person around but even I was not so
stupid as to miss the fact that I was obviously expected to eat out the
bowls like a dog. I managed to eat all the food, cottage pie, without
making too much mess. Drinking the water was more difficult. I tried
lapping it up but only succeeded in wetting my tongue. Finally I dipped
my lower face into it and sucked it up.
"Crawl after me sissy."
I did. The panties that had been left hanging just below my ass gradually
worked their way down my legs as I crawled and eventually past my knees.
I raised my ankles to try keep the panties from falling off which
increased the pain in my knees as now they were taking the weight of my
lower body. I followed Mistress into a small room just off the kitchen.
There was a large dogs cage containing a foam base, a pillow and a duvet.
In the corner of the room was a small cupboard.
"Lay on your back," Mistress instructed as she walked over to the
cupboard.
She returned with a disposable diaper and a large, pink, plastic panty.
She removed my shoes and cotton panties. She draped the cotton panties
over my head and then worked the disposable diaper up my legs followed
shortly by the plastic panties. The diaper was bulky between my legs.
"Now sissy, I know that I'm safe at night with you in the house. But, if
I was to leave you free in a room then I'd be worried about my panties
and shoes. You seem to have an unhealthy interest in womens soiled
panties and dirty shoes, don't you?"
I blushed. "I do mistress."
"Of course you do. So, get into that cage and get some sleep. If you need
the toilet then you have a diaper on, use it. Do not bother me. There is
a camera in the room," she pointed at a small camera in one corner of the
room, "and I will be watching you. I am recording everything, and I will
fast forward through the tape in the morning. I expect no jerking off
from you, do you understand me?"
"Yes mistress."
"Good. Now get a good nights rest. I will leave a night light on because
I know how sissies are scared of the dark." her laughter filled my ears
as she closed the cage door and snapped a padlock on it.
I plan to continue this story. Feel free to let me know what you think,
and any ideas you'd like incorporated. My email is
[email protected]
Elle
- 08.05.2022
- 16
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