Madge and Timmy Resistance is futile
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Madge And Timmy: Halloween Belle free porn video
Madge and Timmy:
'Halloween Belle'
loosely based on the 'Madge and Timmy' stories by A.W. (Anonymous Writer)
It has only been 5 months now since his estranged parents ugly divorce
and since Timmy landed into Madge's care on a permanent basis and there
was already not much of the boy left in our heroin. Tim's initial almost
violent protests against Madge's disturbing plans and ministrations had
virtually stopped or had been silenced by now. Madge commanding ways and
natural dominance had seen to that. Of course he was still pretending to
fight what was happening to him but he also knew that for as long as he
could remember he had actually secretly fantasized and dreamed about a
strangely exciting imaginary world where these haughty older ladies for
their sheer amusement, dressed him as an ultra feminine young miss in the
most exquisitely feminine girls clothes, corsets, nylon stockings and
impossibly high-heeled shoes and then, laughing at his ridiculous
pretensions to have any say in the matter, kept him in bondage and
submission as their delicate obedient sissyfied plaything. So if it had
already thrilled him with strange delightful emotions to imagine himself
all dressed up in the extravagant dresses, skirts and gowns of a very
fashionable young lady, undergoing punishments and humiliations and
dainty tortures at the hands of beautiful domineering women who were
totally deaf to his pleas and protestations, how much more thrilled and
excited could he necessarily be when Madge's appearance in his life made
his shamefull secret dreams come as true as they seemed to be now! He had
never had a chance...
And now, as some time has passed under our darling Madge's strict
supervision, young Tiffany-Tim almost seemed eager to fully embrace
dressing as a pretty little lady, doing his hair and make-up without even
having to be told, almost as to show off his now total compliance to
being the desireable delicate ultra feminine princess that Madge was
forcing him to become. It often feels like inside him there now is this
authorative inner voice that for some reason makes him accept and finally
even desire the strange and scary experiences his formidable guardian was
forcing upon him. The voice that seems to find an almost sadistic
pleasure in destroying all that is left of Timmy and it seems to fully
echo Madge's opinions and demands. It's of course also the delightful
silky feel of the clothes, the feminine fabrics, and how they feel when
he walks and moves about and how they constantly seem to caress his now
so sensitive body when he's wearing a particularly figurehugging slip or
dress . To feel how his garter straps pulled on his stocking tops, and
how tight the girdle is and how it molds him into an almost cartoonesque
ultra-feminine shape. And seeing the pretty nylons shine and how
slippery and silky they feel on his smooth legs and how he can hear their
loud swishy noises with each step as his smooth feminine legs rub against
each other. It is for a large part these intoxicating sensations that
gave Madge this power over him to begin with and she was exploiting this
weakness to the full as everything she now allowed him to wear was
exclusively made of delicate ultra-feminine materials like nylon, silk,
satin or taffeta.... Needless to say that anything that had even vaguely
resembled boys clothes had been banned completely. It was tight pencil
skirts, girdles, nylon stockings, pretty silk blouses and exquisite high-
heeled shoes all the way now. It wouldn't be long before Tim/Tiffany's
calf muscles would have adjusted so far he would hardly be able to walk
in anything but the highest of stiletto heels.
Madge had to be creative though to keep the momentum going so on top of
his already intense daily training ever so often she would add some
extra-curricular activities to keep poor Timmy on his toes and to exploit
his depraved little affectation to the full.
Sometimes these take the form of ellaborate dressing-up sessions in
deliciously outrageous or very restricting feminine costumes that tickle
his fetishist preferences.......
And sometimes she just likes to mess with our little lady's
impressionable mind. Like at night she'd have him all dressed up in his
sexiest silky babydoll nighty and his prettiest panties and Madge of
course immaculately done up looking irresistably menacing and
overpowering. The whole game is even more effective due to Timmy already
being bit drowsy from the pill she slipped into his champagne to make his
already feeble little mind even more susceptible to her delightful little
suggestions. She'd sit next to our pretty princess on his impossibly
femine bed in his now impossibly feminine and elegant bedroom when she
tauntingly tells him about her delicious but slightly disturbing plans
for his future. Meanwhile sweetly caressing him with her perfectly
manicured hand under the bedspread until he's totally helpless to resist
the sweet erotic agony she is forcing upon him. She keeps this up until
our darling is almost in a hysterical state of arousal and is panting for
release. At that moment, she knows he is ready to agree to do or say
anything she wants him to. She makes him admit to the most embarassing
acts and thoughts like him desperately wanting to be kissed and held by
manly men and even have him beg her to make him have a boyfriend. Of
course she records these statements and confessions for later use when
her prot?g?e may have the ridiculous impertinence to rebell against the
wonderfull plans she has with him. At their most recent intimate little
game our precious little darling actually confessed to desperately
desiring to be with a much older masculine man and wanting to be his
pampered little girlfriend or even his trophy wife. Some of his adorable
girlish little fantasies may be made to come true one of these days but
any protests on his behalf will not sound very convincing after his
confessions. There is nothing wrong with a little blackmail.......
Of course sweet depraved Madge finds it absolutely intoxicating to see
our poor young prot?g?e slowly but inevitably turn into this demure,
fragile and almost compulsively dainty wanton princess. Timmy-Tiffany
practically delights in and relishes her own helplessness these days.
Like he's now a delicious luxury item, much too delicate and not really
made to exist in the real world. Just transforming him into a girl just
isn't enough, in the end we want Timmy to be the ultimate archetype of
femininity, the perfect damsell in distress and as such both physical and
emotionally a virtual invalid.
The next opportunity for one of Madge's ellaborate dressing-up games was
Halloween. Madge loved to make a big thing of it and this year she chose
a 'Gone with the wind' theme which obviously gave her a perfect reason to
get her charge into some really over the top hyper-feminine outfits and
to make her 'princess' participate in one or two of her depraved little
games. Of course no expenses were spared and she had her friend Conchita,
who specialized in very extravagant quinceanera dresses, measure Timmy
for the most frilly southern belle dress possible. The final dress was a
total dream in pale pink siks and satins and oodles of lace with layer
upon layer of delicious petticoats. Of course it came with all the
fitting accessories. It even had one of these bonnet type hats with lots
of ruches and frills that was kept in place by satin ribbons that were
tied into a pretty bow under our little lady's chin. Of course on the day
Madge herself and Mildred, her closest friend and part-time maid and
housekeeper, would be in period costumes as well. Naturally just dressing
up on the day hadn't been enough, Timmy had to be perfect so before the
day finally arrived Madge put him through his paces and had him practice
relentlessly on elegantly managing the big hoop skirt and the many layers
of frothy petticoats. How to move around in them and how to sit down
elegantly and even how to curtsey and to behave appropriately submissive
and ladylike for the occasion. Madge was as always a stickler for detail.
On the day itself even the sweets for the trick or treaters were
elegantly wrapped to look right with our little lady's exquisite costume.
At first Timmy had been jittery and uneasy about having to be the one to
open the door to welcome the neighbourhood children.....,what if one of
them or one of the parents escorting the younger ones recognized
him......? The contrary was true of course, Timmy/Scarlet was a big hit.
The young girls were ecstatic about the beautifull lady in the pretty
dress and the adults kept complimenting the blushing Timmy on 'her'
costume as well. Only the few older boys accompanying their younger
sibblings were a bit unnerving as they obviously had different feelings
towards such an attractive young miss. One of em even let out a genuine
wolf-whistle when Timmy/Scarlet appeared at the door. All in all our
pretend-girl's ego got quite a boost from the whole experience. The next
thing on the program was however far more alarming.
When our dear mischievous Mildred had mentioned that our next door
neighbour mr. Blenkinsop who used to be a bit of an amateur actor in his
younger days and who had played Rhett Butler in the local theatre
production of 'Gone with the wind', always dressed up in his old theatre
costume at Halloween, Madge had had one of her 'enchanting' little
epiphanies. These seldom seemed 'good news' for poor Timmy and this time
wasn't very different.
After having an obviously agreeable telephone conversation with said
mature gentleman it had been decided that on the night in question
Mildred would take Madge's 'niece' over to his house to 'get aquainted'
as he had clearly been excited over meeting a beautifull southern belle
like 'Tiffany'(the name Madge used for Tim when they were in
company)..... Off course Timmy hadn't been told beforehand as not to
unnecessarily scare him.
So here is our darling Timmy, of course still very apprenhensive about
being taken out to show off his delicious costume to the elderly town
casanova next door but was no longer daring to fight his inevitable
faith. By now he knew very well that Madge always gets her way. It was
unavoidable that he'd completely accepted that at least today he was to
be this adorable highly erotisized extremely frilly interpretation of the
'southern belle'. An impossibly feminine and almost compulsively dainty
debutante, relishing his/her own helplessness and vulnerability, dressed
to the nines in what can only be described as a cloud of bows, frills,
and a mass of petticoats in assorted silks and similar sensuous
materials. Of course Madge had made shure that underneath this our little
lady was wearing the prettiest silk undies and silkiest stockings one
could possibly find. The more historically correct bloomers and
pantaloons were just a bit too rough and sexless for her pretty protege.
Of course his make-up was flawless too. In the end Timmy was now the
perfect personification of a young Scarlet O'Hara on feminine steroids.
Of course Mildred had been briefed about how far Madge would allow this
adventure to go, as Madge knew very well that Mildred's penchant for
depravity easily matched her own and she did not want to see Timmy return
as 'damaged goods' this evening just because her friend got impatient or
too eager.
Finally Mildred, dressed in a beautifull Victorian maid's costume, rang
the doorbell of our neighbour's house and a moment later this older Rhett
Butler lookalike appeared at the door, grinning like the proverbial
Cheshire cat...... "O my..,Madge really didn't exaggerate when she said
her 'niece' made the prettiest 'Scarlet' ever, didn't she?", he said as
he actually kissed our heroine's delicate gloved hand. Young Timmy
actually blushed profusely at this gesture, that once again confirmed him
in his role of the delicate vulnerable damsell he was being made into.
Mildred smiled. It was all going perfect so far. When 'Rhet' asked his
lady-visitors in he galantly offered a slightly flustered 'Scarlet' his
arm, which was of course again reason for blushes. Up to now it was all
very 'Gone with the wind'. As Scarlet/Timmy timidly accepted the tall,
slightly arrogant gentleman's arm to enter the house and tried to mince
along as elegant as possible whilst barely managing the huge dress and
the many delicious layers of peticoats A michievous Mildred had a
fiendish grin on her face and was filming everything on her phone. "Madge
is going to love this" she thought. As the older gentleman led the ladies
into the main room he took his seat in large armchair an then turned to
Timmy, saying :"Now let me look at you a bit closer, darling".
"Curtsey for Rhett, Tiffany my sweet." ,Mildred said with a giggle in her
voice as Timmie stood there in the gentleman's living room in his
exquisite glamorous ballgown. He timidly complied and when he was
standing in front of Mildred's old friend mr.Blenkinsop he wobbled a bit
on his skyscraper heels but then did the most elegant feminine curtsey he
could master!
"Isn't Tiffany just darling?" Mildred giggled as her old friend looked
her/him over and stifled an amused chuckle himself as he noticed
Tiffany's pretty face reddening even through her makeup. "Okay sweetie,
now give Rhett a sweet little kiss to introduce yourself." "I think she
should come and sit on my lap first.",mr.Blenkinsop boldly exclaimed.
And with that this brazen Rhett Butler impersonator didn't waste any time
and blatantly drew young Timmy closer and placed him firmly on his lap
whilst holding our perplexed debutant tightly around her small corsetted
waist. Even Mildred was surprised at the audacity of the mature playboys
avances. Timmy was of course completely panic-stricken and aghast and
when his 'beau' then announced that his make-believe Scarlet now owed him
a 'real' kiss, he was just too stunned to react. Rhett however wasn't
going to wait for further permission and passionately kissed our young
ingenue straight on the mouth. For a brief moment Timmy tried to turn
away but the older man was just too persistent in his effort and when his
thick muscular tongue forced his way into our little lady's mouth he/she
was too stupified to put up any sort of a fight. And when they finally
came up for air young Timmy looked as if he was in shock and too
petrified to even react. It was like his conscious mind had just
retreated so not to have to cope with the overwhelming experience. So
when his impertinent admirer took this as submission and kissed his
beloved again our delightfull pretend-Scarlet just submitted to her faith
and by the third kiss it started to look as if she was actually returning
his passionate kisses. And when Mildred, who was still getting everything
on video, saw Timmy's delicate gloved hands almost lovingly going around
his beau's neck to draw him even closer and to continue forementioned
intimate mouthcontact, she was actually getting moist in her knickers.
The video now showed what looked like the two passionately making out.
Mildred was almost sorry she had to end this before the point of no
return would be reached. Madge wouldn't want things to go too far(yet- as
Madge didn't approve of sex before marriage(lol)) but up to now the whole
exercise had been absolutely perfect. Madge was never going to give the
poor thing a rest with this embarassing proof of his obvious 'voluntary'
submission to a man who was old enough to be his grandfather.....
Jayla
- 01.04.2022
- 27
- 0
