Maid to Please Chapter Three
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Maid To Order - Chapter Three free porn video
Maid to Order - Chapter Three
By
Michele Nylons
Michele lay on her bed sobbing. She felt confused and defiled.
Michele's alter ego Mick had spent many years in the army, he knew how to
fight and would never allow himself to be coerced or forced into doing
anything he didn't want to. But when he transformed into Michele, all of
his resilience training and self-defence mechanisms seemed to have
disappeared with his male alter ego. She gathered her thoughts and
relived the previous night's events...
Her father in law Bill had tried to console her.
"There, there darling. Your secret is safe with me. We just have to
come to a suitable arrangement, that's all," was what he had said to her
and had pressed himself against the trembling transvestite and put his
arm around her shoulders.
His free hand found her knee and began to slowly stroke her, slowly
progressing up her nylon-clad thigh.
"Bill, what are you doing?" Michele tried to pull away from his embrace.
"You're my father in law for god's sake! I'm still married to your
daughter!"
"But I'm not tonight am I? I'm Mike's father in law; not Michele's,"
Bill replied.
"Tonight Mick isn't here; but the beautiful transvestite Michele is, and
she needs to be consoled."
Bill's hand caressed Michele's stocking-clad knee and leaned into her,
attempting a kiss. Michele shied away but Bill took her head in his hand
pulled her face to his and crushed his lips against hers. Michele
struggled, she was strong, lithe and agile but Bill had body mass and
determination on his side. He pressed his lips against the trembling
transvestite and kissed her.
Michele felt her resolve slip away, she allowed Bill to kiss her but she
was not responsive, she was experiencing too many emotions and was so
confused that she just surrendered. Bill slid his tongue over Michele's
lips, exploring her mouth, teasing her gums. His erection tented his
trousers and he began to groan as his excitement built. Michele's lack
of response did not weaken his resolve; to some extent he found it
arousing.
Michele felt Bill's tongue exploring her mouth but she was so dazed that
she didn't care; it was neither arousing nor revolting; it just was. Her
conscious was fully absorbed in the enormity of being found out as a
crossdresser and the likely consequences. What Bill was doing to her was
only really happing in the periphery of her consciousness.
But not for Bill. No. His lust was awakening, he took Michele's
ambivalence to be acquiescence and his hand slid further up her thigh and
began to explore the dark welt of her stocking-top. Bill had a real
fetish for stockings and his fingers explored the gauzy nylon and the
soft creamy skin above the welt. His cock was now turgid and needed to
be released from his pants but how could he achieve this with one hand
pulling Michele's face to his whilst the other explored her sexy thighs?
"Fuck it!" Bill grunted and released Michele.
She fell back on the lounge, the hem of her skirt riding high on her
thighs and her lipstick smeared on her lips. She was still traumatised
and non-responsive; unaware of her surroundings. She was thinking only
of the implications of being outed. Her job was in jeopardy, as was her
standing in the family and community should word get out that she was a
transvestite. And what was 'a suitable arrangement'? What did Bill mean
by that?
Bill topped off Michele's wineglass and handed it to her and she slurped
the dark red liquid down. Bill polished off his own glass and began to
undress, first he took off his shoes and socks and then his shirt and
trousers. He was dressed only his yellowed saggy underpants and vest
when Michele came to her senses and realised exactly what Bill was doing.
"What the fuck Bill? You don't possibly think........"
Bill fell on Michele, her wineglass clattered to the carpet as his body
collided with hers. Michele was forced back on the couch by Bill's
excessive weight; he pressed against her, lying on top of her prone body.
Michele beat against his back as once again her pressed his lips to hers
and forced his tongue into her mouth. Her struggles only served to
arouse him and his hard cock pressed into her groin, rubbing against the
lycra blend fabric which excited him further.
"Fuck Bill! Get off me!" Michele mumbled around his invading tongue and
she tried to push against him, her hands on his shoulders.
"No Michele! This is our arrangement! You play nice with me or the
whole world knows about you!" Bill hissed, struggling against the lithe
transvestite who lay underneath him.
"No! No! No!" Michele implored.
Bill had had enough. He slapped Michele across the face; the sound
reverberating in the quiet room. Michele was stunned; not only by the
force of the blow but by the sheer audacity of her father in law. How
could he?
Bill slapped her again and Michele groaned as burning pain stung her
cheeks.
Bill fell down on her again and began kissing her, forcing his tongue in
her mouth. Michele was stunned but still fought back. Bill forced his
knees between her legs and Michele tried to close them but Bill was
stronger and forced her legs apart. Her dress prevented her legs from
opening too far and Bill became frustrated and reached down and hiked up
the hem as Michele struggled against him trying to pull it down.
Bill won out eventually, Michele's dress was hiked above her thighs and
Bill was able to position himself on top of her with his chest pushing
against her bodice and his legs between hers as he lapped at her face,
struggling to kiss the pretty transvestite. Michele was still grappling
with him, tossing her head from side to side and writhing and straining
to push him off her; her hands beating against his back. She raked her
nails down his flanks drawing blood but Bill actually found that
exciting.
Michele's consciousness had returned to the here and now and she was
acutely aware of what Bill meant by 'an arrangement' and she was not
inclined to acquiesce. She tried closing her legs and raking her nails
along his back and flanks, she bucked and heaved underneath him. The
revolting feel of his hard manhood against her body spurned her on.
Bill slavered at Michele's face, but she shook her head from side to side
and struggled beneath him but he actually found her fighting titillating.
He pushed his groin down on her and his erect penis found her satin
panties and he humped at her mound, pleased to find she had gaffed her
penis so it felt like he was humping a satin-clad pussy. Michele bit him
and he screamed.
"You fucking bitch!"
Bill slapped her hard, then again, then again. Michele stopped
struggling; his wine-scented breath panted into her face.
"You better fucking stop this shit Michele!"
Michele collapsed on the lounge, the fight taken from her for the moment.
"That's better. You better behave bitch or this is only going to get
worse," Bill panted.
"Let's have a drink and a smoke and talk this out sensibly," Bill purred
and lifted himself from the prone crossdresser.
Michele's makeup was smeared, her stockings had laddered and her wig was
askew. She sat up and set her wig back in place; drawing herself away
from Bill into the corner of the lounge. Bill picked up her glass from
the floor and poured more wine and lit cigarettes for both them. Michele
thought he looked pathetic sitting there in his stained underpants and
vest, his cock pushing at the yellowed cotton front of his briefs.
"Michele, you need to realise that I have all the power now," Bill picked
up his trousers and pulled his phone out of his pocket.
Michele puffed her cigarette and gulped at her wine; curled up supine in
the corner of lounge. Bill fumbled with his phone and then held it out
showing Michele the video he had taken of her through the window.
Although Michele seldom had visitors since her separation; the front room
of her townhouse would be recognisable to most of her family, even though
it had been renovated and Bill would of course swear that the person
cavorting around in drag was Mick.
"Now if I was to show this to your family and workmates or post it on
Youtube identifying you, can you imagine the repercussions?" Bill
grinned.
Michele blanched.
"I'm not going to have sex with you Bill! I'm not going to be your
Linda!" she hissed.
"Of course not Michele; what do you take me for? I just want a little
slap and tickle, a few kisses and maybe a rub here and there," Bill
winked at her and Michele paled at the thought.
"What does a little slap and tickle involve Bill?" Michele asked,
nervously puffing her cigarette.
"A bit of kissing, a bit of foreplay, that's all," Bill sucked at his
wine draining the glass.
"Why don't I pour us something a little smoother, a scotch and dry
perhaps while you go and fix your makeup and make yourself beautiful; not
that you don't look absolutely stunning right now."
Despite her revulsion, Michele couldn't help but feel complimented. The
chance to get away from him for a little bit while she fixed her makeup
and had time to think was appealing.
"No more rough stuff Bill," Michele whimpered; her voice hoarse with
exertion.
"No more rough stuff Michele I promise. And I apologise for my brutish
behaviour; it's just that you are so beautiful and sexy and you know, the
missus has just about given up on sex," the lie slid easily off his
tongue.
"Ok Bill, I'm not promising anything, but I'll go and fix my makeup and
dress and come back and we talk about it," Michele replied, any excuse at
the moment to escape his presence seemed a godsend.
"Ok luv, you make yourself pretty and I'll pour the drinks," Bill smiled
but Michele trusted him not at all.
Michele retired to the bedroom and fixed her makeup. This was real
conundrum for her; she wanted to restore the damage Bill had done to her
makeup but she also knew that making herself look attractive was likely
to get him excited again. She finished applying lipstick and decided to
change her laddered stockings. She had put so much effort into looking
like a becoming femme fatal? that she was not going to let Bill spoil the
part of her existence that she had only recently cultivated. She thought
about Bill's expectation of 'slap and tickle' and resolved herself to the
fact that she was going to have to somehow sate Bill's desires without
degrading herself.
She had listened to Bill's story about how he had become infatuated with
transvestites after his interlude with Linda in Manchester and decided
that she could put up with a little foreplay and if she had to, she could
get him off with her hand. She admitted to herself that deep in her
psyche she was flattered that Bill found her alluring and she was well
aware of what some crossdressers got up to sexually; but that wasn't what
crossdressing was about for her. Sure she almost always masturbated
whilst dressed but she didn't fantasise about a man having sex with her!
Perhaps a bit of snogging and rubbing in the required place would be
enough to placate him until she could confront him as Mike and have a man
to man conversation.
She slipped off her heels and went to the drawer and took out a pair of
stocking still in their wrapping. She lifted her dress and unhooked her
laddered hose from the garters and took them off and rolled up one of the
fresh stockings and slid it up her leg, clipping it to the garter and
then she did the same with the other. She smoothed the silky hosiery and
removed any wrinkles and straightened the seams, staining in front of the
mirror to get it right.
Bill burst through the door looking quite pathetic in his stained Y-
fronts and vest. He held two large whisky glasses filled with golden
liquid.
"What the fuck Bill!" Michele exclaimed.
"Come on darling I was watching you change your stockings and I have to
say that if I didn't know what I do, I would have thought you were an
attractive mature woman dressing for a night out," he winked at her and
plonked himself down on the bed.
Michele was not immune to flattery and she smiled at him.
"No more silly business Bill," she warned but took the proffered drink.
Bill had stuffed a packet of Park Drive and his lighter in the waistband
of his briefs and he dropped them on the bed. After taking a gulp of his
drink he put it on the bedside table and lit them both another ciggy. He
patted the bedspread beside him.
"Come on love, have a drink and smoke with me and we can talk some more,"
he smiled.
It was obvious to Michele that Bill was well under the influence of drink
and she thought she would now have the upper hand if he did anything she
wasn't agreeable to.
"My god you look so lovely dressed like that," Bill slurred.
Michele parked her derriere on the bed a respectable distance from Bill
and accepted the proffered cigarette and whisky. She took a sip of the
golden liquid and a drag of the cigarette.
"So about this slap and tickle Bill. I've given it some thought and
despite your despicable behaviour I'll let you feel me up and kiss me,"
that's as far as I'm willing to go tonight.
"I need time to think about this," Michele said and took a long hard pull
on her drink.
Bill leaned into Michele and gently pulled her face to his.
"Ok darling, whatever you say," he kissed her tenderly this time and
Michele responded.
This was ok Michele thought, he's behaving himself.
They kissed tenderly and Bill eased himself closer and embraced her.
Michele acquiesced, they were kissing mouth to mouth but both of them had
their hands full with cigarettes and drinks; it was like two teenagers
kissing for the first time.
Then Bill put his drink down on the bedside table and put his cigarette
in the ashtray. Michele held her drink and smoke away from them as she
chastely kissed him back.
Bill moved in closer and kissed her harder and Michele tried to break the
kiss; it was once again getting out of hand.
"Come on luv," Bill gasped into her mouth.
"Take it easy Bill," she whispered and kissed him chastely.
"Take it easy! Take it easy! Take this easy you tranny bitch!" Bill
bellowed.
He swiped Michele's drink from her hand and the glass shattered on the
floor; her cigarette cartwheeled across the room, sparks flying.
"You take this easy!" he growled.
He grabbed Michele and wrestled her down on the bed. Her seventy kilo
frame was no match to his one hundred and ten kilo mass of muscle and
fat.
He dragged her into the middle of the bed and pushed her down on her
knees so that her head was buried in the pillows and her buttocks were
raised invitingly.
Michele screamed but there was no one to hear; she had shut down her
house so she could crossdress with impunity.
Bill lifted Michele's dress exposing her creamy thighs, knickers and
stocking-tops.
He tore at her panties as Michele writhed beneath him; holding her down
with the weight of his body.
Michele knew what was about to happen; she wasn't stupid. She's seen
enough internet porn about guys fucking crossdressers; she'd even wanked
over it herself occasionally. But this was different; it was her
virginity she was about to loose. She was filled with trepidation but
deep, deep, inside of herself, she wondered if she was going to succumb
to her desires to having sex while she was crossdressed. But this was
not what she had ever imagined it would be like. It was not going to be
her fat, repulsive father in law who deflowered her. She tried to push
herself up but his weight held her down on the bed. Then she felt her
knickers tear.
Bill pawed at Michele's panties until they were nothing but tatters; her
tight bud was exposed and his cock throbbed in anticipation. He dropped
his dirty skivvies and his erect penis sprang free. He spat in his hand
and coated his hard phallus with spittle and then gobbed onto Michele's
bottom and rubbed the saliva into her puckered anus.
Michele felt the spit being rubbed into her sphincter and wriggled
harder; then she felt a searing pain.
Bill positioned his cock, now dribbling pre-seminal fluid, at the
entrance to Michele's anus; it was difficult with her wriggling beneath
him but the feel of her writhing body was actually stimulating and he was
concerned he might ejaculate before he could fuck her.
He pushed his groin forward with all his might and his cock slid inside
Michele's tight anus right up to hilt.
"Oh god!" he groaned
"Oh god!" Michele moaned.
Bill thrust, once, twice, three times and then ejaculated deep inside
Michele bowels. He ground against her and howled as the most intense
orgasm washed over him. His groin pushed against her soft buttocks as
his seed spurted from his pulsing penis deep inside the sexy
transvestite.
Although she had never experienced it before; Michele knew the mechanics
of anal sex. She knew that a properly stimulated prostate could invoke
an orgasm in the receiver. And that's exactly what happened.
Despite the initial pain when her anus was penetrated, Bills engorged
member hit that sweet spot and Michele spilled her seed into her tattered
knickers. She felt disgusted and defiled but she couldn't deny the
intensity of her orgasm; it was truly the most exciting sexual feeling
she had ever experienced.
Bill lay panting on top of Michele and then he lifted himself off her.
He smiled as he watched some of his issue dribble from her bruised
sphincter.
"There you cow! How's that for slap and tickle," he cackled as he hiked
up his stained Y-fronts.
Michele lay on the bed exhausted; she was panting with exertion. She was
also weeping; not so much because of the pain but because of the
humiliation.
She heard Bill clattering around in the lounge room then she heard his
footsteps approaching and she began to tremble, hoping he wasn't going to
violate her again.
"I'll let myself out luv. Thanks for the fuck and I'll be back to see
you soon," Bill sniggered.
Michele continued to lie on the bed as she heard Bill leave. Eventually
she stopped sobbing and fell asleep.
She woke up early, dazed and confused but began to sob as she relived the
previous night's events.
"Stop it you sissy cunt!" Michele said to herself contemptuously.
She got up off the bed and glanced at herself in the mirror. Her dress
was still hiked up and she could see her panties were just tattered rags.
The front of them was stained with her own semen and she blushed as she
recalled how she had enjoyed the massive orgasm even though she detested
the man who had invoked it. Her stockings were laddered and torn but
they could wait for now as she stepped into a fresh pair of panties,
quickly brushed her hair and fixed her makeup. Michele was so
comfortable being dressed as a woman after work and weekends that she
didn't even consider dressing as a man.
She cleaned up the spilled drink, broken glass and cigarette ends in the
bedroom and in the lounge. She was putting the glasses in the sink when
she heard a knock at the door. She stood stock-still for what seemed
like an eternity but there was no follow up knock.
She kicked off her heels so she would make no noise and padded to the
door in her stocking feet. She looked through the peephole but there was
no one outside. There was a large package on the doorstep however.
Michele opened the door a crack, saw the coast was clear and dragged the
package inside. It was just a large brown paper-wrapped parcel that had
little weight to it. She took it to the table and opened it.
She gasped when she saw the contents. It was a black satin maid's
uniform, trimmed with white lace. There was a matching cap and a white
nylon and lace apron and a packet of expensive black stockings. Michele
picked up the white card accompanying the garments. It read:
'For when next we meet,
xxx
Bill'
To be continued.
Angelica
- 03.05.2022
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