Chance Encounter
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A Chance Encounter free porn video
PROLOGUE
As she parked her car in Davies Brothers," car park, ready to start
another day's work, Amanda smiled to herself. To those who did not know
her well, Amanda was the woman with everything - attractive and looking
at least 15 years younger than her 55 years, she had a successful career
and all of the trappings that go with it - clothes, shoes, Audi
convertible to name but a few.
However, Amanda's small circle of real friends knew that she had not
achieved all of this easily and had had to endure a lot of physical and
emotional pain, the loss of her family, many of her friends, her former
career and even her identity - Amanda had spent the first 50 years of her
life as Michael, a family man with a "little secret." Although all of
that was now in the past, Amanda thought about her former life from time
to time and every time she walked into Davies Brothers," department store
to start the day's work, it felt like a homecoming. It was, after all,
Davies Brothers where her journey to womanhood had really started and she
smiled to herself as she thought of the chance meeting that had set her
on her way.
--------------
Michael was bored and frustrated. His life, and in particular his
marriage, had become mundane and he was increasingly feeling the need to
resume his cross dressing, something he had given up when he married Anne
some 20 years earlier. Giving up had been easy as he found he was able
to live his fantasies through Anne but the short skirts and high heels he
loved to see her wear were now a dim and distant memory having long ago
been passed to the local charity shops. His experiements with cross
dressing as a teenager and young adult had not really been fulfilling but
he now started to wonder what he'd look like with a proper outfit
including a wig and makeup. As time went on, these feelings intensified
to the point where they became all consuming. It was then that Michael
realised that he had to do something.
Davies Brothers was located about 20 miles from Nichael's home and he
figured that he'd be able to shop there without risk of bumping into
anyone he knew. It also had the advantage of selling everything he
thought he'd need - clothes, lingerie, shoes, makeup, jewellery and wigs.
As luck would have it, school half term was coming up and Anne was taking
the children to see her parents for the week. Having the house to
himself presented the ideal opportunity so he booked a couple of days off
work and started to plan how he would approach the day and rehearse what
he would need to say to the assistants.
D-day arrived, Michael said goodbye to Anne and got into his car as he
always did. Although he was slightly edgier than usual, Anne said
nothing and he set off on the journey to Davies Brothers. The journey
took about 40 minutes and, having found a space in the car park, he took
a deep breath and walked into the store. The women's department was on
the first floor so he took the lift and, as he stepped out, panic set in.
He'd been clothes shopping with Anne many times but she always seemed to
know where she was going. Now, he was on his own and was bewildered with
the vastness of the department before him. He walked through the
department until he saw a display of mannequins wearing black dresses and
high heeled shoes; this looked like a good enough place to start.
It was at this point that he realised that women's clothes are sized
differently to men's and he had no idea what size he needed. He went
through the rails and picked out a black dress - it looked like it might
fit him and he held it up to admire it.
"Hello Michael, fancy seeing you here."
Michael froze and then turned round ashen faced to see Julie, one of
Anne's friends, standing there.
In Michael's eyes, Julie was something quite special. She had an
effortless beauty, was always beautifully dressed and yet had none of the
aloofness that he always found in similar women. Above all, her smile
could light up a room. It was one of Michael's biggest regrets that he
had not known her when he was single - she was his dream woman but he
also found himself wondering whether his fascination with her resulted
from wishing that she was his wife or from wishing that nature had been
kinder to him and she was who he should have been. Whatever the reality,
she was now standing in front of him.
"Just doing a bit of early Christmas shopping," he stuttered.
"Very early, it's only October," she giggled, "what are you looking for?"
"I thought I'd get Anne a dress."
"You look like you need some help. I can't stay but I think I know
someone who can help you. Wait here a moment."
This was the last thing Michael needed. As he waited for Julie to
return, he wondered whether he should just walk out of the shop and
forget the whole thing. However he liked Julie and knew that if he did,
at best it would raise her suspicions and, at worst, destroy their
friendship. Anyway, before he had chance to think too much about it,
Julie returned with an older woman, plainly dressed in a trouser suit and
flat shoes and with her glasses perched on the end of her nose.
Nevertheless, she had an air of elegance and authority about her.
"This is Maureen, my aunt. She's the deputy manager here and will take
good care of you."
Michael shook hands with Maureen and mumbled a couple of pleasantries.
In truth, he was just wishing that the ground would open up and swallow
him. Then Julie interjected,
"Anyway, I'm going to leave you two now. Michael, I hope you find
something nice."
"Goodbye and thank you," replied Michael, trying hard to mask his anxiety
"and you won't...."
Taking both of his hands in hers, she replied "No, of course I won't
spoil the suprise and tell Anne, it'll be our little secret." She then
reached over, kissed him tenderly on the cheek and quietly said, "Good
luck."
And with that, she turned and walked towards the exit. Michael was in a
daze; had Julie really just kissed him? Sure, it was only a platonic
kiss on the cheek but it was from Julie, the woman of his dreams. He
could still feel the moistness of her lips on his cheek and raised his
hand to feel it.
"OK Michael, let's get started." He was awoken from his fantasy daydream
with a start to see Maureen starting to work her way through the rails of
dresses. "What are you looking for?"
"I don't really know, something pretty I suppose," mumbled Michael in
response starting to wish that he'd given more thought to the day before
embarking on it.
"OK, any thoughts about colours? What colours does your wife like to
wear?"
Michael fumbled around trying in vain to think of a plausible answer but
still the questions carried on
"What size is she?"
"Average, I guess."
"Is that an average 12, 14 or 16?"
"Er, um, I'm sorry, I just don't know," How Michael wished that he'd
done his homework on women's clothing sizes and the size he needed to fit
him.
"Don't worry. What's her shoe size."
"Eight I think," Michael replied quickly, pleased that he could answer
one question about his size while hoping that women's and mens's sizes
were equivalent. Even so, he started to feel very uneasy and added
"look, I think I'm wasting your time as I don't have the information you
need. I think "d better go now."
"That's a shame," said Maureen, "but, before you go, come with me."
Maureen led Michael to a small seating area by the fitting rooms, they
sat down and she continued
"Look, you don't need to worry, I get men like you in all the time and
I'm sure I can help you."
For the second time that day, Michael went ashen faced.
"L-like me? What do you mean."
"Men buying for their wives who come in without a clue of the size they
need and usually returning a few weeks later to exchange it...."
Michael breathed a sigh of relief but it was short lived as Maureen
looked him straight in the eyes and carried on.
"...or men buying things for themselves."
Michael went very red and looked down at the floor. He'd been "rumbled."
"Ah, I thought so," said Maureen. "Now, let's get one thing absolutely
clear. Being a woman is wonderful and I can completely understand why
many men want to experience the feelings of femininity. My job is help
the shop make a profit. To do that we sell things and, in all honesty,
I'm not concerned who buys them or who they are for. A good day at work
for me is when we sell a lot; a great day is when we can go home in the
evening knowing that we've changed someone's life for the better and
something tells me today's going to be a great day."
"Michael, thought for a moment and then said "OK, you're right but how
did you know?"
"I had a suspicion from the beginning as you seemed very nervous. That's
why I asked about the shoe size - if a man genuinely shopping for his
wife doesn't know her dress size, he usually doesn't know her shoe size
either. On the other hand, men shopping for themselves always know their
own shoe size even if they haven't got a clue what dress size they take.
Now, why don't you tell me everything?"
Michael relaxed immediately and told Maureen all about his feelings and
how he now wanted to buy a complete outfit for the first time. When he
had finished, Maureen held his hand and said
"Thank you, that must have been hard for you. Now, we've got a lot to
do. You look like a size 16 but what type of woman do you dream of
being?"
"Er, well a pretty one I suppose," he replied.
"No, that not really what I meant. Look around you - who do you want to
be?"
Michael looked around and, for the first time, realised that not only did
women come in all shapes and sizes but each had a unique style. There
were women wearing anoraks, leggings and flat boots, a couple of
teenagers wearing skirts so short that Michael wondered why they bothered
with them at all and a number of elegant older women obviously of
pensionable age and dressed accordingly. Then his eyes stopped on a
woman who he thought must be in her late forties or early 50s. Her long
coat was unbuttoned showing a simple black dress just on the knee, her
high heeled court shoes sculpted her legs to perfection and she was
beautifully made up with her dark blonde hair falling onto her shoulders.
"Her," said Michael with a decisive tone in his voice for the first time
that day "that's who I am in my dreams."
"OK, lets go and get you sorted out then."
And off they went.
One hour later, they had all of the clothing sorted out - the black
dress, coat, underwear (Michael was still trying to work out why women
needed so much more than men) and the shoes - Michael really had his eye
on a pair of five inch stilettos but was talked out of them by Maureen on
the basis that not only would he not be able to walk in them but also
that, as she put it, he'd look like a tart. Reluctantly he settled for a
pair of black stiletto courts with a heel of just under four inches
which, he had to admit, looked absolutely gorgeous. Having chosen a wig
close in style to the woman he had seen earlier and a selection of
cosmetics, Michael paid for the items before turning to Maureen.
"Thank you so much for today, I can't tell you how grateful I am."
"It's a pleasure but we haven't finished yet. I have work to do but, if
you're free for the rest of the day, meet me here just before we close at
5:00."
"I thought we'd finished, what is left to do?"
"That's for me to know and you to find out! Will I see you at 5:00
then?"
"How could I refuse? I'll see you at 5:00."
Michael left his bags with Maureen and went out to get some lunch. After
spending a few hours looking around the town and walking by the river, he
made his way back to Davies Brothers and arrived at 4:55 as requested.
"I'm sorry sir, we're about to close," said the security guard.
"It's OK David, he's here to see me," called Maureen who was making her
way briskly to the doors. "Come on Michael, we've got work to do."
Maureen led Michael back to the chairs they had sat on earlier. How
different Michael now felt - his anxieties were gone and in their place,
a tinge of excitement and anticipation.
"Unfortunately, whilst the store policy is not to be judgemental when
serving our customers, we do have to be a little careful with our special
customers such as you. We don't want to humiliate them but, rightly or
wrongly, we also understand that many of our more conservative customers
are not particularly happy to see men in female attire. However, we're
now closing and I have the keys to lock up so let's have some fun. Go
into the first changing room on the left and get dressed. I'm going to
lock up but should be back by the time you've finished."
Michael went into the changing room and there were all of his purchases
neatly laid out in front of him. He wasted no time in getting undressed
but then stood naked in front of the full length mirror and his heart
sank. How was a slightly overweight man in his mid 50s ever going to
become anything like the woman he'd seen earlier? Not wanting to be rude
to Maureen who'd made so much effort for him, he pulled on the pair of
lace panties tucking things out of sight as he did so. He then glanced
back in the mirror. He was still overweight and still in his mid 50s but
with his "manhood," tucked away he started to see just a glimmer of a
woman starting to emerge. On went the girdle, the bra (with his
scrunched up socks to fill the cups out) and the tights and now an
unmistakeable female shape was starting to appear. He then stepped into
the dress, enjoying the sensation of the lining sliding up his nylon
encased legs and, with a bit of a struggle, did the zip up at the back.
Slipping his feet into the shoes he stood up and looked again in the
mirror. From the neck down, he could now pass as a woman without
problem. But his head was still definitely male.
Michael looked around for the wig and makeup but they were nowhere to be
seen. He walked out back into the shop (now appreciating that he'd been
talked into buying the lower heeled shoes) and saw Maureen sitting
waiting for him.
"Do you have my makeup and wig?" he asked.
"Yes," she replied, "follow me," and led him to the cosmetics department.
She asked him to take a seat in one of the chairs provided for makeup
consultations and set to work. After about 20 minutes, she stepped back
and admired her work.
"Not bad," she commented herself as she reached into her handbag and
brought out a small box. Inside was a pair of drop earrings and a
matching necklace which she helped Michael put on. A packet of deep red
stick on fingernails followed and finally she took the wig and shook it
before placing it over Michael's hair. Again stepping back she took a
long look over Michael's newly feminised appearance and announced
"I think we're there. Follow me."
They walked back towards the clothing department and to the full length
mirror at the entrance. As soon as he saw himself, he stopped in his
tracks. He saw a woman! Not a man in a dress. Not some wierd person on
their way to a fancy dress party but a woman! He gasped and took in the
enormity of the change that had been achieved. Thanks to the girdle, he
had a waist and his tummy looked flatter than it had done in years. Two
breasts were filling out the dress nicely and, as he turned sideways to
look at his stilettoes, he saw how his legs had taken on a feminine
silhouette. Looking up to his hair and makeup, Michael actually allowed
himself to think that this was the woman he wished he'd met when he was
dating - he fancied himself!
Michael turned to Maureen and thanked her once again. But still the
surprises kept coming,
"How about a girl's night out? Just a meal and a chat if you've got
nothing else planned."
Obviously, Michael had nothing else planned so readily agreed. Noticing
how much more self confident he appeared in his new persona, Maureen
added
"One final question, calling you Michael no longer seems appropriate -
what shall I call you? How about Michelle?"
"Oh no, definitely not - that's Anne's middle name and it just wouldn't
feel right," he declared.
"So you pick a name then. What would you like?"
Michael looked around and saw the stores concession for Amanda Wakely.
He'd known a couple of Amandas at school and he'd always thought that it
sounded like a nice name. "How about Amanda?"
Maureen smiled. "That's a beautiful name so come on Amanda, let's go."
And with that, off they went to a local restaurant where Maureen and
Michael/Amanda spent a lovely evening together.
At the end of the evening, the two hugged each other and Michael thanked
Maureen profusely for everything she had done for him and promised that
he would return soon to make more purchases. Still dressed as his alter
ego, Amanda, Michael drove home and when he'd finally removed all of the
makeup and clothes to go to bed, he lay there soaking in the wave of
euphoria that was washing over him and reliving every minute of his
wonderful day.
Life was now going to be different - he'd eaten the forbidden fruit and
liked the taste. What this meant for the future of his marriage, he
could only guess but he knew that Anne found the whole idea of
transsexuals and cross dressers distasteful so he'd have to keep
everything well hidden when she returned. Did Julie suspect anything and
would she tell Anne?
To her credit, Julie never mentioned anything to Anne and, shortly after
seeing Michael in Davies Brothers, her banker husband was promoted and
relocated to New York so had not seen Anne, other than to say a quick
"goodbye," since. Michael and Anne's marriage had, of course, broken
down acrimoniously but, thanks to his chance meeting with Sue, the
security guard at his local convenience store, Michael had undergone a
full surgical transition and was now legally known as Amanda. But that
was all in the future, for now he just drifted off into a euphoric sleep.
--------------
EPILOGUE
Amanda walked to the cosmetics department in Davies Brothers," and got
things ready for the day. By now, Maureen had retired but Amanda was
steadily rising through the company and was already manager of the
department.
As she prepared the staff for the day ahead, she noticed a familiar face
walking through the front doors. She excused herself and followed the
woman into the ladieswear department where she started looking through
the racks of clothes.
"Hello, Julie. Fancy seeing you here!" Amanda loved the irony of what
she'd just said given the shock those same words in the same department
had given to her all those years before.
The woman spun round. It was Julie who looked puzzled for a moment
before the penny dropped.
"My god, it's you. You look amazing!"
"Well, I've got a lot to thank you for. It was you and Maureen who
started me off on the road to where I am now. Didn't she tell you
anything?"
"No, of course not and I didn't ask. If I'm honest, I did wonder when I
saw you looking at dresses obviously too big for Anne and that's why I
asked Maureen to help you. If you really had been looking for something
for Anne, you would probably have asked me what size she was - she's a
size 12 by the way but something tells me that you're no longer concerned
about that. I'm so glad I was right as womanhood seems to suit you far
more than being Michael did." Then she added with a giggle "oh, I'm
sorry, I didn't catch your name!"
"Amanda."
"That's a lovely name - did you know it's my middle name?"
As far as Amanda was concerned, that was the icing on the cake as it gave
her a closer connection with the woman she had long dreamed of being.
"Do you have time for a coffee, I've so much more to tell you?"
"That would be lovely, let's go."
And with that the two ladies walked off to the coffee shop enjoying the
gentle closeness that only women can enjoy and which Amanda could only
have dreamed of in her old life.
Rowan
- 10.12.2020
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