Maid in Error
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Maid For A Surprise 1 free porn video
Maid for a surprise Part 1
By Amanda Walker
I nervously adjusted the hem of the maid's uniform, I could feel the
tightness of the bra on my chest and tights on my legs as I stood outside
my mother's bedroom door. 'Is this such a good idea?' I thought.
How did I get here? It had seemed like a good laugh. Mum would often
jokingly ask if the maid was free to bring her breakfast on a Saturday
morning and I would reply that she'd been given the day off. It was just
one of those things you say without thinking.
To describe our weekends Dad would often be up and away early to go
fishing with his pals, I went sometimes but it's not really my thing. He
works in a garage and needs to get out into the fresh air. Mum has a high
powered job in the city and prefers to relax on Saturday mornings. Me? I'm
Gerry, I've just finished sixth form and am awaiting my exam results, I
have a part time job as a delivery driver, normally my weekends are free.
Sunday we always try to spend together, walking, cycling or days out etc.
I had made several deliveries to a fancy dress wholesaler and they had a
rail of costumes marked reject in the office I delivered to. Right at the
front was a maid's outfit and seeing it reminded me of mum's Saturday
joke. "What's happening to these costumes?" I asked Mary the lady who
signed for my deliveries.
"Oh they've all got minor faults and we can't sell them, the staff here
have the chance to take them home or they'll get skipped. If you want
anything just ask me and I'll sign it out." Then she smiled at me. "Why is
there anything you fancy? I'm sure you'd look lovely in the maids dress or
maybe the princess outfit!"
"You've read my mind," I jokingly replied. "I may take you up on the
offer."
"Like I said, just ask. See you next week."
This was a regular drop-off, so I knew I would be back. I agonised about
whether to go for it, my natural shyness made me worry about what people
would think. Eventually I thought 'who's going to know?' famous last
words...
Next time Mary signed off my deliveries, then smiled and pointed to the
rail. "Made your mind up then love?"
"Well....."
"You OK Gerry?" She'd noticed my hesitation.
"I'm OK, I don't want you to think I'm silly."
"Gerry! We, at this company, buy and sell fancy dress and joke shop items,
who's silly?"
"Sorry I'm just a bit nervous that's all."
"You're not the first and won't be the last to be nervous. Now what can we
get for you?"
"I'd like to take the maid's dress if that's OK, I'm going to a fancy
dress party next weekend. Do you think it will fit and what is the fault
with it?"
"Let's have a look, the faults are usually on the label. There's more than
one dress there so I'm sure we can find a fit."
"Thanks Mary, you're very kind."
"Not at all, you are a very polite and friendly lad, it's been a pleasure
to have you doing the deliveries. Looking at you I think you are about a
size 12 so that first dress is too small. I think this one further back is
right for you." She selected the dress and looked at the 'fault' label.
"As I thought we've had a lot of this, there is a flaw in the cloth on the
back, we couldn't sell it but there is no real problem."
The dress came with an apron sewn on, a small lace trimmed hat and a full
net underskirt was sewn in lifting the skirt. Mary held it up to Gerry.
"I'm sure that will be perfect, would you like to try it on?"
Try it on! That wasn't in his plan at all.
"Oh Gerry, don't look so shocked! It would be a shame if you had to bring
it back. Nip into this store room with me and slip your shirt off you can
try it over your jeans."
"OK sorry, I'm a big wimp 'eh."
"Nothing to be ashamed of." Mary removed the cover and unpinned the
accessories. She then unzipped the dress and motioned Gerry to step in. He
slipped his arms into the dress and then she zipped him in.
Mary stepped back and checked him out. "That's pretty good, not tight and
the length is good just above the knee. You've nothing to fill the chest
region so I think you need a bra and padding but then it will be fine."
Gerry was very embarrassed, particularly as Mary was so matter of fact
about 'his' dress. She made sure he could reach the zipper so he could get
undressed then packed the dress away again.
"I presume you don't have your own suitable underwear... Sorry only
kidding. I'll put a packet of fishnets in but they're not very good
quality. You really should finish it off with some black tights, or
stockings if you are brave, and a bra to fill out the chest. Try M&S or
see if your Mum or sister have some."
"I, err, will check that thanks. Thanks for your help."
"No problem, have fun. Bring me a photo!"
"I'll do that. Bye"
So now he had the dress, could he get the rest of the things? Shoes? Where
do you get shoes? There was more to this than he thought.
He managed to go back to his depot via home so he could hide away the
dress before anyone else got home.
This was Tuesday, he wanted to be ready for Saturday morning, only three
days to get ready. He knew that his mother & father were out the following
night so that would have to be his opportunity, he couldn't face buying
the underwear in a shop.
Gerry's Sister Angela was 2 years older and had been at college but had
now taken a gap vacation so she wasn't going to be at home for a year. She
had kept a bedroom at home and still had most of her belongings there. The
room was rarely disturbed apart from when their mother dusted
occasionally. Gerry was confident that he could find what he needed here
as Angela was keen on fashion and loved clothes.
He found a black bra and matching panties quite quickly, a further rummage
found some black tights but when he tried her shoes he hit a problem.
Angela was two sizes smaller than him and there was no way he could get
her shoes on. He thought he was going to have to go bare foot until he
spotted a pair of black ballet slippers at the back of her wardrobe, they
were soft enough to stretch over his feet, he wasn't going outside
(definitely not!) so they would do nicely.
He took the items back to his room and decided to see what it looked like.
The bra fitted with a bit of adjustment although it took him a lot of
trial and error to manage to hook up the catches. He had decided to use
panties as he thought tights would not fit well over Y-Fronts (how true),
tucking Mr. Happy back gave a smooth front. Unfortunately when he put the
tights on they showed up his hairy legs and didn't look good at all, a
flash of inspiration made him think of the fishnets, 'I wonder what they
would look like over the black tights' he thought. Result! That looked OK,
although the tights felt very strange and the texture of the fishnets was
very unfamiliar, as was the feeling of air moving around his legs.
The dress was next, he stepped in and slid his arms into the sleeves. The
zipper was easy to reach and there was a degree to stretch in the fabric
that allowed him to take it up to the neck without too much difficulty. A
looseness in the chest area reminded him that he had forgotten to pad out
the bra. A few moments later a pair of sports socks provided faux breasts
and the dress fitted a lot better. It was strange to look down and see
your chest padded out but the dress was comfortable, the feeling was
unusual and vulnerable, but OK.
He sat down and put on the slippers, again unusual feelings, the tights,
particularly the fishnets felt odd but this soon passed. Picking up the
hat he went to his sister's room where she had a full length mirror. Again
unfamiliar feelings as he walked along, air moving where it normally
doesn't, the underskirt of the dress rubbing against his Lycra clad thighs
and the tightness of the bra under his (his!) dress.
The hat was a lacy creation attached to an Alice band so first he used the
dressing table mirror to brush his shoulder length hair back and then slid
the band on.
Now for the moment of truth.....
There was a young girl looking back at him in the mirror, she wasn't
pretty but not that bad either. As he improved his posture she looked
better, good legs! Holding his shoulders back and linking his hands behind
his back improved matters further. He started wondering what effect a pair
of heels would make. 'Stop it, it's only for a joke', he thought smiling
at his creation. Yes, heels, make-up, nail polish etc. would be better but
this wasn't bad and would be quite enough to surprise his mum this
weekend.
Just a few days to go, once he caught himself looking at the hair on his
legs and wondering whether to remove it. 'Get a grip' he thought, 'you're
taking this too seriously'
Saturday came and he started to put his plan into operation. His father,
as expected, had left early and he started to get ready after he had his
morning wash. It was 8.00 am, Mum was still asleep, her radio alarm had
not yet gone off, that was normally at 9.00am on a Saturday.
He decided to put on the undergarments straight away to save time and
cover them with a dressing gown so he could get his own breakfast and
prepare his mother's. He managed to dress fairly easily, the bra clasp was
difficult again but with a bit of trial and effort he made it. He combed
his hair back and put it into a pony tail held with a rubber band, he then
took the dress on it's hanger and went quietly downstairs.
It's funny how you forget what you are wearing when it's comfortable... He
was part way through his cereal when the door bell rang and he was halfway
down the hall before he realised what he was doing. There was a figure
carrying a parcel, the front door was obscure glass, and as Gerry entered
the hall the visitor appeared to notice there was someone there. Gerry saw
the red of the Royal Mail van parked on the road and made a snap decision,
if he now didn't answer the door the postman would ring again, his mother
would be disturbed and his surprise would be spoiled, he had to answer the
door. There had been no noises from upstairs so he opened the door as
quietly as possible, hiding as much of himself as possible behind it.
"Parcel delivery." The postman handed over the box. "Sign here please."
Gerry squeaked a thank-you, took the box and placed it on the hall table,
then took the proffered clip board and pen and made his mark, handing it
back to the postie.
The postman smiled, "Thanks miss, see you again."
Gerry blushed and just managed to say, "Bye."
It was a throw away comment and Gerry didn't take it on board until the
front door closed. It was then that he saw his reflection in the hall
mirror, despite the dressing gown the giveaways were the black tights on
his legs, the bulges on his chest from the padded bra and the way his hair
was combed and tied back. Yes he did look girlish, fortunately the postman
didn't suspect anything so no harm done.
He listened carefully for any sign of life upstairs, heard nothing and
resolved to go back and finish his breakfast. He needed a strong coffee.
The radio alarm came on in his mother's bedroom and he could hear her
moving about, he knew she would sit up and read while listening to the
radio for a while before she got up. She called out, "Hey son, has that
lazy maid got my breakfast ready?"
"Don't know mum I'll check if she's in," was my reply.
Mum's favourite breakfast was toasted cheese muffins with poached eggs,
easy to prepare, along with a cafetiere of her preferred Columbian blend.
After everything was ready and placed on a tray he slipped off the
dressing gown and stepped into the dress, he now had the technique to pull
up the zip and with the Alice band in his hair and a bit of adjustment in
front of the mirror he was ready.
This was the moment. The moment when it's not just an idea but reality
kicks in. He nearly bottled it but then thought 'I've come this far, let's
go for it'.
He was grateful to be wearing the flat shoes as he made his way up the
stairs. Holding a tray and having to get used to the unfamiliar mounds on
his chest meant he found seeing his feet and keeping his balance more
difficult than usual.
A couple of quick knocks on the door and then.... "Your breakfast is ready
M'am."
"Oh how lovely! Please come in I'm decent." No doubt she expected to see
her son with her breakfast.
Carefully holding the tray one-handed he opened the door. Mother was
concentrating on her magazine and only looked up as he got to the bed.
"Oh! Oh my! Oh how lovely! Gerry? Oh I can't call you Gerry can I? Oh what
a surprise!"
Gerry smiled at his mother, placed the tray on the bedside table and took
the magazine to one side. He then put the tray in her lap and stepped back
with a little curtsey. "Surprise! You like?" he enquired.
"Oh yes, now what can I call you my lovely maid? I know, you would have
been called Emma if you'd been a girl, so Emma it shall be. Well let's
look at you Emma, give me a twirl."
He spun slowly around and the dress rose showing off the underskirts.
"Oh how precious! You have gone to some trouble haven't you?"
"Thank-you M'am, will that be all?" He smiled at his mother, pleased that
the joke had made her happy.
"What were you planning to do next?"
The question threw him a bit he hadn't got a plan. "I was just going to
get changed back."
"Will you indulge me and stay as you are? We could have a bit of fun if
you don't mind. I haven't had a maid before and I've been missing having a
daughter for a while as well."
This wasn't what he had expected, but hey Mum was happy, where's the harm.
He decided to keep up the act. "Certainly M'am, what would you like me to
do?"
"Thank-you Emma. First leave me to finish this breakfast that looks
absolutely lovely and let me get dressed. If you would check the clothes
washer and get a new load in I would appreciate that. I will call you when
I need you."
"Thank-you M'am." He smiled and gave another little curtsey and turned to
leave. Laundry had always been a task he had helped with so it was an easy
task for 'Emma', also the utility room was at the back of the house so he
wouldn't feel exposed.
It was about 30 minutes later when his mother called for 'Emma'. He went
up to her room and knocked on the door.
"Come in dear." He opened the door to find his mother dressed and standing
by her dressing table. He went to tidy away the breakfast tray but his
mother said, "Leave that for now, please come and sit here. Would you mind
if I just enhance your look a little?"
"What do you mean M'am?"
"Just a little make-up and hair styling, nothing permanent don't worry. Is
that OK?"
"I don't want to look silly....I was just playing a joke on you."
"Nothing to worry about, if you don't like it just say stop and that's it.
I do appreciate the thought that has gone into your surprise and I think
you are very brave. If you'll let me just add a few touches then I can
have a maid for the morning, you can help me around the house if that's
OK? Then I'll take you out this afternoon for a treat."
"Not dressed like this!"
"No, of course not! Well, not unless you want to!"
"A step too far for now thanks." 'For now? Why did I say that?' "OK do
your worst but first would you take a photo? I promised Mary at the
suppliers I would get one."
"Of course, I'll get the digi, and I'll take another afterwards!"
After the photos his mother insisted on taking more than one, posed
sitting and standing, she started on his hair and makeup. She removed the
Alice band and combed his hair more thoroughly than he ever had before.
Using curling tongs she created a full and wavy style. She then replaced
the band as much to hold his hair away from his face while she started on
the makeup.
"I don't plan to do much but just enhance if that's OK?"
"You know I've never worn makeup apart from a school play years ago so
it's a new experience for me, I don't want to look silly though."
"I've no intention of overdoing it. Let me just try a little light
definition and see what effect it has."
"OK, love you Mum."
"Love you son. Or should I say daughter?!"
"Funny."
She applied a light cream foundation over his face. He had shaved earlier
and there was no beard to cover. Then mascara on his lashes, 'lucky boy'
she thought 'so full and long', a light kohl pencil to define his eyes and
just a hint of colour on his eyelids. Finally a light pink lipstick after
she had outlined his lips, sealed with a gloss.
She was tempted to go for nail polish but decided not to push him too far,
maybe there would be a next time?
To finish she clipped a pair of earrings on his lobes and draped a simple
necklace around his neck.
"OK what do you think?" She turned him to face the mirror
He had kept his eyes closed while his mother was working and as he opened
them they felt heavy and a bit sticky from the unfamiliar makeup. The girl
that faced him wasn't particularly a beauty but was passably pretty and he
didn't immediately recognise himself. Only when he fluttered his eyelashes
did he connect but it was clearly a girl, not a boy looking back.
"Wow, what did you do? She, I mean I, look....."
"You. Look very nice."
"I expected to look like a drag queen but that's very subtle Mum."
"Thank-you, now a few pictures for me if you don't mind?
"Fine, just don't go sending them around."
"Of course not, but don't worry no one would recognise you."
"First though to complete the look try these shoes, my feet are bigger
than your sisters and these are big on me. I presume that's why you are
wearing the slippers."
She handed him a pair of court shoes with 2" heels.
"They're a little tight but I can manage."
"Great, that's a nice finishing touch. Now try standing and then remember
to take smaller steps."
Fortunately the heel was quite low and after a few moments he mastered the
balance shift required.
"There's a lot more to this than I thought. Female clothes and body shape
enforce a different way of moving, I'd never thought about it before."
"We suffer dear, we suffer for our men." Mum smiled.
Another set of photos were taken in various poses, Gerry was relaxed in
his new form and played to the camera.
"OK missy, back to mistress and maid, I need to get on with the housework
then we'll have a break and see what to do then."
"Thank-you M'am. Unless you have another task I have a wash in already, I
will check if it is ready for drying."
"Good girl Emma, I will follow you down."
Their house was a four bed detached with an extension right across the
rear of the property that had a sun room / conservatory along with the
kitchen and utility room. The garden was reasonably large and well stocked
with trees so there was no danger of being overlooked.
Because of this Gerry was comfortable to deal with the laundry and start
the ironing in the sun room.
His mother came down after about 20 minutes.
"Emma, I'll deal with the post first, please bring me a coffee at 10:30. I
may have further tasks for you then."
"Yes M'am" 'She's really getting into this', thought Gerry. 'Still, so am
I. These clothes are really very comfortable and so much lighter than my
usual clobber'.
He kept being reminded what he was wearing when a draught played on his
hose covered legs or he saw his reflection in the glass of one of the
kitchen appliances. His mother noticed as she passed through how he was
admiring his appearance, that confirmed her idea to take things a little
further.
10:30 came and Gerry had brewed a fresh cafetiere which he placed on a
tray with biscuits and took through to the door of his mother's office.
Although he was getting better it was still an effort to balance in the
unfamiliar footwear and hold the tray in one hand while knocking on the
door.
"Your coffee M'am."
"Enter."
Jerry went in and placed the tray by the table.
"You may wait here Emma."
"Yes M'am. Would you like me to pour your drink?"
"Thank-you Emma."
This followed a bit of gentle teasing as mother enjoyed her coffee and
biscuits and ignored her maid, who was left to stand to attention beside
her. Jerry didn't know what to do, so decided to wait for instruction. She
kept him like that for 5 minutes.
Eventually, Mum looked at him and smiled.
"I'm sorry love I couldn't resist playing with the mistress/maid role for
a moment. I'm done here, get yourself a cup and we'll take the tray to the
sun lounge. It's Mum and Emma for now OK?"
"OK, thanks mum, I didn't know what to do there you are a rascal!"
"Careful, I may need to discipline my maid if I get backchat like that."
She smiled.
"Oooooh! Shall I bend over your knee?"
"Enough already, get your cup!" was followed by a playful slap on the
behind.
Gerry took the tray and scuttled off to the kitchen, he was happy. He
hadn't 'connected' with his mother so well in ages.
After they sat down in the sun-room his mother asked.
"Well how do you feel?"
"Feel, about what?"
"The clothes, the make-up, etc."
"Strange, often I didn't notice, then the restriction or the freedom of
the clothing became apparent. I forgot about the make-up until I brushed
my eye or tasted the lipstick."
"But are you uncomfortable?"
"No. Is that wrong?"
"No. I just wanted to check. I don't want you to do anything you're not
happy with."
"No it's alright. I'm OK, it's fun in a way."
"Good. Would you mind continuing to be my plaything this morning?"
"Plaything? OK, what have you in mind?"
"I'd like to try you in something different if that's OK?"
"Girls clothes?"
"Yes. Are you alright with that?"
"Why not. You've got the make-up on me already. I'll treat it as a
learning experience."
"Thank-you. I think you've already learned a lot about what we women go
through. I just wanted to try a conventional look, the maid outfit is fun
but is just fantasy wear. I have a look in mind, using some of your
sister's clothes, shall we begin?"
Gerry followed his mother up the stairs to her room. He smiled as he saw
she had already laid out the outfit on her bed. 'Plan ahead, that's my
mum', he thought.
On the bed was a dark blue, knee length knitted dress. It had full sleeves
and a high neck with a zipper at the rear. 'In a way a long jumper',
thought Gerry. Alongside it was a matching length silky slip again in dark
blue.
"The slip will help the dress to hang better and stop it riding up. If you
take off the maid outfit I think the underwear you have on will be just
right. Here slip the shoes off and I'll help you out of this dress."
"Errr? OK, whatever you say."
"Now don't be shy, I have seen everything before you know..."
"But not recently! And I don't think you've seen me in a bra and panties
before..."
"True! But don't panic. Now let's see what we've got to work with." Mum
unzipped the maid dress, helped Gerry to step out and then hung it up.
"Very nice choice, but I think we can improve the shaping up top, give me
a moment."
Standing in your parent's bedroom dressed in a bra, panties and tights
with your mother fussing over your appearance is not what Gerry had
expected to happen today. His mother returned with some cotton wadding.
"This will fill the cups better, and you need a little adjustment." She
removed his socks and filled the cups with the wadding, then she
lengthened the shoulder straps letting the bra sit a bit lower. The result
was more lifelike, smoother and was much more comfortable to wear.
"The tights are fine they cover your hairy legs, maybe we can do something
about that next time."
"Next time?"
"Only kidding! Now hands up."
She put the silky slip over his head and he shivered as it glid down his
body. Mum adjusted it around his faux breasts and the feeling was
marvellous. He saw in the mirror what he could feel, that the slip hugged
his body and smoothed out his figure.
"Now doesn't that feel nice?"
"I'm ashamed to say it does Mum."
"Ashamed? Why?"
"Mother! I'm a boy, boys don't wear dresses and if they do they shouldn't
enjoy it!"
"Fuss and nonsense! I'm not trying to change you permanently just having a
bit of fun. Do you want to stop?"
He thought for a moment. "No, I don't want to stop, is that wrong?"
"No Gerry, this is just you and me having a bit of fun. Consider it
educational, now you'll know more about what your girlfriends go through
and that'll make you an even better man than you already are. OK?"
"I'm alright with that."
"Good, now lets get the dress on, also I will refer to you as Emma from
now on until you change back, it will complete the illusion."
The dress went on like a jumper, Mum held the neck away from his face to
avoid spoiling his makeup and then smoothed it out and zipped up the neck.
This was another new sensation, the weight of the dress, the way it moved
against the slip and the way it hugged his body made him feel vulnerable
and comfortable at the same time. It was very different from the
lightweight fluff of the maid costume.
"I thought my boots would look right with that." Mum offered a pair of
calf length black boots. He tried, but there was no way his feet would fit
in comfortably.
"Oh well, back to the court shoes, you are comfortable in them aren't
you?"
"Yes, I was surprised, I though it would be more difficult. The stairs
aren't easy and these", he pointed to his breasts, "get in the way."
Mum laughed, "Yes it takes practice to accommodate the constraints, and of
course your boobs have grown in one day so it must be quite a shock.
Fortunately those shoes do have a lowish heel, it takes more time to get
used to the higher ones. Comfortable?"
"Yes, in a strange way."
"Good, we'll finish some more housework and then have lunch, I have to go
out this afternoon to get some shopping. As I said you're welcome to come,
how you are dressed is up to you."
"I may pass on the shopping thanks, wearing a dress or not."
He'd never been keen traipsing around the shops and mum could shop for
England.
"Can I just have another photo for my collection?"
"I don't see why not, just don't go sending them around."
"As if...." Mum smiled.
They went downstairs and began to finish the tasks they started earlier.
All was going well until suddenly, as Gerry treated washing at the utility
draining board, there was a young man smiling and waving in through the
window. He was too shocked to respond before the window cleaner started
his work and he was hidden by the soapy suds. There were three of them in
total, working quickly on the patio doors and upstairs as well. Gerry felt
terribly exposed but reasoned that they wouldn't take much notice as long
as he smiled back confidently and didn't act surprised.
It seemed to work, he knew he'd seen himself in the mirror and there were
no clues to his true gender, thankfully he wasn't wearing the maid dress
THAT would have been embarrassing. Mum had been receiving calls all
morning and had just picked one up on the cordless handset when there was
a knock at the back door.
Mum held her hand over the phone. "The cleaners want paying, please be a
love and get the cash out of my bag. It's 8 pounds we owe, I missed them
last time."
Gerry found his mothers bag and her purse, there wasn't enough change so
he took a 10 pound note from her wallet. He took the note to his mother,
who waved him away. When he obviously didn't know what to do she covered
the phone again and said. "I'm sorry to impose on you love but I've got to
take this call, just pay them and take the change, you'll be fine."
Gerry was frozen to the spot, he didn't want to do it, he knew he could,
he was a convincing girl but it was just too frightening. There was
another knock at the back door, still he couldn't move. Mother waved
encouragingly at him and finally he got all his courage together and
opened the door. He looked out just in time to see the side gate close,
they had gone. Relief!
Which turned to panic again as the front doorbell rang. Mum held the phone
again, "They don't like to be owed more than one week and they know we're
here, please love go and pay them it'll be over quickly."
Gerry smiled weakly and set off down the hall, note in hand. There was a
figure at the front door so he opened it part-way expecting to quickly
hand over the cash and get change.
Except it wasn't the window cleaner.
Mhairi
- 06.06.2020
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