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The Holiday

Author: 

  • Sharon

Audience Rating: 

  • Restricted Audience (r)

Publication: 

  • 500 < Short Story < 7500 words

Genre: 

  • Transformations

Character Age: 

  • Mature / Thirty+

TG Themes: 

  • Accidental

TG Elements: 

  • Appliances Attached

Permission: 

  • Posted by author(s)

< It all started as the holiday from hell.

We were going on a three week holiday
to a villa in the hills of Spain away from the
tourist areas so that we could practice our
Spanish. We had been learning Spanish at
night school and we had decided to try to
speak only Spanish whilst we were on holiday.

It all started well until we were caught in
a traffic hold up on the M25. We therefore
arrived at Gatwick with only minutes to go
until the last check in time.

I loaded the cases on a trolley and
rushed to the check in desk whilst Mary my
wife paid the taxi and followed on. I arrived at
the check in desk about 5 minutes late, I
explained why we were late and the check in
clerk said we should be OK.

We left the check in area and rushed to
the departure gate and boarded the plane.

When we arrived at the airport we
waited for our cases on the carousel, two of
our cases came quickly and we waited for the
third one.

The carousel emptied and our case had
not arrived so we went to see the airline
representative and complained about our
missing case. She was very apologetic and
asked if we had a contact phone number she
could contact us on when they found our case.

I gave her my mobile phone number and
we left the airport and caught a taxi to take us
to the villa.

When we arrived at the villa, who said
the rain in Spain falls mainly on the plain was
wrong, it was raining very hard and it did not
take long before I was soaking wet, as I had
told Mary to run in whilst I brought in the
cases.

Mary said that as I was so wet why did I
not take a shower whilst she unpacked and get
me some dry clothes.

I heard Mary shout from the bedroom so
I wrapped a towel around me and went to see
what was the matter.

Mary said that the case that was lost at
the Airport was the one that contained all of
my clothes and the other two contained all her
clothes.

She said I would have to borrow some
of her clothes for today and we could ring the
Airport tonight to see if they had found the
other case.

Mary handed me a pair of panties and
said to dry myself and put the panties on. She
said as it was only us there it would not
matter. I dried myself and put the panties on.

When I went back into the bedroom
Mary had sorted through her clothes and gave
me a summer dress to put on. I said did she
not have a pair of trousers but she said she had
not packed any as she thought it was going to
be hot so she could wear summer dresses all
of the time.

I put the dress on and Mary said it suited
me apart from the top hanging loose, she said
to remove the dress again and to put a bra on
to pad the top of the dress out.

I said do we really need to, but she said
to humour her, put it on and gave me a bra. I
put my arms through the shoulder straps and
Mary hocked it up, she then Padded the cups
out and said to put the dress on again. After I
had put it on she said to look at myself in the
long mirror and I must admit the dress did
look nice on. Mary then said to sit down and
she would dry my hair, she did dry it but she
used curling tongs to do it. She brushed it out
and before I knew she had sprayed it with hair
spray and said I looked much better now.

Mary then said to turn around and she
would do my face and then I could see the
transformation. She seemed to be hours
putting makeup on my face. When she had
finished she said go and look in the long
mirror Jane, I said why say Jane to which she
said she could not call me John as I looked
now. I went to the long mirror and a woman
was standing looking at me.

Mary then found a pair of high heeled
shoes and said for me to put them on, then
Mary and Jane can go and have a snack. Mary
also said that the dress suited Jane more than it
did her and Jane was a perfect woman, I was
then Jane for the rest of the day. We phoned
the airport but there was no good news about
the suitcase.

When it was time for bed Mary gave me
some makeup remover and a nightdress to
wear in bed. When we got into bed Mary
cuddled up to me and said that she had
enjoyed Jane staying for the day, and she
wondered how much longer Jane would have
to stay. I said it felt odd lying in the silky
nightdress but she said I would get used to it,
and she liked the feel of it when she cuddled
up to me. In the morning I had to wear the
dress again as my clothes were still wet. Mary
did my face again saying that I had been a
perfect lady yesterday, as it was Sunday we
could both have a lounge by the pool.

Mary then said as I was now Jane for the
day I should do my share of feminine tasks,
She said I should get lunch ready. I said as I
was Jane I would go and get the lunch ready. I
made a light salad and walked out to the pool
area and to my surprise there was another
woman sitting talking to Mary. As I came out
Mary said Jane this is Mrs Chablis who is the
lady who we rented the Villa from and stocked
it up with the food.

Mary then said Jane could you keep Mrs
Chablis company whilst I get some money to
pay her for the food. Mrs Chablis said to me
Jane you can call me Sophia it sounds to
formal to call me Mrs Chablis all the time.
Sophia said it was good of you both only
speaking Spanish, all the villagers would help
you both if your pronunciation was incorrect.
Mary came back with some money and I told
her to pay Sophia.

When Sophia had left and we had started
eating Mary said I would have to stay as Jane
for a while more as it seemed as if Sophia
would be telling the village that two woman
were staying at her Villa, she also commented
that I had been a very convincing woman as
Sophia had not noticed. We finished the lunch
and Mary said Jane can you wash up please.

After I had finished the washing up
Mary called from the lounge I went into the
lounge and before I knew it Mary had taken a
picture of me. She then set the camera on the
time delay and said come on Jane we can have
a picture of us two girls together. As she had
already taken a picture of me I agreed.

Mary then said that we could walk down
to the village and have a general look around
as you passed as a woman with Sophia. The
next thing I knew was that Mary had given me
a hand bag and picked up the villa keys and
propelled me outside. We walked to the
village found a shop to buy some more
groceries, but not a laundrette so my clothes
were not going to get cleaned quickly. Whilst
we were buying the groceries Mary introduced
us to the shopkeeper as the two ladies who had
rented the villa down the road, saying I was
Jane and she was Mary.

We then stopped at the local caf and
bought a cup of coffee each and she
introduced us both again. As the sun was
getting hot Mary stopped at a local shop and
bought us both sun hats. When we were on our
own I asked why she had introduced me as
Jane she said she could not introduce me as
John, so it looked as if I was to be Jane for the
rest of the holiday. Mary also said she was
pleased that she had understood most of the
conversation and everyone seemed to
understand here. I said I had also understood
most of the conversation; Mary said I should
lower the tone of my voice and try my Spanish
out. We passed a garage and Mary asked if
they had a car for hire, they said they had one
so Mary hired it for the rest of the holiday. We
loaded the groceries into the car and Mary
drove us back to the villa.

The next day Mary decided to drive to a
larger town nearby, when we parked Mary
paid for parking until 3pm and said as we
always have done that if we got separated to
meet back at the car a 2:30pm.We started to
look around but as we passed a hairdresser's
Mary took me in, as she said my hair could do
with tidying up. I heard her ask them to perm
it so that the curls would stay in until the end
of the holiday, I did not hear Mary also tell
them to add a washable colouring and when I
left my hair was now a very light brown.

Mary said that the new hair style and
colour suited me. I was now definitely staying
as Jane for the rest of the holiday. We then
went sightseeing, as we passed a dress shop
Mary said, Jane that dress would suit you lets
go and try it on. I was led into the shop and
Mary asked the shop assistant if they had the
dress in the window in my size, she had some
difficulty remembering which continental size
was which.

The assistant found a couple of sizes and
Mary took me into the changing room to try
them on. One of them fitted me so Mary said
that I should keep that one on and they could
wrap up my original dress. Mary also bought
some more panties and also a couple of bras
for me. The panties were very frilly & lacy
and they matched the bras, I said did they need
to be so frilly & lacy but Mary said only the
best is good enough for Jane.

When we were alone I said did I need all
of this to which Mary said Jane could do with
some clothes of her own. She then said I
should start to look in dress shops and decide
for my self what to buy. We walked along and
found a department store Mary said for me to
go and look around on my own, and to not
come out without something that suited me. I
was pushed into the shop and Mary said she
had to go to the toilet and would be back in a
minute, the assistant asked if she could help
and I answered in a soft voice that I was just
looking at the moment. I found a blouse and
skirt I liked went to the changing room and
tried them on, the blouse looked nice on but
the skirt did not. I put my dress on again and
found a couple of other skirts. I went back to
the changing room and found one that went
well with the blouse, or so I thought. I took
them to the assistant and paid for them.

I waited around for Mary and in the end
went looking for her. After an hour I was
reserved that I was on my own until 2:30. I
found a caf and had a light lunch then
continued to look around the town. At 2:30 I
made my way to the car and met Mary, she
asked where I had got to as she had only gone
to the toilet in the store, but could not find me
when she returned. I said I had bought some
things and waited for her, but somehow we
missed each other.

Mary then asked how Jane had been on
here first solo outing, I said it had not been too
bad apart from the gentleman who tried to chat
me up during my lunch. Mary said she had
also bought some things and would show them
to me when we got back to the villa. Mary was
pleased with my selection of blouse and skirt.

Mary then opened her package and
showed me what she had bought, it was a pair
of false breasts and a pair of silicon panties
with built in vagina. Mary said for me to strip
and after I had striped she said it would be
better if I removed all my body hair first and
she produced a couple of tubes of hair
remover which she spread all over me.

After fifteen minutes she said for me to
go and have a shower, when I got out of the
shower I did not have a hair on my body.
Mary then sprayed my lower half and sprayed
the silicon panties, she said the spray would
help to slide it on. She help it open and said to
step in, she said to hold my penis back
between my legs and to fit it into the slot in
the base this was to allow me to go to the
toilet whilst wearing it. She then pulled it up
tight.

Mary then sprayed my chest and the
breasts then pushed them on to my chest. I
said how were they to stay in place and she
said the spray was an adhesive, but she had
bought some special adhesive remover to
unstick the adhesive. I said how long will it
last then and she said the lady in the shop had
told here it would last from six months to two
years.

I said where was the liquid and she said
it must have come out of the bag in the car.
Mary said she had seen the breast forms in the
window of the shop and had thought they
would look more normal as they would move
more than the solid padding. Whilst she was in
the shop she had seen the panties and after
seeing you stand to go to the toilet she had
thought that you would be caught out if you
were seen standing at the toilet.

Mary then said to look in the mirror at
your new body. I looked in the mirror and a
woman definitely was looking back at me.
Mary said they were made of some new
material and to feel my new breast I stroked
them slightly and I could feel it. She then
handed me one of the new bra's and said to
put it on. The bra fitted well and I noticed that
I now had a cleavage. She then gave me a pair
of the matching panties. The panties now
fitted better, Mary said she had also bought
something for herself but she would show it to
me tonight in bed.

That evening I put the blouse and skirt
on and Mary said I had chosen well as they
both went well together and looked nice on
me. She said that Jane seemed to like
shopping better than John did. That night
Mary produced a new nightdress for me it was
very feminine made of lace and chiffon. Mary
started to cuddle me and them got on top of
me saying she liked me being feminine and I
needed to be on the bottom during our love
making. She the showed me what she had
bought and it was a double ended dildo. I said
that I could not have such a large thing
inserted into me but she said that is what all
the girls say the first time.

She creamed the dildo and then started
to attack me with it saying relax and it will not
hurt. She pushed and I felt the head go in, she
the pulled out. She kept pushing and releasing
finally I felt the head go all the way in she the
rested with it just is stroking me and talking to
me. She finally pushed again and I felt her
body touch mine and I knew she had inserted
it all the way. She kept pulling it in and out
and finally she started to really use large
pushes, I felt as if I was being made love to. In
the end she pulled out kissed me and we both
went to sleep.

The next day Mary suggested we should
stay at the villa and have some use from the
swimming pool, she suggested we went and
changed saying she had a spare bikini that
would fit me. She fetched the bikini and a
bikini for herself. She then produced a
matching sarong and swimming cap, she
showed me how to tie the sarong picked up
the sun cream and led me out to the pool.

We spent nearly all day by the pool only
going in for a light lunch. We kept on
applying the sun cream to each other to stop
us burning. In the evening when we removed
our swim wear I found I now had a white
bikini on where I had been sun tanned. I said
how was I to explain this but Mary said do not
worry, as it would most likely fade before we
went home. I also noticed I had a darker line
where the Sun dress had been and also A
white line from the necklace Mary had
suggested I wore whilst we were out.

It was later in the week we met Sophia
whist we were in the local village Sophia
asked us if we would like to go to the village
carnival at the weekend. Mary said yes we
would like to go but what would every body
be wearing she replied that everybody would
be in national costume.

Mary then asked where we could
purchase some costumes for ourselves, as we
would like to enter into the spirit of the
carnival. Sophia said to come with here and
she took us to a back street shop. The
proprietor said she could find us some
costumes and took us into the back of the
shop. She showed us a rack of flamenco
costumes and said to try them on to see what
fitted the best.

Mary helped me on with a costume and
then tried one on her self. We called the
proprietor who came and said that they fitted
nicely, she then produced some hair combs
and put them in our hair. She suggested that
before the carnival that we see the local
hairdresser who would do our hair in the
correct style for the evening.

We paid for the dresses and accessories
one of which was long earrings, we called at
the hairdressers Mary went in whilst I held the
two bags outside. Mary said that she had
arranged for us to be seen first thing Saturday
morning. Sophia suggested that we visit her
this evening and she would teach us to
flamenco. When we got back to the villa Mary
produced a needle and heated it with the
cooker gas flame.

Mary said look to your left and then
pushed the red hot needle through my ear, she
repeated it for the other ear fitted the long
earrings through the holes, saying that will
look better for the carnival. Mary then took off
her wedding and engagement rings and said I
should now be the wife and started to put the
rigs on my finger it was a tight fit so she said
to run my hand under the cold tap for a while,
she put the rings in some hot water.

After a while she took the rings out and
took my hand and the rings just about fitted
over the knuckle now. I said how was I to get
them off but Mary said we will cross that
bridge when we remove your breasts. Mary
said I was now the dutiful wife and should act
so.

That evening we went to see Sophia she
said that here two sons would help here with
the dancing. She introduced us to her two sons
Pedro & Daniel, before I knew it they had
both come over and kissed us on the cheeks.
Then Sophia said that they would teach us the
basic steps tonight but it would be better if we
came in our dresses tomorrow night.

Pedro danced with Mary and Daniel
danced with me, it seemed strange to be
dancing as a woman with a man leading. At
the end of the evening Sophia said we had
both done well for our first time. Pedro then
said had we visited the monastery up in the
hills, Mary said we had not because we did not
know it was there. Pedro then said as they
were both off work tomorrow they could take
us there, before I could say no thanks Mary
had agreed and arranged for them to pick us
up in the morning.

When we got back to the villa I said that
should we go with them as they might expect
something in return. Mary said don't worry
you will enjoy going on your first date Jane.
The next morning bright and early they came
in their car with Pedro driving, Pedro opened
the front door for Mary and Daniel opened the
back door for me, Daniel then got in beside
me and we started off. I kept finding Daniel
arm around my shoulder and in the end I gave
up moving it.

When we arrived at the monastery Pedro
opened the door for Mary and helped her out
Daniel did the same to me. Pedro took Marys
hand and started to lead her to the monastery,
before I knew it Daniel had got hold of my
hand and was leading me. We looked around
the monastery and we had to admit it was a
very beautiful place and we were glad that
they had shown us it. They bought us a meal
in the local caf and then Daniel opened the
front door of the car for me and Pedro did the
same with the back door for Mary. Daniel
drove us back, but when I looked behind me
Pedro was kissing and fondling Mary who was
responding.

When we got back Mary invited them in
for a drink. As we sat down with our drinks
Pedro and Mary continued where they had left
off in the car and before I knew it Daniel was
kissing and fondling me. I said in the end that
Mary and I would have to change as Sophia
was expecting us. The two boys said that they
would wait and then the could drive us.

Mary and I went to change and I said
what was all that kissing, Mary said do not
worry Jane it is only flirting I still love you,
even though you were flirting with Daniel. I
said it had all happened so quickly I had a job
stopping him. They drove us to have another
dance lesson, at the end Sophia said we now
knew the basics so we should be alright now
for the carnival.

Pedro then offered to drive us home,
when we arrived we had to give them a good
night kiss before going in. When we were
alone I said to Mary on Saturday I had been a
normal heterosexual husband and you have
now turned me into a woman where I have to
kiss men. Mary said it was a good education
finding out what a woman has to go through
with a date.

On the Saturday Mary drove us both
down to the hairdressers, they were expecting
us they sat us down in a chair each and started
on our hair. Only having my hair done in a
ladies hairdressers once before and knowing
how long Mary usually takes, I did not know
exactly what to expect. They washed my hair
and added a solution I noticed they were doing
the same to Mary.

They left us for about half an hour they
then came washed it again put some more
lotion on in and finally washed it again. They
then rolled it up and put us under a hair dryer.
When it was dry they brushed it out and fitted
the combs into our hair. They finally said they
were finished and showed us the results in a
mirror. I then found they had dyed our hair Jet
Black and it was done in a flamenco style.
Mary thanked them and paid them. When we
got back to the villa I said how was I going to
explain having Jet Black hair when I went
back to work. Mary said do not worry just
enjoy the carnival this evening.

We had a light lunch sat by the pool and
relaxed waiting for the carnival. At about four
o'clock Mary said we should start getting
ready, Mary started by doing my face, she
then produced some false nails and attached
them to my fingers. When they had stuck she
painted them a bright red she also painted my
toenails the same colour. She then held my
dress and helped me into it. She then
proceeded to do the same for here self.

I did the zip up on her dress, and we
went and looked at ourselves in the full length
mirror, with our suntans we looked like
Spaniards going to the carnival. Mary then got
the camera out took a couple of pictures of me
I took a couple of here and we set it on the
time delay and took a couple of us both
together. I was getting used to Mary taking my
picture as Jane. We decided to walk the short
distance to the carnival so that we could both
drink and not worry about getting the car
home. We both started getting into the swing
of the carnival, everyone accepted us as we
were talking continually in Spanish, we then
met Pedro & Daniel.

The next thing I knew Pedro & Daniel
had asked us to dance, Pedro took Mary and
Daniel led me onto the dance floor. I could not
see Mary due to the amount of people
dancing. It was a few hours later that I saw
here dancing and then I lost her again. I was
now on my own as a woman fending off men
who wanted to dance with me.

It was about three o'clock in the
morning that I found Mary again and she said
she had really enjoyed her self and had Jane.
The two boys then escorted us home, we said
we were to tired to invite them in but we
would most likely meet them again. When we
were alone Mary said you did you enjoy
yourself I took a few pictures of you dancing
with Daniel and also a couple of you kissing
him.

Mary then said that she had really
enjoyed herself as Pedro had taken her to his
house and they had sex, she said do not worry
it was only sex. As Jane could not have sex
with her now, she had enjoyed herself with
Pedro as she was now single and Jane was the
wife. She then proceeded to cuddle and kiss
me. We laid on the bed and she then produced
here double dildo and made love to me, she
cuddled up my back leaving the dildo inserted
and we both went to sleep.

The next day we went out in the car and
I said what is that smell, we stopped and
looked everywhere. In the end we found the
culprit it was the bottle of special adhesive
remover that the lid had come off and the
bottle was empty. I said now what am I to do,
but Mary said we could go back to the town
and she could buy another bottle.

We drove to the town and parked Mary
then led the way to the shop, when we got
there the shop was burnt out, we asked what
had happened and we were told the local
community did not like that type of shop.
They had put the woman on a train and said
don't come back, they had then burnt the shop.
As we walked away I said to Mary now what ,
she replied well Jane it looks as if you will be
around for quite a while now.

I said did you still have the can of
adhesive as it might say what was you could
use as a releasing agent. When we arrived
back at the villa Mary fetched the can and
between us we tried to read all the writing, we
found our speaking Spanish was better than or
reading. Suddenly Mary said she was sorry, I
said why and she said it said on the can not to
spray skin and silicone just the silicone as if
you sprayed both the glue becomes semi
permanent. Mary said I would have to get use
to being Jane for quite a lot longer if it was
true.

The next day Mary came to me and said
it was that time of the month again so we
should start to wear a tampon, I said why
should I wear a tampon, Mary said all woman
have to wear tampon or a pantie liner. I said I
would prefer a pantie liner but Mary said you
cannot wear liners with a bikini, so here is a
tampon put it in. It was uncomfortable
wearing the tampon but Mary said I would
soon get use to it as I would be wearing one,
one week in four from now on. We ran out of
the tampons so Mary sent me out to buy some
more, I found I was doing all the shopping as
Mary said I was now the wife. Mary also had
me cleaning, dusting and bed making.

At the end of the holiday the airline still
had not found my suitcase, so Mary said well
Jane will have to come home with me. At the
airport we boarded the plane with no
problems, when we got home we managed to
get through without a problem as they were
only doing spot checks. We got a taxi and
went home, I said what am I to do on Monday.
Mary said she would phone up sick for me on
Monday and she would go and see my boss to
explain. Mary kept me as Jane for the
weekend as she said I could not wear my own
clothes with breasts. Mary went in to see my
boss on Monday and brought him home with
her to show him my problem.

When he saw me he said he would not
have recognised me, so his solution was for
John to leave and he would then employ Jane
in his place. I started to protest but he said he
could not see any other way except for me to
just resign. In the end I agreed, saying I would
start next week. Mary said when he had left
that I would now need some clothes for work
so we should go out and buy some. We should
also pack up all of John's clothes and store
them in the loft until such time John can wear
them again.

We went out shopping the next day and
bought me a couple of skirt suits, some
blouses, skirts and dresses. I said did I need all
this and Mary said women do not go to work
in the same clothes on subsequent days. Mary
also said I should have laser hair removal on
my face, as I did not want seven o'clock
shadow any more. On the Friday I went and
had the hair removal and whilst I was there
they did my legs as well. They also booked me
in two weeks time for my arms and chest.

On the Monday I was very apprehensive
about going to work in case I was recognised.
When I arrived they took me through the
normal routine for a new starter and
introduced me to everyone. I tried not to let on
that I knew them all. The first day went alright
except for one of my old colleges seemed to
fancy me, I showed him my rings and said I
was happily married. I seemed to get on better
as Jane than I ever did as John, after six
months I was promoted.

A few months later they required
someone who could speak Spanish, I applied
for the position and was promoted again. I
now had a company car something I only
dreamed about a year ago. At this time I had
changed my name by deed pole so that I could
have a bank account and a driving licence. I
have been travelling to Spain at least five
times a year, my Spanish has improved since
my travelling. I was offered a managerial post
in Spain, I talked it over with Mary who
agreed. We now live in Spain, I have looked
for a shop that might have the special adhesive
remover but to no avail. Mary has said to me
that I seem to be happier since I became Jane
so why not ignore the special adhesive
remover and stay as Jane.

It has now been five years since that
holiday I am still Jane. The glue does not seem
to be coming loose, so much for the
shopkeepers two years max. Mary and I still
live together but occasionally she has been
known to have boyfriend for a couple of
months at a time. She still says I am here only
love, the boyfriends are for sex alone. I have
now been Jane for so long I do not get urges
anymore and I have found I can be attracted to
men occasionally. I have had a few male
friends who have taken me out but I had to tell
them I cannot have sex due to a sexual defect.
I have also noticed that I am thinking of
myself as Jane now not John.


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