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The Holiday
by Zoez
First you need to know something about me, so here goes. My name is Zoë.
I was born a female and always been a girlie girl. At school I dated some
cute guys but it was never right. Then I met Sarah, she rocked my world, we
were both 16 and realising we were gay. She was my first love. We explored a
new world together but when we went off to different universities we found
different paths.
After Sarah there was Kelly, Daisy and Helen all amazing in bed but the
connection I had with Sarah was never there again. Then there was Tara, I
fell in love for a second time with Tara, unlike the others she wasn't
technically a woman. She was on her way there, that is to say I never met
Tom, her past life. Tara had breasts, a sensitive soul but something between
the legs that neither of us liked. She was months away from getting rid of
our dislike when suddenly one day a car pulled out and hit her. Killed her.
It took me months and months before I was ready to face the world without
Tara but love strikes when you least expect it, I met Chris. Not Chrissie or
Christine but Mr Christopher Chelmsford, a man who had never worn a skirt or
strayed from being a man. I didn't ever think I would feel something for a
man but I fell deep for Chris but as much as I loved him and wanted to be
with him, we never fully connected as I did with Sarah. Until now.
I'd been with Chris for 3 years, living with him for 1, when an idea hit
me. He worked at home writing books so I figured it wouldn't impact his life
too much. I wanted Chris but I also wanted a wife not a husband. So I did
what I could and set about making Chris the woman I always hoped he could
be.
So one day I when he was drunk I asked him what his parents would have
called him if he was born a girl.
'I don't know, I think it would have been Christine or Chrissie.'
'Chrissie? I like that name.' I said.
The next morning he was badly hung-over but able to notice straight away
when I called him Chrissie.
'Chrissie?' He asked.
'What?'
'You called me Chrissie?' He queried.
'Yeah of course, you said last night you wished I called you Chrissie.'
'What, why?'
'I don't know Chrissie but that's what you asked me to do and you were
pretty demanding about it, so now I'm calling you Chrissie as you asked.' I
lied.
'Oh, I don't remember that. My head hurts Zoë!'
'You'll be alright Chrissie.' I told him, this time he didn't argue but
just accepted it as he searched his aching brain for the memory of our
conversation.
A week later I persuaded him to start taking hormones, except I said they
were vitamins. Chrissie is only 5 foot 7 same as me and he had a slight
frame and fair body hair never ever needing to shave his face, so I knew
that he wouldn't look too out of place wearing a dress. The vitamins were
easy to get him taking and like clockwork he took them everyday. Next I
convinced him to grow his hair long, it had always been down to his eyes but
now he too was convinced he should have a ponytail.
As the months ticked by his body began to change and his waist began to
change, skin soften and his chest began to swell. He was a little concerned
about his chest but didn't notice anything else happening as it was
developing slowly. I gave him some cream to rub on his chest as I told it
would help prevent the man boobs he seemed to be getting (luckily he had
recently watched a documentary about how some men naturally get them, so
this is what he assumed he had). Every morning he took a vitamin and every
night he rubbed the cream.
At five months, I convinced him to pierce his ears. He didn't take much
persuading actually as he'd always wanted to. He came back with cute studs
in his ears. That evening we were going out and I put on my new red dress
and asked for his opinion.
'Wow, looks amazing.' He said.
'Thanks Chrissie. You know if you ever want to wear it you can.'
'What?'
'I said thanks Chrissie.'
'And what about if I ever want to wear the dress?'
'What? You want to wear this? I didn't know you were a cross dresser.'
'I'm not, look forget it. It's nice.'
'Thanks, help yourself anytime.' I said but he'd walked off.
Then about 6 months after he had his first vitamin, I told Chrissie about
this fantastic holiday idea I'd heard about where you go to a lodge in the
middle of nowhere in New Zealand and spend 3 weeks there in the middle of
the forest. A helicopter drops you off and picks you up, at one and a half
weeks it drops supplies but aside from that you don't see another human
being. There's no TV but it has an indoor swimming pool, electricity and
comfy rooms.
Chrissie loved the idea so we booked it for six months time. Enough time
for me to bring out more of Chrissie. His hair was now long enough to tie up
but I insisted he kept growing it and wear an Alice band sometimes. If only
everything was so easy though, it took me days to convince him to wear a
pair of culottes I brought him. He said he didn't like the style but I
managed to get him to try them for a day and soon he wanted to shop for
another pair. I said I couldn't remember where I got them from, so he kept
his eyes out for them in his men's stores but couldn't find anything close
and so gave up looking.
A month before the trip I hid the nail clippers and his Alice band (which
he always wore), his nails were long which he didn't like so he went pretty
crazy, searching everywhere for them. When he finally gave up I passed him
an emery board and explained how he could keep his nails trim and so
wouldn't need to cut them. He had the idea that if he used it enough he
could get his nails short until the clippers turned up. The Alice band is
another story. That couldn't have been easier. I simply offered one of my
hair bands to wear instead, it was like the Alice band but not zig zag, oh
and purple but he didn't mind.
Two weeks before the trip I got Chrissie drunk again.
'Chrissie when you pop into town tomorrow can you get me some things?'
'Sure.'
'Great, look, write them down so you don't forget.' I said, passing him a
note pad and pencil.
'Okay ready? I need all of these things in size 10.'
'Size 10?'
'Yeah, you don't mind popping into some women clothes stores and getting
me a few things for the holiday do you?'
'Well..'
'I mean you are man enough to buy me some clothes?'
'Of course, okay what do you need in size 10?' He said sternly as though
defending his manhood.
'I need a white skirt, a pink skirt, some knickers…'
'Hang on, you haven't given me any details. What kind of white skirt?'
'Oh, you decide, you've got a good eye. Just get me what you think you
would get if you were me.'
'Get what I would get if I was a woman.' Chrissie said as he wrote down
those instructions.
'So I need two bikinis, you pick the colour. Five bras 32bb. Ten tops,
two dresses, some tights, some shorts, three pairs of heels and one pair of
flip-flops size 8.'
'You're not size 8…'
'Ssshh, listen… a couple of necklaces, bracelets, earrings, make-up lots
of it, you'll know. Nail polish two or three colours. Some hair accessories
and another dress make it three more dresses and four more skirts.'
'Anything else?'
'No but as you're drunk I'll put it in your wallet now along with
five-hundred dollars for the stuff.'
'Great thanks.'
The next morning his head was thumping and as he left, I asked him to
make sure he got everything on the list. He patted his pocket and said 'I
may be hung-over but I remember that conversation and I'm a man and
therefore can get you your stuff.'
Hours later Chrissie walked in under an avalanche of shopping bags.
'Hi Chrissie. What's all this?'
'Your stuff, you really did want a lot of things didn't you.'
'No I only wanted some more sugar. What have you brought?'
'Sugar? I got your dresses and skirts and bras and everything.'
'My what?'
'The list in my wallet, you asked me all these things.'
'When?'
'Last night.'
'No I would remember but anyway lets see what you've got. I looks like
you've been to all my favourite stores Chrissie.'
'I have and I got you these dresses.' He said opening a bag and went to
pick up another.'
'But these are size 10, I'm a 8.'
'What, well I got you size 8 shoes like you asked. Here.' He said shoving
them at me.
'Wow, nice shoes but I'm a size 5 not an 8. You're an 8 are you sure
you're not still drunk?'
'No look on this list. Size 8 shoes and size 10 clothes.'
'This is your handwriting Chrissie. And what does 'Get what I would get
if I was a woman.' mean?'
'You asked me to get what I thought would be nice.'
'Well these are nice Chrissie but they would fit you not me and I didn't
ask you to get them. But if you want to wear them then I don't mind.'
'Thanks but I don't. What shall I do with these then?'
'Take them back.'
'What and go in those shops again with all the women staring at me like
I'm a freak. No thanks. Lets leave them in the spare room for now and we'll
do something with them after the holiday.'
'Okay, well I'm just going to unpack them and see if anything might fit
me then.' I said, taking them away.
A week before the trip, I got him talking about his body hair and bet him
twenty dollars he wouldn't shave his legs, armpits and legs to see what I
have to go through. Without hesitation he headed for the bathroom and I was
right behind with the new lady shaver he'd brought on his shopping trip.
The night before the trip he packed his suitcase while I was at work but
then when he went out for a run, I changed a few things around.
The twenty four hour flight to New Zealand was tiring, the helicopter
exciting and when it flew away leaving us alone, the fun began.
'Why don't you go take a shower Chrissie? I'll unpack your things.'
'Okay thanks Zoë.' He said stripping his smelly clothes off and heading
for the shower.
He returned minutes later, towel around his waist and perfectly formed
breasts out in the open.
'That's so much better.' He said wiping a long wet strand of blond hair
from his face.
'Great. You clothes are in that cupboard and those drawers I said
pointing.'
'Thanks… Wait, which cupboard?' He asked as he opened the door.
'That one, why?'
'It's full of your stuff. Dresses and skirts and things.'
'No my stuff is in my suitcase here, I'm still unpacking and those are my
drawers and cupboard.' I said gesturing to the open drawers half full of
bras and knickers.
'Well where's my clothes? The stuff you unpacked?'
'That is it Chrissie in there. It looked to me to be all those things
from your shopping trip the other week.'
'What? You mean when I got all the wrong sizes for you?'
'Wrong for me but right for you Chrissie.'
'What? How?' He said, sitting down on the sofa.
'Maybe we should talk.'
'Okay.' He said.
'I understand Chrissie. What you're going through Tara told me about the
conflict she encountered.'
'What conflict?'
'About becoming a woman. You don't need to hide it anymore.'
'Becoming a woman. Who? Me? What do you mean?'
'What do I mean? I've seen you change this past year Chris. The hair,
nails, your chest. You shaved your body hair. Remember when you asked me if
you could wear my dress? I suspected. But then I guess I always knew, I mean
it must have been your inner femininity that drew me to you, you know I'm
gay right?'
'You were gay. Look I'm not trying to become a woman. My nails are long
and shaped because we lost the clippers. I shaved my body hair for a bet. I
don't know why I asked you about wearing that dress but I never did wear
it.'
'Okay well, you take your time Chrissie. Put some clothes on and just
take this trip easy, I know you must have strange thoughts right now, but
I'm here to help you.'
'Okay where are the clothes I was wearing earlier?'
'They stink. Look just pick something from your clothes to wear, it won't
kill you.'
'Okay but this stays between us ok?
'Ok.'
With that he stood up and inspected his clothes. After minute or two of
looking back and forth and hesitating he picked out a white skirt and a pink
vest top. Then picked up a pair of knickers. He put the knickers on first
then the skirt. It fit his hips perfectly. Next he went to put the vest top
on.
'Wait aren't you forgetting something?'
'What?'
'A bra.'
'I don't need one Zoë, I don't have breasts.'
'Look down Chrissie, what do you call them?'
'Man boobs. Okay look I'm going this far so I guess I should go all the
way huh.' He said picking one out and putting it on. He struggled a bit to
clip it, so I showed him an easier way. It fit perfectly.
Next putting the vest top on, he looked like a woman without make-up on.
He moved across to look in the mirror and I could see by his expression that
he liked what he saw.
'How do you feel? Comfortable?'
'Well in truth it's not that bad and the bra actually takes a weight of
my chest and feels almost right.
'I see, well I'm going in the shower myself now.'
'Okay.' He said, walking around and enjoying the way the skirt moved.
The sun set shortly after I got out of the shower and the lodge soon
cooled down.
As we stood in the kitchen cooking some dinner, I could tell Chrissie was
getting cold in his choice of clothes.
'You look cold honey.'
'I am a bit.'
'Well put some tights and a cardigan on.'
'Tights?'
'Yeah why not. I'm wearing them, they didn't kill me and I'm warmer than
you.' I said pointing down.
'Okay, fine.' He said going into the bedroom.
Minutes later he returned with flesh tights on. I was impressed he chose
them over the black ones, as flesh went better with the skirt.
'It's pretty slippery on this floor with tights on.' He said.
'So put some shoes on.'
'Oh yeah, good idea.' He said before disappearing into the bedroom.
Returning he wore a pair of strappy heels, perfect with his outfit.
'First time I've ever worn these.' He said, wobbling a bit.
'They're nice and I'm sure they'll feel like your other heels in no
time.'
'What?'
'What?' I asked
'I don't know. Look I was thinking maybe I can hike into town and get
some more clothes.'
'Hike in, what in those shoes?'
'No in my shoes I wore here. My man shoes.'
'What your flip-flops. Look Chrissie town is miles away, we don't know
where. Just get used to it for 3 weeks and then when we get home, it can be
our secret.'
'You're right. I guess I better get used to the idea I'm going to be
Julie and not Chrissie for the next 3 weeks.'
'Julie?'
'Sure if I had to pick a girls name for myself that's what I would have.'
'Okay Julie. Well if you're Julie then I guess after dinner you should
get some make-up on and look like a proper woman.
'Okay. This is truly bizarre, never in a million years would I have
thought I'd be spending 3 weeks dressed as a woman with a girlfriend that
doesn't mind.'
'Oh Honey, should have said something about this sooner, I would never
have minded.'
That night I helped Julie put her make up on. She looked stunning, and
instantly I knew I had once again found true happiness, I had the women I
wanted once again. We made love that night and it was incredible. The best
since Sarah despite certain differences.
The next morning, I woke to find Julie stood in a bikini wanting to go
swimming.
'You could just wear the bottoms you know.' I said checking her
commitment.
'I know but I find that bras give me much needed support.'
'Tying his hair into a high ponytail she led the way.'
After the swim she saved her legs and put a summer dress on. She looked
stunning.
That day I taught Julie how to sit properly, how to walk and talk. She
was always a bit hesitant but I could see she was enjoying it. After 6 days,
we did some laundry and washed Chrissie's collets and t-shirt. I have Julie
the chance to take a day off and she took it. I was devastated but hid from
him. Walking into the kitchen he wore no make up, his dangly ear-rings were
replaced by studs, he wore the shorts and t-shirt but I could clearly see he
still wore a bra and his hair up in a high ponytail.
'You don't have to wear the bra Chrissie.' I said.
'I know but it's more comfortable that way.'
'Okay.'
That night when it became dark, I could tell his legs were cold and he
was missing his tights.
'You can wear tights under your shorts Chrissie. I won't mind.'
'I guess so, it's not very manly is it.'
'Nor is freezing to death.' I said watching him get up and head for the
bedroom. I could hear the click clack of heels before I saw him return
wearing flesh tights and heels and his shorts and t-shirt. I couldn't help
laugh as it didn't look right.
'What?'
'Just put a skirt on Chrissie and stop all this macho stuff, it's okay I
accept you and love you.' I must have said what he wanted to hear as he
disappeared and fifteen minutes later Julie appeared wearing a long sleeve
dress.
'Hi Julie. I missed you.'
'I missed you too.' She said.
After the next laundry round Julie didn't even think about trying
Chrissie's clothes again. Nor the one after that. Before we knew it Julie's
three weeks were nearly over. She had come on so well. Her voice was soft
and feminine at all times, she walked with grace and sat with posture. She
had mastered make-up and even had some favourite outfits. We had connected
so well and I couldn't control myself when I asked Julie to marry me and she
said yes.
The sad final day arrived. Julie sat on the bed her towel wrapped around
her body, staring at two piles of clothes, hers and Chrissie's.
'My passport says male, so I guess I should say goodbye to Julie. I want
you to know Zoë, that I have enjoyed being here, although I hadn't asked for
it, at least I don't think I did. Maybe we'll meet again.'
'Tuesday when we get home?' I asked, my voice breaking up.
'Well, I had thought that you'd prefer Chrissie back, he does.'
'Okay, love you Julie.' I said as she unwrapped the towel and he picked
up his shorts. Although I saw a glimmer of hope when he put a bra on before
the t-shirt.
The flight took forever. I sat wondering what life would be like again
with Chrissie. Chrissie sat with posture. Just before landing I touched up
my make-up. Chrissie watched me with an itch to do something with his
appearance, twisting his hair into a bun and letting it drop.
We got home. I unpacked and Chrissie went through his wardrobe looking
for some fresh clothes. He picked a pair of jeans and a shirt, still wearing
a bra beneath. That evening we sat watching TV, both of us filling our
nails.
The next morning, Chrissie was already up looking in the mirror, watching
himself putting his hair up into different styles with clips and grips. I
watched for a while not wanting to distract him. Then I moved about and
groaned making him thinking I had just woken up.
'Morning honey.' I said, seeing clips in his hair.
'Morning Zoë. Look I was wondering.'
'Yeh.'
'Just for this morning would you mind if I wore a skirt?'
'Sure, why?'
'I just really feel the desire to wear a skirt, I think it's a skirt
day.'
'Okay.' I said watching him quickly pick out a dark skirt, knickers and
patterned tights. On top he wore a bra and shirt, leaving his hair clipped.
'Looks nice. You know you don't need to ask.'
'I know but it still feels strange, you know a man wanting to wear a
skirt.'
'Well accept it, it doesn't need to feel strange honey.'
Later that day, I noticed he'd put some mascara and foundation on but I
didn't say anything. The next day he was back in jeans but complained that
they didn't fit so well, so he put a skirt on.
This went on for the next week, as he would either start in a skirt or
start in men's trousers and then revert to a skirt. I hit my breaking point
and came back from town with some women's jeans for him, knowing they'd fit
better. He didn't even question what gender they were for and happily wore
them straight away, commenting on the good fit.
Then after a fortnight of skirts, jeans, women's hairstyles and
occasional make up it happened. I woke to find Julie sleeping in my bed. As
she opened her eyes, her voice was soft as her skin.
'Thought I'd pay you a visit.' She said.
'Wow, lucky me.'
'Well I missed my clothes, having to live like a man for weeks.' She
said.
That day she was stunning, her make-up was different and better than
Chrissie ever managed, her dress and shoes looked great. She was amazing, my
fiancée.
'I was thinking about sticking around for a while again.'
'Really?'
'Well I had so much fun during those three weeks, I was thinking of
trying 3 months this time.'
'Three months? Really?'
'Yeah and who knows, if I can keep Chrissie hidden away for a bit longer
then maybe I should become a complete woman.' She said gazing in my eyes and
pushing some hair from my face.
'Wow! I love you Julie.'
'I look you too Zoë.'
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