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E523e883-d9a6-46cb-ad6f-e38c8f720152 by SFC78767

I stared at the door lock, why is this happening to me? this was to be my last time, dressing as a woman, I had everything planned down to the last detail, my wife was on the trip of a lifetime with her friends, so no chance she will catch me out, I bought the best and most expensive clothes I had ever owned, the best hotel outside of our home town, so no chance of bumping into anyone I knew. 

I took a small walk, even talked to some old lady in the corridor, but that wasn't good enough for “Charlee” my female name, oh no “she” had to go one step further, a walk down to the lobby, met my old lady friend, only to find out there is a problem with the locks, now I cant get back into my room and worst still they are going to switch us all to another hotel, until they can sort out the locks, OMG can it get any worse,
and these shoes are killing me.

After my little self rant I tried to calm down, maybe they will sort the problem out quickly and I wont have to go to the other hotel. (Yeah maybe pigs will fly Charlee), I get down to the lobby but I cant see the old lady, then I see her at the desk, “Be right over” she says, she points to a table with a bottle of wine and two glasses, just what I need, I pour two glasses and take a huge drink of mine then top it up again, the old lady arrives and she is smiling maybe they have fixed the problem and I can get out of these clothes never to dress as a woman again, my nightmare will be over,
but not so fast Charlee.....

The old lady sits down next to me and tells me, “You wont believe the deal I just got, the manager has agreed to a full day at the spa of the hotel we are to be taken too, there are only two of us that are having problems with the locks so he said it would be a pleasure to have us go to the spa on them”

I was wrong before, it did get worse.

The old lady continued that she had a coupon from the manager, of the hotel to buy anything we may need for our stay at the other hotel, “You know what that means dont you? shopping trip” she said, and laughed, that was the last thing I wanted, I had got rid of all my other womens clothes because this trip was to be my last, now I had a crazy woman forcing me to buy more clothes, and a spa day, Id never had a spa day I had no idea what to expect, also because she was an older lady she said I could spend her clothes allowance for me, the first thing I wanted was a lower heel.

When we arrived at the spa, the old lady again took over, I was happy to let her do this as like I say I had never been to a spa, they gave us white robes and slippers, and took us to the shower, I was so happy to see that each shower had its own cubicle, I washed my hair but tried hard not to wash off too much make up, and I was thankful that I had plucked my eyebrows a little after my wife left on her trip, I wrapped the towel around my head like a turban and put on the white robe and the slippers, they felt so good after the heels

When I came out of the shower cubicle I noticed the old lady hadnt had a shower at all, she told me she wanted me to relax and enjoy the whole experience.

The girls at the spa were really nice, they could see I was a little nervous, and asked if I had been to a spa before, I told them it was my first time and they told me to just relax and let them do their job, which was exactly what I was nervous about, I was led to a chair and the girl tilted it back to almost horizontal, she brushed my now slightly less curly hair because of the shower, and applied what I guessed was a face pack, the warmth of the face pack calmed me down and made me less nervous I admit, truth is I was stuck there so I might as well enjoy it, there was no way I could get home without any money which I had left in my now locked room.

While the face pack was cooling another girl I couldn’t see had removed the press on nails I had applied while I was in the first hotel, I could feel her working on my nails but had no idea what she was doing, I heard the old lady say, “Yes that one will do nicely” I assumed she was picking out a colour for my nails.

5a21f127-3de7-4745-895c-acc13882a002 by SFC78767
The face pack was removed and a girl used a towel and cleansing gel to clean my face, now my face would be bare, I was hoping the amateur job I had done plucking my eyebrows, my new nails and still curly hair, would be enough to make me look more like a woman than a man, I didnt need to worry, the girl said,

“I love your eyes they are so big and bright.”

Foudation was added to my face and blusher on my cheeks, then she began to frame my eyes with a black eyeliner pencil, so careful and gentle. I began to wonder what I would look like as a professionally made up woman, the girl told me I had beautiful lashes and she didnt need to attach any false ones, she would just add a couple of layers of mascara, my face was almost finished just lipstick to add she said.

4377e1ba-3fff-4e83-81cc-a348ea6a04d1 by SFC78767

I couldnt believe how I looked even the old lady gasped, the lipstick had a shiny red gloss, I looked like a star from the fifties, with the dark red nails and the grey and pink eye shadow, it was hard for me to see the man behind the make up, I had done a pretty good job of my hair, or so I thought, but the stylist blew my attempt out of the water, it was shiny and curly and she told me she had put a colour on it, Wow.

“Ok my friend its time to go shopping for a new dress to match that beautiful face” she said, I put on the clothes I was wearing before my make over but they just didnt look right any more, “You need something special” she said.

She had me try on golfing wear, a tennis dress and a short cocktail dress, I started to wonder why this old lady had taken me under her wing for want of a better explanation, it was as if she were grooming me for a better life.

This what she picked out for a formal occasion.
9a3cdbc4-69cd-4161-892d-31860a9c39b7 by SFC78767
Can you believe thats me....

It was very tight even with the corset I was wearing underneath, 
Perfect she said, now lets go out on the town and show you off my pretty lady,
Then I have a surprise for you. She took me to a swanky club and we drank champagne, I even had a few dances, I loved every minute of it, but my Cinderella moment would soon be gone, as she and I returned to the hotel.

As we sat down with all my new clothes and shoes to have a final cocktail
before bed she hit me with her big surprise, “Do you know who I am?” She asked

“I have no idea” I answered feeling a little light headed from the champagne.

“Didnt you think it was funny that only you and I had problems with our keys?

“Not really no”

“And why I didnt let you speak to the manager about why your key didnt work?”

“No I didn't

“Well the truth of the matter is I switched your key and mine”

“Why did you do that?” I asked

“That will be clearer later” she said, but first do you remember telling your wife that she couldnt be a true partner of your business because she knew nothing about it?”

Now I became defensive, “What do you mean my “wife”

“Its me Roger Im the wife you told me I couldnt be a part of “Our” business, Let me put it this way sweetie, now that I have pictures of you in all your finery, guess what, you will be doing this time next week? You’ll be  going on a business trip with me as my secretary. You know everything about our business so you can “Advise” me what I should do, you can golf in your pretty dress, because as you told me most deals are done on the golf course, you can dance with the clients, even flirt with them as long as you dont bring any home, your so pretty, it would be shame to waste that face.

I knew you had been staying at different hotels and dressing as a woman while you sent me away on trips with my girlfriends, so I followed you and waited till you found the courage to leave your room then I dressed in some of my mothers clothes and a little padding to become your new friend, I switched key cards so your key wouldnt work and told you that the hotel had to move us, then my real work began, to change you into the secretary I needed to become a true partner in our business.”

So from now on when there is business to be done out of town you will go to the hotel two days before our meetings, you will dress in your secretaries outfit and make an appointment at a local spa and transform your self into what a real lady looks like, then when I arrive later that day we will attend those meetings with me as your boss, and you as my secretary, is that clear “Charlee?”

“When we return home you will be my maid, until the next time.”

Dbe4c0dc-8963-4530-863a-8b933ff46788 by SFC78767

I was flabbergasted, I thought my plan for the weekend was good but my wife had a plan that was far better than anything I had thought of, I considered my options, she had me dead to rights, so what could I do?

I still have troube with a four inch heel, but business is booming 

and I get to dress up 4 times a year.

Win, Win I’d say.


3b73e4ea-abb0-45ec-b8c4-cf6dd6cc2f62 by SFC78767












Add a Comment:
 
:iconcharlee718:
charlee718 Featured By Owner Apr 6, 2018
I love the fact that he gets to be a woman full time i am so jealous
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 7, 2018
I bet you are
Reply
:iconlovelatex64:
LoveLatex64 Featured By Owner Apr 5, 2018
Really love where this story went! All wives should be so understanding;-)
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 7, 2018
Another “Good” ending because of your influence 
Reply
:iconlovelatex64:
LoveLatex64 Featured By Owner Apr 7, 2018
Lol! You're giving me a lot of credit...
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 7, 2018
Believe me it would have been a lot worse for him if id have had my way.
Reply
:iconlovelatex64:
LoveLatex64 Featured By Owner Apr 7, 2018
Lol. I can only imagine...
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 9, 2018
Maybe I should always write two versions and let my readers decide?
Reply
:iconlovelatex64:
LoveLatex64 Featured By Owner Apr 9, 2018
Good idea, although I can only imagine how hard that is.
If you had the core thing here you could do a poll... lol
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:iconsfc78767:
SFC78767 Featured By Owner Apr 10, 2018
We’ll see
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:iconjeanettentutu:
jeanettentutu Featured By Owner Apr 2, 2018
:)
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:iconsfc78767:
SFC78767 Featured By Owner Apr 3, 2018
Thanks Jeanette
Reply
:iconcharlee718:
charlee718 Featured By Owner Apr 2, 2018
I love the story and i love the way the nails were done and i really love the dresses and the fact that his wife made him her maid there is one thing that he didn't realise is that he gets to be a girl full time not just 4 times a year i love it so much but he was right it is a win win situation excellent twist
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 3, 2018
I meant he gets to really dress up not just be her maid.
Reply
:iconcharlee718:
charlee718 Featured By Owner Apr 3, 2018
That's what I thought I worked it wrong
Reply
:iconsfc78767:
SFC78767 Featured By Owner Apr 3, 2018
Thanks
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