I saw an ad on Craigslist that caught my eye and I decided to respond. The ad said," Are you unhappy with your life? Do you feel confused about who you are? It ended with contact Mistress Contessa."
So I emailed a response and started the waiting process.
I waited a week and than I got a response which I almost forgot about the ad. The email instructed me to give my phone number and that I caused me to hesitate. Do I really want to give this stranger my number? I decided to do so.
I got a response and it said," Good sissy."
The phone rang and this sultry sounding voice said," Is this the one whose life means nothing to anyone?"
I couldn't help myself and said," Yes, mam."
She said," Good what are your dimensions. I want you to be accurate that means get that pathetic excuse of a cock of yours hard if you have to."
I told her," I am 5'0" and weigh 108 lbs and my cock is 4" long and 1 1/2" thick. I have red hair and blue eyes."
She laughed and said," You are truly a sissy that thing you just called a cock is really a clit. Now if I am to take you than you will quit your job, but I bet you weren't be missed. Than I will send a car for you and you will come to my residence to be trained to be a proper girl."
I whined," But I am a man."
She asked," By whose standard, if it is by yours than you are just deceiving yourself. If you insist on deceiving yourself do not contact me again."
I thought to myself and I knew she was right.
I said," I will do as you ordered,mam."
She said," Good girl."
The next day I went through the day as if it was another day but than at the end I handed in my resignation and left. I spent the next day having my utilities shut-off and my mail canceled.
I called Mistress Contessa and said," I am ready."
She said," Just bring your hair brush and your tooth brush and tooth paste."
I did as she orderd and waited for the car.
A stretch limo arrived at my house and the cheauffer held open the door and I stepped inside.
I rode for 15 minutes and arrived at this sprawling mansion.
There was a doorman who allowed me in and I stood at the foyer.
Mistress Contessa came down the marble stair case dressed in a blue skirt that came down to her knees and a white silk blouse underneath a blue blazer and black heels.
She walked around me and said," This is better than I thought, you are truly not a man. You will no longer wear those clothes that is why I told you not to bring any clothes with you. You will after I am done be wearing women's clothing. Rest assured I will not be turning you into a slut, and I will train you to be independent. You will be trained for another career so that if you have a man, it will be out of your choosing. Go with one of my gurls they will fit you and outfit you."
I did as I was told and this one named Bethany took me to a room.
She said," I used to be like you deceiving myself into thinking I was a man. I am going for my reassignment surgery next month. I am going to have this male plumbing removed and tucked and will have a vagina. I love my life and so will you. There is this one man who wants to go out with me but I still have to think about rather I want to date."
I looked at her and she seemed happy.
She looked at me and said," You look like a four" and she pulled out these slacks and they fit perfectly.
I put on the matching blouse.
She said," Oh my gosh I almost forgot take off those slack."
I did as I was told and she looked at my legs.
She put on Nair hair removal and she wiped it off with a bathcloth.
She said," I love your legs you have so little hair on them that is all I had to do."
She than had me strip out of my underwear and had me put on a pair of panties. Than she slipped on a pair of panties on me.
I than put on the slacks and the blouse came over the slacks. She had me put on a pair of flats.
She said," You will like Mistress she is so patient, you see it took me four months to get the heels to function correctly."
I came out and Mistress looked at me and said," My my you are so pretty. You have met Bethany she has come such a long ways, she is now a medical transcriptionist at the local clinic. She was so resistent when she first came here and now she is so happy."
I said," What is she doing here?"
Mistress said," She is willing to volunteer here on her days off. She makes a good living and one of the doctors at the clinic wants to go out with her. You will be wearing flats loafers and walking shoes until you learn how to walk in the heels properly. You will also will be getting your hair grown out and done by a hair stylist. I know this is difficult there are men who do this but they do it for their own self-fish reasons like to get you into bed or turn you into their own toy and whore. I have sold a very successful business and still get sizeable royalties from it and I have invested conservatively and wisely so I can do this. I like to think of what I have is a finishing school for sissies. You will find after you graduate you will love yourself. Now go with Marie and she will work on your toe and fingernails and also your hands."
Marie led me down the hall and we went into a pinkroom that looked like a nail-salon.
We sat and she said," I think I will put on these fake nails for now until yours get grown."
I said," How long?"
She said," Not too long maybe an inch long."
She said," I am one of the few here that is an independent contractor for Mistress. I also do this at the nail-salon in town. I too used to think I was a man. "
I asked," So are you planning to get your reasignment surgery."
She said," Oh I have already had it, in fact I will be marrying a wonderful man in March."
I said," Bethany can't decide whether she wants to date a physician at the clinic."
Marie said," I am not surprised she is a more recent graduate of this finishing school. She is still testing the waters as an independent woman. I was like her but you see I graduated 8 yrs. ago."
I said," You say this academy isn't new?"
She said," Heavens, no Mistress Contessa has been doing this for twelve years. There are more ladies like us in this area than you would think. There is a small percentage that choose to go non-op probably less than 1%. I would say probably there was about 1500 ladies like us coming from this academy."
I was stunned I couldn't believe it I thought I was like an experiment or something.
She laughed and said," You thought you were one of the first didn't you. You will find there are quiet a few of us ladies from here you will really find that out after your graduation ceremony. There are ladies from this acadamy who are successful business owners. People outside of this acadamy are none the wiser."
I asked," Why don't she advertise that?"
She said," No that will be too much of a shock for this community. You have got to remember this is a fairly conservative community. It isn't really widespread homophobia here but this community would be shocked about this acadamy. They might think this acadamy turns out a bunch of sluts or something."
I sat back and thought about it for a moment and realized she is right.
I asked," Do you know whether or not Mistress is genetic?"
She said," No and probably won't she is nothing but professional. She will make sure when you graduate that you respect yourself."
She said," Your fingernails are done let's get to your feet. You are such a lovely lady and this is your first day here."
She started working on my toenails and after she polished them she said that I will be an absolutely beautiful lady.
I was led to my bedroom which was pink and had a white canopy bed. I got in my night-gown and climbed into bed.
I thought about how my life was changing and how everything was going to be changed after graduation and than I finally fell asleep.