Shemales

Erotic tales of gender bending fun
Home | Archive

My First Time as a Woman

Date: 21.01.2008

Keywords: a, My, Time, as, First, Woman,

Pages:
1 2 3 4 Next

My wife has gone away for the weekend and I am so excited about my plan for the next 24 hours I can hardly contain myself. I feel like cumming right now just thinking about it, but then that would spoil my plans.

I check into the hotel at 4.00pm, two hours before the pre-arranged rendezvous. I had already painted my toe nails a deep luscious red and had visited a nail bar and had false nails attached to all of my fingernails, I was so embarrassed, yet at the same time, so excited as the young girl expertly attached each acrylic nail. The nails were long and matched the same colour as previously applied to my toes. I blushed bright red when the girl asked me why I was having such feminine nails attached and whilst I wanted to tell the truth I only managed to stammer some lie about going to a fancy dress party!....My heart almost stopped when she laughed and told me these acrylic nails were permanent, at least until the grow out! I hope she was joking, though I don't think she was!

In my hotel room I run myself a hot bubble bath. I strip out of my trousers and T-shirt awkwardly, still trying to get used to my new fingernails. I step into the bath and begin to soak. After soaking for a few minutes I reach for the shaving gel and squirt it into my palm, I smooth the gel all over my legs. Reaching for my razor I start to shave my legs, marvelling at how smooth and silky my skin is after the razor has done its work. Smiling with pleasure I continue to shave the rest of my body. After soaking for a few more minutes in the hot water I step out and towel myself dry, my cock rock hard as my long red finger nails move across my smooth silky body.

I walk into the bedroom and carefully unpack my suitcase, laying out all of the sexy clothing on the bed. Firstly, I pick up the black, glossy stockings and being extremely careful not to snag them I gather them up and pull them up my smooth legs, absolutely loving the feeling of the nylon against my silky soft legs.

I glance in the mirror and smile widely as I check out my long stockinged legs, without further ado I pick up a black bra and place my arms through the straps before expertly attaching the hooks behind me. Stuffing the cups with water filled balloons I let them settle into position before picking up a boned corset. Sucking in my waist I fasten the corset up the front and then lace it tightly, therefore creating a sexy female hourglass figure. My breath was short now due to the restraints of the corset, I attach the garters at the front and back of both stockings.

I pick up a black silky thong, step into it and pull it up my long, feminine, nylon clad legs. Tucking my cock inside the front and pulling the string tight up my ass.

Shaking with excitement now I pick up the tight red mini dress from the bed. I pull the dress up my now feminine frame and zip it up. Again I admire my new self in the mirror and gasp at how sexy I look from the neck down. I run my long red finger nails over my new curves as I bend down to pick up my 4 inch stiletto heeled sandals and placed them carefully on my feet. Another look in the mirror I love how my legs and ass are redefined and shaped by the heels, I also notice that my dress is so short that any bending over and my panties are clearly on show and when standing up straight my stocking tops are plainly in view! This dress leaves nothing to the imagination.

I look at my watch, 5.00pm and I am beginning to look like a total slut, but I am not finished yet. I sit down at the dressing table, placing the long blonde wig on my head I brush it out, straightening the fringe and making sure there are no snags as my new hair falls down over my shoulders and to the middle of my back. I pick up a hair band and loosely tie my hair away from my face, to allow me to do my makeup.

Trying to stop my hands shaking I open my makeup bag and find my foundation. I lay it on thickly, covering my face in a honey brown liquid, which quickly dries to a soft, seamless matte effect, hiding any blemishes and creating a very feminine base to my face. I pick up a pair of long false eyelashes and carefully glue them to my eyelids; I repeat the process with the bottom lashes. Picking up my mascara I apply thickly to both top and bottom lashes and grin as I bat my now sexy long lashes. I apply lots of eyeliner and silver / grey eye make up giving myself very sexy, fuck me now eyes. Now for my favourite part, glossy red lipstick, I pucker my lips and thickly paint it on and almost cum as my lips start to shimmer. I blow myself a kiss before applying pink blush to my cheeks.

For a few finishing touches I put a pair of large gold hoop earrings on, a wide choker round my neck, a gold necklace and some bracelets and rings on my fingers. Finally, I let my hair down, lightly shake my head and smile seductively as my lips glisten in the light with my hair cascading sexily across my shoulders. Fuck me I thought, I would!

I stand up and practice walking like a lady in my four inch heels, tottering back and forth in the room, unable to take my eyes from the mirror. I look wonderful, like a complete slut, a whore ready to be screwed all night long! Which was quite luck really, as that is the plan!!

I look at the clock, 5.55pm. Oh my god, I thought, only five minutes left. I sprayed myself in perfume and continue to pace the room, waiting for the knock on the door, which I was dreading, whilst at the same time horny from excitement beyond compare. I had been cross dressing since I was a teenager and never before had I let anyone see me 'en femme', I had fantasized about this moment for over half of my life and now, because of my Master, who I know only as ER, my dreams were about to be realized.

What will happen? How will I react? What will she make me do? All of these questions are running through my head when....

Knock, knock, knock, at the door

My heart skips a beat, I inadvertently break into a cold sweat, I start to panic, think about not answering the door, I walk up to the door and just stand there, frozen, unable to open it, unable to breath...

Knock, knock, knock

"Who is it?" my voice is a whisper, a nervous shaking whisper.

"Are you going to open the door Stephanie, or should I get the concierge to open it for me?" the voice is female, and very sexy

On being called Stephanie I snap out of my trance and force myself to open the door. My hand unlocks the door and I tentatively ease the door inwards, as the door opens fully we both stand there, observing each other. The woman in front of me is gorgeous, everything I had dreamed of. She is about 5'8", has brunette hair, 34D breasts and is seriously curvaceous. She is dressed in a very sexy red evening dress which hugs her sexy body, the hem stops mid thigh (a lot lower than mine). Her make up is sexy, she is sultry, sexy, and classy, she was making me feel like such a dirty slag in comparison.

After a few seconds of checking me up and down the sexy lady in front of me smiles at me as she enters the room and places a small suitcase on the queen size bed..."well well, aren't you the hot slut then Stephanie" she grins "looking like that you cant fail but get screwed tonight!"

I smile back "I err, yes Miss...Thanks Miss...err......what shall I call you Miss?"

"Mistress is fine." She replied

"Ok Mistress" I responded

"Good girl" she said as she took me by the hand. Before I knew what was happening we walked out of the room hand in hand and walked down the corridor towards the elevator. Whilst I am fairly well practiced at walking in heels I could not keep up with my new Mistress, and all I could do was totter alongside.

"Where are we going?" I ask on the way to the elevator

"To the bar, for a drink"

"The.....the bar" I am panicking now "what! You are taking me to the public bar dressed like this.....you can't!" My voice is erratic, my fear audible.

"I can....and I will" came the reply, "anyway, you said you wanted to be humiliated...its too late to change your mind now...and, if you are going to talk may I suggest you at least try to use a feminine voice, at the moment it is so obvious what you are........a bloke dressed like a slag!" She practically spat the last bit, leaving no doubt at what she thought of that.

I walk alongside in silence, worried now, I had never practiced a female voice, had never thought I would need to. We approach the elevator and I press the down button, still admiring my sexy long fingernails as I press the button. After a few seconds the doors open, my heart stops as I notice the elevator is not empty....a young guy is inside, he is tall and, some might say, handsome, he is wearing a well fitted suit and looks like he is on his way out on a hot date. As my Mistress enters he nods in welcome with an admiring glance. Then his eyes notice me and I see them practically stick out on stalks as he drank me in. His grin widened and I could see he was making no attempt to hide the fact that he liked what he saw, in fact I am sure I saw a bulge appearing in his pants, but then again my dress does shout out fuck me now, I am desperate!

After what seems like a few hours, but in actual fact was just a matter of seconds we reached the ground floor, the guy in the lift strained to tear his eyes off me and leave the lift. I just smile at him as he walked away, turning back a number of times to keep checking me out. Wow, I thought, maybe I am passable as a female.

"Do all guys react to girls like that?" I ask my Mistress as we walked towards the bar.

"Oh, believe me, that was tame....In an outfit as daring as what you're wearing you were lucky not to be raped on the spot!" she smiled at me and her smile widened as she saw my face flush.

I wondered what I had got myself into as we walked across the marble reception floor and our heels made that loud clicking sound as we made our way to the bar. I was very aware that of the heads turning and their eyes following us as we entered the public bar.

Pages:
1 2 3 4 Next

Keywords: a, My, Time, as, First, Woman,

© 2007