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My first time as a she  

andreaplaysnice 64T
23 posts
10/30/2010 10:01 pm
My first time as a she


It’s late afternoon and I’m pacing around the house all nervous because today is the first time I’ll be having a get together in full “dress” mode. I’m trying to get used to walking in heels, checking my dress, checking my make up.
Make up! Oh my God! What a nightmare!
I look like an aged old hag/psycho slut in heels! Oh well! Too late to start over now!
My friend will be here any minute now!
(Note to self: Practice putting on make up. Everyday!)

The saving grace to all this anxiety is that this friend and I have been getting together here and there for a little over a year now. We’ve reached a certain comfort level, and that makes things a whole lot easier. Still, this has all the makings of a whole new experience. A little frightening to say the least! My biggest fear is to have him look at me with this forced “WTF have I gotten myself into” smile on his face.

I think I’ve always had TV/CD fantasies, and even though I wrote in my original profile that I like to wear panties, I was in full guy mode the first time we got together.
After that, little by little I started adding feminine things to my attire. Panties, women’s short shorts, skin tight yoga pants, a dress, ect. All the while, I was gauging his interest and acceptance of where I might want to go with this. Luckily, as each item of<b> feminization </font></b>was added, his excitement level got kicked up a notch until finally; I was dressed pretty much in the same outfit as my profile pics, minus the wig and boobs.
I think having a picture slide show of beautiful T-girls on the big screen on those previous encounters helped too.

It’s only been about a month since I made up my mind to go all the way with this.
Granted, I’ve had the panties and various items of women’s clothing for a while, but it’s only been a short time ago that I decided to buy the wig and falsies. After that, I went to the mall and bought some make up under the pretense of a birthday present for my
non-existent wife.
I found a nice little gift package with a little smattering of everything.
I got home, shaved off my beard and went for it. (probably the hardest thing I had to do!)

A text page on the cell and a knock on the door shocks me back into the present.
Oh God Oh Shit! He’s Here!
The door opens and I hear a “Helloooo” coming from the living room.
(We made previous arrangements about this. No Way In Hell am I going to answer the door and have it Not be him! Not dressed like this!)

OK gurl, get it together!

Hair? Check. Nails? Check. Smooth out the dress? Check.
OK, stand up straight; shoulders back (please oh please don’t let this blow up in my face!).
Now!
Put on your best strut and go out to great him!
As I glide into the living room, the first thing I notice are his eyes. With all the intensity of laser beams, they shoot to my hips and waist. Then a smile as bright as the sun lights up his face.

I start to relax.

In spite of the make up job, it’s obvious I’ve hit the mark because of the desire filling his…… (ahem!)face.

I sidle in a little closer, wrap my fingers around the back of his head and gently pull him in. He nibbles on my neck, caresses my behind, and electricity starts filling the air.
(Oh this is nice!)

Without a word and a sly little smile, I pull back, turn and stroll into the kitchen for a couple beers. I give my best effort at a seductive gate and think it worked because on my return trip, his mesmerized gaze tells me all I need to know. Me, still smiling slyly, walk on past as he reaches for his beer.

Putting the drinks on the coffee table, bent at the waist and pausing for effect, I feel his hand touch my inner thigh. Then rising ever so slowly and gently, cupping my ass first up, then down with his middle finger riding down the cleft of my cheeks, through the in between and up and around me and then back again.
Meanwhile, his other hand is reaching around my waist and pulling me in closer, standing me up until my back is tight against his chest. While his other hand repeats the motion several times over, I’m feeling that familiar tingling in the pit of my stomach taking over.

Next thing I know, we’re over on the couch, drinks forgotten, him sitting back and me straddling him, grinding our still clothed hips together. He’s grabbing my ass, I’m grabbing him by the ears and we’re kissing and grinding like there’s no tomorrow!
As the heat rises, I reach for his belt and his hand goes up my dress. I finally get his belt undone and his zipper open and reach for my prize.

Minor problem! He’s hard as a rock, and it’s pointing the wrong way!
Careful now, these things don’t bend so well in this condition! Can’t just yank it out!
Might ruin the moment!

I drop to the floor on my knees, he kicks off his shoes, and we both start pulling down his pants.
Ahhh yes! There it is! Long, thick, and dripping with excitement! With both hands I guide him into my eagerly awaiting mouth and taste the salty sweet flavor of his anticipation. Roll him around my tongue a few times, and then take him deeper into my throat. I really love taking a man to the back of my throat and beyond! Beyond isn’t deep enough for this particular man, but I do the best I can!

After a while, he has me stand up and turn around! He lifts my dress and hooks his fingers into the top of my panties and starts pulling down. Feeling sexy, I lean back a little and arch my back. He pulls my panties down a little further and slowly trails them down with his tongue. Just like he did with his finger when this whole ride began!
He goes over and past my little rosebud and starts lapping away at my in between.
A jolt of pleasure rolls through me from the base of my spine all the way around to the core of my belly and I’m lost in the ecstasy of it all. This is nothing in comparison to when he starts focusing on penetrating me with his tongue. The explosion of pleasure
is overwhelming!

Walking on wobbly knees I’m guided into the bedroom where after I kick off my heels, he lays me down on the bed and climbs between my legs. I wrap them around his back feeling the smooth silkiness of my stockings rubbing him up his back and down his thighs. We kiss and grind and his weight is pressing me into the mattress and all I want is for him to impale me and fill my deepest desires.

Yes!
It’s time!
He’s reaching for the lube and condoms!
Oh God yes! I’m more than ready for this!

He stands up by the side of the bed and has me put some lube on him.
After he puts it on, I lube him up some more, then myself.
He looks at me with a glint in his eye and I instinctively know what he wants.
He wants to take me from behind!
Standing!

I stand up, lean into the bed supporting myself with my knees on the edge of the mattress and reach behind me and take him into my hand.
I guide him to the opening, and rub him around it a little.
Not enough lube. I get the bottle, get us both slicked up nice and good, and then start again.
I guide him to the opening again and start pushing him in!
Oooh! Ouch! Too much! Too big! Too fast! Back out and take it slower.
Damn!
OK, try again. Only this time I’ll take it in little bumps and nudges, taking a little more with each bump.

The balance between pain and pleasure is still a little on the pain side, but manageable as I feel myself stretching out to accommodate his girth.

Mmmm! Got him past the opening ring! Now, to move on, take it in deeper to the second.
Deeper……Deeeeeeper…….Past the second ring….Deeeeeper…….Aaahhh!
There we go!
All the way in! Deep as I can take him. He’s at the end of my tunnel!

The pain of the stretching is slowly turning to the ecstasy of being filled.
That tiny spark of pleasure is starting grow deep inside me now.
He’s standing there patiently waiting for me to adjust and letting me go at my own pace. Sliding his hands up and down my waist, comforting me as I settle in.

I start moving my hips in and out in little short strokes and the warmth inside starts getting hotter. I start rotating around and stirring myself on him and the spark begins to turn to a flame.
I find myself moving him in and out in full strokes and shoving myself into him, trying to take him even deeper as I get lost in the agony of pleasure and pain.
When he takes over, he picks up the tempo. A little faster, a little deeper and pleasure starts crashing over me in wave after wave. Each thrust he rams in a little deeper. Each thrust he goes beyond what I thought I could take. Just when I thought it couldn’t get any better, he reaches around and takes me in his hand gently squeezing and rubbing. My attention starts shifting to the front, but my mind can’t escape what’s going on deep inside.
I’m being impaled like never before! Oooh God I can’t take it any more!
When will it end? I hope it never stops!
Then in a final blinding flash as he gives me his last deepest push, my eyes go fuzzy, my legs give out and I explode as I collapse on the bed, barely able to hold myself up on my hands. Out of breath and fully satisfied!

After the dust settled and we said our good byes, I flopped down on the couch, lit up a smoke and took a drink of my forgotten now warm beer.

I like this “new” me!
I think I’ll keep her around for a while.

It's not always the "little" things in life that make you smile.


KristainWagner 49T

12/28/2012 1:55 pm

Love this post it really is very REAL and sexy!!!


iluv694real 52M

8/20/2011 7:16 am

you are frickin sexy!!!! love the hair.sweet ass.


birobert66 57M
51 posts
8/15/2011 4:56 am

outstanding, i was rock hard reading it without touching my cock, would love to see more of you mmmm

If you can make the putt in one stroke, then why try two?


08hd 75M

8/14/2011 2:43 pm

Andrea Great words and hot Cam Love Ya


bigbottomluvr 59M

6/30/2011 5:14 pm

WOW! Andrea, you have some way with words. So descriptive. You got me so hard reading that.


ab41959 65M  
1 post
1/9/2011 6:36 am

Andrea, that was one of the best erotic writing i ever read. i wish i was there to record it. beautiful!!!

AB


Immergeil1952 71M

12/15/2010 1:43 am

Eine schöne geile Erfahrung für dich Andrea, mach weiter so.


rm_hp921186 37M
1 post
11/26/2010 7:12 pm

what a great experience it sounds like you had. Got my a little hard there as i was reading along. maybe sometime we could try this out.


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