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Date: Sat, 3 Jun 2006 04:12:12 +1000 (EST)

From: Paula Thomas <paulabthomas@yahoo.com.au>

Subject: Carly

It was late Friday afternoon at the office. As head of

technical services for an IT consulting firm, I'd had a busy

week, and was really looking forward to a relaxing weekend.

"Excuse me Carl," the intercom squawked. It was my

assistant Brenda. "Mr. Wilcox wants to see you in his

office right away."

Oh jeez, what now, I thought to myself. George Wilcox was

the president of the company, and a very likable guy, but I

didn't want to get dragged into some last minute assignment

this late in the day. "Okay Brenda, thanks." I replied.

Resigned to my fate, I walked down the hall to George's

office. After a light tap on the door, I opened it and

poked my head around the corner. "You wanted to see me

George?" I asked.

"Yes Carl, come on in," George said with a smile. If he

was anything, George was certainly friendly, even to the

lowest employee. About fifty, slightly graying at the

temples, and in excellent shape, George presented a refined

and sophisticated image, combined with a charming down home

friendliness. A combination that guaranteed success in

whatever he chose to pursue. Frankly, I liked him a lot.

"Have a seat Carl," George said, gesturing to the couch in

front of his desk. "I'll get right to the point. You've

been here for four years, and you've been doing a remarkable

job. The problem is, we haven't spent any time together

outside of this building, and as a result I know almost

nothing about you. How you spend your free time, what you

like to do, and so on." I squirmed uneasily, hoping this

wasn't headed where I thought it might be.

"Hmmm, Carl, that worried look on your face isn't

necessary." George said with a smile. "I'm thinking about

promoting you, and I'd just like to know you better, that's

all."

"Well George," I said, relieved at his reassurance, "I

don't think there's much to tell. I'm just an ordinary 27

year old guy." That was an outright lie, but I wasn't about

to reveal anything just now.

"I'd like you to come over to my place tomorrow evening

Carl, around 8 pm, for a drink. We can talk about the

future." I studied him for any sign that he knew my secret,

but his warm friendly face didn't reveal anything. "Okay, 8

pm at my place. You remember where it is, right?" he said.

"Yep George, on the waterfront. I love the view from your

deck. I'll see you then." We had several company parties

there, so I knew right where it was. I got up to leave,

turning to give George a smile as I left. Rats, I thought,

as I walked down the hall. I like spending all my free

weekend time dressed as a woman, and now George is asking

for a chunk of that precious time. Darn.

I've been dressing as a woman on my own time for years,

and have gotten so good at it that many people only know me

as Carly. The grocery store, drug store, several local bars

and restaurants have never seen me dressed as a man. Being

5'6" and 130 lbs, with a slender face and delicate features,

I pass easily. With years of practice my makeup and

feminine voice skills allow me to go anywhere I want as a

woman. And not as a slut either, but as a refined and well-

groomed young woman, and as a result I'm constantly being

hit on by men. I prefer older men, as they appreciate my

special charms more, men such as George, I thought. Hmmm, I

mused to myself. An idea was beginning to form in my mind.

After work I hurried home, showered and shaved, and got

dressed for the evening. After doing my makeup, I put on

some nice lingerie, stockings and garter, 3" black patent

pumps, and a teal knit dress, followed by a necklace and

matching earrings. My strawberry blond wig completed the

look, so I grabbed my purse and was out the door. The

entire transformation took less than 45 minutes. I drove to

a nearby hotel to have dinner and drinks, and to see what

the evening might bring. As almost always happens I was in

a gentleman's room soon enough, on my knees with his

throbbing cock in my mouth, as I worked passionately to

bring him to a climax. I loved weekends.

Saturday, I awoke with excitement. I had made a decision

the night before about the visit with George, and I tingled

at the thought of it. I was going to George's house en

femme. He wanted to know what I liked to do in my free

time, after all. Well, I enjoy being a woman, so I'm going

to reveal it to him. I'll let him determine if I reveal my

sexual desires or not. George lived alone, and as far as I

know he'd never married. Hmmm, we'll see where this leads.

I spent Saturday shopping, first the grocery store in the

morning, then the mall in the afternoon. Dressed in a nice

skirt and blouse, I easily passed amid the usual weekend

throng of people. At the mall I purchased new barely black

stockings, and a new black half-slip with lots of lace.

Stopping at the drug store I bought a new tube of KY

lubricant and a bottle of Estee Lauder perfume.

After a light dinner alone it was time to get ready for my

date with George. After bathing and shaving I slipped on a

lacy black bra with my realistic latex breast forms.

Realizing the outfit I would be wearing was somewhat low cut

I took the time to create some cleavage, using surgical tape

under my breasts. Next, I put on a lacy black garter,

followed by the new barely black stockings. I pulled on my

new half-slip, and slipped on a pair of 3" black patent

pumps.

Sitting at my vanity I applied my makeup, starting with a

light coat of foundation. Using an eyebrow pencil I lightly

filled in my feminine eyebrows and underlined my eyes. I

added black eyeliner above my eyes, followed by mascara. I

tried not to overdo my eyes, going for a sultry but fresh,

classy look. It worked. Finally, I applied my lipstick,

"Currant" by Mabelline. A squirt or two of Estee Lauder

finished the job.

I chose a matching skirt and blouse combination from Bob

Mackie Designs, that he calls "Wearable Art". It was a

periwinkle color, with black and pink geometric designs in a

polyester and spandex fabric that draped beautifully.

Tucking the blouse into the skirt, which fell just below the

knees in a flare cut, and adding a black patent belt, made

it looked like a sexy, alluring dress. Perfect for the

occasion, I thought. I added a gold necklace and earrings.

The necklace settled into my cleavage, which looked really

sexy.

I put on my strawberry blond wig, brushed it a bit, and I

was finished. I dropped my lipstick and perfume into my

purse, along with the tube of KY lubricant (one never

knows), and I was ready to go. I put on my black slinky

knit cardigan, as there was a slight chill in the air.

I arrived at George's condo building right on time,

pushing the button for his unit. The security door buzzed,

and in I went. As I walked down the hall, my heels clicking

on the hardwood floor, I realized I had crossed a threshold,

mingling work with play. A dangerous game, I thought, as I

nervously rang George's bell. The door opened, and George

stared, dumbfounded, not recognizing me at all. "Yes?" he

stammered, confused a bit. "May I help you?"

"Hi George" I said, smiling. "Aren't you going to invite

me in?" Still unsure, George mumbled something, and stepped

back, inviting me into his home. I walked in, looking

around at the elegant waterfront condo. The large picture

windows in the living room looked out over Lake Washington,

with the lights of Seattle in the distance.

I stood in the middle of the room, looking at George, and

said, "You wanted to know what I did in my free time George.

Well, this is it. And please call me Carly this evening,

okay?"

George just stood there, a bit red-faced, and asked if I

wanted a drink, which of course I did, badly. I think I was

just as nervous as George at that moment. As George poured

each of us a drink he looked over his shoulder at me and

said, "Let's sit out on the deck for a bit, while it's still

warm enough, okay, ah, Carly." With that he handed me my

drink, and lead me through a sliding glass door to the deck

overlooking the lake. We sat in chairs around a small

table. George just stared in amazement at me.

As I took a sip from my drink, my legs crossed in a

feminine manner, George cleared his throat and said,

"Forgive me, but I can't take my eyes off you. How long has

this been going on?" I set my glass down, and smiled at him

for a bit, wondering how much I should tell him.

"Almost all my life George. I've been good enough to go

out in public since I was about 16 or 17 I think. I spend

all my weekend time as a woman. It's the most enjoyable

thing I know. I do all my shopping as a woman, I have a

female driver's license, checking account, several credit

cards. Really, an alternate life, if you will. Do you like

it?"

"Like it!" he exclaimed. "I love it! I can't get over

what a beautiful woman you are. The whole package is there,

makeup, hair, clothes, voice, mannerisms. You've really

mastered it, and I'm impressed." George looked at me for a

bit, smiling. "I think you're the most beautiful woman I've

ever seen. And, I might add, I'm really attracted to you as

well." I smiled back at him, and slowly sipped from my

drink. His words caused a stir of arousal in my loins, and

I really didn't want an erection just then. I crossed my

legs the opposite way, hoping I'd calm down.

We talked for about an hour out on the deck, mostly about

the company, about my position, and about the possibility of

a promotion to V.P. I was excited about that. I was

worried, though, that my newly revealed lifestyle might

spoil that possibility. George flirted with me quite a bit,

which made me feel better, but also kept my arousal level

pretty high. He told me how much he liked my dress, saying

it made me look sexy. Finally, he suggested we retire to

the living room, as it was getting chilly on the deck. I

was getting my hopes up at this point that maybe this would

take a turn for the better. I was getting so hot I could

hardly stand it

As we entered the living room I took off my cardigan and

draped it over a chair. George invited me to join him on

the couch, so I slid down next to him, but not too close.

He asked if I'd like another drink, which I did, so he left

to make each of us another. When he returned he sat back

down, but closer to me. Hmmm, I thought, is he going to

seduce me? I was hoping he would, and just then he placed

his arm around my shoulder, pulling me closer still. I

melted in his arms, laying my head lightly on his shoulder,

purring contentedly. I knew then exactly what was coming

next, and I couldn't wait.

"Carly," he said softly, "I said earlier that I was

attracted to you, and I meant it. You are so beautiful." I

responded by sliding a bit closer, then placed my hand on

the inside of his leg, a little below his cock. "Ummm," he

moaned, "just what I had in mind." A growing mound now

showed in his pants. I licked my lips, eager to taste his

erection. I slid my hand further up his leg, and lightly

brushed his cock. His pants were made of a light knit

fabric, and I could feel everything. His breathing

quickened as we kissed passionately, eager to be in each

other's arms, and even more eager for what was about to

happen.

"You know George," I purred softly, "I find you very

attractive as well." He was breathing hard now, with

anticipation of what was ahead. "As a woman, I know just

how to satisfy a man." I knew he was mine, as my hand

settled around his now rigid cock. "I think it would be

wonderful if this found its way into my mouth." As I began

stroking his cock he moaned with pleasure. I wrapped my

fingers around his huge erection, feeling the throbbing head

through the thin fabric.

"George," I said, breathless with excitement as I kissed

him softly, "I want to take off your pants and get that big

cock in my mouth baby. I can't wait any longer." With

that I began to unbuckle his belt, and unzip his pants.

With George's help I had his pants and shorts down around

his ankles in no time. I slid down and kissed his raging

erection, moistening it with my tongue, and finally took it

into my mouth. He gasped and exhaled deeply as he moaned

with delight. First the head, then a bit deeper, and

finally I took it all the way into my throat, as George

lightly placed a hand on the back of my neck. Moaning with

sheer pleasure, I slid my mouth slowly up and down the

shaft, caressing it with my tongue, driving George wild with

desire. I really love sucking a man's cock and driving him

wild. George was pushing my head down, and raising his hips

up, trying to get his cock deeper into my throat. I was

only too eager to help.

Sliding down to my knees, I began sucking in earnest,

wanting him to come in my mouth. George had both hands

around the back of my head pushing me down on his cock when,

suddenly, he pulled me up, saying, "I don't want to come

just yet Carly." Sitting me back on the couch, he slid his

hand under my dress, feeling my erection through my panties.

"Nice," he said, "just what I want." He slid my panties

off, pulled up my dress, and began sucking my cock hungrily,

like it had been years since he had done it. "Very nice,"

he said as he took a breath, "I've been wanting to do this

for years." He resumed sucking, sliding his mouth up and

down my raging erection. I was getting close to climaxing.

Suddenly, he rose up and said "Let's 69 on the floor."

With that he slid down to the carpet, lying on his back,

beckoning me to come down on top of him. I straddle him on

all fours, pulling my dress up around my waist. As he took

my cock into his mouth and began sucking, I slid my mouth

down around his erection, bobbing up and down, hoping he'd

come. We both moaned with pleasure as we sucked each other

passionately. As I took him deep in my throat he stiffened

a bit, then came with a tremendous climax, sending waves of

sweet, delicious come into my throat. As I swallowed it I

also came with a wave of passion, sending my seed deep in

his throat. I savored his sweet taste as I licked and

sucked his still swollen cock clean. I loved his manly

taste and smell, and hoped I'd be doing this with him often.

Finally, we fell into each other's arms, completely spent

after our passionate sex. It was the best 69 I'd ever had,

and, I came to find out, the first time George had taken a

cock into his mouth. "Carly," he said, " I must confess I

hadn't done that before. I've been fantasizing about it for

several years, but was afraid to try it. Thank you so much

for being a woman tonight, for allowing me to have the kind

of sex I've dreamed about. It allowed me to indulge my

fantasy along with yours. It was great, and I love the

taste of you in my mouth." Then, he kissed me passionately,

over and over.

I finally excused myself, retrieved my panties and purse,

and went into the bathroom, where I freshened my lipstick

and straightened my hair and clothes. Satisfied, I returned

to the living room, where George, now dressed, offered me a

fresh drink. We talked for a bit, with George asking if we

could date again. "Of course we can George." I said. "All

you have to do is ask. I had a wonderful time tonight, and

sex with you is terrific. We can do this as often as you

like. Being a woman with a handsome, sexy man like you is

nothing but pleasure for me."

George smiled, gave me a kiss, and indicated it was

getting late, so I got up to leave. At the door, he kissed

me again, passionately. I really like a man who kisses

passionately, and I rubbed his cock as he kissed me to let

him know. Finally, I turned to leave, my heels once again

clicking on the hardwood floor of the hallway. I found

myself thinking, with a smile, just who conquered who

tonight?

Monday, I was scheduled to go to a client's facility for a

week long trouble shooting job, thus I was out of the office

nearly the entire week. I was able to check my e-mail,

using the client's computer, and found an e-mail from George

on Wednesday. He was asking if I'd like to meet for dinner

and drinks Saturday evening at the Four Seasons Hotel. I

promptly responded that I'd love to, and would meet him at 8

pm.

Saturday, I went shopping for a new dress to wear that

evening, and found a lovely slinky knit black sheath, that

fell just a bit below the knees. It fit perfectly, with

long sleeves and a low-cut neckline. Wow!! Would I be a

knockout in that.

At precisely 8 pm I strode into the Four Seasons dining

area, dressed to the nines in the black sheath, with about 3

inches of cleavage showing, and 4 inch black patent heels.

I turned more than a few heads as I looked for George, and

finally found him sitting at a table in the corner. As I

walked toward him, hips swaying and diamond necklace and

earrings glistening, I could feel every eye in the

restaurant following me. I loved it!

We had a lovely dinner, then a couple of drinks in the

bar, before George invited me to his home. I followed him

in my car, excited about the possibilities ahead. When we

got to his parking garage, he waited for me to catch up,

then we walked up to his condo together, arm in arm.

George made us each a drink, and we made small talk on the

couch for quite awhile, kissing passionately from time to

time. Suddenly, he turned to me and said, "I think you

should come to work dressed as Carly from now on."

I was caught completely off guard with this idea, and

stammered a bit. "George, I couldn't do that. What about

Brenda and my other co-workers, and all our clients? I

mean, they all know me as Carl." I gave him a light kiss on

the cheek for the idea, but was sure it wouldn't work.

Finally, George invited me to his bedroom, saying he had

something special in mind. I followed, anxious in

anticipation. He kissed me several times, then reached

around and unzipped my dress, letting it fall to the floor.

Kneeling down, he slid my half slip and panties off as well,

before pulling me onto the bed. I worked feverishly to get

him undressed too, finally getting him naked on the bed. I

was surprised at how well conditioned he was.

Lying beside him, I stroked his cock as it became more and

more erect, and finally I rolled over and took it into my

mouth. Licking and sucking, I wanted to get him completely

aroused, when, much to my surprise, he wanted to 69 again.

We sucked each other passionately for what seemed like

hours, when suddenly he rolled me off, saying he had

something else in mind. He wanted in the worst way to fuck

me.

"Oh George," I moaned passionately, "I was hoping you

would." I was beaming with delight at the thought of

getting fucked by this wonderful man. I flashed briefly on

the fact that I had been fucked perhaps a thousand times

before, but I never looked forward to them as much as I did

to this one. I said, "There's a fresh tube of KY lubricant

in my purse dear."

George chuckled a bit at that, and said, "Ha, I bought a

tube myself today." He retrieved his tube from the

nightstand, and applied it generously to my pussy and his

thick, hard shaft. "Lay on your back," he said quietly, "I

want to fuck you from the front."

"George, I'd love to do that way. Please, hurry," I said

breathlessly. He pushed my stocking covered legs up over

his shoulders, and lowered himself down on me. I gasped

breathlessly as he slid his swollen member effortlessly into

me. I moaned in passionate delight as he slowly began

thrusting deep into my pussy, then withdrawing, only to

thrust in again, burying his member all the way in. I put

my arms around his head, holding him tightly and kissing him

as he fucked me harder and harder, our love making more

passionate than the previous week. "Fuck me harder George,"

I cried, "faster baby, faster and deeper. Oh god I love it

so." My breathing was becoming rapid and shallow, as my

excitement and passion grew beyond belief. I was more

excited and aroused than I had ever been before.

I absolutely loved this, and I tried to show it by

responding to his thrusts. Moaning and gasping in joy, I

pulled my legs tightly around his back, pulling him further

into me. Finally, in a shudder of passionate climax, he

came in a cascade of come, deep in my pussy. As he let out

a gasp of pleasure I cried out in passionate lust. I kissed

him over and over, telling him how good it was, how good he

was. "Carly," he said, "I think I'm falling in love with

you." I smiled, delighted to hear those words, and kissed

him passionately. I was falling for him too.

Finally, as his cock slipped from my pussy, he rolled off

and promptly went down on my erection, sucking voraciously,

taking it deep into his throat. I shook and trembled, and

finally came in a torrent of come, as he struggled to

swallow it all. Finally, he kissed my still throbbing cock

and cleaned it with his tongue. We were completely spent

after that.

After getting dressed we shared a final drink, and talked

a bit. "Carly, he said, "I'm serious about you being a

woman at work, as well as in my bed. I think having a

female executive would be good for our company profile, and

you're the one for the job." I thanked him and said I'd

think it over.

I spent Sunday washing my wig, lingerie, and clothes, and

thinking about George's proposal to go to work as Carly. I

had dreamed for years, actually, about doing just that, and

the thought of it gave me goosebumps. I had always wanted

to live full time as a woman, but I was worried about my

career. I surveyed my wardrobe, and concluded that I could

go a couple of weeks with the daytime outfits I had, and I

could always buy more if needed. But, nah, I thought, as

much fun as it sounds, it'll never work. Still, it might be

fun to go in Monday dressed. I knew Brenda, with her wicked

sense of humor, would get a huge kick out seeing me dressed

as a woman. So, perhaps just for one day, I rationalized.

I picked out the outfit I would wear, a mauve and pink

silk charmeuse blouse, black knit, knee length skirt, black

leather 2" pumps and belt, and basic jewelry. A black

blazer would complete the look.

The next morning I bathed and shaved, ate a light

breakfast, then got dressed for the office. I put on an

ivory bra and garter, nude stocking, ivory tap panties and

matching half slip. Sitting at my vanity I applied light

makeup, jewelry, and finally added a bit of perfume. After

putting on my blouse and skirt, shoes and belt, and finally

my blazer, I was ready to go.

As I entered the office building the security guard said

"Good morning Miss Edwards." as he waved me through the

door. I nearly froze in my tracks at that, puzzled about

how he could possibly know who I was. Hmmm. Oh well, I

smiled at the guard, and walked in, hips swaying in a very

feminine way.

Walking down the hall to the tech support section, I

spotted Brenda sitting at her desk. She looked up,

surprised, and said, "Hello, may I help you?" She didn't

recognize me, which was amusing, I thought. I smiled, and

was about to speak when, just then, George approached from

the rear.

"Good morning Carly, so nice to see you. You look great.

Come with me and I'll show you to your office." He turned

to leave, and I followed. Behind us, Brenda stood with her

jaw open, not sure just what she had witnessed.

"Carly, Carly?" Brenda uttered softly. "What is this all

about?" Hearing this as I left with George, I just smiled

and kept walking.

As George and I walked down the hall in the direction of

his office he turned and said, " Dinner tonight at my place?

Please say yes."

I took his hand and gave him a light kiss on the cheek and

said, "Of course darling. I'll see you at 8." Out of the

corner of my eye I could see Brenda at the far end of the

hall, watching intently. Well, I thought, our secret is out

now. I don't know why, but that actually pleased me.

Arriving at the end of the hall, George motioned to an

open doorway opposite his office. "This is your new home

Carly." He gestured for me to enter the large corner

office, which was furnished with very expensive furniture.

As I entered I saw an engraved plaque on the door. I took

off my blazer and sat in the plush executive chair behind a

large gleaming mahogany desk. Crossing my legs like a lady,

my eyes wandered back to that plaque on the door. I was

beaming with a radiant smile, knowing a dream had come true.

The large engraved brass plaque on the door read: "CARLY

EDWARDS - VICE PRESIDENT"

Paula

If you like the above story, let me know at

paulabthomas@yahoo.com.au