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My New Executive Assistant

Category: Fetish
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As we sat at one end of a long, brown, wooden pew of our newest church my wife had dragged me to my mind wandered to the organist’s long legs.

Peggy, my wife of twenty years, was the religious one of us two. I made no bones about the fact that I was not and reminded her of it often enough. I went with her to the churches she picked out as a marital courtesy.

Some we would join – for a time. Most, however, we would not. Peggy always found a reason to be critical and found something wrong with almost every new church we attended. Personally, I liked this one. The organist had great legs.

As long as I made the money to keep her in nice clothes and a high place in society, Peggy was tolerant of my eccentricities. After all, she wasn’t that religious. None of the shallowness really soaked into her core but, although she would never openly admit it, she loved the trappings. The more ostentatious the better.

Just over a month before, we had left the Episcopal Church we had attended for almost a year. Peggy said it was because Episcopals had a soft stance on gays in their priesthood. In my opinion, although I would never openly admit it, she had left because of the new carpet they had put down three weeks before. It had been a hideous shade of burnt orange. Perhaps a bit of the shallowness had soaked in, after all.

The lovely woman waved those long legs under that organ. A tall woman, perhaps 5’10” with those long, slender legs, she wore her mousy brown hair short, emphasizing her long regal neck.. She wore long dresses, which I like, but pulled them back so the skirt didn’t interfere with the pedal action.

The church was laid out in a semicircle. By chance, we had ended up far to the side about ten rows back from the organ. Even though the church was packed with more than its share of young singles and couples, this side of the auditorium remained comfortably less crowded. Maybe it was the great view of the organ in profile that drove people towards the middle. The moment I saw the organist and her great gams, I knew I’d at least have something decent to look at during the service.

Not that I was a cad about it. Peggy never had reason to fault me on my public persona or appearance. As the heir to a small manufacturing plant, I had a certain image I needed to project. The business was a moneymaker, but not so much these days. Fortunately, between the money coming in and the family inheritance we did all right.

As long as I kept Peg’s extravagance in check it wasn’t totally bad with her. She still wore the stockings I bought her and the lingerie I provided. We didn’t have sex often any more. Peggy didn’t seem all that interested and my own interest in her had begun to wane about ten or fifteen years before. But she could still fill out a chemise and had a great set of calves and ankles. She looked especially good in three-inch stiletto heels and still owned a round thirty pair I’d bought her over the years.

I decided, after studying her, that the organist wouldn’t look as good in stiletto heels. She didn’t have Peggy’s well-defined calves that the stiletto’s brought out so well. Instead the organist’s legs were elegant tapers, flowing smoothly from ankle to knee. I couldn’t quite decide what kind of shoe she’d look best in. I’d love to experiment, though. Those were worthy gams to work with.

She’d definitely need better stockings, my calculating mind determined. I was sure she always wore cheap store bought things. Probably damned panty hose, I sniffed in disgust. Why would any woman wear panty hose when she could buy fine silk stockings to enwrap her legs with? I began to get an erection thinking about those elegant tapers in fine silk stockings. It made the time pass.

On Monday I had too much work to do. My executive assistant of the past three years was leaving me. The silly, little girl had decided she wanted a family after all. Despite her flawed judgement she was a good girl and had been a great assistant. Cindy was leaving with my blessing and I would even be the one to give her away at the altar. We had gotten that close over the passed three years.

While Cindy lovingly sucked my cock that Monday morning, I thought about how much I was going to miss her. She had wonderfully thick honey-blonde hair that was styled just enough to look great but not so much that I couldn’t run my hands sensuously through it as we played together. I loved the feel of her hair as she slowly suckled me; it was silky and always so warm next to her scalp.

As she continued her business, I went over exactly what we’d be looking for in my assistant’s replacement. “She’s got to be professional looking, of course. I might even want someone a bit older this time, not that you haven’t been a lovely child. Great legs, of course. That goes without saying. She has to have a certain class and elegance but she has to want the job enough that she needs to stay here for a while.”

I realized that in my mind’s eye I was talking about and thinking about the organist. I knew myself well enough to know that I was like that. I could always be a bit obsessive when it came to the women I enjoyed. I was good for them though, generous to a fault. I loved to buy them gifts, especially perfume and clothes to wear, and I always treated them like a lady, at least in public.

It was a perfect job for the right woman, really. I tried hard to be a perfect boss.

Cindy’s lips and her sucking were just perfect, too. A large part of me was going to hate to lose her. Still, it was always fun to break in a new girl.

“Up on the desk, Cindy-darling,” I told her with heartfelt familiarity. “I’m almost ready.”

Cindy knew I liked to finish in her cunt. I’d had a vasectomy after my second son was born so it was safe to cum inside my gorgeous young assistant. After all, I loved to hear her tell me how my sperm was dripping out of her all day long. She would walk up to me and whisper in my ear, pretending to be talking business. Mostly, she was telling me how my semen was soaking into the tops of her stockings. If she were especially good about telling me, I’d even buy her a new pair.

Cindy leaned back with her skirt pulled up and I easily slid into her well-trimmed, blonde haired cunt. She moaned very nicely as my familiar cock entered her again and again. Cindy always had been a passionate girl, even from the first time I’d fucked her during her job interview.

“Fuck, I’m gonna miss this, Roger,” she groaned and thrust her hips in shallow motions without her ass cheeks leaving the desk. I’d encouraged her to learn to talk dirty when we were alone, especially when I was fucking her. Otherwise, she was expected to be the model of grace and poise.

“You can always visit regularly,” I smiled at her, bending forward and kissing those lips that had just been warming up my cock. “You know I’ll always adore your pussy.”

“Can I come by when I’m lonely and have Daddy fill me up with his yummy juice?” she whined playfully. She’d had a secret fantasy about her father that we’d played with over the years. It had been fun at first but lately it was getting to the point of being annoying.

“You’ll have to make an appointment, or I’ll have to give you a spanking,” I told her as my thrust increased, keeping in character for the sake of her pleasure. “You might have to do some special favors for my new assistant too to get the appointment but don’t fret, dear. You know I’ll pick one with a nice tasting pussy, just like yours.”

“You’re so bad, daddy,” she giggled. “Would you like to watch while I ate her out? Watch me as I fingered her gorgeous pussy? Would you want to fuck us so we could suck your cum out of each other’s wet, nasty snatch!”

I crammed my cock deep into Cindy’s perfect pussy and left her with a full, sticky morning load. As spurt after spurt fired off into her eager cunt, all I could think of was how good it would look running down her thighs all day, soaking through these beautifully shear silk stockings she was wearing.

We kissed as I slowly pumped into her, giving her the final drops of my load. After we were done, I had the pleasure of seeing Cindy smooth the sheer, black panties over her well-fucked pussy and of witnessing the first thick glob start to soak through the impossibly thin material at her crotch. Cindy smiled impishly before bounding energetically off the desk to kneel down and suck her flavor off of my limp cock. She lovingly tucked it away, for a while anyway, and licked her lips as she was zipping me up.

The rest of our day would be taken up with interviewing for her replacement. Cindy would weed through the candidates. Anyone not pretty enough or literate enough would be politely sent away. Any women or girl of promise would be given a few extraneous ‘tests’ to see if she qualified. Light word processing and the ability to compose a grammatical sentence were requirements. Light work aside, I did have some real work that needed to be done on occasion.

I paid Cindy between fifty and sixty thousand, a generous salary for a girl with no college and little experience when I first hired her. Plus there were all the fringes I offered: paid vacations– with me of course, a stunning wardrobe, and, of course, the frequent orgasms. I prided myself of treating my women right, especially in public.

While she started the interviews, I made a few phone calls and played catch-up on the few business details that demanded my attention. I had good people working in production, people that had been with the family for years. Many of their own sons and daughters came to work for us, too.

My business had strong ties in a lower tiered, economically depressed city. We were just big enough to be an important employer in town, but not so big that government was always after us with their greedy hands out. It meant being savvy and nimble, being just the right size and just the right profitability. Too rich and the vultures hang around, too poor and I wouldn’t have been able to play as much. A few palms greased with just the right touch, and the right balance would do. The right mix of business and pleasure!

It was never easy and it did sometimes take adjustment. When African-American politicians came into power in the eighties I had been forced to adjust. I hired an African-American executive assistant who was indirectly politically connected and she helped me to integrate the firm, including some senior staff positions. She’d been so swift and levelheaded that I’d paid her way through a respectable business college. Charmaine still came by to visit me on occasion. She had great legs with nice, firm thighs, the best thighs and ass I’d ever seen. The girl loved to fuck, too! She’d been a great, fun assistant for about three years.

After lunch, I was walking through my atrium when I saw them: those elegant, tapered legs in cheap panty hose were crossed and waiting my waiting area. I didn’t even have to look up to know that the organist from the church we had been attending was the woman filling out an application. I gave her a friendly smile as I walked by and was gratified to see that she hadn’t even recognized me. It made sense, I suppose, since we always came late to service and the organist was always busy. What wonderful luck indeed!

Calling Cindy aside, I pointed out the organist through a crack in the door.

“I want her,” I said plainly, “if she has the temperament, of course. Sound her out, but be subtle about it, girl. And give her a very thorough review. Let her think she has to really work hard to get the job. You understand the drill.”

“She’s a bit old, don’t you think,” Cindy remarked, her catty side showing through.

“She’s not a total babe like you, my pet,” I flattered her. Cindy was smart enough to know that it was flattery, after all I never hired stupid girls. ‘There’s only one Cindy to me, darling. Remember, we’re not looking for your twin. In fact, I like that she’s so different, really. I’m going to miss you.”

We both looked out on the dozen or so applicants in the atrium filling out applications. The organist wasn’t the most beautiful of the bunch, but she had the best bearing, an intangible sophisticated air that belied her cheap, off-the-rack clothing.

“Nice legs, even in those cheap stockings” Cindy conceded. Those long thin tapers were twined around each other in the way that only long-legged women can do. “Dress her up better and she might do.” Cindy hadn’t known a thing about stockings and dressing up when she had come to work for me. On her interview, she hadn’t even worn stockings. It almost made me reject her outright. Still, she had great ankles, a willingness to learn, and a very talented mouth. A wonderful combination.

“I’ve seen her at a church Peg drug me to,” I mentioned, throwing cold water over the atmosphere with the mention of my wife. “Don’t know if she’s serious about the church work or not, though. See if you can bring the subject up.”

Efficient as always Cindy had the rest of the applicants sent merrily on their way within an hour with a simple, friendly “We’ll call you if we need you” for their time. It took her another hour to test my lady and do the initial interview. Occasionally she’d pop in, knowing I was anxious, to fill me in on how it was going.

“Her name is Laura Robertson,” Cindy informed me. “‘Laura, how Doctor Zchivago! She seems smart, though. She’s desperate, too. Husband left a year ago. No appreciable income since. No real experience in the last twenty years. She actually took typing in high school, can you believe that? How ancient!”

“What about the church thing?” I asked a bit too nervously.

“She actually listed it on her resume, for Pete’s sake,” Cindy giggled. “They pay her, not too much I might add. She’s not even a member. She joked and said it barely keeps her in stockings. For true! No wonder they’re so cheap looking!”

“Does she look like she might be willing?” I asked the crucial question.

“Not too sure,” Cindy said, her eyes gleaming impishly. “I didn’t try to lick her tonsils or anything, but she was friendly. She seemed desperate to suck up, especially when I told her about all the really well qualified applicants we’d seen today. I’ve primed her all I can, Roger-dear. Now it’s up to you to deliver the pitch, so to speak.”

“I’m ready, darling. I’ve been ready for an hour. When you bring her in, bring in some coffee for me, plus whatever she’ll have. We’ll start away from the desk, of course, and stick around a bit until I dismiss you, okay?””

“Sure you don’t want me here for the whole interview?” Cindy asked, her hand lightly caressing my erection in my trousers. “Oh, my, you are primed and ready, aren’t you?”

“I’ll do the first interview on my own, you minx. If you’re nice, I’ll let you participate in the follow-up interview.”

“I’m really gonna miss the fun we have, daddy,” Cindy purred, casually stroking against my trousers. “Too bad you went and got snipped. I’d love having your naughty babies.”

“You’re gonna make a great mom, Punkin’, and Sam’s a lucky guy,” I told her earnestly. Then, giving her smaller breasts a nice fondle so they wouldn’t feel left out, I added, “Wish I’d had these lovelies to breastfeed on when I was a kid.”

“I can always stop by and give you a taste after I get my figure back,” she said, continuing to purr seductively.

“You’ll stop by anyway, even if you get big as a house,” I teased her firmly, though I really didn’t mean it. Then, giving her an evil, playful grin, I added, “Of course, the bigger you are, the harder I’ll have to spank you.”

“You’re so bad, Roger,” she laughed aloud. She rarely called me Roger, in public or privately. “Let me get this poor, unsuspecting woman in here.”

I was seated in my executive high-backed conference chair when Cindy escorted Laura into the room. She pointed toward the upholstered love seat alongside and against the wall, which Laura eased herself down into, tucking her skirt under her thighs with an elegant, thin wrist and slender hand with long fingers.

I continued to examine her resume and application, though in fact there was little there. Even so, in my tailored suit and my tall, lean frame, I’m sure I presented the image of the successful businessman that I was wanting to project.

“Oh, thank you, Cindy,” I finally said, smiling and praising my assistant warmly as she set my coffee down before me. When she served Laura what looked like tea in a similarly elegant cup, I raised my head to look at the woman and smiled.

“Well, Laura,” I began pleasantly, “thank you for coming by today and applying for the position. It seems as though everything is in order here. I assume Cindy has told you all about the position.”

“Well, most everything,” Laura said softly.

Cindy came to stand dutifully at my right side; her hand placed strategically territorial across the back of my chair.

“Any questions you’d like to ask?”

“Not that I can think of,” she said, obviously lying. In her place I’d have a million questions. No wonder Laura was having problems finding work, she gave a terrible interview.

Her discount store dress looked proper enough for a business interview. The skirt fell just below her knee. On her tall, slender frame, her bosom looked respectable, if not overly large. Not being a breast man, that didn’t matter much. She did have on a pair of black heels, but they were only two-inchers and the style was insipid and uninspiring. Still, she had a nice smile and I loved the way she held her legs when she had turned somewhat in my direction.

“Well, there doesn’t seem to be too much to discuss about your resume,” I suggested, dismissively waving the one page bit of fluff that said nothing. “We have your numbers, we’ll call you if we want you to come back.”

As I went to rise up off the chair, Cindy being the smart girl that she was, played her role just excellently by bending down and whispering into my ear. “I just loved the way you fucked me this morning,” she said softly, looking so professionally businesslike as she did so. “My thighs are still sticky right now. Want to feel them?”

“Really? That’s good to know,” I told her aloud, giving her a quick wink of approval with the eye furthest from our candidate. Then turning back to Laura, I asked offhandedly, “Cindy says you have some secretarial training from high school.”

As Laura fumbled for a response, I used the back of my hand to openly caress Cindy’s thigh. My assistant understood my purpose and smiled warmly was Laura stumbled over her words, watching my hand so inappropriately stroking high up on my female employee’s leg.

When she finally fell silent – what was it she had said again? – I moved my hand from the front of Cindy’s thigh to gently fondle her ass cheeks. The hand was behind Cindy from where Laura was sitting, so I made larger, more obvious gestures to be sure she got the picture.

“Cindy’s been with me for three years now. I’m really going to miss her. We’ve grown so close working together the way we do. I can understand her wanting a family, though. How she can give up the generous salary and the benefits is beyond me. Cindy did talk to you about the salary, didn’t she?”

“Not really,” the older woman said, her voice trembling as her eyes darted back and forth from my face to where my hand was hidden.

“With someone of your limited experience, I’d have to start you in only the mid-thirties,” I said, doing my best to appear saddened by the number. Laura wouldn’t see $30,000 a year anywhere else though in this economy, I was certain of that. “But then there are certain benefits I enjoy offering.”

“Like wh-what?” our applicant stuttered; though she tried to smile nervously to still seem friendly.

“Like a generous clothing allowance,” I suggested. “My executive assistant has to project a certain image. In fact, I insist on picking out the finest wardrobe for her, especially at first, until she knows my tastes. At my own expense, of course.”Laura nervously sipped her tea, saying nothing. She probably didn’t know what was appropriate to say about that.

“You have a tall, elegant grace, Laura,” I said, starting to get personal. “I like that. The long skirt, I like that too. But if you were to work for me, I’d see you in a much more elegant dress. Much better shoes, too. Maybe four-inch heels, to emphasize your height. And much better stockings.”

After I let that soak in a while, I asked her, “Does dressing well and being paid generously appeal to you, Laura?”

“I like what Cindy’s wearing,” she admitted shyly, with a smile at the younger woman. “Did you pick that out?”

“Actually that was one of her choices,” I smiled and gave Cindy a playful goose to make her giggle. Then smiling up at her, I explained, “Though we had fun going through the catalogue together to pick it out as I remember. I picked out the stockings, though. She looks very good in darker stockings, too. And the shoes were my choice.”

Cindy bent down for a soft kiss on my lips. That was a nice touch. I hadn’t planned that but such things were why Cindy was so special to me.

“She likes to surprise me with new undergarments, too,” I said, even more boldly since Laura was taking things so well. “I enjoy the company of smart, creative people. Hire the best, I always say, regardless of experience or qualification.” I had tacked on the last of that just for Laura’s sake. Usually an applicant had to be much more qualified to garner my attention.

“Cindy, Laura might have questions she doesn’t feel comfortable poising with you here,” I said, setting up the next bit in advance and making the situation clear to everyone. “Why don’t you leave us alone for a while, but be right outside in case you’re needed.” As Cindy reluctantly left the room, I watched her lovely ass sway as she walked away. She was moving it quite nicely for my benefit, so I thought it only proper to enjoy the show.

Turning back to Laura, I could see that she was ill at ease. I thought I’d calm her down somewhat before trying anything physical. “Now that we’re alone, the first thing I’d like you to do is just relax. You’ve made no commitment to me or I to you. Let’s just chat for a while and get to know one another better,” I said gently.

When she nodded nervously, I went on. “I’ve run this company for over fifteen years, Laura. It’s a family business and I intend to leave it to my sons but that’s not for a while yet. They’re boys. I’m letting them have their fun.

“I’m looking for an executive assistant, as you know, but as you’ve also no doubt gathered, I’m looking for a very personal assistant as well. I’ve had – what is it? – six assistants over the years. They all stop by every now and then. Good girls every one. Many have gone on to other things. Three had families to attend to. I like a very nurturing, feminine woman, so that makes sense.

“I’m married, successfully but not happily. But that’s entirely another matter. As much as possible, I never mix home-life and business-life together. My wife knows my proclivities and when we started out together, she shared all of them. That’s about all you’d ever need to know about my wife. When, or if she should ever call, you’d best put her through. Hell probably just froze over.”

I grinned, enjoying the quip and took a sip of my coffee just to catch a breath and let things sink in. People are always in a rush these days, I find. What’s the sense of owning your own business if you can’t enjoy the fun times? Like interviewing Laura.

“I’m generous, probably to a fault,” I continued at my leisurely pace. “If my assistant needs days off, I have five former girls that often volunteer to come by and fill in for her on occasion. When you’re off the clock, your time is your own, though I expect my girls to live up to a certain standard. No hard drugs, no going to jail, and certainly never calling or coming by my home. I probably won’t be there anyway. I have … other interests … that I visit in the evenings.

“The pace of work is relatively easy. I have office workers and secretaries for the day-to-day work. The job of my assistant is to keep me productive and happy. I’ve worked hard to make sure I don’t have to be too productive. That leads the assistant’s job to mostly just keeping me happy.

I let this all sink in for a moment. It was a lot for a girl to be introduced to so quickly, I was sure. Finally I asked if she had any questions so far, wanting some feedback other than a blank stare.

“I was just applying for a job as a secretary,” Laura mumbled, shaking her head.

“We have those, though I have no idea if we have an opening,” I told her dismissively. “They pay about twenty thousand a year and it’s hard, grueling work. You interested?”

“Yes. I mean, no,” Laura said, looking confused. “I don’t know if I’m interested or not.”

“Let’s talk about you then,” I said easily. “What leads a beautiful, mature woman like yourself to look for an entry level job as a secretary?”

Laura blushed, but I had finally turned the conversation to something she was prepared to talk about. She sighed, relaxed a bit, and said, “I’m afraid I’m a bit of a cliché, I’ve found out. I never thought of myself that way before, though. You see, my husband left more than a year ago and we haven’t spoken or communicated since. He ran off with a younger girl, a travel agent. At least not a secretary,” she added with nervous laughter.

“I know I don’t have much in the way of marketable skills,” she continued. “But I’m smart and I pick up on things quickly. I have organizational skills, too. I run the music department for the First Christian Church here in town,” she said, finally trailing off.

So, now that she was done sugar coating her past, I summed up for her. “Let’s see, realistically, you’re about thirty-eight,” I said smiling since we both knew she was at least that old or older, “you have few skills, no experience and probably mounting debts. That puts your job prospects at…?”

“Nil,” she answered truthfully. “That’s about what I’ve seen over the last six months. Job prospects are nil.” She looked sad and forlorn for just a moment.

“Or,” I said, giving her an alternative. “You can come to work for me. Is it the pay that concerns you? I just said thirty-five because Cindy was here. That’s what I started her at. I may be able to go a little higher for a woman in your condition. I’m sure you have bills that need to be paid immediately. I’ll work with you on that.”

“I’m sure you know it’s not the pay. Let’s be honest Mr. Williams, the pay is more than generous. It’s the conditions that have me questioning whether I should take the job,” she said earnestly.

“Let’s talk conditions then,” I agreed. “We have a nice office here. As my assistant, you’d have immediate status. People would treat you very nicely here. You’ll even have some real say, once you’ve learned the business, I want intelligent people and I mean that. Only a select few know about your other job duties. They’ll be discreet. They have very good reason to do so, I assure you.

“So that really just narrows it down to the personal, Laura. Let’s talk about that, shall we. Personally, I find you very attractive. I hope I’ve made that clear without embarrassing you too much. Now it’s your turn. How do you find me?”

Laura blushed. I don’t think she was ready for such a blunt approach. She was plucky, though. She took a deep breath and blundered in. “You’re tall. I like that, being tall myself. It looks as though you’ve kept fit. Nice suit. Good manners. Obviously you have money and breeding but…”

“Go ahead,” I smiled warmly. “You won’t hurt my feelings. I want your honest evaluation.”

“You’d be perfect,” she said, smiling warmly before she dropped the other shoe, “but I could never abide a man that would cheat on his wife. I think that’s so low-class.”

“That’s blunt enough, I guess,” I said chuckling and took a sip of the already cooled coffee. “Actually I prefer the term ‘unfaithful.’ My wife knows my infidelities, so I don’t see it as cheating. It’s also been my experience that even people of the highest class and breeding can be unfaithful. In fact, most of them are. I’m sure my wife is; though I don’t particularly care. Kings are. Presidents are these days. Even Popes used to be, before they found religion.” I grinned.

“But, I know what you’ll say, Laura. Just because others do it doesn’t mean it’s right for you. Very true. Perhaps you’re one of those chosen few that can maintain their class and dignity even under crushing debt and poverty. That’s your choice to make, not mine. Everything here is by free choice, Laura. No one will pressure you to stay in a position that’s uncomfortable.”

“Low class was a bit… judgmental,” she conceded. “I just don’t know if I could do it. Even if your wife didn’t mind. I just don’t know.”

“Well, there is only one way to be sure,” I suggested gently.

“No!” Laura said quickly, becoming immediately nervous, almost getting up from the love seat to bolt for the door.

“Laura, relax darling,” I said laughing easily. “I assure you that even as attractive as you are, no one here is going to rape you. I really enjoy taking my time with things, Laura. At any point where you feel uncomfortable, we stop. No questions asked. After all, I have plenty of women that will gladly accommodate any immediate urges I have. Relax, sit down, and then let me explain.

After she sat rigidly back down I told her, “I was thinking more along the lines of a more practical demonstration, dear. I have some very nice silk stocking that I’m sure would fit you. I keep plenty of extra around. You could put them on in my private bath. Then you could come out here and we could talk some more. If you felt like it then, you could just raise your dress a bit. No more than you felt comfortable. We could talk some more. Then if you felt comfortable enough, you might raise it some more. You get the idea.

“It would be fun for me and it would let you find out just whether or not you might enjoy working for me. If, by the end of the conversation, you haven’t enjoyed yourself, then by all means this job isn’t for you. What do you say, Laura? Would you like to give it a try?”

She thought a while, no doubt rationalizing to herself. But if she had meant to reject the offer, she would have probably done so outright. So I stood up and went to my desk and retrieved a pair of thigh-high black silk stockings. Lovely things they were in a size that ought to fit her.

I returned to my seat and set the stocking before her. She looked at them distrustfully, then reached out and took them off the table. I nodded toward the bathroom door, then interrupted her just before she walked towards it.

“Can I make one other small suggestion, Laura?” I asked. When she hesitated, I said, “If you want the test to really be valid, I’d suggested you wear just those under your dress. That way, you can really decide just how far you’re willing to go. It’s just a suggestion though. Do as you wish.”

After several minutes, Laura returned. She had on the same dress, the same shoes and the same nervous smile, but now she had on the darker stockings. “Anything else to drink, dear?” I asked, purposefully tagging on the endearment again.

“No thanks,” Laura said, sitting down nervously. She smoothed out her dress on her lap, leaving the skirt covering as much as it would. Little did she know how much I was enjoying the turn of her ankle and the lower portion of her calves.

“Would you mind if I talk about your legs or would that make you self conscious?” I asked politely. When she said I could, I went on, “I noticed your legs when I came back from dinner. I immediately told Cindy to send everyone else away. I told her that those legs were the legs I wanted on my new executive assistant.”

Laura blushed under the flattery, but she did gradually raise the hem of her dress just a bit. It was still low, but with the adjustment the hem of the cheap dress came to about the middle her long, elegant lower leg.

“I wish I had some better shoes to let you wear,” I told her. “I like to play a game sometimes. Let me guess how many pairs of shoes you have that you wear all the time. Not the old ones you haven’t pulled out in years. Let’s say the ones you’ve worn in the last two years, okay?”

“Sure, why not,” Laura laughed, still a bit nervous, but relaxing somewhat as well.

“Let’s see, you’re a woman and you like to dress as well as you can afford to do. I can see that. That puts it at five or six inexpensive everyday pair right there, easy. I’ll bet you also have a pair you only wear on very special occasions. Shiny black ones I’d imagine, with a little higher heel than the ones you have on. Three inches, I’d guess.”

“How did you know that?” she asked amazed.

“Simple, really. You’re smart and practical. Black shoes go with any wardrobe choice, at least a little. The three inches I guessed at because I don’t think with your height you’d be daring enough to go with a five or a six, though I’d love to see you in a four or a five. Six would be too much for a woman of your elegance. Only a real tramp would wear six inch heels, right?”

It was all bullshit, of course. I’d seen her wear the shoes I had described at church before. She slipped them off to work the petals in her stocking feet, something I found particularly erotic.

“You really get into this foot thing, don’t you?” Laura asked, raising her hem up just a smidgen.

I laughed freely enjoying the conversation and starting to enjoy Laura since she was relaxing around me. “Not a foot fetish, if that’s what you mean. Close, I guess, but that’s not how I’d describe it. Stockings and lingerie, now my interest in those might rise to a technical diagnosis of a fetish. I think of it as an incentive to run a profitable business. I employ over three hundred people here. Provide for their families and put food on their tables. I do it so I can see beautiful women in beautiful clothes. Well, a little more than just see them, but we’ll get to that.”

“Ask me how many pairs of shoes Cindy has in her closet that I’ve bought her the last three years,” I told Laura.

“You haven’t finished guessing how many I have yet,” she laughed and said, smart enough to figure out my dodge already. But, she smiled a lovely wide smile and asked, “How many does she have?”

“Over a hundred,” I assured her. “I lost count after that. If she wears the same pair in a month, I’ll notice though. The same pair in three months and I still might, if I like them enough.” I let the import of that settle into Laura’s decision making process. I knew it had when her hem went North by another inch. “That’s just the shoes,” I told her suggestively. “My passion is a variety in stockings. Different hues, different textures. Seams and no-seams. Garter belt and elastic top. Shear toed and otherwise, the possibilities are endless. I like them all. I’ll buy you them all. I want to see you wear them all.” Laura’s hem crept up a bit farther. She was almost to her knee by now.

“Knees are lovely things, I think, and women’s calves and feet. I give good massages, by the way, but I’ll also send you to a very fine salon I know. A day of beauty treatments and being pampered and massaged by experts: men, women or any combination you choose. I’ll send you as often as you’d care to go. As long as you arrange a willing substitute, that is, which can be frequent. Professional nails, pedicures, hair, anything and everything you want, my nickel. No expense will be too small to make you look gorgeous, which won’t be hard at all.” Laura’s hem crept up two inches on that one. Up and over the knee now. The idea of being pampered appealed to her, I could tell. She’d closed her eyes and actually moaned a bit when I mentioned the hair and pedicures.

“Vacations, too,” I threw in as well. “I took Cindy to France late last year. She enjoyed it so much she’s going back there for her honeymoon. I’m paying for that, too. As my assistant, you’d decide where we go and where we would stay. I feel the need for someplace exotic soon. Japan, the Far East, maybe even New Zealand I’m thinking. We’ll see everything. Just one room, though, to hold down expenses.” Laura had a far off look in her eye, no doubt thinking of distant places and lands. Maybe she didn’t realize how far the skirt slid up this time, almost three inches. She had lovely long legs though, still plenty more to go.

“Infrequent trips to other cities too, though you’ll plan those out far in advance. The best restaurants, the best hotels, Broadway plays, or Russian ballet. Whatever strikes your fancy.” Another inch, perhaps two. I could see the very top of her stocking.

“I have rental property about town, not cheap stuff. Elegant places in nice neighborhoods. An agent runs them for me. You could take your pick of where you want to live, rent free, if you’re so inclined. Or maybe you want the house you live in now fixed up. That’s all negotiable. I want you to be very happy and productive.” An inch of stocking top, that’s all. Housing wasn’t that important to her apparently. The sensuous stuff had appealed to her more.

“Then there’s you personally, Laura. I know how to please a woman. You’ll find real pleasure working for me. Sensuous delights. Other lovers if you wish, or none but me if that’s your desire. You’ll get excited just driving to work every morning. I want you happy and pleasured and ecstatic to work here.” Her skirt came up past the tops now. Naked flesh! Laura was leaning back and breathing quicker and shallower. Her nipples looked hard as they poked through the blouse of her dress. She’d even taken her bra off, the luscious minx! Training Laura in her duties would be a real thrill, I could already tell.

“As many orgasms as you want, darling.” I told her, raising up slowly and joining her on the loveseat. Laura looked startled for just a moment, but I sat far away and soon her panic eased.

She closed her eyes again and leaned back, indicating I should go on. “I love pleasure but I love giving pleasure just as much,” I told her honestly. “A woman is never more beautiful than in orgasm and I love beautiful things. I’ll make you climax until you’re exhausted every day if you’ll let me, Laura. You’ll never want for attention and adoration. I’ll eat you for breakfast and lick you for dessert each day if you want.”

Laura’s dress was now at her waist and the same mousy brown hair that was on her head was on her mound. The color looked far more attractive down there, though. As I scooted over and my hands caressed the smooth silk of the stockings, Laura spread her legs for me. That’s when I knew that she was mine. When I felt sure she’d take the job.

“I love the way you look, darling,” I said, thinking how nicely she’ll look shaved down below. My right hand dipped and lowered between her legs, touching lightly over her wet labia and the smooth warmth of her inner thighs. As my middle finger agilely stroked the moist gap between her legs, my thumb began to deftly flick alongside her tender clitoris.

Laura was completely opening herself to me and opening herself up to her own sensuality at the same time, it seemed. As I scooted all the way up next to her, she reached out with her own right hand and began rubbing my crotch against the back of her hand.

Nuzzling against her ear, I blew warm air against it before continuing to talk her through her first orgasm as my assistant. “Anything you need to feel sexy and pretty, Laura. Men will drool when you walk by, every woman will envy you. You’re Cinderella, Laura. This is your fairy tale. All you have to do is cum for me. Cum on my finger right now and it’s all yours. Just let yourself go and it’s all yours.

“Do it, Laura! Cum for me! Let go! Let go!”

Laura panted and tossed her head gently from side to side on the back of the loveseat.

“Cum for me! Cum for me, my sexy Laura. Cum for me, you sexy bitch!”

Laura convulsed, grabbing hold and pushing my arm solidly against her. I slid a thick finger into her hungry lips and felt her pussy pulse around it. She clenched that finger hard, gasping and panting with each wave of orgasm as it washed over her. She probably soaked the back of her dress with the hot feminine liqueur that flowed from between her thighs.

And all the time she convulsed I continued to talk her through it. “Oh yes, baby! So beautiful! So fucking hot! Oh yes, sweetheart, just relax now! Shhhhhhhhh, relax, baby! I’ll take care of everything, darling. Relax. Relax. Oh, so lovely! Yes, you did fine.”

After she had fully relaxed, Laura looked into my face with an embarrassed smile. I shook my head and smiled more warmly, knowing that she could never return to just being a mousy organist any more. She was mine, already hooked on everything that only I was willing to give her. “That’s just the first taste, Laura. Every day will be even more exciting. The minute I saw you I knew there was a very sensuous woman waiting just underneath the surface. That woman will live for the first time when you come to work for me.”

“So this is real?” she asked, still not believing it all. “You’re not just lying to me?”

“I do lie sometimes,” I told her honestly, “but not about this. I’ll lie to make people happy and to tell them what they want to hear. I’ll tell an ugly girl she looks pretty but I didn’t have to do that with you. You’re already pretty and, when we’re done with you, you’ll be radiant! No one will recognize you, not even yourself.”

Laura looked into my eyes from six inches away. Perhaps she was searching for the truth, or maybe hope. She must have found something, because she leaned even closer and kissed me softly on the lips. I held that tender first kiss for as long as she wanted. It was important for a woman to get her fill early on. It made her feel cared for and secure.

“When do I start?” Laura asked so softly that I almost didn’t hear her.

“You already did, darling,” I said, impishly smelling my finger and then licking Laura’s wonderful flavor from it. “Congratulations, you’re my new executive assistant.”

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