New Position (Patreon)

ALL STORY LIST

Chapter 1

“Trudy, Trudy Elliott, I don’t believe it. It is you, isn’t it?”

“Bradley, how are you?” the woman said from behind the desk. And without standing up, she held out her hand for him to shake.

“How have you been Trudy? It must be what, five years?”

“Six actually,” she corrected.

“Why the last time I saw you was, let me see,” he paused in thought, “It was at Halloween and dance, remember?”

Trudy prompted, “Of course.”

“Whatever happened to you after that? I didn’t see you around much. Not at all as a matter of fact.”

“I had to leave town suddenly.”

A less self-involved man might have noticed that her smile was only a thin veneer and that she was in fact annoyed about something.

“Anyway,” he continued, “We must get together for lunch or something, but right now I have to see a Mrs. Everingham, she’s supposed to be in this office. I hope she isn’t one of those femin-nazi types, do you know her?”

Trudy’s smile is more convincing this time as she pointed to the name plate on the door.

Brad nodded, “Yes I know, I saw that. Are you her secretary or something?”

Trudy sighed and indicated the ring on her finger. Brad always had been a bit thick and she watched as his expression slowly changed and needed a double-take on the door sign and her wedding ring.

“You mean.”

She nodded in confirmation, “That’s right, I’m Trudy Everingham. I married Mark Everingham.”

He grinned sheepishly, “Oops, I guess lunch is out of the question then, you being a married lady and all.”

Trudy waited for the rest and sure enough he continued.

“A married lady and my boss,” he added.

“Afraid so,” she confirmed, “Although the married lady part is only technically correct, I’ll be divorced in about six more weeks.”

She stepped from behind her desk and walked over to the leather lounge where she sat down and crossed her long shapely legs. As he watched her cross the room, Brad couldn’t help but stare in open admiration.

“Wow! You look even better now than you did in school,” he said truthfully.

Trudy was well aware of her effect on men and had used it to advantage most of her life. At 5 feet 10 inches, she was quite tall, but since she never wore less than 3-inch heels, most men had to look up to her, quite literally. Her thick blonde hair fell in waves over her shoulders, framing a lovely face with full red lips and penetrating ice-blue eyes. Her hourglass figure was reminiscent of Marilyn Monroe or Jayne Mansfield, rather than the slender movie stars of the modern era and she was very careful to dress in a way which, well tasteful, always exhibited her many physical attributes to advantage.

As she had walked past Brad, she was careful to pass between him and the window, in the full knowledge that the sunlight would pass through her fine white lace blouse, giving him a full view of her assets. Her tight black skirt was cut in a respectable length, just above the knee, where it remained, unless of course, she crossed her legs as she sat down. Much as she was now, when the hem was right up the black silky smoothness of her long legs, showing off her powerful thighs to the least observant of men. She adjusted her position with what appeared a casual movement, that was in fact well-practiced, allowing the hem to rise to a point teetering between provocative and indecent.

Then she indicated the seat beside her, which Brad took gratefully, immediately emulating her cross-legged position, not, as some students of body language might observe, in an effort to copy and therefore gradually put her at ease. Brad had no conscious knowledge of such practices, quite simply he was covering up his growing erection, a fact noticed by the ever-watchful Trudy. She decided this was going to be even easier than she thought and smiling to herself she asked,

“So, Bradley, tell me a little about yourself.”

“Well, I went to college at,”

“No Bradley, I’ve read your CV. I already know all that. What I wanted to know is, do you have a steady girlfriend or boyfriend?” she added, raising her eyebrow.

“Boyfriend? You mean, am I straight? Hell yes!”

Trudy held up her hand to stop the tirade she could see building, “Hold it. I didn’t mean to impugn your masculinity. It’s just that, well in this politically correct world, you can’t be too careful.”

Brad relaxed visibly, “That’s ok then, it’s just, well I wouldn’t want you to think that I mean, well you were there at that Halloween dance and you saw me.”

He missed the flash of anger, which briefly appeared in her eyes as she continued.

“Oh, that’s right. As I remember it, you were dressed as a woman.” She winked conspiratorially, “And I have to admit, a very convincing one at that. You had me fooled completely.”

He grinned at the compliment, “That was the idea, Greg wanted to make you jealous, it was actually all his idea. By the way, I don’t suppose you know, whatever happened to Greg?”

“He disappeared about three years ago. The general consensus was that he’d run away to find you. You two being so close and all.”

“Well before you left it was.”

Trudy shook her head no, “He did visit me briefly, but then he went away. The last I heard; he was living in the middle east somewhere. He moves around a great deal these days apparently. Anyway, back to you, “Are you involved at the moment? It’s just that this job entails quite a few late hours and I wouldn’t want to upset a girlfriend or anyone.”

“Nope, there’s no one. Footloose and fancy-free, that’s me.”

Trudy breathed an imperceptible sigh of relief, “Perfect in that case, I think you can have the rest of the day off. I’ll pick you up around 7 tonight if that’s okay.”

“Sure,” he grinned, “Where are we going?”

Trudy shook her head, “It’s not what you think. My boss, Mrs. Schillinder, likes to meet all the new executives personally, so I’m taking you to her home for dinner. Oh yes, and its formal, so if you don’t have a dinner suit, I suggest you buy one. See you at 7.”

She stood up and walked back behind her desk, ignoring Brad as he watched her flaunting her curvaceous body. Then realizing she just dismissed him, he stood up, taking one more look in her direction before leaving the room.

“Gotcha.” she whispered to the closing door.

Trudy had arrived at 7 on the dot in a chauffeur-driven limousine, courtesy of Mrs. Schillinder and they been driven to her house as Trudy had phrased it. Though mansion would have been a more accurate description. They’ve been ushered into the drawing-room by an elderly Butler and Brad had his first meeting with Mrs. Monique Schillinder. Although Trudy had more obvious assets, particularly dressed, as she now was, in a tight black sequin evening dress with a neckline which plummeted to her waist. There was a split up the side that offered tantalizing glimpses of a long black silk covered legs including Brad was positive, her stocking top though it was only a fleeting glance and he couldn’t be certain. Monique Schillinder on the other hand, was imposing in a different way. Brad guessed her age at around fifty and she had a well-rounded figure, though slightly on the heavy side for Brad’s tastes. She was of medium height and had shoulder length black hair with just an occasional hint of grey. Her face was heavily, though stylishly made up. But without a doubt, her most remarkable feature were her steely grey eyes which seemed to see right through you. And once she locked onto you, there seemed to be no way to look away until she allowed it. She was also dressed in black though in her case, the dress, while low cut, was quite short, too short for someone of her years, in Brad’s opinion. Though naturally, he never voiced his thoughts and after due consideration he had to admit she did have excellent legs and as the saying goes, “If you got it, flaunt it.”

“Thank you, Giles.” she said to the retreating Butler. I’m really going to miss him when he leaves, Trudy and I hope you find me a suitable replacement.

Trudy smiled, “Don’t worry Monique, I think I already have.”

“Excellent. When can I meet him?”

“Soon Monique, very soon. By the way, allow me to introduce Bradley Sterling.”

Monique transfixed him with a stare that seemed to be examining his very soul, before she smiled and held out her hand.

“So, you’re to join my little company are you, Bradley? I hope you’ll be very happy with us.”

“Oh, I’m sure I will be honored, Mrs. Schillinder.”

He wisely refrained from using her first name until invited to do so and since there was no invitation forthcoming, he continued to use her surname throughout the evening. It was quite late into the evening when Brad and Trudy finally said their good nights to Mrs. Schillinder, as once again they were transported by means of the limousine to their homes. On the way, Trudy complemented Brad on his diplomacy throughout the evening.

“Monique was very impressed. Believe me, and it takes a lot to impress her.” she leaned over and kissed him deeply, “That’s for making me look good.”

Brad leaned over and tried to repeat the kiss but was held at bay by Trudy.

“Not tonight, I have a great deal of work to do before I hit the hay for the night. Maybe another night when I have less on my plate. But I need my wits about me tonight.”

“You’re not serious? You’re actually going to do some work when you get home? My God, you’re dedicated. I only hope Mrs. Schillinder appreciates you and pays you damn well.”

Before Trudy could respond, they pulled up outside the flat. It was actually a company flat, that Trudy had told him he could stay there as long as he liked. She reached over and opened the door for him, kissing him on the cheek as she did so.

“Good Night, I’ll see you tomorrow.”

Reluctantly, Brad climbed out of the car, and watched as it sped off down the road and around the corner. Trudy assumed, quite correctly, she’d made a strong enough impression on Brad, to give him a couple of sleepless nights.

Her secretary had told her, he was calling at least half a dozen times a day on one pretext or another. On each occasion he’d been informed that Trudy was far too busy to see anyone right now and she will get back to him as soon as possible.

“What exactly did you do to that man?”, her secretary asked as she delivered yet another note from Brad.

Trudy looked up at her in mock innocence, “Why nothing Pam. I was just my usual charming self.”

“Uh um,” Pam nodded knowingly, “And we both know just how charming you can be, don’t we, particularly when a member of the opposite sex is involved. It was several days before he saw Trudy again, when she finally accepted his invitation to lunch.

As Pam phrased it, “Either accept his invitation and put this man out of his misery or see to it that he’s put asleep. I know a competent Vet who could do it for you if you wish.”

As she walked over to the table, every head in the restaurant was turned in her direction but she appeared not to notice, as she greeted Brad with a warm smile.

“I can’t stay long, I have an urgent meeting at 2, but I thought I better accept, if only to stop you pestering my secretary. You really should remember I’m your boss.

As she looked over the menu, Brad couldn’t resist saying, “You seem to work all day and night or is that just a ploy to avoid me?”

“No, I swear. I really am flat out. I have so much to do.”

The rest of the short lunch was taken up with ordering and eating and just a little idle chatter between mouthfuls. As the coffee arrived, Brad asked, “Does Mrs. Schillinderknow how hard you work?”

Trudy looked surprised. “Of course, she does. Where do you think the work comes from?”

“But surely, if she knew how hard you worked, she’d give you an assistant or something?”

Trudy gave a wry laugh. “Don’t be ridiculous.”

She looked around the restaurant to ensure no one was listening.

“Why do you think I do all this work for her?”

Brad shrugged, “She pays you well?”

Trudy grunted in response, “I wish,” then lowering her voice until it was barely audible, she added, “The truth is she’s blackmailing me.”

“Black mail! I,”

“Shush, I don’t want the whole world to know.” she started to get up. “In fact, I’ve already said too much. Forget I said anything. Please, if she found out, my life would be over.”

Before Brad could reply, she was gone. He sipped his coffee, as he considered what he just learned, then making a decision, he called for the bill, and left the restaurant. Later that afternoon, he contacted Trudy and arranged to meet her. She insisted he go around her flat, not wanting anyone to see them together in case it got back to the boss. He arrived as instructed at 7:30 and after accepting a glass of wine he demanded to know what was going on.

Trudy shrugged her resignation and began her story.

“It started about two years ago when she found out I was having an affair with her husband.”

“You mean all this is over some trivial affair? Why don’t you just,”

“Do you want to hear the story or don’t you?”, she demanded.

Brad nodded, “Yes.”

“Okay, then please keep quiet, it’s hard enough for me as it is without you interrupting. As I said, she found out about our affair, but it was the way she did it that caused the problem. You see, what I didn’t know was that her husband had hidden cameras in his office and he’s been filming us every time we made love. Well Monique got hold of the tapes and threatened to humiliate me publicly if I didn’t do as she asked.”

“But why didn’t you just leave? Sorry I’ll keep quiet.”

“Anyway, I found out that she kept the tapes in her office in the safe. The thing was, I knew where she kept the keys. So, I decided to steal them, simple. Unfortunately, she was ahead of me and like Sam, her husband, she had hidden cameras in her office which were triggered, if anyone entered, so she had me on film stealing the tapes and well you can guess the rest.”

“Can I speak now?”, Brad asked.

“Yes, go ahead.”

“Well, what I don’t understand is why you are so concerned; I mean it’s only a bit of sex, okay. It’s embarrassing, but nothing more, you can always move to another town if it bothered you that much.”

Trudy sighed, “I’m afraid it’s not that simple, you see. Well, the truth is when I was in the safe, I decided to take some money that was lying there.”

“Oh shit. How much?”

“About 20,000,” Trudy whispered.

“We, and she has a tape of you stealing the money?”

Trudy nodded, “That changes things a bit, doesn’t it?”

“I suppose she’s threatened to take it to the police or something?”

Trudy nodded again.

“And no doubt, she keeps it in a bank vault or somewhere safe right?

“No, she keeps it exactly where she did before, in the safe. She gets some sort of kick out of knowing that I know how close I am to the tapes without being able to get them. Oh yes, and she keeps the key around her neck instead of in the drawer, the way she used to. She often teases me by playing with it while I’m in a meeting with her and the other board members.

“There has to be some way to get those tapes,” Brad said, “I only wish I could think of something but give me time, I’m sure I’ll come up with something. I know one thing; we can’t let this go on.”

Trudy brightened instantly. “Do you mean that?”

Brad frowned at the question. “Yes of course I do. Why? Do you have a plan?”

She grinned, “As a matter of fact I do. And you’re the only one who can help me.”

Over the next hour, Trudy recounted her plan in fine detail. At the end of it, Brad could only shake his head in wonder.

“It could work.”, he admitted, “But what if,”

“No, I’ve gone over every detail more times than you can possibly imagine. Believe me it’s foolproof. All I need is you to carry it out. Well, what do you say, will you help me?”

Brad considered it for a few moments before finally nodding his head. Trudy threw her arms around his neck and kissed him.

“You have no idea what this will mean to me and I swear I’ll find a way to repay you. I’ll give you anything and I mean anything.”, she repeated meaningfully. “The second those tapes are in my hands. Now, I think you’d better leave. You’re going to need your wits about you over the next few weeks.”

“But I was hoping,” Brad began.

She ushered him toward the door.

“Believe me, there’ll be plenty of time for that later. For now, we’ve got some last-minute details to attend to,” as she kissed him goodnight. She added, “I’ll expect you at the same time tomorrow night we may as well get started right away. Oh, by the way, buy yourself a bike and start driving it to work.”

Before he had a chance to ask any more questions, she closed the door quickly behind him. The following night when Brad presented himself at Trudy’s front door as instructed, he was pulled in quickly by Trudy, who glanced up and down the street to make certain he wasn’t followed. Shortly afterwards, he learned why he needed to buy a bike. Trudy led him straight through the lounge room, but to his disappointment they went into the bathroom rather than the bedroom as he’d hoped.

Handing him the razor, Trudy said, “I want you to shave every hair from your body.”

Brad stared at the razor, “Then, you can’t be serious?”

Irritated by his protest, Trudy simply replied, “Of course I am. Now get on with it, we have a lot to do tonight.”

“But surely, if you want me to.”

“Look,” Trudy demanded impatiently, “Are you going to help me or not?”

“Yes of course I am. I said I was up for this. I mean, how will I explain the shaved legs too.”

Truly smiled, “That’s why you’re buying a bike. Shaving your legs helps with the wind resistance. Clever, eh?”

Grudgingly Brad had to admit it was quite clever and unable to find any other reasonable excuse he stripped off his clothes before stepping into the shower and soaking his body prior to shaving it. Fifteen minutes later, with Trudy’s help, he had removed all the hair from his body and was now standing in her bedroom having been toweled dry and dusted and powdered. Trudy handed him a pair of tan stockings.

“Put these on.”, she ordered, then walked over to the dressing table and opened one of the drawers.

Brad stared at the silken garments for several seconds before asking, “Why do I need to put these on now? I mean, well I won’t actually be doing anything for a while, will I?”

“No of course not, but you need to be both comfortable and proficient in the outfit. Now get on with it, unless you plan to question every single thing.”

Without further comment, Brad rolled the stockings and pulled them up his legs. As he finished the second one, Trudy walked over and wordlessly passed the black satin and lace corset around his body and laced up the back, pulling Brad’s already slim body in several inches.

“Does it need to be so tight?”, he gasped.

“Of course, it does, it all adds to the image.”

The tightness of the garment caused Brad’s chest to form a small, quite believable cleavage. But it wasn’t enough for Trudy, who insisted on adding a pair of false breasts she’d bought, just for the occasion. After securing the stockings to the suspenders on the corset, Trudy handed Brad a pair of black satin panties, which he pulled up his legs knowing any protest at this stage would be futile. He did, however, come close to calling the whole thing off when Trudy insisted, he squeeze his feet into a pair of black patent leather shoes with what he estimated were 4-inch heels.

But before he had the chance, Trudy explained, “If you get used to wearing these heels you will have no trouble with shorter ones when the time comes.”

Brad had to admit her logic was flawless, so he grudgingly agreed to wear them.

“Come over here and sit in front of the dressing table,” Trudy said.

Brad teetered over on the heels, amazed that he actually made it, without mishap.

“Now, I’m going to show you how to put makeup on. But I want you to practice on your own, just in case I’m not available to do it for you when the time comes.”

“What do you mean not available? You don’t expect me to get ready on my own, do you?”, Brad was horrified at the prospect.

“Don’t worry, I’ll be there, but it’s better to be safe than sorry, now, isn’t it?”

Relaxing somewhat, Brad listened as Trudy explained the use of each of, what seemed like an unending list of creams, pencils, lipsticks, lip glosses, moisturizers, not to mention the many and varied eyeliners and shadows and more pencils. Without bothering to ask if he could remember what she just told him, Trudy began the task of transforming his face into that of a woman. After applying a foundation cream, she added another cream with a slightly tanning effect. Next, she highlighted his, already high cheekbones. Fortunately, his light coloring meant she could transform his eyebrows to make them something other than the blond he was at present. She decided on a redhead and colored and shaped his eyebrows with a suitable pencil. After thickening and darkening his lashes, she decided he would still need a false pair to give them more body. Carefully, she drew a thin line along his lower eyelids before coloring his upper lids dark green.

“This color really brings out the green in your eyes Brad”, she commented, as she continued her task. Next came his lips. After outlining them with a thin black pencil, Trudy opted for a deep red color. She finished them off with lip gloss and stepped back to examine her work.

“Perfect.” she decided, “At least you will be in the moment, so saying.”

She walked over to a wardrobe and removed a box from the top shelf. Out of this, she pulled several wigs before selecting a dark red one, which she fitted onto Brad’s head. It was cut in a page-boy style and once she brushed and lacquered it, it looked completely natural and transformed Brad totally. Finally, she picked out a black dress from the wardrobe, which she handed to Brad.

He stepped into it and put his arms through the two holes, then with Trudy’s help, managed to pull the zipper up the back. The dress was actually quite tight, but since it was made of a stretch material, Brad was able to get into it.  It was sleeveless with a high neckline, but unfortunately, from Brad’s point of view it was much too short and unless he was very careful, it would expose his stocking tops every time he took a step.

“Take shorter steps.”, Trudy suggested when he complained. “You’re walking like a truck driver anyway; you need to learn to wiggle your ass, like this.”

To Brad’s delight, Trudy then proceeded to give him a demonstration of exactly what a woman could do with the perfect female shape.

“And you’d better learn to control that. She indicated the unmistakable bulge at the front of his dress. You will blow everything if you have one of those on the night. Now practice your walking.  I’ll put some makeup in a bag for you, to take home with you.”

For the next two weeks, Brad spent every spare moment, walking in high heels and wearing women’s clothes.  On the weekends, he even wore the corset and stockings under his jeans, to try to become more accustomed to wearing them. He became quite proficient at applying makeup, though he could never quite get his face the way Trudy had that first night, but then she had years of practice and he’s only been at it for 2 weeks.  Trudy added one more item to the list of tasks he was required to perform.  She included a bottle of dark red nail polish in the bag and informed him that he was to paint, not only his fingers but also his toenails each night.  Over the next few weeks, she shaved his fingernails and soon had them looking quite feminine when painted, at least and quite a respectable length. Then one Friday afternoon she pronounced him ready.

“I’ve decided to arrange things for tomorrow night. I’ll make sure you get a dinner invitation and then the rest is up to you.”

Brad was flustered, “So soon? But I’m not ready, I need at least another week before,”

“Nonsense you’re perfect. You’ll never be more ready than you are right now and the longer you put it off, the harder it’ll be. Now get yourself home and lay everything out.  I’ll come round and collect you about 7.”

As usual, she kissed him deeply on the lips.  Brad was really looking forward to when this is all over and he’d finally be able to make love to the woman, he’d come look upon as the most beautiful in the world. He tried extend the kiss, but always, she was able to avoid his advances.  Saying there would be plenty of time for it, when it was all over. Then closing the door behind him. As promised, Trudy looking stunning in a white leather mini dress, arrived at exactly 7 in the usual limousine. They were driven to Mrs. Schillinder’s home and were soon enjoying a delicious meal. On the way over, Trudy had given Brad a small package containing white powder.

“This will give you about 4 hours.”, she stated.

“I just hope that’s enough,” Brad said nervously.

Trudy glared at him, “We’d been over this a hundred times. You know dammed well, it takes no more than 15 minutes to get to your place and another 10 to the office. After that, half an hour to dress, 5 minutes in the office and 45 minutes to change back into your male clothing. That’s the total, with travelling time, of what, 2 hours and 10 minutes. That’s more than enough time, so stop worrying.”

After dinner as they were all enjoying coffee and a glass of port, Trudy apologized, saying she just remembered some things she needed to do. All three people knew this was a lie, but no one protested and almost before she was out of the door, Mrs. Schillinder grabbed Brad by the shoulders and was kissing him passionately like some predatory animal.  Brad, who until this moment, had thought he was going to have to fake it, soon found himself caught up in the passion. He made a vain attempt to steer Mrs. Schillinder in the direction of the bedroom, but it was soon obvious that she was going to have him, there and then, so he submitted to her will and was soon plunging deep in her body. It was all over in 5 minutes and they laid together on the thick carpet. Mrs. Schillinder moaning softly and Brad was trying to locate his jacket so he could retrieve a sleeping draft in the pocket.  As he tried to sit up, Mrs. Schillinder moaned again.

“You’re not ready to go again already, surely?”, she asked, mistaking his attempts to extricate his arm from underneath her as some of amorous advance.

“Not quite yet,” he replied.  “I was just going to get us both a drink.”

“Good idea, why don’t you bring them up to the bedroom?”, she said, then kissing him on the cheek, she stood up without bothering to collect any of her discarded clothes or rearrange the few she was still wearing, she headed for the stairs.  Brad poured two glasses of wine, adding the powder to Mrs. Schillinder’s and once he was certain it was completely dissolved, he took the drinks to the bedroom and his erstwhile lover. He was pleased to see her take the glass and swallow almost all the contents in one gulp.

“That’s better.  I really needed that.  Brad, be a dear and give me another glass.  In fact, why don’t you open another bottle and bring it up. That way we won’t need to leave the room again tonight and you can give me your full undivided attention.”

By the time Brad returned with the fresh drinks, Mrs. Schillinder was well and truly out to the world.

“Mrs. Schillinder”, he whispered, shaking her shoulder gently. She continued to breathe slowly but other than that, there was no response. Very carefully, Brad lifted the key from between her ample breasts Then just as carefully he raised it over her head.  After checking once more to make certain she was asleep, Brad grabbed his clothes and raced out of the house, locking the door with the key Trudy had given him. Walking quickly around the corner he saw the Cabriolet in the row of cars Trudy had said were always there.  For the first time he actually began to believe they just might get away with it. He raced into his flat and was relieved to see Trudy sitting on the lounge casually reading a magazine. He stripped off his male clothing as they raced into the bedroom. Trudy followed him, but not before she finished the story she was reading, much to his frustration.

“Hurry Trudy, help me with this blasted corset! Damn it!”

“I knew I should have let you relax. For God’s sake, everything is going according to plan and the more you panic, the more likely you are to make a mistake.”

As she pulled the laces tighter, Brad felt the corset braces, in its soft, but inescapable grip, molding his body into the feminine shape he was now accustomed to and though he would never admit it, always missed when he wasn’t wearing the corset.

“Not so tight I want to be able to breathe you know.”

“And you also want to look convincing, don’t you?”, she asked.

Tying off the end of the lace and tucking them into the corset. Brad was already pulling the black stockings up his leg that she finished tightening the corset and he fumbled with the suspenders as he tried to attach stockings.

“Will you relax?”, Trudy ordered, pushing his hands away and attaching the stockings herself.

“Here.” she said, handing him the bottle of nail polish. You can do your nails, while I make a start on your face.”

With practiced efficiency Brad applied the first coat of varnish to his fingernails. He relaxed slightly, as Trudy worked on his face and he waited for the varnish to dry. Then a thought occurred to him,

“Trudy, why have I been painting my toenails? After all, no one will see them.”

Trudy smiled and she said, “It’s all part of the feeling. You feel more feminine when you go the whole way. It’s just that we don’t really have the time to do it now or we would.”

Although he wasn’t exactly satisfied with her explanation, he had neither the time nor inclination to discuss it at the moment, but he made a mental note and talk to her about it later. By the time Brad had finished the third coat of polish, which Trudy insisted he apply, she had completed his makeup and was fitting the red wig onto his head. Next came the black dress and the black shoes, with as she promised, 3-inch heels.  She gave him a quick inspection, nodding her approval then pushed him toward the door.

“Wait!”, she ordered, “I almost forgot, you’ll need this.” She handed him a small black handbag.

“What’s this for?”, he demanded.

“Where exactly, were you planning to keep the cab fare and keys? As well as the package when you come back?”

He acknowledged her point and accepted the bag, then with a final good luck from Trudy, he headed into the street, to hail a cab.  Luckily, he lived very close to a main street and was soon speeding toward the office. He decided it would be best to have a cab wait, rather than risk looking for one later. Fortunately, he had enough money with him, since the driver demanded he leave $20 as security.  Brad came very close to abusing the driver, particularly since he’d been trying to chat Brad up almost all the way over. In fact, at one point Brad was a little concerned he’d become more physical. He could see now why many women chose to ride in the back of taxis.  Letting himself into the building, he quickly found his way to Mrs. Schillinder’s office.

The plan was quite simple. They knew that the cameras would film the whole event.  However, all they would record was an attractive red headed woman and since she would vanish without a trace after tonight, there would be no way of tracking her down.

Everything went smoothly, once Brad was in the office, he walked straight over to where Trudy had told him the safe was hidden behind a painting. And sure enough, he slid the painting aside to reveal the small safe in all its glory.  He fit in the key and then felt a moment’s panic because it refused to turn. Then, as he tried again, the key moved in his hand and he heard a satisfying click, which told him the safe was now unlocked.  Opening the door, he moved some papers aside and found the brown package Trudy had described.  He felt the urge to open it, just to make certain it contained the video, but decided there is no time and quickly pushed it into his bag.  He couldn’t help smiling, as he noticed a bundle of banknotes, what he picked up and waved in his hand. He estimated that there was probably around $20,000. Possibly, even the very ones that landed Trudy in all the trouble in the first place.  Tossing them back into the safe, he closed and locked the door and made a hasty retreat.

On the way back to his flat, the driver flirted with him once again, this time even asking for his name and phone number.  Brad amused himself by supplying the phone number he’d seen recently in a call box. “Are you sure you’ll call me?”, he asked.

“Are you kidding?”, the driver exclaimed, “Definitely.”

Brad appeared to make a decision, “Okay, if you promise to call, its 555-8749 and my name is Trixie.”

The only reason Brad had remembered the number, was because he’d realized how clever it was.  The last four numbers spelled out the word TRIX.  He half wished he could be there when the driver turned up for his date.  Shortly after they arrived at his flat, to his surprise, the driver not only refused to accept the extra $6 on the meter, but he returned the 20, making Brad feel really bad about the phone number.  But there was nothing he could do now, unless he told the driver what he’d done and he had no intention of doing that.  So, he accepted the $20 and blew the driver a kiss as he walked into his block.

He was both concerned and annoyed to find his flat empty when he opened the door, but he was in too much of a hurry to think about it now and he rushed into the bedroom and quickly removed his makeup and nail polish as well as the female clothing.  After dressing in his male clothes, he carefully hid the stolen package at the bottom of a drawer, before racing out of the flat and back to Mrs. Schillinder’s. To his amazement, the cabbie come from the office and was still parked outside his block.  The driver presumably having a break.  Brad asked if he was available and was told he was.  On the way over, the driver discussed Trixie.

“Have you met her?”, he asked.

“No, but I’ve seen her around.  She seems quite pleasant.”

“Pleasant”, the driver repeated in amazed tones, “She’s sensational and that voice! I’ve never heard a more sexy voice in my life and those legs. She wears stockings, you know.  I mean stockings, not tights.  God, she was sexy.  She gave me her number but I’m not sure I should call her.  I think she might be out of my class what do you think?”

Brad saw the opportunity to make up for his earlier mistake.

“I don’t know about that, but I have seen her getting into a Rolls-Royce a few times.  So, I think she might be just a little out of your price range. Unless cabbies earn a lot more than they used to, when I did the job in college.”, he added with a laugh, trying hard to soften the blow.

The driver shrugged, “Yah, you’re probably right. Still, it was a nice dream.”

When they arrived at their destination, Brad gave the driver a $20 tip.

“Maybe if you get enough of them tonight, you might be able to afford that date.”, he replied as the driver thanked him.

Then he let himself into the house, and quietly crept up the stairs, stripping his clothes off as he went. Mrs. Schillinder appeared to be lying in almost the same position, he’d left her earlier and he slid into the bed beside her and settled down to get a little sleep. He woke up early next morning, to feel a hand gripping his fully erect penis.

“About time you woke up.”, his boss said, as she threw herself over his body and impaled herself on his erection. “I thought I was going to have to do this on my own.”

While it was no chore to make love to this woman, although a better term might be, to submit to her demands. Brad was relieved to finally leave the house two hours and three encounters later.  She really did have an insatiable appetite and it was only the promise that he would return that night, which finally got him out of there.  Brad headed straight home.  He was looking forward to a long hot shower, followed by a couple of hours sleep.  After all, he hadn’t had much rest in the past 24 hours.

As he approached his door, a man stepped out of the shadows and reached into his inside pocket.

“Good morning Sir.  Would you be Mr. Bradley Sterling?”

“I am.  Who the hell are you?”

The man produced a card from his pocket. “My name is Inspector Frank Trudeau. I wonder if I might have a few words with you?”

Brad’s blood turned to ice, “The police, what, I mean who?  Please, Mr. Sterling.”

“Relax, it’s just routine.”

A minute smile passed briefly over the inspector’s lips, though Brad suspected it was a rare occurrence and probably even more rare, if ever, that one actually made it all the way to his eyes.  But he managed to relax as the inspector had suggested.

And your smile is somewhat more convincing, as he said, “Certainly, what can I do for you Inspector?”

“You can start by inviting me in,” the inspector replied, nodding at the still-locked door.

“Oh sorry, of course, please come in.”

Brad fumbled with his keys and finally succeeded in opening the door to his flat.

“Can I get you anything Inspector? Coffee perhaps?”

“Nothing for me thanks. This shouldn’t take too long.”, as he accepted the offered chair.

The inspector gave the room a quick once-over, with a practiced eye.

“Do you live here alone, Mr. Sterling?”

“Yes, I do.  I moved in a few weeks ago.  I’ve always preferred to live in smaller towns, but I had a great job offer, which included this flat, so I took it.”

“I see, so you’re something of a stranger in town?”

“Sure am.  Apart from the people I’ve met at work, I don’t know a soul.”

“So where were you all night?”

Brad was flustered for a few seconds then recovered with, “I, well the truth is, I spent the night with my boss Mrs. Schillinder.”

“Not Monique Schillinder?” The inspector’s interest was suddenly peaked.

“Yes, as a matter of fact that is. Why?  Do you know her?”

“A little. I helped her out with a spot of trouble she was having a couple of years back, though I doubt she’d remember me.  Is she still as attractive as ever?” he asked, as an odd, whimsical expression came to his face.

“While I didn’t know her two years ago, but she is very attractive now, so I suppose the answer is yes.”

“And you had the good fortune to spend the night with her?”

“Yes.”, Brad replied feeling both embarrassed and proud at the same time.

The inspector reverted to type is he picked up a lipstick from the table. “I suppose this is hers?”, he asked.

“Ur, no. That belongs to, ur, my other boss Trudy Everingham.”

“You’re kidding. You mean you’re screwing both your bosses?”

“No.  Of course not.  Trudy’s just a friend.  I used to go to school with her.  She must have left it when she came to pick me up to go out to dinner the other night.”

“You’re not sleeping with her then?

“No, like I said, she just came round to pick me up the other night.  Apart from that, she’s never been here. Brad had no idea why he lied; he could only think it was something to do with protecting Trudy’s honor. Whatever the reason, he didn’t want this man thinking she was the type of woman who screwed around and he definitely couldn’t tell him the truth. He breathed a mental sigh of relief as Frank Trudeau stood up.  Brad made a move toward the front door, but Frank had other ideas.

“Do you mind if I have a little look around, Mr. Sterling?”

“Well, ur, don’t you need warrant for that, or something?”

“As a matter of fact, no I don’t.  You invited me in, remember?  Anyway, you have nothing to hide, do you?”

“No, of course not.  It’s just that, that look, what exactly is this all about?”

“Oh, didn’t I say? I had a call suggesting that you may be in possession of stolen goods.”

“That’s ridiculous who was exactly told you this?”, Brad demanded.

He was pleased to know his voice was much less strained than he felt.

“Well, as a matter of fact, it was an anonymous caller, so if you have no objections, I’ll take a quick look around and get out of your hair. The sooner I have a look around, the sooner I can get back to my office. You have no idea how much paperwork I have to do. I tell you, I’m no longer a police officer, I’m just a glorified clerk.  The bedroom’s through here, isn’t it?

He walked through without waiting for Brad’s reply.  Suddenly Brad had an awful thought.

“Trudy.”, he gasped, “But why?”

The Inspector popped his head back into the room, “Did you say something Sir?”

“What?”, Brad asked absently, “No, I was just thinking out loud.”

Still trying to understand what was happening, Brad stood helplessly and watched as the Inspector disappeared into his bedroom, then he heard him call.

“Did you say you live alone Mr. Sterling?”

“Yes of course, I got, oh shit.”

He knew exactly why he was being asked that question and raced in vain into the bedroom where the inspector was holding the black corset up in front of him. Examining it in minute detail, as though searching for a possible fingerprint.

“Then who does this belong to?”

He dropped the corset and picked up one of the stockings, “And these?”

He fixed Brad with a stare, “Is there something you haven’t told me, Mr. Sterling?”

“No, I that is,” Brad’s face turned bright red under the piercing gaze of the police officer.

“Is there anything else you’d like to tell me before I continue or is this the end of the surprises?”

Brad bowed his head in embarrassment.  “No, nothing.”, he replied meekly.

“Hmm, we’ll see.”

Dropping the stocking with seeming disgust, the Inspector walked over to the dressing table and opened the bottom drawer.  Brad watched in stunned silence, as Inspector Trudeau pushed the clothing aside and picked up the parcel Brad had hidden there earlier. If he had any doubt that the anonymous caller had been Trudy, that doubt vanished completely with this latest discovery.  Firstly, only she had a key to his flat and secondly, she was the only one who knew the significance of the parcel.  The only question that remained for Brad was why?

“What have we here?”, Trudeau asked in mock surprise. Then turning to face Brad, he repeated the question.

Brad sighed in resignation. “It’s a video.”, he replied quietly.

“Of what exactly?”, Trudeau asked.

Brad hesitated, but then realizing he owed Trudy nothing, since she was responsible for his present predicament, he replied, “Of my boss, Trudy Everingham that is, having sex with Mrs. Schillinder’s husband.”

“Really?  That’s very interesting and when exactly did this affair take place?

“When?”, Brad was surprised by the question, “Ur, last year sometime, I think.  What difference does it make?”

Quite a lot, I would think.  You might recall, I told you about a case I worked on for Mrs. Schillinder?

Brad nodded, though the question was obviously rhetorical.  But what I didn’t tell you was, I was investigating the disappearance of her husband and since that was almost three years ago, I’ll be very interested to see who this Trudy person was having sex with?

He began tearing the paper away from the package.  “You don’t mind if I open this, do you?”

Before Brad could reply, the paper covering was already dropping to the floor and both men stared in disbelief at the items remaining in the Inspectors hand. It was the expected video, but there was also a  large bundle of $100 notes. Frank Trudeau flipped through them quickly.

“I’d say there’s around $20,000. I suppose you’re going to tell me you know nothing about this money.”

Unable to find his voice, Brad simply shook his head, no.

“Let’s see if there are any more surprises. Shall we?”

The inspector walked back into the lounge room and turned on the television.  Then he inserted the cassette into the slot and pressed play.  Still stunned by what he just seen, Brad followed the officer into the lounge room and casually glanced at the screen.  What he saw caused him to leap to attention and then make a futile attempt to stop the video.  An attempt that Frank Trudeau blocked with casual ease.  “I assume the lady is Trudy Everingham?” Trudeau asked without taking his eyes from the screen.  Brad didn’t respond. He remained transfixed by the images he was seeing on the screen.  Both men stared at the screen for several minutes before either spoke again. It was the Inspector who broke the silence.

“Oh yes! The boys in D-Wing are going to love you.”

Brad tore his attention away from the television. Despite his horror, he had a fleeting admiration for the efficiency with which Trudy had set him up.

He’d never had the slightest inkling that she was filming the whole of his transformation and he could imagine how this must all look to the Inspector.  To make matters worse, it had all been recorded without sound, so there was no evidence of his minor protests.  Not that they would have helped him much.

“What do you mean D-Wing?”, he inquired.

The inspector grinned, “D-Wing is the section in jail reserved for the likes of you it’s almost full of shirt lifters. You’ll be very popular, particularly when they see this video and I’m sure we can arrange that.  The inspector now had Brad’s undivided attention.

“Are you saying you think I’m a homosexual or something?” he asked in horror.

The Inspector made a sound which was half groan and a half laugh.

“Oh, come on! You’re not suggesting that you are straight.  I mean to say how many straight men do you know who dress up in corsets and stockings?”, He looked around the room and added, “And God knows what else besides. I can tell you now, I don’t know of any men, well, maybe a few of the more outrageous pop stars, but apart from them, I know of no men who wear makeup.”

“But I’ve already explained, I did it for Trudy. I’ve never done it before, well apart from one time at school, but that was just a bit of fun.

“Oh, I see.  So, you admit it’s fun to dress in women’s clothes?”

“That’s not what I said and do you know it.  I simply said,”

The inspector held up his hand for silence.

“I think it might be best if we continue this conversation down at the station.”

“You mean you’re arresting me?”, Brad asked in surprise.

“Well at the risk of sounding clichéd.  Let’s just say, I’d like you to help me with my inquiries and leave it at that for now, at least.”

“Inquiries as to what?  You haven’t even told me what crime I committed, if any.”

“That’s because I don’t know yet exactly what crimes have been committed.  But in my experience, when I find a bundle of money, which can’t be accounted for, it usually means something is wrong and I intend to find out exactly what that something is. So, let’s go.”

“The full impact of his predicament didn’t hit Brad until the door clanged shut behind him and he was left alone in the tiny cell.  Then, for the first time that day, he began to appreciate the enormity of his problems. He wanted to hammer on the door and explain that it had all been some awful mistake. That he had in fact, been helping a damsel in distress and should be rewarded, not punished.  But he knew that he could never convince his accusers of that.  After pacing the cell for several minutes, he finally slumped down on the bunk and dropped his head in his hands, awaiting a fate he knew he had absolutely no control over.

“Hello, could I possibly speak with Mrs. Schillinder?”

“May I ask who’s calling Sir?”

“Yes, my name is Frank Trudeau.”

“Please hold on sir, I’ll see if Mrs. Schillinder is home.”

After a short delay, Frank heard, “Hello, Monique Schillinder speaking.”

“Hello Mrs. Schillinder.  I don’t know if you remember me.”

“Why Sergeant Trudeau, of course I remember you.  How are you?”

“Actually, it’s Inspector Trudeau now.”

Oh, congratulations Inspector.  Of course, it was only a matter of time before your superiors realized your ability.  I know you were so helpful with my little problem.  That’s not why you’re calling is it?  You haven’t found my husband, have you?”

“No, I’m afraid not, Mrs. Schillinder.  I think it’s unlikely we’ll ever solve his disappearance.  I hope I haven’t given you false hope by calling.”

“Not at all, Inspector.  I resigned myself to never seeing Sammy again, a while back.  Anyway, enough about that, to what do I owe the pleasure of this call?”

“To be honest, Mrs. Schillinder I’m not really sure where to start.  Do you happen to know a man named Bradley Sterling?”

“Yes of course I do. He works for me.”

“Yes, that’s what he said.  I just wanted to make sure, and what about Trudy Everingham?  I believe she’s another employee.”

“Well, yes but she’s also my niece.  What exactly is this all about Inspector?

“Your niece.”, Trudeau exclaimed, “That changes things considerably.  Look, I know this is an odd question, but have you checked your office safe recently?”

“Not since I left the office on Friday night, no.  Why?  Is there some reason I should?”

“Possibly yes.  Look I know you’re a very busy lady but I wonder if I might impose on you to check your safe and if, as I suspect, the contents have been tampered with, could you give me a call here on 555-3758?”

There was a moment’s silence, then Monique Schillinder replied, “If you think it’s necessary, of course. I’ll leave at once.”

“Thank you, Mrs. Schillinder, I’ll look forward to hearing from you.”

“Goodbye inspector.”

An hour later Frank Trudeau was plowing through the mountain of paperwork, he always seemed to have on his desk, when he received a call from the desk sergeant, telling him there were two ladies waiting to see him.  He asked the sergeant to show the ladies up to his office and shortly afterwards there was a tap on his door.

“Come in.”, he called, walking around his desk to greet the visitors.

“Mrs. Schillinder, what a pleasure to see you again.”, he said honestly, taking her hand in his and leading her to the chair then turning to the other lady, he added, “And you must be Trudy Everingham.  I recognize you from your video, though I must say, it doesn’t do you justice.”

He grinned at her shocked reaction and invited her to sit beside Mrs. Schillinder, then returned to the seat behind the desk.

“I decided it might be best to come and see you in person in view of certain, developments, shall we say,” Monique Schillinder began, “It seems you were right. There was something missing from my safe.”

“Let me guess,” Trudeau interrupted, “$25,000 in cash and a video?”

Both ladies looked surprised. Monique Schillinder was the first to speak.

“How very clever of you, Inspector. You are right, of course. That’s exactly how much money there was, but I know nothing of any video. Do you, Trudy?”

Trudy Everingham blushed, slightly and nodded her head, “Yes.”

Monique frowned at her and then continued, “May I be permitted to know what exactly is on this video?”

Not for the first time that day, Frank Trudeau was surprised.

“I can help you with that Mrs. Schillinder,” he said, taking the video out of his desk drawer and walking over to the player at the other side of his office.  Five minutes later, he turned the player off.

“I think we’ve all seen enough. Now, Mr. Sterling claims that Trudy here, persuaded him to break into your office and steal the video.  Though I suspect it was more of a bonus and he was actually after the money but I’m still unsure of your part in this, Mrs. Everingham.  It seems unlikely he’d try to implicate you, unless there was at least a glimmer of truth in his story.”

Mrs. Schillinder interrupted him with a laugh, “There’s one small problem Inspector. Why on earth would my niece be involved in an intricate plot to steal her own money?”

“Her money?”, Trudeau asked in surprise.

“Yes Inspector.  I was simply keeping it in my safe for her, until she had a chance to bank it.”

Frank Trudeau, returned to their seat, before speaking again.

“This puts a whole new complexion on everything.  It would seem that Mr. Sterling alone, is responsible for everything.

Monique and Trudy shared a glance, before Monique spoke again.

“Yes, well as a matter of fact we suspected something like this.  In fact, we were discussing it on the way over here.  I know this is a little, unusual, but I was wondering if perhaps, we could come to a, small, arrangement, Inspector?”

“Inspector Frank Trudeau dropped Bradley outside the Schillinder residence, wanting to be keeping an eye on him.  It was almost the first time he’s spoken to Brad since releasing him from the cell earlier that evening.  He had made it clear that Brad had Mrs. Schillinder to thank for his freedom, and that she was expecting him to call on her immediately on his release.  Brad’s hand was shaking as he rung the doorbell and waited for a reply.  He was a little surprised to see Monique Schillinder answer the door himself.

“Ah, Bradley, come in,” she smiled, then walked into the lounge room, assuming correctly that he would follow her.

“I imagine the inspector told you, my proposal?”, she asked.

Brad shook his head, “Not exactly, he mentioned something about my continuing to work for you, but he really didn’t explain any further.”

Frank Trudeau had informed him of the relationship between Trudy and Monique, and also of the fact that the money belonged to Trudy.  He didn’t however, mention the video in any way, other than to say he would be keeping all, he emphasized the word ‘all’, the evidence, in case it was required at a later date.

“Basically,” Mrs. Schillinder continued, “You’ll be working for me in a, I shall we say, more intimate capacity from now on, unless of course you’d prefer a vacation in, what did the Inspector call it, D-Wing.”, she smiled knowingly, “Oh by the way, I must say you make a beautiful woman. I’ll be looking at you from a completely different perspective from now on.”

“Trudy, there you are,” her niece entered into the room at that moment.  ‘Good news,” she continued I’ve received the latest film from Mohamed.  He says in his letter, he’s sorry it’s been so long since he was in touch.  But apparently, they were in the middle of the Sahara and nowhere near a mailbox.”

She handed a video to Trudy, who in turn, placed it in the video player and hit play.

Monique glanced at Brad, “Sit down over here Bradley, this may interest you.”

The film started outside a large tent, in what was obviously a desert.  Whoever was holding the camera wasn’t particularly professional and it jerked around as he or she walked into the tent.  Inside, the scene resembled the set from Lawrence of Arabia or the Arabian Nights.  The floor was covered in rugs and large cushions are strewn all around the tent.  Several women lay on the cushions in various stages of undress, though in fact, none of them wore more than a few veils.

“Oh, look Aunt Mone, there’s Marianne.”

Trudy indicated a particularly voluptuous blonde.

“My God, I do believe her tits are even bigger. That old bastard must have her on massive doses of hormones.  Look at those legs. I always hated that about her, even before I changed her appearance, she always had better legs than me but,”

Monique grabbed Trudy by her arm, “There he is.  Just look at the state of him. He looks like Mr. Blobby.”

Both ladies laughed the appearance, of what Brad assumed, was the eunuch.  Monique addressed Brad without turning away from the screen.

“Let this be a warning to you Bradley, a couple of years ago, that was a normal healthy man and now thanks to a little operation and believe me it was a little one.” she looked across at Trudy and laughed, “He’s put on all that weight.  If it’s any consolation though, I don’t think the bald head had anything to do with a castration.  I understand that’s the accepted mode of hairstyling among the eunuch fraternity.”

Trudy spoke to Brad for the first time since she’d entered the room.

“Do you recognize the blonde Brad? That one, the second on the left with the huge tits and long legs?”

Brad stared at the screen.  He had his suspicions, but hoped against hope he was wrong.

“You look a little pale, Brad are you okay? Wait a minute, don’t tell me the inspector was right. You actually had feelings for Greg.”

Brad was stunned, as his worst feelings were confirmed. The beautiful girl on the screen, was once his friend and Trudy’s lover, Greg.  Then it dawned on him what’s Trudy was saying.

“Wait a minute if you think Greg and I were anything more than mates, you are wrong. I’m 100% hetro, just ask Mrs. Schillinder.”

Monique grinned, “While I must admit, he’s good in bed, but that doesn’t mean he can’t swing both ways.”

Trudy laughed, “Sure, he’s not a homosexual, he just helps them out when they’re busy.”

Both women burst into fits of laughter at Trudy’s joke.  After a while, Monique became more serious and turning to Brad she said,

“Here’s the situation Bradley, as you might have noticed I no longer have a butler and I’m looking for a replacement.  That’s you, at least it will be, if you wish to keep your freedom.  That nice Inspector Trudeau agreed to keep your criminal activities in the unsolved files.  Of course, if you prefer, he can activate the file and send you to D-Wing. Well, which is it to be?  Become brother’s babe, she grinned at the humor in this, or join my personal staff?  As expected, Brad chose the latter without hesitation.  After all, how bad could life be as a butler and if he understood correctly, he would have the added incentive of sexual liaisons with Mrs. Schillinder.  I think you’ve made a very wise choice Bradley.  Trudy, why don’t you show Bradley his new room and you might want to help him with his uniform, just this once, though in future, you’ll be expected to do it yourself Bradley.  Trudy led Brad upstairs to a room down the corridor from Mrs. Schillinder’s room.  As they entered, he was instructed to strip and Trudy walked over to the dressing-table and casually preened herself in the mirror while she waited.  As he removed his clothing, Brad cast an eye around the room.  A female obviously used it in the past.  The decor was extremely feminine, in pinks and pastels with lace around the pillows and bed cover. Whoever used this room must have left in a hurry because they even left their makeup on the dressing-table and their clothing on bed. It was at that point that Brad grasped the full implication of this room. The contents hadn’t been left behind by the previous occupant.  As he looked more closely, he could see that in fact, everything was new and presumably intended for his use.

“Excuse me Trudy”, he asked tentatively, “What exactly am I expected to do here?”

Trudy grinned, as she saw the understanding in his expression.  “I thought my aunt had made it perfectly clear.  You’re to be her personal Maid of course.”

‘You can’t be serious?”, Brad protested, “You mean, I’ll be expected to dress up as a female, in a maid’s uniform, no less,” he added indicating the outfit lying on the bed.  “Forget it. There’s no way I’m going to spend the rest of my life, why are you smiling?”

“No reason,” Trudy replied, “Apart from the fact that I was wondering when it would occur to you that you now have absolutely no choice, but to dress as a female for the rest of your life, or at least a great deal of it.”

“And if I refuse?”, he asked defiantly.

“Personally, I hope you do.  I quite enjoy visiting you in jail and seeing how you’re getting along with your new playmates.  Of course, there is one more option open to you.”

Brad brightened momentarily, grasping at the proverbial straw. What, anything?”, he said eagerly.

“Trudy laughed, “You could always join Greg in the harem.  To be honest, I think you’re far more attractive than he is and I’m sure you’ll be the number one girl in no time, unless of course, you’d prefer to try for sweet Uncle Sammy’s job.  I understand the operation is relatively painless.”

Brad slumped onto the bed, a beaten man.  He looked across at the grinning Trudy and asked,

“Why are you doing this to me?  What did I ever do to you?”

Trudy’s expression turned into one of almost pure hatred.  She took a couple of calming breaths before replying,

“What did you do to me?  I’ll tell you what you did to me you and that friend of yours, you humiliated me, that’s what you did.  Before that night at the Halloween dance, I was a normal girl. I found the love of my life; I couldn’t be happier.  Then I saw him with another woman.  I was furious.  I told all my friends, I never wanted to see Greg again and they all played along.  It seemed everyone but me was in on the joke.  They all knew it was you on Greg’s arm, but still they let me make a fool of myself.  If only it had been another woman, at least I could have accepted that.  But when I found out it had all been a stupid prank designed to make me look silly, all I could think of was to run as far away from that school as possible.  I went straight home and packed my bags.  Since my parents had been trying to persuade me to move to a better school anyway, I told him I decided to take them up on their offer and I moved in with my Aunt Monique the next day.  When I told her what happened, she suggested I get even with Greg and well, you know the results of that little plan.  I would have been happy with that, but when we advertised your job and one of the agencies suggested you.  Well, it was too good an opportunity to miss and here you are.  My revenge is now complete.

Brad shook his head in disbelief, “All this over a simple school prank.”

“It was just a bit of fun; we didn’t mean any harm by it.”

“Maybe not, but you should have considered the consequences before you’d done it.  If you had, all our lives would have been completely different now. I would have probably married Greg and you wouldn’t be starting a new life as a lady’s maid.”  She grinned and asked, “That is what you decided isn’t it?”

“I don’t seem to have any choice.” Brad whispered.

“Of course, you do, dear, it’s just that you don’t like the options, anyway we’d better get you dressed. Aunt Mone will be wondering what’s happened to you.  Come and sit down over here and I’ll start on your face.  You can do your nails at the same time.”

Brad slumped into the chair in front of the dressing table and Trudy began applying the foundation cream, while Brad attached the false fingernails Trudy insisted, he use, until your own nails grow long enough. After showing you how to shave the nails, she continued the work on his face selecting a dark green eyeshadow for his eyelids and once again adding the false lashes before thickening them with mascara.  She finished them off with eyeliner before moving onto his lips, on which, after outlining them in dark pencil, she used the deep red lipstick he’d used the night before.  Handing Brad an almost identical nail polish, then she added a coat of lip gloss for sexiness as she phrased it. While Brad applied three coats of polish to both his finger and toenails, Trudy styled the wig of red hair he’d used in the robbery.  Once the polish was dry, he was given a pair of black nylon stockings, which he rolled and pulled onto his legs. Trudy complimented him on the fact that, even though he now had very long fingernails, he still managed to pull the stockings up without laddering them.  Next came the corset, a particularly sturdy one which, although it looked to be all satin and lace and very feminine, it was in fact heavily boned in.  Once tightened to Trudy’s liking, pulled Brad in by a good 6 inches.

“Not so tight.”, he complained, “I can hardly breathe.”

“Oh, stop complaining. By the time I finish training your body, you will have a lovely, slim 24-inch waist.”

“You can’t be serious?  I can’t possibly get down to that size.”

“You can and will. Believe me. Now keep quiet and fasten your stockings up. You’ll never be ready at this rate.”

After pulling up a pair of black satin panties up his legs, Trudy produced a white underskirt which comprised of layer upon layer of white lace.  Once it was fitted into place, it looked for all the world like a ballerina’s tutu.  A black satin dress was then slipped over his head and thanks to elastic sides, it fitted perfectly once it was zipped up at the back.  It had full length sleeves and a low-cut neckline, but showed off to perfection, the quite impressive cleavage created by the tight corset.

“It’s too short!”, Brad whined, “You’ll be able to see my stocking tops every time I take a step.”

“I know,” grinned Trudy, “Sexy, isn’t it?  Just as well you have such great legs.”

“And it looks ridiculous, standing out like this.”, Brad continued, “Couldn’t I just wear normal underskirt?”

“Nonsense, it looks cute. Now stop complaining and slip these shoes on.”

Brad took the black patent shoes and slipped his feet into them.  They were 4-inch heels, higher than he would have liked, but he was capable of walking in them.   Though he suspected his legs would ache if he had to wear them for extended periods.  Trudy showed him how to pin the smallish apron in place then fitted the wig on his head and pinned a small maid’s cap on top.

“There,” she said as she walked around him, inspecting the finished product. “I think you’re just about ready to make your debut, oh wait I almost forgot these.”

She handed him a pair of fingerless white lace gloves, which when he slipped them onto his hands, accentuated the deep red of his nails to perfection.  After fastening a black velvet choker around his neck, she gave him one final inspection and declared him ready.  Trudy led the way down the stairs, Brad following very carefully on the 4-inch heels. As he walked into the lounge room, Monique looked across at him and her face lit up in a smile.

“Oh yes, he’s perfect Trudy. Oops, I suppose I’ll have to refer to him, as her from now on.  And we’ll need a new name. Any suggestions, Trudy?”

After giving it a few seconds thought, Trudy said, “I’ve always thought I’d like a French maid name, Babette. What do you think, Aunt Mone?”

“I think it’s perfect.”, she laughed, clapping her hands in delight.  “Now, there are just a couple of minor changes I’d like made.  First could you make an appointment for Babette to see that doctor friend of yours. What was her name again?  You know, the one that was so helpful with Sammy and Greg.  Oh, don’t look so worried Babette, you’re not in for the chop, like Sammy.  I intend to make full use of that appendage of yours, believe me.”

“Henderson.”, Trudy supplied.

“That’s right, Henderson.  Anyway, I’d like her to recommend a course of hormones that will round Babette off with some nice feminine curves, without lowering her sex drive.  In fact, if it’s possible, I would like that particular area increased dramatically.” There was a glint in her eye, as she added, “I think it would be rather pleasant to have Babette walking around in a state of permanent arousal.  Don’t you?  By the way, I like the way you slimmed her waist.  Will she be able to do that herself?”

Trudy shook her head, “I doubt it, not at first, at least I had to pull her in fairly tightly to get her down to that size and I don’t think she’d been able or willing for that matter to do it herself. But don’t worry, I’m sure that between us, we can come up with a routine to help her dress.  At least until we get her down to the desirable size.”

“Which is?”’ Monique inquired.

Trudy grinned, “Well, I was planning on 24 inches, but who knows?  With the right hormones, anything is possible.”

Monique warmed to the subject and seemed quite excited, as she added, “While we’re at it, what about breast implants?”

Babette groaned softly at this latest suggestion, earning a glared warning from Trudy.

Though Monique appeared not to hear him, as she continued, “Nothing too ostentatious, of course perhaps 34 or 36C after all, we don’t want Babette looking better than we do, now do we?”

She studied him once again and added, “What do you think of her lips, Trudy?”

Trudy considered them and replied, “Hmm, a little thin perhaps? Now you come to mention it.”

“That’s what I thought.  Why not get Dr. Henderson to thicken them up a little?  What’s that stuff they use again? Oh, I remember, collagen.  Apart from that, I think she’s perfect. In fact, just looking at her is making me feel quite horny.” She reached over and started stroking Babette on the back of his leg, stopping each time she reached the stocking top.  “What about you sexy?  Are you ready to start your duties as my personal maid?”

She smiled at Trudy, “There’s nothing else is there?”

Trudy shrugged, “Just a couple of minor things to do with the office.”

“Okay, tell you Babette, why don’t you go up and wait for me in my room? Take off the dress and underskirt.  Oh yes, and your panties.  She is wearing panties, isn’t she Trudy? She asked lifting up the front of Babette’s dress to look.  Oh yes, I see she is, and enjoying it too, judging from this bulge in the front.”  She brushed the half-erect penis with the back of her hand, causing it to swell fully in an instant. “Well, well, Babette. It seems you’re not completely unhappy about your situation after all.”

Babette blushed. Monique stroking his leg had caused the erection, but he doubted either lady would believe him or particularly care, if he tried to explain.

“Now off upstairs with you dear.  I’ll be up shortly and we’ll take care of that little problem of yours.”

She watched as he walked across the room, careful to take short steps to avoid stumbling in the high heels.  As Babette wiggled toward the stairs, Monique had no idea whether the heels forcing Babette’s weight on to his toes or the short steps he was taking, caused the wiggle, nor did she particularly care.  What she did know, was that the end result was very pleasing on the eye.  As she enjoyed the sight, she remarked to Trudy, “I’m glad tomorrow is Sunday. I think I’ll have a little lay-in.  After all, I’ll need to instruct Babette on her duties and I have a feeling it might take quite a while.”

As Babette stepped out of the underskirt and dress, he caught a glimpse of himself in the full-length mirror on the door of the wardrobe. He turned slowly, admiring the way the corset created such feminine curves.  Facing front on, he slipped the panties down his legs and was surprised to see he was once again fully erect. Whether it was as a result of seeing himself en femme or in anticipation of the imminent encounter with Monique Schillinder, he had no idea.  Either way, he knew that whatever drawbacks there may be to his new position, there were also a few distinct advantages. One being his newfound, very sexy appearance.  He also knew with certainty, that celibacy would not be playing an integral part in his new duties.  Perhaps, life wasn’t going to be too bad after all.

The End.