Working In A lingerie company - Part 1

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Monday morning, he woke and performed his usual morning rituals, dressed himself, and was on his way out the door before he thought of the box and its contents again. "If you're really serious about your job," she said again in his head. It began to repeat itself again and again, like a mantra. His stomach did a slow turn. He needed the work.

"All right, then," he said, gritting his teeth. 

He stripped off his pants and boxers and chose a pair of red silk panties. "They aren't all that different from briefs," he thought, but his face was flushed as he left for work all the same.

By midday, he had succeeded in putting his undergarments out of his mind, and when closing time finally arrived, he was mildly annoyed that Elizabeth had not checked to see if he had followed her orders. 

Nor did she check him the next day. Indeed, it wasn't until Thursday that she called him into her office. He was comfortable with his frilly underthings by then and was only mildly embarrassed that she was checking up on him.

"Drop 'em," she commanded as the door closed behind him. He unbuckled his belt, unzipped his pants, and let them fall. Underneath was a pair of ivory silk tap pants trimmed with eyelash lace. It was a supreme effort to will away the stirring of his manhood to no avail.

"Very good," she cooed. "Have you been wearing something all week?"

"Yes, Ma'am."

"I can see that you are starting to like it." She walked around him slowly as she spoke. "Don't be ashamed. Men don't usually get to have fun with their unmentionables. It's delightful, isn't it?" He half nodded in agreement but stopped himself before she noticed. 

"I wish you weren't so uptight. We could have such fun, you and I. Pity. You can go ahead and pull up your pants." 

He obeyed in a hurry. "You have two more days of this. I want you to have fun. What you have on is a start, but it is too conservative. Why don't you wear some stockings tomorrow and a camisole?" She sat back down behind her desk. "You may go now."

Jill, one of the girls on the sales floor, noticed how shaken Tim was as he left Elizabeth's office. 

She went over to him and tried to console him. "It's all right," she said. "She's blown her top at all of us at one time or another." Tim smiled at her and nodded and vowed to himself to say nothing and let her think whatever she wanted.

Tim almost balked at Elizabeth's command the next morning. 

Panties and tap pants were easy to conceal, but the garter to hold up the stockings would be faintly visible beneath his pants, if anyone cared to look, as would the spaghetti straps of the camisole. In the end, he wore the baggiest pants he owned and a sports coat in the hopes of hiding the outlines of his feminine undergarments. 

At the end of the day, Elizabeth called him into her office once again.

"Strip," she ordered, and he complied.

"No, no, no. This will never do," she complained as he removed his clothes. "That ugly body hair has got to go. These clothes look terrible with all that hair."

"What?" He didn't understand the direction she was heading. "But they feel fine."

"But they don't LOOK fine." She put her hands on her hips to emphasize her point. "It is look and feel TOGETHER. It's the total sensual package that we are selling. Not one at the expense of the other."

"But I can't shave my legs..."

"Why not? And not just your legs. I expect you hairless when I make my next check."

"But... but..."

"Now, now. I know this is a lot to ask, and I know how new it is to you. Why don't you take tomorrow off? Remember, you still owe me a day of dressing up. It will have to be Monday, then. You may put your clothes back on and go."

If anything, Tim looked more dissolute than ever as he finished up his daily work and readied to leave for the weekend. He was so self-involved that he didn't notice that Jill was keeping an eye on him again.

He woke up late that Saturday and kicked around the house doing nothing: he watched part of a baseball game, read the newspaper, and tried to read a book but failed because his mind kept wandering. 

All day, he wrestled with Ms. Raven's ultimatum. He needed the job, but he wasn't sure he could reconcile that need with the humiliation of the past week. 

That wasn't the only issue on his mind, though. There was a deeper undercurrent, one of which he was only dimly aware, one his subconscious tried to stifle beyond any conscious awareness: somewhere deep inside of him, a small part of him liked the humiliation; he liked the sinful pleasure of wearing lingerie. 

That dim pleasure began to open a hairline crack in his awareness. 

He didn't know what to do. He moped about the entire day in a state of contemplation that was almost religiously ecstatic, so delicious a torment that he was barely conscious of the fact that, instead of wearing his boxers or wearing nothing, as was his habit when he was alone at home, he was wearing a pair of black silk panties.

He was shocked from his reverie by a sharp knock on the door at seven-thirty that evening. He scrambled for a bathrobe to cover the panties in which he had lounged all day. He opened the door and was greeted by Jill.

"Hi, Tim. I thought I'd stop in and see if you are all right."

"Uh, yeah. Sure. Please come in."

"You weren't at work today, so I thought I would check up on you. She didn't fire you, did she? I mean, I know it's hard for a man to come into a business like ours, but you seemed to be doing really well and…"

"She didn't fire me," he interrupted. He looked her over for the first time. All of the saleswomen at the store were gorgeous, but Jill was the cream of them. Her hair was dark, almost black, and her complexion was fair; she never tanned. Blue-grey eyes smoldered at the centers of dark lashes. 

Her face was like those faces that stare out of Pre-Raphaelite paintings, languid and fragile with a hint of sadness. Her figure was a wonderment of curves flowing into each other at perfect tangents. 

Before Jill was sitting in front of him in his own living room, Tim would have named Elizabeth the most beautiful woman he had ever seen, but now he was reconsidering that judgment. Much of Elizabeth's beauty sprang from the force of her persona. It showed through in the way she carried herself, the tilt of her head, the steadiness of her gaze, the fire that burned in her eyes. 

She was majestic: imperious and self-assured. Jill had a quieter beauty. It was mystical rather than majestic. Her beauty seemed to hold secrets. Especially when she smiled.

"No," Tim repeated, gathering his thoughts, she didn't fire me. We were just butting heads over product."

"I don't believe that," she said. Tim wondered for a brief instant if she was clairvoyant. "Nobody gets that worked up about the product. Is it something personal? I thought you liked Elizabeth. All men seem to like her."

"I do like her. But you're wrong. It IS about the product. She's teaching me a ... um ... lesson." He rose abruptly from his seat went into his back bedroom and brought out the box Elizabeth had given him. "She's been making me wear these all week. She says it will give me a 'feel' for the product."

Jill opened the box and looked inside. "Oh my God," she hissed. "And you AGREED to this?"

Tim felt tiny, and his face burned with shame. "I agreed to it. I need the job. And now I seem to be getting in over my head. Now she wants me to shave off all of the hair on my body."

"Oh, my. What are you going to do?"

"I don't know. What choice do I have?" He looked up at her and gazed directly into her eyes. "I disgust you," he accused.

"No. No, you don't. I'm taken aback, but I'm not disgusted. I mean, it's weird, but I like the feel of lingerie, so I guess I see what she's up to. Do you like wearing this stuff?" She held up the laciest camisole in the box, dangling it from her fingers by the straps.

He paused a long moment before he answered. "Yeah. I sort of do like it."

"Then I don't see the problem." She beamed a big smile at him. "It's actually kind of kinky. You know? Forbidden fruit tastes best and all that."

"You're not freaked out?"

"A little, but I think it's kind of exciting. Are you wearing anything now?"

As he opened his robe to reveal his panties, Jill put her hands to her mouth and giggled. "Elizabeth is right, you know. You do need to shave your body. I'll help you if you want."

"I think I can manage."

"Don't be silly. Have you ever shaved your legs before?"

"Of course not."

"Then you probably don't know how. If you do it wrong, you'll get an awful rash all over your body. I think you should let me help you. Besides, it's easier to get to those hard-to-reach places if someone helps you. So can I help you or not?"

Tim hesitated, but he couldn't stand her crystal blue stare for long. "Okay," he murmured.

"How about tomorrow afternoon, then?"

"Sure," he said without thinking. He was in a daze. He wasn't sure of anything except that he was losing control of his life. But he couldn't stop himself.

"Don't worry. You'll look cute." She gave him a quick peck on the cheek, then left before he thought to protest.

Jill showed up the next day as good as her word. She had an ominous-looking box in her hands when Tim greeted her at the door. "What's that?" he asked.

"You'll see. Are you ready?"

"As ready as I'll ever be."

"Good. Then take off your clothes." When he was completely nude, she set down the box and opened it. "Lie down on the couch."

"Shouldn't we be doing this in the bathroom?"

"If we were shaving you, yes. But we aren't going to shave you."

"What?"

As if in reply, she pulled a waxing kit from the box.

"Now wait just a minute."

"Don't be such a baby. If women can put up with it, so can you," she challenged. "Humph! For all your bravado, you men are more squeamish than we are." It didn't take long for him to cave into her, and before the afternoon was over, he was completely hairless. Before she left, she went out to her car and brought him another box. Inside was a shimmering burgundy nightie. "This should feel good, now that you're so wonderfully smooth," she said with a wink. "What are you going to wear tomorrow?"

"I haven't decided."

"Would you like to throw her for a loop?"

"What do you mean?"

"I mean, I think you should let me help you dress up tomorrow. I have some ideas. It'll be fun."

"You're really enjoying this, aren't you?"

She bit her lip and nodded. "It's like having the biggest Barbie doll in the world or a kid sister. It gives me a perverse thrill."

"If you want to come over tomorrow and help me prepare I won't mind."

"Goodie! I know just what to bring for you."

After she left, Tim muttered to himself, "What the hell am I doing?" He shrugged his shoulders in resignation and ambled to the kitchen to make himself some dinner. He called it a night early and went to bed soon afterward. On a whim, he took the nightie Jill had brought him and put it on. As the material caressed his now hairless body, the sensation was electric. Suddenly, he discovered that the humiliations of the last week were all worth it after all.

Jill showed up bright and early carrying still more boxes. She was delighted when he answered the door wearing the nightie that she had given to him. She rewarded him with a lingering kiss.

"What have you brought for me today?" he asked.

"You'll see. Go take a shower."

When he emerged from the shower, she was waiting for him with a big powder puff and a jar of scented powder.

"What's that for?"

"It's to make you feel good. Trust me." 

She dusted his body with it, and he admitted to himself that it did indeed feel and smell wonderful, if a bit effeminate (but that was a complaint that lost more meaning as time went on).

 "Now then, I want you to look into the other room and grab the top of the door." He complied, then felt her wrap something around his midsection. Suddenly, his waist was being tightly constricted by a heavily boned pink satin corset. 

"Breathe out," she ordered.

"It's too tight," he gasped.

"Nonsense. You just aren't used to it. Now breathe out so I can tie it off." He exhaled and felt her tying the laces. 

He found it difficult to inhale again and soon took tiny breaths and got light-headed. She noticed his difficulty and soothed him: Be careful, dear. Find a rhythm or you'll hyperventilate." 

He nodded and calmed his breathing. 

He was all right soon afterward, but he soon discovered that his freedom of movement was severely restricted. He couldn't bend at the waist, and he had to sit with more care than he was used to, lest he overbalance himself and falls over. After a few minutes, he found that he had gotten used to it, only to be shocked when he saw himself in a mirror. 

He had always been slight of build, but he now seemed to have feminine curves.

"Sit down over here so we can put on your stockings," 

Jill ordered. She produced a pair of white silk stockings trimmed with pink lace. Tim was unprepared for the sensation of silk stockings on his now hairless legs. There was an immediate stirring between his legs, which brought a smile to Jill's lips. 

"None of that," she chided and waited for him to go soft before proceeding to the next step. She pulled a pair of silky pink panties up his legs, but just before they were at the top, she deftly tucked his privates between his legs and then yanked the panties up hard. 

There were tabs at the bottom of the corset to hold up the panties, and she attached them as Tim passed out from the dual constriction of the corset and the panties. He came to a few moments later, soothed by Jill's gentle touch on his cheeks.

"I'm sorry about that," she said. "I didn't mean to hurt you."

"It's all right," he whispered, still in obvious discomfort. "I'll get used to it."

When he was fully dressed in his business attire, Tim noticed that his clothes fit differently now. They were cut to fit a man, but he was now molded into the shape of a woman. Tim shrugged it off. "It's only temporary," he thought.

Late that afternoon, Elizabeth called Tim to her office again. When they were in private, Tim stripped for her without a word. Elizabeth grinned beamingly when she saw how Tim was dressed.

"My, my," she said as she looked him over. "I didn't give you any of that stuff. You've been showing some personal initiative."

"Yes," he said. "I met someone enthusiastic about putting me in touch with my feminine side."

"Oh really? Well, good for you." She walked behind him and breathed in his ear, "If you are interested in continuing our little game, remember that we have a generous employee discount." She was laughing out loud as Tim left her office. She wondered who had taken him under her wing.

Jill caught up with him shortly afterward. "How did it go?" she asked. "Did she make you do anything else?"

"No. She just told me that we have a generous employee discount."

"She's right about that," Jill giggled. "Listen, you're going to need some help getting undressed tonight. Why don't I drop by after work.?"

Tim tried for fifteen minutes to reach behind him and loosen the stays that bound his midsection, to no avail. After struggling with it, he decided to wait for Jill.

Much to his chagrin, Jill once again arrived at Tim's apartment with boxes in her arms. 

To his relief, one of the boxes contained food. She cooked him a wonderful lemon chicken dinner, and they both relaxed afterward on Tim's couch. After some chit-chat about college and work, they found each other in a passionate embrace. Jill was the aggressor and made a lie of her demure beauty by covering Tim's mouth with hers and thrusting her tongue deep into his mouth. 

When at last they parted, Jill looked directly into his eyes and said, "I think it's time we undressed you." 

Tim's face lit up with delight as she took him by the hand and led him to the bedroom. She carefully unbuttoned his shirt and undid his belt. Soon he was standing before her clad only in his lingerie.

 She pushed him back onto the bed and ordered him to stay there as she went back to the living room. 

Tim groaned to himself when she returned carrying more boxes. From the first box, she removed a pair of bedroom mules with four-inch heels. She knelt before him and slid them on his feet. The other box had a peignoir made of ruffled layers of diaphanous chiffon. She stood him up on wobbly feet and draped it over him. 

"Walk for me," she said, and he did. He was unsteady at first, but soon gained more confidence. 

"Wow. Those shoes do wonders for your legs. They make you walk sexy, too." She pushed him back onto the bed, then slowly, teasingly, began to strip. Beneath her blouse and black skirt, She wore a black satin corset of her own with eight lace and ribbon garters supporting black, back-seamed stockings. She crawled on top of him and kissed him roughly. "Do you like the unveiling?" He nodded helplessly. "Good. I like the unveiling, too." She reached down and released his imprisoned manhood, and they made love for hours that Tim wished would last forever.

Jill never did unlace his corset that night.

The next day, Tim demanded that she unlace him. At first, she teased him and refused, but she relented when he started running the shower. This was his first day back in normal attire, and he was greatly relieved as he showered. Once he was dry, he automatically donned his usual boxers. Jill sat up in bed as he pulled them on. "You aren't wearing THOSE, are you?" she demanded.

"Of course I am. Elizabeth doesn't have me under her thumb anymore, so I can go back to normal."

"Well, I don't think you should wear them," she pouted. "How can you after all that wonderful satin and silk? I thought you liked it."

"I do, but..." It was no use. There was no arguing with her. Tim soon found himself laced into another corset with matching panties and stockings.

After two more weeks of playing dress-up for Jill, Tim found his perception of the store slightly altered. He began to appraise the inventory with an eye toward what might please Jill. Jill was proving to be very enthusiastic about his new hobby. She was insatiable. Every night, she dressed him up and proceeded to ravage him.

 He could think of worse fates. She moved in with him in mid-July. By the first of August, she had convinced him to throw out all of his old male underwear. By then, he didn't mind. 

He hadn't worn it again and he needed the space for the lingerie that now bulged from his dresser drawers. 

He was completely panty-trained and completely content, but there were still other things that bothered him. 

At her request, he wore a corset every day, cinched as tightly as she could pull it. Whenever he became used to the constriction of his corset, she laced him into a tighter one. By the end of the summer, his waist had lost five inches.

One night in early August, they had been lying about the house relaxing. Jill was painting her fingernails and when she was finished, she suggested that she paint his toenails. 

Tim had long since learned that he couldn't argue with her, so he demurred. From that day forth, his toenails were always painted. 

He wondered where she was taking him. Each passing day saw her doing more and more to feminize him.