Humiliation    by Constance Grant    Copyright © 2000 by Constance Grant, Manasquan, NJ, all rights reserved

My heartfelt thanks goes to Teddi Sue for translating my English into Standard English, and her continuing friendship.

This is a work of fiction. Any resemblance to actual persons or events is unintended.
I grant permission to post this on Fictionmania 2.
Any comments are welcome.

This story contains adult situations, describes sexual activities, and deals with cross-dressing. If such material upsets you, or if it's illegal for you to read this - DON'T.

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Humiliation                    by: Constance Grant                ConnieBabe69@hotmail.com

 

I had to tell her – there was no getting around it.

As I got out of the car my stomach felt like compressed lead, I could hardly breath, my butt hole felt strange. And I had to tell Peggy. But how do you tell your wife of fifteen years that you have lost your job? Not only that, but that you have been humiliated beyond belief.

My face must have looked like hell. Peggy was taking a small roast from the oven when I entered the kitchen from the garage, and when she set it on the stove and faced me, her jaw dropped.

"What’s the matter Kyle?"

"I think you better take all the food off the burners, we have to talk."

"What’s the matter? What’s happened? Tell me!"

"I need a drink first, please come into the den – and we can talk."

She didn’t like that, but she took a minute and made sure all the food was safe and the burners were off. Then I could hear her as she followed me into the den. I was going to take a stiff belt of Scotch, but I thought better of it and opened a bottle of Poland water instead. Peggy nodded, and I opened one for her too. We sat at the card table, and I winced as my butt touched the firm seat of the wood chair. Peggy caught that and said, "What is the matter, tell me NOW."

"I hardly know where to begin, I guess that the most important thing is that I lost my job. I don’t think I’ll ever go back to that place again."

"You always told me it was inevitable that you would lose your job some day, the plight of a salesman. That’s why we put away so much of your income. We haven’t lost our savings too? Have we?"

"No our investments are safe, in a way that makes this all the more humiliating. I never should have gone along with Chucks demands."

"What happened? Please tell me."

"Well first of all Chuck told me we lost the Consolidated bid, just after I told him we won it. Frank told me we won it at lunch, and that the contracts were being signed this afternoon. But Chuck told me Grover called him and said we had been disqualified."

"How could that happen?"

"I don’t know, Grover is the Chairman of the Board, and Frank is only the Chief Operating Officer. I have no idea what could have disqualified us. I haven’t had a chance to talk to Frank."

"So, Chuck fired you just like that, after all the business you brought into the company. Well, you always told me he was a heartless pervert – it was always a possibility.

"You don’t understand, the Consolidated contract was HUGE."

"So what! Look, you can’t control everything a customer does. Cheer up, you will get another position, or you will simply retire earlier than we planned – I wouldn’t mind that one little bit." Peggy smiled at me warmly.

"There’s more Peggy, much more. Chuck said he would let me keep my position, but that he had to humiliate me as payment - for the reaming he would take from Conrad, when he told him the Consolidated contract was history."

"The bastard! Why didn’t you just tell him to buzz off?"

"Money. That sounds stupid now given what happened, but if I leave the company, I will lose all unpaid commissions for the past year. It’s been a very good year and we stand to lose half a million."

"But that’s not fair, you earned that money!"

"Yes I did, but my contract is very clear – I must continue managing the accounts I close for one year, or until all revenue is realized, which ever comes sooner. I get some money when the contract is signed, but most is withheld until those conditions are met."

"Yes, I remember that now. So what happened?"

"Chuck told me that he wanted me to act as his secretary for his staff meeting tonight."

"That doesn’t sound so bad; I take it you agreed?"

"Yes, but you don’t understand."

"So, help me."

"Okay, he told me that I must dress up like a girl. That I had to sit next to him and take notes during the entire meeting – and do what ever else he might ask of his secretary."

"It’s only seven now. When did this all happen?"

"About one this afternoon. He sent me over to the Embassy Suites to change after I agreed to do it."

"Why the Embassy Suites?"

"He holds all his staff meetings there; he convinced Conrad that it was more secure. He is always looking for acquisitions and discussing personnel changes – the conference rooms back at the office are too open, so he says."

Peggy took my hand, and her eyes told me to go on. I wanted to run away, but I continued, "When I got to the room he had reserved for me, Marsha was there." I could feel Peggy’s grip tighten.

"Not that bitch that came on to you at last years Christmas party? She was drunk, but I was standing right there for heavens sake!"

"Yes, the Marsha you remember; she was simply drooling over what Chuck had told her to do. I should have walked out right then and there."

"But you didn’t."

"No, I didn’t. She handed me a typewritten set of instructions and I told her that this was bullshit. But she simply told me it was nothing extraordinary, that all of Chuck’s staff had to pass this initiation. You have met most of them, and a bigger collection of butt kissers never existed. Well I wasn’t surprised at what she told me, so I figured I’d just get on with it.

The first things on the list were to strip, have her apply cream, and for me to shower it off. I was steaming and didn’t read any further. So I took my glasses off and then stripped."

"You stripped in front of her?"

"Yes. I don’t like her, and I was embarrassed that she was controlling me. But after all, we have been naked on the beaches in the south of France. I really thought nothing of being naked in front of her."

"But you were ALONE in a hotel room with her!"

"Look Peggy, I know it was stupid, but at the time I was more upset about having to dress up as a girl – not being alone with dragon lady. After all, she had her clothes on."

"What happened to your eyebrows? What’s this on your nails and face?" All of a sudden, Peggy noticed.

"I’ll get to that. Look, this is hard enough. We have always been honest with each other, give me a minute, and I’ll tell you everything. Anyway, I stripped completely and Marsha put on rubber gloves and began spreading cream all over my body. She covered everything from my toes to my face, sparing only my eyebrows and the hair on my head. The stuff began to smell foul, and itch and burn a little."

"Everywhere?"

"Everywhere!" I sighed

Peggy loosened my tie and opened my shirt’s top button, letting out a little gasp at my hairless chest.

I continued, "After an eternity, she told me to wash all the cream off in the shower. All my hair went down the drain with it. She made sure it was all off, but I had to push her hands away when she dawdled. I really didn’t try to get her wet, but she was pissed anyway, and said that I would regret that. She gave me some shampoo and rinse, and I washed my hair. After I dried off, she put some kind of oil all over me; she said that if she didn’t the chemicals in the hair remover would burn my skin. It seemed reasonable, so I didn’t object. If she hadn’t been so rough, it might even have been pleasant. However, I didn’t expect what came next."

"I can smell the bath oil that she used, I wondered where that odor came from. I think it is Oil of Olay." Peggy observed.

"Whatever. She brought out a butt plug, and told me Chuck had specified that I wear it ‘to improve my girlish walk.’ Well I had seen them advertised in the sexual aids catalogs we get, but we have never tried one. Marsha told me that it would be very uncomfortable if my colon was dirty, and said that I should have an enema first."

"What!!"

"She said that Chuck hadn’t told her to do it, but that if I didn’t, the plug would be awfully uncomfortable – especially if I was sitting for hours taking notes. So here I was, standing naked in front of the bitch, contemplating sitting for hours dressed as a girl with a butt plug in me. It was just like Chuck to arrange it for me to be uncomfortable to the max. So I agreed – it seemed reasonable to be cleaned out first."

"You let HER give you an ENEMA?"

"She said she had been a nurse, and I had never had one – I didn’t know what I was getting into."

"So how did she do it?"

"She took a large red rubber bag from a shopping bag, filled it with warm water and the contents of a Fleet enema."

"And?"

"She had me get on my knees and lean over the bathtub. Then she put the hose in my butt hole and let the water flow."

"How could you let her do that? That’s gross!"

"Don’t rub it in! Well, once she filled me up, she left the bathroom saying I had to wait awhile before going, and that she would tell me when or it wouldn’t do any good. I waited forever – I felt like those astronauts in ‘The Right Stuff’ having their qualifying physicals. The damn thing gave me unbelievable cramps in my gut. Marsha had no sympathy at all, and told me that if I was going to be a girl, I might as well experience my first period."

Peggy laughed for the first time. "Go on," she said when she was just chuckling.

"It wasn’t funny! Well, it turned out that it took three more enemas until the water came out clear. The final one had some kind of fragrant oil in it. Marsha put on a rubber glove and put a lubricant in my hole, and worked it around. I tried to think of everything but what was happening, but I couldn’t help getting hard. She teased me unmercifully about liking becoming a girl – it was down right humiliating! Then she inserted the plug, the damn thing felt like a baseball bat until it cleared my rim muscle. I breathed a sigh of relief, but she only laughed and teased me more. While I was still bent over, she pumped air into it, and tossed the bulb with an inflation needle on its end into the room. At the time I didn’t realize what she had done."

"Tell me, is that thing still inside of you?"

I turned crimson, "Yes, the plug is inflated and must be deflated before it can be removed."

"Let me see."

Still red, I dropped my pants, removed them, and Peggy gasped, "You still have a corset, stockings, and panties on too!"

"The damn corset has a padlock, and I couldn’t find my own underwear."

She pulled down my panties, "There sure is something up there all right, and you are hard. Real hard. Do you like that there?"

"No of course not!"

She rubbed my legs through the stockings.

"You sure could fool me, I kind of like this smooth new you. Are you sure you don’t like it too?"

"Yes I’m sure!" Peggy didn’t look like she believed me, so I explained, "After awhile the plug must stimulate my prostrate, and I’ve been hard since I started home."

"If you say so. How can we remove it?"

"I have a football pump and a bolt cutter in the basement. If you will deflate the plug with the needle on the football pump, and cut the lock off the corset, then you will be able to rid me of this stuff."

"I will, but first you have to tell me all the rest!" She said with a mirthful grin.

"I was hard then too, and Marsha offered to help me with it, because I couldn’t very well wear a skirt with THAT sticking out."

"She WHAT!"

"Don’t worry, I wasn’t having any of her doing THAT. I chased her out of the bathroom and took care of it myself – I certainly didn’t want to be hard all night."

"You sure that you chased her out?" Peggy asked with a frown, but her eyes were twinkling.

"Yes, I wasn’t going to give that dominating bitch the satisfaction. And she didn’t like that one little bit. Anyway, after that problem was cleared up, I waddled into the bedroom feeling like I had a baseball bat up my butt. She had a complete outfit laid out for me. I argued a little about the corset, but she said the dress wouldn’t fit without it. So, I put it on. It wasn’t half bad until she started tightening the laces – as you can see it is cutting me in half."

"As I recall, you think that it’s sexy when I wear one."

"But you are built for it, you have a naturally tiny waist."

"You’ll get used to it, but I must admit that it still gets uncomfortable after awhile - as I am sure you have noticed. Anyhow, what was next?"

"I didn’t even notice her lock that little flap on the corset, I was too busy trying to breathe. Next, she rolled the stockings on and attached them to the garters. She spent forever making the seams straight."

"So how did that feel?"

"Er, okay I guess." She looked skeptical.

"Okay, okay! I liked the feel of them. You know how I love the feel of sheer stockings on you; I just never realized how nice they felt going on."

"How do they feel now? Tell the truth."

"They still feel nice, you rubbing them like that is super – is this great feeling why you shave your legs? Is this how it feels to you when I rub yours?"

"I don’t know, I get wet and horny, you make a pole and get horny. I think it feels pretty darn good for both of us – I bet you will try this again." I shook my head no, but she just grinned and said, "So go on."

I sighed, "Then I put on the panties and a bra that Marsha put breast forms into – the damn things felt and looked real. I was amazed; from the neck down, I looked like a woman. She really started to make fun of me, saying if I were a real man, she would be under me on the bed, not dressing me like a girl. I tried not to let it get to me, but it was humiliating."

"What happened next?" She was worse than Perry Mason

"I put on a slip she handed me, and she had me sit down on a straight chair while she did my makeup. I could hardly sit still with the damn plug in me, and breathing was a luxury. So, I hardly noticed that she was plucking my eyebrows out. It took forever while she fussed with my face. When she declared victory, she started on my nails. Finally, I stood up and she put the damn dress on me."

"What was the dress like?"

"A dress, I don’t know."

"Come on, you can do better than that."

"Okay already! It was a sleeveless pink sheath. The damn skirt that barely covered my stocking tops and the neckline was scooped real low; oh, it had a lace outer covering, almost like another dress. It was very tight and form fitting if you must know. I could barely sit in it, and it was a bitch to sit modestly!"

"Sounds yummy – just the kind you like me to wear."

"But, you look so great in one!"

"I’ll bet you did too! Stand up and take your jacket off.

No wonder you only loosened your tie before - you still have a bra on!"

"I couldn’t undo it, the hooks are bent or something.

But I took the breasts out!"

"I’ll bet you looked pretty good with that wasp waist and big boobs. Did you keep them?"

"They weren’t that big. And yes, I took everything in the room because I didn’t want to leave any evidence – it’s all in a bag in the trunk of the car."

"So what was next?" Peggy was smiling now with genuine mirth in her eyes, I couldn’t help a rueful smile myself.

"Sooo, Marsha put a blond pageboy wig on me, and a pair of high heeled pumps that matched the dress. Her final insult was commenting that we were the same dress size. She said I could come over any time before a date and share her things. I can see the humor now, but at the time, I was fuming and horribly embarrassed.

I was very surprised when I looked in the mirror, I really didn’t look half bad. If I didn’t move, I looked like woman. True, the dress was way too sexy for the office, but I looked okay."

"I would have loved to have seen you!" She had a devilish look in her eye, but she just said, "So what was next?"

"Well she had me walk and sit to get used to the clothes and look less like a man in a dress. She tricked me and locked me out of the room, and wouldn’t let me back until I walked the hall around the courtyard overlook a million times. Once I was walking right, and my feet were killing me badly enough, she let me back in the room. I guess that damn plug really does help me move like a woman.

By that time, it was after five and we went to the meeting room and set up the table with pads and pens. She told me that I should look like I was taking notes and serve coffee and soft drinks, but that she would be taking the actual notes for the record. I would be introduced as a trainee, and if I played my part, Chuck wouldn’t give me away. I told her that I knew all the people attending, but she took me to a mirror and – well you wouldn’t have recognized me."

"So, is that what happened, you did the meeting and got away clean?"

"Er," sigh, bigger sigh, "not exactly.

For the first half hour things went as planned, but then Chuck asked Marsha if she would fuck Nichols since he was new to the staff. Marsha said, ‘I’m having my period now, but I’m sure Kyra would love to.’ They were talking like he had asked for another cup of coffee, and I almost missed the whole exchange."

"Christ! Did you?"

"No, of course not. I just turned red and stood, rooted to the spot. Marsha took out the bulb with inflation needle from her purse and said, ‘Nichols, you’ll need this to remove her chastity device.’ That was it, I ran out of the there to the room as fast as my little heels would take me. Chuck yelled at me using my real name as I was leaving, and everybody cracked up. I can never face any of them again. I was really lucky to find a chambermaid that recognized me – she let me back into the room where I had changed into girl’s clothes. To add insult to injury, Chuck called the room while I was changing, and told me that I was fired."

"But… That’s sexual harassment!"

"Sure, but how could I prove it – much less explain how I came to be in that meeting impersonating a secretary."

"Is that all?"

"Almost, I changed clothes as much as I could – Marsha must have taken my underwear with her as a trophy. It was a good thing I looked for it though – I was able to find the camcorder – she had a hidden camera set up to tape the room – and some other things."

"Did you take the tape?"

"Do I look stupid?" Peggy raised an eyebrow.

"Don’t answer that. Yes I did, I ran through it too, it is the actual tape, in fact it was still running." I put it on the table.

"That was smart, don’t lose that tape – I definitely want to see it! What did you do next?"

"I left by the rear fire exit and didn’t see any of them. I just drove straight home, I feel like such an ass. I should have told Chuck to shove the job when he first told me what I had to do. Look, I really didn’t do anything bad with Marsha – but can you forgive me for being such a fool?"

"I don’t know…

Maybe…

Kyra, I would really like to see you in a skirt, this whole story has made me hotter than a fire cracker." She was smiling as she took my hand and led me upstairs.

---

"No time to get the things from the car now, let me stuff a few stockings in here. Let me get those shoes for you. Hum, you need a slip…"

"Is this really necessary?"

"Sure, just the slip is good enough for me – for now." She pushed me on the bed, and continued, "Okay miss, IF you want this job." I tried not to laugh as Peggy twirled a non-existent moustache and quickly removed her slacks.

"What are you doing? Unhand me beast." I gasped.

"Not likely my pretty…"

---

"Damn, who can that be at the door?"

"I don’t know, but I’m not answering it NOW!" Peggy panted. "AND neither are you!"

---

"My God Peggy, that was intense

"Muum, wasn’t it. We have to do this again."

"I don’t think I can, not this soon anyhow."

"No, I meant another time. I’m a little sore now myself. Next time, I think I would like to see that tape first…"

"How about letting me out of this stuff now?"

"In a minute." A sleepy voice answered, we snuggled and drifted off…

---

She was drowsy when she roused me from my nap and said, "Let’s go downstairs for a midnight snack, the cold dinner I slaved over awaits us.

Keep the slip on, I love how it feels against my stockings, don’t you?"

"Mummmm."

---

"Here use this bolt cutter, the hasp should just snap."

Craaaaackkk

"Got it, now if I can figure out this knot."

"Please…"

"Got it, I will loosen it a bit. If I let it go all at once, it might hurt your back. Where is that needle to remove the air from the butt plug?"

"I should be here…got it.

Can you find the valve to insert it?"

Psssssssssssst

"No more air is coming out and it is still in there."

"Can you grab the base and pull it out?"

"Like this?"

"Ahhhh, owwwwwwww."

"Well it’s out, humm, it isn’t nearly as big as your cock; so, what were you complaining about?"

"Christ Peggy, your pussy is built for my cock – would you like that THING in your butt hole?"

"Maybe not, but it didn’t seem to bother you all that much…considering your response to it…"

"A lot you know! I guess we will just throw this stuff out…"

"Not so fast…

---

"Beautiful day today, what do you say that we go to the beach and forget the entire mess?"

"Great idea! Let me check the mail and bring the paper in.

What is this FedEx?"

"Probably my termination papers." I said dourly.

"No, it is from Frank at Consolidated. It looks like a copy of a bunch of contracts. The note says these are copies of the executed contracts – Grover’s signed them – and that the originals have been sent to your comptroller’s office by courier."

"Let me see that!!!

"That son of a bitch, that entire thing with Chuck was a practical joke!!!"

"So what are you going to do to him?"

"I’ve got to think about that…"

 

Fin?

 

© 2000
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