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Caught by the bosses wife - Part 4
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By (user no longer on site) OP
over a year ago
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Simon's new PA.
Recap on parts 1 to 3
I had been found out at the firm's Christmas Party by the bosses wife. Over the next month her and Mistress Cathrynn transformed me from a part time crossdresser into a full time sissy, complete with real breast implants and hormone therapy. Today was to be my first day as Stephanie, Simon's sissy PA. |
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By (user no longer on site) OP
over a year ago
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Monday morning, I felt amazingly confident, dressed as Ms Rita had instructed, in white blouse, knee length black pinstripe pencil skirt,which fell to just above my knees, and black patent stilettos with a five inch heel. But the best was what was underneith. Red silk and lace push up bra, knickers and six strap suspender belt holding up sheer smokey grey stockings. |
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By (user no longer on site) OP
over a year ago
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Mistress Cathrynn picked me up and checked my appearance before driving me to the office. Before letting me out of the car she presented me with a small gift box. Inside was an ankle bracelet with the letter S on it. She told me to put it on once inside. She also said that certain people would know what it signified. The rest would assume it stood for Stephanie. I said thankyou and got out of the car and walked across the office to start my new job. |
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By (user no longer on site) OP
over a year ago
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Walking through the office I felt everyone looking at me. Some with curiosity, maybe thinking I looked familiar, others with lust in their eyes, and not just the men. I sauntered in to the small office next to Simon's much larger corner office, and sat at my desk and opened my computer. Already there were a few messages on the company chat program. One in particular caught my attention.
"Hello S, nice bracelet. Meet me in the loo in fifteen minutes. Don't be late." |
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By (user no longer on site) OP
over a year ago
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Fifteen minutes later I walked in to the ladies toilets where waiting for me was Jenny from Accounts. She was standing by the wash basins arms folded across her ample breasts.
"Well slut what are you waiting for, get over here and eat my pussy." I was shocked at the suddeness of the order, but not surprised by who was giving the order. I had always suspected that she preferred women to men.
She pulled up her skirt to reveal a neatly trimmed pussy, the lips pouting, and definitely damp with arousal. I got down on my knees and began to lick and explore with my tongue. She soon grabbed my hair and pulled me hard on to her as she ground herself against my face until I was soaked in her juices as she climaxed. |
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By (user no longer on site) OP
over a year ago
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After she had satisfied herself on my face she pushed me away. I wasn't sure what to do next, but she did not leave me wondering for long.
"Right Steffie the slut, you are probably wondering what the f*ck is happening. Well it is like this Rita, oh sorry Ms Rita to you, and I have been lovers for years, as indeed Mistress Cathrynn has been, and it was me who told Ms Rita of Simon's inability to keep his cock in his pants. I also suspected that a certain former employee was hiding another secret..." |
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By (user no longer on site) OP
over a year ago
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I was left stunned. I had thought my secret had only been discovered by Ms Rita, but no it was already suspected that I had enjoyed dressing.
"Right slut, you had better sort your makeup out and go attend to Simon. I believe he has an important client meeting in half an hour, and he will need you to attend. After all you are supposed to be his PA." With that she left me to fix my makeup. |
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By (user no longer on site) OP
over a year ago
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Back at my desk I did what every bimbo secretary did and studied my nails. The intercom disturbed my studies. It was Simon ordering me to go to reception and bring Mr Charles up to his office. I got up from my desk and took the lift down to the shared reception lobby where a tall handsome man in his late forties was chatting to the receptionist. I held out my hand and introduced myself. He took my hand in his, lingering slightly longer than the norm and gave me an appraising look. I showed him to the lift and pressed the button for our floor. As we rode up in the lift I felt as if he was mentally undressing me. I had to admit it did make me feel good.
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By (user no longer on site) OP
over a year ago
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Once on our floor I took Mr Charles through to Simon's office. The two men shook hands and I was dismissed. Not what I was expecting and a little disappointing.
They were in the office for a good two hours before I was summoned. I checked my make up in my compact mirror and entered the office.
"Shut the door." Simon ordered. I did as instructed noticing two things as I did so. First, Mr Charles was now sitting comfortably on the sofa, and second, the office blinds were shut.
"Mr Charles and I have just signed a renewal worth several million to both companies, and tonight we will be going out to celebrate. Rita will be accompanying myself, so I want you to be Mr Charles' companion for the evening." |
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By (user no longer on site) OP
over a year ago
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"But before then Mr Charles would like to get to know you better, if you know what I mean..." I looked over to see that Mr Charles had unbuttoned his trousers and was slowly stroking his cock. I did not hesitate. I walked over, knelt between his legs and took hold of his cock in my own hands and lowered my head and opened my mouth, my tongue licking his exposed helmet, before taking his expanding length in my mouth. |
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By (user no longer on site) OP
over a year ago
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As I licked and sucked his cock I could hear Simon telling Mr Charles what a slut I was and that he was in for a treat later. This only served to encourage my efforts as I attempted and succeeded to take Mr Charles' whole length in my mouth, at the same time gently massaging his balls, which seemed to be very heavy. I hoped that was a sign that he was going to shoot a heavy load down my throat sometime soon. |
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By (user no longer on site) OP
over a year ago
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I placed my hands on Mr Charles' thighs as I ran my tongue down the length of his shaft before taking his balls in my mouth, leaving a stream of drool and precum between his bellend and my lips. He then grabbed me by the back of the head forcing me to take his cock back in my mouth until I was once more gagging, drool and snot running down my chin.
I felt his thighs tense under my hands and seconds later he was filling my throat with jet after jet of salty cum. |
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By (user no longer on site) OP
over a year ago
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Mr Charles then proceeded to wipe his deflating cock over my face, making even more of a mess of my makeup. Simon then told me to get myself cleaned up as Rita was picking me up lunchtime to go shopping. I thought he would let me use his private washroom, but no he made me do the walk of shame through the office. A few catcalls and whistles followed me. Strangely it did not bother me that everyone now knew what my ankle bracelet signified.
An hour later back at my desk I got a call to say that Ms Rita was down in the lobby. I picked up my bag and head held high, and a swing to my hips I walked out to the lift and moments later was kissed on the cheek by Ms Rita as if we were long standing friends.
There followed two hours of shopping in some very fashionable stores, followed by a trip to a high street sex shop. We then got a taxi back to Simon's apartment. Once inside the apartment the Ms Rita I knew once more took control. |
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By (user no longer on site) OP
over a year ago
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"Okay slut, tonights event is a private party for a select clientelle. You will be going as Mr Charles'collared slut, this will mean you will do everything he tells you to without hesitation. He and his wife have never been to such a party before, so you had better not let him, or us down. You will address everyone as either Sir or Madam, unless they are wearing a collar like yourself. You are not to address them at all. Do you understand?"
"Yes Madam." I automatically replied.
"Good, now all that shopping has made my pussy wet so come here and lick me clean." |
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By (user no longer on site) OP
over a year ago
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I did as instructed, getting on my knees between her legs, lifting her dress to reveal her very wet, knickerless pussy, glistening with what suspiciously looked like fresh cum dripping from it.
"What are you waiting for slut. Eat me."
I lent forward my tongue running the length ofvher slit as my suspicions were confirmed. Somewhere during our shopping trip she had managed to get herself f*cked. My tongue eagerly lapped the cum from her pussy before moving up to her clit, which I sucked into my mouth, making her grab my hair, pulling me tighter onto her mound as she moaned with pleasure. |
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By (user no longer on site) OP
over a year ago
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Apologies for the delay.
Mytongue eagerly lapped at her pussy, the taste of male cum spurring me on until she pushed me away, her body sated. For now.
"Right go clean yourself up and get yourself ready for tonight. You know what I want you to wear. I am now going to have a long soak." |
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By (user no longer on site) OP
over a year ago
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At 7pm I was dressed as instructed. Black seamed stockings, black pvc dress, which only just cupped my breasts, pierced nipples exposed with gold chains linking them to the collar round my neck. My ensemble was finished off by six inch heels. Also as instructed I waited for Ms Rita to attach my lead and walk me to the waiting Limo which would take us to the club.
We pulled up an hour later, which had given Simon plenty of time to use my mouth as a repository for his cum, as Ms Rita held my head so that I was gagging as I tried to swallow every drop. |
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By (user no longer on site) OP
over a year ago
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It was a country hotel / restaurant and we were greeted at the door by a well dressed doorman, who held open the door for Ms Rita, and did not even spare me a look as I was led on my lead from the car to the hotel's entrance.
Once inside we were greeted by a stunningly beautiful lady in a black dress which showed off her ample cleavage as it was almost split from shoulder to navel, both front and back. She chatted easily with Simon and Ms Rita as she showed us to our table where Mr Charles was waiting for us. I noticed though the table was only set for three. I also noticed that at a number of other tables there were young men or women kneeling submissively next to their owners. Ms Rita greeted Mr Charles with a kiss as he stood to welcome her. She returned the kiss ardently before handing my lead over to him. I was now his for the evening and I dutifully took my place kneeling by his side. |
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