Forced Feminization - Sissy Office Slut Read online

  FORCED FEMINIZATION

  Sissy Office Slut

  by Alice Lloyd

  Copyright 2016, @AliceLFiction

  Dear Reader,

  Welcome to the world of Sarah and Nick, two successful young business partners who are engaged to be married.

  They hire two beautiful female assistants, Jane and Holly, and that will turn their world upside down.

  This is no short, throw-away tale for the faint-hearted sissy.

  You will be presented with 10 chapters of sissy humiliation, chastity, extreme cuckoldry and lesbian domination, culminating in a climax that might just keep you awake at night - I do hope so.

  I dare you to read it locked up with the key safely stashed away.

  … I dare you!

  Miss Alice, 2016

  Table of Contents

  Copyright. All rights reserved.

  Chapter 1. [ Sarah speaking ]

  Chapter 2. [ Holly speaking ]

  Chapter 3. [ Sarah speaking ]

  Chapter 4. [ Jane speaking ]

  Chapter 5. [ Nick / Nicola speaking ]

  Chapter 6. [ Jane speaking ]

  Chapter 7. [ Sarah speaking ]

  Chapter 8. [ Sarah speaking ]

  Chapter 9. [ Helen Norwood speaking ]

  Chapter 10. [ Nick / Nicola speaking ]

  Chapter 1. [ Sarah speaking ]

  My name is Sarah. I'm 28, I live in Manchester in the North of England, and I’m engaged to be married to Nick, who's also 28. We were at Uni together where we both studied Business and Marketing. Recently we started to turn over serious money in our marketing company that we co-own. I am 5' 6'', I wear my straight black hair in a smart shoulder-length style and I am proud of my slim but curvy, gym-trained figure.

  Nick looks handsome in his smart suits and I know he likes how I look in my office wear. I always get compliments and attention when I wear a skirt suit and team it with a nice fitted blouse, expensive nylons and high heels.

  When there was just the two of us working for our company he would frequently ask me to play a game where he would get me to use parcel tape to bind his wrists to my office chair. I would keep my clothes on, just remove my panties, tease him a little, rubbing them on his erect shaft and then have sex. I didn't mind at all, straddling my good-looking fiancé whilst he sat in the black leather office chair, me sliding and gyrating up and down, impaled on his very erect cock. Quite quickly he would cum inside me, which I took as a compliment of sorts, but it did leave me a little high and dry, sexually frustrated for the rest of the day. It was annoying that Nick didn’t seem to notice this – or seem to care.

  We did manage to keep our hands off each other long enough for business to flourish and soon it was clear we would need help, particularly secretarial staff. Between us we had a wealth of business acumen and the contracts were rolling in. What we needed was help with the clerical and admin tasks which threatened to overwhelm us.

  That's when we hired Jane and Holly. This not only put an end to our office sex, it also made me aware of another of my fiancé’s flaws: wandering eyes. I was not the only one now who wore nice tight skirts, blouses, nylons and heels to the office, so did our two young secretaries and Nick seemed unable to help himself from staring.

  Holly was something of a blonde bombshell – all busty blouses and curvy tight skirts with her long straight blonde hair reaching down to the middle of her back. She had a swagger to her walk and real confidence in her privately-educated voice. She seemed to be a natural flirt and would be great on the phone with clients.

  Jane told us her dad was English but her mum was Japanese. I suspected her mum must be very beautiful as Jane herself was as pretty as a button, with a cute dark-brown bob haircut, dark eyes and slim figure. She was always immaculately made-up and very femininely, and stylishly, dressed. Her sparkling brown eyes always seemed to smile. She was also very well-educated and articulate. Nick and I were aware that it would not be long before both our new employees would want to move from secretarial work to something more challenging.

  So, I was very happy initially that we’d managed to snap up two outstanding young colleagues to help us expand our business. Then, through no fault of theirs, the problem quickly came to light.

  It was only a matter of days after their arrival that I started to notice Nick glancing at their (admittedly very) pretty legs when he thought no one was looking. I made a joke of it at first (‘Were my legs not enough for him these days?’) but he just shrugged it off and said I was imagining it, but later I began to get really quite angry with him clearly coveting our new secretaries, no longer just glancing surreptitiously, more like ogling them, and it put more and more strain on our relationship, both professionally and personally.

  I’d make snide and cutting comments about him being too young to turn into a dirty old man and he’d just laugh it off. He’d tell me I was seeing things and I should calm down. That was the last thing he should have said to me. Things just got worse.

  This pressure-cooker of building resentment ended up one day in a blazing row which finished with things escalating to the point where I stormed out of the office, told him I was going to our apartment to pack a bag and I would be staying with a friend over the weekend - it was over between us.

  At the time I meant it and I began to think about how best to divide our assets or whether I could raise the cash to buy him out of the business.

  I didn't know what to expect at work the following Monday. I was still furious when he arrived just before Holly and Jane and I’d been there waiting for him in my office since 8 o’clock, stewing over what to say and do. I’d dressed for battle in a black, tightly-fitted skirt suit and dark nylons with a silk blouse and sharp heels. I knew this outfit was his favourite and would catch his attention. I wanted him to see what he would be missing if or, more-likely, when we split up.

  Rather sheepishly Nick knocked quietly on my door and came in to my office. He had bought me a bunch of flowers and apologised unreservedly.

  He admitted what I’d been accusing him of for some time now - namely that he had been secretly looking at our secretaries. He said he just had a real weakness for women dressed in smart office wear and that he couldn't help looking, it was like a form of addiction, would I please forgive him?

  The apology seemed a bit half-hearted to me and I was still very angry. I asked him how he would feel if we employed two good-looking men who dressed in sharp suits and tight shirts and I lusted after them all day?

  He didn't like that at all.

  I told him he should not just be apologising to me, but also to Jane and Holly. They'd noticed his unwanted glances and they had confided in me that it had made them feel uncomfortable. What made it much worse was that he seemed unable to contain his erections whenever they wore skirts and nylons and that hadn’t escaped their attention either. They said they had both considered quitting. I was worried that they might then bring some kind of harassment case which would kill our company’s reputation. Was that what he wanted?

  There was no doubt now in my mind that Nick genuinely felt bad and sorry for what he had done, but his choice of words still wasn’t good enough in my mind. He asked what more could he do other than say was that he was sorry and promise he'd make a real effort to try to stop.

  I wanted more.

  "Try isn't good enough - I need to know for sure that you will stop."

  "Maybe we could ask Jane and Holly to wear trousers?"

  "Christ, Nick, you’re completely missing the point. It's you that needs to change, not them!"

  There was silence between us. Nick just looked at the ground like a scolded schoolboy.

>   I really don't know why I said what I said next. I was still angry and I think I sensed that he was a beaten man and it just kind of popped into my head. I suppose it was just another way to kick him when he was down;

  "A better solution would be to get you to wear a skirt - that would even things up, wouldn’t it...?"

  Nick flinched as if he was about to respond – he’d certainly heard what I said – but instead kept staring at the floor.

  "..we should make you go around in high-heels and a tight skirt, whilst we leer at your legs in nylons"

  Nick kept staring determinedly at the floor and I could see him close his eyes. He was acting very much like a scolded schoolboy and wasn’t fighting back.

  "You like them so much - you bloody well wear them!"

  There was a giggle next door. Jane and Holly had arrived and could clearly hear my raised voice, so I decided to play to my audience;

  "...and whilst we're at it we should get you a chastity device to control that thing between your legs because you clearly can't!"

  I fully expected Nick to tell me to stop being ridiculous, and to keep my voice down with the others next door, but he didn't. He seemed unable to move or say anything. I noticed his cheeks had gone a bright scarlet colour and then in the mirror I caught a glimpse of his profile. I remember staring, open-mouthed in surprise, as my brain tried to compute what I was seeing...

  He had an erection!

  I got up slowly out of my chair, and I remember my heels clicking slowly on the floor as I paced around my desk and to the spot directly in front of where he stood.

  I put one hand gently under his chin, raising his head so our eyes met. With my other hand, not leaving his gaze for a second, I reached down, fumbled a little until I got hold of what I was after, quickly unzipped him and immediately took his cock out of his pants.

  He was hard.

  Very hard.

  "Really?" I whispered, grabbing him by the base of his rigid shaft.

  Nick nodded - he still couldn't speak.

  "The clothes?" I continued to ask in a whisper.

  He nodded again.

  "..and a chastity device?"

  He winced, but nodded again as my thumb and forefinger gently traced their way up and down his solid erection.

  "...in front of Holly and Jane?"

  From the urgent look in his eyes I sensed Nick might be about to cum at the merest flick of my wrist. I'd never seen him so submissive and so turned on before. I heard him whimper, which I assumed didn’t mean ‘no’ and the rigid prick in my hand was certainly saying ‘yes’.

  I was dumbfounded. He was unbelievably hard - far harder than I’d ever seen him before.

  For the first time in days, perhaps weeks, a grin broke out across my face.

  Ignoring Nick's pleading eyes to finish him off, I put his straining cock back in his pants, albeit with a little difficulty, given the size of the tent he had created in them, and zipped his trousers back up.

  "Ladies, please come through to my office," I announced loudly.

  Nick looked ridiculous, picking up a file from the desk and holding it against his groin in an attempt to hide further embarrassment from our two secretaries, but I wasn’t about to let him off the hook that easily. Holly and Jane were clearly trying to stifle their giggles and had guessed exactly what was going on.

  "I take it you heard our conversation?"

  "Yes, and can we just say, Sarah, we both think it's a brilliant idea."

  "Well, interestingly so does Nick. It would appear that he rather likes the idea of my new dress code, and being kept in a chastity device! You do, don't you?"

  If he had some blood left in his brain and had been capable of speech he might have argued, but I think we both knew at that moment he was so turned on he would have agreed to anything we said.

  "Ladies, I, too, think this would be a highly-satisfactory solution to our problem…

  [ I winked at them without Nick seeing ].

  …Holly? Jane? If you have no objections I suggest we begin right away.

  Nick? You don’t get to object. You get to do as you are told from now on."

  I was already loving this – perhaps I was loving it a bit too much!

  The bizarre nature of what we planned to do was, however, not lost on me, especially as we discussed what size bra, panties, stockings would fit him and which shoes to get, whether or not we would make him wear a wig and whether he ought to have a proper bust. The answer to both these questions was yes; ditzy blonde to the former and nothing under a C cup to the latter. We also agreed we would enjoy watching him struggle to walk in very high stiletto heels and that, when it came to style, our new office colleague would dress very much on the slutty side.

  It also seemed appropriate that we would call our new secretary Nicola.

  Jane agreed to go and buy some outfits (with a squeal of delight - she'd seen a silk and chiffon blouse and a short pinafore dress which she said would make Nicola feel all girly and feminine) and Holly volunteered to go to a sex shop around the corner which she knew sold chastity devices. She was also sure they sold wigs and false breast forms for transvestites. Holly quite clearly was not the butter-wouldn't-melt innocent young woman we had assumed she was.

  In a blur and before he had a chance to change his mind I sent the girls through to the outer office and ordered Nick to undress quickly, barking instructions to hurry up, especially when he hesitated over pulling down his pants and leaving himself totally naked and sporting a hard-on.

  Just like in the old days I got him to sit on my office chair and used parcel tape to bind his wrists to the arm rests. I then went back over to his pile of clothes, removed his wallet, phone and keys and then rammed his clothes unceremoniously into a bin bag. I took the bag through to the main office and passed it to Holly, along with the key to our apartment. If she felt kind she could drop them off at our place but if she didn’t fancy the two-block walk she might just as well drop them in the big bin in the alley. Nick wouldn’t need these clothes any more today, perhaps ever, and he certainly wouldn’t be backing out on us.

  The girls gone, Nick naked and bound to my chair, making it impossible for him to relieve his still erect cock, I thought I might as well take advantage of the situation.

  With a coquettish smile I hitched my skirt up a little, like I used to do in the old days, and slowly took off my silken panties.

  "You used to like this..." I said with a glint in my eye, his body almost convulsing as I gently rubbed the pink silk panties over his chest and around the tops of his legs, inches from his cock. In the old days I would do this for a minute or two and then sit on Nick's erection, riding him until he exploded – that was what he wanted.

  But those days were over.

  "Well we can't have you naked when the girls get back, can we?" I said.

  Still bound by his wrists to the chair I put his feet through each leg of the panties and slowly pulled them up his legs, making him lift his bum up a little as I wriggled them into place, over his hard cock. Next I made his face up a little and applied some lipstick. Finally I took out a spare pair of nearly-black hold-ups from my handbag and rolled them slowly up his legs and into position. He was breathing more and more heavily.

  "Hmmm, If I’d known girly clothes were like kryptonite to you I’d have done this ages ago," I said, stroking his stocking-clad thighs and then patting his silk-encased erection, before parcel-taping his stocking-clad ankles to the legs of the chair. Jane was going to buy lots of stockings – I could afford to sacrifice this pair.

  "Now say thank you for letting you dress up in my pretty things, Nicola."

  "Thank you" he croaked.

  "I think in this situation "Thank you Mistress" might be more appropriate!"

  He responded as requested. My goodness, all it took was some stockings and some panties to turn him into my submissive slave, ready to do whatever I wanted, or so it seemed. I remember thinking, surely he will come to his senses soon?
Surely he will want me to stop – perhaps it had all been a terrible mistake?

  What I needed was some insurance, so I found my camera and took several photos – lots of different angles, all totally incriminating. His cock was peeping out of the top of the panties, clearly aroused – he had bright lipstick on – the stockings were clearly visible. Even though these pictures showed that he had been tied up and perhaps he was under some duress it was undeniable that he was enjoying his predicament.

  I immediately uploaded the photos to my email account and told him I had set up a delayed email with photos to his friends scheduled to send at the end of the day if I didn’t cancel it. I’d changed my password (he knew my old one) and the delayed email said that his friends shouldn’t be shy about sharing these embarrassing pictures of ‘Nicola’ via facebook. He’d better hope I wasn’t forgetful or busy later and he’d better not displease me. He was to do as he was told without argument or hesitation, effective immediately.

  Nick would definitely not be backing out on us.

  Everything was in hand and we now had time to kill. I looked at him trussed up and decided it was about time I got some satisfaction.

  Nick had never been all that enthusiastic about giving me oral sex in the past. That would change now. I got behind him and very carefully tipped the chair backwards so that the backrest was on the floor. Aware that I had no panties on I stood with one spiked heel either side of his head.

  "Trying to look up my skirt to see my stocking tops are you?" I teased.

  I hitched up my tight skirt and then got down on my knees, straddling his face, and lowered myself until my pussy was directly above his face.

  "Lick me. Make me cum."

  He was reluctant at first but soon improved his efforts when I started to discuss how often, or not, he might be allowed out of his chastity device - it would very much depend on how good a boy, or girl, he was.

  He was incredibly eager to please me and to my surprise and delight it turned out that he did have some hidden talent when it came to licking my pussy – bloody hell that felt nice! - and within minutes he brought me panting and squealing to a very loud, wet climax, soaking his face with my excited juices.