That Dream of Being Naked at Work

This is the first bondage story I ever published so I’m cheating a little for the On The Job 2025 challenge. However, it was a long time ago on a site far far away.

I slide behind my desk hoping nobody will notice my late arrival. My body is stiff from a weekend in bondage and simply being able to move my limbs freely feels awkward. I am even uncomfortable to find myself clothed, at least in the common garments worn in the outside world rather than the tight rubber fetish wear of my enacted fantasies. Having spent most of the weekend gagged I am unsure even of my ability to speak and, when I do, if my mind will be able to formulate normal speech, words that do not convey my submission, guilt, my need to be punished.

As I sit my bottom delivers a warming reminder of the canings and spankings inflicted upon it and I recall how I, after asking for it, I begged for the punishment to stop, whimpering and pleading through my gag, knowing that it would continue regardless of my wishes. Despite it’s exhaustion my body responds, my much abused nipples hardening inside my bra, my sex beginning to moisten inside my knickers. I glance around, paranoid, expecting to find one of my colleagues looking directly at me, focussing on my nipples which I imagine to be straining unmissably against the white silk of my blouse, or a dark patch on my skirt where my juices have soaked through my knickers.

‘Hurt me’ I said just before the gag was pushed into my mouth and I can’t resist saying it again now, my mouth moving almost against my will, my lips and tongue forming the words under my breath. I look around again, my hand guiltily covering my lips but nobody has noticed.

I sense a presence and look up. My boss, Gloria, is standing over my desk. She looks tired and I think she is wearing a little more make up than usual to cover this. She is about five years older than me, early thirty something, tall, not naturally blonde, blue eyed. I like her but she intimidates me sometimes, she is so confident. I see her bend forward and realise I am looking at the deep cleavage between her large breasts which most of the office think have been surgically enhanced. She is wearing a low cut lacy bra and I can see the tops of her big brown areolae and the jut of her nipples.

‘I need you to work on these figures.’ She drops a file on to my desk. ‘Report on my desk by lunchtime.’

‘Yes, Mistress.’ It has slipped out before I could stop it. ‘’Errr... Miss Yates.’

I can feel myself colouring, feel the heat in my face which must now be redder than my hair. I look around frantically hoping for some escape, terrified that the whole office has heard, more terrified that they will have by lunchtime. Gloria is still standing there but I can’t look at her.

‘Er, yes, lunchtime.’ I pick up the file and open it knocking over my tub of pencils which spill on the desk. I risk a look up at her face, an appeal for mercy.

‘On my desk at lunchtime.’ She smiles, I am sure, at my discomfort, her curved darkly pencilled eyebrow arching then she turns and walks back to her office, her long legs outlined by her sheer stockings, hips swaying above her five inch patent heels, buttocks taut against the tight little skirt she likes to wear.

I tidy my desk and start up my workstation and it is at this point I notice it ! I am still wearing a leather cuff on my right wrist. I quickly slip my hand behind my desk and turn it over to unbuckle the strap but find it is locked in place. I curse myself for wearing a short sleeve blouse. I consider getting up and putting my coat on but that would draw even more attention to myself. Then I realise I am wearing a cuff on my left wrist as well. I glance down, I have cuffs locked around my ankles too.

Did I not check the mirror this morning ?

Feeling paranoid I lift my fingers to my throat. At least I am not wearing my collar.

Perhaps everyone will think I’m making some sort of fashion statement.

I settle down to my work but struggle to concentrate wondering if everyone in the office is looking at me. At least my legs are hidden behind my desk.

The figures seem to wriggle out of my mind and as I try to grasp them they swim away but I persevere, keeping my head down, avoiding eye contact with anyone around me. Perhaps, if I get through this morning, this afternoon will be better. I could go out at lunchtime and buy some scissors to cut off the cuffs though it seems a shame to spoil them.

When I next look up it is lunchtime. I have finished the report but I haven’t checked it. I look towards the door of Gloria’s office and see her open it. She looks at me. I smile and nod pointing to the printer, acutely aware of the leather cuff, black and unmissable against my pale freckled skin. Gloria disappears back into her office.

I hit print and stand up feeling suddenly very unsteady. I look down. Did I really come to work in toe boots ? At least the office is empty now. I am the last, apart from Gloria, of course, to go to lunch. I walk awkwardly towards the printer. As I pass the glass panels that form the wall of the office I catch a glimpse of myself and nearly lose my balance. I can’t believe I’ve worn such a diaphenous blouse. It’s the one I use for sexy nights out, sheer white silk. I can see my bra (and my nipples) easily through it. And that skirt ! Black rubber and so tight. Short too. I can clearly see my stocking tops.

Did I really not check the mirror before coming out this morning ?

I retrieve the printout and make my way nervously towards Gloria’s office. Perhaps I should put my coat on. I can say I’m going to lunch. I teeter to the coat rack but can’t see my coat though there is a black leather body harness hanging there.

Surely I didn’t…

I shake my head and turn back to Gloria’s office, pausing for a moment outside the door to compose myself. I can see my reflection clearly. My make up is thick, heavy eyeliner, blusher, thick red lipstick. I look like a whore.

I take a deep breath, knock and open the door, stepping inside.

Gloria is sitting behind her desk. She lifts her head and watches me teeter towards her in my toe boots.

I try to smile.

‘Sorry it’s taken me so long.’ I put the file on her desk.

‘Aren’t you forgetting something ?’

I look round nervously unsure what she is alluding to.

‘Errr…?’

‘Firstly I would point out that you were late for work this morning.’

‘Oh, yes, sorry.’

‘And that report took you a very long time. I also notice you’ve spelt the company name with two ‘l’s.’

I look down, my face reddening. I feel acutely embarrassed.

‘Frankly, Kerry, I’m very disappointed in you.’ Gloria stands. Where did she get those thigh boots ?

‘I’m sorry.’ I mumble.

‘Sorry isn’t good enough.’ Her voice is smooth, controlled, commanding. ‘You must be punished.’

She has a whip tucked into one of her boots.

‘But…’ I want to tell her she can’t do that to me, that as an employee I have rights, but then I notice I am no longer wearing my blouse, just a shiny black rubber peephole bra that matches my skirt. My nipples, poking through, stiffly erect.

‘Yes, Mistress.’ What else can I say ?

‘Bend over the desk.’

I obey, aware how I must look, my rubber coated rear raised and exposed.

‘Spread your legs.’

I shuffle my feet apart.

‘A little wider.’

I stretch my legs so my ankles are at the edges of the desk, not an easy task in toe boots. The movement brings my nipples into contact with the leather covered desk top. Gloria crouches, her thigh boots creaking, and secures my ankle cuffs to the legs of the desk then she stands and walks round to the other end of the desk. She takes hold of my wrists and pulls me along the desktop so I am stretched out lying on the desk, my arms spread. She cuffs my wrists into place.

The words ‘hurt me’ appear in my mind though I make a point of not saying them.

‘Oh, don’t worry, I will.’ Gloria seems a woman in total control. She walks to her office door and locks it. I have been so focussed on what is happening that it hasn’t even occurred to me someone might have walked in on us.

She whips me hard, bringing the crop down on my bottom again and again until I am squirming and yanking at my bonds and crying and begging her to stop.

‘Please !’ I whimper.

I feel her hand on my bottom, her fingers stroke the smooth rubber over my throbbing buttocks.

‘Oh, I think you can take a little more.’ Her voice is measured, utterly controlled.

‘No. Please. No more.’

She beats me again anyway, harsh strokes on my rubber coated rear until it is one mass of throbbing burning pain. I am beyond pleading, beyond begging, I simply cry as she punishes me.

Finally she stops. My breathing is ragged. I am sweating. My vision is blurred with tears.

‘Thank you, Mistress.’ I am not sure if I am thanking her for stopping or for whipping me, both perhaps.

‘Let’s see just how grateful you are, shall we ?’ Gloria climbs up onto the desk on front of me and spreads her legs. She isn’t wearing any knickers. ‘You may as well enjoy it, you won’t be getting anything else to eat today.’

‘Yes, Mistress.’ I lap at her pussy.

‘And you’d better do a more thorough job than you did with that report.’

‘Yes, Mistress.’ I continue to lick her sex finding it wet and extremely responsive. I notice her clit, particularly, responds to gentle flicks from my tongue.

She comes surprisingly quickly, throwing her head back and gasping loudly.

‘Oh, good girl.’ Gloria purrs with satisfaction, stroking my hair. ‘You see what you can do when you put your mind to it.’

She climbs off the desk and bends in front of me displaying her full, firm bottom and pulls on her knickers, black and sheer satin, then turns back to me.

‘Open up.’ She holds the crop in front of my face and, when I take it between my teeth she uses a leather thong to tie it in place, gagging me. Then she disappears behind me and I feel her lift my skirt.

‘Ooooo ! Painful.’ Her hand strokes my bare bottom. ‘Everyone who sees this will know what a naughty girl you’ve been.’

I puzzle at this. I wonder who will see it but then am distracted by something cold brushing my sex. I try to look round but my bondage prevents me from turning easily, the whip in my mouth catching on my arms. Whatever it is then touches my anus, there is a gentle pressure and then something slides inside. There is something pressing against my back and I feel a pull. She has pushed an anal hook inside me. I feel a pull on the whip between my teeth and a tension between it and the hook drawing my head back. She has clearly looped something from the hook to the ends of my makeshift gag. When I flex my neck the hook is pulled deeper inside me and I can’t really turn my head at all now.

‘Well.’ Her tone is almost conversational. ‘I’m off for lunch. Let’s hope nobody comes into the office looking for me. They’ll get a bit of a surprise won’t they, and they’ll know exactly what a submissive little slut you are; as if they haven’t guessed already with you flaunting that pert little bod of yours in your sexy fetish outfit.’

She brings her hand down on my very sore bottom and I whimper into my gag.

‘Of course, if you’re lucky you might be found by that cute little oriental cleaner.’ Gloria is touching up her makeup. ‘I bet she’s as kinky as hell. If she came in I’d probably come back to find her doing all sorts of dirty things to you and you’d probably be enjoying all of them.’

I hear her walk to the door. ‘I won’t lock it. Someone might need to get something from my desk.’

The door closes and I am left alone, strapped to the desk, gagged, plugged and totally vulnerable. I know the office is currently empty but lunch will soon be over for my colleagues and it will be quite a while before Gloria comes back. I pull on my wrist cuffs but they hold firm and when I move my legs I can hear my ankle chains clicking.

I can do nothing but wait and look at the photograph of the New York skyline on the wall in front of me. It seems to waver…

*

When the door opens I startle awake.

I can’t believe I’ve fallen asleep.

I try to turn to see who has come in but I can’t turn my head. I hear the sound of heels on the linoleum floor and pray it is Gloria. The footsteps stop abruptly and I fear someone has found me, someone standing behind me looking at my bare plugged, heavily bruised bottom, probably reaching for their phone to take a picture. They must know it is me, if they don’t they soon will. My bottom will soon be all over the internet.

‘Enjoying yourself ?’

Thank God ! It is Gloria.

I whimper into my gag.

‘Good.’ Mercifully she releases the ends of my gag from the rectal hook and I am able to flex my neck though I am still gagged. ‘I’ve got a little surprise for you.’ She sits on the desk beside me crossing her long shapely legs. She is holding a muzzle, a large leather swathe of leather with a big phallic looking plug, far more effective than the crop currently between my teeth.

‘It strikes me as the sort of thing you’d like.’ She takes the crop from my mouth and replaces it with the muzzle. It feels heavy in my mouth and, when I look down I see there is an even bigger phallus on the front of the gag. I feel myself colouring again at the obvious innuendo of such a gag.

Gloria then releases me from the desk but I find that my wrists and ankles are still cuffed together by chains that are about six inches long. I stand for a moment on the toe boots, my hands hanging down in front of me, my ankles cuffed, my pose is almost demure aside from the fact I’m naked and have a large phallus sticking obscenely out of my mouth.

‘Kneel.’

I drop to my knees.

‘On all fours.’

I drop forward. I am like an animal ready to be leashed and Gloria does just that, clipping a leather leash to my collar. I don’t recall being collared but I am now, I can feel a heavy leather collar around my neck. When I look down I see that I am wearing mitts too, heavily sewn leather gloves that make my hands useless other then to crawl across the floor.

‘Come along.’ Gloria strides towards the door.

‘No.’ I really don’t want to go outside. Gloria seeing me, treating me like this is one thing but everyone else knowing is too humiliating. ‘Please !’ My words are made into animalistic grunts by my gag.

‘I don’t think you have any choice.’ Gloria picks up a leather tawse from the desk and hits me hard on the bottom. ‘Now, come along.’

What choice do I have ? Even if I endure another painful beating she can drag me out into the main office. Reluctantly I follow her, crawling at her heels, my bottom still smarting from the tawse.

As we emerge into the main office I expect people to turn and look at me, stare at the strange, kinky bondage slut crawling beside her mistress on a leash, to point and laugh but they ignore me. I follow Gloria around the office, padding behind her like a bitch as she moves from desk to desk, pausing to talk to my colleagues. Occasionally one of them does look down at me, one, Sally, even strokes my hair as one would a dog.

My body burns with shame.

Finally Gloria leads me out into the corridor and heads towards the lift. She is carrying the report I produced for her and I know where she are going.

I crawl into the lift behind her and Gloria presses the button.

‘I want to show the board what a naughty girl you are.’ Gloria bends and attaches clamps to my nipples. ‘And to show I’m taking action by making an example of you ! You’ll wear these until we get back to my office.’

On the top floor I once again crawl to heel, along the corridor and into the boardroom, the clamps swinging from my nipples.

The board is assembled and Gloria takes her seat. I drop back onto my heels, kneeling beside her, still cuffed and gagged. I am naked, apart from the mitts and boots, and my collar which now keeps the anal hook in place and, of course the gag and nipple clamps.

I watch as Gloria presents the report and try to listen to the discussion around it but, just like when I was writing it, the words and figures seem to elude me.

So I just kneel obediently, chained and collared, waiting for my mistress’ command.

*

When the meeting is over Gloria leads me back to her office.

It is getting late and most of my colleagues have gone home. Sally stokes my hair and then pats my bottom before she picks up her coat and then I crawl at Gloria’s heels back into her office.

‘Up on the desk.’

I stand with difficulty, bending over the desk as I was before. I realise just how sore my nipples are from wearing the clamps.

‘On your back. Hands over your head.’

I turn over, lying on the desk, my legs hanging over one end with my feet dangling, my hands over the other. Gloria straps me in place, spreading my legs wide as she does so. I am vaguely aware that the anal hook is no longer inside me though currently this is little comfort.

‘You’ve behaved yourself this afternoon.’ Gloria is now wearing black latex, a bodice stretched over her large breasts clinging to them, revealing every detail of her nipples. She strokes a rubber gloved finger up my belly circling my navel. ‘A submissive slut like you must be so turned on by all this bondage... all this humiliation.’ She smiles down at me. ‘You must be positively drooling.’

Her hand slides down my belly and between my thighs and I realise it is the first time during this whole ordeal that I have been touched properly like this. I know I must be wet but when she holds up her hand I am embarrassed to see just how her rubber coated fingers are glistening and trailing mucus.

‘You must be ready to burst.’ She licks her fingers lasciviously. ‘Perhaps if you behave I’ll let you cum... somewhere public, of course, somewhere where everyone can see what an utterly kinky and perverted little whore you are.’

I look up her, trying to plead with my eyes though what I am pleading for I really can’t be sure.

‘You want to come don’t you ?’

I nod, the phallus bobbing in front of my mouth.

‘What a shame I haven’t got another one of these.’ She grasps the phallus and lifts my head with it as if trying to pull the gag out of my mouth.

‘Please.’ I try to speak but the plug in my mouth is so large that almost nothing comes out.

She releases her grip and my head drops back.

‘Or perhaps I do have another cock to hand.’

Tormented, I turn my head and see she is wearing a strap on, a huge ribbed phallus, far bigger than the one on the outside of my gag.

‘You really want to cum, don’t you ?’

I nod.

‘And you want to do it in front of everyone don’t you ?’

Again I nod. I really want to cum and I realise I want to cum so badly that I don’t care who is watching. I’d do anything to be allowed to cum.

‘Little girls should be careful what they wish for.’ Gloria flicks a switch on her desk and the blinds of her office wall start to lift. I can see into the outer office. I thought everyone had gone home but they are still there, crowded round Gloria’s office, peering at me through the glass panels that partition it from the rest of the floor.

Gloria is standing between my legs and I can feel the tip of the strap on pressing against my sex. I can control myself no longer. I can’t move much but with an effort I slide myself down the table, trying to impale myself on the huge strap on. Gloria doesn’t move, simply allows me to fuck myself to the limit of my bondage. I squirm miserably unable to satisfy myself, unable to do any more that tease the lips of my gaping drooling sex.

I lift my head pleading at her with my eyes over the degrading gag. I feel utterly humiliated at my helplessness, my kinky need. Gloria looks down at me contemptuously and then turns her head from one side to the other. I turn look too, following her gaze.

Everyone is watching me.

‘Do you want you cum ?’

I nod. ‘Please.’ I am pleading with my mind and my body more than my voice.

And then I feel her thrust into me, driving the huge phallus deep inside me until I think I can take no more. It is stretching me almost unbearably.

She withdraws and thrusts again and I arch up to meet her lost in my arousal.

I know I am humiliating myself, flaunting my submissiveness, showing everyone what a kinky little bondage slut I really am.

I am allowing myself to be fucked in public but I am so horny I really don’t care.

In fact, I’m loving it and this is what I think about as I climax, cumming so hard I can barely breathe, pulling at the bondage that holds me, revelling in my helplessness, crying out through the humiliating gag.

At some point during my orgasm I wet myself and then I lose consciousness.

I want to cry when I wake up.