Katie Asks a Question

"Fuck" I muttered under my breath as my keys slipped from my sweaty hands and clattered to the ground. I groaned quietly as I bent over and felt a wave of dizziness rock my brain. I braced myself against the closed door for a second and let the wave wash away before scooping up the keys and straightening up. After three shaky attempts the key slid into the lock and I pushed the back door in and braced myself for the blare of the alarm.

Instead I was greeted by the bright glare of the fluorescent bulbs and the steady hum of the HVAC. Damn, I thought I was supposed to be the only one in the restaurant this morning. I had been up all night playing video games, smoking joints and edging myself to porn and I had really been counting on a quiet couple of hours to get my head down and rest for a while. Well, I thought to myself, maybe last night's manager forgot to turn off the lights. Maybe, but would they forget to set the alarm? Unlikely.

Resigning myself to actually having to do some work, I pocketed my keys and shuffled dejectedly to the office. I pushed on the door but met unexpected resistance and almost walked face first into it. A good sign, maybe there was no one in yet. I typed the code into the lock and pushed open the door into the tiny office I shared with the other restaurant managers. I stepped in and dropped my bag in the chair by the door before I even registered there was someone else there. When I looked round my jaw dropped and my eyes popped out, I couldn't believe what I was seeing. Standing inside, facing the door whilst leaning back on the wall length desk as if waiting for me was my boss, Katie.

Katie was slightly older than me, early thirties, short, lean and toned, with a luscious ass and small but perky looking tits. Her frizzy brown hair was pulled back in a loose ponytail, a few loose locks were blown around by the feeble air conditioning. Her round glasses were perched on the end of her nose and she held her head tilted back as if attempting to look down her nose at me despite being at least 7 inches shorter than me. Usually this had the effect of making her look cute rather than the stern image she thought she was projecting. But there was nothing cute about her that morning.

Katie's usual attire during office hours was tight yoga pants showing off her firm, plump ass and skimpy, thin tank tops which were baggy enough around her lean frame that I often caught a glance right down her top at her perky tits. As exciting as her normal outfits were to me, they had nothing on the sexual fantasy I saw before me that morning. She was wearing a black latex dress that was too short to cover her juicy ass entirely. The deep v neck cut down to just above her navel, exposing her toned abs and a scattering of small black ink tattoos. The latex clung tight to her small tits, her nipples visibly pushing out the tight latex. She wore a pair of black leather boots and fishnet stockings wrapped around her sexy, powerful legs. She was pulling on a pair of black, elbow length latex gloves, the left one was already on and she was rolling the right one up her arm.

I stood frozen, unable to look away or to even find words. My cock throbbed against the denim of my jeans as I drank in the sight of my boss dressed in fetish gear. The body I had fantasised about countless times since I started working for her was now smothered in tight latex in front of me. It was almost too much to comprehend. I was dimly aware of the sound of the office door clicking shut and locking automatically behind me but still could not tear my eyes away from Katie. She continued rolling the glove up her arm without interruption, as if it were the most natural thing in the world. Once the glove was in place she cleared her throat and my eyes were drawn up from her smoking hot body to her face.

"James, what did I ask you to do last week?" she asked, her tone not betraying for a second that she was dressed in latex fetish gear in the office.

"Ummm..." my mouth made the sounds but my brain still hadn't caught up. All my blood was rushing to my cock. Katie stepped forward and placed one latex gloved hand on my face.

"I don't think that was it" she smiled in an almost predatory way, her tone still unchanged. This all taxed my poor brain even more. When I tried to think, all that was in my mind was the feeling of the latex glove gently caressing my face and my cock getting harder by the second.

"Umm.... I think..Umm.. Katie I can't remember, why are you..."

SLAP

My head rocked to the side as Katie slapped my face, sending me sliding along the wall before half sitting half falling into the small chair, knocking my bag to the floor. Not the hardest I'd been hit but I definitely hadn't been expecting it. I looked up, a shocked look on my face and saw Katie, actually staring down at me now, and being more intimidating than I had ever thought possible. She reached out her hand and placed the smooth latex against the stinging warmth of my cheek.

"What did I ask you to do last week, James?" Katie asked again, patiently, almost sweetly, as if she hadn't just slapped me off my feet. My mind raced but unfortunately not to the answer Katie wanted.

"Katie, I don't remember..."

SLAP

Another blow, same force, to the same cheek. My head whipped to the side again, though the second slap didn't send me reeling as hard. Before I had a second to recover Katie grabbed me by the chin and turned my head back to face her. She leaned in closer, almost close enough to kiss.

She stared deep into my eyes, her green orbs hypnotised me and broke any resistance I may have had. The same gloved hand slipped up to my burning cheek, and this time her other hand came into play. As she stared deep into my eyes Katie grabbed my cock and balls through my jeans and began to gently squeeze.

"What did I ask you to do last week? And please think before you answer or I'll have to punish you," her posh voice dripping with menace, though maybe not as much as you'd expect from someone with your dick and balls in a vice grip, there was a playful glee to it. I thought as hard as I could but the caressing hand on my face and the firm pressure slowly building on my cock and balls was too much to ignore.

"Katie, please..." I begged.

"Katie I can't think, you're squeezing my...."

SLAP

SQUEEZE

I gasped and squealed as Katie slapped my face again whilst simultaneously increasing the firm pressure to a commanding grip. I rag-dolled back in the chair, eyes tightly shut, my face stinging, my cock and balls aching. Katie's hand squeezed hard for a few moments before releasing its grip on me and I gasped in a sigh of relief.

"Look at me, James."

I opened my eyes and saw Katie had sat herself on the office chair opposite me. She had her legs spread and the short hem of the dress exposed three facts to me at that moment; that she wasn't wearing panties, that her fishnet stockings were crotch-less and that Katie was a firm believer in waxing.

"Shoes off in my office, James" she commanded and I immediately slipped my trainers off and unthinkingly tucked them under the chair I was sitting on.

"Good. You look a little sweaty" she smiled rapaciously. "Take your shirt off. Now."

Without thought or hesitation I stood up and began to slowly pull off my sweat soaked t-shirt. Katie glided the chair closer and traced the outlines of my abs as I did so, running her gloved finger slowly down to my belt buckle and placing a few gentle kisses on my slick stomach.

"Very nice" she murmured approvingly. "Glad to see you've been taking care of yourself." She placed her other hand on my chest, sliding the first up as well so my nipples were between her fingers. She started gently tweaking them, causing a groan of pleasure to erupt from my lips.

"Mmm you like that, don't you?" she purred seductively. I nod my head, unable to form words. The sensation of her skilled fingers playing with my stiffened nipples made me dizzy and tingly. My cock must have been an obvious bulge in my jeans. Very obvious, as a few seconds later I felt Katie's lips trace the outline of my hard on through the denim. I groaned out loud, "Oh Katie!"

"Well we're not here so you can enjoy yourself" she mumbled from my crotch and, after a final tweak, pulled her hands away from my chest.

"Now get those trousers off."

I hesitated for a second, realising I had neglected to put on any underwear that morning and my rock hard cock was coiled to come springing out the second I undid the buttons. Despite everything that had just happened I still seemed to have a strange sense of modesty.

BOOT!

In the blink of an eye Katie pushed the chair back, swung her boot up and kicked me squarely in the balls. I gasp and double over, both hands cradling my aching testicles.

"Did I fucking stutter?" Katie barked, stern but gleeful.

"Now get those jeans off right fucking now!"

My hands fumbled with my buckle, I was shaking with... fear? Lust? Both. With the buckle undone I opened the button fly with practised ease despite the tremble in my hands and as predicted my cock sprung out, standing to attention as the jeans fell to my ankles.

"My you're excited!" Katie laughed. "Not too bad either" she added thoughtfully. She reached out with one hand and gripped the tip of my almost fully hard manhood in her hand and slowly slid her hand down the shaft until she was cupping my balls.

She squeezed my pendulous balls firmly in her hand, I moaned and my cock twitched wildly. I was fully hard.

Katie stood up from the office chair, sliding it back as she rose to make more space in the cramped office, then pressed herself against me, squeezed my balls a little tighter, looked up into my eyes. Even with the boots on she was a couple of inches shorter.

"Do you want me to get on my knees and give you the sloppiest blowjob you've ever had?"

"Yes!" I groaned without hesitation, the constant pressure on my balls was making me weak at the knees and I was leaning against the wall.

"So you can answer a question properly. Good." She laughed meanly and shifted her grip so her hand encircled the base of my cock. She tightened her grip and pulled me forward towards herself and the desk. I had to shuffle quickly to kick off my jeans which were still tangled round my ankles. Stepping forward from the desk and slipping round behind me, Katie guided me into position, facing the wall behind the desk, then began to slowly slide her fingers around my plump leaking cock in a teasing hand job. Her other hand wrapped round my chest from behind and began teasing one of my nipples.

I moaned as I felt pre-cum drip from my cock, but I didn't dare move. Then I felt Katie plant a wet kiss on the back of my neck, sending a literal shiver down my spine.

"This doesn't seem like much of a punishment, does it?" Katie whispered in my ear.

I groaned, neither yes or no, Just lost in the pleasure of her fingers. Suddenly the pleasure was a vice hand gripping my balls again and I leaned forward to brace against the desk.

"That's it, bend over the desk and put your hands behind your back" Katie commanded. I obeyed without any thought. I felt the cheap cold worktop chilling my sweaty face and chest, and I spread my legs slightly to maintain the position as I placed my hands, wrists crossed, on my lower back.

I could hear Katie moving behind me, it sounded like she was pulling keys out of a bag. Next thing I felt was cold metal pressing then encircling my wrists and clicking shut. Cuffs. I'd used cuffs before but usually as the cuffer. And on the occasions I'd been the cuffee, I hadn't been so...exposed. I felt a thrill run through me and my cock twitched again between my spread legs.

I heard Katie grabbing something else and looked over my shoulder. She stood holding my jeans and was pulling my leather belt from the loops. She turned her head and locked eyes with me, dropping the trousers but holding on to the belt.

"Naughty boy, no peeking!" she laughed. "Don't make me blindfold you. Put your forehead on the desk."

I snap my head back and plant my forehead firmly on the desk. Somewhere in my foggy brain I was worried about how far whatever this was would go. But the overwhelming part of my brain was so horny I simply didn't care.

"I'm going to give you one more chance before your punishment begins to save yourself, James. So tell me, if you can, what did I ask you to do last week."

I paused, unsure how to proceed. If I tried to tell her I can't remember, then I'd surely be punished. I could guess, but if I got it wrong...

SMACK

I jerked forwards into the desk and I realised what Katie had been doing with my belt. My ass was singing, she hadn't held back much.

"I asked you a question, James. I expect an answer" she stated evenly, as if we were having a review.

SMACK

SMACK

I jolted forward and yelped, both cheeks now stinging like hellfire from the rapid blows.

"Christ, I don't know!" I whimpered. "Plea..."

SMACK

SMACK

SMACK

The leather belt bit into my reddening ass, sending waves of succulent pain shooting through me. I'd never done anything like this before but my throbbing cock wouldn't let me deny the pleasure I was feeling.

"Still not the right answer" Katie said mischievously. "Try again."

My mind races, pulling things out and discarding them as quickly. Nothing seems right.

"The ops compliance check?" I blurt out desperately.

SMACK

SMACK

SMACK

"Are you doing this on purpose, James? Do you enjoy me spanking you like the naughty boy you are?" Katie mocked.

"Yes, Katie I love you spanking my ass!" I cried out before I had the chance to think. I freeze as soon as the words leave my lips, shocked by my answer. Katie didn't seem shocked in the slightest. She chuckled and said "I knew you were a filthy little pervert."

SMACK

SMACK

SMACK

"Last chance to answer my question before the punishment begins" Katie stated gleefully. I lifted my head and looked over my shoulder at her. Tears pricked in the corner of my eyes and I caught a glimpse of my reddening behind as I glanced at Katie's grinning face.

SMACK

SMACK

"Head on the desk, pervert!" she commanded. I obeyed immediately.

Having correctly interpreted my glance, she laughed "What, you thought this was your punishment? But you're enjoying it, aren't you? You don't need to answer that." She reached between my legs and grabbed my fully erect cock. "This is all the answer I need for that question." She squeezed hard and I moaned and tried to pump my cock in her hand.

"Naughty boy!" she chastised, instantly releasing her grip and drawing her hand back.

SLAP

SLAP

Two slaps from her hand this time, one on each searing ass cheek.

"But you still haven't correctly answered the first question. Last chance." I could hear a predatory grin in her words. I panicked at the thought of what punishment lay ahead and grasped desperately at straws.

"I did the R&M reports and..."

SMACK

SMACK

SMACK

SMACK

I howled at the barrage of blows thundering against my sensitive cheeks, the tears that were pricking my eyes before now fell onto the desk. I heard my belt clatter to the floor, and I silently thanked God. But somewhere deep down I felt... disappointment?

"Well I tried to help you remember but I guess we're going ahead with the punishment" she sighed in mock designation. I heard Katie rooting through her bag again, then felt her hand grab the top of my head and lift it from the desk.

"Open your mouth" she commanded. My mouth fell open immediately.

I'd never felt so submissive to anyone before but with Katie it seemed to come naturally. I had always found her posh English accent incredibly hot, but when she was commanding me like that it was a whole other level. She could tell me to do just about anything and I would jump to it. That was starting to worry me. How far was this going to go?

Her second hand reached in front of my face and I caught a brief glimpse of some kind of pink fabric bundled in her fist before she roughly shoved the soft, slightly damp material into my mouth and shoved my face back down on the desk.

The taste struck me immediately, overwhelming my senses. Strong and musky, I felt it almost melt into my tongue. My brain overloaded, my cock was twitching wildly in search of stimulation. I felt a gentle tickle on the head of my cock and I bucked wildly. I heard Katie laugh behind me.

"Enjoying those panties? I hope so, I wore them to the gym yesterday, ran 5k, then slept in them so they'd be extra flavourful. Now stay right there" she giggled.

I heard the bag being searched again but fought the urge to look around. I heard an oddly familiar squirting noise behind me and was starting to wonder what was happening when I felt a cold wet glob of something pressed against my asshole. I gasped as well as I could through the panties and began to raise my head but Katie swiftly planted it forcefully down on the desk with a thud.

"Down, boy" she muttered seductively whilst slowly working the lube around my asshole with one latex covered finger. The other hand remained on the back of my head, holding me down with some force. Slowly, the circles get smaller and smaller,

her finger expertly teasing its way to the centre until I felt a gentle pressure start to push into me and I automatically tensed up.

SLAP

Fresh fireworks of delicious pain shot through me, my moans were muffled by the panties which still seeped their seductive taste in my mouth.

"Relax your hole for me, James. This is happening one way or the other so make it easy for yourself" she said with authority. I felt the finger resume it probing and my asshole relaxed and relented to the digit, which Katie slid in with ease. I groaned again, fighting not to clench down around her exploring finger, eager to let her do whatever she was going to do. I was helpless; putty in her hands. She quickly had the entire finger inside me and was slowly circling it round, loosening me up. After a few moments of this divine treatment, she released my head and placed her hand on my cringing ass-cheeks.

"Keep your head on the desk or I'll spank you so hard you wont sit for a week." She commanded. "Yes, Katie" I mumbled through the pantie gag and kept my head firmly on the desk. Suddenly she slipped her finger out entirely and then just as suddenly slid two in all the way to the hilt. I jolted forward and my cock flailed wildly at the sudden invasion of my asshole but I remembered Katie's command and kept my head firmly down. I gasped and whimpered into the gag as Katie's two fingers stretched my virgin hole while her free hand caressed my aching cheeks.

"Good boy, that's better. Take my fingers up your arse like the pathetic little slut you are." she mocked. I was groaning almost continuously into the gag whilst Katie worked over my asshole, rotating and stretching and penetrating. After a while, I have no idea how long, she slipped the two out and pushed in three fingers. No lust could override my body this time and my hole again clenched tightly as the three fingers were half way inside.

SLAP

SLAP

SLAP

Three blows to my ass from her free hand whilst the fingers continued probing, slowly forcing their way into my asshole.

I forced myself to relax and as soon as I did the three digits sank deep inside me, bringing forth primal groans of pleasure from my throat.

"God you're such a fucking pervert. You love this don't you, Bitch?" Katie asked, laughter in her voice.

"Listen to you, moaning like a bitch. Tell me how much you love my fingers inside you."

She reached round her free hand as she spoke and, lifting my head, plucked the panties from my mouth. I immediately began to beg.

"Yes Katie, I love your fingers inside me. Please Katie, make me your fuck toy puppet. I want to be your bitch. I want you to fuck my asshole with your strong fingers all day..."