Cassy's Awakening Ch. 06

She practically bounced at the notion, and I groaned inwardly at the realization that she was correct. Fetching drinks WAS half of her job.

Now it was mine, too.

"I... uh... I don't actually know..." I considered the fact that I didn't actually know what Jane liked to drink, "She just asked me to get her something... sweet..."

Stacy winked at me, and spun towards the machine again.

"Don't worry," she said, "I've got your back -- I know all of Jane's favourites."

She reached up, standing on the tip of her heels to reach the cupboards above the machine, and began procuring ingredients.

While she reached, her skirt rose up the back of her legs, just a few inches further than it usually sat, exposing even more of the long, smooth skin that sat just under her perky little ass-

"I said -- would you like one, too?"

I snapped my eyes up. Stacy had asked me a question, but I'd been paying attention elsewhere.

"Uh -- no, just hers," I said, blushing as Stacy smirked at me.

Had she just caught me staring at her ass?

I felt a swell of humiliation surge through me, and fidgeted with the hem of my skirt as Stacy began to work the machine.

I needed to get out of here!

I was too turned on right now! I couldn't concentrate on anything around me. My mind kept wandering -- every time Stacy moved, I caught myself eyeing the contours of her sexy, lithe frame.

I could feel the cool air of the room on my naked ass and pussy, and the thought that my intimate bits were hidden from Stacy's view by only a couple of inches of rather thin fabric made my knees weak.

"Here you go!" she said at last, blowing on the steaming beverage with cute, pursed lips before handing me the mug, "Jane's favourite. If you want, I'll teach you how to make it!"

I shuddered at the thought, hating myself for returning Stacy's smile with one of my own.

"Thanks, Stacy..." I said, spinning around quickly to leave the room, "I've -- I've really got to get back-"

I practically jogged from the break room, darting down the hallway to Jane's office as quick as I could while holding the coffee. Stacy would think I was eager to return to Jane, of course, but hopefully that was all she'd noticed.

What was wrong with me?! I was practically dripping as I moved, sordid thoughts running through my mind.

Stacy's pert ass danced about in my imagination - in her raised skirt -- her long legs -- her sexy little stomach -

"Fuck!" I yelped out in shock as a splatter of hot coffee sloshed onto my hands. I'd burst through Jane's door without knocking, and had spilled some of the beverage in my haste.

"Careful, klutz!" Jane said from her desk without looking at me, "You'll have to get better at this if you want to keep me happy, Fuck Toy!"

My cheeks were pink as I handed Jane the drink, and watched her take a quick sip.

"Mmm," she said, "My favourite. You made this all by yourself?"

I was still panting from my quick run back to Jane's office.

"I -- yup!" I lied. I figured I'd swipe as much credit for this as I could. It would pay to keep Jane happy, after all.

"I mixed it up just the way you like it," I smiled, "I hope you're pleased-"

"Don't lie to me, Cassy!" Jane said, "Stanton will NOT like it if I have to write you up for lying on your first day in your new position."

Ah, shit.

I frowned, and Jane stood up. She snapped her fingers, and pointed to the ground.

"Sit," she said.

Fuck!

I risked a look over my shoulder, making sure Jane's office door had closed behind me.

It had, thank God.

I sunk to the floor in front of her desk, parting my legs as I'd been trained to do. My skirt rose up around my hips as I spread my thighs wide open, and once more, I was exposed in Jane's office.

"I'm not an idiot, Cassy," Jane said, walking around her desk, looking down at me menacingly, "You think I don't know what Stacy's drinks taste like? You lazy Slut -- you had her make this!"

I actually trembled as Jane approached me and loomed down at me. Once again, I felt like a disobedient whelp, waiting for punishment.

"I SAW you, dummy," Jane said, not waiting for my attempts to defend my apparently incorrect actions, "I've got backdoor access to the cameras in the office, remember?"

I cursed at myself for forgetting that fact.

Dammit! Of COURSE Jane had been watching me while I performed her imbecilic errand.

"I saw you checking out Stacy, too," Jane smiled, "Does Sassy Cassy want to fuck the receptionist? Tsk, tsk, tsk..."

While she chided me, Jane reached up and unfastened the clasp on her belt.

Oh God.

"Wh- what are you going to do?" I asked, pathetically, as Jane slid the belt out from her skirt-loops.

What WAS she doing?! Was she going to spank me?! For what?! I hadn't done anything wrong!

Except lie, I suppose. But I hadn't lied, I'd just fibbed!

That was okay, wasn't it...?

"I'm sorry!" I said, hoping to stop whatever punishment she was preparing, "Mistress- I -- it's true, Stacy made the drink! I didn't know how to work the machine! She volunteered to help me!"

Jane laughed, holding her belt in her hand.

"I'm not surprised you needed help," She quipped, "I suppose I was hoping for a bit much, giving you such a complex first assignment..."

I shrunk inwardly, ashamed at the mocking I was receiving.

"So -- while Stacy was doing your job for you, you were fantasizing about fucking her tight little body, weren't you?" Jane asked me.

I hesitated, but answered honestly, hoping to blunt Jane's wrath with my pathetic admission.

"Yes!" I gulped, "I did! I -- I'm so fucking turned on... I couldn't help it..."

For effect, I leaned back on my ankles, displaying my shimmering cunt for Jane.

"Look at me!" I pleaded with Jane, praying for pity from my Mistress, "I'm practically soaked -- my poor pussy is aching... I can't help it -- if I can't touch myself, I'm going to go mad!"

I was doing anything -- saying whatever came to my pathetic mind -- to ward off the spanking I was sure was coming.

But Jane laughed, and to my surprise, she casually tossed her belt across her desk, onto her plush chair.

I blinked in astonishment as she unbuckled the top of her skirt, and began to slide it down around her hips.

"Awe, poor Cassy," Jane purred, sliding the skirt further down, and kicking it off, "All hot and bothered, fantasizing about fucking the receptionist. Is that right?"

I was stunned. Jane was now nearly naked from the waist down -- wearing her shoes, and an extremely tiny pair of white panties.

This was the last thing I'd expected. Jane's office door was still unlocked, for heaven's sake! Anyone could walk in and see her in this state of undress!

"Yes ma'am..." I answered her, too taken aback to hide my inner thoughts, "She's so annoying -- but she's so sexy..." My eyes were wide. I was unable to look away from the perfect curves of Jane's smooth, long legs...

"You'd like to stick that wet little tongue of yours up under her slutty skirt, wouldn't you?" Jane asked me while she began to slowly spin around, and face away from me.

"I -- yes-" I blurted, watching as Jane bent down over her desk, "Yes Mistress -- I'd -- I'd like that very much-"

"You should be punished," Jane said, thrusting her ass up for me as I stared in disbelief, "For your lie. I give you one task -- a simple, easy assignment, and you shirk the responsibility onto Stacy. The Board of Directors would be severely displeased..."

I shuddered, but couldn't take my eyes off of Jane's body. I still had no idea what her game plan here was -- but I was enthralled by the sight of her beautiful ass. My pussy was practically gushing as I ogled her.

"Don't you want to be my assistant?" Jane asked, cocking her head around to stare at me from her desk.

"Yes!" I answered instantly, "Of course!"

Jane smiled.

"Then come here, you stupid little Bimbo, and apologize to me properly. Show me that you want to be my assistant, and maybe I'll forget your little transgression."

I bit my lip. My hands had drifted ever closer to my own pussy. I was clutching the hem of my skirt again, nervously fidgeting while I felt my body heat up.

The door was still unlocked. I could hear the murmurers of activity out in the hall.

This was risky as hell! For myself, and for Jane!

But Jane had given me an order... and I'd already fucked up once already.

I had to obey. I had to prove I was sorry, and earn her forgiveness!

"I'm sorry, Mistress!" I said, sounding even more pathetic than I felt as I gave in completely to Jane, "I'm sorry I lied -- I'm sorry I was a bad assistant!"

I quickly began to hobble towards Jane, awkwardly staying on my ankles as I moved, until I was pushed up directly behind her, with my face level to her thong-clad ass.

God, Jane's ass was perfect. I reached out, without being told to do so, and stroked the smooth skin she was presenting to me.

I couldn't hold off any more. I knew what Jane wanted, and I couldn't find the urge inside of myself any longer.

"I swear, I was only trying to impress you," I breathed, reaching up and tugging the hem line of her panties down.

"I'll be a good assistant from now on! I'll do whatever you ask of me-!"

I slid the thong down between Jane's thighs, letting it fall just below her now naked ass.

Part of me was still rattled from Jane's threat to report me for insubordination. My meeting with Stanton earlier had gone so poorly, it wasn't difficult to believe that a negative report from Jane might lead to my actual termination.

But the truth was, I wasn't performing out of fear right now. I was aroused beyond control, unable to keep my hands -- or mouth -- off of Jane's beautiful, irresistible body for another second.

Without hesitation, I parted my mouth, flicking my tongue out, and slid it slowly up the crack of Jane's perfect ass.

"Are you grateful for your new position?" Jane asked me. I plunged my tongue in between her parted cheeks.

"Yes ma'am-" I said, muffled by Jane's ass in my face as my tongue sought out the skin just above her perfect, tight hole.

"You mean, you WANT to be my lowly assistant?" Jane was driving the point home, despite the fact that she'd already won in every possible way.

"Yes- yes I do!" I slid my tongue in a circle, trailing down and around Jane's ass hole before pausing to plant an open mouthed kiss directly on it.

Jane let out a moan of her own, reaching back to part herself even more as I french kissed her ass hole.

My tongue was inside of her. I was passionately kissing her -- making out with her ass as lovingly as I could.

"And Stacy?" Jane piped up, "Is this what you're wanting to do to that naughty little receptionist?"

The mention of Stacy's name sent shivers down my spine as I continued to tongue-fuck Jane's ass.

"Oh, fuck yes-" I rasped, pulling up for air just long enough to answer my Mistress, "I want to shove my tongue so deep inside that little slut-"

I got back to work again, lapping vociferously at Jane's ass, acting out what I had just described to Jane by pressing myself as deep into her as I could.

"I want her to hold me down," I panted between licks, "Sit on my face, and play with my tits while Iii--eeeahhh!"

I shrieked out in surprise. Jane had reached back, and grabbed me by my short ponytail.

"That's pretty dirty, Cassy," she said, wrenching my face back, pulling me from the crevice of her parted thighs and and tipping me back onto the floor of her office, "I might have to set something like that up in the future."

I shuddered, crumpling on the floor like an unceremoniously discarded whore.

Fuck! I'd just been getting into the depraved act I'd been performing...

Leave it to Jane to rile me up like this and then cast me aside!

"I guess I accept your apology," Jane said, "But if you lie to me again, I'll file it officially. Got it?"

I nodded. I got it all right. One hundred percent.

I just wished she'd let me get it after a few more minutes of tasting her beautiful-

Fuck, what was I thinking?!

"I've got lots of work to do -- more than usual, since I've got to take care of YOUR former job now." Jane said,

I slumped onto the ground, exasperated.

"What should I do...?" I asked, completely unprepared for the newest turn of events. I felt woefully pathetic, asking for instruction while I sat on the floor with my bare ass exposed, but I honestly had no idea what I was supposed to do right now.

Jane laughed at me dismissively, wriggling out of her panties and letting them fall onto the floor. She stepped out of them, and walked around her desk again, plopping her naked ass down into her chair.

"Tell you what," she instructed me, pointing to the spot next to her chair, "I could use a bit of a massage while I worked. Come over here, and bring my clothes with you.

I was up in an instant, gathering Jane's things and racing around the desk with them.

I looked stupid, darting around so quickly and eagerly ; but I was desperate to please Jane now.

I considered her gesture earlier a merciful one. Sure, I'd been the one kissing HER ass -- but she'd LET me do it, instead of punishing me!

If anything, it had been a sort of reward, hadn't it?

My mind was too addled to properly think that through at the moment, but it didn't matter. I was aiming to please, and I was sure I could perform this next task admirably.

A massage?! I could give a MEAN back massage.

"Get under here," Jane stated flatly, sliding her chair back a few inches and pointing under her desk.

I blinked, confused.

"Are you that dumb, Cassy?" Jane snapped at me, "I said get under!"

"Um... yes ma'am..." I said, unsure of what was happening. I knelt down, peeking under Jane's desk.

Jane's desk was like mine ; heavy wood, with an obscuring front panel. There was room for me under the desk, at least, if I kept rather folded over -- but it still didn't make much sense.

"Don't you want me to give you a massage?" I asked, a little disappointed at the apparent change of plans. Massaging Jane's back seemed a hell of lot more fun than cramming into the tight space under her desk...

"Get. Your. Ass. Under. The. Desk!" Jane barked at me, and I practically rolled into the cramped space.

"Yes ma'am!" I said, sounding as worried as I felt, "I'm sorry, I just didn't understand, ma'am-"

I fumbled in the tiny space, ducking my head, but whacking it on the roof of the tiny area anyhow.

"You're just a little dummy today, aren't you, Cass?" Jane clucked her tongue, laughing at my clumsiness.

"Yes!" I answered, staring up from my nook exasperated, "I'm just a dummy! I don't know what I'm doing!"

Jane laughed, "Good answer!"

Then, she pushed her chair back a little further, and kicked her legs up.

She parted her thighs, pushing them aside as she set her heels up onto her desk, and then rocked her plush chair forward a bit, locking me into my little hiding hole with her spread-eagle pussy and ass.

"A good assistant should be able to provide a good massage," Jane said, reclining back in her chair a bit. She was close enough to reach her keyboard still, and soon enough, I heard her computer begin to hum to life.

"Well?" She said, and I caught her eyes through the narrow gap between the desk and her stomach, "What are you waiting for, Cassy?"

Oh, shit. I finally understood.

God, I really was a dummy for not understanding this earlier.

I was going to massage Jane, all right...

Just not where I thought I was going to massage her.

I gulped, ordering myself to start moving. I could still do this, I thought! I could please Jane, and apologize for my earlier error. I could get through the humiliation and the torment ; and maybe even come out of it on the other side with a little reward of my own!

It burned me to think in such sordid terms, but there it was.

Nervously, still hidden under the desk while Jane typed away above me, I reached out with both of my hands.

Jane's naked legs were parted so wide in front of me -- a testament to her own flexibility, I thought -- there was nothing at all to get in my way of my fingers as I pressed them into the soft, slightly damp skin of her pussy.

Her subtle quiver upon my touch spurred me on, and I added a few more fingers.

Gently, I pushed the folds of her cunt apart, and massaging them outwards before letting them slip back together.

"Is -- is that okay, ma'am?" I asked, still peering up from the dark confines of my knee-hole.

"Oh, that feels wonderful, my little Slut," Jane purred up above me, reclining a little further back.

I hate to admit it, but I smiled at her response. My heart fluttered at the compliment.

I pushed against her pussy lips again, repeating my previous motion, but this time I added a thumb to the mix, grazing the digit over Jane's clit while her cunt was spread open.

"Oh, yeah," she sighed, "I could get used to this. You might just have to become my daily pussy masseuse."

Again, I smiled, increasing the pressure of my massage as I grew more confident with each bit of praise tossed my way.

I was on my knees under the desk, and my thighs were spread open to allow for the rest of my body to duck far enough down to avoid the low ceiling I was faced with.

Spread as I was, I could feel the air on my naked snatch... and once more, I felt myself succumbing to my day-long arousal.

I slid the tip of my finger up along Jane's slit, watching with interest as her delicate clit trembled as I flicked past it.

I ran my thumbs up the length of her labia, enjoying how wet my co-worker was.

No, I corrected mentally. Not co-worker. Jane was my boss, now.

You'd think I could get that through my head already, especially given my current situation...

I mentally shrugged. Maybe I just really was a slutty little dummy!

"Easy, Cassy," Jane's voice snapped me out of my daydream, "Don't go too deep. I'll tell you if I want to cum."

I'd slid my index finger a little too far up inside Jane's wet little hole... but pulled it out obediently.

"Yes ma'am," I said, almost as if I was in a trance. In a way, I was. The hypnotic gyrations of Jane's pussy, only several inches from my face, was making it difficult for me to focus on almost anything else.

All I could think about was tending to it -- to her.

"Hey, what sort of a return did you manage to get on the Julius account last quarter?" Jane asked me, once again snapping me out of my hazy daze.

"Uh- what?" I asked, still gently massaging her tender labia while I peered up at her.

"Your return," she said, "Julius account. You invested their loan in the tech development of-"

"Oh!" I said, understanding what she was asking, "Um, I doubled it, I think. Two and a half percent at a quarter million and I-"

"Oh, right! I see here," Jane said, clicking away.

I hadn't been expecting such an unexpected work-related question. Obviously, Jane was going through my client list.

HER client list, I reminded myself.

"I'm going to switch that earning report over to my account, if you don't mind," Jane said, typing away, "It'll look better if the numbers are all under my name, and you don't mind me getting a little extra credit, do you?"

My mouth fell open under the desk.

Of COURSE I minded!

I'd made a TON of money off of my clients! Now Jane wanted credit for my work?!

"I-" I began, but Jane adjusted in her chair, cutting me off and reminding me of my duties below the desk.

"It was rhetorical, Dummy," she said, "Of course you don't mind. After all, you want to make your superiors look good, right?"

My cheeks glowed red.

The nerve!

I was pissed, but as I grit my teeth in anger, I realized I hadn't broken my stride with the so-called "pussy massage". Despite the fact that Jane had effectively just stolen thousands of dollars of commission based credit from me, I'd maintained my studious attention on her pussy.