An Assistant
Bdsm Story

An Assistant

by Toddyesplease 18 min read 4.7 (20,200 views)
office age gap personal assistant edging female orgasm denial male dominant female submissive chubby
🎧

Audio Narration

Audio not available
Audio narration not available for this story

It was quiet, in the lull between the junior staff clearing out and the night cleaners coming through. In fact, it had been an unusually quiet Friday, so it was no surprise that only my personal assistant and I were staying late. My generous corner office felt intimate, with its warm mid-century furnishings, the two of us puttering quietly, and the low hum of unattended computers outside on the open office floor. I had finished my actual work for the day several hours before, but I was staring blankly at my laptop and shuffling aimlessly through a few papers loose on my desk, illegible in the setting sun that blared through the floor-to-ceiling windows behind my desk. I suspect Molly was also pretending to be working, too, fiddling with something over at the coffee bar at the far end of the room. I heard her yawn quietly over my pounding heart. I was about to try the most reckless thing I'd ever done. I couldn't stall much longer.

"Molly?" She turned towards me expectantly, all warm, bright colour in the flashing sunlight: golden flecks in her wide hazel eyes, her pink cheeks and pinker lips, her mustard yellow linen shift, and her hair--too bright to call auburn, too brown to call red, a just-so mess of soft, loose, chin-length curls that framed her round face and shone in the sun. My mouth was dry. When I hesitated, her face wrinkled with a little apprehension. I tried to keep my voice steady. "Thank you for staying late."

"Oh, of course," Molly said. Her voice was dreamy and girlish, edged with the faintest vocal fry, and her dress was cut just short enough to show the full length of her milk-white leg with each step as she came across to stand in front of my desk.

I shifted through the papers again and flashed her the document we were there to discuss, Molly's post-probation contract, just waiting for my signature. "Three months already."

"Yes, sir?" Molly was shifting her weight nervously from foot to foot. She held her arms straight down at her sides, worrying the hem of her dress with thumb and forefinger of each hand.

"I need to ask you a personal question," I said after another pause.

"Yes?"

"Why do you keep wearing that same perfume?"

"Ohhh..." Molly was avoiding my gaze. In the orange sunlight, it was clear that her pink cheeks were glowing pinker, darker. "Do you not like it, sir?"

"I like it very much," I said, trying to sound authoritative. "I think I told you that I liked it."

"On my first day..." she responded in a low voice.

"Yes," I confirmed simply, my heart still pounding. So she remembered too... "Is that why you've worn it every day since?" Molly looked at her shoes. The growing flush in her cheeks was all the confirmation I needed. "And," I continued, building my momentum. "I don't think I told you to call me 'sir.'"

"Oh... Oh, no," she stammered, then a flood of words. "But I can stop if you want? I just thought it was the right thing to call you. I really like working for you, sir, or... or Mr. Andres... Or I don't know what to call you, sir, but I really hope I passed my probation and I will stop wearing the perfume too, if you don't like it, and..." I held up my hand for her to stop.

"You passed your probation, Molly," I said, trying to measure reassurance and authority in my voice. I patted the stack of paperwork on the desk in front of me. "HR has passed me everything. I just need to sign it, and I don't see any reason not to. You're a pleasure to have around the office, you pay attention to detail, and you're wonderful with the clients." I meant it, too. Despite her youthful demeanour, Molly was smart and perceptive, a quick learner and an even quicker study of character. There had been a number of important meetings where her well-timed offer of coffee or small, perceptive comment had diffused a difficult situation. "Friendly," I continued. "And... Discreet." I paused to see her reaction, but there was none except for the steady, burning blush. "You know how important discretion is with our clientele."

"Yes, sir." She looked up at me through her eyelashes. "May I sit down, sir? I don't feel so good."

"Oh, of course," I said, standing up in a hurry. "The couch..."

"Thank you..." She turned her head up and smiled weakly as I led her over to sit down, with one hand between her shoulder blades and one under her elbow. It was the first time I had touched her, and the warm, soft yield of her back under the palm of my hand fulfilled all the promises of her perfume. I wanted to throw myself down like a teenager on the couch with her, but I resisted. Things were in motion now. The psychological force kept me moving, like I would explode if I sat still, but I needed to hold back a little, not trip up by moving too fast.

"Discretion..." I mused aloud again, turning towards the cupboard above the coffee bar. "You've been discreet with me too. You must have found this." I turned back towards her, brandishing the bottle of whiskey that I had pulled from the highest shelf.

Molly had kicked off her shoes and wrapped her bare feet up underneath herself. From this angle, the sun hit her face in profile. Sitting down seemed to have done her good, and she laughed unselfconsciously when she saw the bottle. "Oh, yes."

"And when I commented on your perfume..." I pulled down two water glasses from the same cupboard and opened the bottle. "You could have told HR about that, but you didn't, did you?"

"No." She turned away again, still blushing.

I handed a half-full glass over her shoulder as I passed behind the couch to retrieve my laptop from my desk. "In fact, you have been remarkably professional for a woman your age... I have had other assistants before, you know."

Molly didn't respond, but took an exploratory sip of whiskey, then coughed softly and scowled into the glass when the alcohol hit the back of her throat. Right before I turned back, I heard the soft clunk of the glass being abandoned on the coffee table.

"But there was just one thing I wanted to discuss," I said as I sat down in the chair opposite her. Molly sat up a little straighter in her seat as I said it, one hand pulling her foot tight and protective underneath her. "Just one thing before I sign off."

"Of course." What was that tremor in her voice? Just nerves?

I took a deep drink before I opened my laptop. "You might remember that we asked for a headshot when you applied..." I looked down at the photo she had submitted, clearly by accident. It was not a headshot. The opposite--her head was the only part it didn't show. In the picture, Molly was visible from the chin down, standing coquettishly with one foot rubbing up the other calf, entirely nude. Even without showing her face, it was clearly her. Her hair had been longer when the photo was taken and the distinctive copper cascade, wavy more than curly under the extra weight, kissed the top of each round, perfect breast. Molly had also been ten or maybe twenty pounds lighter when the photo had been taken, but even slightly lighter--and I couldn't see any problem with the shape of her body, now or in the old photo--her belly, as soft and round as her breasts, seemed to make her self-conscious. She held a sheet of plain notebook paper over the middle part of her body like a shield. The paper was emblazoned with the username 'your_perfect_girl' and a date from a little over two years earlier.

I hesitated, half enraptured by the photo and half undecided on how exactly to word the nature of Molly's mistake. Blood was still pounding in my veins, primal arousal fighting with trepidation. The erection I had been nursing all afternoon, that I had often satisfied over the previous weeks while looking at this same photo, twitched threateningly. Wordlessly in the end, with my pulse pounding, I placed the laptop on the coffee table in front of me and turned it around to face Molly.

She reacted like she had been whipped. One hand flew up to cover he mouth, which formed a perfect 'O' of shock, and the other slapped the laptop lid down as soon as the picture had registered in her brain. She remained motionless for a moment, both hands fixed in place and staring into the middle distance. "Oh no," Molly squeaked through her fingers, as if to no one.

"I was monitoring the applications and intercepted this right as it came in. I don't think HR saw it, or you wouldn't have gotten an interview. They saw the photo I pulled from your social media, I think."

"So for the past three months..." Molly's eyes flicked up to me, letting the unfinished question hang in the air.

"I was doing my research on you." I held her gaze, trying not to focus on the heavy rise and fall of her chest. "Or maybe I should say, on 'your_perfect_girl'..." Molly gaze a sharp intake of breath and held it. The rise and fall stopped. She held my gaze too, rapt, with her hand still over her mouth. I took a sip and stood up, too full of energy to sit still. "I learned so much... Your posts... The photos, of course--you're a very pretty girl, you know." I addressed this last comment to her as I turned on my heel.

"Thank you," she gasped.

"But other things, too..." I had reached the coffee bar and placed my empty glass down. "Here, let me show you." I paced back over to the couch, slid in beside her, and pulled the laptop from her unresisting fingers. I had expected her to pull away as I sat down, but instead I felt her body soften and lean gently against me. I could feel her heart beating hard, hard just like mine, as I flicked to a post I had saved from 'your_perfect_girl's profile. "Here... Can you read this for me?"

In a small, soft voice, Molly did as she was told. "'My new boss is old enough to be my dad...' And then there's, like, an embarrassed monkey emoji..." She hesitated.

"Go on," I said sternly.

"'But he's so hot.'" Molly's voice had sunk to a whisper.

"And then two water emojis," I observed as nonchalantly as I could. "And 'so' has 6 'O's."

"Uh-huh," she agreed. Her voice was soft but her breathing was hard.

I flipped to another saved post, this one from a very specialized personals forum. "Read this too."

"'Eager ginger BBW'--that stands for 'big beautiful woman'..." She turned up to me, her eyes seeking something. Just confirmation? Affirmation?

"I know, yes. Keep going."

She licked her lips and turned back to the screen. The sun was almost entirely set and her face was now illuminated primarily by the computer's blue glow. She took a deep breath and started again from the beginning. "'Eager ginger BBW (f24) looking to submit to her forever daddy. Pics in profile.'"

"Good girl." I picked the laptop up off the table so that I could pull up the third post more easily. As I settled back, Molly slipped sideways into my lap so that her cheek was flat against my thigh. I hesitated briefly, but then when she didn't straighten herself up, I kept going, placing the computer on my knees where she could see it. "And this one?"

"Oh noooo..." Molly breathed softly. My hand had drifted to rest on her hip possessively. I could see her eyes reflected in the screen as they darted across the text I had pulled up. After a moment, she read out loud: "'I just started a new job and there's a three-month probation period.'" She paused to swallow hard, then kept going in smaller, softer voice. "'I think I'm going to keep myself denied, but should I be allowed to... To edge?'" The last word came out as barely a whisper. I could still feel her deep, pounding pulse.

"I had to look up what 'edge' means." Molly gave a small whimper. "Did the nice people on the internet give you permission to edge?" I felt her nod softly and chuckled. "I know they did, I saw all your progress posts. Those were very interesting to read. I like the caption on this one photo, in particular. Where was it? So witty..." When it flashed on screen, Molly groaned and hid her face against my thigh. "Read it," I said in a stern voice.

"'The only thing better than grinding on my boss's desk would be grinding on his dick,'" she read, almost inaudibly.

"But how did you take that photo?" I asked teasingly. "I can see both your hands." It was true. The photo was cropped tight to the middle part of Molly's body, showing her lift her skirt with both hands and grind the corner of my desk into her slit, clearly outlined by the pressure against her visibly damp underwear.

"With a timer. I put my phone on the table."

"Ahh I see... And did you edge yourself on my desk?"

She had buried her face back against my thigh. I felt her hot breath, but couldn't make out her reply exactly. The room was dark, but I had seen enough over the last months, her shape and motion every day at the office and all the details in the evening, in these photos. Now I knew her touch. My hand pressed into the soft, yielding skin of her hip, pressed into her the way I wanted to press into her with my cock.

"That photo was from this week." I licked my lips. "It must make you very desperate to edge and deny yourself for three whole months."

She responded with a strangled noise of embarrassment and a subtle wiggle of her pelvis, grinding her thighs together. With my rock-hard cock throbbing sympathetically, the hand resting on her hip started moving almost of its own accord, down over the round, soft curve of her ass and onto her bare thigh. Molly made no motion, no sound to resist me. Her dress had slid up around her thighs, and as I slid my fingers back up her body, it was easy to run them under her skirt instead of over it. She inhaled sharply against my leg as I slipped my hand between her legs and ran my fingers over the crotch of her underwear, as hot and wet with obvious arousal as it was in the photo on the computer screen in front of us. I breathed deep too, breathing in the delicately balanced florals of her perfume mixed with the deeper, earthier scent of her arousal as she spread her legs accommodatingly, stretching out on the couch.

"You desperate little edgeslut," I teased, using a word that I had seen her use to describe herself a number of times online. Her response, a happy groan of desire, pushed me on. "I bet you thought you were going to finish your denial at home tonight, right?" My fingers moved between her legs, feeling out the folds and ridges of her labia through the damp cotton of her panties.

"Yes, sirrrrrr--Ah!," she moaned in my lap, the drawn-out sound breaking into a squeak as I bumped against her clit.

"Oh, is that the spot?" I asked. I began to circle it with my fingers. The only response was a luxurious roll of her shoulders, digging her deeper into my lap. Her cheek was now pressed right up against the rigid length of my erection under my pants. The subtle, sticky sound of my fingers under her skirt made my cock shudder jealously, before it was drowned out by her quickening, mewling breath.

"Am I," she panted. "Am I allowed to..."

"I haven't decided yet," I responded. The noise Molly made in reply wasn't exactly happy, but it wasn't unhappy either. "On the one hand, Molly," I continued. "You've been an exemplary assistant in every conventional sense." Now she made a happy noise. "And three months really is a long time. On the other hand, you were edging me too, in a way. You could've sent me those photos directly, could've told me to my face what you wanted me to do to you, could've gotten down on your knees and sucked my cock on your first day of work. You wanted it--"

"Yes, I didddddd," Molly confirmed in a high, throaty moan.

"But you didn't do it, did you? You told everyone in the whole world, except me, throwing all your slutty secrets up online. You made me hunt for it. Made me hunt for you." I was in my element, one hand still exploring the areas exposed by her hiked-up dress, while the other pulled up another photo on my laptop. I needed proof, needed to show her the pictures that had driven me wild, and I needed something to do with my hands to prevent me from grabbing her, throwing her over, and let the burning in my veins cool inside her. I growled hungrily as the new image popped up on screen.

"'First time trying self-bondage,'" Molly read dutifully, her voice breathy and quivering. This was another older photo, which showed her lying on her back against a sky-blue bedspread, her long copper hair pooled around her head like a halo and a thin pink rope wrapped around her outstretched wrists. Her voice broke and shuddered as she continued reading. "'Who wants to come take...' Oh, sir... 'To come take advantage of me like this?'"

"You got pretty good at tying yourself up," I said, flicking to a more recent picture that showed Molly's upper body wrapped in the same pink rope, a complex pattern of knots between her breasts, around her belly, and over her shoulders. Her hands were raised in front of her to pinch each nipple between finger and thumb, and the photo was cropped to show the tip of her long, delicate tongue hanging out of her wide-open mouth in an expression of exaggerated arousal, the same coral pink as her bruised, abused nipples. I looked down at the same tongue running over Molly's lips, which shimmered wetly in the computer's eerie light. She was beginning to breathe hard, totally rapt between the photos and the feeling of my fingers. Her free hand gripped my knee tightly.

"You've saved them all..." Molly breathed. "All the pictures..."

"Hmmm?" I answered, distracted by selecting a new image and the shifting texture beneath my circling fingers. Her panties were totally saturated now and seemed to coat her folds like a second skin.

"And, oh," she continued, gasping with pleasure. It thrilled me how her voice got higher and more feminine as her arousal increased, and there was something so depraved in the idea of how her own homemade pornography seemed to be playing such a big role, how she couldn't look away. "Oh, you're going to show them to everyone--Oh! To, to, to everyone I knoooooow--"

"Oh, am I?"

"If I don't do what you say--Ohhhhhh..." She was beginning to sound desperate.

I grinned to myself in the semi-darkness. This was her fantasy. "Yes," I agreed in a stern voice. My cock was twitching, my pulse pounding in time with hers. "And then everyone will know what a dirty edgeslut you are."

"Oh, sirrrrr..."

"Are you trying to tell me, slut," I asked as coolly as I could. "That you're at the edge already?" She responded with a gasp and tight squeeze at my knee. "Use your words."

"Yuuuuuu," she moaned. "Yes."

"No 'sir'?"

"Daddyyyyyyy..." Her voice trailed off into a delicious, breathy squeal.

"Do you feel like this yet?" I pulled up a glorious, high-res shot right between her legs, showing her lower lips spread and puffy, her clit burning red, and the trim patch of golden hair above it matted with sweat and arousal. "Is this what three months looks like?"

"Pleeeeease..." Molly wailed. Her thighs spasmed and squeezed around my hand, and she rolled her head away from the computer screen and the gaudy, pornographic image. Here it was. The edge. I stopped stroking. I hadn't known until that moment how much I wanted to deny her, even though it meant postponing my own orgasm, too--this was still only foreplay, if the night went to plan--but I needed it, needed her to know that I had that power over her.

"Sir!" Molly squealed, almost indignantly. She squirmed in my lap and the hand that had been gripping my knee shot down to try and slip under mine to find her clit. I held firm, cupping her hot, hungry mound under my palm as her hips bucked and fingers scrabbled, trying to dislodge my hand and finish what I had started.

"Greedy girl." I held my laptop still on my knee, waiting for her to regain composure, which only took a moment. I felt her breathing slow, her body relax, and her thighs release their grip on my hand. The moment had passed already. "Shall I show you what I think you deserve?" She nodded as her hand retreated back to my knee and she turned to look at the screen. When the picture appeared, she squealed and I laughed out loud. This was much the same as the previous photo, the one showing her puffy, edged pussy, only this time Molly was using a wooden ruler to pull back one side of her swollen labia and reveal the open, greedy channel between them. There were painful red marks up and down her inner thighs. The particularly strong, pink glow of her outer lips showed they had not been spared, either.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like