Taking a Risk with My Boss's Wicked Ways

It was a Friday evening, and the office was quiet. Most of my colleagues had left for the weekend. Still, I remained determined to finish some reports before closing my laptop. The working week had been hard, and I was looking forward to some peace and quiet as I rushed through my workload, eager to call it a day.

My peace was briefly interrupted when the door opened, revealing Ms. Carter, my boss. She strode in with an air of authority, her high heels clicking against the tile floors. I couldn't help but notice her legs, long and tanned, accentuated by a short, form-fitting skirt. She was a stunning woman with a sharp mind to match and had a reputation for being a fierce negotiator and an even better leader. I stood up, straightening my shirt as she approached.

"Good evening, Ms. Carter. I didn't expect you to be here so late," I said, slightly startled.

"Yes, well, I had some last-minute papers to review," she sighed, taking a seat across from me. "I trust you're almost done for the week? You've been working tirelessly, haven't you?"

"Just a few more reports to finish," I replied, feeling slightly self-conscious as her eyes drifted over my body.

Ms. Carter had a reputation for being a bit of a devilish manipulator, and I couldn't help but feel a little intimidated by her presence. She was a force to be reckoned with, and her sharp eyes seemed to see right through me.

"You know, it's quite all right to take your time. There's no need to burn yourself out," she said, her voice low and husky. "In fact, I was thinking... why don't we call it a day? We can continue tomorrow morning, refreshed and ready to tackle the workload."

I hesitated, unsure of what to make of her suggestion. It was unlike Ms. Carter to be so... accommodating. But I didn't want to appear ungrateful, so I gathered my things, preparing to leave.

"That's the spirit!" she exclaimed, standing up and walking over to me. "And since we're both here so late, why don't we order some takeout? My treat. We can eat, relax, and maybe even watch a movie. What do you say?"

I couldn't believe my luck. A movie night with Ms. Carter seemed like a fantastic way to unwind. "That sounds like a wonderful idea," I replied, feeling a flutter of excitement in my stomach.

We ended up watching an old classic, a black-and-white film that had both of us in fits of laughter. Ms. Carter seemed so different from the powerful executive we all knew at the office. She was relaxed, her hair let down, and her laughter filled the room. As the night progressed, I felt myself growing increasingly comfortable, even bold.

As the credits rolled, Ms. Carter turned to me and smiled. "You know, I've been meaning to talk to you. You've been doing outstanding work these past few months. Your dedication is admirable," she said, her eyes glinting.

"Thank you, Ms. Carter. I enjoy working for you and the company," I replied, meaning every word.

"Good," she purred, taking a seat close to me. "Because I have a little proposition for you. But, it's something you might find a bit... unusual."

I felt my curiosity piqued. "I'm all ears," I said, leaning in.

"Well, you see," she began, her voice lowered in anticipation. "I've noticed your... exceptional performance at work and your unwavering dedication. It's quite impressive, really."

I felt a warm sensation spread through my body at her words. Ms. Carter continued, "I was wondering if you'd be interested in a little... after-hours activity. Something to help us both unwind and... explore each other's needs."

My heart raced as I processed her invitation. Was she really suggesting what I thought she was? Before I could find the words to respond, she leaned in close, her breath hot on my neck, and whispered, "I want you to make me forget about the stressful week I've had. Can you do that?"

My mind went blank for a moment as her words sank in. Then, slowly, a smirk spread across my face. "I believe I can be of service, Ms. Carter," I replied, my voice steady, matching her provocative tone.

She stood up, the skirt swirling around her legs, and walked over to her desk. With a confident stride, she sat on the edge, pushing her thighs apart. My eyes widened at the explicit invitation, and I could feel my pants growing tighter.

"Then come here and show me what you've got," she said, a mischievous grin on her face.

I stood up, my heart pounding in my chest, and made my way over to her. As I drew closer, I noticed her eyes drift down to my crotch, where a tent had formed in my pants. Her lips curled up in a sexy smirk, and she reached out, running a finger along the fabric.

"Mmm, I think you might just be what I need," she purred, her eyes drilling into mine.

I couldn't think straight, her words and actions sending shivers down my spine. I reached for the zipper of my pants, slowly lowering it, needing to relieve the strain on my cock. Ms. Carter's eyes widened briefly at the sight of my erection, and she licked her lips.

"Oh, you certainly are promising," she said, her voice thick with anticipation.

I stepped out of my pants, letting them pool around my ankles. Wearing only my boxer briefs, I felt exposed but emboldened as I circled around her, enjoying the view of her body. Ms. Carter's eyes followed my movements, and she bit her lip, a small moan escaping her.

I could see the outline of her panties under her skirt, and it occurred to me that she'd planned this seduction. The thought excited me, and I felt my erection twitch. Returning to stand before her, I reached down and slipped off my underwear, leaving me naked before her.

Ms. Carter's gaze was fixed on my penis, and she licked her lips again, this time more slowly, drawing out the moment. She placed a hand on her skirt, sliding it up her thigh, offering me a glimpse of the silky material of her panties. I felt a surge of power at her submission, and my cock twitched in anticipation.

Reaching out, I gently grasped the fabric of her underwear and slipped them off, revealing her bare pussy. She was wet, and a faint aroma of musk filled the air. My heart skipped a beat as I took in her neatly trimmed pubic hair and the pink folds of her lips.

Without breaking eye contact, I ran my hands along her inner thighs, drawing a sharp breath from Ms. Carter. I could feel the heat of her skin against my palms and the wetness of her desire. Slowly, I leaned in and pressed a kiss to her stomach, just above her pubic bone.

"Ooh, that's nice," she murmured, her hands threading into my hair, gently holding my head in place.

I smiled against her skin, savoring her taste and the soft moans that escaped her lips. I made slow work of exploring her body, kissing and nibbling along her thighs, inching closer to her center. Her hands gripped my shoulders, and she began to rock her hips, silently urging me on.

Reaching the apex of her legs, I paused, relishing the moment. Ms. Carter's breath was quick and shallow. I glanced up at her, meeting her desperate eyes, before diving into the moist folds of her pussy.

The taste of her was heavenly, and I lapped up her juices, reveling in her sharp cries and the way her hands tightened in my hair. I held her hips firmly, keeping her still as I feasted on her, enjoying the power I had over her body. Ms. Carter's moans filled the office, echoing off the walls, but I didn't stop. I wanted to drive her wild, make her forget everything but the pleasure I could bring.

As her hips began to buck wildly, I looked up, locking eyes with her as I slipped a finger inside her. She was warm and tight, and her walls clenched around my digit as I curved it upwards, finding that sweet spot. Ms. Carter's eyes rolled back, and she cried out, her whole body tense.

I kept my finger working magic on her G-spot while I resumed feasting on her juicy cunt. Her flavor was addictive, and I couldn't get enough, sucking and licking until she cried out, "Oh God, I'm cumming!"

Her entire body quaked as she came, and a warm tide washed over my tongue. I continued to lick and suck, determined to savor every drop of her. Only when her hips stopped bucking and her breath returned to normal did I pull away.

Ms. Carter's eyes were still dazed as she gazed down at me, a small smile playing on her lips. She ran a hand through her hair, composed herself, and patted the space next to her on the couch.

I climbed up, sitting beside her, my erection bobbing before us. The sight of it seemed to stir her, and she reached out, wrapping a hand around my shaft. I hissed at the contact, feeling the slick heat of her palm.

"You're quite the package, you know that?" she purred, stroking me slowly.

"You have no idea," I replied, a hint of pride in my voice.

She leaned in close, her breath warm on my ear as she spoke. "I want to feel every inch of you inside me. Show me how that big dick feels."

My heart skipped a beat at her words, and I couldn't help but notice the wetness that glistened on her lips. Leaning in, I captured her mouth in a kiss, tasting herself on her tongue. She kissed me deeply, her hands working wonders on my cock, stroking and squeezing until I could barely think straight.

Ms. Carter broke the kiss, and I watched as she guided my erection to her entrance. Slowly, she lowered herself onto me, her eyes never leaving mine. The sensation of being inside her was indescribable. Her tight pussy gripped me firmly, and I felt my balls tingle as she took me in.

"Oh, fuck," I groaned, my hands finding purchase on her hips.

She lifted herself up slightly, allowing me to slide out before sinking back down, taking me even deeper. Ms. Carter rode me with expertise, her hips working in a steady rhythm that had me moaning. The sight of her breasts bouncing with each thrust was exhilarating, and I couldn't hold back any longer.

"I'm gonna cum, Ms. Carter," I warned, my voice strained.

"Then do it. Cum inside me. Show me how much you can fill me up," she commanded, her eyes glazed over with lust.

That was all the encouragement I needed. With a few final thrusts, I released myself, flooding her with my cum. Ms. Carter cried out, her own orgasm overtaking her as she continued to ride me, milking every drop from my cock.

As my senses returned, I realized we were locked in an intense stare. Ms. Carter's eyes held mine captive, and she ran a thumb along my jawline.

"That was... incredible," she breathed. "You have quite the talent, young man."

I smirked, feeling a sense of accomplishment wash over me. "Thank you, Ms. Carter. But I believe the talent lies in your ability to manipulate and get exactly what you want."

She laughed a low, sexy chuckle that sent shivers down my spine. "Perhaps you're right. But tonight, you got what you wanted too, didn't you?"

I grinned, unable to deny the truth of her words. "Indeed, I did. And it was more than I could have imagined."

Ms. Carter leaned in, claiming my lips in a searing kiss, her tongue tangling with mine. When we pulled apart, she whispered, "Remember, some risks are well worth taking."

I watched as she stood up, dressed smoothly, and adjusted her skirt, leaving me naked and breathless on the couch. As she walked towards the door, I caught a final glimpse of her exquisite figure, and she threw me a sultry glance over her shoulder.

"I'll see you bright and early tomorrow morning, ready to take on the week. Sweet dreams," she purred, disappearing into the night.