Grumpy Greg

It's my story for the On The Job Challenge 2025. Not my usual. It has oral and straight sex in it, nothing fancy.

Ivy

Outside, the hot July sun burned down. The paths in the park on the other side of the street were empty. Nobody in their right mind would be out in that heat wave. I leaned on the window ledge and squinted. A lone woman strolled through the park toward our office building.

"Hey, Grumpy," Pete said as he entered my office.

"What is it? I'm in the middle of something..."

"You're literally staring holes in the sky, man."

"Yes, and that's important work..." I replied grumpily.

Pete huffed and joined me at the window, following my gaze. "Ah, there she is."

"Hm?"

"That girl down there. She's here to interview for Vivian's place."

I squinted. We were on the fifth floor after all, and she wasn't near enough for any details. But for some reason, everything about her screamed young.

"She's no Senior Dev," I noticed. "Is she even out of kindergarten yet?"

"Ha, ha. Very funny. She finished college last year."

"My point exactly. There's no way she can take on Vivian's work."

"Not without help."

I glanced sideways at him and snickered. "You wanna train her?"

"Me? No way. But you..."

"You must be kidding, Pete. I have neither the time nor the temper to babysit her!"

"Yeah. We talked about it. Look, helping her catch up might be your best shot at getting back in the game."

I sighed. "Yes, I know," I whispered. "You put me on notice? In my own company?"

"Yes. We discussed it in the leader circle."

"You make decisions without me now?"

"You never show up!" he snapped back at me.

I raised my hands. "It was a joke, Pete. I know that you keep things together despite me."

He stepped closer, resting his hand on my shoulder.

"Greg... helping her to get up to speed might be your best chance to get over her."

"I don't know, Pete. Forgetting Vivian... Perhaps I should take a year or two off. You know, sail a bit, clear my mind."

Pete gave me a knowing look and huffed. "Come on, Greg. You'd last no week before losing your mind."

-<>-

We took the elevator to the lobby and arrived just in time to watch her enter the building. Pete smiled broadly and waved.

"Hey, Ivy, over here!" he called.

She looked at us, waved back, and smiled as she approached us. She wore loose, baggy pants paired with a fitting, airy top. She had this modern American-Japanese face, and her long black hair was pinned into a messy bun, leaving enough strands to frame her face. She stopped to shake our hands. She was petite, and her now hanging down top revealed perky breasts with stiff nipples. "Damn, how can a fully closed top be so arousing?"

"Hello Ivy, glad you could make it!" Pete said warmly.

"Hello, Pete." She said, all smiles. "And you must be Greg?" she asked, extending her hand toward me.

I looked at Pete. "He can't be serious. This is a disaster waiting to happen," I thought, but recovered in time to take her hand. Her handshake was firm, and she gave a small, polite bow whenever she spoke, a habit that made her even more endearing.

"Nice to have you," I said with a raspy voice.

I could see Ivy's eyes flicker with concern as she glanced at Pete.

"No worries. Grumpy Greg is hard on the outside but soft once you get to know him," Pete said lightly as he elbowed me in the ribs.

"Yes, yes, sorry. I'm just with my mind on a project right now..."

"Oh," she said and nodded while we entered the elevator car.

It was an older building, and the elevator car was cramped with just the three of us. She stood closest to the door, and we men were close behind her. Her feminine scent went into my head, and I felt dizzy when we arrived.

"We thought about moving your place into Greg's office," he smiled at Ivy while I suppressed an impulse to go and squeeze the light out of him. He read my mind and winked at me. He had planned to make it impossible for me to say no. When we opened the door to my office, Martin was already at the new desk setting up her laptop.

I rubbed my face., trying to calm myself with slow, deliberate breathing, but it would not work. I pulled Pete outside to try to talk him out of it.

"You can't do that to me... Pete, please! You know I can't work with her sitting there."

"Look, Greg. It's this, or you're out. It's as easy as this."

I opened my mouth to say something heated, but he squeezed my shoulder.

"No, don't say it! You'll go home for today and think it over during the weekend."

I tried again to speak.

"Nope. Not a word. Enjoy your weekend!"

I stared at his back as he went to Ivy. He was right. A weekend by the pool and the world would look different on Monday.

-<>-

I sat at the pool in the shade, a coffee on the table next to me, and reread Merlin and Vivian. Not too long ago, I thought it funny that my wife's name resembled that in the old story. Really, who would name their child after such a villain?

My eyes narrowed, and I put the book aside halfway through the story. I shook my head, but the memories came to haunt me.

Mark Sanderson had come into the office straight from Cornwall. It had been easy to tell that Vivian had been smitten with him. But when I had confronted her about it, she had winked at me and said, "I wouldn't spread my legs for him just because he lives in a mansion like a king..."

I sighed. This was leading nowhere. "I must forget that bitch and move on..." I mumbled, sipping on my coffee.

Monday Morning

The weekend had passed, and my alarm clock kicked me out of my warm sheets on a Monday morning. I stumbled under the shower, using the warm water jet to wake up fully. Shaving went automatic, but hollow eyes stared back when I stared into the mirror. I sighed, missing Vivian's warm blowjob before a stressful day in the office.

"Don't be such a wimp," I thought to myself, and dressed casually for the day. I turned before Vivian's door-mounted, man-sized mirror, checking if all sat right. I paused, and my hand tugged at my shirt. "She bought that... like everything in my closet..." Were that tears in my eyes?

"Damn!" I barked, and my fist struck the wooden doorframe.

I sucked the blood from my knuckles as I drove to the office. Once we had an apartment, no five minutes on foot from work, but Vivian wanted a garden, a pool, and more space for her clothes and hobbies. "We're mostly in home office anyway..." she had argued, and I had agreed to the hour-and-a-half commute.

-<>-

"Good morning, Greg," chimed Maria, our receptionist. "Ivy is already waiting for you."

I stopped and looked at her. "So much for the good morning," I grumbled.

I couldn't prevent my face from darkening as I was reminded I was no longer alone in my office. Maria nodded solemnly and made me a coffee.

"Aren't we grumpy today..." she said with a sigh. "You shouldn't let Vivian define your life, you know?"

I raised an eyebrow, but didn't reply to her soft rebuke.

"You also shouldn't make Ivy suffer..."

The door to my office was open, and I could smell Ivy's warm perfume even before entering. My dragging feet came to a stop as the image of her Asian features intruded into my mind. A soft pressure deep in my loins made me swallow. I closed my eyes, imagining pushing my erection hard into her mouth, forcing it deeper and deeper into her, until the eight inches were fully buried and her wide eyes pleaded for air.

I shook my head and rubbed my face. "I can't do that..." I murmured and turned away.

The park looked lovely in the morning sun as I left the building. The trees and bushes were like old friends, and the cool air on my skin was like balm for my soul. A group of people practiced their Tai Chi, reminding me of when we started our little company. The eight of us walk together to discuss solving a problem.

"What happened to us?" I asked myself, but couldn't pinpoint a single source for the change.

"It just went away, together with the fire to create something new."

There was the bench Vivian sat on when I proposed to her. My fists clenched, but I sat on the exact spot, imagining the feel of her warmth against my body. The office was straight ahead, and my eyes sought out the window to my office. She stood there, dark against the light outside. Did she look at me? Angry? Frustrated? Anxious?

My mobile hummed in my breast pocket. I touched my headset to accept it.

"Yes?" I grumbled.

"And do you plan to show up? Or just stare at the office like this?" Pete asked, slightly irritated.

My gaze wandered to the side. And he really stood there, binoculars in hand, staring at me.

"No, Pete... I won't come in. I just... can't."

"You can't be serious? At least train Ivy properly before you let me down!"

My finger hit the red button, and my body found its way to my car on autopilot while my mind was spiralling around Ivy's Asian face. I slammed the key into the ignition and was about to start the engine when my hands hit the steering wheel, and my back slammed into the seat. I drew a deep, trembling breath, looking into the darkness of the underground parking.

I closed my eyes, and Pete's voice echoed, "At least train her before you let me down."

My grumble turned into a roar. "Damn asshole!" I screamed and took the elevator back to the office.

Trapped

I pushed the door to Pete's office open, went straight to his Liquor cabinet, and poured myself a double.

"Oh, no problem, just help yourself," Pete commended from behind his desk."

"You want one too?" I asked, my voice raspy.

"Well, no. But don't let that stop you..." he said, watching me knock the drink back.

"Better!" I said huskily, turning to Pete. "I will try to train that kid."

"Well... Thanks--I guess?"

-<>-

I sat on that barstool while Maria prepared another coffee, tapping my index finger on the bar's surface.

"So, you're training Ivy?" she asked without looking at me.

"What is she to you?" I asked, guarded.

She chuckled. "I'm friends with her mother."

"So, you brought her in?"

"Yes... Are you angry?"

"No," I sighed. "Pete's right. I might be one of the founders, but in my current state? I'm just a liability."

"Self-awareness is where it starts," she said, smirking.

"Self-awareness... huh?" I thought, staring out the window, absently sipping the hot coffee. I sighed.

"Don't overthink it, Greg. Just go in and show her the system," Maria said encouragingly.

"Is that meant to encourage me?" I thought, slouching toward my office. "Why would I need encouragement? It's not that I fear that little Asian chick..." I paused, looking back at Maria, raising an eyebrow. She waved me forward, smiling at me. I faintly shook my head. "Hah, no need for encouragement, not me..." I stopped before the door, my heart hammering in my chest as my hand hovered over the door handle. Suddenly, I felt dizzy, and beads of sweat stood on my forehead.

"Ridiculous!" I scolded myself. "She's just a kid!"

-<>-

I entered the room and caught a glimpse of her computer screen. She was looking at the code for the login page, which I had just changed to use single sign-on. "At least she's pretending to work," I thought acidly as I fell into my chair and powered my system up.

Ivy jerked up and hastened to me. She bowed lightly, smiling.

"Good morning, Greg," she sang with her melodious voice. "I was waiting for you."

"You're saying I am late?" I grumbled.

"No, no. I didn't mean that!" she said, flinching back.

I got up, walking toward her. My eyes had narrowed. My finger poked her in the chest, and she stumbled backward. She raised her hands defensively, her eyes darting around. I poked her again, and she slipped and fell against the wall. Her eyes were wide open, dilated. I slammed my hand next to her head against the wall, and her whole body jerked. She took a trembling breath, and I could see the tears in her eyes.

I closed my eyes. "She's not Vivian... Don't make her suffer just because she's a woman..." The thought lingered in my mind. "She's not Vivian..." I drew a deep breath and stepped back. I forced my head up to look her in the eyes.

"I'm sorry, Ivy. I was way out of line here. It's just... No... there's no excuse for this. Sorry." I muttered and sat heavily into my chair, hiding my face in my hands.

Ivy's hand rested on my shoulder, and I froze.

"It's ok," she whispered breathlessly into my ear. "Maria had told me about Vivian..."

I felt her coming closer, leaning in. My breath hitched. "What is she up to?" I thought in alarm and turned my head.

Her mouth found mine, and we kissed.

She flinched back, her eyes wide. "God, the cheek! I want to kiss the cheek!" she blabbered and stormed out of the room.

I sat on my chair, thunderstruck. My lips burned where her lips had touched mine. "Damn!" I whispered, my hand moving my erection into a less painful position.

Moments later, the door flew open, and Maria stormed in.

"What did you do to her?" she asked in a cutting voice.

"Nothing, really..." I stuttered.

"And why did she storm out and lock herself into the restroom then?"

I closed my eyes, allowing my head to tilt back. "I was unfair to her."

"Aha!"

"But I apologized, but then..."

"Then?" she inquired, her face mere inches from mine.

"I guess she wanted to plant a kiss on my cheek... Damn, what do I know?" I snapped and rolled my chair away from her.

"That can't be all!"

"Yes! She wanted to kiss my cheek, but I turned my head to look at her in the same moment!"

"She kissed you on the mouth?" she asked, straightening her back. The corners of her mouth started to twitch.

"Not funny..." I mumbled.

She laughed. "Yes, in your case it is."

Maria shook her head when she noticed the boner in my pants. "Didn't you have any sex since Vivian left?"

I stood and went to look out the window.

"Tell me, Greg! Do you sit in here, thinking about fucking Ivy?" she asked as she followed me.

I leaned on the windowsill, letting my head hang. "I didn't even masturbate."

Maria's body leaned against me, her breasts pressed against my back. Her arms circled me. "Remember the early days?" she whispered.

"How could I forget?" I chuckled softly.

"We were tipsy, Vivian had stormed out because of an argument you had, leaving you with a painful boner..." she started, nibbling my earlobe. I inhaled sharply as her hand slipped into my pants and grabbed my erection.

"Yes, and then you did go on your knees, and before I could say no, you had sucked it in."

She grabbed my shoulder, turned me, and went to her knees. Her hands hooked into the waistband and pulled the pants down.

"It's bigger than I remembered," she noted, one hand on my balls, the other gently stroking me. A cool breeze made my cock twitch in her hand.

My chest heaved, and my hands buried themselves in her soft hair. "God, Maria!" I gasped. "I can't hold back..." I winced, tightening my grip. Her mouth opened, and my hips jerked forward.

She couldn't take it fully inside, gurgling noisily as I fucked her mouth. She was even better than I remembered. Her tongue massaged the most sensitive spot on the underside just below the tip. "She wants to end it fast..." I thought, half in a trance.

I felt the pressure in my loins. I was right at the edge. "I'm cumming! Maria! I'll drown you in my cum!" I pressed out between my teeth. I bend forward, pressed my cock deep into her throat, and a shudder went through my body.

"Yes! Take it!" I barked, ripping my eyes open, just to stare at Ivy.

She stood there, breathing heavily through her slightly open mouth. Her hands were holding two cups of steaming coffee.

"Oh..." was all I could say.

Maria pulled the pants up, hiding my shriveling cock from Ivy's youthful eyes. She turned to Ivy, wiped her mouth with the back of her hand, then smiled.

"Thank you for bringing the coffee, darling," Maria smirked, took the cup, and handed it to me.

Her arm slung around Ivy's shoulder, and she led the younger woman to her office chair. Once Ivy's trembling hands had put the cup down, Maria hugged her fiercely and whispered something into her ear.

The door closed behind her, and I was left alone with Ivy. The silence was deafening. All I wanted was to turn and run, never to come back. "That's not a solution, Greg," I thought.

She looked at me, and I felt the heat rising in my cheeks.

She coughed. "Can you show me how the single sign-on works?" she asked in a tiny voice. "After the coffee, perhaps?"

I nodded, pointing to the whiteboard. "I'll show you on the board."

Taking Vivian's Place

The rest of Monday and Tuesday had passed without further incidents. I would give her a module to look at, then talk her through it once she had tried understanding it herself.

It was no different this Wednesday morning. I came into the office, still upset because of an incident on the road, and she was reading code. She approached my desk and I looked up. "Wow, look at that..." I thought and lost myself looking at her smooth, naked legs. My gaze wandered slowly up. Her tight, black mini-skirt had a slit at the side to allow walking. Above came a tight-fitting white blouse that allowed me to see the shadows of her perky breasts against the light.

I narrowed my brow.

"Don't you like it?" she chimed innocently. "This was my school uniform back in Tokyo."

I swallowed hard. "In elementary school?"

"What? No!" she laughed. "But it sure sits a bit tight..."

"No kidding." I stood up and towered before her. "Now hear, Missy. It's no good idea to walk around like this."

"But you like it!" she pouted.

"I what now?" I asked, baffled. "What gives you that idea?"

"Mokkori!" she blurted out, grinning.

I didn't get the joke.

"Ohh. Mokkori means bulge in your pants."

"Aha." I looked down. She was right. My eight hard inches were impossible to miss. "Look, Ivy. Just forget what you saw me do with Maria the other day... ok?"

She stepped close, her hand resting on my chest. "What if I don't want to?" she asked mischievously.

I was with my back to my desk. I leaned back, closing my eyes.

Her hands rubbed over my chest, my stomach. Her fingers undid the button and pulled down the zipper. I swallowed. "Ivy..." I whispered. She pulled my pants and briefs down. Her small hands rested on my thighs, and I felt her breath brushing over the head of my erection.

"Such a big cock!" she gasped.

"Ivy, I..."

"Shush!" she murmured, a hand stroking my shaft as her soft lips closed around my rock-hard member.

I gasped and felt the animal inside me slowly awakening.

She began to move, and my mind began to pulse with her rhythm. I looked down. She knelt with widespread legs before me. Her skirt had slid up to the small of her back, exposing her pantyless ass. While one hand and her mouth did an excellent job on my cock, the other hand worked her pussy.

The world narrowed until only her bopping black haired head remained. I reached down, grabbed her roughly, carried her to the conference table, and bent her over. My hand pressed against her back, pushing her flat on the table. I kicked her legs apart and stared at her quivering wet pussy. It twitched like trying to say, "Hammer me!"

My hands cupped her tiny, muscular butt, massaging it roughly. Her eyes closed as she drooled on the dark wood. My hard-on was a perfect fit for her ass-crack, as I leaned over her, pushing her shirt up. Her small, perky tits fit into my hand. My fingers closed around her hard, erect, dark brown nipples. She arched upward as I squeezed them hard, stroking my cock. I exhaled sharply. Her messy bun had opened, and I grabbed her hair, pulling roughly backward.

My hips move back, my boner pressed against her asshole.

Her head shook frantically, "No, please not there!"

I chuckled. "I would never try that dry..."

I moved the head up and down her slit. She was ready, and I guided my boner into her as my hip shot forward.

I drove my cock into her tiny hole. No four inches in, it became already difficult, despite her flowing pussy juices.

"Relax!" I panted.

Hy hands grabbed her waist, and my hip went back. She sighed in relief, and my hand pressed her mouth shut as I drove in with a vengeance. The way her body jerked, and how she screamed against the palm of my hand just cheered that animal inside me on. Her mouth and eyes were wide open. She let out these tiny gasps that drove me wild.

Her legs began to tremble, then to shake as her body fell flat on the table. She panted as if suffocating. Her muscles tensed, and her pussy walls cramped against my shaft, trying to suck my sperm out, and masses of fluid pressed past my cock. My hands caressed her slippery back while she rode it out. When she finally lay still again, I pulled almost entirely out, then shoved it in to the hilt. My tip hit her cervix deep inside, her body arched a bit, and she let out a sweet little gasp.

I chuckled dirtily, and fucked her, pounding her with an increasing rhythm. She was incredibly tight, and the friction did its job. I gasped loudly as I neared my release.

"Not in my pussy," she whimpered.

I grunted.

"Not in my pussy!"

Well, if she wanted... My cock was smeared with slimy white, her pussy had almost adapted to my size. The last inch was still pushing against the very end of her love tunnel. My panting became labored, and I felt it deep down, as the pressure increased.

My hands pressed her brutally against the table as I pulled out, to push the head of my solid boner into her tiny little asshole. We both screamed as I shot my sperm into her. I crumbled on top of her, and we were both gasping for breath.

Her clamping hole held me tight while my cock went limp.

I stepped back, pulling out. Her hole snapped shut, holding my load securely inside.

My hands rubbed her juicy ass, feeling how my cock slowly came to life again. I shook my head. "Let's not rip her pussy for good on the first day," I muttered with a tired chuckle.

I turned her over, looking at her unconscious face. My hand cupped her pussy and squeezed it. She moaned softly. My hand brushed through her trimmed bush. "So dense, almost like fur..."

"Time to clean up," I muttered, taking the tissue box. It took several to get rid of the sticky traces of the pussy. With that out of the way, it needed just a minute, and I was fully dressed again.

Ivy stirred, slowly slipping back until she sank to her knees. She groaned, but as she tried to stand, she moaned and her shaky legs gave way under her. She was still weak when I helped her fix her clothes. Ultimately, she leaned against me, bedroom eyes searching for mine.

"Was it too rough, Ivy?" I asked, ashamed that I had lost control like that

"Oh no, Greg..." she mumbled. "I like it."

I smiled, pressing her against me.

Epilogue

It was early Sunday morning, and I came into the office. The servers needed an update, and it had to be done when nobody else was working.

The smell of fresh coffee and that greasy bacon-egg-cheese sandwich I loved came from the small kitchen behind Maria's desk. It made me wonder, Maria never came in on Sundays.

My PC was already powered up in the office, waiting for my login.

"I'll be damned!" I thought, looking longingly at the conference table, imagining her tight butt waiting for me.

"My little, tight Ivy..."

Like by command, she came by, carrying a tablet with coffee mugs and sandwiches... And nothing else. I took my coffee and took a bite of a sandwich.

"Are you happy?" I asked her.

"Yes..." she whispered, lying down on the conference table, spreading her legs, lasciviously fingering her pussy.

"What good does it do when you bring me breakfast and prevent me from eating it?" I asked as I dropped my pants.

She chuckled, and her hand closed around my half-erect manhood.

"Come on, Greg, just a little fuck before we start working."

I got on top of her. Her smell filled my nostrils, and I pressed my face against the skin at her neck. She whimpered as I bit playfully in her soft skin. I pressed my lips against hers as I slowly penetrated her.

Updates on Sundays had never been so satisfying.