Keeping Her Job - Pt. 03

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Samantha goes to work early...
4.1k words
4.68
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Part 3 of the 5 part series

Updated 10/14/2023
Created 06/18/2023
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Author Notes:

Please read the first two parts to follow along...

First time writing something like this, so I appreciate your feedback.

These are just short fluff pieces winding themselves out of my head. I was encouraged by the feedback so I kept going. Hope you enjoy it.

Keeping her Job - Part 3

***from previous part***

"I chickened out" she explained again unnecessarily. I started to type out "don't worry about it" when another text came through with a picture attached. The corner of my lips curled up as I opened the attachment. It was a picture of Samantha's ass in panties. Her top was raised and her pants pushed down. Sam's ass had not been much to look at in those mom jeans earlier, but her little ass looked fucking great in the picture. She wore some kind of boyshort panties I assumed from the high sides along her hips but they had ridden high up in her ass separating her cute little ass cheeks and making her ass look thick and inviting. I don't know much about women's underwear but they didn't look like a thong, though they may as well have been the way they disappeared into the crack of her ass and left her ass cheeks exposed. It was a panty-eating ass and I recalled all the times I had watched her walking away in the last months. The panty lines matched what I saw in the picture and I couldn't help wanting to take each cheek, pull them apart and bury my face in her sweet pussy from behind.

It took me a while before I was able to take my eyes off Sam's latest picture and finally notice that she had sent a message along with it,

"Please don't be mad at me. You can spank me tomorrow if you want."

My cock throbbed in my hand.

*** Part 3 ***

Samantha walked in shortly after the installers left for the day the following morning, a large gas station fountain drink in hand.

"Oh my god I thought they would never leave!"

"Hi!" I said pleasantly surprised to see her. Sam walked up and stopped in front of me. Her eyes sparkled as she looked up at me biting her bottom lip in an adorable fashion. She wore an oversized university sweater (how many sweaters did a girl need?) over black tight leggings. I smiled,

"You're here early..."

Sam pressed her lips together and gave me a small shrug,

"Yeah, well..."

"I'm glad you are here."

"Thank you." She took a pull from her soft drink.

"I liked the picture you sent me last night."

Sam coughed mid swallow and looked away. I smiled as I watched her take a deep breath then let it out slowly, "I'm glad..."

"Are you..?" I teased searching and catching her eyes, "glad you sent it to me?"

My mind quickly recalled the picture she had sent me the night before, I had practically fallen asleep looking at it and had memorized it. Samantha in her apartment bathroom, her ass slightly bent over, her panties bunched up against her tiny little pussy. It was a magnificent view of my employee. Samantha looked away rolling her eyes but answered quietly,

"Yeah..."

"Why?" I prodded. She chewed on the inside of her cheek, her ears turned red,

"I don't know..." She looked at the ground, "Because I know I am not supposed to maybe... but you want them, so..."

"Not supposed to what?" I couldn't help but zero in on her words, "Take them?"

She furrowed her brow slightly raising her eyes to mine before nodding with a small purse to her lips,

"You enjoyed taking them though?" I started and watched her face get ready to protest and contradict me so I added with a bit of inflection, "For me?"

"For you." She paused, looking away again, "Yeah, maybe."

Sam seemed to consider what she had just said. She seemed conflicted,

"It feels..."

"Naughty?" I finished for her. She laughed at that and took a few steps back but she blushed and nodded. She caught herself,

"That's so stupid," she wrinkled her nose adorably and made a face, "I feel stupid..."

"You're not stupid. I understand," I said and to her credit she got closer again, "It's exciting because it's wrong for many reasons... one of which you probably shouldn't be sending pictures like that to your boss. But you still did it."

She blushed and looked away at that.

"Did you take any more?" I pushed,

"Oh... um... no, I kinda left in a hurry this morning."

"Before Thomas?" I asked walking away from my desk but motioning to her that she should follow. Sam quickly put her bag down and did,

"No, but I know he goes to get David before they come here to get the van so I left a little after he did and waited across the street until I watched the work truck leave."

I walked to the conference room with Sam close behind me. This was the same room where just a few days ago she had offered to suck my cock in exchange for saving her job and I think we both felt the memory of that event the second we entered the room. The conference room had windows overlooking the parking lot and the front entrance. Blinds obscured the view from the outside but we could see clearly out and hopefully see anyone walking up to the building. Sam stood close, almost as if afraid to be in that room. She looked up at me as she spoke,

"Thomas said they were going across the state today so..." Sam bit her lip not finishing her sentence but the repercussions of what she was telling me were very obvious. The boys would not be popping in any time soon and we had a little bit of time before the rest of the office staff would arrive. My blood raced, the color on Samantha's face told me hers was too.

"What you texted me last night..." I began and watched Sam's eyes widen as I took the soft drink from her hand and set it on the conference table.

I took a moment to study Samantha. I took notice that she wore no perfume, she smelled mildly of soap, maybe lotion. Her blonde hair hung a little damp and limp at her sides. She wore no makeup, and her blonde eyelashes looked almost invisible. The ring on her nose sat a little crooked. She had a couple of small acne scars on her cheek, no more than I imagined every teenager had and probably learned to master the art of concealing them by the time they were introduced to foundation and who knows what. I decided then, that nose ring aside, I actually liked seeing Samantha like this, without makeup, she looked more naked to me... I sidled closer and felt her take a deep breath,

"Should I lock the door?" she said softly, not looking up.

I shook my head, "No" and Sam let out a breath she'd been holding, I could feel her nervousness vibrating like an electric current in the air.

"Okay..." Sam's voice was tiny.

I reached down and slid my hand under her sweater and palmed her ass over her leggings. The chutzpah, the audacity in that action sent chills down my back and caused Sam to stiffen and start to breathe faster, but to her credit, she didn't move away. It would have been so easy to get carried away with her, my mind raced calculating how far I wanted to push her. I watched her chest rise and fall as I gently squeezed the ass I had seen walking away from me for months. I concentrated on what my palm was feeling, looking for the panty lines with my hand and holding back a groan when I felt them.

"Bend over the table..." my voice came out hoarse and dry, "face forward, keep an eye on anyone coming,"

One thing I had to yet get used to about Samantha was that she didn't acknowledge receiving instructions as others would with a "yes sir," or even an "okay," Sam just jumped to complete the task asked of her, if she was able to. If she didn't understand what she was asked to do (which had been my usual experience with her,) she wouldn't let on right away, suffering in silence as she worked up the nerve to ask for help or a better explanation of what was needed for her. This was a character flaw that went very much in contrast to my own personal style. This time, my instructions and intentions were apparently pretty straight forward to her and she began to quietly snivel as she pressed the front of her thighs against the edge of the conference table. Her hands raised the bottom of her sweater and she hooked her thumbs on the waistband of her leggings in anticipation. I hadn't told her to lower her leggings, a detail that made me bite back a groan. She had thought about this moment. She gasped out a nervous breath.

"Do you want this?" I asked her.

"I don't know!" she said loudly, "I've never done anything like this before!"

"So why..." I started as I gently pressed on the small of her back taking any thoughts that I was giving her an option now away. Sam gasped but obediently bent at the waist and sniffled as she pushed and wriggled her leggings down to her thighs leaving her underwear on.

"I don't know." She answered in a small voice, "Is... is that good?"

Sam was wearing the same style panties as the day before but in a pale pastel pink. From my vantage point I could see how the material bunched up into her white, pasty ass spreading her cheeks; the resulting crevice looked too inviting to ignore.

"Is that, oh..." Sam looked back to see me adjusting myself. It must've looked like I was about to pull my cock out because she shivered and blurted out, " Are... are you going to fuck me?"

"Yes..." I said calmly, enjoying the view immensely. Sam tried to stand up but I kept my hand on the small of her back,

"Stay there." I said in a voice that left no room for question and to her credit she froze in place and flattened out her hands on the table in surrender,

"I... I..."

Under the guise of squeezing her ass, I pulled at her cheek and watched as the material rode up farther into her crack. Her ass felt intimately warm. Samantha croaked at my touch,

"Oh my God" She sniffed, more to herself than to me.

"I will fuck you..." I answered her question, "But not today okay...? Arch your back. This was your idea."

I ran the back of my index finger along the very inside of her thighs caressing slowly upwards pulling away just before my finger made contact with the undoubtedly warm fabric hugging her little pussy tightly. In my mind, the fabric there appeared humid. Goosebumps appeared on her pale ass cheeks and she shifted her weight from one foot to the other.

"Eyes forward. Let me know if you see anyone coming" I reminded while sidling to Samantha's back. I nudged at her feet with one of mine to widen her stance a bit. She gave a little high pitched cry of protest but complied as much as the leggings around thighs would allow. The crease of her ass widened. I lusted hungrily after that inviting cleft. I palmed her ass cheek and steadied myself. The tips of my fingers seemed to move on their own accord to caress Sam's cute little ass cheek. My fingers found the edge of her panties and fingered the material,

"I like these" I said, letting it snap back against her cheek. She clenched her ass in response,

"Thank you," she whispered and her ass unclenched right before my palm slapped her ass cheek sharply.

"Ow!" she howled in surprise, "Oh my god that hurt more than I thought it would!"

Samantha writhed, clenching and unclenching her ass. She bounced in place without getting up.

"Ready?" I asked entranced how her ass jiggled with her shuffling.

"Wait! Please! Give me a minute..." Sam huffed and gasped. Out of curiosity I lightly touched her cheek and felt it warmer where I had spanked her.

"Ow.. No. I'm okay," she told herself, "You just caught me by surprise is all."

"Hold on," Samantha took a deep breath, then settled back on the conference table. I admired whatever this was, her determination, conviction, raw lust? Her sweater had ridden up and I took notice that she didn't have a shirt under. The small of her back looked incredibly sexy. I'd never noticed how tiny her waist was.

"Dimitri!" Sam warned suddenly. I looked up to see one of our company vehicles driving up.

"Fuck," I hissed and stepped back immediately. Samantha turned to look back up at me wide eyed.

"Stay here," I hastily adjusted my erection in my pants and walked out, closing the door behind me. Dimitri came in seconds later,

"Is Sam here?" Dimitri asked with a frown, "Her car is outside."

"I have her looking at the invoicing for the TG&K job," I answered with barely a glance up as if this was an every other day occurrence, "she took them to the conference room so she could... concentrate"

I made air quotes to punctuate my point and Dimitri rolled his eyes in understanding,

"Fucking teenagers..." He huffed.

"Tell me about it," I commiserated while I quickly tapped out what I had just told Dimitri to Sam.

"Watch it still be wrong when she finishes it." He grumbled and I made a face of solidarity, thankful that he didn't question her presence further and for the fact that I had made it to my desk in time so that the erection in my pants didn't give me away. Dimitri and I made some small talk while he turned on his computer and soon he was clicking away looking for a document he had forgotten when he left this morning. A few minutes later Samantha walked out of the conference room with her drink in one hand and a stack of papers in the other, no doubt taken from our archive drawers. Smart girl.

"You're going to have to help me with these!" She complained loudly and Dimitri glanced my way to roll his eyes. Sam continued, "I left a message with Jim and Martha but getting them to call me back is... Oh, hi Dimitri-"

"Hey..." Dimitri grumbled, never once looking up from his laptop screen. Sam dropped a stack of papers on my desk with a tight-lipped smile and took a seat at her desk. A few seconds later my phone buzzed,

"Thought you would want to see your handy work"

It was a picture of her ass. Samantha had pulled her panties to the middle to show a fading red handprint on her pale right buttcheek. I imagined her scrambling to get her leggings up and hurriedly get dressed while I distracted Dimitri. Then, I imagined her changing her mind and pulling her pants down again, wedging her panties up and posing to take the picture right in the conference room. I wondered if she had even bothered to lock the door before she did that. My cock, having wilted at being so thoroughly cock-blocked by Dimitri, revived anew at the images in my head and the end result on my phone. I stared at the picture intently, in particular at the fabric gathered and bunched tightly over her pussy. In the shadows, I imagined wisps of hair escaping around the edges that probably weren't there given her age group's proclivity to such things. My mouth watered. I glanced up and caught Sam looking back at me biting her lower lip.

"Lower them next time..." I breathed out. Sam's eyes opened wide and she quickly turned to look at Dimitri who did not move. She turned to me again with the smallest of smiles at the corners of her lips, she picked up her phone and quickly answered me via text,

"I'll keep that in mind"

"Okay!" Dimitri closed his laptop loudly, making Sam and I jump. He stood up and stretched, "I'm out again. Have Betty call me when she comes in please. I have some questions for her."

"Okay!" Sam said in a high-pitched saccharine-filled voice. I got up to walk him to the door while I asked him some questions about the project he was heading out to oversee.

I stayed by the door until I watched his truck pull away. I looked back to see Sam looking at me expectantly. I glanced at my watch, the rest of the team would be arriving at any moment, but in that immediate moment I was alone with Samantha again and I was overcome with need, my cock was angry with it. As I walked back Sam looked up at me from her desk. She looked suddenly tiny and nervous, as if she could feel the electricity buzzing off me. She looked innocent with her limp straight hair in a messy ponytail. I had never bothered to see how much you could see through the windows from the street, but as I walked back towards Sam I didn't care who could see what. I went for the buckle of my belt.

"Wha?!" Sam was able to get out with wide fearful eyes before I threaded my fingers in the back of her head with one hand and pulled my cock out with my other. Sam barely had time to register my cock in her face. Her reaction was automatic, she looked up at me wide-eyed and opened her mouth. I pulled her forward by the back of her head.

Samantha had been drinking from her soft drink and her cold mouth on my cock was an unexpected chill that shot up my stomach in exquisite delight. There was no timidness about her, her tongue nestled and massaged the underside of my cock as she carefully bobbed her head with thick slurping sounds. Her hands stayed on her desk.

"Oh fuck" I croaked feeling her initally cold wet mouth warm up to a fiery furnace.

"Uhh Mmph..!" She moaned on my dick and I could feel her moans travel up my crotch.

"Shit that's fucking hot" I hissed.

Sam moaned, she squeezed her thighs together and balled up her fists on the desk while bobbing her cute little face against my cock. Apart from the initial move to guide her head forward, I didn't put any pressure on the back of her head, still, she gagged and slurped wetly on my cock,

"Ughh.. gluhh.."

Her eyes moved from looking up at me to looking out the windows. I had known there was no way I would have had enough time to finish in her mouth, so when I saw her eyes widen and her hand raised to tap my hip I pulled out of her mouth with a slurp and tucked my dripping wet cock back in my pants. Spittle ran down Sam's chin and she wiped at it with the back of her sleeve,

"Car..!" she coughed out and caught her breath while dabbing at the corner of her eyes.

I closed my pants feeling my wet cock like a slippery weight in my pants. We both turned to follow the car past one window onto the next only to sigh when we didn't recognize it as one belonging to someone in our team. Only now, did the severity of my actions dawn on me and I felt a wave of anxious "Shit, now what??" thoughts creep over me. My suddenly cold, wet crotch was a figurative cold shower snapping me out of my lust induced reverie. I turned my eyes to see Sam in her chair, her chest rising and falling. Our eyes met and we stayed frozen like that for what seemed like an eternity. She swallowed, her eyes were a little red, wide and wet. She swiped at one eye with the back of her hand but kept her eyes on me,

"That was..."

"Good morning!" Roger trucked in interrupting. Behind him we could see Betty getting out of her car. As careful as we had been, we never saw them pull in. I turned towards my desk lest we look suspiciously close and guilty faced.

"Good morning" Samantha called out in that same high-pitched little girl voice she had used earlier. My cock lurched.

For the next several minutes the morning routine took over and I maddeningly sat at my desk still feeling the ghost of Samantha's mouth around my cock. My erection was long gone but the way her little tongue had felt cradling my cock was something I didn't want to let go any time soon. The sight of her wide eyes staring at me while I fucked her little mouth for those few precious seconds permeated my thoughts.

While Betty and Roger rattled off about some show they had both caught on TV, Sam got up and walked out of the bullpen. My phone buzzed almost immediately.

"OMG!"

"Are you okay?" I tapped out, weighing my words carefully.

"I have to clean myself"

"You looked fine" I texted back pretty sure what she had meant but seeing if she would type it out.

"No. Ummm" she texted back, and I held my breath. She didn't disappoint,

"I'm really wet"

My stomach tightened and cock throbbed at that. I impulsively tapped out "show me," but erased the message before I sent it. I decided on a different angle,

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