Keeping Her Job - Pt. 01

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She'll do it to save her job.
4.2k words
4.35
56.9k
59

Part 1 of the 5 part series

Updated 10/14/2023
Created 06/18/2023
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"Please!... I'll give you a blowjob!"

Sam had been a recent addition to the team. The girlfriend of one of our technicians, she came in to help out with installations but I moved her into the office out of pity when I saw her struggling with a toolbox. Samantha was a plain but pretty girl with thin, lanky coppery-blonde hair, tattoos and a bit of a snarky attitude that said that she was from the other side of the tracks. I had wanted to give her a chance and thought she might be able to help me with the ordering process and be a bit of much needed young eye-candy around the office.

I was only somewhat right, at least about the eye-candy part and mostly wrong about the other. Sam was a cute girl, but she had no sense of style about working in a professional office. Unspokenly, each of us dressed to the jobs we did, the client facing office staff dressed up nicer than the technicians for example. Sam, maybe not familiar with this, often came to work in loose jeans, frayed Converse shoes and some kind of jacket or hoodie on top, basically covered up from neck to toes looking more dressed for a college campus than an office.

On the rare occasion that Samantha wore tighter fitting jeans and/or leggings, I was treated to a bit of camel toe, and a relatively flat ass in what I assumed were cheeky boyshorts from the way the panty lines cut across her ass cheeks. I presumed that she had a nice rack from the way she filled out those oversized sweaters, but she never took any initiative to show off, preferring to cover up completely and pretending the office was cold. She rarely wore make-up and sported a nose ring that looked ridiculous on her. Still, fashion sense aside, she had a pretty heart shaped face, sharp eyes and a snarky smirk that came out from time to time that was both playful and sexy.

Unfortunately, she was pretty terrible at the actual work portion of the job so those meager peeks now and then did not cut it, and as revenues dried up some going into the summer I decided to cut her loose.

I waited until after lunch on a Thursday. I knew that traditionally news like these were done on Fridays at the end of the day but we had a habit of working light days on Fridays and it wouldn't help to have her boyfriend back when I was trying to have this conversation with Sam. I stood up from my desk, grabbed my coffee mug and as I walked past her I breathed out, "let me have a word with you," and kept walking. That was one thing she was good at, was keeping an ear out for my instructions, even if she was pretty terrible at following them where it mattered. She nodded, picked up a pen and notebook and followed me into a room we used for client meetings and private conversations.

She was looking particularly schleppy that afternoon in her frayed Converse, baggy socks and a university logo zip-up several sizes too large for her. It made things easier for me.

"Sam," I said as soon as I closed the door behind us, "I'm just going to come out and say it, I don't think this is working out great. I'm going to let you go."

"Oh.." She was genuinely surprised. I couldn't fathom how she hadn't seen this coming, but sometimes ignorance is bliss I guess.

"Why?" She said softly.

I did my best to let her down easy, but like previous times it felt like I was talking to a wall. I finally just had to say, "It's not gonna work out."

"Is there anything else I can do?" She asked, not really meeting my eyes, "I can go just back to helping Thomas install?"

I shook my head. I had already hired a second installer, besides, the main reason for pulling her out of the field was because she hadn't been very helpful there. I watched her process what I had said and my silence as I gave her no alternative. She blinked her eyes a few times.

"I really like this job..."

I offered her a small sympathetic smile.

"I don't want to go back to my other job..." she said in a small voice. Prior to joining us, she had worked at an insurance office. Apparently she had hated it because she couldn't use her downtime to do her school work, I should have taken that as a red flag as it was something she had been doing more of with us than actually working.

"I can... I can..." She started but in the months that she had been with us, she hadn't done much to learn new skills or expand on her knowledge base, so there wasn't much she could come up with. I made to shift in my seat which she probably mistook to me getting up to end the conversation. Her eyes got wide and desperate, probably surprised at the conversation being so short that she made a last ditch effort to save her job,

"Please! I'll give you a blowjob!"

I had been jerking off fantasizing about hearing her saying that very thing ever since I brought her into the office, but the sudden abruptness of it caught me off guard. That argument had gotten *there* way too fast. I looked at Samanth. Her thin, mousy hair hung straight down limp. I wondered what she ate and how bad her diet had to probably be to have hair so thin and limp.

"I'm sorry Sam," I said automatically. It wasn't what I had wanted to say, but rather what I knew I was supposed to say so I said it without thinking. Somewhere, some HR trainer got her angel wings I suppose.

"I'll give you a blowjob every week! For real! I'll come early or stay late!"

"How do you think Thomas would feel about that?" My heart was pounding in my chest as I said it. We both realized at the same time that I had not turned her down as immediately as before.

"He doesn't have to know," Sam whispered. She was very tense. Something she tried to cover up by pushing her hair behind her ear while looking down, "I won't say anything. I promise."

The next few seconds that followed felt like an eternity.

Fuck if I wasn't weighing every pro and con I could think of in record speed.

"I don't think so Sam..." I shook my head, "As much as... really... We'd both get in a ton of trouble if-"

"I promise." She said standing up, "I won't say anything. Please let me stay."

I didn't know what my next move would be yet, I wasn't sure I could play this out. She swallowed hard and put up a tight-lipped little hard face as she took a timid step towards me, then shuffled over to the door and locked the door before turning to me again.

I watched her take a gasping big breath and once again took note of what must've been some healthy tits under that shapeless hoodie. Those tits... I stopped her before she reached out to me as I imagined she would, I had read and watched enough porn to know how this was meant to go down, I wondered if she had too. I admired her resolve, but I had an idea.

"Let's save that for another day... okay?" I said nodding, knowing she would echo my movements and nod back. She took a tiny, timid step back and did just that, nodded back wide eyed. I reached out and brushed the back of my knuckles against her stomach, she tightened and jumped back and then looked at me a little wild-eyed knowing that had been the wrong reaction.

"The biggest problem we have is that we have a disconnect between expectation and execution. I ask you to do something, and it almost always falls shy of the mark."

"I can do better!" Sam offered automatically with a small pout, eyes wide, fighting to not roll them at me, a defense mechanism that she used often but did nothing for me.

"Are you being serious? About... you know?" I tested her resolve. Her eyes seemed suddenly afraid for a few seconds but she clenched her jaw and nodded. God how I hated that nose ring. She took a tiny step forward.

"Tell you what Sam..." I stopped her again, "why don't you go into the restroom and take some pictures with your phone that you think I may like to see. Take your time, take several. Then meet me back here and we can see if we see eye to eye."

"I..." Her voice failed her. She hadn't been planning for that. "Eye to eye about what?"

I sighed. I didn't answer her. I waited for a moment and then made to get up. Sam held out her hands, "I'll do it. I'll.. I'll... I'll be right back okay?"

I nodded, and she backed up, unlocked the door and quietly walked out leaving the door open behind her. In the background I could hear the rest of the staff busy with work. My heart rate was racing. What if she messaged her boyfriend and told him what I had said? What if she told the staff? There were a number of ways this could blow up in my face and I was struggling to think of how to play this if Samantha decided to call me out. Seriously, I took a swig of cold coffee and tasted nothing. A cold sweat was beginning to form and a knot formed in my stomach. The minutes ticked by slowly and with each one my anxiety grew. After several minutes my phone buzzed and I saw Sam's name flash across my phone.

"I took some"

A feeling of relief crashed through me as dopamine flooded my bloodstream. Out of the corner of my eye I could see Betty, one of my other employees walking in my direction with papers in hand. I took a slow calming breath and typed a response on my phone,

"Ok. Take your time. I'll be here."

I couldn't tell you what Betty asked or what I responded with, my brain was addled with possibilities. As I was signing some forms I heard Betty say,

"Oh, sorry Sam, I just needed to get this filled out. You can have him back."

Sam's fake laugh sounded high pitched and nervous but Betty didn't pick up on it. Betty side-stepped behind Sam and closed the door. Samantha stood there for a few pregnant seconds before asking in a small voice,

"Should I lock the door?"

"No, that's okay" I said, motioning her to sit down. Sam pulled her phone from her back pocket and sat down. She fiddled with her phone and offered it to me in a careless, "whatever" attitude, "Do you want to see them?" I held my palm up to stop her,

"Send them to me."

Her little mouth opened, then shut. She again hadn't been expecting that. She had probably assumed she could take a few pictures, show them to me from her phone and then erase them right after as if they had never existed. If she sent them to me however, then they would live on, forever. Her hand shook a little as she digested this new development. This changed things in her mind, it upped the ante, and I got the impression that if she had had gum in her mouth she would have popped it at that moment in silent rebellion. There was something about her attitude that I both found endearing and infuriating. Her hand didn't move, so I had to prompt her,

"Now. You can send them to me now. Start with the first one."

Her mouth closed again and her jaw clenched but she nodded imperceptibly and turned to her phone once more. I watched her take a deep breath and exhale slowly. This was a big decision for her and I understood that. After a few seconds, my phone on top of the table buzzed. This was it. I did my best to look nonchalant as I reached for it and unlocked it. Before I could even take a good look Sam blurted with a nervous eye roll,

"That's just the first one, I took more"

I understood why she felt the impulse to disclaim it, the picture was a very basic shot of her standing in front of the restroom mirror. Half of the picture was on the sink. She was standing straight and the phone covered most of her head. The only notable aspect to the otherwise blase shot was that she had removed the zip-up hoodie so she stood awkwardly in front of the mirror in loose jeans and a striped fitted tee with small cap sleeves. She was more dressed to go to school than to work in a professional office environment.

It had been a good while since I had seen her arms so the tattoos that covered most of one arm caught my attention at first. Some were still outlines so I knew where at least part of the money I was paying her was going towards. Before I could comment on the picture, the phone buzzed again and a new picture followed.

This second picture was similar to the first, except that her body was slightly turned and had moved the phone to the side to expose her face. Her eyes were locked onto the mirror and her challenging pout glared back at me. I noticed a couple of thin gold chains around her neck, one of which disappeared under the neck of her top. The shirt wasn't low enough to show any cleavage, but the swells of her breasts were more evident in it. I drank in the picture for a moment before looking up at Sam who studied me with her bottom lip caught in her teeth. Our eyes met and she looked down at her phone, swallowing the lump in her throat and soon my phone buzzed again and then again.

Two pictures came through this time while I held the phone. The first one was a follow up to the last, Sam had just turned her body more to show off her profile. In her loose fitting jeans, her ass looked flat. It wasn't much of a picture and Sam must've thought so as well because she spoke up in a hurried whisper,

"I took a bunch like these so I just skipped forward some if that's okay,"

I carefully swiped to see the other picture she had sent and was pleasantly surprised. Sam looked back from the mirror a little wide eyed, she was biting her bottom lip much as she was doing right in front of me. The striped top was off and balled up in her left hand though. I could make out faint signs of nervous goosebumps on her arms and on the top of her breasts.

"I've never taken pictures like these..." Her voice was barely above a whisper.

In the picture, she was wearing a nude colored bra that didn't match her skin tone. It was a supportive bra with lace along the sides and cups. Very much something you'd see in a Sears or JC Penney catalog, matronly, which made me wonder if her mother had bought it for her, or maybe passed it down to her as it didn't seem like something she would have picked out for herself. I had expected to see Victoria's Secret on her, but instead I got Maidenform. It looked wrong for her age and yet absolutely fantastic for how it caught me off guard. The gold chains around her neck now dipped into some very soft-looking cleavage. From the way she filled out the bra I expected a bit of sag to her prominent, soft breasts. The thought excited me. Her stomach bore the creases from her high waisted jeans but otherwise she looked soft and just very sexy. I had seen old pictures of her from before so I knew that she had lost some weight. She was skinnier than I expected. I looked up from the phone to see her blushing at me.

"Is that okay?" She asked with a bit of a quiver to her lips.

"Did you take more?" I asked her and watched her face fall a little as she nodded.

"I think we are beginning to see eye to eye a little bit... what do you think?" I said and watched her give me the slightest of a forced nervous smile, rolled her eyes again and chewed her lip flipping back to her phone.

"I can't believe I am doing this," she half groaned. A moment later my phone buzzed again.

She was half turned into the mirror, the shirt left behind on the edge of the sink.

Her hand was on the snap of her jeans, unsnapped but held closed. Her face reflected in the mirror looked nervous, eyes cast down, tight-lipped and frustrated.

"Should I keep going?" Sam asked, densely optimistic. I looked down at Sam in the picture, sticking out her chest a little, her stomach sucked in while she held her jeans closed with her hand.

"What do you think?" I asked softly. Sam furrowed her brow clearly pained, she looked up to the ceiling and sighed but once again nodded, her jaw clenched and her eyes a little watery. I could see her blushing this time as my phone buzzed. I studied her face a bit before turning to my phone. She caught my eyes for a split second but then found the desk more interesting and she pushed the hair at her sides behind her ears. Her hair was so thin.

I turned my attention to my phone.

Sam had flipped to the forward facing camera for the next one and propped up the phone on the sink vanity. The lighting felt different and there was more of her in the shot this time. Sam's face was a little blurry and looking away clearly having been taken by surprise by the phone.

"Sorry, I was trying to figure out how the timer worked," she offered with her hands over her face.

"I like it," I said, glancing up at her before returning to the picture. Her bra encased breasts looked even larger, her waist tiny from that angle. The waistband of her jeans gaped and I could see the elastic of her panties. Blue. I was staring at her soft stomach and belly button when the phone buzzed again.

She stood closer to the phone for the next one. I couldn't see her face in this one, just the underside of her bra-covered breasts. Sam held the front flaps of her jeans slightly apart. My eyes followed the tiniest bit of downy blonde fuzz on her stomach down to blue panties under her open jeans. I half expected to see a small ribbon bow on the front of her panties but there was none that I could make out.

"I didn't know what to do with my hands!" Sam flipped her hands up, blushing when her eyes met mine. I wasn't sure what she was talking about until I swiped to see the next picture. The angle and focus was better in this picture. She stood straight facing forward, her hips were slightly cocked with her thumbs hooked on the waistband of her jeans at her hips. I could see a little bit more of her panties but not much and the tease was killing me. The forced pose made me smile.

"Is... Is that enough?" Sam asked me.

"No," I said looking up to meet her eyes, "I would have thought you were barely getting started."

"Umm..." her voice wavered, "I don't think I am ready for that."

"Ready for what,"

"Umm... you know. More."

"I thought you were ready to give me a blowjob" I said, sounding more annoyed than I felt.

"Yeah, but I don't want to get naked!" She finished the sentence barely above a whisper, her bottom lip trembling slightly.

My response came out before I could think the words through,

"Do you think I'd have you do it any other way?"

Her face fell at that and she quickly wiped at her eyes.

"Why don't you lock the door after all," I breathed out, beginning to lose my patience. Her eyes widened.

"I can take more!" Her face looked ready to crumble but she got up nonetheless. I admired her willingness to try, albeit entirely too late in my opinion. My disgust at the conversation popped the proverbial bubble of that moment.

"You don't have to do anything you don't want to do Sam," I said standing up and sobering up quickly, "I think I better get back out there before the team gets the wrong idea."

"Can I take more pictures?" She looked up at me as I went for the door. I paused before I opened it. I clenched my jaw trying to decide if I wanted to continue this pathetic back and forth.

"Can I stay?" Sam asked again.

"I appreciate the effort," I said not really meeting her eyes, "but--"

Sam grabbed my hand and to my surprise brought it up to her chest. She flinched when my hand touched her but she squeezed my palm onto her soft spongy tit, "I've just never done it before but I do want to! Please let me try to do better!"

I could feel the hint of her nipple through the bra as well as feel her heart wanting to beat out of her chest.

"I'll take more pictures for you. Everyday if you want!" She could be really pretty, I could see what my employee saw in her,

"I'll still suck your.." she whispered, "I'll still give you, you know... if you want. I'll do anything you ask. Please."

The job paid more than minimum wage but not that much more, so I didn't understand the urgency of her words. Surely she could find something comparable if she really wanted. On the other side of the door, we could hear the staff laughing about something.

"Every day," I said, looking down at her. She bit her lip but nodded, inadvertently squeezing my hand harder onto her chest before letting go. Reliving that moment, I wished I had let my hand linger there a little longer, maybe run my thumb across where her nipple had been. Instead I just dropped my hand and nodded. I turned the door handle and let myself out rejoining the team in the open office space we shared. Samantha didn't follow behind me and I assumed she had gone to wash her face perhaps. My phone buzzed as I settled back into my desk.

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