by Jamie Knight
By the time I got in to work I was nearly strutting, barely noticing the small back brace that I wore to keep me from throwing my back out while filing. I gave a moment’s thought to wearing high heels to make my legs look even better than they usually did but decided that this would be a bridge too far.
I arrived on time for the first time in weeks. Through a lovely twist of fate, Lady Lauren did not. She came in a full half hour after I did. I didn’t say anything but made sure I was at the water cooler so I could give her a very significant smile as she steamed past. Two inches closer and she would have body checked me into the wall. Petty as it was, my smile grew, delighted by the fact I was able to get into her head.
Properly rehydrated, I returned to my office, my earbuds giving me the gift that was “Do You Hear the People Sing?” I strode to my corner office to prepare for the first day of recording. The sun streaming in through the window seemed a very good omen.
I was still a bit nervous about seeing Max again. Especially what had happened at lunch the previous Friday. He had apologized of course, and I was never really all that angry. I was sadder and more hurt. But knowing he wasn’t trying to do that actually did make me feel better. It didn’t mean that he loved me or anything, but he was obviously concerned about my feelings and cared about my opinion since he still bothered to tell me about his plan and wondered what I thought about it.
He called me at home, no less. For some reason, that felt a lot more intimate than a working lunch. It was like he was there in my place, even if it was just his voice. That was probably why I imagined him in the bed with me. In some weird, meta way he had been.
I could feel my pussy getting wet just thinking about it. But it was too early in the day for me to take one of my trips to the bathroom, so I just had to suffer through. I was a professional and was going to bloody well act like it. Closing my eyes and getting into a Zen state of mind, I booted up my computer and started doing my best to get as many new clients as I could as I waited for the moment when Max would call me into his office to serve him.
I had a long wait. I chased and closed three new clients somewhere in the middle of the prestige list, an actual paper list next to my computer, before it happened.
“Come in?” I said, not really used to anyone knocking on my office door.
“Hey,” Max said, coming in closing the door behind him.
“May I?”
“Please,” I said, trying not to beg.
He came in and sat down in the chair on the other side of my desk, technically putting me in the position of power.
“How are things going?”
“Good, I just closed three accounts.”
“Wow,” Max started, genuinely surprised.
“Working hard for you, sir.”
“Glad to hear it, Carrie.”
Another tingle. That time in my tummy. The look in his eyes and the softness in his voice sent my hormones wild.
“Trying to win the contest, sir,” I confessed, without really meaning to.
“Contest?”
“The one for the agents. I think it is a really good idea and am trying my best to win. Or be one of the winners anyway.”
“Oh, no, you aren’t eligible for the competition.”
“What?” I asked, almost hearing my hopes of getting to know him in a more casual setting being crushed.
“As my assistant, you would be coming on the trip with me anyway. I need to leave both spots for winners clear for the other agents.”
I hadn’t thought of that. I was so used to my dual role I had come to think of them as separate things. Of course, I would be going with him! I felt both embarrassed and relieved. There was a chance after all, and I wouldn’t have to win to get it.
“Right, of course,” I said, trying to keep it cool.
“I’m also going to need a lot of help. It is going to be a lot of work recording who to bring and I’m going to need some eyes out there keeping track of things. I want you to go about your job as an agent like you usually do. The main thing I need your assistance with is the competition.”
I hadn’t really thought about it that way before, but it made sense after he explained it. I was no dummy myself, but Max had a way of seeing things that was really amazing. It was still mostly a hope, but there was a chance that with the money from Whitman and my work on the competition that I might get a raise in terms of both my jobs, which would keep me in my apartment a lot longer.
“I’m going to go and get back to work, but I would like a progress report at the end of the day. Nothing too rigorous. Just your general impressions. You don’t even have to write it out. Just come in at the end of the end of the day and tell me what you’ve seen.”
“Yes, sir.”
“Good girl.”
At least that was what I thought he said. He got up and left the office before I could ask. He could have been teasing, picking up on the number of times that I’d called him sir. But it didn’t sound like it. At least not what I’d thought I’d heard. If anything, I would have described it as affectionate.
The rest of the day floated by like a dream. Securing two more clients for the firm, I still wanted to do my best to impress and help Max even if I was already going on the trip. I was honestly trying to get his attention any way I could. Though I definitely preferred that it be in a positive way.
Leaving the door to my office open, I continued to look like I was working at my job as an agent, while having actually switched gears to my other work for the firm. Being Max’s right hand, which in that case basically meant a bit of mild espionage.
Spy work was not as interesting as movies made it look. Partly because things were pretty much how I thought they would be. Thomas was a workhorse. Adam was doing his best. Steve was still working on his first client. Morgan was kicking ass and taking names and Lauren was being a total bitch.
Were I to put money on it, I would guess that Thomas and Morgan would be the two chosen to go to the Bahamas with us. Funny how that’s how I was beginning to think about it, but it really was true. In terms of running the office, Max and I were a unit. He needed me and I wanted to do my best for him. Even if I also wanted to be his partner in another way.
I tried to focus but still probably had enough. Even as my imagination started to take over my conscious mind and put me into a daydream, I knew I would still have something to tell him at the end of the day.
I imagined us walking down off the plane into the beautiful sunshine, the two winners behind us where I couldn’t see them. Not that it was at the forefront of my mind at the time. We were still keeping up appearances even in my daydreams. My basic cautiousness was too much a part of my personality to be ignored. Still, it was nice just to be there with him without the pressures or expectations of the office.
We were already dressed in a much different way. Even Max went for khakis and a light blue polo shirt. I was really as casual as I had ever seen him. It gave me hope, even literally in my dreams, that there could be a chance for us. The hope got even stronger when we got to the hotel, a beautiful resort housed inside a really old building right by the water.
Max did everything. The three of us waited for him to give us our keycards. Except when it came down to it, there were only three card envelopes given out. There was one each for the two winners, but the two cards for Max and me fit snugly into the same envelope. We would be sharing a room. Something he had to have planned because he made all the arrangements for the trip.
I was wrong. Or, more accurately, I had underestimated the situation. Not only was there one room for the two of us, there was also one bed. It was an ancient and beautiful four-poster, set wide across the back wall. Technically, there was enough room for us each to have our own side and then some. I was pretty sure I could stretch my arms out to full length and still touch nothing but sheets. A gap could also be easily closed should such an action be wished.
Suddenly shedding my usual shyness, at least when it came to Max,
I didn’t even go into the bathroom before changing into my bikini. Stripping right down to nothing, I wasn’t wearing my brace in my daydream. Suddenly regaining my full range of motion, I took my time finding my bikini in my small suitcase. Max watched every second with close attention. He didn’t touch me at any point, but I could feel his eyes on me. His gaze caressed every inch, making me suffer subtly with delight, as though it were his hands.
I had heard about the softness of the sand in the Bahamas, like walking in fresh flour according to the anecdotes. I imagined walking a beautiful stretch of it, the water sparking crystal blue in the sunset. Max held my hand as we strolled. Our strides nearly matched. Max’s longer legs gave him a distinct advantage.
I caught him glancing at my barely covered boobs out of the corner of his eye. Still holding his hand, I reached around behind my back and unlaced the string on the top on my string bikini. It fell away, revealing my tits. My nipples were instantly hard from the gentle touch of the ocean breeze.
Max stopped cold, getting a look that I didn’t quite recognize but still found exhilarating. It was so fast I barely noticed. Max moved like a cat, seizing me by the waist and pulling me to him, kissing me hard. My tits pressed up against him, but not uncomfortably so.
Slowly, his affections migrated down over my chin and along my neck to my chest, detouring off to the left, his tongue trailing down the front of my left tit right down to my nipple. He took it into his mouth and sucked it gently.
A soft gasp escaped my lungs as I ran my fingers through his hair. Waves of pleasure rippled through me. Leaving his hand on my left nipple to keep things going, he migrated down between and across the divide to the right, performing much the same ritual with my right nipple. His tender treatment of my sensitive nipples getting me close to orgasm, my pussy was even wetter than it was before.
Maintaining contact with his gentle fingers, Max continued down my belly. It became increasingly clear where he was going. His hands otherwise occupied, I untied the sides of my bikini bottoms and let them drop away, clearing his path.
Slowly stroking his hands down my sides, he moved lower, eventually holding my hips just as his lips first touched my tender pussy. I trembled with sweet pleasure.
Smothering me with warm, wet smooches, he then ran his tongue the length of my pussy, each pass punctuated by a light suck on my clit. I put my hands on his strong shoulders, helping me to stay up right as he started to lick me harder. He worked my pussy with his able tongue until I was moaning, and my head rolled back as I sang my praises to Venus.
I came hard, my pussy trembling against his beautiful tongue. Rising before me like a phoenix, his hand still between my legs, Max held me lovingly as I recovered and came down from my massive, orgasmic high.
I could feel the bulge of his rock-hard cock pressing through his thin, soft cotton pants as he pressed up against me. I wanted so much to have him deep in my pussy, but not before tasting his yummy cum.
Getting to my knees, I ran my hands down the front of his shirt, I carefully unfastened his belt and the top button of his khakis. Working his fly down to the bottom, I reached into the gap and slowly unfurled his monster cock, inch by inch.
I knew he had a huge cock because I had seen his hard-ons in his pants while we were at the office. I didn’t know what they were from but honestly hoped that it was me.
Taking his throbbing shaft in my hand, I stroked it a few times, smooth and fluid, before taking the stately head into my mouth. I took it in as far as I could comfortably before wrapping my lips around his beautiful cock and moved my head back and forth sucking him gently. At least at first.
As I stroked my lips the length of his wonderful cock, I gained both passion and confidence and soon sucked harder than I ever thought I could. I worked his mighty manhood in my warm little mouth until he filled it with his thick, sweet cum. I swallowed it all down, savoring every last drop, and then licked him clean before finally gracing the head with a tender kiss.
Raising me to my feet, Max took me firmly by the hips, seizing control of my body. Something I was more than happy to relinquish. Turning me around so I was facing away from him, he bent me at the waist. My ass was angled in such a way that my pussy brushed up against the head of his cock. With my hands flat against my thighs, back straight and head back, Max put a hand on my hip. He Stroked the head against my pussy getting me ready to be fucked.
Nestling the throbbing head of his cock among my tender pink folds, Max took me by my other hip and started to move. He worked my tight little pussy until I started to moan, stroking his cock along both my clit and my g-spot, filling me with tender joys.
Stretching out my pussy enough so I could take it, he started to fuck me harder, pumping my pussy at a steady rhythm. The moans and gasps came up deep inside me as I was deliciously slammed.
I could tell I was going to cum. The vibrations started slow and then built in intensity as Max continued to fuck me. He knew too and coaxed me to a shaking orgasm with the same, slow, gentle thrusts he had started with. Leaving two fingers in my pussy as a sort of place holder, Max came around to the front and fed me his delicious cock. He unleashed a beautiful torrent of cum into my mouth, blasting like a firehose. Filling my senses with sweet and salty warmth, I closed my eyes in ecstasy.
Going back around, I assumed for another go in my pussy, he surprised me a bit by starting to gently stroke my ass. I couldn’t believe how good it felt. The trembling was low but delicious. I was aware of the idea of anal sex but had never really considered it. Not consciously anyway. Some part of me was clearly still at least a bit curious.
Pressing the lovely head of his cock against my asshole like he had done with my pussy a few minutes before, he worked his way in, tenderly stroking the small of my back to help me relax as he did so.
Moving his hands lightly to my hips to hold me still, he started to move. He gently pumped his beautiful cock in my tight, virgin asshole. It was intense but never to the point of actual pain.
The gentle ass fucking only felt better as I continued to relax and stretch, giving him more room to move. Eventually, Max was pounding me, slamming his beautiful cock deep inside me. My body was wracked with the most exquisite pleasure, as Max unleashed his mighty load. He filled me up with his seed.
I glanced at my watch. Noon. Looking around to see if anyone was paying attention, I got up and walked as casually as I could to the single-occupancy bathroom.
Chapter Six - Carrie
It was a roller coaster. No sooner than Max announcing the competition did everyone go mad. They were off and running like horses who had been firmly spurred. The looks of stony concentration were somewhat new for all of them.
The only exception to this new grim reality was Thomas, who seemed to be treating the whole to do as just another day at the office.
It wasn’t really surprising. He had been at it for years and probably wasn’t surprised by much anymore. I didn’t know for sure if he would be one of the winners but was quietly pulling for him without actually going so far as to try and influence Max his way.
I was determined that the contest be as fair as possible, which should actually be pretty easy. While there was certainly an element of human frailty. Most of the decision was going to be made based on sales figures, facts that were at least quantifiable without being immutable.
There was a degree of politicking of course. Tricks varying from shady to dirty were being pulled in all directions. It was interesting how people could change when competing for something they all wanted.
Again, Thomas was the exception. He would see what was going on, nothing much getting past him, but never participated.
He usually just shook his head in sadness at the younger generation. It brought to mind the idea that the best person to choose for a leadership position was the person who didn’t overtly want it. They were more likely to see it as a duty rather than a right. I couldn’t help to think that the same applied to rewards.
As
if to answer in the affirmative, Lauren was even more of a bitch than usual. Not only did she spread rumors, but she also resorted to mind games and sabotage to try to get the upper hand. Thomas was the only one not rising to her provocations. If anything, he seemed to find the whole thing funny, at least in an absurdist sense.
The morning had come. The dust had settled, the tears had dried, and winners had been chosen. I was made aware of the results by an early morning text from Max. Even though I wasn’t in the competition, I was already going on the trip without having to suffer through all the fire and rain.
I had caught up on my agent work and, according to Max, the announcement wouldn’t be until later, so I could take my time getting in. That was actually how he put it, strongly implying that he knew full well about my tardiness, whether Lauren had told him or not. What was more, he didn’t seem to care.
He had never mentioned it before and while it was difficult to convey nuance through text, he seemed to think this was a good thing. He essentially gave me permission to sleep in. It was more care than I ever dared hope he might have for me.
It could have been concerned for me as a co-worker, sure. I wouldn’t be very effective or useful if I was fatigued, but I wanted to believe it was because he actually liked me. Possibly as much as I liked him.
It was like a cloud had been lifted. The sun seemed brighter, the traffic seemed lighter, even the coffee in the machine at the office tasted better. A transformation on par with water into wine.
“Big day, huh?” Lauren asked rhetorically.
“Indeed, it is,” my mood was still bright.
“I’ll be sure to send you a postcard,” Lauren said, attempting an impression of a decent person.
“Oh, you can give it to me at the hotel. Save the stamp.”
“What?” Lauren asked, both confused as well as pissed off.
“Oh, didn’t Max tell you? I never had to join in the competition. I’m his assistant as well as an agent, so I was always going to be going to the Bahamas with him no matter how the competition went. I was never eligible. The competition looked really stiff though.”
