Under My Boss's Direction: Office Romance Collection With New Novel

by Jamie Knight

Holding me in position, Ryan climbed up onto the bed, the mattress dipping slightly with the added weight. When we’d gotten into a good position, he stroked my lower back as he rubbed the head of his cock against my tinging pussy. Just to get me used to the contact. I wasn’t a virgin, but it had been years since I’d felt a man’s touch and I appreciated his care and attention.

  “Ready?”

  “Yes, please, fuck me.”

  Ryan did just that, easing his cock into my well-prepared pussy, meeting little resistance, despite his considerable size. I reckoned it would look a lot like a magic trick, that massive cock disappearing into my tight pussy. Yet, it did, with no pain or even discomfort, just an all-consuming pleasure, particularly when he started to move. Gently rocking his cock inside me, stroking my clit with each pass. He clearly knew what he was doing, and I was all the better off for it.

  “Harder,” I prompted.

  At my word, he took me by my hips and started pumping faster, though with undetectable changes in terms of intensity. That came later, Ryan working up to where he was pounding me from behind, the headboard banging a marching beat against the wall. It was lucky we were so isolated, or someone might think I was being tortured with the way I was wailing, but it was the sound of pure joy. It felt so good my mind wasn’t quite sure how to process what was happening to my pussy, the sounds bursting out of me as near as it could figure.

  I wanted him to cum in me, but knew he couldn’t. Not right then, we settled for my mouth, Ryan turning me over and dropping his load just in time. I took it all in, Ryan even a managing to break up the blasts so into four smaller ones as opposed to one big one, which might well have drowned me if taken at once.

  He wiped the little bit of excess from round my mouth and I grabbed his hand, so I could suck it from his fingers not wanting to waste a drop. I’d already gotten a taste for his cum and wanted as much as I could possibly get. He waited patiently as I nursed on his fingers, making sure they were absolutely clean before releasing him.

  Taking my hips he pulled me down toward the edge of the bed as he got on his knees. Putting him in the perfect position to eat my pussy again, absolutely spoiling me. He may not have been my first lover, but he was definitely going to be my last. There was just no way anyone else would ever be able to measure up to him.

  “Fuck!” I shrieked, reaching orgasm once again, unable to control myself or watch my language.

  I wasn’t usually so potty-mouthed, generally blushing if someone said ass, but in the throes of passion, especially roused by Ryan, I could be quite the sailor. Ryan didn’t seem to mind, which was a relief, particularly considering I wasn’t sure I could stop.

  “Ready for another round?” Ryan asked.

  Breathless, I nodded.

  Granted my clear consent, Ryan got to his feet, his cock directly level with my pussy. Taking his time, so he wouldn’t hurt me, even accidentally, Ryan slipped back inside, my hips rising too meet him as he did so. When he was well in, he took my legs, one by one and placed them over his elbows. Something I’d never considered before.

  When we were in position he made things absolutely perfect by taking a few pillows from the top of the bed and sliding one under my shoulders before piling the last two under my head. In addition to being luxuriously comfortable, the position also gave me a good view of what was happening down there as well as Ryan’s face. I’d always like sex, particularly when done gently, but always felt disconnected. Never really able to see much of what was happening. A problem Ryan easily solved.

  Stimulating my clit with a wetted thumb, Ryan started to move again, fucking my tight little pussy like I’d literally never been tucked before. It was a little much at first, the depth of the penetration and intensity of the pleasure setting off fireworks in my synapses. Clearly sensing my overwhelmed state, Ryan slowed down and took it really easy on me until I’d once again adjusted to being filled up so completely.

  He never betrayed much, the best way to describe Ryan’s expression, even while expressing joy, was focused, if not downright serious. He was clearly very dedicated to what he was doing and to my pleasure. I just hoped it wasn’t to the detriment of his own, though it didn’t seem likely. Not with how much he was able to cum.

  I could feel him tense, the way he had done before when he was about to cum. I was even more sure I wanted him to cum in me, but didn’t dare say so. It still wasn’t certain if the trip was a two-week fling or part of something more substantial and long-term.

  A soft whimper escaped my throat as he eased out of me, my only consolation knowing I would soon get another taste of his sweet seed. I kept sucking, even after he’d finished, and I’d sucked him clean.

  “More?”

  “Please,” I begged.

  “Of course.”

  Going back down between my legs, still open for him, Ryan slipped two fingers inside, tenderly finger fucking me until I’d cum again. I’d never cum so much in my life, particularly not in such a short span of life. It wasn’t even certain how I was going to be able to walk afterwards, but I would deal with that when it came up.

  The finger-fucking didn’t last too long, though before he was ready to take me again. Ryan then bent down, wrapping his arms around me. I returned his embrace, instinctively wrapping my legs around his waist as he lifted me up. Holding me tight against him, Ryan slowly moved me up and down, sliding my pussy the length of his cock and then back again.

  Similar to cowgirl, except with our faced level, as well as close, making the whole experience feel a lot more intimate, emotionally as well as physically. I don’t know what came over me, but in a moment of madness, all the doubts flew from my mind and I kissed him. Hard and deep, making things absolutely clear.

  It was about pleasure, because of course it was, but it was also about intimacy. My driving desire to show affection. To connect with him. A desire he seemed to return with his response. Sex was one thing, but intimacy was another. It wasn’t fucking just for pleasure, though there was nothing wrong with that for those who were into it, but something else, something deeper.

  There was no avoiding it. Ryan had cum in me. It had felt to good and the position was too awkward for him to easily pull out. His huge load filling up my pussy like it had already done with my mouth. With a cry even I couldn’t recognize, I collapsed against him, cleaving to him hard, my face buried in the crook of his neck.

  He held me for a long time, longer than I would have thought possible, his cock still deep inside me after the fact. If I’d had my way he never would have pulled out. The bonding hormones had done their work and I never wanted to leave him. I just wanted him to hold me forever, even though I knew intellectually how unrealistic that was.

  Generally speaking, my brain has a difficult time convincing my body of anything, even when it might be good for me.

  Ryan lay me back down on the bed, no doubt to give his arms a bit of a rest, gently pulling out of me. I wanted to stop him, but knew that I couldn’t, that it wasn’t right. We both had lives to live and had to separate at some point. No matter how nice it would be to do nothing but eat, sleep and fuck, it still required breaks to eat and sleep and I was just going to have to get used to it. Not that it was necessarily what was going to happen. More my sincere hope.

  “Maybe I should run out and get some Plan B,” Ryan offered quietly, brushing a lock of hair from my face.

  “No, it should be okay,” I tell him, blushing, “I’m between periods.”

  “Did you like it?”

  “The sex?”

  “Yes, that, as well as me finishing in you. Have you ever done that before?”

  “Not without a condom,” I admitted, “but yes, I loved it. It feels like being warmed up from the inside.”

  “Good,” he said, kissing me on the cheek.

  Before I could ask him for another go, he was already at the dresser, getting out a pair of black pajama bottoms. I knew even before he put them on that our fun was over at least for the moment.


  “C’mon,” he said, taking me by the hand.

  “I, um, I’m not actually sure I can, you know, walk right now. At least not in a straight line.”

  “Ah, gotcha.”

  Without missing a beat, Ryan scooped me up like I weighed nothing and carried me into the bathroom. No doubt where he’d initially been headed. Setting me down on the toilet, the cool porcelain of the lid surprisingly pleasant on my pussy, he ran a bath, filling the water with all sorts of lovely additions. I was nearly dozing by the time Ryan had finished washing me down. A fact he’d thankfully noticed and conveyed me right to bed.

  When I woke up, the sheets were cold. Not the ones under me but the section directly to my left. That soft, cool surface greeting me when I reached out for Ryan I wondered for a second if it had been a dream. Like the cheap ploy used by television writers, unable to come up with a satisfying ending or a season. Pulling out the whole ‘it was a dream’ nonsense.

  It did all seem a bit too good to be true. Especially the parade basically in my honor and the massive house in the middle of the woods. Something I’d been dreaming about, literally and figuratively, since I was little. Taken as a whole, it was as though my dreams had come true. Which only added credence to the idea that they really hadn’t happened and it was just another of my fantasies.

  I opened my eyes, expecting the worst, but was still greeted by his same bedroom surrounding me. Hopping out of my bed, my nudity in no way a concern in the immediate, I went to the window, seeing a forest landscape bearing a striking resemblance to the one I remembered seeing on the drive out of the city.

  More to the point, I remembered everything we’d done the night before, in exquisite detail, and felt the lingering soreness in my body. No matter how vivid the dream, I’d never had one reaching such a level of specificity. It had to be true, but where was he?

  The answer came in the form of a note, fastened to the front of a lovely black dress down in a modern Victorian style. All puffy sleeves and lace but with a much shorter hem. I’d probably have to put leggings on if I was going to try wearing it outside, but it was a lovely thought. Ryan hadn’t been kidding. Either about his tailoring experience or the uncanny ability to size someone up by looking at them.

  The dress not only fit perfectly but actually flattered me. Accentuating my assists, particularly my legs and boobs, while hiding what I saw as my flaws. Even if I had the strong feeling Ryan would disagree with the designation. He seemed to like every part of me, at least going by the tender attention he’d paid to my entire body. I grinned at the memory, my pussy getting noticeably warmer. Despite the temptation to do something about it, the note had said to go down to the kitchen as soon as I was up, and I didn’t want to disappoint him.

  The smell hits me full in the face, causing my tummy to audibly rumble. It was wonderful, bringing back several happy childhood memories.

  “Morning, my darling,” Ryan said, standing at the stove.

  He was dressed for the day but in what I guessed for vacation gear. Gone was the tweed and Oxford cloth, replaced by vivid white Chuck Taylors, black jeans and a rust colored cable-knit sweater. Still very nice and far more appropriate for a life in the wilderness. I had to wonder if that was what he was like most of the time. Who he was when he was at home, comfortable.

  Maybe the fanciness was something put on because it was expected of his office. I tried to figure out which version of him I honestly liked best, in case it ever came down to a choice. Even though I leaned toward the version cooking me banana pancakes and maple bacon at the vacation house, I couldn’t honestly say I disliked either version of him. On balance, they were both him, just seen in different contexts. If anything, he was privileging me by letting me see his domestic face. Something I doubted few people ever had.

  Turning off the gas burners, the blue flames extinguished to nothing, he came over to the table and kissed me tenderly, before gingerly returning to finish off the preparation.

  “Like it?”

  As with the sex, it was some of the best food I’d ever had, even though I was unable to properly express this fact, except in strongly suggestive noises.

  “Good,” he said, kissing me again, placing a hand on my thigh.

  I damn near dropped my fork, the sheer pleasure of his touch on my bare skin making me jerk and gasp.

  “Sorry.”

  “No, no, it’s good, it feels good.”

  Leaving his hand where it was, Ryan continued eating one handed, while I tried to focus on the fork coming toward my mouth without stabbing myself in the gums. Getting through breakfast without incident, Ryan ran his hand up under my dress, lightly cupping my bare pussy.

  “Oh!”

  “No panties.”

  “No, sir.”

  “Good girl”

  He kissed me again, more passionately that time, massaging my pussy as he did so, getting me dangerously close to orgasm.

  “May I call you sir?”

  “That depends.”

  He pulled a long box out his pocket. It was thin and rectangular, covered in black velvet. I looked at him, puzzled, wondering what might be inside.

  “Are you familiar with power exchange?”

  “Like kinky stuff?” I asked, feeling very innocent and foolish.

  “In a manner of speaking. It’s not what you’ve likely seen in the media, not entirely anyway. There are many aspects to it, some gentler than others.”

  “Power exchange is a gentler one?”

  “The gentlest, at least in terms of the physical element. There doesn’t need to be any punishment at all. All it really means is that you, of your own free will, surrender control to me. You do what I say and let me do whatever I want to you without question. In short, you are mine, though not in an abusive or exploitive way. It is an arrangement we would have reach together.”

  “I’ve never heard of it, until now anyway, but I think I’m interested.”

  “Open your present,” he said.

  At his command, I opened the box, finding a black leather choker which chrome hardware and a lovely, and expensive, looking shamrock charm, encrusted with what looked to be actual emeralds.

  “If you agree, you may call me ‘sir’ and I will call you ‘darling’ or ‘pet.’ You will wear that choker at all times as a sign that you are mine. If you wear it I will take it as a yes. That you agree to engage in power exchange with me. If not, we continue as we were, and I won’t say another word about it.”

  I really should have thought about it more. It was a big decision after all, but he posed such an intriguing proposal, I didn’t even really think about it before putting the choker around my neck. I already basically considered myself to be his. We might as well make it official.

  Chapter Five

  Warmth greeted me as I turned. An automatic response to waking that went back to my earliest memories. Searching for comfort in the first hours of the day, neither sleep nor waking, both vital processes, particularly easy for me. His smell drew me in, causing me to nuzzle into Ryan’s neck as he enveloped me in a sure embrace.

  It was as intimate as we had been the last few days. The possibility of a pregnancy scare had turned out to have spooked him more than he let on, and so I’d I agreed to go on birth control, which could take up to seven days to take effect. Ryan refused to fuck me until then. I was disappointed but couldn’t fault him for wanting to be safe. I wanted to have a baby with him, honestly, but not before he was ready, if, of course he would ever be.

  “Six,” he said, stroking my face.

  “One more to go.”

  “Yup, how are you doing, pet?”

  “Okay, I think. We certainly did a lot that first day.”

  “We did indeed.”

  “There are still other things we can do, while we’re waiting.”

  “Without it leading somewhere else?”

  “I promise,” I vowed.

  Ryan pulled me to him, his hard cock pressing against my belly as he
kissed me tenderly. Continuing with the theme, I returned his affections, slowly but surely migrating down to his chin and then along his neck, like he had done to me. I didn’t know if he’d had anyone do it to him before but going by his soft moans, of both pleasure and surprise, I would guess not. He tensed as I reached his cock, planting a kiss right on the pulsing head. He knew what was coming next as well as I did, and was apparently trying to prepare himself.

  Playing with him a little more, I swirled my tongue around the tip of the head, working my way slowly down. Reaching the ridge, I went back up, making sure to cover every tasty inch of the surface area, savoring every sound he made. He hadn’t told me to suck him, not directly. I usually waited for direct orders from my master, particularly in the bedroom, but it was so clear what we both wanted no words needed to be exchanged. Either that or I was becoming telepathic to his needs. Either one was possible, really.

  Giving his delicious head a sound tongue lashing, I took it in my mouth and started to suck. Light and gentle at first, adding intensity as I went along, easing my lips down his thick shaft. Similar to how he’d fucked me.

  It surprised him as much as me when my lips brushed his balls, his cock well and truly in my mouth, to the point of also being a good distance down my throat. I’d never really attempted deep-throating before, at least not with so much gusto, and was very pleased with the results.

  Ryan wasn’t exactly disappointed either, putting his hand on the back of my head as I eased back up toward the top and started to suck again in earnest. Only about half of his full length remained in my mouth. Despite my success, I wasn’t quite confident enough in my abilities to try sucking while he was fully submerged.

  Not that he seemed to mind at all. Making sure to keep my head moving, so my jaw didn’t get tired, I worked his tasty load into my mouth, swallowing it down slowly, like it was the elixir of life. It had been so long, nearly a week, and I was determined to enjoy it a much as I could. It was almost certain I would get more the next day, when the birth control kicked in full force, but I’d been getting greedy when it came to Ryan. Wanting as much as I could possibly get.