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

by Jamie Knight

  Her cheeks flushed a lovely pink at my compliment.

  “Thank you, sir.”

  I pulled up a search engine and gave her one of my Moleskines and a fountain pen, and left her to it.

  It hurt to close the door. I already didn’t like being away from her. It was bad enough when we were in the office and would go home at night. Having her living here with me was almost worse because she needed to be trained. In both senses of the word, one of which meant spending time apart.

  I cheated, though only just a little. Technically, I was supposed to wait until noon on the dot. That was the schedule I’d set for myself when it came to training her in the work arena, but it was easier written than done. By half-past eleven I was almost aching for her, despite it a little under three hours. Still, needs must.

  She was working away when I came in, a good five pages of the Moleskine filled with her tight handwriting, each one detailing the advantages, as well as the weaknesses, of an artist she had found.

  I cupped the back of her neck, and Jonna craned her head back, nearly moaning with pleasure at even my simplest little touch.

  “Lunchtime,” I said, making it a statement as opposed to a request.

  I probably didn’t need to be firm with her. She’d already shown herself perfectly capable of following directions. Still, it was important to assert and then reassert dominance, so she could get used to it.

  As had become my habit, I scooped her from the chair into my arms, and carried her from the office. I liked the intimacy of holding her close to me, as well as knowing she was completely under my power. From the way she trembled, I figured she liked it as well.

  “Smells good, master,” she said, as lunch was prepared.

  I doubted she could actually smell the salad I was tossing, or the sandwiches already assembled, but I still decided to take it as a compliment. Not least because I didn’t feel like spanking her for fibbing. I was in too good a mood.

  Sitting down next to her, Jonna turned to me, mouth already open as I fed her, first with my hand, and then with a fork. Her own hands remaining folded politely on her lap.

  “I have a present for you,” I said, when all the food was gone.

  “Another one, master?”

  “Yes, you have been very good, pet.”

  I picked up the box from where I’d hidden it on the next chair while she was still working earlier. I was relieved that she hadn’t seen it as I sat her down.

  Giddy with excitement, my sweet pet undid the carefully tied ribbon, and slid the lid up off the box, allowing her to look inside.

  “What is it, master?” she asked me.

  “You mean you’ve never seen one before?”

  She shook her head ‘no.’ I had the feeling that she was inexperienced, but I’d never guessed she would be a complete virgin and that she wouldn’t recognize a simple butt plug. But I found that I liked her innocence. I liked knowing I was claiming all her firsts.

  “It’s called a butt plug, pet.”

  “Oh.”

  She turned a bright shade of pink, no doubt able to guess what it was used for or, at the very least, where it went.

  “Do you know what it’s for?”

  She shook her head again. I wasn’t sure if she was lying, so I decided not to punish her. I tried to reserve the more severe punishments for the really serious infractions.

  “Can you guess where it goes?”

  “In my butt?”

  “Good girl. Yes, it goes in your butt, and is used to make anal easier.”

  “Anal sex?”

  “Yes, but not today, because you need training, which is what the plug is for.”

  “Okay.”

  She looked up at me as if she trusted whatever I said, and I loved that she did.

  Chapter Seven

  Jonna

  I could feel my nipples, hard with excitement, brush up against the inside of the silk robe as Seth stood me up. With gentle hands, he bent me over the already cleared table. The varnished surface was cool under my cheek. My pulse was already up, and I was blushing with anticipation, despite my anxiety.

  I trusted him not to fuck me in the ass yet because he said he wouldn’t, and that was more than enough for me. Though I still had to wonder how it was going to feel, having the butt plug put inside me.

  The chair scraped on the tile floor as Seth sat down behind me. Cool air caressed my thighs and ass as he lifted the bottom of the still cinched robe, tucking it up under the belt to keep it in place.

  “Oh!”

  Seth’s thumb caressed my vulva, sending a shock of pleasure through me. I was so sensitive down there, the lightest touch could send me through the roof.

  After a few more passes, he replaced his thumb with his tongue, licking me slowly from bottom to top, paying special attention to my clit. I would have thought, logically, he would have to lick my asshole, but my pussy seemed to be doing the job just fine— getting me relaxed at the same time as warming me up.

  The orgasm came fast and hard. I usually had some kind of warning, though not in that instance. Seth put a hand on my back to comfort me, as I came down, ready for anything he wanted to do with me. Or so it seemed to me.

  The plastic cap popped on the little bottle that came in the box with the plug. I wasn’t sure what it was at first, unable to think of anything that would come in a bottle that small. As it turned out, it was a bottle of gently warming lube Seth slathered the butt plug in before pressing it up against me.

  I wanted to let out a moan but resisted the urge. Master hadn’t given me permission to make noise.

  Tenderly stroking my lower back all the way down, Seth worked the plug into my virgin ass, until I could feel the edges of the base brushing against my cheeks.

  “How’s that feel?” he asked me.

  “Different,” I confessed, “but wonderful.”

  It was true. I’d never experienced anything like it before, but also couldn’t deny how amazing it felt inside me.

  “Good. I want you to wear it the rest of the day, understood?”

  “Yes.”

  “Yes, what?”

  “Yes, master.”

  “Good girl.”

  He got me back into an upright position, gently kissing my cheek as he let the bottom of the robe fall back down around my knees.

  Caressing his hand down my arms, kissing my neck, he took my hand and lead me back toward the stairs.

  I’d hoped he might be bringing me to the bedroom for another good, hard fucking, or even to his infamous playroom for some heavier play, but alas, he took me back to the office. It wasn’t that I didn’t like the work. I still loved it, really; it was just that I’d come to see Seth as even more of a master than a mentor.

  There were times during which I was already beginning to forget that we were at the house to do work. Luckily, I had him there to remind me. He really was the responsible one.

  I’d expected it to hurt, at least at first, when I sat down with the butt plug in, but I really didn’t notice that much difference between standing and sitting. There was a bit more pressure to be sure, but this was in no way a bad thing.

  “Continue the work you were doing before,” he said, turning the page over in the Moleskine. “Same rules as previously.”

  “Yes, master,” I said obediently.

  He squeezed my shoulder, going instantly into mentor mode, and left the room, closing the door behind him.

  I was surprised and impressed at how quickly he could change between roles, going from hot passion to gentle professionalism at the drop of a hat. Or, more accurately, the beating of my pounding heart.

  I was getting everything I wanted, even if I hadn’t known some of it had existed beforehand, and I couldn’t be happier.

  It felt like a cliché, the sort of thing that never actually happened in real life, but the time really did seem to fly by. Or, maybe not fly, but zoom, at a supersonic speed beyond what I could accurately perceive.

  Either
way, the time between Seth easing me down into the nicely padded office chair, a high-quality butt plug firmly planted up my ass, and coming to get me seemed miniscule.

  The only evidence of my work was the physical evidence. A further seven pages, twelve in all, of obscure bands with music only available online, that I thought deserved a boost on Suspicious Activity.

  “Great work, pet,” he said, flipping through the book, massaging my neck with his other hand.

  I loved when he did that. My neck was super sensitive, almost to the point of being an erogenous zone. Seth treated me so gently, it always got me warmed up and ready for hotter action.

  “Thank you, master.”

  “What do you say we get that butt plug out of you?” he asked me.

  “Yes, master.”

  I wasn’t sure if it was a genuine question, or if he was testing me. Either way, my answer would be the same.

  Seth scooped me up into his powerful arms, as though I weighed nothing, carrying me like a virgin bride through the threshold of the office.

  The rumors were true!

  Tucked away on the top floor of his ordinary house, though a door accessible at the back of the bathroom, was a well-appointed playroom, equipped for every sort of kink except the really painful and dangerous ones. No knives or bull whips or anything that could cause bleeding.

  “Over here,” he said.

  Seth indicated a padded bench in the shape of a cross, restraints attached at the bottom and to the ends of each of the arms.

  “Are you going to tie me down?” I asked him.

  “Not unless you struggle.”

  “Is that a joke?”

  “Mostly.”

  Seth wrapped his arms around me, untying the belt and lifting the robe from my shoulders. Yup, I was definitely naked. As naked as it was possible to be.

  Yet I still didn’t feel self-conscious. Even while standing in front of what could only be described as a bondage table.

  “Get on,” he commanded me sternly.

  As carefully as I could, I got up on the bench, in the way that made the most sense, which was basically on all fours, my ass up in the air, making it easy to get at. I even lowered my upper body, so that it was flat on the bench.

  It felt a lot better coming out than going in. Still, Seth went slowly, careful not to pull too hard or fast as he extracted the butt plug from me. I could already feel the difference it had made, my ass feeling nicely stretched out.

  I wanted to try a few more times before he tried putting his cock in there, but I was confident I would be able to handle it.

  “Very good,” Seth agreed, stretching my ass even more with his hands. “It’s stretching out quite nicely for me. What a good pet. I can’t wait to put my cock in that tight little asshole of yours.”

  He helped me from the bench, clearly not intending to tie me up. At least not in that way. Instead he led me to one of those sex swings I always thought were a kind of silly joke.

  Scooping me up again, he delivered me into the sling section and secured my wrists and ankles in the cuffs provided.

  “It’s mostly for security,” he explained.

  He really didn’t have to explain himself, since he was the master after all, but it was still good to know. Not that I minded if he was tying me up for the fun of it.

  He threw my thighs apart and knelt between them, burying his face in my pussy and devouring the most sensitive parts of me.

  Pleasure ripped through me and I gasped and writhed as Seth rapidly brought me to a huge orgasm, much like all the others he had blessed me with. Despite the repetition, the feeling was in no way losing its appeal.

  When I was ready, Seth took out his rock hard cock and rolled on a condom, lowering the swing slightly, so he could slide inside me.

  “Oh, thank you, sir!” I moaned, as he pushed his big cock inside me. “Yes, master, please don’t stop.”

  “Fuck yeah,” he grunted, as his cock went all the way in. “Your tight little pussy feels so good. I love to fuck this tiny wet hole of yours.”

  I couldn’t move much, but if anything, that made me even hotter. I liked being totally under his control and for his pleasure. I knew he wouldn’t hurt me and would always make sure it felt good for me true. I trusted him entirely.

  Putting his hands on my shoulder to push me down to the right height, my master fucked me— gently at first, until I got used to the feeling of his massive cock working deep inside me, and then harder. His magnificent member was pounding inside my wet pussy until I was nearly screaming from the huge orgasm that rippled through me.

  He made me come again and again, before finally I felt him stiffening and swelling inside me, his breath and his thrusts coming quicker as he approached his own release.

  He let out a primal growl as he poured himself into me, and I shuddered in pleasure at the sound, still breathless and wrung out from my own desire.

  I’d never imagined anything, let alone everything, could be this good.

  And I never wanted lockdown to end.

  Chapter Eight

  Seth

  It was a vision of which I would never get tired. The angel to my side looking every bit the celestial part. And she was in my bed. As opposed to being cuffed at the foot of it.

  Jonna had been so good that I decided to reward her by having her sleep with me in my bed. There was no sex— that was all done in the playroom.

  Generally, in my house, the playroom was for play, the office was for work, the gym was for working out, and the bedroom was for sleep. That was the way I wanted it, and the way I usually kept it.

  What happened that first morning was a rare example of me breaking my own rules. And rule-breaking turned out to be something Jonna inspired me to do with some regularity. Pushing down my baser instincts, I took her in my arms and kissed the back of her neck until she began to stir.

  “Good morning, pet.”

  “Good morning, master,” she replied, rubbing her eyes with the ball of her hand.

  “Sleepy?”

  “A little, not too bad.”

  My hand slid down to her pussy, cupping it gently.

  “Oh!” she gasped, adorably.

  “How about a little pick-me-up?” I asked.

  “Yes, please!”

  I turned Jonna onto her side, so that she was facing me, my hand firmly on her pussy the entire time. I kissed her soft lips and ran my fingers through her long, beautiful hair as I massaged her luscious lips and then rubbed her hard little clit, bringing her every bit closer to the edge of orgasm. I loved watching her face change as the tension built, loved knowing I was causing it all.

  “Are you getting close?” I asked her.

  I knew she was, not in the least by the way her pussy walls were squeezing my fingers as I worked her two knuckles deep.

  “Yes!” she blurted, closer than ever. “Yes, master, I’m cumming!”

  I kissed her as she finished, Jonna returning my affection with surprising but pleasant passion. It was nice to know she was into it as I was. Technically, I was meant to be in control, but it was best that things were mutual.

  “Thank you, master!” my darling pet panted, her cheeks aflame with passion.

  “You’re welcome, pet,” I said touched by her pleasure.

  “Is there anything I can do for you?” she asked, eyes glittering.

  I loved her eagerness to please me.

  “Well, now that you ask, my cock does seem to be in need of a good sucking.”

  Without missing a beat, Jonna dove under the duvet, and had my cock in her mouth in record time, sucking the throbbing head like it was the most delicious candy. I gathered her hair and held it tight, gently taking control of her head movements to make sure she didn’t hurt herself.

  I’d noticed that she could get away from herself when really excited. Such was that aforementioned eagerness to please.

  As she sucked me off, I took Jonna by the hips and shifted her over a bit, so I could eat her pu
ssy at the same time, in our first time doing the classic 69. The soft hums she made in response to having her pussy licked by me only made what she was doing to my cock feel all the better.

  It was little surprise then, that we happened to cum in unison, the familiar orgasmic shake overtaking Jonna at the same instant my load filled her mouth, my darling pet managing to swallow it all down that time.

  “Would you like to try being on top?” I asked, after we’d both had time to catch our breath.

  “Okay, help me?”

  “Of course, my darling.”

  With perfect cooperation on her part, I positioned Jonna so that she was straddling me, and slid the head of my cock inside her. Getting the idea from there, she placed both hands on my shoulders and sank down the length of my shaft.

  I honestly didn’t think she would make it but, soon enough, her soft pussy lips were pressing lightly against the base of my cock.

  “You okay, pet?” I asked her.

  “Yes, master,” she whispered, her face the picture of ecstasy.

  “Good girl.”

  My hands on her sides, mostly for steering purposes, Jonna started to bounce. Awkwardly at first, until she found the right balance, picking up in both speed and intensity, gaining in confidence until she was bouncing on my cock like a pro. The issue with this approach, delightful as it could be, was that she tended to get worn out a lot quicker.

  This was a lesson Jonna learned quickly as well as the hard way, all but crashing onto my chest while panting a lot. Taking a moment to cuddle and kiss her, I ran my hands down her back to maintain contact and took her by the hips.

  Kissing her cheek, I started to move my hips, my cock, which was still deep inside her as it happened, moving lightly between her tender pussy lips. I was coaxing a barrage of soft moans from deep within her, each instance muffled by her proximity to my chest.

  Building up to a steady fuck, I finished up where she started, bringing sweet Jonna to a shaking orgasm, holding my own back.