Under My Boss's Desk: Office Romance Collection with New Novella (Under Him Book 4)

by Jamie Knight

  I licked her clean and kissed her gently as she came down from the Babylonian tower of an orgasmic high, easing her back down to a life spent on the ground. When she was ready, it was time for the next stop on our mystical ecstasy tour.

  I didn’t have to do much. Carrie seemed to read my mind and swung around so she was at the edge of the bed, scooting down so she was closer. Her legs were still wide. I smiled and lifted one of her legs from the mattress.

  Holding her lightly by the ankle for support, I gently sucked each and every one of her toes. Her palms finally left the bedspread and her hands went up over her head as she moaned. I gave her an intense tickle as punishment, working the exposed sole of her bare foot until she nearly screamed with laughter.

  Taking mercy on her, I took her other foot up into the same position, resting the first on my shoulder. Running my tongue up the sole of her second foot until she moaned with delight, I suckled all her little piggies and made her giggle in a more delighted way before resting her second foot on my other shoulder.

  I moved her tight little pussy right in line with my thick throbbing cock. Taking it by the base, I stroked the head against her, making her yelp and hum and shake with anticipation. When I thought she was ready, I pushed on. I eased my massive cock all the way inside her, taking time to say hello to her clit and her g-spot on the way.

  Carrie lay still and gasped deeply, trying to get used to being so completely filled up. Despite the very snug fit, she gave the go ahead. I started to move backward to get to a more manageable depth and then started back and forth. Rocking in and out of her tight little cunt, pumping her toward ecstasy.

  Even with my dominant position, Carrie still managed to follow. So moved by the pleasure I was giving her, she wanted more, sliding her hips in time with my cock. She met each of my thrusts, making things feel even better for me than they already did. Her tight pussy was truly a little bit of heaven on earth.

  Feeling the sensation rising and knowing she was about to cum, I held back, letting her go first. My cock still deep inside her, I felt the vibrations through her pussy as she shook with sweet orgasm.

  Turning her onto her side without actually pulling out, I bent her legs so her knees were up by her chest and transferred my cock from her pussy to her asshole, only going in as far as the head. I unleashed a mighty torrent of cum, blasting like a firehose up her tight little asshole. Carrie moaned long and loud as she was filled up with my hot load.

  When all was through, I moved to pull out. To my surprise, Carrie reached back and grabbed my cock, keeping me in. I could have spanked her. I could have given her a solid, resounding smack that would make her ass turn red, but I didn’t. It was a rebellion, but one I was willing to allow seeing that it was rooted in genuine desire. She wanted to know what it felt like to be fucked in the ass, something I sensed she had no real experience with.

  I wasn’t about to just ram it in her. That would in no way turn out well for either of us. Instead, I got down on my knees before her, parted her supple ass cheeks, and began with gentle licks and swirls. At first, I went from her pussy and then up across her asshole before focusing exclusively on the latter. I concentrated on the hard circle approach that she enjoyed so much, if the screaming wails were anything to go by.

  Her virgin hole prepared, I arose behind her. My cock returned to full attention and, parting her cheeks as well as I could with one hand, I used the other to press the head of my cock against her. She hummed and gasped before I had really done much of anything.

  Her asshole apparently was just that sensitive. Inching forward, I carefully worked my way inside her, her sweet virgin asshole hugging me tightly as I entered. I had never felt so welcome.

  Getting about halfway in, I stopped for a moment to allow her to adjust to the feeling. Carrie taking several deep, cleansing breaths. When she was ready, I laid a hand on her hip and started to move inside her.

  Working my cock in her tight asshole, she moaned in absolute bliss. So much, in fact, that her muscles gave out, while she had been trying to watch everything as it happened, she finally gave in, slumping against the bed. She continued to moan loudly as I pumped my massive cock inside her, stretching out her tight little asshole with each, slow, careful thrust.

  Before long she was relaxed enough for me to go hard, pounding my cock in her as she screamed with delight. It seemed she was going through an almost transcendental experience as she grew closer to orgasm. I helped her along by gently fingering her pussy as I fucked her, paying particular attention to her clit and making her scream with even greater conviction.

  Finally, in one burst of pure joy, she came. Her orgasm mixed with her ass-task, she shook on the bed. Pulling out as gently as I could, I tenderly massaged her stretched out ass hole as she recovered. I got onto the bed with her. Our lips drew together as though by nature, our soft kisses again echoing through the space beyond.

  Chapter Four - Carrie

  I never felt lazy. It was an impossibility going down to the genetic level. I was Scottish and the Protestant work ethic was in my blood. Or at least my mind. Drilled into place by years of instruction and reminders. I also had a near cliché level of thrift, but that had more to do with necessity than breeding.

  My job was good, and the pay was fair, but my apartment wasn’t rent controlled. Tiny as it was, it ran at $2,500 a month after two rent increases over the two years I had been there. Before long I would be priced out entirely and would likely have to move elsewhere within the city borders. I had never really imagined living anywhere else.

  My girlhood dream was to make it in the big city, so when I arrived in Manhattan, I figured it was where I was going to stay. Even if I was never going to make it onto a marquee on Broadway, I could still try to reach the dream in my newfound profession. Which just so happened to land me in the place I had always wanted to be.

  It was like some kind of wonderful dream, making me think that things might actually still work out for the best. Reality hit like a bare-knuckle prize-fighter soon thereafter.

  If I had a boyfriend, it might be different. I could move in with him after getting bucked out, our combined incomes hopefully enough to keep us in shelter for the foreseeable future. Only problem was, no such man existed in my life and I didn’t seem to have very many good prospects of finding one.

  My last two boyfriends had left me pretty cold to the whole idea. Though even if they hadn’t and I was still ‘on the market’ as it were, there was still only one buyer I would even consider. But as far as I knew, Max, if he thought about me at all, regarded me as a colleague.

  My mind went back to our disastrous lunch. The crying had been a bit much. At least he had paid the bill before leaving. What really hurt was that he didn’t even look my way before leaving, let alone to apologize. It felt like I was nothing. I was fine with being at his beck and call. I enjoyed it honestly, but even I didn’t like to feel like I’d been discarded. Especially not by someone I loved so much.

  I was just going to have to forget about him. Not literally, of course. The fact that I worked at his company as his personal assistant made that proposition laughable in its absurdity. I would just have to keep my head down and get the work done, forgetting about any kind of romance blossoming between us.

  “The Music of the Night” started blasting from my phone, which was all the way over on the night table. With a most unladylike harrumph, I rolled over to get it, my eyes not even opening as I hit the accept icon, ready to give whoever was calling a very large portion of my mind.

  “Carrie?”

  One word. That was all it took. I just had to hear him say my name and all the anger and tiredness drained out of me, taking a good deal of my strength with it. Barely able to keep a hold of the phone I realized I’d better say something.

  “Good morning, sir.”

  I almost said, ‘good morning, master.’ My true intentions nearly slipped out in my surprise. It was sure to be taken as sarcasm even if it had. Still, I ma
naged to avoid any real unpleasantness which I definitely considered a win.

  “Listen, I know it’s your day off, but I really need to talk to you about something.”

  “Okay.”

  “First of all, I’m really sorry about lunch yesterday. I basically ditched you, and that wasn’t right. But I did get some good news. Whitman is investing in the company. This is something that ties into what I started to talk to you about because it is part of a greater push I have been planning.”

  “I’m listening,” I said, doing my best to contain my genuine excitement.

  I was quite honestly thrilled for him. Whitman was a big catch. If he kept going like this, MP Solutions was going to be one of the top insurance companies in the country within a few years.

  “My idea is to have a competition. The rules are pretty simple. Every agent in the firm will have one month to get as many new clients as they can. The two who have brought in the most clients in two months are the winners.”

  “What’s the prize?” I asked.

  “An all-expenses paid trip with me to the Bahamas for two weeks. On a cruise.”

  I was buzzing. Two weeks in the Bahamas with Max! Outside of official work so there wouldn’t be nearly the stigma. If anything was going to happen between us, it was going to be then.

  I could just imagine us walking on the beach as the sun set, finding some secluded spot and fucking until we both came. It would be beautiful. I had to win the competition.

  “What do you think?” He asked, pulling me out of my reverie of plots and potential villainy.

  “I think it’s a great idea! I know lots of people who would like that prize. I mean, who wouldn’t want to spend two weeks in the Bahamas? Except maybe someone really pale.”

  Shit. I was talking too much. Not least because I was really pale. I didn’t want to accidentally disqualify myself with an ill-placed comment.

  “Good. I’m glad you agree,” he said, seeming to mean every word of it.

  I had heard him with Mitch Peters, the P in MP Solutions and knew that they both had a gift for sarcasm exceeding either god or man.

  “When does the competition start?” I asked.

  “Monday, so I need you to rest up okay? I’m going to need a lot of help keeping track of things.”

  “Yes sir!” I said a bit of emphatically actually saluting.

  “Glad to hear it,” he chuckled.

  We hung up and my mind was dancing with wonderful visions of the two of us in paradise. All alone, except for the other person who got chosen. In a way, the fact there were going to be two winners eased my guilt a bit. I had never been that competitive growing up because there could only be one winner. Strange for a theatre kid, auditions were mostly a zero-sum game, but I wasn’t really thinking about that at the time.

  My mind was on the crushed dreams and all the ones who didn’t make it. I wasn’t dismissive of such realities, just oblivious to them. I was sure that if I worked hard enough, my talent would carry me through and get me jobs simply by being the best for them. Meritocracy in its purest form. I could really be naïve.

  Returning the phone safely back on the nightstand, I rolled onto my side again, careful not to wrench my back. I could really only sleep on my side. The accident had been a couple of years before, but the doctors said at least some of the damage would be permanent.

  I could still do most things, some of them just needing some slight adjustment. Putting everything in lower shelves. Sleeping on my side. Baths instead of showers. Finding a place with a full bath in my price range was next to impossible.

  It hadn’t really affected sex that much. At least not as much as I thought it might. Not that it came up very often. I wasn’t a virgin, but it was just barely. My sexual experience basically came down to the one time. Which was fine.

  I really wasn’t into the guy. I just wanted to see what the fuss was all about. It was something I would regret probably for the rest of my life. It really shouldn’t matter, but I really hoped I would lose my virginity to the man I loved. I didn’t realize just how soon I would come across him.

  Max really was the perfect guy. Perfect for me, anyway. Everyone had their own perspective and preferences and all that. But most of my thoughts, sexual and otherwise, involved him in some way, and I got a very specific tingle in my pussy every time I saw him. Really, if that wasn’t love, I didn’t know what was.

  My hand slid down from my hip to my belly. So slow and gentle I barely noticed. Then it stroked along my belly getting closer to the band of my panties, rather piquing my attention. Apparently, my hand had plans my mind didn’t know about but was more than happy to go along with.

  Using my other hand to pull up the waistband, the other continued its journey downward, finally settling on my tender pussy lips. Even that light touch sent a jolt right through me. Just feeling myself for a moment, giving my mind and body a chance to get into sync, I tried again with slow, light strokes along my tender pussy lips. A soft moan escaped me, and I knew I was on the right track. After a bit more stroking, I slid a finger inside and closed my eyes.

  I could feel his breath on the back of my neck. Its light touch soon turned to that of his lips as he planted warm, soft kisses back there, making me hum with contentment. Kissing his way down my bare back, one of his hands came around to gently play with my tits as he worked his way down along my spine. Each kiss made me tremble.

  Working my panties down and then off, Max gently re-positioned my legs, so my knees were up near my tits. It felt a bit strange, but it didn’t hurt my back and when he buried his face into my sweet little pussy, the pleasure chased all other thoughts out of my mind.

  With one hand on my thigh and the other on my ass, he gently massaged me as he licked. Stroking his tongue in a swift, deft motion the length of my pussy, pausing for a swirl on my clit every so often just to shake things up. As though it weren’t already quite interesting enough. Gorgeous Max made me feel like I was in heaven just with his tongue and hands. If only I knew what he had in store for me next.

  Licking me to a soft orgasm, more than enough to get me nice and wet, Max got up on his knees, hovering over me like a sexy guardian. Planting one arm behind me, he slid his massive cock slowly into the gentle pink folds of my tight, young pussy. My little cunt seemed to hug him in welcome as he pushed in. The fit was very cozy indeed but didn’t feel anything but good. Nonetheless, my beautiful Max gave me a moment to adjust to the feeling of having his monster cock inside of me, which I very much appreciated.

  Putting his other and down by my knees and hooking his arm up behind them to hold me in position, he slowly started to move. He worked my pussy with slow pumps, letting me feel it as the joy trundled through me. I shivered with the most delicious pleasure.

  But that was only the beginning. By the time he had worked his way halfway into my pussy, I had stretched out enough to let him go hard. He was still a bit cautious at first. I could tell he didn’t want to hurt me. I gently squeezed his nearest forearm and nodded, letting him know he could go hard.

  Taking the signal, he started to pound me. Slamming his massive cock deep into my pussy. His beautiful balls were banging rhythmically against my ass cheek as Max literally fucked me sideways, bringing the most glorious songs of praise up from my soul and accentuating the distinctive sound as his cock demolished my pussy.

  Letting me cum first, Max slipped two fingers in me and worked my pussy to another orgasm as he came around to the front of the bed to generously feed me his gorgeous cock. I really didn’t know what I was doing, being somewhat new to the world of blowjobs. I knew only enough to know how little I knew.

  I didn’t need to worry myself. Max seemed to understand perfectly, He held my ponytail lightly as he tenderly fucked my warm little mouth. All I had to do was keep up with his thrusts, sucking him as hard as I possibly could as he worked in me. The result was a wonderful gush of hot, sweet cum filling up my mouth. My eyes rolled back as I swallowed it all down.

>   I came hard, shuddering under the duvet, which had been the first thing I’d bought after arriving in the city. I had some money from summer jobs and still little conception of how much things could cost there. Cleaning off with some wet wipes from my night table, I got out of bed as carefully as possible and pulled on a dress to go and try and have fun on my last weekend before I would compete for my future with Max.

  Chapter Five - Carrie

  I don’t like Mondays. Though my antipathy was more of the Garfield type than the Boomtown Rats variety. It wasn’t even really work related. Were it not for the risk of permanent injury, I would have leapt out of bed and done a little happy dance around the room every day I woke up to go into the office to the job that I loved and the beautiful boss who never failed to make my panties damp.

  The problem was with everyone else. I don’t mean that in a narcissistic way of blaming everyone but myself. I get that life can suck and that Mondays and Fridays were the worst days for traffic. I might have loved my job, but it would seem like I was the only one. The dark and soulless dirge to the beginning of another work week so many seemed to be dragging themselves to would have been heartbreak were it not also so very annoying and not in the cute way.

  It really did baffle me why so many people lived in the city when so many of them seemed to hate it so much. As evidenced by the near cut-throat competitions for camping spots come any kind of vacation. Lake houses came to be some kind of status symbol, a home away from the home they hate but pretend not to.

  I tried to put my game face on. I never really did sport, unless you count theatre sports, otherwise known as improv. So, I really wasn’t sure what a game face looked like. Nonetheless, I gave it my best shot. Looking at myself in the rear-view mirror, I tried on different looks as traffic sat at its usual stand still, going from stone cold serious to teeth bearing and scary. The entire progress was facilitated by “Don’t Rain on My Parade” in my earbuds to get me into the right headspace.