Under Cupid's Contract: Quarantined with My Boss on Valentine's Day

by Jamie Knight

  He turned to face me. Making it clear he’d known I was there all along. Not much got past him really.

  “What would you like for dessert?”

  “I have a few ideas.”

  Crossing the gap in what seemed like nanoseconds, I had my hands in his hair and my tongue in his mouth. Standing on my tip-toes, cold stone under my bare feet, so I could reach him. As the hunger in my belly was sated, another arose, making equally powerful demands.

  Hugo, my hero, answered the call. Taking me into his arms, to carry me up to our bed chamber. Like something from a Romance novel. A fun one with a painted cover featuring Fabio.

  I was conflicted. Hugo started kissing my neck as soon as he got me on the bed. Holding me gently like the beautiful lover he was. It felt amazing, though my immediate concern was with trying to get my damn pants off. The heat between thighs was getting to the approximate intensity of a fucking blast furnace.

  “Here.”

  In what felt like a single movement, I was naked below the waist. The cool air heaven on my wet, aching pussy.

  “Better?”

  “Much!”

  He went back to necking me, his hand finding its way between my legs to softly relieve the built up tension.

  The orgasm arrived like a snow storm, unexpected and fierce, shaking me to my core and making me howl as I came. Mad intensity slowly way to a satisfied calm, Hugo continuing to stroke my outer lips as I melted.

  I felt a tugging on the bottom of my shirt. Instinctively I lifted my arms. Hugo pulled my tank top up over my head. He unfastened my bra from the front, which I didn’t even know it could do. Naked and vulnerable to his every desire, I did my best to lay still as Hugo made his way southward. Opening my legs in welcome as he approached.

  Fireworks went off in my head as his tongue made first contact. It was like he pressed a button to trigger all my pleasure centers at once. Letting the first few, slow licks ring, he started to go faster, pressing his lovely tongue even harder against my eager lips.

  I wanted as much as I could possibly get. Even if some of it felt a bit weird at first. Hugo had never done anything to hurt me and I wanted him to feel at liberty to try anything he liked.

  He let loose the shapes. Figure eights. Tight spirals. What felt like a star and a bevy of others I couldn’t readily identify. My mind was somewhat occupied with the technicolor explosions of pleasure going off every second behind my eyes.

  My body shuddered. A natural response to the chemical reactions brought on by sexual contact. Though it felt like a miracle. Something not of the mortal plane that I had lucked onto by accident. It was difficult to believe there were people who felt this way often. Or at least when they had sex. It seemed so beautiful as to be impossible.

  I heard Hugo’s belt come undone, a sound that brought me to full attention. Sitting bolt upright, not wanting to miss a thing. I was on him as soon as I saw it, pouncing on his cock like a predator. I worked his beautiful shaft with an enthusiasm I usually reserved for great books and, occasionally, wine. My hands picked up on the work my mouth couldn’t manage, some part of me pleasuring him at all times.

  The torrent came in a beautiful blast, his sweet cum filling my mouth as fast as I could take it. I swallowed down each flood as it came, never giving up, nor losing a drop. I wanted it all. To feel every last morsel warming me from the core.

  Picking me up as though I weighed nothing, Hugo turned me around on the bed so I was laying straight and flat. Not quite as interesting as the edge of the bed, though admittedly more comfortable. Taking me by the calves, he pushed up and back. Getting my knees up near my tits, while keeping them near, if not together. I wrapped both arms around my legs, holding them in position.

  I let out a whimper of desire, the warm head of his cock against my wet and ready pussy making me want to melt with pleasure. I heard a rip of foil and there was a pause. I peeked over my shoulder to see him rolling a condom down his length.

  With all due care, taking into account my recent virginity, along with his massive size, Hugo coaxed my pussy into taking him in more than half way, then slowly filling me up almost entirely. My pussy hugged him snugly as he started to move.

  He took it easy on me. Never getting beyond a steady, moderate rhythm. As though I might break if fucked any harder. Despite the evidence from the night before. Still, I understood his caution. I was barely broken in and he wanted me to stretch a bit more before he tried going really hard again. We had lots of time to try out everything

  “Getting close?

  I nodded, unable to speak, in any language other than my body.

  “Good girl.

  He leaned down and kissed me, easing up on my pussy as I started to cum. Tiny shudders built to a level 4 earthquake as I held onto him, his cock still deep inside me.

  “Fuck,” I exclaimed, breathlessly.

  “That was the idea,” Hugo said with a wink.

  I would have smacked him under other circumstances. Right then though. I just laughed. The mix of adrenaline and pleasure hormones making me giddy.

  “Would you like to try something a bit different?’ he asked me when I was a little more coherent.

  “Always!”

  When I was able to move freely again, Hugo got onto his back. With some help, I got on top.

  “Good, lift up a little.”

  Placing my hands on his chest, I lifted my hips as far as I could with some support from Hugo.

  “Oh!” I gasped, feeling the head of his cock brush my pussy.

  “Forward a little more and then ease down, slowly. You’re in control here.”

  I closed my eyes and tried to focus as I sank down onto his throbbing cock. Both of Hugo’s hands on my hips kept me from going too far, too fast. I didn’t slide down all the way, even though I wanted to, stopping a little past where he’d gone when he was on top.

  All was stillness as I adjusted to having his beautiful cock, so deep in my pussy, throbbing inside me like a second heartbeat. Then the biggest issue was figuring out the right alignment so I didn’t go toppling off him as soon as I started to pump. An eventuality Hugo safeguarded against by holding my hips until I was comfortable. I was vaguely aware such a thing existed from a book Maya showed me once. Though it hadn’t really gone into specifics about how it could be done. Just that it was good for clitoral stimulation, a claim I could absolutely attest to.

  I was tentative at first. Not least because of the massive stimulation on my clit promised so long ago. I figured the slower I went the less intense it would fee. A plan which worked, for a while. Though the more I did it, the more I wanted to know what it felt like to do it hard.

  One by one I put my hands on Hugo’s shoulders, for support as well as leverage. Lifting my hips so my pussy was hugging the head of his cock, I dropped back down.

  The plan had been to go back to the position I’d been in before. A little more than half-way down his considerable length. Imagine my shock, when I found myself sitting flush on his lap. The entirety of his considerable cock buried deep in my twice-fucked pussy.

  Tears trickled down my cheeks, dropping off my chin, to land softly on my bare thighs. Tears of pure joy.

  “Are you okay?” Hugo asked from what seemed like far away.

  His voice was full of concern. He must have thought he’d really hurt me, even though nothing could be further from the truth.

  “I-I’m fine. Wonderful. I-it feels - wonderful. Just kind of overwhelming, but in the best possible way,” I laughed a little, embarrassed.

  Hugo exhaled into the mattress. Pure relief reading on his gentle face.

  My hands were still on his shoulders. It had worked once. Might as well keep going.

  Hugo gasped as I began to ride him. His expression flickering from relief to surprise, to utter elation. My hips worked up and down on him like I was riding a pogo-stick downhill, working us both toward explosive orgasms.

  “Fuck, Veg
a,” he groaned, tensing underneath me, and as I spiraled over the edge, I felt a surge of heat as he bathed the inside of our latex barrier with his seed.

  He pulled out slowly and laid me down on the bed, sitting on the edge as he tossed the condom in the trash. He then got to his feet and offered me his hand.

  I took the offering, getting up on shaky legs, and kissed his cheek. Both of us sated, and no words needed between us, we got into the shower and scrubbed each other before going to the waiting breakfast.

  Chapter Eight - Hugo

  Her warmth was intoxicating. The rays of the new day made a halo around her head. Much like the candles had in my imagining. Confirmation or conscience, it was a lovely sight to see. In the Arcadian moments of the morning after, I was left to fanciful considerations. Certain that, given the choice, I would never get out of that bed. Remaining with her, safe in that moment forever

  It came from nothing. A spark of an impulse, driving action, creating something visceral. My lips touching hers in a moment of mad abandon. At least so it seemed. Kissing was not specified anywhere in the contract. Nor was it specifically forbidden. More of an unspoken agreement. One so unspoken, it might as well exist at all.

  Looking like an amorous sleepwalker, eyes still closed like in dedicated slumber, Vega returned my affections. Matching them in kind. She learned quick. The intensity grew with the passing of the moments. Evolving from entrant I’ve smooches, to a full on make-out session. Her tongue as deep in my mouth as I was in hers.

  There it was. Stirring under the silk. The intensity of the moment manifesting in other ways. Vega slipped her hand between the folds, grasping lightly on my shaft. Stroking with a sensitive fluidity as our tongues explored each other.

  Vega pulled away for a breath. The trick of breathing through her nose not there yet. She would learn soon enough. She stroked my cock faster. Licking her lips as she did so.

  I turned on my back and put my robe aside. Giving her full access to my throbbing cock. Keeping a firm hold at the base, she swirled her tongue around the head in a way that made me moan.

  She teased a little more. Keeping the action around the perimeter, likely as punishment for teasing her the night before. Suddenly, and wonderfully, Vega dropped her entire mouth over, giving me a good hard suck. A moan ripped from my lungs, unbidden but welcome just the same. Letting her know just how much I liked it. She kept going for a while. Sucking hard on the head.

  Then, slowly but surely, she progressed distinctly downward, swallowing a bit more of my length as she went. Still a rookie, Vega stopped where it was sensible. Hovering at about a third down the entire length. Sucking hard, her eyes closed with focus.

  Eventually, likely after her jaw got tired, she moved back up to the head for another go around. Teasing me a little more, she finally took pity and sucked as far as she could, as hard as she could until the predictable result. Vega swallowing down every drop of cum I gave her. Smiling as she did so.

  It was difficult to choose. I could have sworn Vega had packed in the dark. No one item by itself unsightly, becoming borderline unspeakable when combined. Too many choices could be paralyzing but too few stifling. A familiar conundrum.

  I was right about her underwear. Though her socks were much more colorful than I’d wagered. Loud and unusual, in bright primary colors. We agreed on the red ones. After that it was mostly academic. Jeans and a tank top would just have to do. I added two of the five random leather bracelets as a final touch. They didn’t quite match but that was part of the theme.

  “Hungry?” I asked, tying her hair back in a bun.

  “I wouldn’t have thought so but, yes.

  “Come,” I instructed.

  “Promise?” she quipped.

  The smack echoed. The spank a playful reminder of who was in charge. She let out a yelp but more of surprise than pain. “Smart ass,” I muttered

  “Sorry,” she giggled, rubbing her ass

  “You’re forgiven. I will show you to the dining room.

  The places were set. I always got up at the same hour and tended toward fruit and yogurt. The staff were likely back in bed. Alarms set for the lunch preparations.

  I could smell her as I pushed Vega’s chair in. Unable to resist, I went in for a whiff, nuzzling her neck in the process. To her credit, she took it in stride. Even stroking my hair as I did so. The energy between us undeniable. No matter how much I tried.

  It sat between the empty breakfast bowls. Looking to all the world like a gift. A theme Vega caught onto quickly. The heart falling out of the box into the palm of her hand.

  “It is the first of many,” I told her.

  “Chocolates?

  “Gifts. One for each day you are here. It was part of the contract.

  “It was?

  “Counts under reciprocity,” I replied simply.

  Pulling up the thin foil from the bottom, she unwrapped the fine Swiss chocolate like an archivist, folding down each corner just so. Breaking off just a bit, she brought it to her mouth, sucking the excess chocolate from her fingers. She inhaled deeply, taking in the sweet smell.

  “Can I try something?” I asked as she took a bite.

  “Of course,” she said, covering her partially full mouth.

  “Get on the table.”

  Vega was a vision, even despite the slightly absurd situation, perched on the edge of the table like an empress. The kiss was as natural and warm as a sunrise. Vega leaned back onto her elbows, opening her legs as I stroked her thighs through her jeans

  Using the inseam like a railroad, I arrived at the small brass button, making quick work of it. The momentum continuing down the fly. Vega lifted like a boat on a gentle ocean as I eased them, along with her panties, to her ankles. Her sweet scent filling my mind.

  Softening chocolate melted onto my fingers as I broke a piece away, my fingers sinking in as I tried to keep hold. Working the piece between my fingers, I was able to then smear the melted treat along her inner thigh. Vega giggled. A beautiful, girlish sound, reminding me how innocent she was in some ways.

  The second piece went better, remaining slightly more intact as I got it from the foil to her skin, but it quickly melted against the heat of her thighs. Vega whimpered and moaned instantly from the contact. Teasing her once again, I didn’t go for the main event right away. No matter how delicious her pussy looked. Instead, I kept going for the thin, chocolate smears, dangerously close, but just out of reach. The sweet veneer disappeared under my hungry tongue and I was careful not to miss a single spot.

  But when her cries and moans reached a crescendo, I decided to give in. The taste of chocolate vanished slowly from my mouth, replaced by something even sweeter as I ran my tongue over her pussy.

  Vega moaned in sheer delight as she raked her fingers through my hair which had gotten longer recently. A good few inches more than the most recent promo photo of me. Staring at the camera in youthful defiance. Cigarette still hanging rakishly from my mouth. How I had cared about my image then.

  I could feel her. Every movement, every moan, every heartbeat. Echoed and amplified, not least by proximity, as I lapped at her silken pink folds. In some ways, I preferred licking a pussy to fucking it. It felt more intimate, even if ‘intimacy’ tended to be a wimpy euphemism for sex, to leave out all other things that could be done, if given the opportunity.

  A familiar shudder passed through her. Vega’s pussy getting even tighter than it usually was, even after her deflowering. I knew that orgasm was close. Slowing my lapping speed, alternating between licks and kisses, I teased her relentlessly, making the moment last.

  Just when she had calmed to a gentle ebb, a soft breath escaping her chest, I dug back in. Devouring her sweet pussy until she was shuddering with orgasm, holding onto me for dear life.

  Her trembling subsided in soft vibrations. When I was confident she could stand, I planted Vega back on the floor, pulling her panties and jeans back into position. Refasten
ing the fly, then button, planting a kiss on her forehead with the last.

  “To work,” I declaimed, leaving the dishes to the staff.

  It wasn’t quite usual for even someone of my relative standing to be in possession of an office as well as a study and a bedroom, although the first tended to be combined with one of the latter.

  Though I’d never been known for doing things the usual way. Since I was a child and an evaluator told me to use a bridge with blocks, and I put down two blocks with the box they came in across them, I’d found different ways of getting the same result. A pattern of alternate processing I’d come to think of as ‘with the box thinking.’

  “Wow.

  Her surprise was predictable but appreciated. Not as grandiose as the bedroom, nor elaborate as the study, the office still had its charms. By far the most ‘modern’ space in the faux-historical house, it was where I’d run the publishing house.

  An easier endeavor than one might think, the main operations of Boucher Books being decentralized from its founding. Everyone worked in their own space, according to the company line. We used the best managing and collaborating software available at the time. All printing and shipping was done by a company in Vancouver. A model that lowered overhead, a fancy but ultimately useless, office space in no way needed. The office politics were also kept to a minimum, which was a nice bonus.

  The lock made a soft pop, the lid lifting slightly. “Guaranteed 85 percent theft proof. Even if they think to go after the hinges. There are four pairs. Two outside, two inside.

  “Explosives?” Vega suggested.

  “Most of the other 15 percent, but that would ultimately defeat the purpose.”

  By way of explanation, I withdrew the manuscript. It consisted largely of fire-prone paper, the metal and plastic clip in the upper left corner the primary exemption.

  “Is that - ”

  “It is.

  “I thought ‘project’ was a euphemism. Like that’s what we said when we would actually just be fucking for a fortnight,” she admitted sheepishly.