"Room 237."
I reached across the counter to take the keycard from the concierge with a polite half-smile. It was the best I could muster under the circumstances. I hated travelling enough, but the added stress of business trips left me all but enthusiastic for the week ahead. Had I known my boss would assign me as the lead on all dealings with this client, I would have kicked the file to someone else. Only I could have found a reason to be bitter about a luxurious hotel and a week away from the frigid cold of Ontario winters. On the bright side, I wouldn't have to spearhead this introduction alone. Better still, I would be joined by someone I've been eyeing for some time.
The elevator dinged, and I stepped off onto the polished marble. My eyes scanned the room numbers as my suitcase rolled beside me before stopping just before the corner. The scent of her perfume lingered as I stood before my door, and I spared a look at the room opposite mine. She always wore the same one at the office. I hadn't the taste to identify it. Something like fruit and...vanilla? Whatever it was, it became something of a trigger to the swelling in my pants. I stood in the hall, caught up in glimpses and brushes by a fiery head of red hair in a messy bun at the peak of her short stature. Gentle shoulders in a cream blouse conservatively buttoned to a slim, pale neck and sharp chin. I wondered if her freckles reached beneath it. The extent of patterning had become an obsession of mine in the off hours.
I sighed as I entered my home for the week. I wasn't expected to meet anyone until Tuesday afternoon, meaning I had a day and a half to enjoy the sights. Not that I planned to. Sandy beaches and blue water were nice, but I much preferred the warmth only found at the bottom of a bottle. Especially when it was on the companies tab. One quick shower and a spritz of cologne and I was back out the door and into the elevator. I heard the lounge in this hotel was the envy of even the higher-end resorts. The whole hotel had an air of aged European royalty not found in any modern establishments. Sleek marble and brass with regal sconces lining the halls. I half expected an elevator attendant in a bright purple tailcoat and fez with a flattering word before asking me where I was headed.
"The lounge," I said aloud, alone. The elevator dinged.
-
It was a delightful old ruin from a more sophisticated age. Plush red booths dotted the perimeter of the elegant space, mostly unoccupied. My eyes centred on the stretch of rich wood and barstools before a wall of glass backed by a warm, amber glow. I took my place at the darker end of the bar where a quiet man in a red vest greeted me. "Rye," I nodded towards the selection, and off he went without a word. I took the time to stake out the place. I wasn't alone tonight, but we were few and far between. As much as one expected on a Sunday night. Besides, there were probably dozens of local establishments with a bit more energy to offer. This small, quiet space suited me just fine.
An hour passed, and by now I was already at the bottom of my second drink. After a red-eye between a baby, a baby, and yet another baby, I was eager to drink the past six hours into obscurity. It was as I threw back the last of my drink that my nose caught a hint of fruit and vanilla. My glass blurred the face before me, lowering to reveal a pale face with deep green eyes. The upturn at the end of her small nose gave her the look of a timid mouse. That same bundle of red hair in a loose tie left strands of it spilling on either side to frame her sharp cheekbones with a coating of freckles from ear to ear. "Oh," I muttered into the rim of my glass before setting it aside. "Hey.." I hesitated.
"Jessica," she said. That sultry voice that never quite suited her sheepish exterior. Confident, albeit hesitant. As she spoke, the barkeep placed a tall glass of red wine in front of her before taking my glass again.
"Another?"
"Rum and coke," I replied.
Off he went and I was left in the company of my colleague. "Jessica, I know. I just-"
"It's ok," she interjected. "I...don't think we've really.."
"Not really," I cut back in with a half-smirk and dry chuckle. I was surprised at how smoothly this introduction was going. Perhaps the rye was working quicker than I'd hoped. As she rightly stated, we never exchanged more than a handful of pleasantries in passing. That begged the question. "Why were you assigned to this, anyway? I know why I'm here, but.." I tapered off as I stared into those eyes. I never had an excuse to really drink her in like this. In the warm glow of the bar, she looked even more mysterious. More appetizing. That damn perfume.
"Well," she said, slowly lifting her glass to her thin lips. "It's my client, too. Shouldn't I be here?" she asked before taking a short sip and raising her brow. She turned on her stool, lifting a slender leg in dark tights to fold over the other beneath a pleated skirt which hung just above her knees. She would set her glass down and my drink would arrive to be snatched up for a sip.
"Your client--?" I hummed as the rum burned against the back of my throat. I slumped against the bar, partially leaning in as if to find the answer to my curiosity on her face. It clicked at once as her lips curled into a coy smirk. "You kicked that file to me?" I asked. She'd nod with another sip of her wine to stifle a giggle. "Why?" I added.
"Why not? It's too much work for one person. Since you've got the least on your plate.."
"Hey now,"
"Hey what? You seem to go out of your way to avoid these things," she laughed aloud this time, unable to contain her amusement. The glint in her emerald gaze signalled she'd been here for a few herself. How long did she wait before approaching me?
"So harsh," I retort, reclining on my stool with a sigh. "Wouldn't have guessed you were such a whip," I mused. There came a look in her eyes I recognized but surely must have imagined. Still...
"You wanna get a booth?"
-
"Oh my god, she's such a bitch!" Jessica sat gob-smacked across the small table filling our booth. Her shoulders shook as another laugh ripped from her chest. She nearly spilled her glass. The longer we talked, the more I wished I'd tried talking to her sooner. Witty, charming, and even a little crude. I was having a wonderful time. I didn't normally like talking shop or gossip, but with Jessica, it was almost fun. It loosened me up. That, or the number of empty glasses leaving our booth. I took a moment to drink before lifting my wrist to glance at my watch. "Shit, it's almost one," I said with some disappointment. The bar would be closing soon.
"Probably a good thing," Jessica said as she downed the entirety of her glass with a gasp. "I'm really drunk," she joked.
"Yeah, me too. We might have a rough morning ahead of us, Jessica,"
"Jesse," she said. "You can call me Jesse," she repeated, a hint of shyness returning to her with a spread of red to undercoat her freckles. God, she was so cute.
"Jesse," I tested the sound of her on my tongue, my hand resting on the table only a few inches from hers as my glass sat empty. When had we become so close? My eyes stared long into her green eyes before slipping down into the darkness of the booth. She wasn't 'gifted' in any sense. Her silky button blouse sat flat across her chest, signalling small breasts that my intoxicated staring couldn't measure. Not that I cared. Down beneath the table, those short legs which only brought her to stand beneath my chin sat folded and still. As my gaze lifted, her face appeared closer than before. The silence was devastating.
"Closing time," the barkeep's voice billowed out for the first time all night, jarring both of us in our seats.
"Jesus, he sounds nothing like I imagined," Jesse leaned to laugh into my shoulder and gave me a fresh flourish of her sweet perfume. I could have melted right then and there. My cock strained painfully against my zipper remembering many nights spent stroking to the thought of her. I inhaled deeply before leaning away and coughing into the back of my hand.
"You're across from me, yeah?"
She looked almost disappointed as I began getting out of the booth. "...yeah," she whispered.
-
The elevator dinged. It only occurred to me now that, besides the staff, Jesse was the only other soul I've seen in this whole hotel. Now we were standing alone as the weight of our stomachs dropped and the elevator rose. The silence was devastating. The dim light washed us of the warmth from our booth with a judgemental buzzing just loud enough for us to hear beneath the faded tune of violins spilling through the speakers. I stared at her reflection in the brass rails wrapped around the walls of the elevator. The way she shifted nervously from foot to foot as we climbed. Her head turned into her shoulder to avoid me. My heart raced as her perfume filled my senses until the lights and buzzing and violins were drowned in heavy thumps.
I turned, my hands grasping Jesse's hips at once as I pulled her hips to mine. My breath hitched as I caught her face bursting with shock and latent wanting, but she eased my doubts with her lips pressing feverishly to mine. She fell away, pulling me along with her as her back pressed into the wall of the elevator and her thigh rose against mine. My hand instinctively squeezed as I tasted her on my tongue. Wine, liquor, and cigarettes. Did she smoke? I didn't care. Anything and everything was only adding to the fire raging inside.
She'd moan and I'd gasp as I dipped into her neck to dot her hot skin with my lips. My hand slid down her hip to begin peeling the curtain of her skirt only to have hers dive down after it. My head lifted to meet her eyes but she'd instead steal the breath from my lungs with another needy kiss, guiding my hand away from her inner thigh and back to her ass for a firm squeeze. She knew what she wanted, and I was more than happy to oblige her. The heat of our entanglement fogged the brass beneath her ass as I hoisted her up to wrap her legs at my waist.
"W-wait," Jesse gasped as I squeezed and pulled on the meat of her behind. Even between the fabric of her skirt and tights, I could tell it was soft and pliable like dough. My messy imaginings of what I'd do with it were shaken by the cutting edge of her sudden protest. I panted into her hair as I massaged her, feeling her hands tracing against my chest before she turned her head back to stare up at me. "I..I um--" she began. She chewed on her lip for a moment, looking back and forth between my dark eyes as though the words were caught in her throat. "Do you...I-I mean I'm..." she stumbled further.
Second thoughts? Doubt? I could hardly believe how quickly she'd shifted from a bitch in heat to the timid mouse I remembered at the office. I smiled, brushing my thumb along her chin before stealing another kiss. "You're so beautiful," I whispered against her lips. I could feel hers turn upward again before pulling me in for another taste.
"Fuck," I moaned into her lips as she raked her nails down the back of my neck. The elevator dinged, and both of us froze. The doors slid open slowly to reveal what both of us should have expected. Nothing. We looked at one another with embarrassment and shock before bursting into shared laughter at the ridiculousness of our circumstances. As our giddiness tapered off, I kissed her again. "Your room or mine?" I asked.
"I don't fucking care," she gasped before biting my bottom lip. "Just hurry," she added.
The door to my room opened and closed as the two of us remained locked in one another through the threshold. We nearly fell over my luggage still sitting at the foot of the bed only to spill onto the ottoman and wing-backed lounger. I sat into it with Jesse on my lap, her hips rolling against me as we devoured one another. I couldn't help but notice a hardness as she did, but before I knew what to make of it, she was pushing down off my thighs to fall to her knees before me. Her hands went to work on my belt and zipper, and soon my swollen member was released from its prison. Jesse's eyes glazed over as she held it against her face, kissing the base as the rest throbbed against her cheek.
"So hot," she purred against my member before beginning to unbutton her blouse. I only caught a glimpse of it as it was discarded on the floor revealing ruby straps that contrasted brilliantly against her firm shoulders. I couldn't resist a peak. Flat as a board. Even if I had a preference, any reservations would have been sucked from my body as Jesse took my length into her throat.
"Ffffuck," I moaned, melting back into the chair as she began bobbing her head up and down. My fingers raked my hair back before reaching down to cradle the back of her head. Not guiding the motions, but riding the rhythm of her strokes. The hands which had freed me now worked to part my shirt open, one button at a time, before clawing down my chest and navel. She sure knew how to worship a cock. My hips lifted off their seat as she took me down to the base, gagging against me as her throat squeezed my head. "Jesse-" I pleaded.
"Shh," she hushed after withdrawing from my shaft, her hand stroking up and down slick with her spit. "I need this," she assured me before planting me back inside her mouth. Her technique was masterful. The way her tongue swirled against my frenulum before pushing down and taking me whole was nothing short of bliss. Who would have thought such a timid girl could wield a cock like this? She pulled back again, slapping my head against her tongue before standing up with it still firmly in her grasp. She raked her nails against my inner thigh before dipping below my view. The sound of her tights tearing beneath her skirt coaxed a smirk from the corner of my lips
"You like my skirt?" Jesse mused as she stroked me up and turned her hips. She wouldn't wait for a response. Turning around, her hand rose to her lips to spit into before disappearing beneath the curtain. I could only watch in a fog of lust as it fell around my hips. The wet warmth of her mouth was replaced by a firm press at the tip which transitioned smoothly into the tightest hole I'd ever felt in my life.
"Jesus, Jess-"
"Shhh," she hushed me, again. "Let me," she said, planting her hands on the arms of the chair before beginning to descend fully onto my member. "No touching," she instructed me, her voice breaking as I bottomed out inside. She remained still for a moment. Squeezing, contracting, getting used to the shape of me. I could only offer a moan between laboured breaths before she began rolling her hips again, bouncing slowly on my cock using her hands to anchor her. She'd lift off completely, spilling spit into her hand again to spread over my cock and presumably herself before pushing back down with greater ease.
Soon, she was in a steady rhythm of up and down as I fought the urge to thrust against her. Figured someone with such a frail exterior got off on being in control. She'd hear no objections from me. I dug my fingers into the chair feeling her body sliding up and down, rubbing and tugging me firmly with every push and pull. I was a mess. "Jess, please," I begged, my hands sliding along the arms of the chair to close over hers for a gentle squeeze.
"No."
"Jess," I groaned, my hands moving away to grab hold of her hips.
"N-No! I said--"
Drunk on a few too many helpings at the bar and the unrivalled pleasure of her body, I couldn't hold back. I wanted to feel her. All of her. I lifted up off the chair, pushing us across the short space between it and the bed to drop Jesse on her hands and knees. I dragged my hands up the backs of her thighs to squeeze her ass cheeks beneath her skirt before bunching it up at her waist.
"No!"
"Wh..at? Jess.." I muttered as I looked down at her ass. Her ass. My cock was in her ass. "H-Hey-" I said, almost forcing down a hiccup. "I-I'm not...opposed..but-" my words trailed off as I reached between Jesse's thighs. What I found left me frozen in the corner of the bed. Jesse's face turned back to me enough to catch the dread and shame flooding her face as my hand closed around a thin, stiff shaft. "Jess.." I muttered again, confusion reflecting back at her building horror. She tried to pull away, but my grip held firm at her hip and whatever hung down between her legs. Small, maybe three or four inches, but every bit as hard as the cock sat buried inside her.
"I-I should have...I tried to.."
Jesse. Jessica? That devastating silence fell over us again, only this time, cut short by a soft moan. Jesse's hips slapped backward against mine as I pulled. That few seconds of silence felt like an eternity as I tried to navigate the realization of what lay throbbing in my other hand. Pieces fell slowly into place but were quickly smeared with the scent of fruit and vanilla. The more I tried to make sense of it, the more another realization began to take shape. Jesse moaned again as I withdrew, drolling into my palm to lather against my cock before pushing the head against her puffy, reddened hole. I didn't care.
"Sssshit!" Jesse hissed as I pushed into her again. My other hand squeezed, fingers slipping up to catch the budding precum spilling from her tip to lubricate my own efforts. Each thrust came with a primal grunt and stroke of my hand. The hand on her hip remained as a guide and assurance that she needn't hide herself. When I finally felt her pushing back on her own, I released her hip to stroke affectionately up her freckled back.
"Good girl," I praised as she took me over and over again. Her reciprocating moans of pleasure and bliss only encouraged my strokes. I grabbed hold of her shoulder, lifting my leg to claim a foothold on the mattress as I pounded into her ass. The redness of her face spilled over her ears to flood her back. Any inhibition we held was gone along with any misunderstanding of one another. All that remained was us, desperate for one another's bodies. I pulled hard, hoisting her up to pin against my chest. My hand closed around her throat with a gentle but commanding squeeze.
"So cute," I said, almost mockingly as I stroked her smaller cock. Jesse whimpered as I rolled my fingers up and down the underside of her shaft as my own continued thrusting into her from behind. I loved the sounds slipping between her lips as she pushed back desperately into my hips. The throbbing of her cock in my hands was returned in kind with mine against the walls of her insides. I was close, and I could tell she was too. "Jess.." I moaned in warning.
"Please," she begged, grabbing my wrist and bicep. "Inside," she panted. She didn't need to ask twice. The pacing of our movements picked up briskly with the desperation of our voices. At once, my loins tightened and my cock buried deep to fill Jesse's hole. I throbbed and moaned into her neck as she trembled and jolted. Her cock pulsated in my grasp as ropes of her own shot across the sheets. Our firm forms folded against one another with beaten breaths. I sighed against her soft skin, kissing up the back of her neck before turning into her lips. She hesitated at first but ultimately welcomed my mouth.
Silence, save for our laboured panting. I stared at her closed eyes which seemed hesitant to open at first. Finally, those emeralds shined with glistening tears that I couldn't attribute to either shame or happiness. It wasn't until she came in for another kiss that I felt some ease in her still-shivering frame. "I'm sorry," she whispered.
"For what?" I asked, biting her ear playfully. She giggled and hummed softly against my cheek. "Besides," I sighed while giving her throat a gentle squeeze. "I'm not done with you tonight," I stated before forcing a groan from both of us with the withdrawal of my cock from her ass. Cum spilled from her freshly fucked hole as I released her to collapse against the sheets now stained with her seed.
"We have the whole week to get to know one another."
