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I work in technology and sales, so Iâm constantly flying in and out of Las Vegas for various conferences. I never set out to meet women at these things. For one, a lot of them were married, and the ones who werenât were harder to sell to.
I checked in at the hotel after a long flight and then went to the conference sign-in table to get my name badge and drink tickets. I couldnât help but notice the woman next to me. She picked up a badge that read Jessica and while she didnât have supermodel good looks (which Iâve never found that appealing anyway), she was strikingly beautiful. Just like me, she had just come off a multi-hour plane ride and she had a confident, professional air. Her black hair fell just past her shoulders in soft, sleek waves that caught the light as she moved. Her deep brown eyes, framed by long lashes, were warm yet focused, giving her a sharp, intelligent gaze.
Jessica was sporting a tailored white blouse with delicate, subtle detailing at the collar tucked neatly into high-waisted, slim-cut black trousers, accentuating her figure without being overt. Over this, she wore a light gray blazer. I was underdressed in comparison. Wearing a light blue button-down shirt, wrinkled from my flight, the sleeves rolled up below my elbows. My shirt was tucked into my charcoal gray slacks complimented with a slim brown leather belt and matching shoes, they were stylish when I bought them, but were now visibly broken in from frequent wear.
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Jessicaâs black pumps elevated her height to about my chest. Her mouth was a tight line painted a deep berry-color that contrasted beautifully with her black hair. I mistook her expression for irritation at first, but after staring for a minute I could see it was more of a tired determination. Her eyes flicked up and met mine and I saw the same determination as she met my gaze. She mustâve been playing Undertale on the plane rideâŚ
I meant to introduce myself, but instead I sort of kept staring at her, my mouth slightly ajar. She stifled what I hoped was a giggle and walked away. As the days of the conference went on, I saw her a few more times. She was at a few of the sessions that I was in and one day after lunch we ended up on the same elevator. She was staring at her phone and I followed suit, looking up every few seconds to see if I could catch her eye. When I finally did, she smiled a wide-toothed grin that I hope was directed at me and not a humorous meme she had just seen on the aforementioned phone. Or if it was a meme, I wish she would have shown me. Those meetings were dry and I could have used the laugh. As it were, she showed me no memes, but did get off on my floor. Not wanting to look like I was following her, I got to one knee and started re-tying my already tied shoelaces. I took my time and only looked up once I heard her door close. It looked like the one next mine.
I went to my hotel room and stared at the door adjoining our two rooms. I had intrusive thoughts. Not the unfun kind where you think about jerking the steering wheel into oncoming traffic. The fun, delusional kind where I opened the adjoining door and she had already opened hers. She laughs and welcomes me into her room, saying I look cute and generally non-threatening (a vibe I was working hard to curate). I thought to myself, maybe this woman had the same thought that I did and was curious to know more about me. I psyched myself up for a few minutes before unlocking and opening the adjoining door. I was met with the closed portion of her door. Obviously. She didnât know this was my room. At best she had caught me staring at her twice and maybe had remembered me. At worst, I was not pulling off my non-threatening vibe and she thought I was a creepy loser. The bad intrusive thoughts were back.
I pushed thoughts of Jessica from my head. Was it creepy that I remembered her name?... I pushed thoughts of the woman in the room next door from my head and kept going to mind-numbing conference classes and tried to network. From three days at the conferences I learned two new programmy things to try at work and had gotten the phone numbers and emails of a bunch of prospective clients. The last night there, a client canceled drinks and I ended up at one of the hotel bars alone. I was excited to go back home, but not excited to leave. On the trip I had met some nice women that Iâm pretty sure werenât escorts who gave me cards with their picture and number on them. Still, my thoughts lingered on Jessica.
I looked down the edge of the bar and who did I see? Carrot Top! In person! No, it wasnât Carrot Top. It wasnât even Jessica. There was no one. I ended my last night drinking alone at the bar before heading up to my hotel room. I got in the elevator and sighed as I pushed the floor button. Just as the doors were about to close, a woman's arm shot through the door and pushed it open. It wasnât Jessica either, just an old woman who reeked of cigarettes and heavy gambling losses. I feel like Iâm being too mean to the old woman, but she⌠I donât know how to say this, she had a racist vibe? Whatever the female equivalent of a bald head and wraparound sunglasses is, just imagine that. She exited a few floors below mine and I got a breath of fresh air as the elevator got to my floor. I started walking towards my room and after navigating around a large statue of an egg, saw Jessica a few yards in front of me. She looked back when she heard footsteps and I instinctively waved as if I was an old friend. She stopped and squinted at me and I realized that she probably didnât remember me from my fantasy earlier.
âOh, sorry, Iâm⌠I donât know you⌠Iâve seen you around⌠Iâm in the room next door.â I said without thinking. I realized too late that the volume I needed to speak at so that she could hear me was what someone sleeping in the surrounding rooms would call âyellingâ. I put on my best âIâm not creepy, Iâm just awkward faceâ face as I approached. She hadnât ducked into her room like a prairie dog avoiding a coyote yet; the face was working, I thought. I caught up to her and we stood in front of our rooms. She looked me up and down like a high school bully, but with what I hoped were better intentions. âYeah, I think I remember you.â She said, her voice still lilting with a light sarcasm. She didnât seem to remember me staring at her earlier. âWerenât you staring at me earlier?â She asked. Damn, I thought. âI thought I recognized you from somewhere, but I guess not.â I lied, smooth as sandpaper. âOh okayâŚâ She said. There was a long pause. Way too long. The silence went on forever; in that stretch of silence I felt a thousand prairie dogs be birthed into life, learn to construct complex burrows, fall in love, and then die happy.
âWellâŚâ She said, breaking the silence. âNice to meet you, I guess.â She said, snorting a little bit to stifle her laughter. I watched her close her door and reflected in real time on my lack of game. Would it be something Iâd have to research later? Google âhow to talk to womenâ? Or did that line of thought mean I was already hopeless? I opened my door and went back into my room to finish the prairie dog documentary I had started earlier. But before I could turn on the TV, I heard the creek of the adjoining door.
Jessica stood in the doorway looking up at me with that determined smile. This time I let the silence wash over us. She had taken the same risk I had earlier, wondering if Iâd be on the other side of the door waiting for her. Only she had been right. Or maybe sheâd heard me open the door earlier and only just decided I wasnât creepy. My curated vibe was working, I thought. I smiled at her and she walked closer to me. I turned off my brain, it wasnât helping anymore. I grabbed her by the waist and started kissing her. Not the mad panic of two lovers who missed each otherâs lips. The tentative kiss of strangers that asked a subtle question âare you bad at kissing.â Luckily I was not. I had done more than my fair share of googling the subject and was confident I knew how to kiss well enough not to injure anyone.
Our lips met and she let out a soft and excited gasp. I wrapped my arms around her hips and pulled her close to me, feeling her heart race as she pressed her chest against mine. My tongue gently teased her lower lip, pressing softly against it in a silent demand for entrance. I bit her lower lip softly, my right hand pushing her head close to mine. Jessica gasped at the brief sting of my teeth against her lip, her body instinctively melting into mine as I pulled her closer. My left hand squeezed an ample handful of her ass and pressed her against me. I wanted her to feel my hardening erection and she giggled as she did. She parted her lips, allowing my tongue to sweep inside her mouth, our tongues tangling in a sensual dance akin to the courtship flight of the red-tailed hawk (one of the main predators of the prairie dog).
Feeling like a herbivorous burrowing ground squirrel was trying to escape from my pants, I gained confidence and started taking off her clothes. I pulled her blazer off and kissed her neck, using that as an excuse to undo the buttons of her blouse. Jessica let out another gasp as my lips trailed along her neck and she arched her back slightly to give me better access. Her blouse parted to reveal her lace-trimmed bra, she moaned and giggled again as her eyes met mine. Her gasps and moans had the same sarcastic lilt as her voice, every noise she made was like a challenge to me.
Jessica didnât waste time with my buttons, ripping off my shirt like a Chippendales dancer as she laughed. I heard a few buttons land softly on the floor. Sheâs lucky I know how to sew, I thought, and I gave her a wry smile. I took it as an invitation to be rougher with her, but you can only take off a pair of womenâs professional slacks so roughly. I ended up pushing her onto the bed and pulling off her pants as she laughed. I took off my pants quickly and made to crawl on top of her on the bed.
âDo you have anything?â She asked suddenly. I was puzzled at the question, but appreciated her prudence. âNo, I just got tested.â I told her and continued to kiss her neck. She laughed, âNo, I mean a condom. Wait, you promise you donât have anything?â I got up from the bed, âI can do better than promise; do you want to see the results on my phone?â I asked her earnestly. âIâve got the app and everything.â I told her trying to humblebrag. She laughed again, I wondered if it was normal for a woman to laugh so much during a sexual encounter⌠âYeah, show me the app.â She said with a smile. I grabbed my phone from my pants on the floor and laid down next to her on the bed. I showed her a string of negative test results and she read through them one by one. It took longer than would have been completely sexy, but when she finished she threw my phone to the side and said, âOkay, good, because Iâm on the pill andâŚâ she paused and a light red creeped up her face. She pulled me close and whispered in my ear, âI really like creampies.â She bit my earlobe and my erection that had been fading from the medical discussion shot back up like a prairie dog on high alert. Iâm ashamed to say that I didnât grill her for her medical records, but at that moment, I had complete trust in the medical establishment and good old penicillin.
We kissed in earnest now and we slowly removed the last of our clothes. Jessica wrapped herself around me as our lips locked again. She moaned into the kiss, her fingers trailing down my chest and stomach to find the hardness that was so eager for her. She gasped as I shifted my hips against hers, my erection pressing into her wet folds. Her hands moved to my waistband, tugging impatiently at the fabric as she begged me silently with her eyes. I complied and revealed my cock. I donât know whether to describe my cock or even who that would be for. Still, it feels like I should and I kind of want to, so I will. If I ever named my cock, itâd be joe average. 5 and a half inches from the root, I was not colossal. At 5 inches around (circumference), I wasnât incredibly thick either. Still, Iâd heard no complaints. I want the men reading to know you donât need the worldâs largest dick to please a woman. Some women? Yeah, you kinda do. But if you listen to a womanâs needs, any dick can do the job.
Jessica wrapped her elegant fingers around my spectacularly average cock and licked her lips. It was the look of a woman who knew what good enough looked like. Her fingers curled around my shaft, her touch gentle yet firm. She leaned in to take me into her mouth, her lips wrapping around the head of my cock as she began to bob her head up and down.My hips bucked involuntarily as Jessica's warm, wet mouth engulfed my cock. The sensation sent shivers down my spine, and I groaned loudly in appreciation. I ran my fingers through her silky hair, encouraging her to take more of me. Her skillful tongue swirled around the head of my cock, driving me wild with pleasure. After a few moments, I couldn't take it anymore. I pulled her off gently, our eyes locked in a heated gaze.
âMy turn.â I said with a grin and placed my palm at the center of her chest, encouraging her to stay still. My fingers traced down to her belly button before my hands bent her legs open and back. I dove in headfirst and started licking like a prairie dog whose head is stuck in a peanut butter container. I was reminded of the devastation of their natural habitat by human pollution and my tongue traced the ABCs on her clit and labia. Jessica gasped as I held her legs down and kept her still. My tongue swirled around her clitoris, eliciting shivers of pleasure that made her vibrate like an old Nokia phone left on the counter. She arched her back, pressing herself closer to my face. Her fingers tangled in my messy hair, urging me on as she moaned more loudly.
"Ohhhh... Yesss..." Her hips bucked under my ministrations, I could feel her body clenching and releasing and hoped that meant I was doing well. As I reached Z and started over again, I tried my best not to hum the song. My tongue was starting to cramp, but I was determined to score an "early in the game" orgasm to keep the odds in favor in case of premature ejaculation (the silent mood killer). Sure enough, as I got to G, making sure to do both the capital and lowercase, her thighs overpowered my weakening arms and squeezed my head like a bully trying to pop a kickball and ruin field day. But just like Tommy in fifth grade, she wasnât strong enough and I quickly pushed her legs back down as she struggled against me. âFuck! Ye-yes! Fuck! Fuck!â She said inarticulately as she came. I finished the alphabet and then politely wiped my mouth off before mounting her.
Jessica was panting and her determined eyes now shone with unabashed excitement. She smiled at me and said âYou can do whatever you want with me.â in a breathy voice that turned me on and scared me. Beyond kissing and penetrating her, there wasnât much else I could think of to do in that moment. But I smiled what I hoped was a coy smile before grabbing her hands by the wrists and pulling them above her head. I gripped them tightly and Jessica let out a soft gasp. There was no sarcastic lilt now, no challenge; as she said, she was mine to do with whatever I liked. I smiled again and yanked her arms up, to emphasize how helpless she was under my strength. She gasped again and let out a giggle that almost sounded frightened.
"Please," she whispered, her voice trembling slightly. She arched her back, offering herself up to me, her breasts heaving with each labored breath. I obeyed and my cock found her entrance easily. She was incredibly wet as I penetrated her. Her pussy would tighten at random, her moans stuttering in time with the contractions. âFuck, Jessica, you feel so good.â I moaned through gritted teeth. It was one of those experiences that felt like the first time all over again. Jessicaâs eyes were wide as she stuttered âO-oo-o-o-oo.â Her eyes showed surprise and desperation as I went balls-deep inside her. I felt drunk with lust and I kissed and sucked on her neck as I bucked into her wildly. She matched my energy with excited moans as her body spasmed beneath me.
Jessica gripped the sheets tightly, her nails digging into the fabric as she tried to buck into me. I could feel her orgasm building again, her contractions going wild as she moaned, "Yes! Fuck me! I need it!" She arched her back off the bed as her climax crashed over her once more. I went to pull out to change positions, but thought I might have found her g-spot about halfway inside her. While normally Iâve found itâs a time-consuming process, this time I felt pretty confident as she screamed âRight there! Right there! Right there! Oh fuck, right there!â I right thumb traced circles around her clit while she grinded against my cock and I elicited another orgasm out of her. It felt too easy, like I was cheating and I grinned smugly. Her eyes looked pleadingly at me, she must have felt completely at my mercy.
Once she stopped shaking, I pulled out of her and rolled over on my back. Jessicaâs moans were so sexy. A beautiful high-pitched uninhibited moaning that had brought me closer to the edge than I wanted to be. I laid down on my back and panted, trying to catch my breath; I felt like I had been holding it in focus. I looked over at Jessica and she smiled wickedly, regaining some of her cockiness from before. âYouâre not done, are you?â she asked with a sexy smile. I smiled back. âNot hardly,â I lied, knowing that if we kept going, I would come in seconds. She laughed and slowly crawled on top of me. She straddled me and teased my cock. Grabbing it between her legs and using the head to play with her clit. I closed my eyes and tried to think of unsexy things. Prairie dogs. Climate change. US politics. It was working too well and I lost some of my hardness.
Jessica looked at me curiously, feeling the slight limpness. She locked eyes with me and licked her lips, âI thought you were going to fill me upâŚâ She said in a sexy faux-disappointed voice. My cock stiffened again and she put me inside her gently. Jessica bent forward and rode me hard. Her hands positioned on my chest, she rocked her hips back and forth, up and down with precision. She was squeezing tight as she lifted up, like she was milking my cock for all it was worth.
âOh my god. Oh my god. Oh my god.â I said quickly over and over again, the atheist part of me wondered why there was no secular equivalent. âJessica! Jessica!â I moaned over and over again. The encouragement making her ride me harder while she moaned. âGive it to me, give it to me! Fill me up!â She begged. I did as I was told and came deep inside her. I felt wave after wave of cum shoot out of me into her and she squeezed my cock in response. We came together as she collapsed onto me, my hips bucking into her as I instinctively tried to fuck my cum deep inside her. We both laughed as we moaned and came, the sensation overpowering us with pleasure. Soon we cooled down and started panting. Jessica rolled off of me like a prairie dog down a hill and she used my arm as a pillow.
The after-sex pillow talk was awkward and Jessica laughed at me a lot. She told me she had to get up early in the morning and I took that as my queue to go back to my room. I kissed her goodbye and she closed the adjoining door. I left mine open in hopes she might visit me in the night or the next morning, but she didnât. As I packed up my bags, I wondered if she had even known my name. I didnât see her at check out, breakfast, or even at the airport. Like two prairie dogs from rival clans, we were destined for a late night romance before one or both of us were eaten by a bird. I donât know if prairie dogs have clans, I never finished the documentary.
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