April 2018

After a few years with my last employer, we merged with another company and started holding a once a year conference for everyone in my department across our organization (we were a nation company). The meetings were held in Minneapolis near our company HQ and we're a fun way to meet with vendors and work associates from all different divisions in our company. I especially enjoyed them as I was from the companies smallest division, didn't really have a local counterpart in role, and primarily worked with old white men that were boring.

My first trip out to MN I really hit it off with Kelly, she was in the same work role as myself but working out of one of our West divisions. I'd seen her picture before on teams and been involved in conference calls with her but we'd never met in person. Her and the rest of her team from the west were a fun breath of fresh air. Not sure I would say Kelly was overly flirty, at least not forwardly but she was very friendly to me and we buddied up for several dinners and activities while at the event. This first trip went quickly and we parted ways but it had been fun and great to make a few new friends on the trip, Kelly and I would occasionally chat offline during all team calls going forward but nothing more than friendly Hello's and catching up on what was going on in our work lives mostly.

The following year I was excited to see her smiling face when I got to the expo - she was in line to check into the resort we were staying at when I arrived to do the same. Kelly was a few years older than myself, late 30's (I was 34 at the time), and married with no children. Although she didn't have kids, "hot mom next door" would be a simple and fitting physical description for her. Kelly was attractive but somewhat unassuming - she wore little makeup, kind eyes and a sweet smile, medium length straight brown hair, and she looked like she belonged in the business casual I always saw her in - a skirt or dress slacks with a cute blouse. Occasionally she'd show off a little of her firm and fit figure, she was a competitive runner and looked the part.

That evening we caught up at the welcome reception, telling stories of how work had been going on our regions and what we'd each been up to personally. The resort we held the event at had a bowling alley and casino which was conducive to all our associates hanging out and being social. Kelly and I buddied up again, playing on the same bowling team, grabbing drinks with the same group, and making dinner plans with each other. Kelly did a little more flirt this trip, as did I - seemingly innocent touching and nudging of each other, sitting closely at dinner, and one night jokingly referring to me as her "work husband" for the week.

This expos always go fast and next thing I knew it was the last night of the trip. A dozen or so of us went to the casino after dinner to do a little gambling and have some drinks. Kelly and I were standing behind the group, chatting and playfully teasing each other as the rest of the group played video roulette or cheered on the ones who were.
*Kelly said to me "I'm going to walk over there for a minute to check my phone and use the bathroom, want to walk with me and hold my drink for a minute?" "Sure" I replied as I grabbed her drink and followed along. After a minute in the restroom Kelly emerged and walked back over to me. "You better not have put anything in my drink" she joked as she reached out her hand. Without hesitation I replied "I'd want you completely coherent for what I'd do to you and you'd definitely remember it" I replied with a wink. She went speechless for a second, blushing a little and gathering herself. Possibly still a little flustered but being very cute, she quietly said "mmm, you have my attention" As she leaned her face close to mine, almost daring me to kiss her. I glanced towards our group to ensure no one was looking, they weren't and I leaned into her as well and gave her a kiss, a short peck on the lips at first followed by a longer, lingering kiss the second time.

We both sort of froze for a second, just looking at each other in silence. She had a gaze of pleasure, excitement and surprise, I could tell this wasn't something she had done often if ever. "Do you want to come up to my room?" I asked. She stared, took a deep breath and paused for a moment. "I do" she whispered as she let her breathe out. In tandem we both looked over our shoulders at the group again to make sure we weren't being watched, we weren't. "I'm in room 1734, do you think anyone will notice if we sneak off?" I asked. "They won't. I'll give you a head start, after you get on the elevator I'll walk that way and do the same, I just don't want anyone to see us leaving or going into your room together. Meet you there in 2 minutes?" She asked "That's perfect, I'll see you up there" I said as I gave her a smile and walked to the elevator.

I walked into my room and waited for the knock. A minute later, right on que she was there. I opened the door, pulled her inside and used my body to pin her against the wall as the door slammed shut. Our mouths met immediately, sloppy, wet kissing as we animalistically groped each other over our clothes. After a minute of groping and fumbling, my left hand took her wrists and pinned them over her head, exposing her body for my right hand to explore.

My right hand teased its way down her blouse and skirt, stopping just above her right knee and below her skirt. My finger tips quickly found their way up her thigh to her cotton panties that Kelly has already started to soak through. Little circles around her hardened clit and sliding up and down the the wet spot she had created, I teased her while grinding the bulge in my pants against her left thigh. She moaned and squirmed while trying to touch me back but I held her petite frame firmly in place, moving her panties to the side and sliding my middle finger inside her.

"Uuuugh" she moaned as she wrestled me harder, this time I released her hands and let her drop to her knees as she grabbed my belt. She undid my pants and my cock sprung from my underwear, rock hard in anticipation. She grabbed my shaft and licked the tip before opening her mouth to take me inside, sensually but excited. She stroked and sucked for a minute but I was excited to get her out of her clothes also, I reached for her and we both finished disrobing with urgency. Each of us now fully naked, I lifted her and she wrapped her legs around me as we began kissing again. A couple short steps to the bed and I layed her on her back, looking over her sexy body as I contemplated how I'd enjoy her.

I climbed between her legs and stoked my cock with one hand as the other rubbed up and down her wet slit. Her little landing strip acted as an arrow that I didn't need, telling me where to go next. "Go slow, you're really big" Kelly said, we grinned at each other as I guided my cock inside her. Slow and rhythmically I worked myself deeper, she grabbed my arms and I leaned in for another kiss as I fucked her a little harder and faster. Her hands moved to my back and she dug her nails into me as I thrust in and out of her, soft grunts, moans, and the sound of our bodies slapping together filled my ears.

I grabbed her left leg and folded it across her body, putting her on her side. This is probably my favorite sex position - somewhere between missionary and doggy/prone position - I had a perfect view of her ass, stretched pussy, and face as her open mouth let out a gasp each time my cock rammed inside her. My left hand clenched and spread her ass open, giving me leverage and another amazing view as I pounded away on her neglected little pussy. I went fast and HARD, maybe a little too hard and she was full on screaming with each thrust at this point. I slowed and took long, deep strokes - all the way in and all the way out - watching her pussy lips stretching around my cock as Kelly's moans softened and she began to catch her breath.

I rolled her on top of me and she rode me like like an expert, bouncing and grinding with perfect rhythm. The look in her eyes was beyond intense, as if it had been bottled for a very long time. The sex was almost oddly passionate and intense for people who barely knew each other outside of occasional zoom meetings and work pleasantries. She gave me one more kiss before sitting up and grinding herself into me as she bucked, she'd found her spot and knew exactly how to bring herself to a screaming climax.

Seeing her firm body bouncing and covered in goosebumps as she screamed out had me ready to explode also.
"Fuck I'm about to cum" I yelled as she came down from her orgasm. With a subtle move she slid me out of her and jerked my cock with both hands until I came, shooting my cum all over myself and the sheets next to us.
"Holy shit that was good" Kelly laughed as she looked over at me, both of us a little giddy and spent from the last 20 minutes. "I've been craving you since I got here, I'm glad we did that also" I smirked as we gathered ourselves.

We cleaned up and agreed we should hurry back to the event before anyone noticed we were gone. The next morning we took the shuttle to the airport and gave each other a "soooo good to see you" hug with a wink before departing to separate terminals.

Kelly missed the following year's product show and they were cancelled going forward due to covid. We never had a chance hookup again but it's a hot memory I'm glad I got to relive by writing out.