Business and Pleasure Can Mix: A Wicked Wednesday Post
The following story is a work of erotic fiction; a fantasy inspired from my younger, more timid days. Feel free to skip it if such things do not appeal to your sensibilities.
Alex and I had been working together for 6 months when Catherine first showed up. Turnaround at our store was fairly common so the arrival of somebody new wasn’t terribly surprising, but Catherine radiated a confidence that we didn’t normally see in the new sales people. Maybe it was because she was ever so slightly older — 28 to our 21 — or because she showed up the first day looking like she’d just come from a modeling shoot. Whatever the cause, Alex and I were both stopped in our tracks. Let’s be clear, Catherine was attractive in the pure physical sense — 5 foot 5 inches tall, slim build, a borderline B/C cup chest, taut ass, and legs that looked like they’d be equally comfortable hiking 6 miles or strutting in heels. Her face held the classic oval shape with high cheekbones, pouty lips, and bright green eyes that would put a mountain field to shame. Her natural Irish-red hair helped seal the deal for both of us. Alex and I were stunned.
Over the next few days Alex and I took every chance we got to make sure we extended as warm a welcome as possible to Catherine. Actually, the whole store did. Beyond being pretty and confident, Catherine was charming and polite and a genuine joy to be around. Every time she walked back into the Tech Shop to ask a question the mood for everyone — even the grumpy old war veteran in the back of the shop — was lifted considerably. Soon Catherine started scheduling her lunch breaks to coincide with Alex’, and when he wasn’t around she’d take lunch with me. Our lunch conversations always seemed to focus on her and Alex though. Clearly something was blossoming, so it came as no surprise to me when Alex told me that he and Catherine had been on a few dates and that things were going very well. What did surprise me was that I was invited along, but I wasn’t about to say no. Alex was my friend and Catherine hadn’t stopped being attractive and fun to be around just because she and Alex were dating; in fact, she’d become even more jovial at work. I accepted the invitation, and it was set; the three of us at dinner on a Friday night, with none of us scheduled to work the next day.
Dinner wasn’t terribly fancy, just Bennigans, but the company was fantastic and the drinks were affordable. Conveniently, it was also walking distance to Alex’ apartment, which is where the three of us walked after dinner so that we could continue the easy conversation between the three of us. As we sat on the couch sipping our drinks — Catherine between us, Alex on her left — the conversation veered away from casual and into intimate. It started with little things, like Catherine mentioning that Alex was one of the better kissers she’d dated, and slowly progressed through how he loved her massages to her declaring his cock to be the thickest she’d ever held. Perhaps it was the boldness of the drinks or the intimacy of the moment, but I let slip that even if I couldn’t top that I’d be happy to compare. The conversation paused.
After what felt like an awkward eternity, during which Catherine and Alex held a very long look, Catherine turned to me and with a look of cautious eagerness asked if I really meant that. Emboldened by either the drinks or her response (perhaps both?) I nodded my head while holding her gaze. Catherine reached over and rubbed the zipper on my pants and asked if she could do the honors. At this point I knew there was no way I was backing out, so I put my drink on the end table and leaned back to give her full access. As her hand played across my pants — releasing my belt and the top button of the jeans before grasping the zipper pull — I felt my cock stirring, growing in anticipation. By the time she’d unzipped me completely I was as hard as I could be, straining against the fabric of my underwear. As she grasped the edge of my pants and underwear together and began to pull I lifted my hips, slowly allowing myself to be exposed by the beautiful woman sitting next to me. I watched her face as I felt myself being exposed, and all I saw was desire. When I felt her hand wrap around my cock my gaze swung to match. I couldn’t believe it. My new coworker had her hand wrapped around my cock while we were sitting on the couch of the coworker she was dating. It was surreal. It was sexy. It was just getting started.
Keeping my cock firmly in her grip, Catherine turned to Alex and used her free hand to pop his pants open as well. He took the hint and quickly undid his belt and begin working his pants down over his hips, his cock bursting forth from his boxers like a spring-loaded battering ram. I couldn’t help but watch as his long, thick cock throbbed and pulsed in the air before Catherine wrapped her free hand around it. She paused, adjusted her grip on each of us to make sure she was firmly at the base of each cock, and began turning her head to view each of us in turn. While squeezing us both she said that the results were too close to call from where we were sitting, and that we needed to be positioned closer. With a tug she had each of us stand.
Shoes and socks got kicked off while she rotated her hand for a different grip and guided us both to stand in front of her. Her hands slowly stroked from base to tip as she leaned forward to examine us both. At a glance, it looked like my boasting may have been accurate; it looked like Catherine’s hand closed just a little more tightly around Alex’ cock than my own, and that his cock was maybe an inch longer than mine, but as she stroked us I didn’t care. She pulled us closer, stroking a little harder now, and leaned forward further. With her lips mere millimeters away from the head of my cock I watched as she paused and looked up at Alex. In the corner of my eye I saw his head dip in a nod right before I felt Catherine’s lips press against the tip of my cock and slowly slide down. She confidently slid her mouth down until her lips were pressed firmly against the base, then just as slowly pulled back until I audibly popped out of her mouth. She shifted, and I watched as she took Alex’ cock just as deeply into her mouth and back again. She started switching back and forth, always taking one of us slowly while the other watched, pulsing in her hand.
After several long, wonderful minutes Catherine pulled her head back and declared that the winner was her and that she wanted both of us as her prize. I looked down at her, then over at Alex, who smiled in that way that only a happy, fully aroused, sexually engaged person can and said that he was up for anything as long as he didn’t have to do anything with me. I did the best to hide the hurt at that comment (he didn’t know about my sexual fluidity and now didn’t seem like the time to break that news) as I looked down at Catherine and mentioned that as part of the prize perhaps all of us should lose all our clothing.
Catherine wasted no time and whipped her shirt off over her head, her barely covered breasts bouncing as she did so. Maintaining her grip on our cocks she stood and suggested that our shirts and her pants needed to come off. Almost in unison Alex and I pulled our shirts over our heads — leaving both of us now completely nude — and each reached for Catherine. As Alex began unbuttoning and unzipping her jeans I reached one hand around her back and grabbed the catch of Catherine’s bra between my thumb and fingers. In one snapping motion I had it unhooked her bra and slid my hand back around to help pull it off her shoulders. It slid down her arms, which forced her to release her grip on our cocks. With her hands now free she assisted Alex in pushing her pants and panties to the floor and stepping out of them.
With all three of us naked, Catherine again grabbed our cocks and told us both to sit on the couch which she slid to her knees on the floor in front of us. She resumed swapping back and forth between our cocks, each visit sucking a little longer than the last, leaving us throbbing and dripping as she pulled away. I was entranced. I’d only seen live oral sex on another person once, and he’d not been hard at the time. In this case Alex was long and thick and throbbing and dripping, and Catherine’s lips were full and wrapped around him beautifully as her head bobbed up and down. It was everything I’d fantasized about, and I knew I was going to be forever hooked on seeing that sight.
After several long minutes of sucking and moaning all around, Catherine stopped and looked at us both in turn as if figuring something out in her head before finally looking to Alex and asking him to get behind her. He moved quickly, and as her head lowered again to my lap and her lips embraced my cock passionately I watched Alex’ hands drop below the view of Catherine’s ass. I could see his arms flexing as she moaned around my cock and started bouncing her hips in rhythm of whatever Alex was doing. He said something about her being soaked and asked if she was ready; she just nodded her head while keeping me inside her mouth. I saw him shift again, one hand on her hips and another on (presumably) his cock before he thrust his hips toward her slowly. Again Catherine moaned, growing louder in volume and deeper in pitch as Alex slid completely inside her. I watched his hips rest against hers, hands on her hips, as she gripped my cock in a vice grip and held just the head of cock in her mouth. When her hips started bucking against him, Alex started rocking back and forth and Catherine used his pace to slide her mouth up and down my cock. Every thrust from him pushed her down onto my cock, and as his pace increased so did hers. Soon we were all moaning, and Catherine’s moans around my cock weren’t doing anything to help with my stamina. I grit my teeth and did my best to keep the pending pressure from building, but Alex declaring that he was going to cum soon wiped those thoughts from my mind. He started slamming his hips into hers, the pace as fast as any dance beat. The rhythm was overwhelming, and the live porn happening right in front of me as I took in everything I could soon had me right on the edge. Right as Alex announced that he couldn’t hold back anymore Catherine let out a near-scream around my cock. This pushed me over the edge and I too announced that I was cumming. To my surprise and delight Catherine wrapped both hands around my cock and sucked hard on the head, keeping me firmly in her mouth as I exploded all over her tongue. I tried to watch her, and to watch Alex obviously caught in his own orgasm, but the climax overwhelmed me; my head and eyes both rolled backward as I rode out the exquisite pleasure.
When I could open my eyes again, Catherine was letting go of my cock and spinning around to face Alex. Her head dipped down and starting bobbing again; apparently she liked cleaning up him afterward. I looked at her swollen pussy lips, Alex’ cum dripping down between them. I dropped to my knees and put a hand on her ass; she paused to look back at me, and I asked if she and Alex would mind if I clean her up like she was cleaning him. Her eyes flashed as a huge grin broke out on her face and she practically screamed “Yes!”
I rolled onto my back and slid my head between Catherine’s leg and looked up at her gorgeous lips. She shaved her labia, leaving only the landing strip, and she was dripping the combined fluids of her and Alex’ orgasms. I grabbed her hips and pulled her to me, my tongue reaching out to lick her from just below her lips all the way up to her clit and back. The taste of them combined was sweet and salty and exciting; my cock (still mostly hard) throbbed in response. I flicked my tongue inside her, getting more of their juices, and then pulled her down as I used my tongue to alternate between pushing as deeply inside her as a could and flicking her clit rapidly. She started grinding against my face and from the muffled space between her thighs I heard her and Alex both moaning again. My tongue became a dancer, her clit the stage, and as the tempo increased she pressed harder against me, rubbing faster, until suddenly she froze and a warm wash of sweet fluid spilled into my mouth. I let my rhythm slow, a gentle lapping now instead of a firm flicking until she slid off to the side and collapsed, one hand still holding Alex very hard cock.
I rolled onto my side and looked at the both, naked and glorious and delicious. Catherine’s eyes fluttered open and she looked at me, then down at my hard cock, before looking back up at Alex. She squeezed his cock hard and asked in the most list filled voice I’d yet heard in my young life if she could ride my cock. Alex didn’t say anything, just slipped into the bedroom and came back with a condom, opening the package as he walked toward us. He handed her the opened wrapper and told her to have fun. She pulled out the condom and rolled it down my cock, squeezing my hard the whole way down, then kissed her way up to my lips as she aligned the tip of my cock with the entrance to her pussy. She slammed her hips down, taking me all the way in without any buildup. She started riding me like she’d been starved for sex and needed to use me to make up for lost time. She reached out to grab Alex cock and pulled him over to us; he stood at our sides and she swallowed his cock. As she bounced on me she used the motion to bob her head on his cock, and it looked just as hot from below as it did from above. She kept her eyes open the whole time, watching Alex face as she worked her best to suck him dry. I reached up to grab her breasts, finally feeling them for the first time, and began rolling her nipples between my fingers and squeezing her breasts firmly. Catherine moaned — around Alex cock this time — and I squeezed harder. She bounced faster. All of us were moaning, and being the overly zealous young bucks we were Alex and I were soon both announcing that we were going to cum again. Catherine moaned and nodded, her eyes still locked on Alex face, and she bobbed her faster while grinding into me harder. I felt the pressure building again and fucked up into her, driving my cock against just that right spot that would send me over the edge. I felt her muscles beginning to spasm and I kept my rhythm, feeling it build stronger until with one hard throb I pushed over the edge and exploded inside her. As she moaned so did Alex, and I watched his ass flex and his cock pulse in Catherine’s hand as she sealed her lips around his cock just like she’d done with mine and drank him down.
Spent, Alex fell to his knees beside us and Catherine rested on me, one hand on my chest and the other still holding Alex’s deflating cock. Once we could all move again Alex and I helped Catherine dismount from me; I rolled onto my knees and removed the condom, tying it closed and wrapping it in a paper towel before disposing of it in the trash. At their invitation I joined them in the shower, where we all rubbed and soaped each other up with only the lightest of teases and gropings. Time had passed us by, and the long day had finally caught up with all of us. As I dressed afterward I hugged her goodbye, mentally noting that through all of that we never did kiss, and then shook Alex’ hand before heading out the door. I walked across the parking lot back to Bennigan’s, got in my car, and drove home still trying to process all the hot and sexy events of the night.
Alex and Catherine continued to date for several months afterward, but we never had a repeat of that night together. We all went our separate ways when Catherine moved on to a different company and I was transferred to a different city to help some ailing stores. Still, I’ll never forget that night when I got to have a hot affair with my coworkers.
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