Cum Together

Friday happy hours were an office ritual. Our sales team always bonded over drinks, especially after a blowout quarter. After a few rounds one evening, I overheard Debbie and the other women on my sales team argue whether it was possible for a man and woman to cum at the same time. They revealed that most of the time, the guys they slept with either came first, or they had to get off themselves off by masturbating. If they were lucky, guys would rub their pussies or perform oral sex until they came.

Overhearing the conversation, I volunteered that it is entirely possible for a man and a woman to achieve simultaneous orgasm. "Impossible," Ali dismissed.

"Well, I bet I can can make the four of you cum together at the same time," I said. "How do you intend to that, Alexis asked?" "Do you have four dicks?"

"Or four tongues," Nichole quipped. "No, but you're on to something," I suggested.

Intrigued, the women huddled together and came back with the following proposal, "If you can make the four of us cum at the same time, and you cum at the same time as well, then will you can keep our annual bonuses. If, however, any of the five of us cums before anyone else, then you have to triple our bonuses. Deal?" Ali asked.

"Done," I said, even though I wasn't exactly sure at the time how this was going to be logistically possible.

After drinks, the five of use headed back to my apartment which was spacious but not pretentious. I needed to win this bet, I told myself, but how? I simply can't afford to pay $250,000 in additional bonuses to my sales team.

After we got to my apartment, the four women began laughing at my predicament and when they realized that if I fucked, tongued, or fingered them individually, surely they would cum before the other three did. There was also the possibility that I might cum on my own if I fucked any of them.

Alexis, trying to get me riled (and of course win the bet), slowly took off her shirt and bra revealing her perfectly formed 36 D breasts and even offered to jerk me off. Again the women laughed, and even talked about how they were going to spend their triple bonuses. While the women were laughing at my expense, I excused myself to head to the bathroom and to think of a plan on how the five of us can cum simultaneously.

Then it hit me. Of course, I'll use everything I've got, two hands, one mouth, and my cock to pleasure these women at the same time. I can manipulate my tongue and fingers to ensure no one cums prematurely, however, what can I do to prevent myself from cumming too soon, I thought?

Without hesitation, I grabbed a bottle of Viagra I kept for recreational purposes and quickly downed 200 mg hoping that a rock solid erection might make me last longer. Who knows, but I needed to take a chance.

After I emerged from the bathroom, I couldn't believe my eyes - Debbie, Ali, Alexis and Nichole were standing in front of me completely naked with eager grins of their faces. I'm sure they were hoping I'd cum on sight and they'd win their bet right there on the spot. As they hoped, the sight of their tits and pussies, had an immediate impact on my cock, which immediately sprang to attention.

The women, rather than laughing as they did earlier, became aroused themselves. I caught Nicole was gazing at my cock, which by now was 8 inches strong but also had an impressive 5 3/4 inch girth. Ali and Debbie's pussies were glowing slick with excitement. Alexis started fingering herself.

The women were stunned. Was the bet still on? Is there a possibility we could cum at the same time? Surely they thought, at a minimum, I would never last and their bonuses were safe.

In a last ditch effort to make me cum, all four women bent over exposing their tight asses. They knew my weakness, as two weeks before I confessed to Alexis that I was an "ass man" during our last happy hour. Now they decided to use this knowledge to their advantage. The sight of their asses made my hard cock twitch. I was hoping the Viagra would at least keep me in check - at least for now.

The women seeing my cock's reaction decided to take things further. In addition to bending over, the four of them spread their ass cheeks revealing their puckered assholes. It was an incredible sight - each rosebud slightly different in color and welcoming. Debbie looked between her legs and saw my cock twitching with excitement. "I think he's going to cum ladies." "Keep those ass cheeks spread!"

I almost shot my load then and there. Fortunately, I declared, "let the contest begin" and I proceeded to lay on back on my living room carpet exposing my cock for the ladies to see.

"Ali and Alexis," I said, "I want you to kneel on either side of me so I can massage your pussies with my hands. Debbie, you sit on my face so I can tongue your pussy and Nicole you get to ride my cock." The women couldn't believe it, despite bending over and revealing their tight assholes, I did not cum.

Now their strategy was simple - the ladies had to cum as quickly as possible or get me to cum first. "Nicole, you've got to fuck his brains out," Debbie implored. "Ride his cock like you've never fucked anyone before in your life. Our bonuses depend on it." Nicole replied, "Debbie try to cum all over his face, I know how much you like your pussy licked."

Nicole was already wet when she sat on my thick cock - which incidentally grew another full inch due to the extra Viagra I'd taken earlier. Nicole rode my cock in a steady rhythmic pattern. Her ass making contact with my body. Debbie then sat on my face and I proceeded to lick her pussy as I proceeded to massage Ali and Alexis's dripping pussies. I could hear Ali and Alexis moan with pleasure and I got the sense they were about to cum as my fingers worked on their respective pussies.

Fortunately, I was able to slow down their impending orgasms by decreasing the speed of my hands or by removing the number of fingers I inserted into their eager holes. Finally, I felt I had enough control over Ali and Alexis's pussies that I felt I could time their orgasms at will. For example, after 10 minutes, I got the sense that Ali was about cum before Alexis - in which case there would be no simultaneous orgasm and I'd lose the bet. Thus, I refrained from inserting any fingers into Ali's pussy and resorted to a delicate palm massage. However, when I felt that Alexis was losing her chance to cum, I started rubbing her clit vigorously and could feel her pussy getting wetter with excitement.

While I was able to control Ali and Alexis' orgasm, I was worried about Nicole who expertly rode my cock. To avoid making either of us cum, I had to counter Nicole's riding action with an equal and opposite reaction - or at least try to. Indeed, as Nicole sat on my hard cock, I pulled my hips back ever so slightly downward to avoid the length of my cock from penetrating her completely. Even though Nicole tried to fit my entire cock inside her, I was successfully able to keep the remaining 2 inches from being fully engulfed by her pussy. For now this delayed my orgasm and hers.

Finally, there was Debbie to attend to. Throughout Nicole's pussy pounding, and Ali and Alexi's fingering/pussy massages, Debbie sat on my face like a champ. Clearly, she loved being eaten out as my tongue licked her now excited clit. I figured I would have the easiest time controlling Debbie's orgasm and I could simply adjust the amount of pressure and speed of my tongue on her swollen clit and pussy lips - it worked to perfection! When I noticed Debbie getting too excited, I simply switched from licking her clit to gently probing her pussy with my tongue.

For the next 30 minutes, I felt I was in complete control each ladies' orgasm and got to the point where Ali, Alexis, Nicole and Debbie started moaning in unison. Now all I had to to my time my pussy licking, fingering and thrusting to ensure we all came at the same time. As the five of us settled into rhythmic fucking - I inadvertently let my guard down for a minute.

Unexpectedly, Ali blurted,"Debbie, remember he's an ass man." I was startled by what happened next. As I was licking Debbie's pussy, which was resting comfortably on my face, she suddenly adjusted her position and spread her ass to expose her waiting asshole. This happened so quickly that my tongue made a multiple passes on Debbie's perfectly puckered asshole. Debbie also seemed to react to this new sensation as she vigorously moved her butthole over my waiting tongue.

The sensation of Debbie's asshole pressing against my tongue was too much to bear as Debbie was thoroughly enjoying her rim job. I could feel my balls tightening and Nicole sensed I was going to cum while she was riding my cock. The women sensed victory - I needed to act immediately.

While Debbie was enjoying me rimming her asshole, I had to refocus my attention on Ali and Alexis's pussies and quickly began rubbing their clits with abandon in an effort to speed up the orgasms. I delivered the perfect amount of pressure on each of their respective mounds and it was only a matter time before I could make them cum at will.

Now it was time to refocus on Nicole, who clearly knew I was about to cum at any minute. Rather than keep resisting her pounding pussy, I decided it was time to insert my entire 9 inch cock inside her. The Viagra was still very much in my system and my cock was stretched to its maximum. As Nicole raised her ass from my cock and was about to plunge herself again onto my member as she had done for the last 45 minutes, I raised my hips to meet her downward decent.

In an instant, Nicole's drenched pussy engulfed my Viagra-fueled cock down to my ever tightening balls. I could feel Nicole's throbbing pussy grip my cock tightly and while she let out a loud moan. "I'm going to cum." she screamed. That was the cue I needed to get the five of us to cum simultaneously. I immediately inserted two fingers into Ali and Alexis's pussies and one into each of their tight assholes.

Ali and Alexis were used my fingers in their pussies, but were totally blindsided by my finger in their buttholes. "I'm cumming," Ali and Alexis shouted in unison.

Finally, Debbie's asshole. She was enjoying her rim job but I needed to make her cum - now! As Ali, Alexis, and Nicole were in the pre-stages of cumming, I decided to slip my tongue into Debbie's asshole and immediately suck on her clit in one motion.

Debbie couldn't take it and moaned with pleasure, "I'm cumming, I'm cumming." Now that Ali, Alexis, Nicole's and Debbie's orgasms were well on their way, I was the only one left who need to orgasm. As all four women started to shake with pleasure, I could feel my cum rise from my balls towards the tip of my cock.

Then it happened. All four ladies came and squirted at the same time, while I shot a thick load of cum inside Nicole's dripping pussy. For the next 10 minutes, no one moved, as our wet bodies lay in a mass of flesh. We were exhausted. My cock withered back to its normal size and the ladies' clits retreated.

My end of year bonus just got bigger.
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Cum Together

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