Abby Earns a Raise

bydpingjessie©

Once the tip was wedged inside Abby's extremely tight ass, I said to her, "I bet you never thought your boss would literally fuck you in the ass." Abby only giggled nervously in response, bracing herself as I put my hands on her sides and thrust up ever so slowly into her asshole. Abby moaned, and that moaned turned into a mild scream as I ground up inside her, slowly filling her ass. I took my time, not wanting to make Abby any more uncomfortable than I needed to. Dave assisted me slightly by lowering his lady until, after a moment, my balls touched her taint, barely separated from Dave's balls.

Dave shifted his hands to Abby's knees, forcing me to quickly slide my hands down underneath Abby and take over supporting her from under her butt. While we balanced the suspended bitch, my cock was adjusting to its first trip inside Abby's rectum, which was wrapped tight around the engorged prick. On the other side of the thin membrane inside Abby, I could sense the throbbing member that was stuffing her other hole. As we men held Abby in place, her legs dangling toward the ground, we all breathed heavily and prepared to carry out this wicked deed as the realization of what I had gotten myself into hit me. My lovely employee was firmly and helplessly trapped between her fiancé and her boss as she was stuffed deep in both holes. I had no regrets.

I got things started, and my counterpart followed suit, by lifting Abby up, sliding her raw anal walls against my cock, and then lowering her back down. At the same time, she was sliding on Dave's cock as well while we two guys stayed put as we shifted Abby's body. We lifted her slowly and deliberately for a couple moments, mainly out of concern for Abby but also because all three of us were still adjusting to the sensations and mechanics of the standing double penetration. I didn't know about Dave and Abby, but it was actually my first time doing a standing DP, so that fact compounded the need for me to take time to adapt.

After a couple minutes of slowly sliding the quietly moaning bitch's body and grinding against her, I started to lift her up and down a little faster, which made Abby yelp. As Dave and I slid her up gradually faster, Abby's hair and boobs began to shake and swing, and I couldn't help but moan as my brain processed the incredible stimulation Abby's asshole was giving my cock. I sank my fingernails into her thighs and stood still as the girl remained suspended in the air, sliding up and down two cocks at once.

What I hadn't accounted for was the arm strength I'd need to hoist Abby up and then lift her repeatedly. It always looked effortless in porn, but in real life it was a different feat. Ideally, I would have liked Abby to have had one foot on the ground to take the pressure off Dave and me, but at about 5'2", she was too short to be anything but lifted off the ground. Perhaps high heels would have helped, but Abby wasn't wearing any. Maybe next time, I thought.

Abby whined louder, clearly not from pleasure, as she was lifted up and down, faster and faster, minute by minute. My arms were getting a little tired already, but the enjoyment of sliding my cock into her ass while her pussy was simultaneously stuffed drove me on. Before long, I wasn't as concerned about her comfort as I was about fulfilling my lust.

My balls slapped against Abby's taint as Dave and I lifted her up and down, again and again. I was breathing heavily now, and sweat began to drip from my forehead and eyebrows. I noticed Abby, too, was growing slick with sweat as her body bounced between the two of us, suspended in the air as two cocks jammed mercilessly hard into both her holes over and over again. I was completely lost in passionate pleasure and hot lust until Abby broke the spell.

"Please stop," Abby said meekly. She quickly added, "You can double-fuck me, but can we do it in the bed?" Neither Dave nor I had any objections to Abby's suggestion, so we pulled her off our cocks and set her down before heading over the bed. Actually, as hot as standing was, sandwiching Abby in the bed is what I had really wanted to do from the start anyway.

My emotions were mixed at this point. I was a little anxious that Abby might back out if we got too rough with her, but I couldn't help but carry out the double penetration. I felt kind of bad for Abby, since we had gone over the line a little bit and brought her to such a point of discomfort that she literally begged us to stop. However, for that same reason, I felt all the more turned on. After all, the point was to make her our bitch.

The mattress squeaked beneath us as we took our positions. I agreed to lie down first, resting on my back with my erection poking straight up as Dave and I helped Abby hover over me. Her back was toward me as her hair hung down, as if it were reaching toward my face. I looked down as I held my cock in my hand and watched as Dave guided Abby's asshole over my cock until it sank down on it. Abby moaned as her right arm shot out to the mattress and helped balance her as she took my cock back in her ass. I groaned with pleasure all the while Abby sank slowly lower and lower until my cock was completely inside her.

Abby put her other arm out too and spread her legs as I stayed still beneath her and both of us waited for Dave to take his place. He began by lifting Abby's right leg over his hip and then stepped over her left leg so that it was between his and my legs. Abby leaned back so that her hair now actually was in my face. Her warm body nearing mine allowed me to sense the rapid beating of her heart as her finance pushed his cock into her pussy. I could feel the stiff, thick member push past Abby's opening, pressing against my cock in Abby's ass on the other side of that membrane as it slid deeper and deeper inside the young babe until we were both balls deep in her.

Abby cursed as both of us guys bottomed out inside her holes, filling her to capacity. I had been straining my neck watching Abby get double stuffed for the past minute or so, but at this point I relaxed it and let my head rest on the pillow while Dave pushed Abby back slightly. She hovered only a couple inches above my chest as Dave lay on top her, over her right shoulder as he ground against her, his hands on either side of us as he barely held himself up. Then he began to stir, and I took my cue.

Right away I figured that Dave, too, had experience with double penetration. From the start of this formation, it didn't take long before we were in sync. Almost at the same time, he and I started to thrust into our respective hole, and within minutes, we were taking turns inside Abby, sliding in when the other slid out and vice versa. We went easy on Abby at first, and she finally seemed to be having fun.

"Mmm," she cooed. "That's better." With that encouragement, Dave and I started to go faster, steadily sawing in and out of Abby. I held tightly to Abby's hips as I shifted up and down, in and out of her ass. It took extra effort to give her ass a nice fucking in that position and with all that weight on top of me, and it was just a few minutes before I was sweating pretty hard. The air around us was thick as it was and smelled of sex. I didn't mind though, not one bit.

As I increased my pace in Abby's ass, I felt that other cock sliding like a piston in the adjacent hole. At this point, Abby was squirming but not in protest. It seemed to me that she was now enjoying being fucked in both holes at the same time.

Eventually, we were going much faster than when we'd started. The mattress gave in beneath us, creaking loudly as Abby got steadily fucked in both holes, sandwiched between her lover and her boss. Her body was covered in sweat, a mixture of her own perspiration and both Dave's and mine. Moans leaked from all three of us while I strained my neck again to get a look at Abby's thrashing legs amid the hot group sex. These were the sensations that, to me, made double-penetration threesomes the pinnacle of sexual experience. My heart was now beating hard and my breathing was ragged with unquenchable lust as I slid in and out of my employee's asshole while I took turns with her fiancé going in and out of her holes.

After a couple more minutes, I decided to take charge and told Dave and Abby to roll over. Without delay, we did so, and Dave and I almost managed to keep our cocks from exiting the girl, but, alas, mine slipped out of her ass at just the last second. I made up for it though by putting it right back in fucking the hell out of Abby for a few seconds while Dave remained still beneath her. Abby screamed as I viciously rammed her ass briefly and then slowed down to allow Dave to begin fucking her pussy from beneath.

We were right back at it. I was able to cool off just a bit as I knelt behind Abby, put my hands on her ass and continued to pound her shitter. Abby spaced us out a bit too, pushing herself up by her arms so that she was kneeling suspended between us, still taking it in both holes. Her hair was matted mess by now, and her body still gleamed in the light from all the sweat. We were all coated now, but it was easier for both my lungs and my skin to breathe as I had some open air.

Dave and I didn't pay as much mind to alternating between Abby's holes in the position. I had such easier access to her ass that I kind of got lost in the enjoyment of ravishing her tight, dark hole and went to town a bit. My balls were slapping steadily against her taint while her rectum squished around my cock. Meanwhile, Dave was going at his own pace in Abby's ass. I rubbed Abby's back while we double-fucked her until I reached her hair and gave it a gentle tug, pulling her head back a bit. Dave played with her tits as he continued to thrust up into her.

We had been fucking Abby for what felt like hours and showed no signs of slowing down. Eventually, I decided I'd had enough of Abby's ass and wanted to finish off with one more round in her pussy. I pulled out of her, and Dave helped flip her around so that she was facing me now. She spread her legs again, leaving her feet on the mattress as Dave stuck the tip of his cock into her ass and then put his hands on her waist as she sank down onto his balls. I then climbed over both of Abby's legs, using them to completely separate my legs from Dave's, and pushed Abby's thighs as far apart as I could, spreading her glistening pussy. All that was left to do was lie down on top of her and slip my cock into her wet box.

I sank down on top of Abby, sliding my cock all the way inside her pussy until she was doubly filled yet again. With my legs outside of Abby's I had to kind of squat over her at first and put my hands on her shoulders to support myself, but I was having a little trouble holding myself up. I quickly realized I could slip down to my knees without a problem, which actually allowed me to put my hands on Abby's boobs, so it was kind of a win-win.

We were all moaning as we adjusted to the double penetration for the fourth time. I smiled at Abby, who grinned back. Her arms were stretched out toward the mattress, holding her up as her hands supported her, planted between Dave's torso and arm on either side. Once we were all situated, we went back to sawing in and out of her.

There was no easing into it this time. I thrust into her pussy steadily right as I started, now used to the tightness of her holes in a DP and the feeling of the cock on the other side. It wasn't a crazed pace, but it was firm and consistent. As I pushed in and pulled out of Abby, her body rocked slightly, her hair and boobs shaking as she did. She grinned sincerely, clearly amused by being stuffed by two men. Meanwhile, Dave was slamming in and out of her ass underneath as the two of us went back to the rhythm we had established earlier.

In my glory, I peeked down to watch the two cocks slipping in and out of Abby's sex holes while the cute, young girl squirmed between us. It hit me in that moment that I had actually succeeded in sandwiching one of my employees, something that had always been just a fantasy. I had taken part in a double penetration more than once before, but to be doing it to Abby was unreal. I forgot to breathe agains as I admired my friend's glistening writhing body as it took its rightful place in our sex sandwich.

I was getting so turned on that I couldn't continue to just kneel in front of Abby while I fucked her. I slid forward, putting my hands on the mattress on either side of Dave's shoulders, and pushed my legs straight back so that I was practically lying on top of Abby. I positioned my head over her right shoulder, while Dave was over her other shoulder so that it wasn't too awkward. Once I was more comfortable, I let myself lie flat on Abby's chest and stomach so that her boobs were pressed against me and my crotch was grinding against her.

Now it got really hot. I could hear Abby's ragged breathing in my ear, feel her damp, hot flesh against mine and sense her fiancé underneath us as he pounded Abby's ass. I shamelessly submitted wholly to the depravity of the threesome, working together with Abby's fiancé to firmly screw the girl as we double-fucked her faster and faster. As we picked up our pace, Abby's arms shot up, now that she was tightly wedged between us, and wrapped them around my back, clawing at my flesh as my crotch slapped against hers over and over again.

The room was incredibly hot, making it even harder to breath. We were now all drenched in sweat, which under most other circumstances would have bothered me, but I barely noticed it here. Time slowed down as I took in the most enjoyable sexual experience I'd had since my first devil's threesome. I could hear the creaking of the bed, the moaning of my pretty friend and the squelching of her holes as pushed in and pulled out of Abby faster and faster.

The success of our operation came when I felt Abby's pussy convulse around my cock. My suspicion was confirmed when Abby breathlessly announced, "Oh my gosh, I'm cumming . . . ." She trailed off while Dave and I continued to saw into her undeterred, thoroughly enjoying our hot Abby sandwich. Her sweat-slick body slipped effortlessly between the two of us as we finished her off and drew ourselves to our own orgasms.

My last demand was to give Abby a double facial. As Abby came down from her orgasm, I slowed down in her pussy until I came to a stop and pulled out. Dave desisted as well, and I helped Abby off her fiancé, as her ass was finally vacated. I was pretty close to cumming, so I hurriedly guided Abby onto the floor and ordered her to her knees as I jacked off in front of her. At the same time, Dave was getting up off the bed to join me, but by the time he reached Abby, I was already exploding.

"Oh my gosh!" Abby cried as my first rope splashed right on her nose and eyelid. She quickly closed her eyes, which she should have already known to do. This was the third time we'd had sex, and she knew by now that the whole face was fair game. After I'd fired off three or four shots, Dave was groaning as he jerked off and was just about ready to cum on Abby's face too, which already had jizz streaming down the right side from her forehead down to her chin.

Holding off on the masturbation the past few nights really paid off, evidenced by the generous helping of cum that was dousing Abby's pale, grinning face. Just before I finished up, Dave erupted all over the other side of Abby's face, getting a fair portion on her forehead and hair before lowering his aim to her nose, mouth and chin. As he plastered her face, I finished up with a few weaker spurts that hit her chin and then her neck. I felt my knees go weak as I spent myself all over Abby's face and watched on with delight as Dave painted what was left.

Once it was over, I fell back on the bed, and Dave collapsed in a nearby chair. All three of us were catching our breath, Dave and I especially, while we men admired our cum covered meat. Thick white streaks of semen dripped down from the top of her head to her chin and dripped down her neck to her boobs, creating quite a sight, perhaps the best I'd seen live.

Abby got up, grinning from ear to ear. She assured us that, after a rough start, she had really enjoyed the raunchy treatment and was open to doing it again. I could only hope.

It was quite late by that point, so I got dressed and prepared to head home. Abby did offer for me to stay the night, but I felt weird staying there with her fiancé after we'd just had a threesome, so I thanked her for the offer but declined. As I walked out the door, Abby asked, "What about that raise, boss?"

"I think I have some room in the budget," I said as I stood in the doorway. "I'll see you at work on Monday."

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