*********This is the 3rd and possibly final installment of a sort of office blackmail series in which the protagonist is persuaded to service the office ladies. Hope you enjoy this one….and please, let me know in the comments if you think this series needs to continue. Otherwise, I’m gonna be on the prowl for the next great erotica story. Suggestions/scenarios are always welcome!************
That night, I slept good. Maybe it was because I’d just had actual sex for the first time. Maybe it was because I’d already serviced two of the office girls and my confidence was starting to build. Or maybe my subconscious was just eager to relieve itself all over my dreams.
Either way, I woke up the next day with a lazy smile on my face. I had spent the night floating in a surreal world of endless titties and vaginas, a mob of half naked women pursuing me. In the end, they had caught me, piled on top of me, buried me in their beautiful, sensuous bodies.
I got to work that afternoon not really even thinking too much about what Amy had in mind for me. She had written question marks on the calendar, but I just kind of figured that meant she didn’t know what she wanted at the time. She would decide tonight.
Oral or vaginal sex no doubt. Either that or anal, but how different could that possibly be than vaginal sex? Whatever she wanted, I figured I could handle it.
Like the previous night, my boss met me when I got there, only this time he bore a worried, nervous expression on his face.
He pulled me into his office, sat me down.
“You know Amy?” he asked.
Oh god, my heart sank. What did she do?
“Her computer went down last night,” he said. “Chock full of viruses.”
He motioned to a tower/monitor combo sitting on his desk. “That’s her machine. I didn’t want to leave it connected to the network…..worried it may have already spread.”
He leaned in close. “Listen, normally I’d just have you wipe the hard drive, start out fresh. But, I need to know what she was looking at, what all she had installed, how she got all of them viruses. I need you to contain this.”
He leaned back in his chair. “It might take awhile, so just go ahead and use my office tonight. Find out what you can, and we’ll put together a training session so this doesn’t happen to anyone else.”
“And…..” he leaned in close again. “Go ahead and work with Amy one-on-one on this. Get her trained up first. Let her know she’s not in trouble or anything. We just have to figure this out. I’ll send her your way before I leave.”
I immediately got started on Amy’s machine, had it back up and running after only a few minutes. I was just starting to run a scan on her files, when the boss’s door swung open.
“That’s gonna take you awhile, hon.” It was Amy. She was wearing a strange sort of overcoat, kind of like a trenchcoat but ending just above her knees. Dark pantyhose raced down her legs to a pair of shiny black stiletto high heels.
She gathered her long black hair back, pulling it into a ponytail and securing it with a red band.
She puckered her bright crimson lips, blew an imaginary kiss my way.
“I boogered it up good,” she said. “Wanted to make sure we had the whole night to ourselves.”
I eyed her up and down, growing suddenly anxious. “What did you have in mind?” I asked.
Amy laughed, gave me her most seductive smile, and strode toward me, pushing something into my hands.
It was small and leather, looked like some sort of harness.
“You’re gonna want to go ahead and put that on,” she said.
I looked at it again, not understanding.
Amy gave me a smirk, pointed downward. I still didn’t get it.
“It goes on your balls,” she said. “Now put it on. You’re wasting my time.”
I dropped my pants and tried to figure out the device. I fumbled it, not even sure which hole went where.
“Oh come on!” Amy spat. She loosened the harness, slipped it around my balls and still limp penis, pulled it tight.
“OW!” I yelled, surprised at the sudden pain.
Amy laughed. “Take off your shirt,” she ordered.
In seconds I was completely naked, standing there awkwardly while Amy looked me up and down approvingly.
“Now down on all fours,” she said.
I fell to the floor in front of her, my mind racing. What the hell was she planning?!
Amy lifted her right leg, rested her high heel on my back, the point of its stiletto digging into my skin.
I looked up at her questioningly. She met my eyes with a cool, victorious smile. Pulled at the thick cloth strap that held her overcoat shut.
The coat immediately flapped open and she shrugged it off, letting it fall to the floor. My breath caught.
Amy, mother of three, was wearing a tiny black corset pulled so tightly to her frame that her naked mom breasts practically exploded from her chest where the fabric ended.
Her tits looked practically engorged, with large swollen brown nipples and bump-covered areolas. I felt myself begin to harden in my cock harness just looking up at them.
She smiled hungrily down at me, obviously enjoying my admiration of her body. “That thing on your balls has got a ring sticking out of it,” she said, dropping me one end of a leash. “Hook this on it.”
I reached between my legs, felt around and, sure enough, there was a little protruding ring. I hooked the leash to it, returned my gaze to Amy.
She twirled around, pulled on the leash so it was tight. My balls immediately jumped up painfully!
“Come on, IT boy!” she ordered, pulling on the leash harder.
I cried out in pain. What the hell was this?! I started to stand, realizing if I could only loosen the slack on that leash….
The sound of whistling air, then white-hot pain as if from a sting. WHACK! WHACK! WHACK!
God, she was whipping me! I fell back to the ground. Amy pulled at the leash again, hard. My balls screamed!
“Come on, IT boy….we don’t have all night!” Amy said strictly, then laughed on second thought. “Well maybe we do, if it takes that long.” She yanked at the leash.
I yelled out, not liking this one bit, but quickly moved toward her on all fours.
“Good boy!” Amy said, and proceeded to lead me around the boss’s office, naked on my knees.
I followed her as best I could, desperately wanting to avoid another lashing to my back or yank to my balls. She knew just how hard to pull the leash though, and began yanking on it with various levels of force, giving me just enough pain to let me know who was in charge.
At last, she led me to the boss’s desk where she leaned over, pushing her motherly ass out in my direction.
“Time to clean me,” she said coldly. She laid down her whip, pulled at her crotch area. A flap of the corset fell away and suddenly her naked ass and pussy were beckoning me forward.
A moment’s hesitation is all it took for Amy to give my balls a violent yank! I howled in pain, practically fell forward, my face burying itself in her ass.
“Clean me!” she ordered again.
I buried my tongue between her cheeks, licking at her crack, trying to ‘clean’ her as best I could.
Amy moaned, much to my relief. I licked faster, harder, deeper. My tongue found the hole of her butt, hesitated. What was I supposed to do, lick inside there?
She pulled on my leash gently. “Clean me, IT boy.”
My balls were on fire now, super sensitive to even the slightest movement of the harness. There was no way I was going to eat out a girl’s butt hole though, especially not a mother of three’s!
Amy changed my mind. She gave the leash a mighty yank. My yell was muffled by her ass cheeks, but tears sprang to my eyes, and my tongue pushed into her hole at once.
“Ohhhhhhh yesssss,” she moaned. “That’s it, really get in there.”
It was really tight, but I pushed my tongue deeper inside her, moved my tongue around, wiggled it deeper.
Amy squirmed against my mouth. It was hard to describe exactly what her ass tasted like. Shame. Disgust. Utter humiliation. Whatever it was, my dick sprang rock hard against the leash.
The MILF moved her hips, humping her ass on my tongue, moaning loudly. I was only vaguely aware of the boss’s door swinging open again.
The office ladies had found us.
Despite my humiliation, I didn’t dare move my face from Amy’s ass. So, there I was, my mouth buried between her cheeks, her practically screaming and humping up and down on my face.
“Oh that is just disgusting.” It was Linda, the bigger girl.
“Yeah….totally. Disgusting,” another said, not quite as convincingly.
Amy bumped me backward with her ass. Pushed me out of the way, then whipped around to face me, still leaning against the boss’s desk.
“Come get some pie, IT boy,” she said, positioning two spread fingers over her pussy, forming an upside down V.
She had dropped the leash, but I didn’t need any coaxing. Amy, mother of three’s vagina was enshrouded in a beautiful, trimmed bush.
She had fat mouth-watering pussy lips, similar to Sharon’s. I buried my face in her puss without even thinking.
The first thing I became aware of was how incredibly wet Amy was! Her juices immediately smeared my mouth and nose and chin.
Before I could react, she grabbed the back of my head, pulled me tighter to her. She scooted back so she was sitting on the desk, raised her legs and plopped them down over my shoulders.
I was drowning in her juices, but Amy didn’t seem to care. She moved her vulva, her clit, her pussy lips over my mouth, working herself up into a frenzy.
“OHHHHHHH! FUCKINGGGGG IT BOYYYYY!” she wailed.
She reached down, began rubbing furiously at her clit while directing my mouth to her pussy opening.
Suddenly, Amy thrust her hips up at me, her lips clamped to my face.
“OH FUUUUUUUUUCK!” she screeched.
At the last second, she pushed my head away, her fingers still digging at her clit. Without further warning, her pussy began spraying juices all over my face.
She continued to wail until she had drained herself, then suddenly pulled my mouth back to her lips, rubbing the last of her orgasm from her pussy.
Gradually, I became aware of how quiet it had become. I moved my mouth from Amy’s vagina, looked toward the door.
The office ladies were still there, just watching in stunned silence. I tried to find words, but then Amy was pulling my face back to her hungry crotch. Soon after, I heard the sound of the boss’s door closing.
Amy was not joking when she said it might take awhile. Over the next several hours, she squeezed out one orgasm after another. All told, I made her cum four times. Or rather, she made herself cum using my face over and over and over.
When she finally finished, my face wet and sticky from her cum, I practically fell to the ground in exhaustion. As it turned out, eating pussy was hard work….if you did it long enough.
I looked up, startled to see Amy was lighting a cigarette.
“Oh, I don’t think you can smoke in here,” I told her. Amy actually giggled in response, took a big puff, blew it out slowly.
I couldn’t take my eyes off of her. Something about the way she put the cigarette to her lips, the way she sucked at it with her mouth. All while sitting there with her huge motherly tits jutting out from her corset.
She saw me looking, smiled her devilish smile, and plopped down between my legs. God, I wanted those tits so bad!
She gave me her mouth instead. Taking a break every few sucks to puff on her cigarette, she moved her mouth up and down on my cock. Slow at first. Long, deep sucks. Then faster. Finally bobbing her head up and down on my tip while she jerked me with her free hand.
My balls were super sensitive from being yanked on. My dick hurt from being abused. Plus, Amy was something of an expert. I never even stood a chance.
I started to cum, too tired to even give her a warning. Amy saw it coming. This wasn’t her first rodeo. She took my load into her mouth, processed it, worked it around before finally swallowing it down. Then, totally unfazed, she took another drag on her cigarette.
Afterward, we just kind of laid there. Amy finished smoking, gathered her belongings, making sure to retrieve the harness from my dick, put her overcoat back on, and slipped away without a further word. Somehow I felt cheap. Used. But good.
I had absolutely no fucking clue how I was going to get my work done tonight. Even less of a clue which of the ladies I was supposed to service tomorrow. At that point, I didn’t even know if my dick would be functional in time for my next appointment. But business was good, and this was just another night in the life and times of your friendly night-shift IT guy.