Spotted at Workplace
Jason unbuckled his belt and tugged down his chinos, revealing a pair of expensive Lululemon underpants. He was standing in his casual workplace attire - a blue button-down shirt - and had removed the pants around his ankles. As the belt hit the floor, he revealed the secret life he shared with his girlfriend, April.
He withdrew a large dildo from his work bag, attaching its suction cup to the center of his desk's glass surface. Jason painstakingly cleared away junk and gadgetry, creating space for his intense self-exploration session.
Upon his arrival to work that morning, Jason had discovered the dildo clutching onto the bottom of his bag along with a note from April. Family and colleagues would never suspect the risque elements of his day because of his usual monotonous workwear. The massive dildo, an inch longer than his own member, was meticulously crafted to look life-like with veins along the sides and realistic balls, crowned by a belly-shaped suction cup. Jason was gleeful with April's surprise - but he was also intimidated as he could get lost in her persistent sexual instruction.
One of her favored predilections was anal play. Initially, she would manipulate his balls with gestures bordering on slaps and spanks, roughly drilling her fingers into his nethers and using a prostate massager to stretch his sphincter. Jason was always compelled to oblige at her implied threats of "being fucked" overhead in their play sessions. She intended to transform him from a greenhorn into a pro when it came to anal sex, that's why she had brought this - an intimate, two-foot-long tool of torture.
Aroused and shaken, he read the note that had accompanied the unnerving toy: "Made your fantasy come true, darling? I know you'll be working late, so I thought I'd help you make the most of your drowsy hours. Be a good boy for me and indulge yourself using my present. I've kept a recording device under my desk to watch, dear."
-xoxo April
While the recollection of their encounters left Jason aching, he could not deny his primal urges. April had spoken of the need for training before experiencing the cheapest of her domineering acts. In their previous play dates, she had made him bare his ass as she orally teased his anus. With her slams to his balls, she'd slam her massager into his guts to the point where he was compelled to beg for more.
He eagerly added lube - also provided by April - to the dildo. His fingers slopped around the shaft, feeling its smoothness. The lube, too, rubbed onto his puckered, liquid-hollow organ. The mere thought of April's intentions loomed over him, and he grew harder. His cock now rock-hard from the tease, Jason intended to put the dildo to task in his office with a naughty video recording.
Jess paused for a moment, feeling eager, hesitant, and sensual. Suddenly reminded of the lack of a recording device, he scrambled across his office floor - still in his inadequate pants state - to his desk's other side and propped up his camera. Jason breathed heavily, shivering with the sinister intention in his decision. His ass throbbing with anticipation, he thought, "This is insane, but also...unbelievably naughty," so he began to slip the note back into his bag.
Correcting his mistake, Jason's morning-hard erection reasserted itself. He could not believe how large the dildo was, suggesting the intense pleasure or pain that enveloped his body. These thoughts and more of April's encouragement left him resolved to embrace the incitement of using the imposing dildo on his glass desk.
If he weren't so tall, he'd have gravely struggled to digitally document the event. To his relief, Jason managed to slightly lower himself onto the dildo while still standing. Dying from the pain, he could feel the burning sensation consuming him. Realizing the dreaded fuck was in motion, he worked to relax and elongated the passages to ease the absurd size of the toy into his private organs. It wasn't long before the dildo slid into him with permissive beats. The sensitive nerve-endings of his anus vibrated, and a single tear Fell from his eye, rolling down onto the suction cups.
Anxious, he ripped control from the device, fearing it might explode with the intensity of the impact. Once the dildo had reached its ultimate nesting position, Jason was left with a surreal rush of tingling sensations, completely drained from the pain. He repositioned, his feet now on the floor. The movement became rhythmic. Looking and feeling somewhat like he was dragging himself up a pole, the increased tempo of his self-abuse became an uncontrollable spasm. In two minutes, Jason was gyrating uncontrollably over the dildo before finally succumbing to the inexorable order of things.
Then, he became engrossed in his massive new friend. Entangling his body's newfound rhythm with the dildo, the newfound passion left him fucked like never before.
Jason cast a glance at the camera. In profile, the foundation of the sex toy and a segment of its shaft vanished in and out of his well-sculpted ass cheeks. His dress shirt of blue had been pushed up to his waist, and his lean, muscular runner's thighs flexed as he labored. His erect penis was sticking out like a stone pillar towards him. As he saw his unyielding organ in the camera, he began stroking himself and moaning, loudly for the camera and mostly to enthrall April, who was back home.
Strangely, another camcorder had been recording the situation. The janitor, Victor, had heard the commotion and popped over to check who was still in the office. To his astonishment, he came across Jason with his pants undone and a large dildo before him. Victor seized the opportunity to spectate what was about to occur, so he took out his phone and silently began recording himself. He stood behind a cubicle from where it would be tough for Jason to detect him. Jason, engrossed in his dildo, overlooked Victor. Victor's erection grew in his pants. He found the sight of Jason's fair, sophisticated ass taking the dildo extremely desirable. Victor's own video was as captivating as Jason's.
Jason's rate increased even more. The intermingling of stimulation was transporting him to unheard-of sexual highs. He harshly raped himself on the dildo, simultaneously masturbating himself. The simulation on his prostate was almost too much. He was very near to climaxing. His massive semen shot out from his penis and sprayed the floor before him, the wall, and various objects. Anyone would relish watching that film, April would love it.
Eventually, Jason broke away from the dildo, ceased recording and assessed the destruction. Cum was everywhere. He swiveled around, and what he saw stopped him. It was the janitor, Victor, grinning at him.
"Don't appear so astonished, buddy," Victor jested.
"I'm sorry, sir, I'm genuinely sorry, I didn't know you were here," Jason replied, terrified. His fear-torn expression caused Victor to snigger. He loved having this white boy scared.
"It's alright, kid, you can do it when I'm around. Just clean up after yourself," Victor remarked, tossing a towel at Jason. Jason, shrugging, knelt down and subsequently got onto all fours, wiping off his seed. His pants were still hooked to his ankles, allowing Victor to observe his arsehole. His hole was glistening with lube and engorged from the dildo, similar to a pleasing pussy in front of him.
"In fact, you don't even need this dildo, baby. You can just use mine."
Jason dared not turn his head to gaze at Victor. He just maintained wiping at his semen. If he did, he would have witnessed Victor's hand on his crotch.
"I'm sorry, sir. I love letting her rule me," Jason meekly responded, puzzled as to why he had divulged such personal information.
Victor chuckled, "You're straight, huh?... Racing your own cock with that?"
"Yes, sir. It was for my girlfriend." Jason explained, verging on tears from shame.
"Holy fuck, buddy. She has you well-trained," Victor said, still fondling himself.
"Yes, sir." Jason repeated, uncertain why he had given Victor so many particulars.
"Enjoy your tour, buddy."
Jason instinctively looked at Victor. Victor possessed an overweight tummy, a mustache, and an unshaven face. He wore a company polo, jeans, and work boots. Jason hadn't actually consciously noticed Victor before this.
"Of course, again, I'm truly sorry, sir, that you found yourself in this predicament," Jason expressed in a timid tone.
"It was the most enjoyable time at work in years, baby," Victor uttered, chuckling again.
Jason faintly laughed.
"You need to go home, buddy,"
Ideally, that seems like a good plan, Jason pondered.
"Just remember, you'll be doing it for me from now on, and I can show my video to anyone here and get you fired,"
"Yes, sir," Jason said helplessly. He was dumbfounded by his own obedience.
"Give me your number, baby."
...
Jason sat in his car and considered what had just transpired. He had just used a genuine dildo for the first time, had made himself cum with it, and then was caught red-handed. He had to concede, his anus was sore but he was entirely ready to repeat the whole process.
He took out his phone and shared the video with April. It would provide her enough time to go through it before he traveled back home. After the video, he messaged her, "How did I perform, Mistress?"
He had no intention of disclosing what took place with Victor. The situation was also unsettling as the latter now held significant power over him.
Prior to departing his location, he received a text from an unrecognized number. It was from Victor. "Congratulations, you did well today lad, but this is merely the beginning." Jason discarded his phone, heaved a deep breath, and departed. He was in a pickle.
Read also:
- Kristin, Tasha, and I: Chapter 2
- Chapter 12: Transition from Husband to Houseboy
- Chapter 5: The Corruption of Innocence: Part 8
- Katie's New Beginnings: Chapter 11
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