Office Slipped Up Chapter 2
"Ughh..nggg..fuuuccccck!" Jason was on the verge of screaming. The dildo was back, this time attached to his girlfriend, tormenting his anus. April wasn't holding back as she thrusted the dildo with force.
It didn't take much for Jason to turn into a total butt slave after his late-night office session. April, ever the dominant one, had watched the video and wanted to try it out for herself. That Friday, she surprised him with the strap-on and harness after work. Jason, already loosened up and eager from the previous day, happily accepted it. By Saturday, Jason was begging to be fucked by April. She wasn't one to hold back and immediately began ripping Jason apart. She had always dreamed of dominating a man in this way - making him helpless, compliant, and asserting her dominance.
Jason willingly accepted the strap. After April finished, he begged for more. Soon, she was fucking him hard on the bed while he lifted up one knee, giving her access to his every inch. As she fucked him, Jason rubbed his rigid cock on the mattress. Eventually, he ejaculated, his cock smeared between the bed and his stomach.
After they were through, April gave Jason's butt cheeks a hard slap, making the whole encounter even more degrading. She had her boyfriend exactly where she wanted him. Jason let out a deep, feminine moan and reached back to feel his well-used anus. It felt different than ever before.
"Now get me off, baby," April commanded. Jason immediately went down on his knees to worship her pussy as she removed the strap-on.
...
MONDAY
By 10 am, the clock had barely struck and Jason already had a text from Victor. Seeing it caused Jason to tense up.
VICTOR: Good morning, baby. Did you bring your toy for me again?
JASON: Hey man, no - not today, lol
JASON: And, you know, about that... That was a one-time thing. I'm really sorry you had to witness that.
VICTOR: What? You didn't bring it!?
VICTOR: I told you, baby. You don't have a choice.
JASON: That's messed up, dude.
VICTOR: More fucked up than pleasuring yourself at work? Wait until higher-ups find out.
JASON: You're right. I'm sorry, sir.
VICTOR: I'll meet you in your office tonight. We need to talk.
Jason was drenched in sweat. Somehow, he believed the whole thing with Victor would just go away. Trying to get back to work, he noticed his hard-on throbbing in his pants.
...
THAT EVENING
Jason continued to work at his desk, waiting for Victor. Everyone else had already left for the day, but this wasn't the norm. After all, Jason was used to putting in the time. April would likely be texting him soon, wanting to know where he was.
Victor walked in with a grin, "Hey, baby, you thought I'd forget?"
"No sir," Jason responded submissively. "I just assumed you were kidding."
"Never baby, I've been thinking about it since the weekend. I'm dying to see your ass."
"What do you want me to do man? I'm not gay."
"I don't care if you're gay or not. You clearly enjoy using your man pussy and you clearly don't mind if someone sees you."
Jason was stunned. Had someone really talked about his anus like that?
"Here, pull down your pants." Victor ordered. Obediently, Jason stood up, undid his belt, and let his pants fall to the floor. "Turn around," Victor ordered him. Jason walked over to stand in front of his desk with Victor still by the doorway. The glass walls of the modern office made him feel even more vulnerable. Was he about to get caught again? This time, displaying himself for Victor.
He unhooked his belt and let his pants drop. "Bend over," Victor demanded. Jason placed his hands on his desk, raising his ass high. Victor stepped closer to get a better look. "There's that pretty white ass," he said, chuckling.
The scene was ludicrous. Jason was bent over, showing off his "ass" in front of his desk, his pants resting at his ankles, brown loafers on display. Jason's muscular calves, thighs, and plump butt cheeks were on display. His well-defined lower back surrounded his ass. Victor found Jason's pale skin, with its light blond body hair, extremely delicious. It felt good to have the slim, white, wealthy young man in this humiliating position.
"Hold up." Victor commanded. He had pulled out his phone to take a picture of Jason's behind. Placing one hand on Jason's waist, he spread his cheeks apart, allowing his fingers to graze the depths of Jason's crack. Snapping another picture, he made sure to capture Jason's exposed anus clearly for the image. When he finally removed his hand, the contrasting texture of Victor's dark, rough skin against Jason's succulent white flesh was striking.
"We're all set here, man." Jason mumbled while still bent over. Uncomfortable with maintaining eye contact, he was fine with Victor taking these pictures.
"No, we're not, mate." Victor insisted. "I told you I love your ass, and we're only just starting."
"This is fucked up, man. You know I'm not gay."
"Neither am I, buddy. We're just enjoying ourselves."
Manipulating the situation, Victor wrapped one hand under the front of Jason's balls and the top of his now hardened dick. Despite being in an uncomfortable predicament, Jason had to admit his partially exposed ass caused his arrival at this state.
Amused, Victor chuckled, "What do you have there, buddy?"
Angry at himself, Jason remained silent. Embarrassed by his own arousal during this humiliating ordeal, he let Victor continue.
"Turn around for me, pal."
Jason complied, standing upright to face Victor. Victor drew closer still, slipping his hand between Jason's legs and began jerking him off while rubbing himself as well. Unable to avoid Victor's touch, Jason allowed the other man's hand on his aroused member. Eventually, Jason unbuckled his pants and pulled down his zipper.
Surprised by the sight of Victor's, also exposed, cock, Jason paused. Its impressive dimensions were compared to his own meager six inches. Out of confidence, he had always been indifferent about his size; however, witnessing Victor's 10-inch member only magnified his concerns.
"What do you think?" Victor inquired.
"You're huge, man."
"Touch it."
Following Victor's orders, Jason reached out and gripped the hefty bitemarked cock. Thoroughly embarrassed and in denial, Jason masturbated on the seemingly indifferent man. Completely humiliated in his current predicament, he was aroused despite himself.
"What do you think, boy? You like it?"
"You're huge."
"I know, and you see how much I've fucked your girlfriend's ass, and you produced only this amount. Maybe I'm bigger than not only your pure dick but also her strap-on."
Uncomfortable with the implications, Jason remained silent. However, the context was not lost on him. Amidst the situation, he was now jerking off while someone else was watching and even inside while his girlfriend fucked him anally.
Displaying no shame, Victor proceeded with his fingers around Jason's genitals. He placed his phone on a nearby surface for a better view. With a video off his phone, Victor pushed play, showing him and Jason a recording of himself and April. Jason's back was visible, and April wore a harness which held the dildo he'd previously used. The dim lighting and excluded faces were the only things obscuring his involvement in this act. Victor wanted Jason to know his girlfriend had used a strap-on dildo on him.
Startled, Victor blurted, "That's what I'm talking about!"
April wore a harness in the video while standing over a naked Jason on his back, her ass obscured but clearly full with the dildo. Jason's cock rested on his belly, between his thighs, with a light sheen of sweat on its base. April obscured Jason's face but thrusted into him relentlessly. Jason's struggles to maintain control of his seated posture were evident. His chest heaved as he breathed heavily, sweat droplets beading on his forehead. As Victor's fingers sped up, Jason's pace increased.
April hurled her dildo into Jason's gaping back entrance. She bent down, causing her large breasts to sway. When finally pressing down, a soft moan leaked. Embarrassment and shame sat heavier on Jason as he realized his girlfriend was receiving pleasure during his own humiliation.
Fatigue overwhelmed Jason. His cock pulsated violently as he neared the climax. Victor, too, fell victim and unloaded his manhood, covering the ground.
In embarrassment, Jason stood there silently as he watched the cum drip from his sexually frustrated partner. Victor exited the office, grabbed a towel, and threw it in Jason's direction.
"Go ahead, clean up."
Despairing, Jason mopped up the mess and stuffed it in his pockets before heading out to his car.
Jason once more found himself kneeling on the floor, wiping up the semen that had spread across it. His trousers were still around his ankles, leaving Victor with a splendid view of his posterior and orifice.
Victor retrieved his member, zipped up, and said with a commanding tone to Jason, who was still kneeling, "Bring your dildo back, my dear. I wish to witness this again."
Jason nodded, no longer attempting to deceive. It was evident he had enjoyed the proceedings.
Victor smacked Jason's ass one last time and left. After finishing with Jason, he discarded the towel in the trash, hoisted up his pants, and took his phone to depart. As he exited, he noticed a text from April:
APRIL: Where are you, baby?
...
ON THAT EVENING
Jason divulged to April every detail of what transpired earlier and just the previous week. The Janitor's blackmail and his humiliation at Victor's hands. Jason was a poor liar, and he didn't come up with an acceptable explanation for his tardiness that particular day.
April was initially repulsed by the situation, but her imagination soon did the trick. The thought of her boyfriend in such a compromising position stirred her emotions. She fantasized about his facial expression when seen by the janitor, his actions at his desk, all of it. Her throbbing vagina attested to her arousal.
"Indisputably, you will be bringing your dildo back, dear," April mentioned playfully.
"Really, April?" Jason inquired.
"Yes, sweetie. It seems he does have a hold over you."
April halted her response. Her attitude took a devious turn as Jason perceived it.
"In fact, I'd love to meet the bastard."
FINITO
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