A video of him in a compromising situation

On the screen is some grainy CCTV footage of a hallway, why would Jana be asking about this? Cass watches as he walks on screen, followed quickly by a woman. Oh no, he thinks he knows where this is going, and watches as past Cass gets down on his knees and fishes the woman's cock out of her pants watching as he takes it into his mouth and begins to bob back and forth vigorously on it. Cass is just lucky that the CCTV cameras don't pick up audio or they would be treated to the sound of him gurgling as he tried to deep throat her dick. How the hell did they get this video anyway? He didn't know there was a camera in that hallway.

"Ummm, it's not what it looks like?" Cass says panicking, his mind struggling to come up with a better excuse.

"Really Cassidy? Because it looks to me like a video of you sucking cock while you were supposed to be working."

"I'm sorry, I didn't mean to." Cass whines pathetically, what little resistance he had offered immediately breaking down. "It will never happen again, I promise."

"I'm not angry with you Cassidy, just disappointed, a boy like you should know better. However there is the matter of your punishment."

"P-punishment? You're not going to fire me are you? Please don't fire me Jana, I'll do anything." Cass squeaks out desperately the words spilling out of him uncontrollably, already practically on the verge of tears. He loved this job more than anything, it had finally helped him find his place in the world and he didn't know what he would do if he lost it.

"Don't worry Cassidy, I shall not be firing you today, I am afraid that you've broken the rules though and as such you will need to be punished." Jana says sternly as she stands up from the desk, suddenly looming over him, filling Cass with mixed emotions, intense relief at the knowledge that he still has a job but a slight dread at the idea of a punishment. "I'm sorry to have to do this but it's for your sake Cassidy."

"What are you going to do?" Cass watches as Jana leans down to rifle around in one of the drawers of her desk, taking out a large finely crafted wooden box. She walks around to place the box on an empty side of the desk, her withering stare not leaving his face, making Cass wilt beneath her disapproval. She lifts open the box to reveal a soft velvet interior, a pair of gleaming silver bracelets resting inside, gleaming in the light of the office.

"No more questions Cassidy. Hold out your wrists." Jana tells him in a commanding tone, Cass can't help but follow the order, he was never good at disobeying people and just hoped that he could avoid displeasing the powerful woman any further. He pushes his hands forward, wrist-up, on instinct to comply, Jana taking his forearm in her hand gently but firmly, the grip showing just how much stronger the woman was than him, Cass didn't think he could yank his wrist back if he tried his hardest. She takes out the bracelets and slips them over his wrists, a sound of snapping metal as she secures them in place, the surprising weight of the inch-wide bands feeling strange around his cuff.

"Good, now place your hands here." She orders him, sliding the box out of the way to gesture at the desk in front of her.

He rushes to obey, his hands lowering to rest exactly where she showed him, Jana presses something on her watch and he hears a mechanized click as his braceleted wrists slam down firmly onto the desk, locking his arms in place. Cass struggles in confusion at the sudden bondage on his wrists, looking up at Jana in bewilderment hoping that she had the answers he was seeking, she simply stares at him in response, her impartial gaze giving nothing away.

"You see Cassidy, you've been a very bad boy." Jana says sternly moving as she talks to stand behind him, Cass tries to follow with his eyes but she soon moves far enough that he can't strain his neck far enough to see. "And do you know what happens to bad boys?"

Cass pulls again at the bracelets holding his arms in place, not able to get them to budge in the slightest, he doesn't understand what is going on. He freezes in place when he feels Jana's hands rest softly on his ass, gently rubbing back and forth, he tries to turn and get a better look at what is going on but can't seem to find the right angle. He feels her fingers dig into his shorts and begin slowly pulling them down his legs, Cass fights to try and stop her but with his arms pinned to the desk it's a hopeless endeavor, she quickly has them lowered and tangled up around his ankles, holding his legs firmly together.

"Oh my Cassidy, not wearing any underwear to work?" Jana chuckled at the sight of his bare ass, he didn't normally do this, he was simply running late for work and couldn't find a pair. It seemed that he'd failed to find a pair for several days now, it definitely wasn't the fact that flirting with all the women as he worked with no underwear on excited him so much. He blushes intensely at his sudden nakedness, an immediate desire to cover himself flows through him but he can do almost nothing given the restraints. Jana takes the chance to soak in the sight of his body, his nice juicy ass at the top of two thick thighs, she could even believe it belonged to a women were it not for the slight pink hardness peeking out from in between his legs.

She begins rubbing her hands across his luscious ass, hearing Cass coo in response to the unexpected touch, still unable to formulate words, his brain spinning at the strange situation he had ended up in. Jana loves soft little boys like this, perfect targets for a woman like her to take control of, obviously she will have to show him his place but that was never she balked at. Jana could already see Cass getting hard, his tiny shaft growing erect at the sensation of her hands roaming over him. Now that just wouldn't do, this was meant to be a punishment wasn't it?

Jana pulls her hand back before swinging it swiftly back down, her palm lands across the center of one cheek, a loud crack sounding out followed by a frantic squeal. Cass struggles even harder to free himself as Jana's hand darts back and slams down even harder on the other cheek, earning another shrill, girlish shriek. Cass is bucking with all the strength he can muster but it's useless with the bracelets holding him down and the stronger woman behind him holding him in place.

"Jana, please, stop!" Cass begs out, tears running down his cheeks at the sudden rough treatment.

"Cassidy, stop struggling and accept your punishment. This is for your own good." Jana says ignoring his pathetic pleading, her hand rising and falling as she rains blow after blow down on his plump ass, the skin already turning pleasing shade of scarlet. The room is filled with a series of loud ringing smacks, as she lays into his butt with her hand, each movement making his ass jiggle obscenely. He cries out at each strike, his voice becoming hoarser with each pitiful wail, his attempts to form words cut off in his throat each time by a resounding whack.

She continues to punish his ass for some time, each slap against his buttocks making his smooth mounds bounce and quiver under her palm. Jana was flushed with excitement, her dark blue eyes alight as she stared hungrily down at the half-naked boy squirming over her desk and it didn't seem like she was the only one enjoying herself. Cass was sniffling and squealing, tears glistening in his eyes, his wails having died down to pitiable little whimpers, his breaths between now coming hot and hungry. His meager cock fully erect beneath him, each spank sending a delicious thrill of pleasure down it's length.

"I'm sorry Cassidy but naughty boys must be punished. Are you going to be a good boy for me now?" Jana asks him, a temporary stop to the spanking as she rubs her hand over his tender butt, the skin warm and glowing. Cassidy continues to mewl beneath her, perhaps not even realizing that his punishment has stopped, he's slumped over all the strength leaving his body and is only held up by Jana's hand beneath him.

"I asked you a question, Cassidy." Jana says, sending down another barrage of rapid swats that have him howling out in response.

"Y-yes, I'm sorry!" Cass snivels in between gasping cries. "I'll be a good boy."

"That's more like it Cassidy." Jana says letting her hands rub tenderly across his ass, soothing the bright red flesh.

"You see Cassidy, young boys such as yourself, if left to their own devices will only cause trouble. That's why you need a strong hand, like mine, to guide you Cassidy."

Her hand squeezes down on one of his cheeks eliciting another series of moans and whimpers. "Do you want me to guide you, Cassidy?"