by Deva Long
“Tilt your hips up, Anna,” he whispered. “You’ll like this more.” Again, he rubbed up and down, bringing more of her flowing juice and spreading it on her sensitized circle of muscle.
Where he teased me before, now he means to enter. And now I want him to.
Anna held still then and he eased his finger inside with a slow and steady pressure. She felt a sharp bite of pain when he moved his digit through her outer ring, then a pleasurable sensation of invasion. A million nerves fired a salvo that crashed all doubt right out of her mind.
“Has anyone ever taken you here before?”
She shook her head, holding her breath while his finger slid in and out. “Feels good,” Anna whimpered, her body pushing her with primal need for the release of orgasm.
Caden’s other busy fingers rubbed her clit and pumped in and out of her. Anna’s every muscle shivered and she shook against her bonds. Being strung up on the dirty ladder with those tiny metal teeth caused her stoked up endorphins to surge. An explosion shot through her with delirious force and her mind filled with a pinkish glow, promising, like the first shine before sunrise, there more would be coming.
Caden laughed, removing his digit with a pop. She ached to have him stay there, it had begun to feel…comforting.
Hanging on the ladder’s metal rack, her eyes closed, a sharp pain crashed into Anna’s chest. Gasping and looking down she saw his thick finger pressing her swollen right nipple down on the rung of the ladder. Caden stared into her eyes and grinned. He moved to the other nipple and repeated the same torture. The gritty, pointed foot grips bit into her, driving away the pleasure of the orgasm and yet, somehow, like a wave rushing back, a new explosion rose within her as the initial spike of sensation in her nipples transformed into yet another novel pleasure.
What was happening to her? What was this man doing to her? She’d read the books and rubbed herself. Pondered adding spanking to her bucket list. But nothing like being tortured on a ladder had ever crossed into her darkest fantasy. Not even close. Before tonight.
And yet, here she writhed, gasping and…'orgasming' with her boss as he drove her crazy on a twisting road with no guard rails.
“You would come again if I keep going. But you need more punishment first.”
Anna hadn’t hated him yet, she’d just been mad when he hit her. More angry at herself for her stupid mistake, both in taking the money and in signing the contracts. The way this man teased her, making her want him to throw her on the crumby table and take her every which way, and then flipping back into his bossy role and returning the moment to the purpose of their meeting was the last straw. She hated him now.
“Let me go, you asshole.” The tears that always betrayed her strong emotions cascaded in sheets down her cheeks.
“Do you quit?”
“Is that all you care about?” Her wail echoed off the walls and she clamped her lips shut, imagining a night cleaning crew-person somewhere looking around for the source of her screams. She pulled in a shaking breath through her nose, getting her temper under control.
He wants me to run. Then he wins. I’m not going to let him make me go.
“No, I don’t quit. Get your fucking whip. Grab your other perverted toys. Let’s finish this thing!” she yelled with more courage than she felt. Caden Morning could not be one-hundred percent sane. Maybe he was stark raving nuts and would pull out a knife instead of his damn cane.
A humming throbbed through the break room. The air conditioner.
We must be heating the place up.
Cool air poured down her naked back. Then Caden stepped up behind her, pressing his torrid skin to hers.
“I’m different, Anna. Me touching you, you coming, the simple interaction would be enough for a normal man. A decent man wouldn’t need to tie you up, he wouldn’t beat you, and he’d be fulfilled just by pawing your sweet body and spurting his seed.”
His breath blew the hair from her ear.
“But I’m not a man completed by the act of sowing my genes. My goal is to do more than continue…I am what I am, and I can’t change. What turns me on is seeing your alabaster flesh burn red. Seeing you jump and cry out. Don’t ask me to try to change, it would take an act of God, and He is not interested in playing with me.”
Hate turned to a flood of pity and caring. His voice was full of such sadness. Crazy as his back and forth from sweet to mean drove her, she wanted to find out what made him tick.
I know what makes him angry. I know what turns him on. What makes him cry? What makes him laugh? What does he dream about at night? What makes him give up his godforsaken control?
He rested the whip below the curved globes of her ass.
“I’m going to give you the last fifteen strokes of your standard company punishment.” His voice had been ragged with emotion seconds before. Now, he flipped back to business-presentation drone. The man switched his emotions off and on with machine-like control. She wanted to grab his throat and squeeze until he choked. Yet, her body still craved his touch.
While I’m figuring how to get under his skin, all he’s thinking about is criss-crossing mine with welts.
Caden Morning teased her with the long, single tail of the whip, brushing up the cleft of her ass. A tingle raged from her anus up to her brain when he pushed the rough tip against her hole.
“Step up one more rung of the ladder. This will make you push your sweet apple out, tighten your skin, and make my strokes more effective.”
“Painful, you mean, wicked man,” she whispered.
“What? Do you understand?”
“I do, sir. You should let me down, though. You could spank me,” With your hand. “I would let you do that.” She winced at yet another lame attempt at seduction. Of course, he wasn’t going to take her offer to trade a hand spanking for his diabolical plan to whip her on the rungs of a dirty old step-ladder. He was Caden Morning. The Sick and Twisted.
Caden laughed. “Maybe we can go on a date some time, with dinner, the opera, and a spanking. Tonight, we are working late on your punishment. We’re not here for you to have fun.”
He rubbed the whip’s tail between her widespread legs. Anna’s traitorous pussy was still pouring like a tributary. Caden twirled the leather in the flow, and then trailed it down her inner thigh.
Her hands tingled, going numb. He’d tied them in a position that left her able to grasp the top of the ladder, and she shifted to change her grip.
Anna had given up trying to keep her breasts off the dirty ladder, and now they rested on the rung below her chin, offered up like a pair of peaches on a grocery shelf. Her choice was to set them there or have them hang below the horizontal metal rung and get scraped by its sharp bottom edge every time she moved.
The ladder smelled like old paint and whatever the painters had walked in. Breathing it in, Anna had a vision of men laboring with their hands. Honest men who wouldn’t call whipping a woman ‘work’.
Or maybe they would, after all Darco employed them. Who knows what the company janitors have going on late at night?
Nothing in the break room. Not tonight.
On the table in front of her, Caden placed his single-tail horsewhip.
twelve
“I almost forgot,” he murmured. For a moment, Anna thought he might be changing his mind about the punishment. Her offer. A vision of them rolling together in a fluffy white, soft bed flashed through her mind.
The sound of his case opening cut through the scene. A narrow and solid object pressed the into skin between her ass cheeks.
Just a dream.
“Previously, I said I’d cane you for moving your hands.” He swished the lacquered stick through the air. “When I used this earlier, they were light strokes. Just to get your attention. These will be punishment strokes. They will make the ones I gave you before seem like love taps.”
Harder? He is going to hit me with more force than the car crash hard blows I already suffered from his evil device? Anna gasped and pull
ed at her bonds.
“Please, Caden, you said you wouldn’t if I obeyed.” Anna shook the ladder, making a sound like the chains in a horror movie.
“If.” The thing touching her moved down and between her thighs. “If can be a big word. You moved your hands.”
His tone sounded childish, bordering on petulant.
“Remember what I said about scarring?”
Right. The cane can leave permanent marks. The quitting words formed on her lips. She wanted to know more about Caden, his secrets, to see feelings in his eyes she knew must be there. But not at the price of scars she’d wear the rest of her life.
“Please don’t. Caden, really, I can’t take that. What kind of terrible man are you, who would do such vicious things to me?”
Laughing, he said, “What kind of man am I? Good question. Yeah, I’m dire. Awful. Evil. But this isn’t about my crimes.” Slashing the cane through the air, his expert hand stopped short of the table, the last third of the tip humming in the air.
A million tiny bugs crawled all over her skin. Every cell in her being tried to move her bound body away from the flashing tip.
“I said I’d give you a choice. If I use this rod hard on your ass or thighs, the end might well break the skin and leave scars.”
Again, he placed the point of the thing between her legs.
“If I use the cane here, any scars won’t show.”
“Between my legs? How can you be so cruel? I thought we had something.”
Caden moved behind her, kissing her ear. “I believe we do. I think we could be an item. Anna, my sweet, I’m moved by your cries and your words.”
Moaning, she pushed back at him. This was more like her fantasy.
“But I live this life being what I am. This is me. I need this.”
A sharp pain slammed her when Caden’s fingers again pressed her nipple into the metal rung. He lifted her nubbin up, pinching it. Rolling it. She pushed forward now, giving her sensitive skin to him.
Am I learning to relish his chastisements more than I should?
“Where do you want the cane?”
This man with his one-track mind. His fingers touched her gently now, rolling instead of pinching. His chiseled chest pressed against her back.
Caden’s solid member pressed into the cleft of her ass. Anna smelled more smoke now, and worried for an instant that the building must be on fire. But, the green light from the smoke detectors still flashed in the flickering break room.
“Do you smell smoke?” she whispered to him.
“The smoke’s from me. Happens when I get excited.”
Not at all relieved, she thought about what he meant and what to say next as he moved back away from her.
“The choice?”
“Oh, God, Caden, you’re driving me insane.”
“Good. Sanity is overrated. Stay focused on the subject. This is also something we desire to develop in our staff, the ability to lean in to the difficult tasks during stressful times.”
Right. The benefits of workplace corporal punishment. His favorite topic when he wasn’t playing with my emotions. And my parts.
“Save it, Caden. You do this because you enjoy it.”
“Of course I do. When I started at Darco, we hosted an erudite speaker. He told us to follow our passion and everything else would flow from that. Inspired, the founders decided to see if we could get greater efficiency in our own way…and we have. A full ten points better than ACME, which is the industry standard.”
Slap. He hit her just with the tip of the cane. “Focus. Where do you want me to whip you?”
Anna weighed her choices. Scars would leave her embarrassed every time she wore a swimsuit. She again dismissed quitting, she’d come too far. They’d come too far. The blow would hurt between her legs, but he was right, the wounds wouldn’t show.
I’ve been a thief and a liar. I deserve his punishment.
“Okay.”
Harder, the cane fell on her thigh, though still just a tap compared to what she’d felt earlier.
“Okay, what?”
“Hit me between my legs with the cane, asshole!”
“Good choice, sweetheart. Have you watched much porn?”
She had been holding her eyes tight shut, bracing against the coming storm. His non-sequitur made them flash open. “Wha….I’ve seen some.”
“Some of the stars have quite tumescent pussies. Increased labial swelling can be a result of being caned there.” Her slit recoiled at the touch, but then pleasure shot up into her brain when his finger, not his cane, stroked her there.
“You have such nice, modest lips now. A very compact package.”
He kept rubbing and her clit hardened at the attention. Anna sighed and pushed against his hand. “Feels nice.”
Hot flesh pressed her skin. He blew into her ear, sending shivers up and down her body.
“I’m going to enjoy seeing if your lips become enlarged.”
The idea should not have turned her on. Earlier today, the image or her sensitive parts being caned would have resulted in her running screaming for the hills. But now, in the movie in her mind, her lips shook under the blows, and swelled. Her pussy grew, distended and Caden pulled her around by her labia like a dog on a leash.
Back in real life, he kept up the strokes with his fingers, pushing one in. He pressed forward, finding a new spot inside her. A novel sensation crashed into her, not like when he rubbed her clit, but like she had to pee. The feeling took over her whole pelvis. She pushed back down on him as he kept whispering about how the cane would change her pussy.
Anna clamped down on the rungs of the ladder and screamed with a throaty tone she’d never made before. Liquid splashed down her thighs.
Squirting, I’m squirting. I’ve heard of women coming and releasing gouts of liquid, but never imagined it was possible.
The metal rattle filled the room with a back-beat to her cries. Twisting and tugging against the bonds, her world shook and she didn’t want the feeling to stop. Caden kept up his infernal friction, he must have three fingers in her now and another was somehow pressing into her rectum. Humming like a well-played guitar, she pushed her body up and down on his hand, lost in passion. Waves of pleasure rocked up from her crotch and her mind played images that were becoming crazier and dirtier every second, with Caden licking her, fucking her, whipping her, all rolled into one.
At the end, the whole company watched. Anna saw herself shaking and rolling and gibbering like a wild animal on screens at desks in every cubicle, and a great cheer went up from the main cube farm floor when she came, yelling, “Oh, Caden, oh, Caden,” over and over again with the purple and blue Darco logo whirling underneath her.
thirteen
Cold hard metal pressed into her thighs and nipples. Anna panted, recovering her breath. Once, she would have recoiled from the touch of raw aluminum, but now the rugged surface felt cool and refreshing. She felt the crusty pricks of dried dirt and the little points of the grooves carved into the rungs. The now familiar roughness comforted her. Anna had always been self-controlled when dealing with the other sex. Over-controlled her mother said, seeking unrealistic perfection. Whether it was the new pill, standing on the edge of the abyss of unemployment, or some un-earthly power Caden owned, a sex-mad demon possessed her now.
Her tepid Catholic girl self burnt away before this fiery new Anna Whitehorse like trees on the slopes of a bursting volcano. Stuck on a metal ladder, on the edge of drooling—no, actually drooling in the aftermath of a real orgasm. Where lesser explosions before hit her like minor meteorites, what she’d just undergone was a supernova.
Caden’s hands gripped Anna’s shoulders, and she breathed in the sharp spice of him.
I hope I affected him as strongly as he affected me.
Then Anna felt something hard and smooth between her thighs.
Not quite. I came and he hasn’t yet. She wiggled back and forth.
“Let me down and I’ll take care of that
tool you’re poking me with, Sir.”
Caden’s hardness electrified her.
“We haven’t finished yet, Anna. I still have to administer the last part of your discipline.”
He bent into her, his breath stirring the tiny hairs around her ears. “There is still more cane in your future.”
“What is wrong with you? You can’t still be planning to use that damn thing after what we just experienced?”
“What you experienced, dear. You exploded with more vigor than anything you’ve felt before, correct?”
Anna bit her lip.
Caden ran his finger down her spine and between the cheeks of her ass. His finger tip wiggled around her hole.
“Right?”
“Yes, oh, yes. You made me feel wonderful. And,” She pushed her derriere back and his finger slipped in. “Feels to me like you enjoyed it, too.”
“I found it amusing. I like controlling you. I like spanking you and whipping you and seeing you jump. But, I can’t let my personal feelings get in the way of managing my staff and you, Anna, need a great deal more managerial attention.”
He pulled his finger out and stepped back. The clacking sound she heard must be him picking up the cane. Straining her neck, she tried to look back at him, but she couldn’t see his face.
Then she felt it again. The tip of the cane. He ran the hard little object up her spine where his finger had just thrilled her. This sent shivers in a different way.
Caden ran the solid point up over her shoulder, and then there it was in her view along the side of her cheek. She turned away from the lacquered wood.
“Kiss it, Anna.” He tapped her turned cheek. “Don’t make me tell you again.” He tapped harder. She wanted to kiss the thing. Turning her head back, she took the end of the cane between her lips and tugged, running her tongue over the smooth, slightly rounded surface.
“Good girl, that’s right. Show me how you want this between your legs.”
Anna sucked it into her mouth, nibbling with her teeth.
“That’s enough. I’ll have something else for your lips soon enough.” He pulled the cane back, removing his toy. Her lips made a popping sound.
