Cathy's punishment Pt. 02

Cathy wept as the water squirted out of her ass. "I'm sorry, sir, I'm sorry," she cried in a puddle of her own mess.

The cramps came in waves, and there was a dull ache where James had punched her in the stomach. She should have seen it coming, James had warned her he'd push her to her limits. She had tried hard to hold the enema infusion in but, in the end, she had failed.

James' hand on the back of her neck reminded her to arch her back to maintain her kneeling position. She may have failed the test but she still needed to remain humble and graceful to her master.

So, Cathy arched her back and let the last of the water spurt out of her asshole, head bowed to the floor. As a slave to her husband, she were not to meet his eyes unless instructed to, which is why Cathy didn't notice the mop and bucket James had retrieved until they were placed in front of her.

"Pigs that make messes need to clean them up," James said sternly. "All this needs to be gone by the time Master Sylvester arrives."

Cathy's heart skipped. Master Sylvester was a long-time friend of James'. She had served Master Sylvester a handful of times throughout the years; he was strict, observant... and a lover of training pigs. Cathy didn't bother asking further questions; she knew as soon as she was done mopping up the contents of her ass off the floor, her next punishment would begin.

***

Cathy knelt on the clean, polished floor of the cellar as James strapped a pig nose over her face. "Thank you, sir," she tried to say but the wrinkly nose covering a large part of her face gave her speech a humiliating, nasal tone, making her expression of gratitude sound like nothing more but animal gurgle.

She didn't need to be told what to do when James presented a tail hanging off the end of a shiny butt plug; she knew being a pig meant bending over and welcoming a tail in her anus, even if it meant squealing as her tight hole adjusted to the stretch and friction of the plug.

"Master Sylvester expects a grand welcoming tonight," James said with a smirk as he watched Cathy struggle to crawl without whimpering from the length of the plug as it moved inside her.

The first time Cathy had been turned into a pig by Master Sylvester, she was not given a tail. Instead, she was strapped onto a bench and forced to endure a painful fucking as James and Master Sylvester took turns stretching her cunt. She'd been made to lick the mess off their dicks after, expressing gratitude for her meal.

Tonight, she knelt with her head to the floor while Master Sylvester and James enjoyed a drink together. She was instructed not to move. On occasion, Master Sylvester would ask her to wiggle her ass and she would obey, jiggling her piggy tail, reiterating she is here to serve her masters in whatever capacity they needed.

"Tell you what, pig," Master Sylvester said when they finished their drinks. "We could suspend and whip you tonight, but what fun would that be?"

Cathy swallowed past the lump in her throat. Through the edges of her vision, she could see James' satiated smile.

"Or, we could play a game," Master Sylvester continued, his face jubilantly sadistic. "You will service me on your hands and knees. That mouth of yours is to be occupied with nothing but my cock..."

Cathy let out a sigh of relief. She could suck cock all day; that was hardly a punishment.

"And Master James will practise his caning."

Cathy stiffened.

"You are to remain completely still as he canes you," Master Sylvester said. "You are not to move or stop sucking. Get it, pig?"

"Yes, sir." Cathy nodded shakily, her greatest challenge yet to begin.

***

Master Sylvester, reclining on an armchair, held his hard cock as Cathy assumed a kneeling position on her hands and knees. She parted her legs and stuck her hips out.

"We will start with twenty strokes," Master Sylvester said. "We will judge your performance. Remain still. Each time you move or cease sucking me, an additional stroke will be added."

"Yes, sir." Cathy whimpered, then welcomed Master Sylvester's stiff cock in her mouth. She let the entirety of his length slide down her throat before she locked her lips around it. Bobbing her head, she began sucking.

"What a good girl." Master Sylvester grunted immediately. It made Cathy giggle; she was a good cock sucker and she knew it, which is partly the reason she had gotten away with so much during her time with James. Sucking cock like a hungry sow made any man wild and forgiving.

Preoccupied, Cathy could only see shadows of James in the periphery of her vision. He took his time in polishing his cane. Cathy didn't attempt a better look at the cane he had selected for her punishment; she knew averting her gaze from the man whose cock she was servicing was a massive transgression and a big no for tonight.

Focused on looking at Master Sylvester in the eyes, Cathy didn't notice James had assumed his position to cane her ass until a loud crack reverberated through the room.

A loud screech followed.

"That was one, keep still." Master Sylvester's hand tightened around her hair.

Cathy shook the pain away and focused on sucking his cock. The second stroke was swifter, taking her by surprise.

Cathy's lips tightened around Master Sylvester's cock as she tried to repress the scream.

"Careful, pig," Sylvester said, tugging her hair. "If I feel any teeth I will cane you myself."

Cathy gave a pained nod and attempted to relax her lips. She knew she wouldn't be sitting down for a week, the least she could do was pass this test. So, she bobbed her head and sucked, the pig tail jiggling enthusiastically. She was so caught up in making sure Master Sylvester was satisfied that she forgot to brace herself for the third stroke, which stung, cracking the delicate skin on her ass.

She screamed through her stuffed mouth.

"You are doing good." Master Sylvester reminded her with a caress across her face. "Remain in position and focus."

The fourth and fifth strokes were equally hard but it was the sixth that struck her on an already reddening, cracked piece of flesh that caused her to withdraw from Master Sylvester and scream through her lungs, "Fuck!" Cathy banged her fists to the floor, tears pooling at her corners of her eyes.

"That earns one additional stroke," James said as he gestured to Sylvester to put her back in place.

"Look at me," Master Sylvester said, cradling Cathy's face. "This will teach you discipline and resilience. You will only be better for it."

Cathy whimpered, "Yes, sir." Shakily, she parted her trembling mouth and took his cock again.

"Good girl, stay like that," Master Sylvester said, tightening his grip on her hair. He nodded to James to continue and within seconds, another loud crack of wood on bare flesh vibrated through the room.

By the fifteenth stroke, Cathy's ass was an array of red and violet stripes, making it impossible for her to hold her kneeling position without shaking. As James struck her for the sixteenth time, Cathy's thighs gave in and, with one agonizing wail, her hands landed on her naked ass, releasing Master Sylvester's cock from her mouth.

"What did I say about moving without permission?" Master Sylvester grunted. "On all fours, now."

"I can't," Cathy cried, caressing her bruised ass. "It's too much."

"You will get back in position," Sylvester commanded. "This has earned you another two strokes. Do not make me go higher."

"Here," James tossed a ring gag in Sylvester's direction. "If she is not willing to stay still, make her.

An 'O' ring kept Cathy's mouth open. It was attached to her head with a restraint with straps running down the sides, which were used to guide Cathy's mouth straight onto Master Sylvester's cock. He tugged the straps and manoeuvred her head until the entirety of his cock was in her mouth, then he locked the straps onto a belt around his waist, anchoring Cathy's head in place.

"Now, you will remain completely motionless whether you like it or not." Sylvester laughed and clicked his fingers. "Eyes on me, pig."

The head strap held Cathy's head in place as the caning proceeded, her mouth no longer hers, not even sucking but being used as a warming sleeve for Master Sylvester's stiff cock.

The next seven minutes were pure agony. With Master Sylvester's cock buried deep in her throat, Cathy could only screech as her ass got caned.

"If only you had behaved, you wouldn't be in this right now," Master Sylvester said with a smirk as he watched Cathy's eyes fill up with tears, her screams nothing but gurgles that pooled drool out her nose and mouth and dripped on the floor.

Another scream, this time closer to a squeal, signified the end of the caning. Cathy's ass was cracked and swollen and her thighs trembled as she was released from the gag. Obediently, she parted her trembling legs for James to assess her cunt. He slid two fingers up her slit and sank them deep into her hole, laughing, "Her tight breeding hole is dripping wet."

Master Sylvester groaned, stretching. "See, pig, with practice you will learn to love this."

Nodding, Cathy bowed her head to the floor and raised her hips to expose her bruised, plugged ass and drenched cunt. "Thank you, Masters, all my holes are at your service. Please, take your pick."