A Night of Harsh Degradation from a Superior Woman

Some women get off on degrading men. Sean is about to meet one of those women and he's about to discover that he's the kind of man that gets off on being degraded in unexpected ways.

A little after 11 p.m. on a Friday night, Sean and his friends stepped into the crowded bar. The din of conversation and a generic rock song playing over the sound system made it difficult to hear much of anything as one of his friends made his way towards the bar to order up a few pitchers of beer while the rest searched for a high top table to stake out as their base of operations for the night.

It wasn't long after taking his first sip of beer that Sean spotted her. She was sitting at the far end of the bar with a glass of dark liquid in front of her. She had on a silver necklace that caught his attention, drawing his eyes to the sight of her breasts in a tight, shiny black top with sheer sleeves. Her hair was long and dark and her lips plump and soft-looking.

Sean watched her bat away the approaches of half a dozen guys, each of which left with a scowl on his face as if she'd said something withering. Despite her seeming lack of interest in companionship, Sean felt himself drawn to the girl at the end of the bar. Once he'd downed two glasses of liquid courage he slid off the stool at the four top and made his way towards her, his gaze focused on her as he pushed past the men and women crowding the increasingly busy bar.

Before he could say a word, she turned to Sean, looked him up and down in a manner that made him deeply self-conscious about his outfit and body, and said, "You don't stand a chance."

He understood why so many men had walked away from her that night looking as though their egos had been crushed.

"I think I might surprise you," he replied, unwilling to accept defeat without at least trying to plead his case.

She turned back towards the bar and Sean noted her black wet look leggings that acted as a second skin, clinging to her thighs and ass in a manner that filled him with lust.

He stepped closer and a seductive scent filled his nose. Sean closed his eyes and for a moment felt lightheaded, though he wasn't sure if it was the beer, her perfume, or his desire that caused the sensation.

"Why are you still here?" she asked sharply.

"Because you're wrong about me."

"No, I'm not. I'm far too good for you. You should have known that from the first moment you looked my way. You definitely should have known it when you watched me reject far better men than you."

"You saw me watching?"

She looked over her shoulder at him. "You haven't been discrete about your desire for me."

Sean saw her lips curl into a slight smile. "You are too good for me," he admitted.

"Then why are you still here?"

"Because you're too good for me...and because I'm pretty sure I'm getting a vibe that you're a little bit interested for some reason."

She spun around on her stool and Sean noted a pair of knee high leather boots with what looked to be a three inch heel. He noted her exposed stomach, too, and once again felt a touch lightheaded.

"What's your name?" he asked.

The girl in the wet look leggings and boots stared for an uncomfortably long time before leaning a little closer and saying, "Ashley."

"It's nice to meet you, Ashley. I'm Sean."

"I don't give a fuck about your name. I don't plan on using it."

Her harshness proved oddly compelling and Sean couldn't help but smile. "I've never met someone like you."

"No, you haven't."

She stared once more, her face unreadable. The bar had gotten more crowded, but Sean suddenly felt like it was just the two of them playing a game that only Ashley knew the rules of.

"How can I make you happy?" he asked.

She tilted her head and Sean was fairly certain he'd surprised her - at least a little - with his question.

"My boots got quite dirty on the way over here," she replied.

"Yeah?"

Ashley nodded. "I stepped in a few muddy puddles and they need to be cleaned."

Sean looked down to see that the tip of her boot was, in fact, dirty with what looked to be drops of muddy water. "You want me...you want me to clean your boots?"

"Yes. Do it. Clean my dirty boots. Right now."

She was excited. Sean was certain of it. He'd broken through whatever barrier she'd put up when turning away every other guy that night. He was on the inside now. He wasn't entirely sure he wanted to be there - she was asking him to clean her boots, after all - and yet Sean was equally certain of his excitement.

"Can you pass me one of those napkins?" he asked while gesturing to the pile of cocktail napkins just beyond his reach.

Ashley shook her head.

"How...how am I supposed to clean your boots?"

"Take a wild guess."

Ashley crossed one leg over the other and her booted foot dangled in a rather fetching manner. Sean reached out and she slapped his hand away.

"No touching. Not with your hands, at least."

Sean looked up as he realized what she wanted. "Do you...do you want me to lick your boots clean?"

She offered a genuine smile and her eyes lit up.

"Really?" he asked.

"Be a good little piggy and lick my boots clean," she said. "Right fucking now."

An unprompted memory from a few months prior leapt to mind. Sean had gone home with a girl. A blonde. She'd had on a skirt, a tank top, and leather boots. She'd stripped out of everything but the boots and pushed him into her bed. She'd climbed on top and he figured they were going to fuck, but instead she'd sat on his face, lowered her pussy onto his mouth, and ridden him wildly until she'd had two orgasms and left her slick juices all over his chin, lips, and cheeks. It was the first time a girl had ever sat on his face and he'd jerked off to the memory of it for the next week and a half.

It was the unexpected thrill of being called a 'piggy' that ultimately drove Sean to his knees. The word - and the manner in which it was delivered - unlocked something in him, sending him into a supplicant position in front of her.

"Lick my boots clean, piggy," she said.

Sean looked up at her, rested his hand under the heel of her boot, and ran his tongue through the muddy stains at the tip. The taste was unpleasant - though only mildly so - and the thrilling sensations coursing through him made it well worth the sacrifice.

"You disgust me," Ashley said. "What sort of man would lick a woman's boots clean in public?"

"I told you I'd surprise you," he replied.

She leaned forward, grabbed a tight fistful of his hair, and pulled back until Sean was looking upwards.

"Open your mouth, pig."

He opened his mouth and she promptly spit. Most of it landed on his tongue, though he quickly licked up the spit that hit his upper lip. She guided his mouth back to her boot and Sean resumed licking, the taste of mud dancing on his tongue.

"You better do a good job," she said. "My boots better by shiny when you're done, pig."

Desire filled the whole of Sean's body, as if her words triggered a release of a blissful hormone that was now coursing through his veins and urging him to go deeper with Ashley, to follow her wherever she wanted to take him.

He cleaned both of her boots while on his knees in the crowded bar. He heard the surprise of the people standing around him. He heard people laughing. He looked up to see Ashley offering him every ounce of her attention, the world around them having disappeared for her just as much as it had for him.

"Good job, piggy," she said when he'd finished.

Ashley stood and helped Sean to his feet. She stared at his lips and reached up to run two fingers over them. She leaned in and he thought they might kiss before her lips diverted to his neck as two fingers pushed into his mouth.

"You're coming home with me," she whispered. "I'm going to make you do disgusting things for my pleasure, piggy."

Sean let Ashley lead him out of the bar and into the cool night air. He let her guide him into an Uber. He offered no argument when she pushed three fingers into his mouth and made him suck as the car drove to her apartment.

"What's going on back there?" the driver asked.

"I'm making this little pig suck on my fingers to prove that he's worthy of being allowed up to my apartment," Ashley replied. "Don't worry, we won't make a mess."

The driver chuckled. "That's a new one, but it's far from the worst thing that's happened in my car on a Saturday night."

"What's the worst?"

"Vomiting is definitely the worst. Unprotected sex is probably second worst because there's always a mess to clean up. There was a gay couple that had anal sex once, though that was actually a lot cleaner than when straight couples have sex. You know what, though? It was probably the lesbian couple that fucked back there that was the worst because the one girl made the other squirt. It soaked absolutely everything back there. It took me hours to clean everything up and they didn't even tip."

Ashley laughed as her fingers pushed deeper into Sean's mouth. "So you wouldn't like it if I made him vomit on my fingers."

"No, I would not like that. Please do not do that."

"I won't. What about if I made him give me a rimjob?"

"That would be okay. That's not messy."

Ashley pulled her fingers free and asked, "Will you eat my ass in this car, piggy? Will you tongue fuck my shithole while our driver takes us back to my apartment?"

"I...I don't..."

"Let me rephrase," she said. "You won't be coming up to my apartment unless your tongue is rooting around in my shithole in the next minute."

He'd never given a rimjob before. He'd never tasted ass before. He'd certainly never done so in a car or with a driver listening and likely watching in the rear view mirror.

"Yes, I'll eat your ass."

"Say, 'this little piggy will eat your ass'."

"Yes, this little piggy will eat your ass," he replied.

Ashley moved to her knees and rested her hands against the door. She reached back and pulled down her leggings, revealing her smooth, milky white ass cheeks.

"Get to work, pig," she said.

Sean spread her ass cheeks and pressed his face between them. He licked her asshole vigorously.

"You need to do more, piggy. You need to get your tongue in there. I wasn't fucking around. You need to be a disgusting little piggy and tongue fuck my shithole. Right now!"

Sean pushed his tongue inside her. He tasted her. He was disgusting. He was. He was turned on, too. Massively turned on. His dick was so hard it hurt.

"Miss, can I ask, does that actually feel good?" the driver asked.

"Better than you can imagine, but I'm different than most women."

The driver chuckled. "That seems to be the case, yes. We're just about to your building, so you might want to finish up."

"That's enough, piggy."

Sean leaned back and stared at her wet, slightly gaping asshole for a moment before Ashley pulled up her leggings. The car stopped and she got out. Sean followed and Ashley waived to the driver and promised to tip well.

"It should already be clear," she said, "but you will not be fucking me tonight."

"I figured."

"If you're a good pig I'll let you cum, but don't count on it."

He nodded.

"Good. Let's go."

They walked up the steps to her building and Ashley keyed in her code. They stepped inside and she grabbed his cock through his jeans and led him across the small lobby and into the elevator. She squeezed his cock hard enough for Sean to wince in pain, which was followed by a laugh from the dark-haired beauty.

"You're pathetic," she said. "Pathetic and disgusting."

He could hear the arousal in her voice, which was why he offered no response. She was getting herself worked up and Sean wanted that.

"How's your pain tolerance?"

"I don't know," he answered.

Ashley smiled brightly. "I guess we'll find out."

The elevator doors opened and she tightened her grip on his cock and led him down the hallway and to her door. Ashley stepped inside and Sean tried to follow. She stopped him, though.

"Strip."

"Here?"

"Do it, piggy. Strip right fucking now."

Sean looked up and down the hallway and back at Ashley. Her nipples were hard and poking through the shiny material of her top. He wanted to please her, to deepen her arousal, to keep playing her naughty game.

He stripped in the hallway. His heart pounded as he stood there with his clothes in his hands.

"Leave the clothes."

He dropped them – except for his phone – and Ashley grabbed his cock and pulled him into her apartment. He dropped his phone as she spun him around and pressed him against the wall as the door clicked shut. She kicked his feet apart and cupped his balls from behind. Her fingers tightened around his sack and she pulled down in a manner that filled him with a sense of panic, though there was no pain.

"You're just a toy for me," she said. "If you forget your place I'll kick you out without hesitation. Do you understand, piggy?"

"Yes. I'm just a toy. I'm just your toy."

She released his balls and four swift, painful smacks to his ass followed. Sean cried out with each and felt his legs wobble as the third and fourth blows landed on his backside.

"Fuck," he said softly.

Ashley moaned and Sean looked over his shoulder to see her with a hand in her pants. Her eyelids fluttered and it seemed obvious that she was masturbating, a notion that thrilled him.

"Would you like to taste my pussy?" she asked.

"More than anything."

"Too fucking bad."

Her fingers emerged from her leggings and Ashley sucked them clean as Sean watched with a surprising sense of jealousy coursing through him. 

"Aww, is piggy jealous?"

"Yes."

Ashley pushed her fingers back into her leggings, masturbated for a handful of seconds, and then used that same hand to smack him across the ass four more times, nearly sending Sean to his knees thanks to the power of her blows.

Her fingers moved between his ass cheeks and danced over his hole. Sean half expected to be penetrated, but Ashley refrained from filling him with her digits.

"We could have so much fun together, piggy," she said. "I could degrade you in so many ways."

"I want...I want you to degrade me."

It was a sentence Sean never imagined uttering, and yet the words felt right in that moment.

"Yeah?"

"Yes, please."

Ashley stepped away and into her kitchen. She returned holding a silver dog bowl, which she set on the floor. Ashley lowered her leggings and squatted over the bowl as Sean looked over his shoulder to watch. He heard the sound of liquid splashing into the bowl. It had to be piss. She was pissing into a dog bowl and Sean was almost certain he knew what was coming next.

Ashley stood and pulled up her leggings. "Drink up, pig."

Sean turned around and dropped to his knees. He fell forward. His head hovered over the dog bowl. The smell of piss hit his nose and he retched. He breathed through his mouth after that.

Ashley put her booted foot on the back of his neck and applied pressure. "I said drink up, piggy. Right fucking now."

Sean dropped his head lower and her boot remained on the back of his neck. He extended his tongue and lowered it into the piss. It was hot and the taste was awful. He lapped it up, though, taking as much as he could into his mouth and swallowing. It burned going down. It was, without question, the most degrading thing he'd done that night.

Then Sean heard Ashley masturbating and the degradation felt worth it. Arousal overwhelmed the sense of disgust that had taken hold in him. He moaned and began to lap up more of her piss.

"That's it, piggy. Drink up. Consume my waste. Drink my golden nectar. Swallow it. Show me what a disgusting piece of shit you are."

Sean drank her piss until Ashley climaxed. Her boot left the back of his neck and she leaned against the wall as her moans reverberated around the apartment. They were loud and lusty and one look at her face confirmed that she was in the midst of an intense orgasm.

"Follow me," she said after the conclusion of her orgasm. "Oh, and piggies crawl on all fours."

He crawled behind Ashley as she walked down the hallway and into her bedroom. He waited on his hands and knees as she stripped. He stared at her long legs, her tight ass, her delicate feet, and her perky tits.

"You're so beautiful," he said. "You're fucking perfect."

She smiled. "Yes, I am. And you're fucking pathetic. And disgusting. And completely unworthy of my body."

"I know," he replied with the taste of her piss still fresh in his mouth.

Ashley walked away and into her closet. She emerged holding what Sean guessed was a strapon harness and a dildo. He watched her dress in it. He watched her slide the purple cock into the harness. He watched her spit on it and stroke it. He watched as she beckoned him closer with an index finger.

"Show me that you're willing to be a cock pig."

Sean parted his lips and took the toy into his mouth. Ashley grabbed his head in two hands and began to fuck his face, though she was kind enough not to try and thrust all the way into his throat. She worked her way up to it, though, making him gag repeatedly in the process. Saliva ran down his chin and onto the floor and his knees. His throat burned. His eyes watered. Ashley seemed to be getting worked up, though, as her nipples were rock hard and her moans got lower and louder the longer the face fucking went on.

She pulled out, slapped the wet dick across his face, and then stepped aside and said, "Get on your hands and knees in my bed, pig."

Sean stood and hurriedly crawled into her bed. Ashley got on her knees behind him. She rubbed the head of her cock over his asshole. She pushed inside him and Sean grabbed two fistfuls of her sheets and cried out in pain. She didn't stop, though. Instead, she spanked him while pushing her cock deeper. She spit on his asshole to provide a little more lube, but she kept thrusting. Once she'd bottomed out, Ashley pulled out and filled him again.

"Oh, fuck," he said.

"Take it, piggy. Take my cock. Take it up the ass like a fucking faggot. Take it!"

She began to fuck him harder and faster. She smacked his ass. She pulled his hair. She reached out and pushed her fingers into his mouth, fish hooking him like he was some sort of fuck toy in a porn video.

When she pulled out Sean breathed a sigh of relief. His reprieve was short, though.

"Suck it, piggy," she said. "Suck your ass off my cock."

He spun around. He took the cock in his mouth. He tasted his ass as she put a hand on the back of his head and moaned. She fucked his face, pushing the dildo deep enough to make him gag before doing it all over again.

"Turn around," she ordered after pulling out of his mouth entirely.

He spun around. She fucked him again. She made him suck it clean again. She fucked him again. She made him suck it clean. She repeated the process until an orgasm overtook her while she pounded his ass.

She pulled out and stripped from the strapon harness. "Follow me," she instructed.

Sean followed Ashley to her bathroom.

"On your knees in the shower," she demanded.

He stepped into her surprisingly roomy shower and dropped to his knees.

"Jerk off."

Sean took his cock in his hand and began to masturbate.

Ashley stepped into the shower. She widened her stance and reached down to spread her pussy lips. She pushed her hips forward. Piss flowed out of her and onto Sean's body. The heat of it surprised him as he closed his eyes and opened his mouth. She painted him with her urine, soaking him from head to toe. He moaned. He swallowed what ended up in his mouth. He lubed his cock with it, too, and stroked himself.

"Stand up."

Sean stood and Ashley spun him around and pushed him against the wall. She grabbed his dick and began to jerk him off while spanking his ass.

"Tell me when you're about to cum," she instructed.

Sean reached that point quickly. He told her of his impending orgasm.

Ashley held her other hand in front of his cock. She milked him of an orgasm, catching his load in her hand.

"Turn around."

Sean spun around and leaned against the wall as a sense of exhaustion washed over him. Ashley reached up with her cum-filled and smeared it over his face. She gently slapped him a few times. She ran her hand down his chest and stomach, making a mess of him.

"You're disgusting," she said with a smile. "Get out of my apartment. Right now."

"Seriously?" he asked.

Ashley nodded. "I have no more use for you, so get out."

He left the shower and headed for the door with his head spinning. He opened the door and his clothes were nowhere to be found. He went back to the bathroom.

"Why the fuck are you still here?" she asked.

"Someone stole my clothes."

Ashley laughed. "Follow me."

He followed her until she signaled for him to stop outside her closet. Ashley stepped inside and emerged soon after holding a white sweater, a skirt, a pair of pink panties, and a set of knee high socks.

"You can wear these," she said.

"What?"

"You can wear these or you can try and get home naked. It's your choice."

Sean panicked, but he had no choice. He took the clothes. He put on the panties, the skirt, the sweater, and the socks.

"I don't have any shoes that will fit you. Sorry," she said.

"Can I wash my face?" he asked.

Ashley laughed. "Of course not. Now get the fuck out of my apartment."

Sean turned and walked out of her bedroom. He grabbed his phone on his way out and hurried down the hallway and into the elevator. He mapped directions back to his apartment. It was a twenty minute walk through crowded city streets. He decided to order an Uber and hope the driver would let him inside.

It turns out that Ashley was still degrading him, and while Sean was horrified, he couldn't help but smile at her unabashed pursuit of her pleasure at his expense.

A text came in after he ordered the Uber.

"Hey there, piggy. It's Ashley. I got your number from your phone while you were rimming me in the Uber. I had fun tonight. I'd like to have that kind of fun again. It's going to be more degrading next time, though, so know that before you agree to another round of play with me. I'll be in touch when I'm in the mood to destroy a man again."

Sean replied with a heart emoji and stepped outside as his Uber arrived. With any luck, he'd have a quick ride home and he could strip out of Ashley's clothes, take a shower, and wash away the degradation of the evening while almost certainly thinking about what nasty surprises she'd have in store for him next time, as Sean was absolutely going to agree to a next time.