A Snake Wrapped Cherri
Written by catsamurai16
Inspired by NaughtyMartian
Cherri groaned and tried to roll over in her bed, but her blanket was wrapped tight around her body. The cyclops demon felt a dull ache behind her eye. A thick groggy feeling hung over her head and made the room spin a little. The room felt cooler than it was when she went to bed.
"Shit, what'd I drink last night?" she thought.
Thinking back to last night, she'd gone clubbing with her best friend, Angel Dust. She remembered that he was pretty hyped up about it. They had shots and danced and hit on some demons and had a good time. She smiled as she remembered Angel smiling. A real smile, not that fake shit he did for clients or Valentino. She tried to roll over again and go back to sleep, but her blanket wouldn't move.
"The fuck?" She thought.
She tried to sit up, but as the groggy feeling started to fade she realized she wasn't lying down. She opened her eye and looked around. As the room came into focus, she realized she wasn't in her room! She was in a dark room with a single lamp shining bright on her from the front. She wasn't wrapped up in her blanket, but tied to a chair. Her hands were behind the back and her feet were tied together to keep her from moving.
"What the fuck?!" She tried to shout, but her words were stopped by a gag wrapped tightly over her mouth.
She struggled against the ropes, but they held tight. She stopped for a while to catch her breath. She thought back to the club. She was still in her usual clothes, black jeans and a red top shirt, so whatever happened must've been at the party. She'd been with Angel and she knew he'd never let anything happen to her. She remembered she wanted to leave early for some reason. But why? She rarely ducked out on partying, especially with her best friend. Was she going to meet up with someone? Her thoughts were cut short by the sound of a loud hiss from the darkness.
A snobbishly high and refined voice said, "Well, my dear girl. You seem to be having some trouble thinking. But whores like you always do."
Cherri growled behind her gag as she recognized the voice. That jerk-ass, Sir Pentious. She looked around the darkened room, trying to find the slithery fucker. The lamp wasn't shining in her eye, but it was bright enough to make the rest of the room seem pitch black. She heard him hiss again.
"Oh, do try and find me," he said, "It might offer me some early entertainment."
He let out a cackle that seemed to come from all around her. Cherri tried to follow the sound of his voice but it was no use.
Pentious laughed, "You're wasting your time, whore. My black scales offer me perfect concealment in this darkness. Your ridiculous attempt to find me will lead you nowhe-"
Suddenly, the lights turned on over head. Cherri saw that she was in a large room with metal walls and lush red carpet. She saw Sir Pentious to the right of her, looking stunned at this turn of events. Sir Pentious quickly turned to the light switch and saw two Egg Bois standing at the door. One still had his finger on the light switch and the other was holding a box over his head. Instead of their usual black suits, the Egg Bois wore baby blue footie pajamas.
Pentious groaned, "Urgh, what are you idiots doing?!"
#257 said, "Oh, we're sorry, Mr. Bossman."
#301 said, "We just wanted to see if you wanted the box yet?"
#257 said, "And we wanted to say goodnight to Miss One-eyed Lady."
#301 said, "Yeah, she was asleep when you brought her home."
Sir Pentious ran his hand over his face. He said to himself, "You wanted to say…"
He slithered to the door and snatched the box from #301.
"I could've gotten the box when I needed it!" he yelled at the Egg Bois, towering over them, "Now, get back to your room and stay there until I call you!"
"Okay. Goodnight, Mr. Bossman," said #301.
"Goodnight, Miss One-eyed Lady!" said #257, waving to Cherri.
Pentious slammed the door. He started shaking his fist at where they stood and said, "Stupid, soft boiled, incompetent little… "
Sir Pentious turned back to Cherri. He lowered the lights with a dimmer next to the light switch and moved toward her. As he did, he said, "Well, I was going to psychologicaly torture you a little while longer,"
Cherri rolled her eye as he continued, "But since we were so rudely interrupted, why not start the main course"
He switched off the lamp and picked it up. He moved behind Cherri. She tried to turn around to see what he was doing, but she couldn't turn far enough. After a moment, Pentious came back into her view. His hands were behind his back and he gave a smiling glare to Cherri who glared back at him. He rose slightly taller to leer over her and opened his hood to look more frightening.
"You've caused me a lot of trouble, whore," he said, "Destroying my machines, wrecking my take-over plans, but that ends now."
He circled around her, saying, "I'm going to break you. I'm going to douse that fire in your heart. I'm going to make you beg and plead with me for everything you want and what you'll want is to serve me."
He stopped to face her, pleased to see that she wasn't afraid of him. Yet.
He leaned down to see eye to eye with her. He said, "I'm going to make you my obedient little bitch. And I want to hear you scream while I do it."
Then, he reached out and pulled off her gag. Cherri stretched her jaw, then shouted, "You fucking asshole! Untie me so I can kick your assless ass again!"
Pentious chucked, "There's that rebellious streak I like to see. I can't wait to turn you into my submissive little whore."
Cherri growled, "I'll show you 'submissive' when I shove my boot up your aaaAAAHH!"
Cherri's sudden yell came from Sir Pentious grabbing her right breast. He ran his thumb over her nipple and pushed it down. Cherri tried to move away but it was no use!
"Fucking pervert!" she yelled, "Stop it!"
But Pentious didn't stop. He moved his other hand to her left breast and rubbed them together. Cherri bit her lip to stop the groan that was coming from her throat. She tried to turn away, but he held her still. He ran his hands around her soft breasts, over and over.
"Hmm, you do have some nice tits, whore," he said with a pleased hum.
Cherri shot him a murderous look and gave a quick "Fuck you" as she didn't want to risk her mouth being open for long. Pentious began tweaking her nipples through her shirt, slowly moving them between his thumb and first fingers and lightly pinching them. He suddenly pulled them causing Cherri to let out a surprised shriek.
Pentious's smile widened, "Oh, do you like having your nipples pulled? They feel so hard in-between my fingers."
Cherri hated to admit it, but her nipples were getting hard. She felt the brush against the soft fabric of her shirt. She turned her head away from him.
"Son of a bitch," she thought, "I won't let him win!"
After another minute, Sir Pentious let go of her breasts. Cherri softly panted and looked up at him. He nodded and said, "Yes, you must be proud, whore. Such soft and supple tits like yours are amazing."
Cherri was about to fire off another insult, but she gasped as Pentious brought his hands to her collar.
"Let's get a good look at them," he said, deviously.
With that, he tore open her shirt, causing her exposed breasts to bounce into his view.
Cherri cheeks grew red and she yelled, "You fucker! That was my favorite top!"
Pentious said, "Was it? I'm so sorry."
Then he began groping her tits again. Cherri barely held back the moan this time. She tried not to tremble as goosebumps rose up all over her. Sir Pentious started playing with her nipples again. Cherri shook her head, holding on as best she could. She had to admit that Pentious was good with his hands. A tweak of her left nipple caused her to yelp. Pentious laughed.
"Look at these succulent little peaches," he said, flicking her right nipple, "I wonder how they taste?"
"Wha?" Cherri said, and then gasped when Sir Pentious slowly licked her right nipple.
His thin serpentine tongue lashed and twirled around her hard nipple while he continued to squeeze her left breast. Cherri couldn't stop a quiet moan from escaping her lips, but once it did she slammed her mouth shut again. Pentious smiling and continued his sucking. Cherri was panting harder and harder while Pentious started switching from one nipple to the other, never stopping his groping, teasing, and twisting. Cherri squirmed as she fought against the sensations, but when Pentious started to sucking her tits all over and give them little bites, she realized something.
She clenched her eye shut and thought, "Fuck, fuck, fuck! This is getting me wet!"
Sure enough, she felt herself leaking onto her panties. She hoped he wouldn't notice. She didn't want him to notice what he was doing to her. Pentious finally stopped his assault and slowly licked up her neck to her face. She looked him in the eyes while he wiped the saliva from his cheeks and lips.
"You taste divine, whore," he said with a smug smile, "I take it you enjoyed that too?"
Cherri made another attempt to get free, but the ropes didn't budge. She said, "Fuck you, you fucking dipshit! I'll kill you!"
"Are you saying you didn't like feeling my slick tongue running all over your perky tits?" he asked.
Cherri shouted, "Of course not!"
Pentious smiled and leaned down again. He slowly reached for the top button of her jeans.
Her eye shot open wide. "Wait! What are you?!"
He undid the button and zipper and slid his hand inside. Cherri jumped as she felt him rubbing her pussy through her panties. She squirmed and tried to close her legs more, but it didn't help.
"Stop it!" She said, "Get your fucking hand outta there!"
This time, Pentious did like he was told and pulled his hand out. He looked at his fingers and noticed they were slick with her juices.
He brought his hand to her face and asked, "Are you sure you didn't enjoy it?"
She didn't want to say anything to him, so she shook her head no. Pentious cackled and said, "Lying whore. I suppose I have to punish you now."
Before Cherri could question what he meant, he reached over and lifted her from the chair. Using the chance she was given, Cherri tried to struggle. Pentious was quick and wrapped her up in his tail.
Sir Pentious cackled, "Trying to escape your punishment, whore? I think not."
She struggled in his coils and said, "I'm not a whore! Say it again and I'll kick your sharp teeth in!"
He tightened his grip on her and said, "Lying like that is only going to get you punished more."
He turned them around, giving Cherri a full look at the room. There was a bed with wooden headboards with bars, a night stand with a small lamp on one side of the bed, and a small table with a drawer in it on the other. The box Pentious had earlier was on it. Cherri looked at the bed and saw it was big enough for them both to fit on. He moved them closer to the bed.
"Let's get you comfortable," he said.
With surprising control, he used his tail tip to pull her boots off. Then, he reached down and finished undoing her black jeans. As he uncoiled around her, he tied her ankles and pulled her jeans off her slender legs. Cherri kicked her legs, trying to get free, but he tossed her on the bed. She landed on her stomach and tried to scramble away. But again Pentious was quicker than her. He grabbed her leg and dragged her to the bottom of the bed. He grabbed a length of rope and tied her ankles together again. Once she was tied, he moved her so her ass was up in the air. She tried to pull her legs free, but Pentious' ropes held tight again. It was a bit uncomfortable, but she was in no position to tell him to loosen them.
"Where'd he learn to tie ropes like this?" she thought.
She tried to roll over on her back, but he grabbed her by the hips and pulled her back again.
"As amusing as it is to watch you struggle, you are going to take your punishment like a good little whore," he said.
Cherri felt her cheeks getting hotter and hotter. She couldn't believe this shit was happening! Here she was, naked except for her panties on Pentious' bed, tied up, and at his mercy! She couldn't help but feel humiliated. She shrieked again when she felt Pentious running his hand over her ass and thighs. He started squeezing her ass cheeks. She wiggled and shook, trying to get him to let go. He gave her a sharp swat to her ass that caused her to jump. She looked over her shoulder and saw Pentious was smiling and staring at her ass.
He looked up to her and said, "Such a plump little bottom. Had one too many sweets lately, whore?"
"Hey!" she shouted indignantly.
Pentious quickly turned away looking apologetic for a second. He cleared his throat and slithered back to pick up the box. He brought it back to the bed so she could see him open it.
He smiled and said, "Well, I'd say it's time for my newest toy."
He reached in and pulled out a small wooden paddle with five holes in the head. The handle was carved into the shape of a rattlesnake's tail and the words "Snake's Whore," etched into the side. Cherri's eye opened wide.
"No fucking way!" she shouted, "You touch me with that thing and I'll-"
"You'll what?" Pentious said, "You're not in any position to tell me to do anything. You are, however, in just the right position to beg me."
"What?!" Cherri said.
Pentious used the paddle to give her a light smack on her ass.
He said, "That's right. I'm going to start punishing you now, whore, and I'm not going to stop until you beg me to."
Then, he swung and hit Cherri's ass hard.
"AAHH!" she screamed, "Stop!"
Pentious said, "That's not what I want to hear, you whore."
He swatted her ass again, aiming a little higher than his first hit. Cherri jerked and held back her scream. Pentious swung a third time and hit her left ass cheek then her right. She curled her toes and yelled with each hit. She buried her face in the bed to stop him from hearing her cry out. Pentious swung again and Cherri screamed into the bed. She panted and braced for his next hit, but instead he grabbed her by her ponytail and lifted her face from the bed. She let out a yell of pain as Pentious tugged her hair. He turned her head so she could look in his eyes.
"Oh, no you don't," he said, "I said I'm going to hear you scream and I meant it."
Standing by her side and still holding her ponytail, Sir Pentious raised his arm and swatted her again. Cherri couldn't hold back her scream this time. Pentious laughed.
"I don't know which I love more, watching your sweet little ass jiggle when I give it a good whack or hearing you scream in pain," he said, hitting her again.
Cherri screamed again and said, "Ow! Stop it, damnit! Stop it right now!"
"Not until you beg me to," he said, punctuating all his words with another swat to her ass.
Again and again, Pentious spanked Cherri. Each hit landed on a different part of her ass. Cherri struggled and screamed and demanded he stopped, but each time she did he'd hit her harder. Tears were running down her cheeks. It hurt so fucking bad. But she wouldn't let him win! She couldn't! Pentious swung again and Cherri cried out. She panted heavily and looked over her shoulder and saw Pentious winding up for an even harder hit. She shuddered as she watched the paddle go up.
"I can't let him win," she thought, biting her lip, "I can't… I can't…"
Then, as he swung again, Cherri screamed, "Please, don't! Please don't punish me any more!"
Pentious stopped and asked, "What was that?"
Cherri clenched her eye shut in shame and tried to look away from him.
She said, "Please stop. Please stop punishing me. Please?"
Pentious let her head fall on the bed. She let out a breath of relief. He said, "As you wish, whore. Why don't we take a quick break, Hmm? Just enough to let your demonic healing take care of these bruises."
He set the paddle back into the box. Then he gave Cherri a light swat with his hand that made her yelp again. He started to gently run his hand over her ass and thighs, and as sore as her ass was… it felt good. She moaned quietly while Sir Pentious fingers brushed her tender skin, almost massaging away the pain. Then he ran his fingers over her panties, gently rubbing her pussy through them. Cherri moaned again and opened her legs a bit more for him. Pentious smiled. After a few minutes he stopped and slithered back to the foot of the bed. Cherri was too exhausted to care what he was doing. Her ass was still in the air and red as a beet. Her juices had soaked through her panties and it felt like it was running down her legs. Her nipples were hard and pushed into the blanket on the bed. She was so fucking embarrassed. She had started to enjoy the spanking. She groaned as she imagined how he was going to hold that over her.
Pentious said, "Well, now that you're rested a bit, why don't we move onto the second phase of your torture?"
Cherri turned to look at him, "What? What do you mean?"
He untied her ankles and flipped her over. Cherri's breasts bounced as she landed on her back. She bit her lip and wished her hands were untied so she could cover herself up. She tried to pull them free, but they held her hands tightly behind her back. Sir Pentious smiled and hissed as he watched her struggling.
He said, "Before, I was punishing you with pain. Now, I will punish you with pleasure."
Before she could ask what he meant, Pentious ran his hand over her breast again. Cherri held back a moan and tried to roll away from him. He suddenly wrapped his body around her, lifting her off the bed. Cherri let out a shriek as she nearly lost her balance. Pentious grabbed her and pulled her to him. Her head landed on his chest as she panted away the sudden fear. Pentious rubbed her back, gently.
"Don't worry, whore. I've got you," he said with a smug tone.
His voice snapped her back into the moment. She leaned away and glared up at him.
"Fuck you," she said.
Pentious said, "Oh, we will come to that later. For right now,"
Pentious wrapped her up into his lower half up to her hips.
"Let's get back to your punishment," he said.
Pentious ran his hands over her breasts and slid them slowly to her stomach. Cherri trembled as his fingers almost danced around her body. She bit her lip and huffed out a breath. Fuck, he was good at this! He rubbed his thumbs back and forth over her hard nipples.
"See, whore? This is the pleasure I can give you," he hissed.
Cherri tried to kick her legs, but his coils held her tight. He started suckling her breasts, back and forth while he massaged them. Cherri let out a low moan and leaned her head back, giving him better room to work. Pentious twirled his tongue around her nipple, then he started to gently run his teeth over it. He moved his coils and revealed her wet panties. He reached his hand underneath the band on them and felt her slick pussy. Cherri gasped and shuddered. Pentious laughed.
He said, "You seem to be enjoying this, whore. Did you change your mind about fighting me?"
Cherri tried to talk, but before she could Pentious slipped one of his fingers inside her. He moved it slowly in and out. Cherri moaned again.
"Yeah, right there," she whispered.
Pentious twisted her nipple, causing Cherri to jump in pain.
Pentious hissed, "You don't tell me what to do, whore. You're mine now and I'll do what I want with you."
Cherri said, "Go to double Hell."
Pentious pushed two fingers inside this time. He twisted them around. Cherri gasped loudly as he touched a sensitive spot.
"Yes, that's right. Enjoy it. After all, I take care of things that are mine," he said.
Her fingers hit the spot faster, "This cunt isn't yours anymore. It's mine to play with as I please."
Cherri panted and tensed up. She could feel her orgasm coming. Suddenly, Pentious pulled his fingers out and started rubbing her breasts again. Cherri groaned. She was losing and he knew it.
He played with her hard nipples, "Just like these beautiful breasts. Their mine as well. And I can give them pleasure or pain."
He brought his lips to her nipple and twirled his tongue around it. He moved all around her breasts, licking, kissing, and sucking them. Then, he moved down her body until he was face to face with her panties. He looked back up into her eye. Her pale and freckled skin shined with sweat. Her chest heaved up and down as she waited for him to do… whatever he was planning on doing.
Cherri asked, "Wha-what are you gonna…?"
Pentious smiled deviously. He moved her panties and exposed her pussy. Then he slid his long forked tongue out of his mouth and hissed. Cherri's eye opened in shock. She knew what he was about to do. But he couldn't. Fuck, he couldn't! If he did, she would!
Cherri said, "No. No, no, no! Don't! If you-"
Pentious ignored her protests and began running his tongue over her pussy. Cherri tensed up and shrieked. The jolt of pleasure ran through her like a lightning bolt. Pentious' long and thin tongue easily slipped between her folds. Cherri moaned loudly. She couldn't take much more.
Cherri stuttered out, "No- don't! S-st-ha-a-p! I'm… gonna…!"
Suddenly, Cherri felt herself dropped on the bed. She took a shaking breath to regain her thought. She felt her body tingle as the feeling of her approaching orgasm faded away. She lifted her head and looked around for Sir Pentious. She saw he was by the foot of the bed. He was whipping his cheeks clean of her love juices.
"Well, that was certainly entertaining," he said with a smug smile, "But I think I've had enough for today."
"What?" Cherri said, "But… but I was…"
Pentious turned towards the door, "I told you I wouldn't give you pleasure unless you begged me to. And so far, all I've heard is you pleading with me to stop. Well, I suppose I can grant that mercy. We will pick this up tomorrow."
Cherri sat up on the bed, "Tomorrow?! I can't-!"
Pentious looked over his shoulder at her, "You can and will. Have a good night, whore."
Then, Pentious slithered away from her towards the door. Cherri bit her lip as she watched him go. She groaned as she felt her peak slipping farther away. She tried to think of a way out. She looked at Pentious. He was almost to the door. She couldn't let him win. It'd be the end of her tough girl image. But…it had felt so good. Could she? No! It was too much! She heard him start to open the door. Fuck it!
"Wait!"
Pentious closed the door and turned back to Cherri. Her face was turned away, but he could tell she was heavily blushing.
"Yes?" he asked, innocently.
Slowly, Cherri laid back and opened her legs, exposing her soaking wet panties.
"Please make me cum," she whispered.
Pentious put his hand to his ear, "I'm sorry, but I couldn't hear you. What did you say?"
"Please make me cum," she said louder.
"Pardon?" Pentious asked again.
Cherri growled. God fucking damnit! She wanted to bury her head in the blankets and scream.
"Please make me cum!" she screamed.
Sir Pentious slithered back to the bed, "That still sounds like a demand, whore."
He twisted one of her nipples hard. Even though it hurt, Cherri moaned out loud.
"Ask me nicely," he said.
Cherri looked into his eyes. She was pissed, she was horny, and as much as she hated to admit it, she was his.
Swallowing the last of her pride, she said, "Please, Sir Pentious. Make your whore cum."
Pentious ran his hand up her side, "Do you promise to be my obedient little whore?"
Cherri looked away from him, "Yes."
Pentious slapped her breasts. She yelped at the sudden pain.
"Yes,'sir', whore," he corrected.
She glanced back at him and said, "Yes, sir."
He massaged her breast, "You'll do anything I tell you to?"
Cherri groaned as Pentious' hand slid down her stomach, "Yes, sir."
He grabbed her panties and slowly pulled them down. Cherri closed her legs again. Pentious started rubbing her hip.
"If I make you cum, will you return that favor?" he asked.
Cherri gasped. He pushed his fingers back into her pussy.
She moaned, "Yes. Yes. Fuck, yes! I'll do whatever you want! Just make me cu-!"
Pentious captured her mouth with his and immediately pushed his tongue into her mouth. Cherri tasted the spicy tang of her own pussy. She moaned and slowly kissed back. Then she felt something slide up her leg. Pentious let her break the kiss to look down. His tail tip was inching towards her pussy. She looked back to Pentious. He smiled wide.
"Then cum!" he said and pushed his tail tip into her.
Cherri moaned as his tail wiggled inside her. She arched her back and lifted herself off the bed until only her shoulders, head, and toes were on it. Pentious moved his tail fast in and out of her pussy. He continued to play with her tits, pinching her nipples and licking them all over. Then he kissed her again. He started wrapping his slender tongue around hers. He pulled back and saw her pleasure drunk face. Cherri didn't have the strength to turn away. She flopped back on the bed. Pentious speed up his tails movement. Cherri whined out another moan.
"Are you ready, whore?" he said.
Before Cherri could say anything, Pentious pressed his tail tip on her G-spot and circled around it. Cherri screamed out again. Her eye rolled back into her head.
Cherri moaned, "I'm-I'm-Aaaahhh!"
Cherri shook in Pentious' arms. Molten pleasure surged through her. And he didn't stop. He kept his tail moving in her. He could feel her muscles tensing and pulling him, almost milking him. He chuckled and moved faster. She gasped and trembled as she felt another orgasm coming. It hit like a bolt of lightning. Cherri tensed up and squealed. Pentious seemed to be going what he could to keep her cumming. She lifted her hips as his tail pushed deeper.
"Can't st-stop cumming!" she panted.
Pentious moved his hand to her pussy. He found her clit and started rubbing it. Cherri arched her back again. Her mind went blank and she let out a silent scream. Suddenly, her pussy pulsed and gushed out a stream of her love juices. Cherri fell back onto the bed, panting and shaking. Her pussy twitched and another squirt came out. Her body was covered in sweat. After a moment, her vision came back to her. She looked around for Pentious. She saw him standing at the foot of the bed, looking triumphantly at the puddle she had made on the floor.
Pentious said, "I take it you enjoyed yourself, whore?"
Cherri weakly said, "Yes, Sir Pentious."
Pentious smiled and said, "Good. Because now, it's my turn."
Cherri couldn't help but tremble as she wondered what he would do to her next.
End Of Part 1.
