Educating Jackie
Jackie stood outside Professor Jenkins’s office; the professor was out of town and his TA, Ed Walters, was inside grading the midterm papers. She knew her paper was complete crap; she’d been partying too much this semester and was in serious danger of losing her scholarship. Jackie had to convince Ed to give her a pass. Otherwise she might have to leave school, because she didn’t have the money to pay her own way without the scholarship. Jackie knew it was her own fault but still hoped she could make him see reason.
Ed was a handsome graduate student who had taken over as the professor’s TA this semester. He had a quiet studious air but she was hoping still waters ran deep.
Jackie took a deep breath and looked down at her low-cut sweetheart neckline, cupping her breasts to give them a quick plump up before knocking on the door.
“Come in,” Ed’s deep baritone sounded from inside.
Jackie walked into the office with an exaggerated sway of her hips. “Hello, Ed.” She hoped he liked the husky quality she’d put into her voice.
He looked up at her with a quirked brow. “Miss Simmons, how may help you?”
“Well, I was hoping you could help me out with my grade some. My paper wasn’t my best work and… well… I can’t afford to make a bad grade and lose my scholarship,” she finished in a rush. Something about the way he was watching her made her feel like a naughty child and she couldn’t keep herself from fidgeting from one foot to the other.
Ed cocked his head at her. “How exactly do you propose I help you?”
Jackie licked her lips and leaned across the desk to give him a good eyeful of cleavage. “Please help me… I’ll do anything for a good grade… anything…” she finished meaningfully.
His eyebrows rose almost into his hairline before snapping back down in a stern line over his hard eyes as he rose from behind the desk and began to walk around it.
She started to rise from her pose bent across the desk.
“No… stay exactly as you are, young lady.”
Jackie blinked. “Yes… ummm… sir.” She froze in position, unable to resist the absolute authority in his voice.
“Are you proposing to exchange sexual favors for good grades?” he asked conversationally as he began to roll up his sleeves.
“Well… when you put it that way it sounds so… so… well, naughty,” Jackie said softly.
“It is naughty,” Ed said matter-of-factly, as he moved to stand behind her and she gasped when he lifted her short skirt and tucked it into the waistband.
“I… ummm… well… I…” she stammered, unsure of exactly how things were going to go at this point.
“I am going to help you, Miss Simmons, but not in the way you initially proposed,” Ed told her.
“How are you going to help me?” Jackie asked.
“First, I’m going to give you the spanking of your life for being so audacious and then I’m going to sit your hot bottom down on that chair and help you make your paper something that deserves a good grade,” he explained sternly.
Jackie tried to ignore the heat that sprang to life between her legs at his words and the little pulse that had developed in her clit. She stood up in outrage. “You can’t spank me!”
He cocked his head and studied her again. “Really? You’d rather I call the dean of students and report you for offering sex in exchange for a good grade? I’m pretty sure that would not only result in the loss of your scholarship but expulsion as well.”
She felt her face pale as she realized exactly how foolish she’d been. “Please don’t.”
“It’s your choice, my dear, take your punishment and fix what I’m sure must be a disaster of a paper or I’ll call the dean,” Ed told her. “What’s your choice?”
“Taking my punishment,” Jackie said with a shudder.
“Right, back over the desk with you then,” he instructed.
Jackie got back into position and gave a moan of embarrassment when his fingers hooked in the waistband of her panties and pulled them to her knees. “Is that really necessary?”
“Discipline spankings will always be given on the bare without exception,” was all he said before his hand began to fall hard and fast on her upturned bottom.
“Oooohooo… oww… oww… owww… ohhh, that hurts! Please, it hurts!” Jackie cried as one of his big hands came to rest in the small of her back to hold her in place as his palm seemed to fall harder and harder.
“This is a punishment, young lady, it’s supposed to hurt. I plan to help you remember why you should never behave this way again,” Ed said as he continued to spank her rapidly reddening bottom.
By the time he stopped, her bottom was on fire and Jackie was giving soft little hiccupping sobs.
She shot up, grabbing her sore cheeks and rubbing frantically.
“Back over that desk, young lady, your punishment isn’t over,” he said to her horror.
“It’s not?” Jackie whimpered as she bent back over the desk.
“I’m going to give you twenty swats with this pointer,” he told her as she looked over her shoulder to see the long wooden pointer used in class to emphasize things on the transparencies. “Not a traditional cane but I do believe you will get my point.”
She saw his lips quirk at his play on words but before she could react, the pointer landed on the under curve of her ass in a line of fire that made her mewl with pain. Ed wasted no time bringing the nasty stick down ten times in a row from the crease of her bottom to the middle of her thighs then laid another ten back up.
Jackie was crying earnestly when he lifted her and tucked her against his chest. “I’m sorry,” she sobbed against his shirt while he rubbed her back and rocked to and fro.
“There, there, little one, you took your punishment like a good girl. We will put it behind us and move forward. You clearly need more structure and I will be happy to provide it for you,” Ed told her as he led her around the desk to his hard wooden chair. “Sit.”
“Yes, sir,” she said submissively as she obeyed him and sat down with a hiss as the wooden seat came into contact with her hot bare bottom. “Ooohh… oooh.”
“That will help you remember why it’s better to do quality work the first time,” Ed said with a smile.
To her surprise Jackie found herself smiling in return. “Yes, sir.”
For the next two hours Ed worked with her on her paper until it was at least B worthy and Jackie felt a sense of accomplishment.
“Good girl, now pull up your panties and I’ll take you out to dinner,” he said with a grin.
“Yes, sir!” Jackie said, trying not to wince as she pulled her panties up over her sore nates. She had been afraid once the paper was fixed he would send her on her way and she wanted to get to know this man better.
“Over dinner we can discuss appropriate behavior and study habits for my girl,” he told her as he guided her out of the office.
“Your girl?” she asked, hope springing in her chest.
“You don’t think I spank every woman that offers me a blowjob in exchange for a better grade, do you?” Ed asked incredulously.
“You’ve been asked before?” Jackie asked in surprise.
He snorted. “Several times a semester. You are the first one I’ve spanked. I was going to ask you out next week, you simply moved up the timetable.”
“Oh…” she said, suddenly feeling a little shy and unsure.
“Just so you know, young lady,” Ed said sternly. “When you are a naughty girl, you will be punished. Are we clear?”
A broad smile covered her face. “Crystal, sir.”
Woman Reborn
From the moment he’d whispered into her ear, “I’m going to breathe life into your darkest fantasies,” she’d been his.
Now she found herself thoroughly spanked, legs bound by a spreader bar and secured above her head so she was wide open to anything he wanted to do, which seemed to be making her come over and over without respite or mercy. She’d already come three times and now he was blindfolding her to make her even more aware of every sensation.
She gasped when she felt the broad head of a cock entering her.
“Let’s see how you like my fuck machine.”
She heard a whirring sound and then the cock was slowly thrusting inside, stretching her inner muscles as it filled her to the brim and retreated only to return with a little more force.
“Ooh, sir,” she moaned and that’s when he pressed the Hitachi to her already swollen clit. It felt like too much. “Nooo… I can’t!”
“Not your safe word, little girl,” he said with a chuckle and then he turned up the speed on his little magic machine and the dildo was fucking her hard. She came almost immediately with a soft cry of surrender. The Hitachi riding her clit didn’t let up; it drove her straight from that orgasm into another.
She breathed a sigh of relief when the Hitachi was removed but it was replaced with his mouth sucking her swollen little bud hard as the machine sped up even more, sending her into orbit again. The pleasure was getting so intense it was almost painful but still he persisted. When she came yet again with a sobbing little cry, he turned off the sex machine and pulled the dildo from her tight grasping sheath.
She concentrated on breathing, taking in huge gulps of air, then whimpered when she felt the slick bulbous head of a butt plug at her back door. “Nooo!”
“Again, not your safe word, precious,” he said as he pressed it even more firmly until it popped inside, stretching her tender ass muscles around it as she groaned in a mixture of pain and forbidden pleasure at its intrusion. “How do you feel?”
“So full,” she said softly then moaned as he began to lightly slap her ass, reawakening the sting from her spanking earlier and each swat jolting the plug in her ass and sending a zing of pleasure to her incredibly sensitive clit.
She yelped when the next swat landed on her clit itself, the sting quickly morphing into delight. He spanked her pussy hard and fast, making her cry out as the pain and pleasure combined drove her closer and closer to an orgasm beyond anything she’d previously experienced. “I’m scared!” she cried as her body continued to spiral toward the unknown.
“It’s okay, take the leap, baby girl and fly. I will not let you fall.” His voice calmed her fears even as he drove her higher. Just when she was about to explode, he stopped and perversely she was disappointed.
“Are you ready for my cock?” he asked.
“Yes, please,” she said without hesitation.
“You have to promise to let go,” he told her firmly.
“Yes, sir, I promise,” she whispered fervently.
Then he was there stretching her wide over his thick girth as he pressed deep; she shivered, her legs beginning to shudder at the feel of him inside her. The plug planted in her ass stretched her and filled her almost to capacity. With one hard thrust he was inside to the hilt and his balls slapped the plug, sending a jolt of pleasure through her ass.
He held himself there tight inside her for a moment and then slapped his hand down on her clit.
“Ooooooh!” The husky moan was so deep, she barely recognized her voice.
He began to rotate his hips as his hand slapped her clit rhythmically, bringing that unknown abyss back to her.
Keening wails of pleasure rent the air as he drove her closer and closer to the pinnacle. Then the head of his cock found some spot high inside her and he ground against it as his hand slapped down one final time on her clit. She shattered into a million pieces as she soared into the heavens.
The orgasm seemed to go on and on as he began to pound in and out of her now, taking his own pleasure as her body clamped down on his like a vise. She felt the hot spurt of his seed splashing her sensitive inner walls while her body shuddered beneath him.
Time seemed to stand still as she rode the high of her orgasm; she seemed to just float in the stratosphere, every nerve in her body alive and firing. If he’d told her flames had shot out of her fingertips and toes, she wouldn’t have been surprised. She felt as if she’d disintegrated and then been remade into something new.
Into a sexual creature that truly felt every movement she made, she would never be able to take her body for granted again. She would be aware of the slightest breeze against her skin… the sensual lap of water in the bath all of it would remind her of what had been born today.
A woman… complete… replete… and ready for more.
Mr. Black
Chloe pursed her lips as she studied the personal ad on her Kinkitup app:
Headline:
Looking for the kinky girl of my dreams
About me:
Avid self sucker looking for a woman who loves kinky, dirty, sexy fun. I love to show online but would also love to meet sometime.
She blinked at the screen; avid self sucker? Did that mean what she thought it meant? Chloe didn’t believe in kink shaming but… ewwwwww… that definitely did not trip her trigger.
Two men sent her dick pics and a third asked if she would spank him. In her profile she’d clearly said she was a submissive. The results were depressing to say the least; so far she hadn’t come across one real dominant. Especially one that actually wanted to meet.
“Chloe, can you come here for a moment?”
She looked up from her computer screen to see her boss standing in the doorway.
Trenton Black was drop-dead gorgeous and at the moment his blue eyes were looking at her very sternly. Her stomach dropped and she quickly locked her phone. “Yes, sir.”
She stood and followed him to his office. When she stepped inside, he closed the door behind them and then turned the lock.
Chloe looked up at him with wide eyes. “I… ummm… Mr. Black… why did you?”
“I have a few things to discuss with you, young lady,” Trent said as he took his jacket off and hung it neatly on the coat rack behind the door and then turned to her as he rolled up his shirtsleeves.
She knew this couldn’t possibly mean what it looked like but a pool of moisture still formed in her panties as her tummy hit her knees and her mouth went dry. “What?”
“Think about it, Chloe. What have you been doing in your office this afternoon?” he asked as he walked toward her. She couldn’t stop herself from backing away as he advanced.
“Working?” she asked hopefully.
He quirked a brow. “Try again, little girl,” Trent said as he slowly stalked her across the room.
Their game of advance and retreat took them on a meandering path across his office until he herded her to the low couch next to the window; Chloe gave a startled yelp as the couch hit the back of her knees and she fell into its plush cushion.
“Perfect,” he said with satisfaction as he sat down next to her then caught her arm and neatly turned her over his lap.
“Sir!” Chloe squeaked.
“Chloe,” he said in an amused tone as he flipped her skirt over her back and jerked her lacey panties to her knees.
“What are you doing?” she asked in alarm.
“You’re a smart girl, Chloe so I think that would be self-evident. What do you think I’m doing?”
“I think… I think you’re about to spank me.” Chloe said the words in a rush.
“I think you’re right,” Trent said as his big palm slapped down on her upturned ass.
“Oooh!” she exclaimed at the sting it left in its wake.
For a moment he didn’t say anything, just let his right hand do his talking for him as he brought it down in a hard and fast rhythm on her wriggling bottom.
“Please! Owwwww! I’ll be good!” Chloe cried.
“Are you ready to tell me what you did today?” he asked, resting his hand on her now bright pink bottom as he waited for her answer.
Chloe felt her face heat as she looked over her shoulder at her boss. “I was surfing a BDSM personals site.”
“Thank you for your honesty, Chloe. This spanking would have been much worse if you had tried to lie,” he told her.
She sighed in relief that it was over. “I’m sorry… I know… owwwww… wait, you said you were done!”
“I said no such thing, young lady. I said your spanking would have been much worse, my dear, but I’m afraid your spanking has barely begun,” he said as his hand continued to fall in a relentless rhythm that left her bucking in an effort to escape his punishing palm.
“Ooohooo!” she wailed as the heat continued to build in her poor beleaguered backside to exponential proportions.
“Number one, work is not the appropriate time to explore sexual fantasies, young lady,” Trent said as ten swats even harder than any of the ones before landed on her left sit spot.
“No, sir! I won’t do it again!” Chloe yelled. “Not there again!”
“Number two, you will not compromise your safety by perusing online BDSM groups again.” Ten matching swats to the right side. “Am I clear?” he asked as his hand began to fall in the same spot as before on the left side as if he planned to permanently tattoo his palm there.
“Yes, sir!” she cried, as a great wrenching sob rose from her chest.
A matching set landed on the right side again and then he was lifting her to stand in front of him. She gave another shuddering sob as he looked at her. “Now I’m going to ask you an honest question and I want an honest answer.”
“Yes, sir,” she said softly.
“Do you still want to explore BDSM?” Trent asked.
Chloe’s heart leapt as she looked into his serious blue eyes. “Yes, sir.”
“I would like to lead you in those explorations,” he told her. “Would you like to be my submissive, Chloe?”
Her heart was beating a fast tattoo in her chest and the evidence of how eager she was to follow his lead was leaking down her inner thighs. “Yes, please.”
“Take off your clothes,” he said firmly.
She only hesitated for a moment before she began to strip until she stood naked before him.
“Good girl. I want you to bend over the edge of my desk. I’m going to finish your spanking with my belt and then I’m going to take your ass. This is punishment but I’m not going to lie to you, Chloe, it’s also because I will enjoy disciplining you this way. Think very carefully before you bend over the desk, Chloe. Your belting will be hard and I will take you without mercy. It’s who I am,” Trent told her.
A shudder went through her that had nothing to do with pain and everything to do with need. She wanted this… more than he could imagine… it was like he’d snatched the fantasies directly from her mind. She bravely met his gaze and nodded at him before moving to the desk and bending over it.
“Your safe word is red. Use it at any time and everything stops,” he said as she heard the sound of his belt clearing his pants. Suddenly she was very nervous and she gave a soft sound of distress.
Trent’s big hand came to rest in the small of her back and she was flooded with a feeling of safety. She heard the whistle of the belt cutting the air just before a line of fire rose on the under curve of her ass.
A hiss of pain escaped her as his belt lifted away and came back again to leave another line of fire. His warm hand stayed in place, grounding her as he continued to whip her bottom thoroughly.
Five stripes lined her bottom from the middle of her crack to the tops of her thighs and then he worked his way back up. Chloe gave herself up to her punishment and the pain, collapsing over the desk as she sobbed. She didn’t even realize at first that the spanking was over.
Trent was crooning softly to her as he rubbed the small of her back; her bottom throbbed but somehow she felt cleansed and relieved of all the stress that had been weighing her down.
She looked over her shoulder at Trent and gave him a watery smile. “Thank you, sir.”
He smiled back and then his hand was gliding over the scalded flesh of her backside and dipping into the wetness waiting between her thighs. Chloe moaned as his fingers slid into her snug heat and widened her stance. His fingers worked in and out of her for a moment before pulling free and coming up to rub her natural lubricant into the rim of her asshole.
Surprisingly, the pressure of his fingers dipping into her most private place felt good and Chloe found herself pressing back with a soft cry as one finger sank inside to the second knuckle.
“Good girl,” he praised her as he worked the finger in her ass for a minute before adding a second and scissoring them inside her as he stretched her open. “Naughty little subs take it in the ass, don’t they, Chloe?”
“Yes, sir,” she panted as his fingers worked her open.
“Tell me what happens to naughty little subs,” Trent instructed and she heard the sound of a zipper opening.
“They take it up the ass,” Chloe cried.
He removed his fingers and the broad head of his cock teased her tender opening. “Take what up the ass?”
“Their master’s cock!” she cried, suddenly wanting him inside her almost desperately. “Please, sir.”
The hot tenderness in her ass and the burning stretch of his fingers combined with the throb of her clit made her almost desperate with need.
“Ask me for it nicely, Chloe,” he told her.
“Please fuck my naughty ass, sir… please!” Chloe begged.
“Good girl,” Trent said as he pressed inside, his thick cock stretching her wide as he forged a way for himself to the hilt and stilled with his balls resting against her hot ass.
Chloe moaned loudly as he began to withdraw, pulling her hips out from the desk and forcing her to arch her back more as he drove back in hard. True to his promise, he took her without mercy… pounding into her hard and fast… pleasure and pain seemed to blend together until she was spreading her legs wider and pressing back to meet every hard thrust.
She relished his possession… his dominance… it was everything she’d longed for… everything she’d needed and she wanted more.
As he continued to take her in a relentless rhythm, his balls began to slap against her swollen clit and suddenly she stiffened as the most intense orgasm of her life washed over her. Her entire body shuddered with pleasure as her inner muscles clamped down tightly on him and brought him over the edge with her.
Trent gave a growl of pleasure and then she felt the hot splash of his seed bathing the tender inside of her ass.
For a moment he collapsed over her, pinning her to the desk deliciously with his weight. Chloe whimpered when he withdrew, keenly feeling the loss of him inside her but that momentary feeling of being bereft vanished when he lifted her tenderly in his arms. She snuggled into him as he carried her into the executive washroom and stood her in his private shower.
He held her close and gently washed her before quickly washing himself and then wrapping her in a big fluffy towel. She sighed in pleasure when he carried her back into his office and sat down on the couch with her cuddled in his lap.
She felt treasured… cherished… loved.
Smiling up at Trent, Chloe ran a hand over the stubble on his cheeks. “I enjoyed that game, Master.”
Trent laughed. “I did too but how about a little nap before we head home, baby girl?”
Chloe laughed as her husband, lover, and master lay down with her on the big couch in his office. “We have to be out of here by three. I don’t want to embarrass the cleaning crew. They come at 3:30 on Saturdays.”
“I know, honey,” he told her.
Chloe sat up suddenly. “Did you see the ad for the avid self sucker? Does that mean what I think it does?”
Trent pulled her back down against him. “Let’s just say he’s a talented man.”
Chloe snorted then cuddled back in for a nap with her love.