The Disciplinarian: A Collection of Short Spanking Stories Read online

  I agreed.

  Tanya smiled and picked up the paddle, lining it up at my sit spots. I closed my eyes and prepared myself, the thought of masturbating in front of her afterwards oddly titillating, making my pussy drip with an anticipation that both humiliated and confused me.

  "Ah!" I gasped, the stroke pushing me forward. She held the paddle against my bottom and, after a few moments, struck again. The strokes were hard and the pain quickly spread, burning my bottom, but then they were over.

  Tanya replaced the paddle in the desk drawer then sat down in her chair, her face directly in front of mine. "Eyes on me," she said, sitting back and nodding. "Go ahead, Andrea."

  Her grin was wicked as I slid one hand underneath me. The fact that she would watch my face while I came, that had to be the height of the humiliation I had to bear today.

  I could leave. I could quit. I could sue her! But instead, with my eyes locked on hers, I pushed one finger inside me, then two, smearing my own juices onto myself, rubbing them over my swollen clit, and, while my boss, my disciplinarian, sat watching, I came, my mouth open, my breath short, the thought of her watching me at so vulnerable a moment making the orgasm that much more powerful, that much more incredible.

  Chapter Five

  Sunday came too quickly and not fast enough. I wanted this over. I was dreading so much about today, the caning, the fact that Mr. Raines would be administering it. I'd grown somewhat attached to Tanya as disciplinarian. I trusted her. It was that moment she had shown her true self, that tiny little moment when she had offered me the choice.

  I pulled up in front of the hotel early Sunday morning, parked next to Tanya and stepped out of my car. My bottom was still sore from the last two sessions but I just had to get through this. Straightening my uniform, I took a deep breath, walked into the hotel from the back entrance and went straight to Mr. Raines' huge office set near the banquet rooms. The door was open and I could hear Tanya's voice as I approached. I cleared my throat and Mr. Raines looked up from his seat behind his desk. Tanya turned to me and asked me to come inside and close and lock the door behind me. I did and my eyes fell immediately onto the cane that lay on Mr. Raines' desk.

  "Tanya tells me you've taken your punishments well," Mr. Raines said as I stood before the desk.

  "Yes, Sir."

  "Today's caning will be the last of it," he said, standing. "But if I ever find out you've broken hotel rule again, young lady, you will be out on the curb, is that understood?"

  "Yes, Sir. I won't do that, I've learned my lesson and I appreciate your giving me another chance."

  "Well, I'm not sure you'll be appreciating this caning. Tanya," he gestured, moving around the desk.

  Tanya rose to her feet and motioned to the wooden chair set in the middle of the room, the back of it facing Mr. Raines' desk.

  "Andrea, come here," she said.

  I followed her to the chair.

  "Bend over the back of the chair, your stance as wide as the legs of the chair and your hands grasping the front legs."

  "Yes, ma'am," I said, my heart rate picking up while my pussy responded as it had become accustomed to responding to Tanya's instruction. I stood close to the chair, my legs as wide as the chair and leaned so far forward that I had to rise on tip-toe to grasp the front legs of the chair. Tanya normally made me bare my own bottom so I was surprised when I felt her hands lift my skirt up, but I remained as I was, even knowing Mr. Raines was standing directly behind me, watching.

  Once the skirt was up, her fingers found the waistband of the cotton panties I'd worn and she pulled them down over my hips and let them slide to the floor.

  "She's still bruised from the paddling," she said, touching a tender spot, "but she can take the cane and you know how to wield it."

  He did? I wondered whom else he had had in here like this, naked from the waist down, bent over about to be caned.

  "I'll concentrate on her sit spots, no thighs. It's her first time over the caning chair, after all."

  They were talking about me as if I weren't here, as if I weren't waiting, my most private parts exposed for them to see, about to be physically chastised by a man old enough to be my father.

  "Six strokes, young lady. Do not move. If you do, I'll have to start the count all over again. And please try to keep the noise down. Take the punishment you've earned in silence."

  "Yes, sir."

  I tightened my hold on the chair when I felt him tap the cane against my bottom, but made sure I didn't clench. Tanya had warned me that if I didn't keep my bottom soft and take my punishment like a good girl, she would be forced to insert the plug in front of Mr. Raines. The caning was humiliating enough for me.

  But I didn't have to dwell on the humiliation for very long because when that first cane stroke fell, it was as though the entire world went silent. I sucked in a breath and it took all I had not to jackknife up and cover my bottom. Tanya must have realized it too because her hand came to my low back.

  "One," she said. "Stay."

  The second stroke landed and I did kick my foot with this one, biting my tongue so as not to make a sound.

  "Two," Tanya counted.

  The third landed and tears fell from my eyes, a small cry escaping now as the stripe burned into my ass.

  "Three."

  The next two came quickly, the sound of the cane whipping through the air all that I could focus on. By the time the final strokes fell, I was sobbing. Any arousal I had felt when Tanya had punished me was nonexistent. The only sensation now was pain.

  I knew better than to move without being excused from my position and I remained bent while hands touched my bottom. At least they were Tanya's.

  "You'll feel these for a little while, I think," she said, running a finger over the welts, the pressure making me flinch. "I'm satisfied with this. You, Thomas?"

  "Yes, I think we've taught a lesson. Stand up, young lady, and get yourself together."

  "Yes, sir," I managed, pulling my panties up as I straightened before turning to them. Tanya handed me a tissue and I wiped my eyes and nose. "Thank you, sir."

  "See that I don't find you up for reprimand again. It'll be double the strokes if I do."

  "Yes, sir."

  "You're excused."

  "Wait for me in my office," Tanya said.

  I nodded and ran as quickly as I could out of the GM's office and to the shelter of Tanya's. I didn't have long to wait before she came inside and closed the door. She smiled at me and took me into her arms while I wept for what seemed like an eternity but in reality was mere minutes.

  From that point on, Tanya and I shared a special bond. She became my disciplinarian as well as my confidante, friend and sometimes lover and I learned how valuable discipline administered with love could be.

  The End

  Paying Rent

  by Casey McKay

  The meatloaf smelled like it was done. The timer hadn't gone off, but Amber knew from experience that didn't always mean the food wasn't done yet. She pulled the meatloaf out of the oven, placing it on the stove to rest while she began mashing the potatoes.

  Meatloaf and homemade mashed potatoes, was it too much? She may have been tipping her hand and making it completely obvious that she was buttering Tony up for something. Hopefully he would be too hungry to notice.

  What was she getting herself so worked up for? Surely his warning last month was just an empty threat. Who even did that anymore? Tony could be a caveman type, alpha male, but he would never lay a finger on her, especially not to spank her.

  She gulped at the thought. A tiny part of her might have even been excited at the prospect, but no, he would never do that. Tony was her brother's best friend; she had grown up beside him. Sure, she was always the annoying little sister and they would never let her hang out with them, but Tony always went out of his way to talk to her, even when they were kids.

  Which was why, two months ago, when she finally got asked to leave her university after struggling on
academic probation for three years, the only one she could think to turn to was Tony. Her brother, Sam, was 'finding himself' or whatever he was doing out in the desert, she couldn't even reach him half the time, and her parents had moved to Hong Kong last year. It was a business opportunity for her father and she might have gone a little overboard in convincing them that she was fine and had everything worked out.

  Even then she had known nothing was fine, she was barely scraping by at school, even when she did take the time to apply herself, but this past semester had been the last straw. She failed all of her courses and was brought before the academic review board. Then they asked her to leave. She didn't even know they could do that. She thought as long as her tuition was being paid they wouldn't care. So just like that, she had no future and nowhere to live. She still shuddered to think what she must have looked like showing up on Tony's doorstep. Pitiful. But he was her only hope.

  She didn't expect him to care much about why she was there. She was just looking for a couch to crash on until she could get enough together to— well, to do what exactly, she wasn't sure yet. She lied and told him that they had suspended classes for the semester for fumigation. It sounded like a terrible story, even to her own ears, but Tony didn't press her.

  After he made sure she wasn't in any grave danger, her health was in check, and she wasn't in trouble with the law, he agreed to let her stay. He even offered her a spare bedroom so she wouldn't have to sleep on the couch.

  He was attentive, a little too attentive, if you asked her, but he was nice enough to give her a place to stay so she tried not to resent him for it.

  It was just, he had all these rules, so many rules. And who did he think he was trying to tell her how to live her life? Okay, they were really simple things. He asked that if she dirtied a dish she also wash it, and not let them pile up in the sink. He asked that she not leave her dirty clothes on the bathroom floor after she showered— that was what the hamper was for— he'd even said that, like she didn't know! Those were simple roommate rules, things she could live with even if she didn't always remember.

  But then he would make her promise to lock the door if she were home alone, like she was a kid. One night he even sent her to bed. She hadn't known if he was serious that night or not, but the look on his face had made her think better of arguing. She was pretty tired anyway, but she honestly couldn't remember the last time someone sent her to bed, maybe never.

  When he had taken her in she had offered to pay rent. She hadn't a cent to her name, she'd been relying on her tuition being paid, being boarded in the dorms and living off of her meal plan. Apparently she didn't have a meal plan anymore if she wasn't a student. But she felt ridiculous showing up empty handed with nothing to offer Tony so she told him she could pay him rent.

  He had smirked at her suggestion, as if he had known she had no money. When she came up empty handed at the end of the month he told her if the 'fumigation' was still going on he would let her stay, but that she needed to find herself a job and he expected rent on time next month. That was exactly thirty days ago. She knew because he had circled today's date on the calendar in red. She was supposed to pay up today. Only she didn't have the cash.

  Well she did have the cash, at one point, but now it was gone. She had only meant to buy a few things, but the next thing she knew she was back at Tony's house with armfuls of bags of cute new clothes and not a dime to give him toward the rent.

  She heard the front door open and quickly busied herself sauteing the string beans she had going on the stove.

  “It smells amazing in here,” Tony remarked as his heavy work boots clomped into the kitchen. “What are you cooking, Amber?”

  She shrugged and didn't turn to look at him, lest he see the guilt on her face, “Just some meatloaf.”

  “Is it your mom's recipe?” he asked. He was right behind her now, she could feel the heat of his body as he peered over her shoulder to glance into the pan. “What's the occasion?” he asked, casually, but she could hear the suspicion in his voice.

  “No reason,” she lied, as she switched the burner off under the string beans. She turned to get a plate to put them on and slammed right into Tony.

  Tony steadied her with a grip on her shoulders, it felt like his touch burned through her shirt and lit her skin up. “Really? No reason at all? Not even that today's the day you're supposed to give me your rent money?” He gave her a crooked grin as he raised his eyebrows at her and her stomach flip flopped as she met his gaze.

  “Uh,” she stammered. He knew, of course he knew. Could she lie right to his face? But she would be found out soon enough when she couldn't produce the rent.

  “You're already in trouble, don't add to it by lying to me,” he warned, releasing her and walking to the refrigerator to pull out a beer.

  “Why am I in trouble exactly?” she asked as she puffed her chest out. Suddenly, she wasn't hungry for any of the food she had made.

  He quirked an eyebrow at her as he took a slug from his beer.

  She was in trouble all right. If he kept looking at her like that they would both be in trouble. “Why don't we eat? I'd hate for this food to go to waste,” he suggested.

  She nodded, quickly taking plates out of the cabinet. They dished up their food in silence before carrying their plates to the kitchen table. It all seemed so very domestic. They had shared food before, but she had never cooked a full meal for him. Her mind wandered to a fantasy where she would make dinner for Tony every night. She was surprised to find how much she liked the idea.

  “Did we have the stuff here to make this?” Tony asked, his forkful of meatloaf and mashed potatoes halfway to his mouth.

  “I stopped at the store,” she answered, guilt flooding her about where she had stopped before the food store. The only reason why she bought ingredients to make dinner was to make up for the guilt of blowing the rest of her rent money.

  “You don't have to buy groceries with your own money, if you think we need something just add it to the list on the fridge and I'll pick it up.” He shoveled another bite into his mouth and made a moaning noise. “Seriously, Amber, I had no idea you could cook like this.”

  She wrinkled her nose at him, it was nothing more than sticking a meatloaf in the oven and cooking some potatoes. It hadn't taken much skill on her part.

  “I loved when I would get invited to dinner at your house, your mom was always a great cook,” Tony went on.

  She nodded in answer as she pushed the food around her plate, she didn't much feel like eating. Part one of her plan was working though, she had distracted him, now she just had to figure out how to end dinner without drawing attention to the fact that she was supposed to give him her rent today. And then what? She would avoid him for the rest of her life? That didn't seem likely, this was not a well thought out plan. She looked up to find Tony staring at her, a concerned look on his face. “What?” she asked.

  “Earth to Amber, I asked if you talked to your parents lately.” He got that concerned look again as he scraped his plate with his fork. He had already finished his meal and she'd barely taken a bite. “Are you okay?”

  “I'm fine,” she replied and tried to force a smile onto her face.

  His eyebrows narrowed and he opened his mouth to speak.

  She braced herself for it, knowing this was it, the inevitable topic she had been trying to avoid.

  Tony's cell phone chirped, he breathed out a curse and fished it out of his pocket. He glanced at the screen, looking less pleased than before, then he pushed to his feet, “Sorry, I have to take this,” he said, as he was already out of the room with the phone raised to his ear. She could hear him yelling at someone on the other end.

  Goosebumps rose on her arms at his tone, she was happy not to be that person. Tony was one of the nicest people she knew, but she also knew he could be an imposing force when he needed to be. She started cleaning up the rest of dinner as Tony loudly finished his phone call in the other room. He owned his own cons
truction company and she knew they had a deadline to meet for some job he'd been working on. Apparently, something major had gone wrong tonight, from what she could hear on this end of the conversation.

  “I'm sorry Amber, I have to go and deal with this,” he said as he walked back into the kitchen.

  “Is everything all right?” she asked, with real concern, she felt bad that Tony had to go back and deal with something after hours, even if it was saving her hide.

  “Nothing for you to worry about,” he replied as he grabbed his keys and wallet off the counter. “Do you have work in the morning?”

  “Uh, yeah,” she replied, hating that he was asking, because she knew what was coming next.

  “Don't wait up for me then. Get yourself to bed when you're supposed to, and keep the door locked,” he decreed.

  Get to bed when she was supposed to? She wasn't a goddamned child!

  He stood in the doorway, staring at her, waiting for a reply.

  A 'yes, sir' bubbled up in her throat, but she swallowed it down, where the hell did that come from anyway? “Yeah, okay,” she responded, sighing and turning away from him.

  “We'll talk tomorrow, I haven't forgotten,” he added.

  She gave him a mock salute, she certainly felt like he was her drill sergeant. He laughed a humorless laugh and mumbled something about her 'pushing it'. That didn't sound good, she really needed to stop pushing his buttons.

  ~ ~ * ~ ~

  Tony pulled himself up the four steps of the front porch. They had cut off the water and stopped the burst pipe from flooding the entire construction site, but just barely. He had spent the last five hours bailing buckets of water out of the basement of the foundation. He and his crew only stopped from sheer exhaustion, they would have more to do tomorrow.