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Hailey S Punishment Day 02

Hailey S Punishment Day 02

by dfintner
19 min read
4.69 (36800 views)
adultfiction

DAY 2

Hailey slept better than she would have expected. Maybe it was exhaustion from Friday's punishments, but she had fallen asleep as soon as her head had hit the pillow, and she hadn't awoken until after 8am.

She yawned and winced as she sat up, her butt still stinging from the spanking she'd received right here about 13 hours ago.

After the horrible exposure punishment of the night before, Mr. Charrington had taken her to the kitchen where he'd made her a grilled cheese sandwich and hot cocoa. They'd sat and talked for a half hour about Hailey's childhood, how things had been growing up, and how she'd gotten mixed up with the wrong crowd. It had all been so cozy... except, of course, for the parts that very much weren't.

It was weird, she thought, that he was so easy to talk to. In a way she hated him for what he'd done to her, which she had been reminded of every time she shifted in her chair and winced. But also no one had ever listened to her like this, no one had ever really cared. And being listened to was nice, even if it was by a man who had just punished her naked body.

Before locking her in her room, Mr. Charrington had told her that she could take her time in the morning, he'd make her breakfast whenever she came up. Apparently the punishments weren't scheduled to start until the afternoon.

Hailey took a longer shower than usual that morning, letting the warm water wash over her and trying not to think too much about what had happened or what lay ahead. The spanking had been horrible, but the exposure... she pushed it out of her mind. Somehow the memory of seeing herself in that mirror and looking into Mr. Charrington's eyes as he probed her insides was even worse than remembering the beating.

When Hailey finally finished she toweled off and brushed her teeth. As she left the bathroom she unthinkingly looked for her clothes to put on, only to quickly remember that she wouldn't be wearing any clothes for the next two days. She shuddered again. Try as she might, her mind kept flitting back to her exposure - bending over the bed, spreading herself for him, how she'd felt as she mounted that chair... and she couldn't get her mind off those words he'd said: "We'll be exploring these parts of your body further..."

She was getting hungry and decided it was time to go upstairs. She tried the door and it opened - Mr. Charrington must have unlocked it after he woke up. Hailey walked up the stairs to the ground floor, no longer bothering to cover herself. After all, he'd seen everything there was to see, why waste energy being embarrassed now?

She walked into the kitchen to find the Punishment Agent sitting at the kitchen table, reading the news on his tablet. He looked up and smiled when he saw her.

"Good morning, Hailey! Did you sleep well?"

Hailey felt herself blushing as she felt an involuntary flush of shame at her nakedness. It was weird - a minute ago she had been telling herself not to be embarrassed, but obviously her body hadn't gotten the message.

"Good morning, sir. I did, I barely even remember laying down in bed," Hailey replied.

Mr. Charrington nodded. "Good, I'm glad to hear it. Being well rested is important. Let's get you some breakfast - waffles and orange juice okay?"

Hailey smiled and nodded, sitting down at the table as her host got up and began preparing her breakfast. She couldn't remember the last time someone had made a hot breakfast for her, usually it was some cereal or nothing.

Mr. Charrington kept up a mostly one-sided conversation as he cooked her waffles and poured her juice, talking about political and world events that she hadn't even heard of.

He seems so smart and kind, she thought, like the kind of father she'd always wished she had. But her real dad was long run off, and her stepdad had never made much of an effort to develop a relationship with her.

He served Hailey breakfast and sat down at the table with her. She couldn't help but laugh as he placed the plate in front of her - freshly cooked waffles with berries, syrup, fresh orange juice... with the notable exceptions of her forced nudity and stinging bottom, this was more like a fancy hotel experience than a punishment!

The older man chuckled. "What's so funny?" he asked.

Hailey smiled at him. "It's just... this is really nice, thank you. I mean, this definitely isn't what I expected."

"The way I see it, your punishments are punishment enough, if that makes sense. I want you to leave here on track to a better life, and I don't intend to make you suffer any more than I have to," Mr. Charrington said, looking at her kindly. "I'm glad you're enjoying breakfast!"

Hailey happily ate her breakfast as the two chatted about TV shows and movies they both liked. She was surprised to find how many they had in common, considering that he was old enough to be her grandfather, and she mostly forgot about her predicament as the two kept up a lively conversation.

Soon her plate was cleared and Mr. Charrington had cleaned up the table. She felt a sudden pang of embarrassment as he came back. She imagined the bizarre scene if someone from the outside could see it - a trim, good-looking older man in a sweater and khakis and a naked young lady with a dull red bottom. For some reason she suddenly felt like a little girl, completely powerless.

Mr. Charrington looked at the clock on the wall, which showed it to be just before 11am. "We can relax in the living room until noon," he said, "I've got a large selection of books to choose from if you'd like to read something."

He showed the girl into his library, a point of pride for him. Hailey looked around at the thousands of books - it had been many years since she had read for any reason other than school, and even then she hadn't done much. She picked out a young adult fiction book she'd enjoyed when she was younger. Maybe not written for people her age, she thought, but right now she just wanted something comforting.

As they returned to the living room, Hailey asked the question she'd been holding back.

"Sir, when you said we have until noon to relax, is that when... um... my next punishment is?"

Mr. Charrington looked at her and smiled sympathetically as he took a seat in an easy chair next to the couch. "Yes, it is, but let's not worry too much about that for now. We've got an hour until then."

He turned his attention to his book, a thick hardcover on World War II. Hailey curled up in a corner of the couch and tried to focus on her book, but found it near impossible. Somehow the magical world that had enthralled her as a kid wasn't holding her attention quite the same way at this moment. She kept glancing up at Mr. Charrington, who seemed fully absorbed in his book.

Her thoughts kept drifting to her nakedness and the things that had happened the previous evening. She looked at her host holding his book and thought about those large hands crashing down on her bottom the night before, about how she'd cried and screamed and he'd kept beating her anyway. And she thought about his fingers invading her privatest of places, of looking him in the eye as he fingered and chastised her.

But she also thought about the things she had done to land herself here. She didn't know what she was going to have happen during the rest of her stay, but even what she'd experienced so far was more than enough to make her swear off future criminality.

Time seemed to drag as Hailey watched the clock creep closer and closer to noon. Now it was 11:15... 11:30... she had finally gotten herself to focus on her book when she heard a creak, and looked up to see Mr. Charrington standing. He had an almost sad look on his face.

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"Well, it's that time, Hailey. Let's head back up to my room and we can get this over with."

Oh no, not back to his room. Hailey thought about the dreaded chair and wondered if the straps would be used this time. Surely something horrible was going to be done to her.

She began tearing up again as she walked ahead of Mr. Charrington up the stairs, his hand gently pressing against the small of her back. They arrived at his door, and he opened it to let her in.

The room appeared as it had when she had left it the night before. The bed was neatly made and everything seemed to be in its place. Her eyes were again drawn to the chair and she let out an audible sob.

Mr. Charrington patted her gently on the shoulder as he saw where she was focused.

"You won't be going in the chair for this punishment," he said softly. "This one is pretty simple. You'll be getting 30 belt strokes on the buttocks. I know it will be unpleasant, especially since the hand spanking is still fresh, but you can get through this."

Hailey burst into tears. Far from being happy that she wouldn't be going back to the chair, she was horrified. Her butt, still raw from the first beating, was going to be belted? She remembered how painful just those two hand smacks had been when she had closed her eyes during her exposure, and this would be so much worse.

She was shaking as she turned to him, begging. "No, please, sir. Please! Please I'm still so sore, please!"

She had clasped her hands together and her vision was blurry through her tears. Mr. Charrington embraced her, and this time she didn't pull away.

"I know, Hailey. But it will be over soon. It will hurt, but there won't be any permanent damage. You got this."

He gently pushed her towards the bed. "Hailey, we'll start with you lying face down on the bed."

Trembling, she laid herself flat on the bed. Mr. Charrington gently patted the inside of her thighs. "Spread them, please."

Hailey did as she was told. Mr. Charrington came to the head of the bed and looked down at Hailey, whose tear-stained face looked up at him.

He began removing a thick, brown leather belt that he was wearing. Hailey had noticed it before and had thought it was a good look on him, but now it took on an entirely different meaning, one that filled her with fear. She watched as he folded it in half and laid the looped end on her rear.

"Ready?" asked Mr. Charrington quietly. Hailey tearfully shook her head before burying her face in her hands. She felt the belt lift off her bottom. Then she heard a whoosh and a crack and felt the belt smack against her already sore buttocks. The searing pain took a moment to process.

"Agggghhhhhh!" she screamed, grabbing her bottom with both hands. Mr. Charrington patted her hands.

"You must keep your hands away from your butt, Hailey. I'll be patient with you, but if you can't keep them away I'll have to restrain you. I don't want to accidentally hit your hand and cause any damage."

Hailey was bawling now and trembling from head to toe as she moved her hands back under her face. How could she possibly withstand 29 more of these strokes?

She felt the belt on her butt again, felt it lift and crash down. Her whole body stiffened as she screamed, but she kept her hands in place. "Two," she heard. Again the belt was placed on her butt, again the anticipation and the crash and the pain and the shrieking. "Three."

Hailey stiffened and thrashed but kept her hands in place until after the eighth stroke. The pain was unbearable, and involuntarily her hands flew again to her bottom.

"Hailey... this is your last warning. Please, I know it's difficult, but you need to keep your hands away. Please don't make me restrain you."

Hailey returned her hands to her face again. How, she wondered, would she be restrained? She wasn't trying to cover up, this wasn't fair! Would he strap her into that awful chair? Hailey resolved to do everything in her power to keep her hands away.

"I'm sorry, sir! I'm sorry, I didn't try... I'm sorry, I'll keep them here. Please don't strap me down, please," Hailey choked out, barely comprehensible through her crying. Through her tears she looked at Mr. Charrington, who was gazing down at her with a pitying look on his face.

"I know, Hailey, I know you're trying. I don't want to have to restrain you either. Let's just get through this."

Hailey nodded and buried her face in the bed again.

Mr. Charrington placed the belt on her lower buttocks and smacked her again, before delivering another blow in rapid succession.

"Ten," he said as the girl screamed in agony, "now, we'll pause and I'll ask you to reposition yourself. Please stand up, and stand about a foot in front of the bed, facing the bed."

Hailey began rubbing her bottom as she went to stand up, before yanking her hand away and looking, terrified, at Mr. Charrington. The old man, however, smiled at her.

"It's okay, that's fine while you're taking a new position. The rule about keeping your hands away is really for your safety. Now, let's get you repositioned so we can continue."

Hailey had no desire to continue, but she nonetheless allowed herself to be helped to her feet. Mr. Charrington guided her into position and then had her bend forward and put her hands, face, and chest on the bed. She felt his hand patting the inside of her leg. "Spread them, please."

Hailey spread her legs wide and knew that again Mr. Charrington would have a perfect view of everything she'd previously considered private. He put the belt against her butt, then pulled back and brought it smashing forward halfway up her butt cheeks.

Hailey screamed, and Mr. Charrington pulled back and smacked her again. Her screams got even louder. After five strokes like this Hailey had begun to do a sort of dance, bouncing up and down on her toes. The Punishment Agent didn't let this slow him down. Delivering all ten smacks in rapid succession, he aimed towards the middle and lower parts of her buttocks where he could safely miss high or low.

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Hailey was deliriously screaming and crying now, every ounce of effort devoted to keeping her hands away from her butt. It took her several seconds after the thrashing ended to notice that it had stopped.

"That's twenty," she heard Mr. Charrington say, "We're almost done. Now I'd like you to get back on the bed. I want you to spread your legs as wide as you can, and put your face, chest, and arms on the bed."

Reluctantly, furiously rubbing her inflamed posterior, Hailey assumed the humiliating position. She knew how she must look. She felt like such a little girl, stripped of all her dignity, getting the belt because she had been naughty.

Mr. Charrington once again placed his belt against her butt, now criss-crossed with bright red stripes. He pulled back and for the twenty-first time brought the belt smacking against her, overlapping partially with two earlier marks and filling in the previously unmarked area between them.

Hailey wailed and shook, she had never experienced such pain in her life. The belt was quickly returned to her bottom, but this time it was held there for some time, increasing the anticipation for when stroke twenty two finally came.

This was repeated without incident several more times, Hailey's whole body alternately tensing and trembling as her rear end was beaten. Finally after stroke twenty seven she could take it no more. Her hands flew to her butt.

"No more please! Please! Please no more it hurts so much! Please!" She was shrieking and screaming, delirious from the pain of the belting.

Mr. Charrington spoke softly but firmly. "Hailey, I told you that if you covered up again I'd have to restrain you."

Hailey's screams and terror intensified as she frantically re-assumed her position.

"No please sir! Please! I'm sorry, I'm so sorry, please don't restrain me please! I promise I won't do it again! I'll be good, please! I'm sorry!"

Hailey was blubbering and babbling now, desperate to avoid being put in restraints. She almost sighed with relief when she felt the belt against her bottom again. She screamed but her hands stayed in place for the final three strokes, after which she collapsed on the bed, sobbing. Mr. Charrington began looping the belt back around his waist.

"It's all done now, Hailey. I'm going to go get some lotion for you. Stay there and I'll be right back."

Mr. Charrington went into the bathroom while Hailey laid on the bed crying. He came back out and Hailey heard the popping of a cap before she felt his hands on her bottom and a pleasantly cool sensation.

"Just some lotion to soothe your skin. It may sting a little but don't worry, that's just your butt being sore, the lotion should feel nice."

Hailey's sobs slowly subsided as Mr. Charrington used both hands to work the lotion into her cheeks. It did feel nice, Hailey thought. Her butt was still on fire from the belting, but the cool lotion made a big difference. She couldn't help but feel grateful to the old man for his kindness, even if he was the one responsible for her beaten posterior that he was now caring for.

After a couple minutes Hailey had stopped crying, and realized that she was feeling surprisingly relaxed. As Mr. Charrington continued to gently work the lotion into her buttocks, Hailey let her mind wander. She thought about her parents and how things had gone so wrong; about her now ex-boyfriend and the things they'd done that had caused her to end up here. And she thought about Mr. Charrington too. Good looking for an older man, she thought. And strong, obviously. He was like a strict grandfather, maybe her life would have been different if she had someone like him in her life, maybe she really needed these spankings...

"Hailey," said a voice. Hailey started. It took her a few seconds to realize that she had dozed off, and was still lying face down on the bed where she'd been punished.

She rolled onto her side and looked up at the man standing over her. She gave him a sheepish smile. "Sorry, did I fall asleep?" she asked.

Mr. Charrington smiled back. "How are you feeling?" he asked.

Hailey took a deep breath. "I'm okay. I think that lotion helped. My butt is super sore, but it felt good when you rubbed the lotion in." She could feel her cheeks getting flushed as she said it.

Mr. Charrington chuckled. "I'm glad it helped. Like I told you, I'm required to carry out the punishments that the judge sentenced you to, but I can also make it as easy as possible other than that. You've been very cooperative and I think you deserved some aftercare. Now, let's go back downstairs. Are you hungry? I can make us some lunch if you'd like."

Hailey nodded and stood up. Her butt was still tingling and sore. Gingerly, she walked with Mr. Charrington down to the kitchen. She tried to sit down at the table, but at her first contact with the hard chair she jumped up like she had tried to sit on a tack.

"Ahhh ouch..." she yelped. Mr. Charrington laughed.

"Why don't you go lay down on the couch. I'll make us some lunch and bring it in. That should be a little easier on you."

As Hailey turned to walk into the living room, Mr. Charrington called after her.

"That does look painful, even with the lotion I put on it. I imagine it'll be at least a few days before sitting doesn't hurt anymore."

Hailey felt her face flushing again. Somehow she'd almost forgotten her nakedness, but now his comment on her punished bottom brought the humiliation she felt rushing back. She took a deep breath and turned around.

"Sir, are there more punishments today?"

Mr. Charrington again gave her a look that seemed to say that he was delivering news he didn't want to give.

"Yes, there's one additional punishment today. I'm required to perform that punishment no earlier than 5pm, so we've got the afternoon free."

Hailey had expected this, but still she found herself choking back tears while asking her next question.

"Sir, is this next punishment going to be another painful punishment, or more humiliating like the exposure punishment?"

Mr. Charrington sighed and appeared to think for a moment. "I'm not supposed to give you details until I carry out the punishment, but I'll tell you that you're likely to find it more uncomfortable and humiliating than painful."

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