Punishing His Ward (Domestic Discipline 3)

Wesley groaned into her mouth, pushing harder against her. She was so soft and helpless, and so perfectly aroused by the situation. In his wildest dreams, he had never thought he'd find a woman that would complement him so completely. While he knew she was surprised by her body's response to any kind of punishment - that had shown clearly in her face - the fact was that some part of her loved it. Craved it. Needed to feel it in the same way that he needed to dole it out.

And she still didn't seem to be able to keep herself from baiting him, which meant that he should get to discipline her quite often. Something to look forward to.

Tearing himself away, he reached up to undo the sash around her wrists. She moaned a little as her arms were lowered, shrugging her shoulders as if the position had been uncomfortable. Wesley rubbed his hand up and down one of her arms, from her elbow to her shoulders, helping to restore the blood flow to her limbs; her head tipped back and she smiled up at him, licking her lips in anticipation. She wasn't going to get what she was obviously expecting.

Turning her around, Wesley pressed her down so that her upper body was resting on his bed. Putting his foot between hers, he pushed her legs apart. She made a faint little sexy noise as her breasts squashed against the bed and he was sure that her nipples would be feeling particularly sensitive after the clamps. The sheets on his bed would rub against them, arousing her even further. And tomorrow she would feel every twitch of her dress against the tender nubbins. The wet folds of her pussy glistened in the moonlight, deep shadows making the lips look nicely pronounced.

In this position he could truly appreciate what his belt had done to her luscious bottom cheeks; he could see the raised sections from the edges of his belt, the swollen redness of the rounded mounds, and the darker spots that would be slightly bruised on the morrow. When he ran his fingers over some of the raised welts, Cynthia hissed and then moaned, her hips wagging up and down. And her sweet little cunt became even wetter, begging for his attention.

Instead of complying with her obvious desire, he put his hands just below those open lips and pushed her thighs even further apart, kneeling down and licking along the outside of her pussy. Cynthia gasped and then moaned as his tongue slid up her sweet center. She tasted of honey and musk, and it might have been his imagination, but her virgin cream was the sweetest he'd ever encountered.

He teased her with his tongue, not wanting her to find satisfaction yet... in fact, he wanted her to be wild before this next part. While he was licking and teasing her cleft, he was also pulling out the box of dilators from the Indian chest. Since she was holding her legs far apart for his tongue, he could use both of his hands for the next part of his preparation. Taking the smallest one, he smeared it with the oil he'd brought back from India. His cock surged as he stood up, placing his hand on the small of her back.

With both of his feet placed on the inside of hers, he ensured that she wouldn't be able to close her legs against him. He pressed the tip of the narrow black rubber dilator to the crinkled rosebud of her anus and began to push in.

******

Cynthia bucked at the strange sensation of something touching her most intimate area. She’d been lost in a haze of pleasure as the Earl had used his mouth on her, eliciting sensations that she’d never felt before. But now he’d stopped and he was trying to do something else entirely. In all the times she'd touched herself, all the time men had touched her, she'd never imagined and they'd never eluded to something like this!

"Oh stop!" she cried out, rather frightened. Whatever was pushing insistently inside of her was incredibly hard, and pushing back against it did nothing to dissuade its entry into her backside. "What are you doing?"

Bad enough that he'd teased her into a quivery, wet mess of lustful need, now he was doing something completely unnatural that did nothing to quench the craving between her thighs. Cynthia's breasts rubbed against the covers, her nipples throbbing as they were rubbed, while she tried to squirm away from the Earl's hard hand on her back. He held her easily in place as the thing entering her bottom nudged deeper.

The tight ring of muscle stretched, and whenever she tried to push it out, it only burned worse and continued its path inwards.

"Just relax," the Earl said, almost soothingly. "It will make this easier. And if you're going to be constantly disobedient enough to earn more than a spanking, you'd best get used to this. Anytime you're naughty enough to merit being birched or strapped, I'm going to follow it by punishing you inside this sweet little arse as well."

Cynthia moaned as the thing seated itself snugly within her. For the first time in her life she felt embarrassed by something a man was doing to her... and yet not even that stymied the flow of wetness from her quim. It just excited her more that he was doing something so perverse, so unnatural, so... so... dirty to her and she couldn't do anything about it.

Then the thing began to move, withdrawing and pushing back in again, the same way his finger had moved in and out of her pussy earlier. It felt strange as it withdrew, and uncomfortable as it re-seated, and yet it wasn't entirely bad. There was something exciting about feeling it moving back there, the sense of fullness every time it was pushed in and the way her back passage burned as it was violated. Cynthia tried to relax, knowing that she couldn’t get away anyway as his hand pressed down on her.

Just as it was starting to feel almost good, as her hips were lifting up to meet the downward stroke, the Earl pulled it from her completely.

"Oh please," she said, the words spilling out before she could stop them as she lifted her hips.

She heard him laugh and she moaned with embarrassment, glad that she couldn't see his face. "This isn't for your pleasure, minx, remember?"

Something hard and cold pressed against her lubricated channel and pushed in. Cynthia gasped as she was stretched wider. It felt like the same thing he'd been using before, but bigger and not yet heated by her body, which made it feel even more uncomfortable as it was pushed into her slightly stretched hole. She writhed, trying to escape the uncomfortable stretching, the muscles surrounding that area beginning to burn all over again.

It went deep inside of her, deeper than the first one, and stretched her so much wider. Cynthia groaned and twisted under the Earl's hand, impaled on the hard rubber that was probing her body. But she'd learned a bit from the first one and she forced her muscles to relax, making it easier for the thing to enter her and sink deep, without any extra burning.

But when he began to move it back and forth inside of her, she couldn't help but clench as the intense sensations washed through her, and her spasming hole made the probing burn even more. Cynthia moaned and squirmed, the unaccustomed sensations confusing her.

“Please… more slowly… oh… please stop…” she begged, shuddering and squirming.

“Shh, you can take this,” he said. “I’m going to stretch this sweet little arsehole and get it ready for me.” She didn’t understand what he was saying, his words didn’t make sense, but she did know that the Earl seemed to delight in her begging and her useless attempts to squirm away. She didn't know why she didn't just reach back to stop him; perhaps fear that he might tie up her hands again and then she truly would be helpless against this assault on her privates

. Just the idea made her body spasm again, but she wasn’t willing to admit it.

As before, just as she was beginning to take the invasion more easily, the Earl set the thing aside and she found a third one striving to gain entrance into her tight hole. Cynthia cried out as it pushed past the protesting ring of muscle, her poor burning hole between her poor burning buns was becoming more than she could take, especially the way her body confused pain with pleasure.

She desperately needed to climax, the need growing with every violation, and yet there was no relief in sight from either her desperate erotic craving or the torture that the Earl was inflicting on her backside. First he'd made her outsides burn, and now, as promised, her insides were burning just as much. The sensations were even more intense this third time around, she could feel every inch of the awful intruder as it nosed further into her body than she would have thought possible.

"Oh please!" she cried out again, begging him to stop. And yet, she didn't know what she would do if he did. Part of her didn’t want him to.

There was no need to worry, the Earl was completely unmoved by her pleas as far as she could tell, firmly driving the hard rubber between her cheeks. Her poor hole was beginning to feel quite sore from the stretch and the friction, her backside was fuller than it had ever been before. Cynthia gripped the sheets, her toes curling as the strangest sensation went through her in a rippling spasm; it wasn't quite pleasure, but it definitely wasn't pain either. It left her breathless and panting, her quim clenching eagerly. In some ways it almost felt like when she rubbed herself to a climax, but it was different from that too.

The thick rubber prod withdrew and Cynthia moaned, in both relief and disappointment. Her entire body slumped over the bed as she panted. She felt horribly empty, and yet also hopeful that the strange torment was over.