Page 32 of Rory: His to Discipline

Tess wiggled to get away but with his iron grip across the back of her waist, she could not move more than a few inches.

“Rory, this is so unfair,” she grunted, blowing her hair out of her eyes. “You told me that punishment would not be part of making love.” Tess put both of her hands behind her, trying to protect her vulnerable bottom cheeks.

“This is not punishment. Believe me, babe, you’ve got one coming, but this is not it. You will be able to tell the difference. Now, get your hands out of the way and be good, before I have to tie them. You just told me you trusted me,” he scolded, shaking his head.

“I do trust you, but I do not trust you not to spank me,” was the best Tess could come up with in this position. “Please, let me up,” she squealed as his hand gave her a quick and relatively painless smack.

“Move your hands, honey, last chance,” Rory calmly informed her, reaching for one of the neckties he’d left hanging on the headboard. He turned the bedside lamp on its lowest setting for two reasons. One, he wanted to be able to really see her face, and two, he would need to judge the impact of his swats on her delicate behind.

Tess looked over her shoulder and took in his expression. There was no doubt he would do as he said. The blue tie hanging from his hand dangled in front of her like a snake ready to strike. Reluctantly, she pulled her arms back and stuck her fists under her chin in the classic example of a pouting child. Under her breath, she started a litany of complaints in her native language.

Rory grinned. “I took three years of Spanish in high school, Tess. I’m far from fluent, but I think I can tell a four-letter curse word when I hear it, so watch yourself.” Picking up a bottle of lotion, he squeezed a good amount into his hand and plopped it on her bottom, receiving a high-pitched squeak as his reward. In this position, he had access to Tess from her shoulders to her feet, and he began to methodically massage and caress every inch of her. The tense shoulders relaxed under his skilled hands and her bitching turned into quiet moans of appreciation. Every few minutes he would give her pretty bottom several light slaps before returning to his gentle ministrations.

At first, Tess yelled every time his strong hand made crisp contact with her ass, but as time went on she came to see these as penance for the wonderful massage. Her thighs and calves became buttery in his hands and when he bent her legs and rubbed her feet she whimpered in pleasure. Always, he returned to her bottom, slapping and rubbing until she wasn’t sure which felt more exquisite. Her head began to bob on her fists as she melted over his lap until he ordered her to put her head on a fluffy pillow and stop being so stubborn. Tess conceded that this was a great idea and promptly obeyed. Her moans and sighs became rhythmic as he turned her bottom from golden honey to rosy pink.

Testing frequently for heat, Rory determined that she was indeed warming up nicely and dipped his fingers between her thighs, smiling at the moisture that bathed his finger. Starting at her clit, he began to drag his thick digit backwards ending each stroke just above her anus. Rubbing, slapping and stroking Rory controlled her response like a conductor. Her hips rose every time he dipped between her legs. Muscles quivered in his hands like jelly and her beautiful pink bottom rose into his hand each time she felt a spank coming on.

Rory’s cock was rewarded with gentle pressure each time she sank back onto his lap. Sandwiched between her lower abdomen and his thighs, it took a supreme amount of effort not to hump against her. Honey dripped freely from her shaven pussy. Despite her wiggles and whimpers, he never once thrust his finger into her, always by-passing her opening to stroke over her bottom hole. As she got more relaxed, he stopped each stroke at her tiny rosebud, giving it several firm taps.

Tess was beside herself. On one hand, she felt like a Popsicle left too long in the sun and on the other, she wanted to growl and take his massive cock into her pussy in one thrust. It had to be some kind of sin to feel this way. Surely, so much pleasure would be her undoing. She had never been able to understand how some women could be so free with their bodies. Some of her friends in school slept with many boys, bragging about the prowess of this one or that one.

Now that she was in this position, she could understand. If someone had told her she would one day feel this incredible desire, her body on fire, wet, willing and open, she would not have believed it. Each spank warmed her in a way she could never have imagined. What should be pain, was heat. Rory was actually touching her bottom hole and she did nothing to stop him. Blushing, she buried her face in the pillow, trying to quiet her breathless moans.

Rory smiled. Her passionate response encouraged him, her moans, music to his ears. Taking the lube he had stashed earlier, he opened the bottle. He spanked her bottom several times and began the long slow stroke from her clit. Holding her cheeks slightly open he tapped her tiny hole before dripping a generous amount of lube directly onto it. Tess jumped slightly at the coldness but continued to raise her bottom to his hand as he spanked her again.

Next, he picked up the tiny pink butt plug. Rory smiled, it was adorable. Designed like a child’s pacifier, it had a heart-shaped red base to stop it from going any farther into the rectum than intended. When he spotted it at the adult store he could not resist it, imagining it peeking out from between Tess’s lovely bottom cheeks. It was actually the smallest one he could find, much smaller around than his thick finger. The idea wasn’t to cause Tess pain, but for her to submit to him, submit to the intrusion, submit to his will.

Lubing the toy carefully, Rory presented the end at her opening, pushing slowly. Tess’s head popped up in surprise and Rory cupped it, steering it back to the pillow.

“Shh, relax, babe. You’re fine.”

“What are you doing?” she implored a touch of panic in her voice but keeping her head down as instructed.

“I bought you a pacifier,” he replied smiling. “I don’t think it will keep you quiet, just the opposite, but I do believe you’ll enjoy it.”

“No, no, I will not enjoy it,” Tess insisted babbling. Kicking her legs was not a good idea as Rory responded with a sharp smack to her bottom, much harder than anything he had previously given her tonight.

“Tess, this is going in your pretty little bottom. If you don’t like it, we’ll talk about it tomorrow, but right now I’m in charge.” With that Rory began to gently slide the tip of the little intruder into Tess’s reluctant bottom.

“Ow, you are hurting me,” she yelled, drumming her feet against the bed.

“I am not hurting you,” Rory snorted. “This is much smaller than my finger and I know what I’m doing. Now, behave before I get out a real butt plug and show you the difference.”

Tess sniffed, deeply humiliated. How could she love this bossy, intimidating man? What kind of man puts a ‘pacifier’ in your bottom? It felt much, much larger than any pacifier she had ever seen. And he was hurting her, well sort of. It burned a little, although each time he retreated with it, she missed the feeling.

It took several minutes before Rory was able to stretch Tess’s bottom hole enough to fully seat the little plug. To make a point, he removed it several times and pushed it firmly back in, to the tune of her whimpers and sighs.

“There, all done,” Rory stated, once again rubbing Tess’s body and soothing her taut muscles. “Now, did I hurt you?”

“Yes,” Tess pouted trying to remove herself from his lap.

“Liar, and you’re not going anywhere yet. Come on, babe, lie back here and let me make it all better,” he drawled with fake sympathy, patting her bottom.

Knowing she had no choice, Tess complied. Everything he had done before he put in that stupid plug felt wonderful. Even the light spanking had turned her on, too bad he had to ruin it, she thought as he again began to massage her and smack her bottom.

When Rory was convinced that Tess had again become compliant, he slipped one hand under her belly, cupping her pussy firmly. His other hand continued to alternately caress and spank her bottom. Each time a smack was a little harder, she pushed her pussy into his hand. He knew he wasn’t causing her any pain and he circled her swollen clit slowly in reward.

Tess was in a no-win situation. If she relaxed her bottom, his fingers on her clit drove her crazy. If she pulled away from that, she tensed and the plug in her bottom felt enormous. The heated spanks were coming faster and faster as she danced on his lap. Flames licked at her everywhere, on her clit, her cheeks, even her poor bottom hole. Every now and then Rory would pause to spin and tug on her pacifier. Where did he learn these tricks? The only place he didn’t touch was her vagina and at this point she would have sold her fillings for a thick finger there.