Expecting a package

Kaitlyn was alone in the royal stall. Galena was out riding George to the ponies' toilet, and Tiny was accompanying them. Kaitlyn was expecting a package.

"Ma'am, I have your parcel." She heard a man's voice from outside.

Kaitlyn opened the door and ordered him to come inside. It was a bearer. He was wearing a typical black vest and dress shoes, with his arms bound behind him, and the bag containing the items she had ordered was hung from his cock. He also had a ball compressor around his balls, which was a bit unusual. Kaitlyn was wearing a t-shirt that showed her belly and a bit of underboob, shorts, and no panties or bra.

"Give me those," she told him.

He obeyed, walking over to me and squatting down slightly so his cock was level with my hands. She slid it off him and opened the bag. It contained a pair of ankle cuffs linked by a 20 cm chain, a cock leash in Tiny's size, and a new set of blinds for Tiny and George. Pulling out the penis leash, her eyes returned to the bearer's cock. His cock was the same size as Tiny's.

"I'd like to try out the merchandise," she remarked with a naughty smile.

"But, I have my next delivery to make," protested the bearer.

"One more word about that, and I'll put in a word to have you assigned as my personal ****," Kaitlyn retorted.

He frowned. "As you wish."

She reached over and grabbed his cock. She ran her hand along the length of it, enjoying the sensation of his soft skin, and then wrapped her fingers around it. Bearers' cocks were always so perfect! Then she attached the leash to it. Then she attached the ankle cuffs, forcing his feet together. Taking the other end of the leash in her hand, she stepped back to admire him. He was standing there completely helpless and exposed, with his cock hanging freely, and his arms tied behind his back. His cock jutted out proudly at the end of its leash. His balls were tight in their compression sleeve, and he was breathing heavily. This was fun!

Kaitlyn glanced around the room, then spotted the treadmill.

"Time for your exercise," she called out to him in a teasing voice, leading him over to the treadmill. He had **** but to follow. She hooked the end of his leash to the fixture at the back of the treadmill, and then started it moving. She started it fairly slow. In a few minutes, she increased the speed of the treadmill, and the bearer struggled to keep up, his ankle chain jangling with the motion. He was sweating profusely by the time she stopped the treadmill.

"Now I'd like to try something else," she said, tapping on his taut leash. She placed the elegant black blindfold she had found on the table over his eyes, and then placed the ear muffs over his ears. He was now unable to see or hear. She started the treadmill again on the slowest setting and settled down in an armchair to watch him. He started struggling against his restraints, trying desperately to free himself. She smiled at his efforts.

She then pulled out a tube of lubricant and poured it into his anus. When he realized what was going on, his struggles grew frantic.

"Oh no, Mistress, please not that!"

It wasn't what he was thinking. She pushed her finger inside, and then a second one, stretching his rectum. She pulled them out quickly, and then she pushed a third one inside. She rubbed the lube around his sphincter, spreading it everywhere, then she gently inserted my thumb into his anus. Then she inserted the tail vibe, locked it in, and turned it on with the remote. It was designed to look like a black horse's tail on the inside, but the plug that sat inside his anus was a vibrator. It made a gentle humming noise. The vibrations caused him to squirm and writhe on the treadmill.

Kaitlyn stood up and walked around the treadmill, observing him as he struggled. He couldn't even bend over without getting off the treadmill, and he certainly didn't have enough strength to pull his arms free of his wrist locks. The chain gave him just enough slack to walk forwards, and he was panting heavily from the exertion.

"You're doing really good, darling," she told him encouragingly, patting him on the cheek. Of course, the ear muffs meant he probably couldn't understand what she said.

He was moaning, and she touched his dick and felt it throbbing through the cock leash attachment. He was close to orgasm, but she wanted him to go further than that. She pressed a button on the remote. The buzzing sound filled the room, making his body jerk and shiver. He groaned loudly as he came, spraying his cum out in front of him. She continued to watch him as he attempted to regain his composure. She left the vibe on low and the treadmill still on the slowest setting. A bearer, his cock didn't soften at all from the orgasm. She wondered how long it would take for him to climax again.

Kaitlyn wiped the semen off his body and the floor with a damp towel she kept nearby. Then she picked up her phone and checked her messages. None from Galena, so she sent her a message asking where she was.

"I'm in the stables," she replied after a few minutes.

"Don't make me come looking for you!" Kaitlyn threatened.

"I'm serious, I won't be long," Galena promised.

"And don't forget to check your messages!" she reminded her.

"Yes, Mistress!"

She smiled. It would be interesting to see what she had been up to.

***

Galena arrived shortly afterwards, and Kaitlyn introduced her to the bearer, who was still being walked on the treadmill. Galena loved how she had got him set up, and thought that the blindfold and earmuff combo was an excellent touch. Tiny and George were horrified and a little bit curious.

"What's happening?" asked Tiny.

"This gentleman has been punished for disobeying my orders," Kaitlyn explained. "He will be doing this until his balls are drained dry."

"You mean he's gonna be on the treadmill forever?!" exclaimed George.

"Well, yeah," she admitted.

"That's cruel!" gasped Tiny.

"It's also very effective," she pointed out. "And, it's part of the sport."

George blushed. "I'm sorry, Mistress."

"Don't worry about it," she assured him. "You'll get used to it."

"Maybe we can help him out somehow," suggested Galena. "Wouldn't want him to die of thirst."

"We could give him water through the tube," Kaitlyn agreed.

Tiny nodded vigorously. "Yeah, that sounds great!"

Galena took a bottle out of her pocket and unscrewed the cap. A trickle of water came through a tube that we hooked up to his mouth, which the bearer drank gratefully.

"Great job, Galena," Kaitlyn praised her. "I think we've done it."

She nodded enthusiastically. "I'll let you know if anything changes."

Kaitlyn turned back to the bearer and watched him drinking. His cock was quite hard, though he was obviously exhausted.

"So, how do you feel now?" She asked him after removing the earmuffs so he could hear her.

"Sore," he sighed.

"How's your stamina?"

"I don't know how much more I can take," he said, continuing to be pulled forward in a shamble by the combination of cock leash and treadmill.

"There's plenty more where that came from," Kaitlyn assured him.

She turned to Galena. "Do you mind if I borrow George? I mean, he's mine anyways until the race, but you know what I mean."

"Not at all, dear," she agreed. "You never know, he might make a good ponyboy."

Kaitlyn laughed. "That's a lot to hope for. I doubt he'll ever go that far, but it's nice of you to say."

"Just trying to be helpful," Galena shrugged.

Kaitlyn looked at George and explained her plan. "George, you're going to have to take a turn riding the treadmill while Galena rides the bearer. You'll only have to do it for a couple of minutes at a time, but I want you to pretend it's for hours."

"But I'm not built for it!" protested George. "I'm short and skinny! And I'm not very strong!"

"Yes, you are," she reassured him. "And you're going to prove yourself today."

"But I don't want to!" he insisted.

"Don't worry; I don't either," she laughed. "We're just here to help this guy. We won't judge you for being weak, we'll only judge you for not trying your best."

"Okay," he relented. "I'll do it."

Kaitlyn stopped the treadmill, unhooked the bearer's leash and removed his ankle chains, then passed the leash to Galena, leaving the bearer's blindfold on. she turned to Galena. "Alright, let's get started."

They removed George's saddle gear, then Tiny helped her put it on the bearer who was still blindfolded, while Kaitlyn took charge of getting George ready. She put the ankle cuffs on him first, then cuffed his hands together behind his back and added an extra rope to keep them fully immobilized. She then attached the cock leash with his name on it to him. His cock was already hard from whatever Galena had been doing with him. His face was flushed red as he stared at the treadmill. She led him onto the treadmill by the cock leash, and he shuffled over. Then she hooked the leash onto the fitting on the treadmill as she had done with the bearer and turned the treadmill on.

George began walking on the treadmill. He was panting heavily, his legs shaking under his weight, but he was still moving forward. He couldn't go very fast since he was so weak, but he was managing to keep up.

Galena's breasts bounced as she rode the bearer. Her nipples stuck out prominently beneath her shirt. She leaned forward as she rode, holding onto his shoulders. She would occasionally bounce forward, causing her breasts to jiggle and her hair to move. She had a look of concentration on her face as she rode the bearer.

Kaitlyn sat on a chair and watched the various predicaments of the boys unfold. Satisfied that George was able to handle the treadmill, she added a blindfold and earmuffs to deprive him of his senses and help him focus as she had done with the bearer.

Galena sat up straight as she rode the bearer, and her eyes widened. She looked down at the man between her thighs and saw his engorged cock pointing up towards her face. She grabbed his shaft and squeezed it, eliciting a moan from the bearer.

Tiny and looked at me strangely. "Why did you tell her to ride him?" asked Tiny.

"Because she needs to learn control, and I think she's ready for it," Kaitlyn answered simply.

"But that means..." Tiny trailed off.

"No!" she declared emphatically. "It doesn't mean anything like that. She's my apprentice, she's learning. This is just practice."

"Oh, okay," he agreed reluctantly. "Sorry."

Kaitlyn turned to George, who was panting heavily. "I think you're almost there," she said encouragingly. He wouldn't be able to make out the words through the earmuffs, but he might able to tell she was speaking to him.

He nodded. "Almost there." He moaned softly as he squirmed on the treadmill, shuffling forwards.

"Keep going," she encouraged him after removing the earmuffs so he could understand her words.

"I can't take much more," he admitted.

"Then you must try harder," she commanded.

He groaned, then gritted his teeth and pushed himself forward. His balls began to tighten, but he didn't stop.

"Do it," she urged him. "Give me everything you have."

He grunted and panted as he reached the end of his endurance. He cried out in pleasure. Galena jumped forward and hugged him tightly, kissing him on the lips.

"Did I give you permission to dismount the bearer?" Kaitlyn scolded her.

"Oh! No you didn't," she realized.

Kaitlyn smiled. "Good girl. Now get back on the bearer."

She climbed back on, and continued riding him. She was panting hard, her tits bouncing up and down under her shirt.

Kaitlyn turned to Tiny. "Is this helping?"

He shook his head. "No...but it's different."

She smiled. "Different, but better?"

He nodded. "Yeah, I guess so. It's more exciting because there's a little danger involved."

Kaitlyn nodded. "Exactly. That's the difference."

She went over to the treadmill and looked at the timer on it. "Looks like we need to speed up a bit."

Tiny and Galena looked at me with surprise. "He's not ready for that yet!" exclaimed Galena.

"It's okay," Kaitlyn reassured them. "Just keep him on track, and I'll make sure he doesn't get too tired."

"No, really," insisted Galena. "Let him get used to it on this speed, and we can try that tomorrow."

"Fine," she acquiesced. There was still a week left before she was to ride George in the Queen's race.

Instead of speeding up the treadmill, she left it on the slowest setting and picked up a riding crop, inspecting George's posture. She wasn't going to spank him very much, but she wanted to make sure he was standing tall and erect.

"Okay, George," she said as she walked behind him. "This is going to be fun."

She flicked the tip of the riding crop against his ass.

He winced, and Kaitlyn smiled. "Relax. I just want to get your attention."

She smacked him again, then took a step back.

"Remember what I told you about controlling your pace?" she asked.

"Yes Mistress," he replied.

"And remember how I reminded you that you're not supposed to get distracted?"

"Yes, Mistress."

"Well, right now, I am. So you need to pay attention to me. Do you understand?"

He nodded.

"So what do you think will happen if you get distracted while I'm riding you?"

"You'd spank me, Mistress."

"That's right. And then I'd spank you again after the race, just to make sure you remembered the lesson."

"Yes, Mistress."

She flicked the end of the riding crop against his ass. "If you can't control your own body, how do you expect to race as a ponyboy with me riding you?"

"I'll be fine."

"Try it again."

He sighed, then whined.

"Like this?" she asked.

She flicked the riding crop against his ass.

He gasped and tried to relax.

She swung the riding crop around in an arc, striking his chest. "Breathe deep. Breathe deeply." She repeated the motion a few times, then ran the riding crop across his chest, down his stomach, and up to his belly button. Then she ran it back down again and gave him a quick smack on the side of his cock, which was held straight ahead by the cock leash. He had finished once when we were getting started on the treadmill, but he was already fairly hard again. "How does that feel?"

He groaned, and she smacked him on the ass.

"Better?" she asked.

"Yes Mistress," he whispered.

"Good. Now pay attention."

"Yes, Mistress."

He moaned softly as she ran the riding crop against his ass.

"Focus on me, George," she ordered. "Pay attention to what I'm doing. But keep your pace constant at the same time."

"Yes, Mistress," he said, continuing to shuffle forward in the connected ankle cuffs.

He was breathing heavily, but he wasn't panting anymore. Kaitlyn knew he was getting used to the sensation of the cock leash.

"Nice work, George," she praised him. "But you need to stay relaxed."

"Yes Mistress."

"Now keep going."

"Yes Mistress."

***

Kaitlyn kept the riding crop in hand as she watched Galena ride George around the room. The riding crop is a useful tool to keep people focused on their actions or to provide a distraction from something else they might be thinking about.

Galena had been riding George for a several days now, and things had gone pretty well. She had learned to ride him like a pro, and she had even begun to apply some basic domination techniques to her riding.

Kaitlyn turned to George. "You're doing great. You've really mastered this task."

"Thank you, Mistress," he said with a smile.

She had given Galena permission to use George in order to train her for the Queen's Race. But now that the race was getting closer, it would mostly be me riding him. He needed to get used to her.

"Okay, Galena. Let's try something a little different today."

Galena gave her a curious look. "What do you have in mind?"

"Something to make us both uncomfortable," she said.

"I don't know. I'm already feeling kind of awkward."

Kaitlyn grinned. "Perfect. What do you normally wear underneath your clothes?"

"Huh? Oh, my panties and bra."

Kaitlyn chuckled. "Not exactly sexy. How about we start by taking those off?"

"Ummm..."

"Or we could go without underwear altogether. That works, too."

"Um..."

"We could also take off our shirts, if that's easier for you."

"Hnnngh... I-I'm not sure..."

"You don't have to decide right away." Kaitlyn laughed. "Maybe we'll change it later."

"Okay, but let's wait until we finish the training session before we talk about it," Galena suggested.

Kaitlyn nodded. "Fair enough."

"Let's just focus on the riding for now," she pleaded.

Kaitlyn nodded again. "All right. And you're doing great with George. He's a good boy."

"Thanks," Galena said. "He's actually very obedient."

"He's also a little stubborn," Kaitlyn pointed out. "You need to be firm with him."

Galena nodded. "Yes. I will." She paused. "Mistress?"

"Hmm?"

"I like being a witch," she said. "I think I could become a famous one someday."

"That sounds wonderful," Kaitlyn said. "But first, you need to learn how to control your magic."

"Yes, of course," she agreed.

"When you master that, then you can start focusing on becoming famous. I'll help you with that."

Galena smiled and nodded. "Thank you, Mistress."

Kaitlyn chuckled. "Don't call me 'Mistress'."

"Sorry."

"You're welcome."

They rode on, and we discussed the Queen's Race and the events leading up to it. They talked about what it was like to be a witch, and what it meant to serve in the queendom.

"I have a question about the Queen's Race," Galena said.

"Oh? What is it?" Kaitlyn asked.

"Do you have any idea why there are only three girls in the race this time?"

"Only three? That seems strange."

"Yes. Every year there's at least five or six."

"Why isn't anyone else racing?" Kaitlyn asked.

"I don't know."

"Well, maybe someone got injured," Kaitlyn suggested.

"True," Galena agreed.

Kaitlyn thought about it for a moment. "I suppose it is possible. But I doubt it."

"I agree. Everyone trains hard during the summer. I don't know why there aren't more girls competing."

Kaitlyn shrugged. "I wish I knew, but I don't. Maybe I'll ask Eliza when she comes home."

"Do you want me to remind her?"

"Sure. Why don't you write her an email?"

"Okay."

Kaitlyn nodded. "It's important that you tell her about the Queen's Race. You need to explain everything."

"Okay. I will. Thank you."

Kaitlyn smiled. "I'm glad you're here. The queendom needs you."

"Thank you, Mistress."