Company

"If you decide you want to start playing with a guy's ass, especially if he's new, start slow with just a finger or two." Beth put a second finger in Jason's ass. "Then you can build up." She pumped her fingers in and out for a minute or two before declaring Jason ready.

Jason shook his head to clear the cobwebs. He had surrendered to Beth and the feeling of her finger fucking his ass more than he meant to. He grasped the top of the dildo in his left hand and positioned it at the entrance to his ass. He spread his cheeks with his other hands, studiously making eye contact with no one. He started to sit down and moaned as bulbous head was forced into him. His eyes went wide and he groaned. It did hurt momentarily as he adjusted to the girth. He slid down another two inches or so and moved his hands to the side of the chair to lower himself down more slowly. He got nearly down on the dildo before it got stuck around 5.5 inches.

From behind, Beth lifted his face so Clarissa could see it clearly. Looking at her friend, she winked, then pushed down on Jason's shoulders with both hands. He let out a loud "Ahh!" as his weight and Beth's strength pushed him down and forced the dildo all the way in.

"Oh, my," Clarissa said, her hand covering her mouth.

Beth took a pair of handcuffs out and handed them to Clarissa. "He doesn't get to get off the dildo until we tell him he can. Put these on him behind the chair so he can't get up."

Clarissa looked the cuffs over. "These are heavy duty. They're real metal, not a toy?"

"Of course. They have to work under stress. I make him really struggle sometimes."

Clarissa walked behind the chair and threaded the cuffs so Jason wouldn't be able to rise off the chair. "Put your hands behind the chair," she told him. She attached the cuffs, a little tighter than was strictly necessary due to her inexperience.

"Last step, and then we can finish the movie. Put this on him. There is no way he can get this off."

Clarissa took the contraption. It was a blindfold harness with a gag. Clarissa slid the blindfold over his head and then asked him to open his mouth. The large ball went into his mouth and he felt Clarissa tighten it under his chin, as well as over and behind his head. He couldn't see a thing and, even though he tried, he couldn't push the gag out at all. He was trying hard to keep his composure. He trusted Beth, but he was somehow excited and scared all at the same time. Hearing a giggle from the women watching his predicament didn't help his calm.

The women seem to take a break from paying attention to them as they talked through Clarissa's lessons. He tried to listen, but the competing sensations from the clamps, the dildo, the cuffs, and the gag all fought for his attention.

Clarissa had asked Beth how she knew what to do.

Beth answered. "There is no one right way. You could always look on the internet, but a lot of that is just playing out guys' fantasies. You need to figure out what you want. As long as you keep his favorite toy locked up and denied," she pulled on his cage for effect, "he will do whatever you want. Do you know what you want him to do next?"

Clarissa nodded.

"Hand me your phone."

Clarissa did and Beth propped up the phone pointing at Jason.

"Guess what Jason? You're going to be on video now. Don't let me down."

He was distracted and didn't realize that no one would be able to tell it was him with the gag and blindfold on. He tried to protest, but the noises that came from behind the gag didn't change his situation at all. "Go ahead, Clarissa," Beth said and pressed record.

"Bounce."

Jason didn't do anything; in his distracted state, he didn't hear. Beth whispered in Clarissa's ear. Clarissa tugged hard on the nipple clamps, only her arm in the frame of the video. That got his attention. "Show me how close you can get to getting the dildo out."

Jason pushed himself up until the cuffs stopped him, with about an inch and a half of the dildo still embedded into him.

"Good. Now, bounce."

Jason slowly started moving up and down the dildo. He was staying mostly in the middle range of the dildo.

"No, all the way up and down."

Jason impaled himself on the dildo and after a few minutes, he was able to get all the way down comparatively easily. After he got into a rhythm, he felt the nipple clamps being pulled upward. They were being held all the way up, keeping him at the top of the dildo.

"Did I tell you to stop bouncing?"

"No, miss." He only called Beth Ma'am.

"Then keep going."

He lowered himself until he thought his nipples were going to come off, then he felt the nipple clamps pop off. He yelped in pain behind the gag and heard their laughter.

"Now, go as fast as you can."

Jason slammed himself down on the dildo, moaning each time and breathing as deeply as the gag would allow. He felt the familiar pressure building before finally being told to stop.

"Look!" he heard Clarissa say. "He's leaking."

Beth turned off the camera. "Yup. Guys can come that way, if you fuck them long enough in the right position. The dildo, or your finger, just has to keep hitting the prostate."

"Wow. That was fun."

"And, you now have a keepsake whenever you need a reminder of how to be confident."

Clarissa blushed. "You don't mind if I have that video or use that as material if I, um, am feeling particularly hard up?"

"Nope. No one can tell who that is. Besides, it's not him you'd be getting off to; it's the thrill and the power that comes with being in charge. You could even take care of yourself now if you want."

"What? No, no, no, no, no. I can't do that."

Beth gave up on keeping a straight face and laughed. "I know. I was just messing with you," she said to Clarissa's relief. Beth turned towards Jason and Clarissa heard velcro but Beth didn't elucidate. Beth put two remotes on the table, both simple with a single button.

"You remember Pavlov's dogs from psych, right?"

Clarissa nodded and Beth went on. "Guys aren't that much more complicated. They're pretty easy to mold them into whatever you want. You don't want him to have an orgasm, but if he's doing what you want, you can give him some pleasurable reward. If not, or if you want him to improve on something, there's a negative consequence. Right, sweetie?"

Jason couldn't answer, so he nodded, slightly dreading the "negative consequence."

"Try it out a few times. These are just a couple examples of consequences."

"What do they do?"

"Surprise is all part of the fun. I know and he doesn't. For that matter, I know and you don't. Don't you like surprises?"

"I like surprise birthday presents... Ok. Here it goes."

Clarissa pressed the button on the first remote and the dildo in Jason's ass roared to life. Despite being buried completely in him, the women could clearly hear the vibrations. Jason moaned at the sensation and then moaned in disappointment when it stopped.

"Haha. I guess he likes that, doesn't he?" Clarissa said.

"More than he would probably admit to you. Try the other one."

Clarissa did. Jason yelped, as the shock collar Beth had strapped to him sent electricity right into his balls. His legs involuntarily tried to come up and protect his balls, but it was too little, too late.

"What did I just do?" Clarissa asked concerned.

"Shock collar around his balls. It won't do any permanent damage," Beth reassured her at seeing the fearful look on her friend's face.

"Hmm..." Clarissa turned on the vibrator and waited for Jason to relax and start grinding on the dildo. Then she pressed the button to turn on the shock collar. He shot into the air and landed hard on the dildo groaning. She repeated this three times, waiting until he relaxed every time.

"Wicked. Now you're learning," Beth said, taking the remotes and turning off the vibe.

"Look how much he leaked from that."

He would've exploded just then if he wasn't caged and then we'd have to work him up all over again. Jason, we're going to unlock your handcuffs. Don't try to get up and don't take your blindfold off yet."

Beth, within reason, liked the idea of showing something and then having Clarissa try it herself. It was an effective training technique. She took out a pair of odd gloves and put them on the table. She put up a finger to hold off Clarissa's questioning look. "I want to see if you can guess why I love these. Why don't you unlock his handcuffs?"

Clarissa took out the keyring. It took her a minute to find the handcuff key and figure out how to unlock the cuffs. Jason moved his shoulders to get the blood flowing again, then rested his hands in his lap. Beth had him put his hand in the glove-like contraption, make a fist, and then she pulled it tightly and locked it.

"Your turn Clarissa."

It took Clarissa longer, but she managed to get it on and secured it.

"What do you think?" Beth asked Clarissa.

"They're weird. Kind of like handcuffs that aren't secured to anything?"

"They're called bondage mitts. You have no idea how much they limit you. I could put him in a closet and close the door; he would be stuck until I opened it. You almost completely lose the use of your hands."

Beth took off his gag and blindfold.

"Thank you, Ma'am," Jason said. His eyes were sensitive to light and always took a few minutes for his jaw to feel normal after.

"Want to see a trick that drives him out of his mind?"

"Sure."

"You can't try this one though." Beth turned his vibe back on, then leaned forward and took his caged cock in her mouth. Her tongue flitted in between the bars of his cage.

"Oh God," he moaned.

"Damn," Clarissa said as Beth finished. "You really got him all hot and bothered. It looks like the cage is going to pull his balls off if he gets any more turned on."

"Watch this."

Beth took off her necklace. It had a key on it. Clarissa noticed the way that Jason's eyes followed the key. She put it on the far side of the table and took out her phone.

"I just set a 5 minute timer. This is a one time offer. If you can get your cage off and come in the next 4 minutes and 45 seconds, you have my permission." She turned her head and winked at Clarissa.

"Yes, Ma'am. Thank you."

Jason knew his chances were slim to non-existent, but he had to try. He got up gingerly and there was a plop-sound as the dildo finally came dislodged from his ass. He walked around the table and tried to pick up the key in the mitts, but only knocked it on the floor.

"Four minutes."

"Shit," Jason said under his breath. He laid on the ground and took the key in his mouth. He rolled onto his back and managed to get the key lodged between the mitts. He couldn't angle it correctly or push it into the integrated lock on his cage.

"Two minutes."

"Can I try to unlock the cuffs?" he asked, sounding desperate.

"Ask Clarissa. She has the keyring," Beth said.

"Please?" Jason said.

"Sure," Clarissa said, curious. She held out the key ring, then tossed it past the couch into the living room.

Heedless of decorum, Jason ran to the other room. He picked up the keyring in his mouth, then dropped in on the couch. He had to try to spread the keys out to find the one that would open the locks on the cuffs.

"One minute."

Finally, Jason saw the right key. He took it in his mouth, but the lock on the cuffs kept moving as he tried to push it in. Just as the key slid in, Beth shouted, "Times up."

Dejected at this failure, Jason walked back. He presented his wrist to Clarissa and she grabbed the dangling keyring.

"Nice try, honey," Beth said in a mock-soothing voice. "Listen, I'm thirsty. Playing with you is tiring. Why don't you get us some water?"

"Yes, Ma'am. Will you take the mitts off?

"Nope."

Jason nodded and walked to the kitchen. Slowly, he walked in glasses one at a time in between the mitts. He had trouble getting the fridge open and had to resort to using his mouth on the handle. Ever so slowly, he carried the pitcher of water to the table. He didn't have his normal dexterity and knocked one of the glasses over.

"Jason!" Beth said, pretending outrage. "You spilled our guest's drink."

"Yes, Ma'am. I'll clean it."

"Of course you will, but I don't think that's quite good enough."

Jason heard their amusement as he struggled with the paper towels. Within a few minutes, the water was clean and the only damage done was to Jason's pride.

"Now that that is done, have you thought about what you deserve for being so rude to our guest?" Beth asked.

"Yes, Ma'am." Jason swallowed, having realized what Beth was leading him to. He wasn't worried about being punished, per se. He was worried about how much Beth might want to show off for her friend.

"I deserve to be punished."

"Absolutely," Beth said.

Beth took our four ropes and handed one to Clarissa.

"Jason, put out your arms. Clarissa, Just watch what I do and do it to his other arm," Beth said. She was confident and in full control. She showed Clarissa how to find the bight in the rope and then soon after there were one-column ties on both arms.

"You know what to do Jason. Assume the position."

"Yes, Ma'am."

Jason bent over the table and, in no time at all, was stretched forward over it as the ropes were secured to the front table legs.

"Do you remember how to tie the tie?" Beth asked Clarissa.

"I think so, but not positive."

"No problem. It takes a few times to build muscle memory. Watch me."

Beth repeated the tie on one ankle while Clarissa did the other. When they had finished tying his actual legs to the table legs, they were spread so far apart that only his toes were touching the floor. He was splayed out, exposed, and vulnerable.

"I always like to tie him down when he needs a real punishment. It's fine if we're just playing at spanking, but if I want to punish him, this is better. He's completely exposed to me. His legs are spread so he can't clench and lessen the impact. He feels it more when he is tied up, plus it reinforces the power dynamic."

Jason would have been amused by how Beth's tone sounded like a college lecturer if he hadn't been anticipating and dreading what was to come. He knew that Beth had taken out some of their implements, but couldn't see which.

"OK. You can totally punish someone with just your hand." To demonstrate, she hit him with 10 quick and hard strikes, leaving the outline of her hand in red on his pale ass. "Of course, it starts to hurt my hand and I don't really want anyone else's hands on his ass. No offense."

"None taken."

"So we're going to use some of our implements. If you like this, maybe I'll even show you our playroom next time you visit."

"You have a playroom?"

"Focus, Clarissa. Go pick out an implement."

Clarissa walked to the counter, slightly overwhelmed by the choices. "What works the best?"

"Oh, they all have their uses. The cane stings a ton and leaves great marks. The paddles are more of a thud and leave some nice bruises if you use them long enough. Why don't you try one of the brushes? They're less intimidating to look at -"

"Maybe for you, Ma'am," Jason interjected.

"Interrupting me will get you extra strokes. Now, as I was saying, they don't look intimidating and you already have them at your house. They're wood, so they sting."

Clarissa grabbed the wooden hairbrush, thinking that it might be easier to use than the long bath brush.

"How many times do we hit him?"

"Sometimes I give him a number. Sometimes it's more effective to leave him guessing. When we're convinced he's sorry, we'll stop. OK?"

"I'm sorry," Jason said.

"Nice try," Beth replied. "Clarissa, you're up."

Clarissa put her left hand on the small of his back and hit him 10 times with the hairbrush, alternating cheeks. It hurt, but all Jason could think was that she didn't hit nearly as hard as Beth.

"No, no, no. You're being too nice. Like this."

Beth stood on his other side and went to town with the bath brush. It was longer and gave her more leverage. She was watching Clarissa's face as she made Jason yell out. "Can you do that?"

Clarissa looked suddenly more resolved. She hit much harder, methodically using the brush about 30 times slowly until Jason started crying out as he had with Beth.

"Good. Now, hit just as hard, but fast. Don't give him any time to recover."

Clarissa nodded and increased her pace so that Jason couldn't recover between swats. When she finished, she was a little winded and Jason's breath was heaving.

"Excellent. If you felt his ass, it would be very warm, almost hot to the touch," Beth said with her hand rubbing his ass. "Plus, you see how red it is. That's what you want. Do you think he's sorry yet?"

"Well, he didn't do all that much wr-"

"Shh! Let's try something different."

Clarissa picked up the cane. "What about this?"

"Perfect. This is your favorite, Jason."

Jason groaned.

"Let me show you. There's a technique to this one."

Jason felt the cane tapping on his ass, then heard the distinctive "swish" sound before it landed on his ass. "Ow. Fuck!"

"Tsk. Tsk. Language. Do I need to add extra?"

"No, Ma'am. Sorry, Ma'am."

"Clarissa, come here."

Beth handed the cane to her and then stood behind her, like a golf instructor and helped her deliver the first stroke. It got an exclamation out of Jason, but he managed not to curse.

"Look - you added a perfect second line. Add 3 more."

Clarissa did.

"2 questions before we go on. Do you feel strong and confident now?"

Clarissa lifted the cane and looked at it. "You know, I really do. I wouldn't have expected that, but I do."

"Excellent. Do you think he's had enough?"

Clarissa smirked and hit him one more time. "Now I do," she said and laughed.

They worked together to untie Jason and put the ropes away.

"I think I need a break soon Clarissa. Do you want to go out for a little bit?" Beth asked.

"I could go for some ice cream."

"That sounds great. We just need to put Jason away. One of the great things about being in charge is that you can put him wherever you want and he'll be there waiting anxiously for you to get back. It's quite fun. Can you unlock his cage? I have an idea."

"Really? We're not going to let him come are we?"

"Haha. Of course not. Jason, I'll take off the cage, but you are not allowed to touch yourself."

"Yes, Ma'am."

Beth took out another toy from the bag while Clarissa tried to figure out how to unlock the cage. She did, after a minute. Jason took off the cage and put it on the table. His erection sprang to life and he somehow felt even more exposed.

"Jason, get on all fours. We don't have all day."

"Yes, Ma'am."

Beth walked behind him and kicked his legs further apart, giving her and Clarissa more access. She knelt down and pulled his balls uncomfortably behind him then attached a long wooden device. It went behind both legs and there was a hole in the center that his balls went through.

"Clarissa, come lock this. Yes, it's that key." Beth screwed it on and Clarissa locked it as her eyes bulged.

"What is that?"

"This is called a humbler. The name comes from how he has to crawl. I imagine it's quite humbling. He can't stand up - watch. Jason, try to get up."

Jason did, but only made it partway to his feet before the pain in his balls made him return to the supplicating position.

"Ooh, that's evil," Clarissa said.

"Plus, with his balls pulled like that, he couldn't jerk off even without the mitts on."

After having been made to fuck a dildo and spanked in front of Beth's friend, Jason didn't think the day could get more mortifying. He was wrong. Beth took out a smaller cloth bag. She took out a leash, clipped it to the collar, and handed the lead to Clarissa.

"C'mon," she said to Clarissa as she turned on the back light and opened the sliding glass door.