Virgin Ass

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Master trains new submissive and takes her virgin ass.
6.4k words
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This is a 100% true and factual story.

As she sat naked in front of her computer on her butt plug, she began typing her next story. The plug had been stretching her hole for over an hour, only three more to go. Sitting on it made her so horny, her clit was throbbing for attention. She wanted so badly to run to her bedroom, masturbate and use her vibrator to get some relief. But, she dare not disappoint him once again. She had displeased him too many times and each time made her feel worse than the previous. This time, she would follow his instructions, write her story, and wait for his call to remove the plug.

He asked her to document their last meeting and submit the story to him. It was difficult enough for her to remember everything that happened at the hotel, never mind, write about it while sitting on a butt plug, craving some form of sexual relief. Any type of relief would do. Oh, how she needed to cum!

Her asshole was twitching from the plug, which caused her pussy to pulsate and her clit to throb. Every time she recalled that second meeting in the hotel, she became more and more wet. How could she possibly write about what happened while in this condition? Besides, she could barely remember it since she was so new to submission and terrified to meet him that second time. It all happened so fast and now it was just one big blur in her head.

He told her what he planned on doing that night to her virgin ass and she was surprised to discover that she loved every minute of it. He began tormenting her immediately after their first meeting, when he humiliated her in the restaurant, stuffed her panties into her mouth and made her walk back to her car in broad daylight.

After that first encounter, she became a wild woman, emailing and flirting with anyone who sent her feedback from her latest Literotica story. She even shared parts of their first meeting with another author. When he found out, he wasn't happy and told her that she "cheapened their story." After reading his email about how disappointed he was, she felt horrible about what she had done. He was right and she couldn't believe that her behavior was so irrational.

She didn't do it on purpose. It's just that she was so excited and needed desperately to talk to someone about what he did at the restaurant and how he made her feel. There was no one else to talk to. Being new to submission, she didn't know what was happening to her. She was constantly horny and needed relief, needed to be fucked, needed to cum. She knew she was out of control, but she couldn't seem to stop herself.

He knew it too and that's why he called the next morning to deal with her negative actions. He wasn't happy when he discovered her emails to the other Doms, especially the author. She barely slept as she was up all night crying and thinking about what she had done, trying to figure out why she behaved the way she did. Tears were running down her face as she thought about how she disappointed him. All of a sudden, the phone rang. It was Him.

"I am so sorry for what I've done. Please forgive me." She said.

"I know that you are sorry." He replied.

There was a long uncomfortable pause.

"I promise I will never do it again. I won't respond to any emails. I won't ever share our story with anyone." She said.

"Have you showered yet? He asked.

"No." She replied.

"What are you planning to wear to work today?" He asked.

"A skirt, top, high heels, bra and panties." She responded.

"What kind of panties?" He asked.

"I'm not sure yet." She replied.

"Open your draw and choose a pair." He said.

She opened the drawer, looked at her panties and chose a pretty white thong with a cute white satin bow in the back.

"A white thong." She said.

"Lay on the bed with your panties next to you." He ordered.

She lay on her bed.

"Why is your pussy so wet?" He asked.

She felt her pussy.Oh my god. She thought.How did he know how wet she was when she didn't even know?

"Spread your legs." He commanded

She spread her legs.

"Further." He said

She spread her legs further.

"Put your fingers on your clit and move it around in circles." He ordered.

She began moving her fingers around

There was a long pause. He was listening to her breathing, which was getting deeper and deeper.

"I want you to know that I am not doing this for you. I am doing this because you need to cum right now." He said.

She didn't quite understand what he was saying but she was glad that he was still talking to her after what she had done. It never took her long to cum and she could feel an orgasm coming almost immediately after she started playing with herself.

"You know that you are not in control anymore." He said.

"Yes." She replied

"You know that I am going to take control of you." He said.

"Yes." She responded.

There was another long pause. Her breathing was heavier now. The more she thought about what he said, the more she needed to cum.

"I'm going to cum." She said.

"You must ask for permission first." He replied.

"Please may I cum?" She asked.

Another pause.

"Please may I cum Sir?" She asked again.

"Yes." He said.

She started moaning and screaming and came

"Do it again." He ordered.

Surprised at his command, she began masturbating again.

"Is this what you want Slut?" He asked.

"What do you mean?" She asked as she squirmed on the bed

Another pause

"Do you really want to be controlled?" He asked.

"I think so." She said softly while playing with her clit.

"Do you want to be controlled or not?" He asked again.

"Yes. I do." She replied. Panting now from masturbating and listening to his voice, which always turned her on. Soon, she felt another orgasm coming.

There was another long pause as he listened to her heavy breathing.

"Please may I cum?" She asked

"You have disappointed me." He told her.

"I know. I am so sorry. I won't ever do it again." She said. "Please?"

"You need to know that you are not in control anymore." He said.

"Yes Sir. Pleeeeease may I cum?" She asked.

"Do you understand?" He asked.

"Yes." She said. Trying hard to hold it in.

"Pleeeeease?" She pleaded.

"You may cum." He said.

She screamed and moaned louder than the first. She was panting and wiggling all over the bed. When she was finished, she realized that she was on the other side of the bed.How did she get there without even knowing?She thought.

"Tell me how wet your pussy is." He said.

She reached down and put her finger inside her pussy.

"It's soaking wet." She responded.

"Good. Now take your panties and put them in there." He ordered.

"What did you say?" She asked. She couldn't believe what she heard.

"Put your panties in your cunt." He ordered again.

Shaking, she took her panties and started inserting them in her pussy. Fortunately, she chose a thong, not larger bikini underwear. She couldn't believe that she was doing this.

"How far are they in?" He asked.

"Half way." She said huffing.

"Keep going until they are all they way in." He ordered.

She was trying hard to push them as far as she could into her pussy. It was very difficult.

"I have a small, tight pussy. I've never had kids. I don't think that they will fit." She said.

"They'll fit. Keep going." He said patiently.

She kept pushing them in. There was one piece that just wouldn't go in so she stuck her fingers inside her cunt and shifted the panties further into her hole.

Finally, the last piece was in.

"It's in." She said panting.

"Look down and tell me if you see any part of the panties showing." He said.

She looked down.

"I don't." She responded.

"Good. You don't want to get them wet when you're in the shower." He said.

She gasped.

"From now on, you must earn the right to wear panties." He said.

She gasped again.

"You will go to work with your panties in your cunt," He commanded.

Oh God.She thought.How could she go to work without any underwear? Never mind, wearing them inside her pussy. And, of all the days. As an executive, she had to lead two meetings that morning and she was the only woman attending.

"You will not take them out until I tell you to." He ordered.

"Yes Sir." She replied.

"When you take them out, I want you to put them in a plastic bag, seal it and mail it to my address." He said.

"Yes Sir." She replied.

Guess any potential thoughts of taking them out and deceiving him are out of the question.She thought.He didn't miss a trick.

"I will call you later and give you the address." He said.

"Yes Sir." She replied.

There was a long pause.

"Your welcome." He said.

"Thank you." She responded.

"Have a nice day." He said and hung up.

She didn't quite understand it at the time, but the panties actually made her strangely calm and she was finally able to focus on her work. Her head wasn't spinning like it had been when she met him a few days earlier.

Was this what she really needed?She thought.Was his control improving her concentration and making her calmer? How could this be? How could a pair of panties inside her make such a difference in her demeanor?

When she turned on her computer at work that day, she saw the emails from the other Doms. However, she didn't dare open them or respond. She didn't want to disappoint him once again. Little did she know, she would continue to displease him over the next few months.

He left her a voice mail message while she was in her meetings.

"I wanted to see how your day was going. Hopefully you will have more calm about yourself. Call me"

When she called him back he said, "Are you enjoying your day?"

"I'm unusually calm. I don't understand. Why is that?" She asked.

"You have given up some control. You were out of control and you needed some direction." He responded

"Oh." She responded.

There was a long pause.

"Your welcome." He said.

"Thank you." She replied.

"Is there a sex toy store in your area?" He asked.

"Yes. There's one a few miles away." She replied.

"I want you to go there today and buy two butt plugs for us. One small and one medium." He said.

Oh God!She thought.She had never even seen a butt plug let alone use one. How was she going to use it? Her ass had never been used before and she was very afraid of plugs and anal sex.

"But I don't even know what a butt plug looks like." She said.

"Ask someone." He responded.

"OK." She replied.

On her way home from work, she stopped at the store and bought the butt plugs. As she was walking to the store, the wind blew her skirt up and she quickly grabbed it to hold it down.What if someone saw that she wasn't wearing any panties? She thought.Imagine what the people in the store would think if they knew where her panties were.

She was devastated when she saw what a butt plug looked like and how big they were. For some reason, she thought they'd be much smaller. She started crying on her drive home. The stress of the last few days was getting to her. She hadn't slept a full night since she met him, her panties were in her pussy and she had two butt plugs in her car.How did she end up in this situation?She thought. All of a sudden he called on her cell phone.

"How are you?" He asked.

Sobbing she said "OK."

"You don't sound OK." He said.

"I just bought the butt plugs and I don't know how they will possibly fit in there." She said sobbing.

"What color are they?" He asked.

"Purple." She replied.

"They will fit. You did good today. How much further to your house?" He asked.

"About 5 minutes." She responded.

"I call you when you get home. No more tears. Smile." He said.

"OK." She said softly.

She smiled and calmed down a bit on her way home. When she got home, he called and told her to take the panties out and put them in a bag. When she took them out, she couldn't believe how wet they were. They were soaked.Could she have been that horny all day? How did they stay so wet?She thought to herself.

Her clit was throbbing as she continued to write her story. Every time she shifted in her chair, she could feel the plug in her butt. She put her hand on her clit for one second, then immediately took it off. He wouldn't really know if she masturbated. Would he?

She looked at the clock, only 1.5 hours to go with the butt plug. Hopefully, he would call her right away and give her permission to cum when the time was up. She was so horny! The more she thought about the plug in her ass, the wetter she became and she couldn't stop squirming. Thinking about her walk into work that day with her panties inside her pussy, was driving her crazy. He knew exactly how to torment her and she enjoyed every bit of it.

She got up from the computer and went to the bathroom with the plug still inside her. As she wiped herself, she could see how wet her pussy was. Opening her nightstand drawer, she took out her vibrator, laid it on the bed, and placed her fingers over her pussy once again. Holding the vibrator in her hand, she thought about turning it on and pressing it against her clit. Oh! She was so horny! She needed it so badly. The plug was driving her insane!

He stopped her from masturbating over a month ago. She used to do it three times a day. Now she has to wait for his permission. Doesn't he realize how difficult this is for her? It's truly torturous. Why must he punish her like this? She thought.

After he trained her to use the butt plugs, her cravings became worse. Somehow the plug made her even hornier than ever. Would he really know? How bad could the punishment be if he found out? It can't be worse than this? She thought. He told her she was out of control. But how could he expect her to change overnight? Surely there should be some sort of grace period. After carefully thinking about it, she decided to follow his orders by finishing the story, then, she would play with herself once it was completed.

He told her to bring her toys, butt plugs, and two pairs of her favorite panties with her when she met him at the hotel. She was surprised that he wanted her to bring panties since she wasn't allowed to wear them.

That morning she shaved her pussy just the way he liked it, trimmed on the lips and lower areas, with hair on the triangle. Thinking about what might happen that afternoon, her hands began to shake and she was afraid that she might cut herself shaving.

He told her that he was going to tie her up face down and take her virgin ass, then turn her over, tie her up again, fuck her pussy and then take pictures.Oh God! Not pictures!She thought. She begged him for days not to take the pictures. He said that they would discuss it when she got to the hotel.

There were so many times that week that she had decided not to go through with it because of the pictures. But, each time he called, and she heard his voice, she changed her mind. There was something about him that she was drawn to. She was helpless when he spoke to her. He was so powerful, so domineering. He was different from all the others. He understood her better than she knew herself and could see right through her.

She had a reputation to uphold and didn't feel that she knew him well enough for pictures. Plus, she hated looking at herself in photos.What would he do with them? Why couldn't he wait for another time to take them?She thought.A time when she knew him better and felt more comfortable.Sure, taking pictures was in one of her stories, but she wrote that story for someone else. It wasn't her fantasy, or was it?

Even on the drive over, she had doubts. She was so terrified to meet him again that she could barely speak when he called her in her car to give her instructions.

"Are you as excited as I am about today?" He asked.

There was a pause.

"I, uh, don't know. I'm scared." She said as her lips quivered.

She barely knew him and couldn't believe that she was actually going to meet him in a hotel.Why was she doing this? Why couldn't she resist him? Why did he have this power over her?She thought.

"Scared is good." He replied.

"How far away are you?" He asked.

"About 30 minutes." She replied.

"When you get to the hotel, call me from the parking lot." He said.

"OK." She replied.

Driving down the freeway, she thought about how dangerous it was to meet him this way. Though, there was something about him that she trusted. He was extremely intelligent, smarter than she was, which is exactly what she was looking for and needed. When they talked on the phone, it was uncanny how he could read her mind. She was captivated and fascinated by him.

Her heart started to race as she drove into the hotel parking lot.

"I'm in the parking lot," She said shuddering.

"Park over next to the blue car behind you." He said.

Blue car, what blue car?She thought.

"Where are you?" She asked.

"Watching you. I'll be down to meet you." He replied

Her hands were trembling as she pulled her little green bag with her toys out of the back seat. She was wearing a very pretty, very low cut dress that hung just above her knees, with 3-inch black high heels that had an opening in the front that showed her pink painted toe nails. Her double D breasts were hanging out of the dress. She couldn't believe that she was actually walking into the hotel.

There was a tall, older man standing by the elevator with gray hair and a beard. He licked his lips when she passed by him. Looking her up and down, he smiled like he was going to have her for dinner. She thought that the older man called out to Him as he exited the elevator and walked out to the rear door.

He looked in her direction, but didn't make any eye contact.Did he not see her? Where was he going? Should she have waited in the car?She could feel the older man's eyes on her and she freaked out. He had mentioned that eventually he would share her with others.Was he planning on sharing her with this guy today?

She decided to hide in the restroom and collect herself. Sitting on the toilet with her head in her hands, she started shaking and crying, trying to figure out how she was going to escape.

Oh God!She thought.How was she going to go ahead with this? How could she? Especially if there was another man involved. She could barely handle being with him never mind someone else. What was she going to do? But how could she leave when she came this far?It felt like she had been in there forever. She was so torn in her thoughts.Was he looking for her? Maybe she could slip out the back door without him even knowing.

As soon as she exited the restroom, he was right there. She must have looked like a sight to him. Her face was red from being upset. Her heart was racing and she could barely speak. She couldn't remember what he said in the beginning. All she remembered was being handed a room key. He asked her what kind of wine she wanted and told her to wait for him in the room. Her lips were quivering when she asked him to repeat the room number.

When she went to the elevator, the older man was gone. She breathed as sigh of relief.Maybe her mind was working on overdrive and she was thinking too much. Perhaps the older man was just simply admiring her body.

She just stood there, when she entered the room. Being new to submission, she wasn't sure if she should sit down or not. She noticed a small stool sitting in the center of the room and wondered what his plans were for her and the stool.

He entered the room and handed her a glass of wine.

"Thank you." She said.


She took a few sips of the wine.

"You look very nice today." He said.

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