She was a kinky little slut. He had known her for a few months and had talked to her on many occasions. She was the token lesbian in the office. Not many people knew of her past and most only guessed at her true orientation. She had done anyone at any time. Attraction to a personality was more important than the sex of the person. She had settled down some and was in a committed relationship with a woman that she called her wife. In time they had worked together she had told him many of her stories and they had taken their conversation to places that were not appropriate at work. They had flirted some and had started texting. Things were rapidly turning sexual between them. They spoke in innuendo. The text messages had become hotter and steamier. He began to begin to give her orders. Not at work, certain decorum had to be maintained. The late night texts were the key that would unlock their passion.
"You will do as I ask, my pet."
"Yes, Sir." The word "Sir" was very important. He did not control her and was not her master. She obeyed out of free will and could opt out at anytime. They did this only for fun but she never said no.
"I want a pic of your boobs."
"Yes, Sir. I will."
"I know you will my pet"
"It will be hard. We have company"
"You will find a way."
"Yes Sir."
After several minutes he had not received his desired picture. She had never disobeyed and most certainly never lied. It was time to push her to see how far she would go.
"I don't have my pic."
"I sent it, Sir"
"I am not happy. You must do better."
"My phone did not send it. I will try again"
"Very well. Be quick about it."
"Yes Sir"
He noticed that she had responded well. If there was a legitimate problem with the phone sending the picture he would use it to his advantage. He wanted the picture to masterbate to that night. It was then that a thought entered his mind. If the picture did not arrive he would try to get her to do something for him in person. Now he hoped that the text would not go through.
"Where is my pic?"
"I sent it again sir."
"I did not receive it."
"The phone won't send it."
"But you can text."
"I know Sir. It's weird"
"I will give you 30 minutes. If I don't have it you will be punished."
"I understand, sir."
He stopped there knowing that more texts were not necessary. In their online world she obeyed without question. Now all he could do was wait. He had never pushed things this far with her. The text fantasies they shared were just that, fantasies, but now he was in an interesting position. If he received this picture he would have some new masterbation material for the evening. If she failed to deliver, he could push farther. How far could he go? How far would she go?
He busied himself working around his small apartment. He did the dishes, straightened up the living room, did anything that would take his mind off the clock, off her. Then he heard the quiet single ping. He went to the living room and grabbed his phone. There was a message from her but not the one he wanted, or was it?
"I'm sorry sir. The picture will not send. It is not my fault. I want to please you."
"I am very disappointed in you my pet. You must be punished."
"Yes sir. I understand. What must I do?"
"Do you have a riding crop?"
"Yes sir. I think I can find it."
"Good. What time does your wife go to work?"
"9 o'clock."
"OK. I will be there at 10. Have your crop ready when I arrive. If you do as I ask I may be lenient."
"If I can't find it?"
"You must have something suitable to punish you with."
"Yes sir. I will have it. I want to please you."
"Very good. You are released."
"You are released." That was the code that they had created to say that the dom/sub play was over and all texts would just be as friends until someone said sir or pet. Then it would start again.
He could not believe his luck. She had agreed to meet him for the afternoon and it promised to be very sexual in nature. All he had to do was wait till the morning and head over to her house. He just had to go to sleep and morning would be here before he knew it. But sleep did not coming easy. A thousand questions and scenarios were going through his head. Was she serious and going to let him punish her in person? Was she expecting him to continue by text? Would he really use a riding crop on her bare ass? How far would she go? Why can't I just sleep? What does she look like naked? He just needed a drink to calm his nerves. He had done this with others before. Why was it so difficult this time?