The next few years were very happy ones for him. His job meaningless, his great passion Miss Kendall's home. She set goals for his health, sending him to a personal trainer three evenings a week. He took additional cooking classes, especially baking and pastry. His whole life revolved around hers. Every evening he looked forward to the moment she walked through the door.
He even catered a dinner party for seven of her guests. The reviews were good. She was pleased. She complimented him on the way he kept her underwear clean and folded. "Much better than machine washing." Her compliments meant everything to him. Still conscious of the need to give her space at home, he did not dote. Instead he greeted her and retired to the kitchen, laundry, or health club.
She put him over her knee whenever he needed it. But he needed it less often. There was a reason. Six months after his paddling, Jim broached the subject of being allowed some time out of chastity, a holiday of sorts. "Are you planning on going somewhere?" she asked.
"No, but I thought we should discuss when we might let me go free for limited times."
"Ah James, you have been so attentive these past few months, and I have felt so free around you. You wouldn't want to change that, would you?"
"Of course not, Ma'am." He had taken to responding to her questions that way. "I only thought maybe there could be an alternative."
"Are you finding your little cage frustrating? It has the opposite effect on me. I find it empowering."
"I just thought."
"Yes, I understand James. Miss Lake warned me when we got into this contract that someday you would beg to be free. She offered an alternative plan."
"Yes, Ma'am?"
"She said they have a release option for long term chastity wearers. You and I decide upon an appropriate cost for release and they take care of it all."
"I don't understand."
"To put it bluntly, you remember the enhanced option before your paddling? We simply agree on the cost for release. They drain your balls before applying the cost - some form of corporal punishment, I expect."
"Let me think about that."
"Certainly James."
Not long after they decided the cost would be six English style cane strokes: "six of the best." Mistress Jacobs was very happy to see him again. She told him she didn't get to use the cane nearly as often as she liked. She enjoyed caning him. He never failed to howl and complain.
He was not strapped down for his caning. After the nurse unhooked him from the machine, he would kneel, head to floor until Mistress Jacobs entered.
At her instruction, he stood and bent over the exam table, backside bare. The nurse used her phone to make a recording. Mistress Jacob's took her time between stroke. This was not punishment, only the cost of release. She acted as if this was fun, even enjoyable. James, somehow, never got past the absolute agony of each stroke. He wished she would just get it over with. Six quick strokes must be better than having to wait for the inevitable wave of searing pain each time.
Even so, Jennifer seemed to believe that enhanced caning was a reward a reward good behavior. Every few months Jennifer would announce his reward and then review, with him, the video recording of the caning. She would rub his head while they watched his face contort with each stroke. To James, the video seemed like his gift for her. The smile watching it was reward for him.
A year later, things began to change. Jennifer thought it would be good for him to learn some personal self-defense. It might give him self-confidence. They decided to unlock him on Sundays so he could participate in martial arts classes. She set the key out for him if she had a guest with her on Sunday morning. Sunday afternoon after class he locked himself back in the cage. He dropped the key into a lock box he purchased for the purpose. It had a slot on top. He enjoyed her confidence him. He kept his promise - no masturbation - because she expected it of him.
Sundays were all on the honor system, but once in a while on Monday morning she checked to be sure he was locked up. Unannounced, she would put her hand on his pants, feeling for the cage. "Very good, James," she would say. Her bright eyes never failed to make him feel proud and happy.
With major litigation at hand Jennifer spent long hours at her office, often including evenings and weekends. Jim thought she might like dinner at work. He prepared her favorite fire roasted vegetables with seared ahi tuna. He delivered it to her office. He cut it all into bite size pieces so she could use chopsticks even though it wasn't Asian. He used a balsamic reduction sauce with toasted sesame seeds.
She was surrounded by files. Two junior associates scurried in and out of her office. She said, "Why thank you James." Her smile was all he could ask for. He took to delivering dinner whenever she worked late and responded "yes" to his text query.
As the lead attorney on an international patent infringement case, she worked hard. She brought the plaintiff corporation to her firm. She acted as outside counsel for the client company. She would argue in Federal Court and before the World Trade Organization. This one case could make her a full partner. He wanted to be supportive in every way possible.
He took care of her life, freeing her to work on her project. She let him manage everything. He managed her accounts, paying her bills and writing checks. She signed them when she came home. He sent them out the next day. That's how he learned how much Midway Correction charged for one of his visits. Only then did he realize what she spent on him. To pay that much for his "release" from chastity meant a lot.
