In the next few weeks Diane and Thomas fell into a steady routine. Diane would instruct Thomas that he was to be ready to receive her on certain days, she would stick her fingers in his butt, stretch his rectum, and thoroughly massage his prostate. At the end she would take his little cock in her mouth, suck his entire load down her throat and ride his face until she was too weak to sit up. For two people as anal as they were, the routine brought them a lot of comfort and mental peace. It was structured, orderly, and controlled. Diane finally had taken the full control over her husband's ass that she desired, and Thomas was receiving orgasms that were approximately a thousand times more intense than any he had ever had with his dinky wiener. Neither had even come close to suggesting that they go back to vanilla vaginal sex; it was butt-sex or nothing.
Although what they had settled into was comfortable, Diane knew that she needed continue the training regimen. She was determined to become the sole and permanent penetrator in their relationship, the one with total sexual control over his BB&C (butt, balls, and cock). She knew that at this point Thomas would put up little resistance to her, but she knew his brain would become most addicted and amenable if she took things at an even pace.
The evolutions began slowly and their encounters gradually changed in a few ways. Firstly, since Thomas' first milking he was regularly being drained and thus his balls were never able to swell to the abnormally humongous size that had started them on this journey. Diane actually believed that the persistent emptying was causing them to shrink further. She always inspected them before she went inside Thomas and most of the time they were just tiny little shriveled grapes that clung tightly to the underside of his cock. On one particularly cool afternoon she saw them disappear into his abdomen, leaving his underside looking smooth and flat. Before their anal play his little squirts had just never been enough to totally clear out all the cum in his prostate and testicles. Her play changed all of that: she extracted everything on every encounter. He was perpetually empty.
Second, since his balls didn't require extensive massage, one of her hands was now free to play with herself. She bought herself a small vibrator and would press it against her clit in rhythm with her fingering. Between the post-milking pussy-eating and her vibe she was now orgasming nearly ten times every sexual encounter. She would be sated for a day or two, then the urge to get in his butt would return and she would instruct him to ready his hole.
Third, Diane was very pleased with how she had been able to train his sphincter. Thomas had never been tight per se but in their first few encounters she definitely felt him clenching and clinging with his rear muscles at just a finger or two. As time passed and he became more and more accustomed to being penetrated, his muscles were more accepting. During one session Diane realized that she could start him out with two fingers rather than one. That same day she added a third finger; they both came especially hard that day. After several weeks she now was able to start with three fingers and would occasionally work in her pinky as well. His butthole was just so eager to accommodate her and seemed to loosen every time they played. With every session, with every pleasurable movement of her fingers and orgasm, his brain was slowly coming to associate sexual pleasure solely with his ass. In the depths of his psyche, the recesses of his perverted brain was beginning to think that more, bigger, deeper penetration was what he needed to be happy.
In her mind, the only problem was that Thomas' loads were absolutely pathetic. His tiny little testicles were only able to muster a few drops on each encounter. On the one hand, she relished the control she had over his cum, she chose to keep him empty and drained so he was perpetually empty and drained. In the future, though, she wanted him to make him squirt. She wanted to get in his butt and force massive loads of frothy cum out his tiny cock, to physically see how the power the power her anal intrusions were having on him. Thomas' long-term training would need to include a regimen to help stimulate his production; there were a few more steps before she would set him along that path though.
Thomas had never been happier with his sex life. He had stopped masturbating entirely. This was part out of necessity, he was still totally unable to achieve erection without anal stimulation first. For the most part though it was because pulling his little nub had just never given him the same amount of pleasure as prostate massage did. He had always enjoyed orgasms, who didn't? But for most of his life they were eminently forgettable; he would use two fingers to tug his little dicklet for a few minutes, shoot his tiny load into a tissue, clean himself and go about his day.
Now he was experiencing what true sex must feel like for people. His entire body was spasming in ecstasy to leave him out of breath and unable to think clear thoughts. He felt more connected to his wife than he ever had before. Something about being so passive, so open and accepting of her penetration had driven their connection even deeper. He wanted her to be inside of him constantly, to always feel her presence, a few fingers up his butt that seemed to be dictating the path of his life. He loved it.
Which is why when Diane told him that they would be doing things differently that day he was a bit hesitant, he had never been good with accepting change. He could have played with a few fingers up his butt every few days for his entire life and been content, why would he want to change anything? Those thoughts quickly dismissed themselves. Diane wanted to do something different, Diane was his pleasure source, he should listen. He trusted her to do what was best for him, he would follow her lead willingly and enthusiastically wherever it led.
It was early on Saturday morning and Diane had shuffled Thomas into their bathroom. Next to the sink was a black bulb with a 6-inch long nozzle protruding from the end. "This is an anal douche. It's used to get your insides nice and clean so we don't encounter anything too unpleasant during a more... invasive encounter." She spoke clinically but on the inside she was incredibly turned on, her panties would assuredly need a heavy washing later. "I'll help you this first time but, in the future, you will be responsible for maintaining a nice, clean bottom for me. I will fill the bulb with water, lube the nozzle, insert it past your sphincter, and empty the water into your rectum. Now net on our knees, bend over and spread our cheeks for me."
Thomas obeyed immediately. He never had a single thought that told him to resist. His mind was willing and pliant, he would bend to her desires even if it meant pouring an ocean of water up his ass. Diane noticed how deftly he followed her instructions and smiled.