She lays the groundwork for the future

It was late that night that Deedee finally returned home. Stepping into the doorway, she used the experience that many days of shopping had gifted her and carried multiple bags of items in one arm as she moved inside . Setting the bags down she listened quietly trying to hear any noise that would tell her if Trent was still in the house. The faint hum of a television came from the master bedroom of the house. Memories of the past surfaced in her mind as she recalled the arguments of a parent that did not want their child to sleep with the television on.

A grin spread across her lips as she realized that with only one bed in the house at this time, Trent had likely fallen asleep in her room. It only took one step, with her heel clicking off the hardwood floor before she stopped and set the bags down. The sound traveled easily in the home, the sparse decorations one of the few things remaining that linked Derek to Deedee. Grimacing, she slipped her manicured feet from her heels and began to pad softly down the hallway. While it felt wrong to not be wearing heels, moving on the balls of her feet was more natural now than it had been before. In fact, just recently Deedee had noticed a distinct strain when she tried to walk completely flat footed. She knew what that meant for her tendons. In the moments she was able to be honest with herself and admit just how much she enjoyed her new style and appearance, the idea of only being able to wear heels for the rest of her life was actually invigorating. High heels had always been something she loved to see women wear for her, and now she got to wear them for herself.

Deedee’s eyes took in the whole scene of her room through the doorway. Trent lay passed out and tangled up in the sheets of her bed. Her eyes drifted to the side table where she spotted a few of the bottles of booze she kept in the house. Without a glass in sight, it was obvious that her son had been drinking from the bottle all day. Realizing that this would move up the timeline that she and Chloe had worked out earlier, she headed back to the living room and began to rummage through the bags. Her long nailed fingers curled around the pink box that she had worried she wouldn’t be able to use. Pulling it out, she swiftly withdrew the pink plastic object. The cage in her hands brought back a slew of memories from when she had first started training under Miss Jameson.

The thoughts brought back the rush of emotions and feelings that came with the transformation she had undergone. A moment of weakness slipped through Deedee as she contemplated what she was about to do. Once she started this, there would be no backing out. Backing out would risk not only herself, but Miss Jameson as well. And while Deedee was concerned for herself, her concern and worry for the safety and happiness of Miss Jameson was a much larger problem that loomed within her mind.

The decision was frighteningly easier than Deedee felt it should have been. It wasn’t the anger her son had caused that morning, it wasn’t the venom he had hurled at her that finally convinced her to move forward. No, it was the meeting with Miss Jameson. The knowledge that her son had caused her to lose herself and revert back to who she used to be. Deedee’s life wasn’t perfect, this was never something she would have chosen for herself. Yet deep in her heart, in those early hours of the morning where the mind reveals the truths that we are not always comfortable with, she knew she loved it. She loved Miss Jameson and the time they spent together. Yet she craved something more. She wanted to be just like Miss Jameson, and the best way to emulate her was to do what she did. A smaller and hastily ignored part of her mind also found the concept intoxicatingly sexy. A loneliness had come across her evenings as her mistress had spent less and less time correcting behaviors and enforcing discipline.

And so it was with purpose that Deedee once more crept through the halls of her house towards her bedroom. The drone of the TV drowning out any noises her progression may have caused. Slipping into the room as noiselessly as possible, she moved up to the side of the bed. Trent lay on his back, the tousled sheets and blankets covering his sweating form. With delicate and slow movements, Deedee lifted the edge of the covers and slowly began to draw them back. It took only moments for her actions to reveal the naked form of her son as he lay there. Looking down at her eyes instantly focused on his dick as it lay nestled between his legs.A giggle nearly left her lips before she was able to lock it down with willpower alone. While not overly endowed by any means, Deedee’s own 7 inch she-cock was much larger than her son’s little dicklette. It was clear that some of his venom towards women was a product of his unfortunate size, and the attitudes that came with that.

Slipping the cage on was almost too easy with how much of a change it would signify. Deedee almost thought that it should have been a much greater fanfare, yet she knew this would make her life much easier over the next few days. With a click that seemed to echo through the room, the lock sealed. Stepping back, Deedee took time to actually look her son over for the first time since he had come home. Trent took after his father in some ways, and after his long gone mother in others. From both sides of his family he had managed to get the same body shape. Deedee, her ex-wife, and Trent were all blessed with an ass that could stop traffic. While Deedee’s had been the smallest of the three, her recent enhancement surgeries had changed that. Still, it was with surprise that she realized Trent’s bouncy ass almost matched her new enhanced size and fullness. Apparently the boy took not skipping leg day as gospel. The skinny boy before her obviously spent time in the gym, but he apparently had the same problem that Deedee was now thankful for, where it seemed impossible to pack on any muscle. Trent’s 5’5 form seemed almost pear shaped, something he covered with baggy jeans and large baggy shirts. The boy took after his mother in other ways. Where Deedee’s own hair was raven black, Trent’s was the blonde of a California surfer. Trent also took after his mother’s skin tone. The sunkissed bronze contrasted to Deedee’s more pale look. Seeing that her son had even more potential to be beautiful than Deedee herself had shown, she grinned at the possibilities before her.

With the important part of her work completed, she glanced around the room, the state of it caused the grin to fall off her face as she took in the absolute mess her child had somehow managed to create in just one day. Strewn about the room were Trent’s clothes. A pair of duffle bags were laying open and had been rummaged through, the clothes inside just dropped on the floor or in one case thrown across the room. A soft sigh escaped her lips as Deedee began to gather up the garments slowly. It took only a few moments for her to gather up his clothes and pack both bags. Looking around the room, she nodded as she saw all of his clothes were now contained in the two bags. Hefting the bags caused a small grunt to leave her lips. Turning to glance at the caged boy on the bed, she paused to see if he would stir. When all Trent did was turn over in his sleep and try to burrow deeper into the sheets, Deedee sighed with relief and hurried from the room. Closing the door behind her, Deedee pulled the bags out into the living room.

Stepping back into her heels, she instantly felt better. The **** arch of her foot, the way her legs strained even now in the heels, it all brought a sense of completeness to her. Now properly attired, Deedee slipped from the house and took all of the clothes her son had brought with him. Giggling softly, she realized that somewhere in these bags was likely her son’s wallet and keys. Carrying the bags out to the street, Deedee casually sauntered over to the neighbors trash cans and slipped them inside easily.

Leaving the bags there to be picked up early in the morning Deedee entered back into her abode. She had accomplished all the things she had set out to accomplish, but the lack of sound coming from her room gave her time to stop and think through her next steps. While the complete lack of clothing would allow her the opportunity to enact the next steps of her plan, a little bit of insurance would not be remiss. Reaching into the purse she had dropped upon entering the door, her fingers slipped around the phone and pulled it to her. Once again, Deedee resignedly stepped out of her heels, and padded down the hall into her bedroom.

Reaching up under the dress she had worn all day, Deedee hooked her thumbs in the sides of her panties and slowly drew them down her long legs. It took effort for her not to sigh at the relief of the release of her cock. The viagra that Chloe had given her earlier had worn off by now, but the ache from the night spent with the plug in and her needs unsatisfied yet lingered. While more than used to having it tucked all day, Deedee felt that it was one of the things that she had in common with real women. They came home and took off their bras, while she came home and freed her dick. Stepping out of the panties Deedee bent over and retrieved them. The white lacy thong hung from her finger for a moment as she once again considered if she was going to do this.

It only took a moment before she could feel the blood now rushing to her genitals. While it may make her a terrible person, and a worse parent, to admit this. She was certainly looking forward to what she was about to do to her son. Setting the panties down on the bed, she moved up towards the head of the bed. The short skirt of her outfit now did nothing to contain the hardening member that nestled between her smooth thighs. With her phone in one hand, she wrapped the other around her hardening member.

Stepping up so that her legs were against the edge of the bed, she leaned over and gently laid the circumcised cock across her son’s lips. She knew that this was the riskiest part of the operation. She knew he could wake up at any time, but this was the best way for her to guarantee that he had **** but to do as she said tomorrow. Slowly, she began to snap pictures of the hard 7 inch cock laying over her son’s 19 year old face. The feel of his soft lips on her member **** Deedee to bite her lip to keep a moan from escaping. It had been so long since she had been pleasured instead of being the one to pleasure. The photos weren’t the best, but the light of the television was more than enough to show her son’s face perfectly and the hard cock over his lips. Deedee even managed to keep any evidence to whom the cock belonged to as she snapped the pictures.

With a murmur, Trent’s tongue slipped out between his lips and brushed against the offending member that rested on his face. Deedee’s breath caught in her enhanced chest as she worried if he would wake up. Then, something no one could have predicted happened. Trent’s lips parted of their own accord. The lips of her son kissed along the cock as drunken dreams filled Trent’s mind. Picture after picture entered into her phone. Taking one more risk, Deedee pulled her hips back and rested just the tip of her cock up against the slightly parted lips of the man in front of her. Agonizingly slowly, she pressed her cockhead up against the opening. It took all of her willpower not to shove it in. Ever so slightly, Trents lips and jaw opened up to allow the offending member into his mouth. Snapping one final picture of her son obviously sucking on his first cock, or at least what she thought was likely his first cock. Deedee finally stepped away, as her dick slipped out of her son’s lips she watched as a tiny bit of precum was dragged down the side of his cheek before her dick was fully removed from his face.

Turning to leave the room, Deedee’s eyes fell onto the panties she had discarded on the bed. An evil grin spread across her painted lips as she picked the lingerie up and looked back at her son. Perhaps overconfident from the first parts of her plan working perfectly, Deedee took the tiny feminine panties and began to slowly work them up her son’s legs. While it was annoying that he had drained so much of her booze, the **** induced sleep was certainly working to her advantage now. Inch by inch she worked the delicate lingerie up her son’s legs. For the first time she truly paid attention to his body. Her eyes took in the long and rounded legs. She noticed how big his ass was as she struggled to pull the underwear into place without waking him. While the man certainly wasn’t a woman, he had all the same qualities that Deedee herself had displayed and that allowed her to become the gorgeous and sexy woman she was today.

Seating the panties over her son’s caged cock and pulling the back firmly up between his cheeks, she finally moved out of the room. She had much to do before the morning.