Miss Kendra and the Neighbor Boy
by
Mistress Kendra Knight

Timothy Rydell was an underdeveloped and overanxious 18-year-old who somehow knew there must be something better in store for him than having every aspect of his simple life dominated by his smarty-pants 20-year-old sister and his overbearing, somewhat masculine mother.

He sometimes felt that that his mother occasionally sort of put him on like an old coat that she really wanted to get rid of.

Television had become the wallpaper of his existence.

But, that morning he thought that maybe he had found what he was seeking when he looked out his window towards the house that the woman the whole street was wondering about had just moved into. He had heard her referred to as Miss Kendra Knight, and, simply, Miss Kendra. That was all he knew until that morning when he saw the beautiful purple brassiere clipped to her clothesline.

His eyes glued in on it.

He was sure his mother never wore one like that, and he didn't think his sister needed one. He felt what for him was an unaccustomed tingling in his loins and rushed from the window in panic.

Timothy did not sleep well that night.

His mind was filled with fantasies about what he knew must be the secrets of that purple brassiere, and the female flesh that had undoubtedly filled it. He got up five times, thinking he had to go to the bathroom, but nothing happened.

The next morning, although he had had little sleep, he couldn't resist looking over at Miss Kendra's clothesline again. The light outside was as pale and thick as milk, but, despite that, he could see a green brassiere, a green garter belt, a green girdle, and three sets of very brief green panties hanging there. He felt that tingle deep in his testicles, and his penis began to move.

Truth be told, the penis of Little Timmy, as his overbearing mother called him, unlike those of other boys his age and despite the occasional wet dream, rarely became hard the way theirs did. But, his penis was now fully erect and he had an overwhelming compulsion to hide it in a pair of Miss Kendra's panties, and kiss that green brassiere.
Or maybe kiss the green girdle.

Or maybe, just maybe, put on the green garter belt.

His nerves were in frenzy, but he knew what he had to do.

Even though it appeared as if it might start raining through that milky light, and the sky above looked like it was drunk on fruit punch, he carefully slipped out the backdoor to his house, and went through the back gate to Miss Kendra's yard.

When he was about five feet from her clothesline, he stopped and stared.

His mind was a muddle.

Cold sweat ran down his back.

His penis was hard and he felt the bare beginnings of an adrenaline charge coming on. He moved quickly to the clothesline and removed the green girdle, a pair of green panties, and the green garter belt. As, holding the girdle, panties, and garter belt in one hand, he reached up and took down the green brassiere, a soft but demanding voice behind him asked, "Just what do you think you are doing?"

Fear jump-starting the adrenaline already in his veins, he turned around and was confronted with the most beautiful woman he had ever seen. He tried to say something, but only unintelligible sounds emanated from his throat. Miss Kendra's flowing red hair, wicked smile, and piercing blue eyes instantly grabbed him and held him their prisoner. Her black silk pants suit was unlike anything he had ever seen, and her gaze was a field of white energy - blinding, but warm. She radiated a seductive sexuality that frightened him because he didn't understand it, and drew him to her because he felt its power. She pointed at the bulge in his pants and laughed before asking, "What is your name, little boy?"

He was speechless.

A winter storm churned in his stomach.

He thought he was dying.

He wanted to go home.

But the hypnotic power of her piercing blue eyes pulled a panic filled response from him. "Timothy, ma'am, Timothy Rydell … Miss Knight, ma'am."

She stared right through him. "They call you Little Timmy, don't they? I will call you Timmy. You may call me Miss Kendra. Why do you want my girdle and my panties and my garter belt and my brassiere? Do you want to be a girl?"

Her question seemed to bring him back to life, but his mouth filled up with saliva. He was unable to swallow it, and he couldn't spit it out in front of this gorgeous woman. He was almost incoherent when he finally mumbled, "Oh, no, ma'am, it's just that, well, you see, I mean, I really am sorry, and I didn't know what was…"

Miss Kendra interrupted, "Stop! I must think about what to do with you." She paused and pointed to a stool next to her house, and continued, "I want you to sit on that stool with my girdle and garter belt in one hand, and my brassiere and panties in the other, and wait until I tell you what I want to do with you."

Timmy sat down on the stool with the girdle and garter belt in one hand and the brassiere and panties in the other, as Miss Kendra went back into her house. He felt tears begin to moisten his eyes and quickly wiped them away with Miss Kendra's green brassiere, but the feeling of intimacy with her that that gave him, as well as the seductive hint of her scent almost sent him rolling off the stool.

Suddenly, his rather plain but full-of-herself 20-year-old sister, Lola Rydell, was standing in front of him. Her eyes had the look of those of a cat who has just seen a small rodent break from cover. She asked, "What in the world are you doing Timmy? You look silly."

He tried to ignore her, but she started dancing around him. She threw a bit of dirt at him and laughed gleefully. After a minute or two, Miss Kendra reappeared and asked, "Young lady, who are you?"

Lola appraised Miss Kendra and realized that this woman was everything her mother was not. She responded, "I'm Lola, Timmy's sister. Are you punishing him? Whatever he did, he deserves it."

Miss Kendra's laughter turned into tinkling music as she said, "I think that maybe your brother wants to be a girl. Perhaps we should help him."

Lola, half frowning and half smiling, asked, "Won't that be difficult?"

They both looked down at the bulge in Timmy's pants. "We will see, Lola, we will see."

Lola looked uneasy as, pointing at the bulge, she said, "You're not, uh, I mean you're not going to cut that thing off, are you?"

Miss Kendra laughed merrily, "Oh, no, no, although once we make him our little girl, we might have him do things with it to amuse us. But, we certainly don't want to harm him. We just want to make him what he wants to be."

Timmy was still sitting on the stool, clutching the girdle, garter belt, panties and green brassiere in his hands. He was sweating and frightened, but filled with unexpected excitement.

Miss Kendra's eyes were always working.

Working on him!

His heartbeat was fast, like the wings of a bird trapped in a cave.

She was the dream he had never had, but always wanted to have.

Her aura was so strong that he had already begun to sense that people who were caught up in it were never the same again.

He remembered his long dead father telling him, when he was a small boy, "You have to risk hell to stroll in heaven."

He started muttering, "Thank you, thank you, thank you, thank you …"

Miss Kendra patted him on the head, saying, "Don't worry, darling, we will make you what I know you want to be, and it will be an adventure." She paused, turned to Lola, and told her, "You go home now, Lola. You can come back in two hours. You may be able to play with your new sister then. And, don't tell your mother about this yet. Maybe later. But, not yet."

Timmy screeched, "Don't tell my mother!!!!!!!"

They both ignored him.

Lola, her eyes, small agates in her pinched face, asked, "I won't tell my mother yet, but can I bring my girlfriend, Amy, with me when I come back. Amy used to like to make fun of him and call him a girl."

Miss Kendra thought a moment before responding, "Yes, you can bring your friend, but she must understand that making him a girl is not just for our entertainment. It is also a serious matter."

Lola made a face, and again pointed at the bulge in Timmy's pants. "But, if you are going to make him a girl, I mean, that is, won't he still have that thing?"

Miss Kendra's laugh was deep and throaty, "Oh, yes, certainly, and we will, I am sure, find it entertaining to see what he does with it after he becomes our little girl. You see, he is like a tree full of ripe apples waiting to be shaken, and we will shake him, although what we will really be doing is playing with his brain. Won't that be fun? If he is good, I may even allow him to be my own personal maid."

Lola, looking thoroughly confused, but nevertheless filled with anticipation, scurried away.

Miss Kendra, turned back to Timmy, looked loudly into his eyes, and, her tone of voice now filled with jagged ice, ordered, "Stand up! Follow me into the house. And bring my brassiere, panties, garter belt and girdle with you. We have much to do! I thought you were just a bad boy, but now I think I understand what you really want, even if you do not, as yet, know it, and, well, we shall see. Stand up!"

There was a terrible insistence about her and, feeling surrounded by her words, Timmy struggled to his feet, clutching the brassiere, garter belt, panties and girdle in his shaking hands, and staggered after her into her house.

Miss Kendra's living room seemed to Timmy to be all black and white art deco cubes and squares with great splashes of a multitude of paint colors in frames on the walls. She only gave him a moment to look around before pushing him into a bathroom near the front door and instructing, "I want you to remove your clothes and put on the panties, garter belt, and brassiere. Then, holding the girdle in your hands, you will come back into the living room in five minutes, and be ready for to begin your great adventure! Do a good job. I don't want to have to punish you!"

Miss Kendra's words reverberated around Timmy's skull like gunshots in an acoustic chamber.

He was speechless.

The silence crackled around them.

Miss Kendra patted him on the cheek, and repeated, "Five minutes."

Leaving him in the bathroom, she closed the door, and smiled.

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