Training my Sister Kayleigh

This is the sequel series to the “Playing Dare with Sis” series, which tells the story of how a brother coerced his sexy teen sister Kayleigh into becoming his and his friends’ sex slave. Now that the game is over, this series explores the further humiliation and abuse of Kayleigh as she becomes introduced to her new life.

DISCLAIMER #1: All sexual acts in this story occur between adults over the age of 18. In some chapters, Kayleigh is forced to role act that she is underage, however she is 18 years old.

DISCLAIMER #2: Themes of this story revolve largely around humiliation, sex slavery, and voyeurism. If you are not interested in these themes, please do not read. Of course, in real life much of what is portrayed in this story is despicable, and should not be tolerated under any circumstance. Hence, why this is a story of fantasy, and should not be taken seriously.

DISCLAIMER #3: While themes of the story certainly can be dark, I do try to keep things light with a certain “comic book” style. Again keep in mind that this is a work of fantasy and not everything will be fully realistic.

Enjoy! Please leave comments on what you want to see next as much of the following chapter is a work in progress. Cheers

…

As we got to the door, we had to be buzzed in by the store owner. We walked inside, I looked around, there was all different types of “spy equipment” on display. This mainly consisted of cameras of various sizes, microphones, computers. Some of it seemed pretty high tech, and expensive. I realized why he needed the added security in a location like this.

Then, my eyes turned to the store owner. He was an old man, in his sixties at least. He was tall and wiry. His build was rail thin, he had a thick beard, but an almost emaciated face. He had a tight fitted camouflage cap, and a military style jacket and pants. He looked anxious, twitchy almost.

I later found out from Mr. Dudley that he was an old army vet with a few screws loose. He was very paranoid and eccentric, but apparently used his military knowledge to build the best surveillance equipment store in the city, for whatever that was worth.

“Old Johnny boy, just the guy we needed to see.” Mr. Dudley exclaimed

“Good to see you buddy.” He said before nervously looking at me and Vlad “And who are these guys.”

As Vlad’s fat body moved out of the way, Kayleigh, who was trailing behind us came into his view.

His eyes widened, and his tone changed. From one of anxiety to one of arousal and a bit of confusion. He couldn’t help but wonder what this sexy teen girl was doing with a group of guys like us.

“Mm, and who is this little beauty.” He almost whispered. His eyes fixated on her, looking her up and down before settling on her deep exposed cleavage.

“This is my son, and that’s his friend, they’re cool. And that babe that you see is the reason that we’re here..”

he paused before continuing to explain the whole story which got Kayleigh into this predicament.

Johnny’s eyes widened. He walked past Kayleigh and locked the store door. He switched the sign to “closed” and shut the window covers. He then made his way back towards Kayleigh before stopping inches in front of her.

“So you guys are telling me that this hot young piece of ass is your personal sex toy for the next two weeks.”

“slave, doll, toy, whatever you wanna call her buddy.” Mr. Dudley laughed “Which is where you come in. You see, we want to document every single second with this slut. We want your highest quality stuff.” He said as he eyed some of the technology around the place.

You could see Johnny’s bulge start to tent through his military type trousers. Obviously he liked the predicament that was unfolding.

“I’m just the man to help you boys out. But of course, to give you the absolute best camera for your situation, I’m gonna need to see the merchandise.” He smiled an almost toothless grin.

“Well of course you will you dirty bastard.” Mr. Dudley laughed as he walked to Kayleigh. In one swift pull he yanked her thin robe off, leaving her completely nude.”

“Oh my my my.” Johnny moaned as he circled around the nude teen. “I’ve never seen a girl like this in my life.”

“Neither had we my man, and now we get to use her in every way imaginable.” Mr. Dudley said as he grabbed a handful of Kayleigh’s ass cheek. “Go ahead and have a feel bud. Full disclosure though, she’s only sixteen.”

Vlad and I purposely left out her real age when telling Mr. Dudley the entire story. I knew Mr. Dudley had a thing for jailbait babes so I wanted him to be able to live out his fantasy.

Johnny paused before smiling and grabbing a handful of her tits with each hand.

“I almost figured bud. Tits these perky could only belong to a young teen.” He smiled as he groped Kayleigh breasts, empowered by the fact that he felt no resistance.

Kayleigh stiffened, her face was beet red. A part of her had almost gotten used to the boys and Mr. Dudley’s constant groping. But this man was different. His fingers were so bony and cold. Just looking at him made her scared. Something didn’t seem right about him.

Mr. Dudley gave her ass a smack before letting his friend enjoy her completely.

“Between you and me her age is actually a turn on.” Johnny cooed as he brought Kayleigh’s naked body in towards him.

“I’m glad we understand each other.” Mr. Dudley chuckled

His hand reached around and grabbed her ass cheek and squeezed. “Wow, what an ass.”

Kayleigh was stiff as a board as this old man molested her. She was more uncomfortable then I’ve ever seen her over the past two days. Watching her squirm while being groped by a grotesque man was turning me on as usual.

“You can tell she’s new to this, she still gets embarrassed.” Johnny said. “I got just the thing for you babe.”

He took her hand and walked her behind the counter. He reached into the counter and opened his safe after a seemingly endless series of codes. Inside we saw a seemingly endless variety of pills and powders in various bags.

He looked back at us. “I was a medic for the military you see.. I’ve been around the world and I’ve collected quite an array of legal and illegal pharmaceuticals here boys.” He went on to explain “After the war, conventional medicine couldn’t handle my unique way of practicing, so I was forced out.” He said coldy “but that doesn’t mean that I still can’t be useful to people in need.”

He searched through his arsenal systematically, before taking out a couple different bottles, as well as a few liquid vials.

“You see boys, you aren’t the first to come to me with this kind of situation. Every now and then an old geezer like you will bring in some young chick in a similar predicament. And that’s where I come in. Let’s just say I have some special expertise that can help them make the most of their situation.”

He was now oozing confidence. I realized that the nervous anxious wreck that he was portraying previously was just a cover before he realized that he could trust us. Now the true creep that Kayleigh sensed from the beginning was coming out.

“Old pal I didn’t know you were such an intellect! Let’s see what you got.” Mr. Dudley said excitedly.

Johnny pretty much looked like a kid in a candy story as he started explaining his merchandise.

He took the first bottle in his hands, he pulled Kayleigh by her ass cheeks. He fingered her asshole, Kayleigh almost pushed away. His cold bony fingers, and creepy aura were causing her to be too uncomfortable.

“You see how she pushed away? You see how tense she is? She’s thinking too much. A true slut should think with her pussy and not her brain. This one is too stressed all the time. It’s gonna ruin her looks over time. It’s no good, no good at all.”

He let Kayleigh go before opening the first pill bottle.