Note: This story was dynamically reformatted for online reading convenience.
Author: Sleaze Merchant <sleaze.merchant###>
Title: The Babysitter Ch 4 “Caught!” (fb, bdsm, cbt, fdom, young, teen,
Summary: James gets more than he bargained for when his hot older
neighbor gets to tie him up and do what ever she wants.
The following story contains graphic sexual scenes involving minors and
families in incestuous acts. If material of this nature offends you then
you should not read this story. Additionally, if you are under 18 years of
age in most states, you are not allowed to read this story by law.
This story is purely a work of fiction. Any resemblance to person’s
living or dead, or to events that may have occurred, is purely
Additionally, the actions of the characters in this story are in no way
intended to show approval of, or give sanction to, their actions.
The author claims all copyrights to this story and no duplication or
publication of this story is allowed, except by the websites to which it
has been posted, without the consent of the author.
Story codes: fb, bdsm, cbt, fdom, young, teen, ped
Chapter 4 – “More Punishment” by Sleaze Merchant (c) 2012
Sally felt the cushion under her start to vibrate. “Oh damn,” she
muttered, fishing around in the recliner for her cell phone.
James felt relief wash over him, finally he was getting a break.
When she found it, she answered it. “Yeah I’m here,” she said, looking
Caitlyn had stopped what she was doing, and James was just taking the
time to get his breath back.
“Wait, what? You’re breaking up, hold on a second,” she said, getting
up out of the chair. “I’ll be back in a few minutes,” she said to Caitlyn,
cupping her hand over the phones mic. “Entertain yourself,” she said,
grinning. Sally turned and walked up the stairs quickly. “Ok, what was it
you said before…” she said into the phone, the conversation fading as she
closed the basement door behind her.
That left Caitlyn to do what ever she wanted. She was down on her knees
beside her twelve year old neighbour that she babysat last night. His mom
had just punished Caitlyn for what she had caught her doing to him last
night. As it turns out, his mom had been doing a lot worse things to
punish her son though. Yet he was still misbehaving deliberately, just to
get punished it seemed.
Caitlyn turned back to James and giggled at his hard cock, just bobbing
up and down in front of her. She slapped his cock, which made James jerk
and yelp into his ball-gag. He was all hers to play with now. She loved
to watch Femdom porn where the women would hurt the men’s cock and balls.
It made her so wet. Now, she could do it herself. She could feel herself
getting wetter at the thought.
She leaned forward and grabbed his balls again, pulling on them. This
really made him scream into the gag. He couldn’t do anything to stop her
either, his hands were still cuffed behind his back. He still had the cock
leash on him too, the leather strap that it was attached to was wrapped
around the base of his cock and balls. She tugged on it, making him yelp
and push his hips out toward her.
Caitlyn laughed at James. “Aw, does that hurt?” she asked.
James nodded his head quickly.
Caitlyn pulled on the leash again. James squeaked as his cock and balls
were pulled upward. Caitlyn just giggled again. She loved having this
much power over a boy.
She grabbed the head of his cock between her thumb and forefinger,
pinching the sensitive head of his cock. He started to drum his knees on
the ground as she pinched harder. He started to whine into the gag,
squeezing his eyes shut and shaking his head.
Caitlyn grinned, it looked like it was really hurting him. She loved
She stopped pinching his cock head and he quietened down; relaxing, but
still panting heavily through his nose. His cock was covered in red
stripes from the small cane that Caitlyn and his mom had used on him
She ran her finger nails lightly over his still hard cock. Only one or
two were raised welts, but most of them were just nice red marks that she
loved to see on a cock. Every time her nails would drag over one of the
red lines on his cock, he flinched a little, wincing.
It seemed that no matter what she did to hurt the boy, his cock stayed
hard. She thought that was great. A hard cock seemed to be easier to hurt
than a soft one, it was more sensitive. She dug her nails into the shaft
of his hard cock, making him jerk and inhale quickly.
Caitlyn laughed at James. “Oh, don’t be such a baby,” she giggled,
digging her fingers in harder. She loved being able to abuse the boy so
James’ yell was muffled by the gag, but it was still loud. She kept the
pressure up, making his wail go to a higher pitch as he arched his back,
pushing his crotch out in an effort to relieve the pain.
She could see tears in his eyes now. She couldn’t help but slide a hand
down between her own legs and play with her clit.
She let go of his cock. He relaxed back to his kneeling position, still
breathing hard, struggling to catch his breath due to the ball gag.
Caitlyn thought he looked so sexy kneeling there like that.
“Want me to take the gag off?” she asked.
James nodded his head eagerly.
“Will you be good for me?”
He hesitated, only for a split second, but it was still there. He
nodded his head eagerly again.
She got up on her knees and shuffled around behind him and unbuckled the
ball gag, taking it out of his mouth and putting it on the floor beside
her, out of the way.
James was just panting hard through his mouth to catch his breath.
Caitlyn pressed herself up against his back, putting a knee either side of
his legs so he was in between her legs. She reached around him and grabbed
his cock, slowly stroking it, holding him tightly against her.
He leaned back into her, relaxing for the first time in a while. His
head was resting on one of her shoulders and he could feel her hard nipples
poking him in the back.
“You must like getting punished, huh?” she asked, her head right beside
his. She was still stroking his hard cock, running her thumb over the head
of his dick on every upstroke.
“Urgh,” he whimpered, thrusting his hips up slightly on each of
Caitlyn’s down strokes. It felt good, but his cock was still sore from all
the abuse it had gotten. “N-no, I don’t,” he said a a bit too forcefully
to believable. It was evident from the hardness of his cock and the blush
in his cheeks that he did like it.
Caitlyn stopped her stroking and put her finger tips around the head of
his cock, pulling and rubbing. She dug her nails in, just under the ridge
of his cock head, lightly tugging, making him wince each time.
He squeezed his eyes closed and gritted his teeth as he turned his head
to the side. He tried squirming to try and get away, but he was trapped
between Caitlyn’s arms and legs.
Caitlyn giggled, “Are you sure?” She kept torturing his cock head like
that. His dick started to leak precum. She rubbed her thumb on his piss
slit, wetting her thumb and rubbing it all over his cock head. James
started to arch his back as he inhaled deeply.
“Oh, you do like it,” she giggled. She let go of his cock and crawled
around so she was kneeling off to the side of him again. “I should punish
you for lying to me,” she tried to say in her best ‘disappointed domme’
“No, please,” he said desperately, starting to shuffle away from the
His five inch hard cock was standing up against his stomach, bobbing and
swaying as he moved. Caitlyn picked up the cock leash again and pulled on
it, stopping him in his tracks and making him wince.
She held the cock leash taught and picked up the short cane that she had
tossed on the floor earlier. James looked worried and scared, but she just
grinned back at him, waving the cane around. She loved the power that she
had over this boy, and she loved how easy it was to hurt him.
“Maybe I should cane these,” she said as she prodded his balls with the
“No, please don’t,” he begged again, his voice breaking. He was trying
to pull away further from the girl, pulling against the cock leash, even
though it hurt to do so.
She started tapping his balls lightly with the cane, but even this was
enough to make him whimper. She got even more excited about how much more
it would hurt him, if she was getting this reaction from just tapping him
lightly with it right now. She could be as mean as she liked right now
too, there was no one to stop her.
“Ow, no, please?” he begged again. His voice was a higher pitch, out of
desperation, as she kept tapping his balls with the cane. He was dancing
around on his knees, breathing harder and faster and his cock started to
leak precum again. “Please, please?” he begged again, almost crying.
“Aww, but you like it so much. Look, your little cock is leaking,”
Caitlyn giggled, making the boy blush furiously. She started flicking his
hard cock with the cane, making him yelp. “I bet you love it when your mom
punishes you, don’t you?”
James just blushed again, nodding his head quickly, still yelping and
wincing at the blows.
Caitlyn stopped flicking him with the cane and wrapped her hand around
his poor abused cock. She squeezed it hard, making him gasp as she pulled
it this way and that.
“How does your mommy punish her little boy?” she asked, grinning at him
and tugging on his prick when she said little. The head of his cock is
sticking out the side of Caitlyn’s fist. She tapped it with the tip of the
cane, grinning at the frightened boy.
He winced as she tapped the head of his cock with the cane, jerking
slighty. She just giggled at him, she loved to hurt him.
“S-she spanks me,” he said, squeezing his eyes closed and trying to keep
his voice even as Caitlyn tormented him.
“For what?” she asked.
“If I don’t get dressed quick enough, she spanks me,” he said.
“Wow,” she giggled, still lightly tapping the boy’s cock with the cane,
“I’d hate to think what she does to you for being really naughty.” Then she
laughed. “No, actually, I’d love to,” she said.
“Ouch, please,” he said panting, “stop, stop.”
Caitlyn grinned as she stopped flicking his cock with the cane. “Okay,
but I want you to tell me what else your mom does to punish you.”
He relaxed when she stopped flicking his cock. She was still holding on
to it though, squeezing and stroking it. He didn’t want her to stop that.
“She canes my bare ass for other things,” he said.
“Other things like?” she asked.
“When I don’t do my chores,” he said.
“What about the other things your mum said? The wax and the pins?” she
asked. He blushed at the question. This is what she really wanted to hear
about. She wanted to hear about how cruel his mother was to him.
“She was canning my ass once and she felt my cock get hard when I was
over her lap. She told me since couldn’t control my cock, she’d have to
cane my balls,” he said.
“Oh wow,” Caitlyn said, thrilled by the idea. “Did that hurt?” she
He nodded his head quickly.
She could feel his cock throb in her hand when she asked that. “But you
still liked it, huh?” she asked him. He didn’t respond for a moment, then
he shook his head. She could see the blush in his cheeks and she could
feel his cock pulse in her hand. She lifted the cane as if to smack his
balls with it. “Are you sure?”
“Okay, Okay,” he said quickly, “a bit, I liked it a bit, please don’t do
it? It hurts too much,” he pleaded, his eyes wide.
Caitlyn just giggled at him, squeezing his cock more.
Suddenly, the door opened Sally stuck her head in through the door,
still holding her cell phone to her ear. Caitlyn and James both looked up
the stairs towards the door. “Cait, you don’t have plans for the rest of
the day do you?” she said.
“Uh, well I was going to -” Caitlyn started.
“Okay, good. Can I get you to look after James for the rest of the
day?” Sally said, interrupting the girl.
“Uh, I guess so,” said Caitlyn, a bit confused.
Still on the phone, Sally turned her head away from the door. “Yeah,
she can do it. Well, I can be there soon. No, more like thirty minutes.
Okay, bye.” Sally hung up the phone and started back down the stairs.
“Well, looks like I’ll be needed at work for a while. I don’t know how
long it’ll be either,” she told the two of them. When she was at the
bottom of the steps, she frowned putting her hands on her hips. “I didn’t
get to finish punishing him. Do you want to finish it, Cait?” she asked.
Caitlyn quickly nodded her head and smiled. “What do you want me to
Sally, turned to head up the stairs, glancing back over her shoulder.
“James’ll have to tell you, I’ve gotta get changed and leave as quick as I
can,” She said taking the stairs two at a time. “Oh and James, if you lie,
you’ll get it twice as bad when I get back,” she warned him when she was at
the top of the stairs. She closed the door behind her.
Caitlyn grinned, turning back to James, smiling. “So, how am I meant to
punish you?” she asked him, smiling sadistically.
He looked scared. “Caning my cock and balls but please don’t,” he
pleaded with her. He paled when her smiled broadened. “Please, I’ll do
anything you want if you just tell her that you did it,” he tried to
Caitlyn just laughed, running the cane up his hard cock. It really
turned her on having him beg and plead like that she found. She really
wanted to do it though, the thought of getting to abuse this boy like that
thrilled her. “I dunno James, why should I do that? Maybe I want to cane
your cock?” she said.
“No, no, please don’t!” he begged again.
She just giggled. “What else has she done to you so far to punish you?”
Caitlyn asked. She moved the cane away from his genitals, and he relaxed
“She came back and got me last night after you left, then brought me
down here,” he said.
Caitlyn nodded, smiling.
“Then she used the riding crop on my cock and balls. She gagged me
because she said I was making too much noise,” he said. “Then she used the
cane on my ass,” he said. He squirmed a bit, wincing at the memory.
Caitlyn just grinned. “Is that all?” she asked.
“No,” he said, shaking his head. “She took the gag off and made me lick
her pussy while she dripped wax on my cock. She said she wanted to feel me
scream into her pussy. It hurt so much,” he said, pouting.
Caitlyn had started to play with her pussy while he was telling her
this. She was rubbing her clit in circles. Her pussy was so wet, her
fingers slid over her pussy so easily.
“She sucked on my cock after that, saying she would kiss it better. She
promised I could squirt. But then right before I was gonna, she stopped
and left me here telling me that bad boys like me didn’t deserve to.”
Caitlyn’s fingers were working fast on her pussy. “Ooh,” she moaned,
squeezing her eyes closed. Listening to his mum being mean to the boy was
turning her on. She opened her eyes, smiling at him. “Still wanna
“Uh huh,” he said nodding his head. “My balls are aching, I need to
squirt so bad,” he said. She looked down at his hard cock, she could see
some precum oozing out. His cock had been hard all the way through that.
Caitlyn stood up, standing in front of him with her hands on her hips,
grinning. She had decided what she would do now. “Well, I’m in charge
now,” she told him looking down at him.
“Okay,” he said meekly, looking up at her.
“That’s yes mistress now,” she said sternly, poking him with the end of
“Yes mistress,” he said quietly.
Caitlyn grinned. She liked the sound of that. She pulled on the leash
that was around his balls. “Stand up, slave,” she told him, trying to
sound like a dominatrix from one of her favourite videos.
“Ouch!” he grunted as he tried to get up as fast as he could, but it
wasn’t quite quick enough since his hands were still tied behind him.
“Have you been a naughty boy?” she asked him. She pulled on the leash
around his balls, pulling them upwards as far as possible.
“Ow! Please, no? Mistress?” he pleaded, whimpering. He had to stand
on his tip toes to ease the tension on his balls.
“Well, have you been good or not?” she said, grinning as she tormented
“No!” he cried out finally.
She laughed at him, easing the tension on his balls. “And what do bad
little boys get?” she asked sweetly.
“P-punished?” he stammered, panting.
“Good boy,” she cooed, patting him on the head.
He looked up at her with a pleading look in his eyes. “No, please?” he
She just grinned back at him. She let go of the leash, and he sighed as
he could stand flat footed again. But not for long.
She put a hand around his nut sack and squeezed them out so that his
balls were exposed and pressed tightly up against his sack. He grunted as
she pulled his balls upward again. She still had the cane in her other
hand, and she ran it over his balls.
“No, no,” he pleaded, almost crying.
She just giggled at him. “Do you want me to cane your balls?” she asked
him as she tapped his balls lightly with the cane, making him dance and
“Ouch ouch,” he cried out. He shook his head no.
She kept going.
He tried to get away but she was holding onto his balls too tightly.
“Okay okay! Yes mistress!” he blurted out, on the verge of tears.
She giggled and stopped tapping his balls. She noticed that his cock
was dribbling precum all over her hand. She grinned at that. She jerked
on his balls, making him wince. “No cumming until I say, like a good boy,”
she said. She rubbed the cane in his precum and brought it to his lips.
“Lick it off,” she said.
He quickly licked it off, screwing up his face as he tasted himself on
the cane. He made grunting noises as she held onto his balls tighter.
She raised the cane, looking at his face. “This is gonna hurt,” she
said, grinning. She could feel him tense as she brought the cane down.
WHACK! Then cane left a thin white stripe across both his balls.
“YEEEOW!” James cried out, dancing around. Caitlyn was having a hard
time holding onto his balls. It must have really hurt, but that just made
her giggle. She loved seeing him like that. It’s a good thing this room
was sound proofed, she really wanted to do it again.
“Aww, did that hurt?” she asked with mock sympathy.
“Yes!” he cried out loudly.
She giggled and rubbed the cane against his balls again. She looked him
in the eye and grinned. “Do you want another one?” she asked.
“No no!” James pleaded, shaking his head.
“Too bad,” she said, grinning. He started to plead with her, but she
just looked back down to the balls in her hands. She struck his balls
again, twice. James was wailing now, tears streaming down his face and
trying to pull away.
“STOP STOP!” he cried.
“Aww, ok,” she giggled, looking up at the crying boy. She was still
holding on to him by the balls, but he was dancing around too much for her
to keep him still, although she still tried.
He was was starting to calm down after a while, still sniffling
occasionally, and tears still rolling down his face. She looked back down
at his cock, and she was a bit surprised. His cock was still hard even
after all that.
To be continued…
Any feedback or comments are welcome sleaze.merchant###