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- Robert's Strap
After a day of shopping it was a new Amy that sat next to Robert on the
way back to his apartment. With new clothes, her hair cut short but
neatly, her fingernails cleaned and polished, no one would have
recognized the girl beside Robert as the same one who left with him in
the morning. Amy felt grateful to her father's partner, and shuddered to
think what would have happened to her had he not been there to pick her
up from the police station. It was wonderful to ride in a car again as a
simple passenger, to sit where it was warm and watch the grime of the
street from the safety of her seat.
As they rolled down the streets, Amy's thoughts wandered, finally
focusing on Robert's strap. She had spent too many nights thinking about
how the implement would feel on her, too many nights with her hands
between her legs fantasizing about it. She had to know. Finally she
blurted out: "Robert, how come there's a strap hanging in your room?"
Robert glanced over. "I used it on Tricia while we were still married.
We both felt that Tricia's getting the strap every so often did her some
"You actually punished her with it? For what?"
"Tricia was a lot like you. She had a wild side that when let out of
control, would wreck her life. In Tricia's case, it was drinking. I
don't think you're old enough to remember, but Tricia was an alcoholic.
It got so bad, I was thinking about divorcing her. But then one day we
made a deal. Every time she drank alcohol, I strapped her. She knew that
would be the price of a drink. If she had more than one drink, she got
more than one strapping. After a while, Tricia quit drinking."
"And you punished her on the bare bottom?"
"Of course I punished her on the bare bottom. How else would I punish
Amy was quiet for a few minutes, then softly said "I keep having this
fantasy, that I was Tricia. I…I wanted you to strap me like you did her.
I can't stop thinking about it."
Amy's heart jumped into her throat. That just came out! She had not
meant to say it! Oh my God! What would Robert think of her?
The tension in the car mounted as Amy sat in mortified silence. Finally
Robert looked over at her and commented, "That's something for us to
discuss when we get home. I suppose some punishment might do you good,
given the crap that you’ve pulled and everything that's happened."
Amy felt whirlwind of emotion. She was terribly afraid, but at the same
time was intensely aroused. She became wet, and hoped that Robert would
not notice. Was he serious? Was he actually thinking about strapping
her? True, Amy had fantasized about it endlessly, but now that it might
Another side of Amy told her that the whole thing was impossible. Of
course he would not strap her. How could he? That thought, of nothing
happening after all, filled Amy with as much anxiety as the thought of
Robert and Amy arrived back at his apartment and he parked the car in
the underground garage. Upon entering the apartment Robert said "Amy,
put your stuff away and then we can talk."
Amy simply took all of the boxes out the bags and stacked them neatly in
the closet. She folded the bags and brought them to the kitchen and then
went to the living room were Robert was going over some of his business
papers. He looked up at her with a very irritated expression.
"A couple of things. First, I want to know what you were doing in my
bedroom. I never said you could go in there."
"I'm sorry…I was just curious. But I swear I didn't touch anything
except the strap."
"You touched the strap. Amy, didn't it occur to you that maybe that was
something private between Tricia and myself, that maybe you had no right
to be in my room, and maybe you had no business touching Tricia's
things? Don't you have any respect for anyone? For anything at all?"
Amy said nothing, but her face went pale and she looked like she was
about to cry. Robert sighed loudly. He wanted to berate her over the
violation of privacy, but held his tongue. She had meant no harm, and it
was clear she felt guilty enough about it already. He pushed ahead with
the second, and much more important question…why.
"All right, enough said about that. Now, what's this about you wanting
to be punished?"
"I really don't know. I guess I did some bad things... It just sort of
came out I guess."
"You did some bad things. Yeah, I guess you did, didn't you? And you
think that somehow a sore butt will fix everything?"
"I…don't know. I don't know why I'm thinking these things."
"'Thinking these things'…what things?" Robert stood up and walked over
to her. "Amy, would you for once, try to help me figure you out? What is
it that you want? What is it that you're after? I mean…are you really
serious about this business of wanting to be punished?"
Amy swallowed hard. This was it, the moment she needed to decide whether
to fulfill her fantasy or not. She was terrified of the choice in front
of her. She knew that if Robert didn't punish her at that moment, she
always would wonder what would have happened if he had. Yet, to be
punished! By her father's business partner! How could she want that?
Amy shook from the stress of her dilemma. However, she knew what choice
she had to make. She forced herself to nod slightly.
Robert paused, his own emotions in turmoil at that moment. He was
aroused by the thought of punishing this pretty girl, but concerned
about those same feelings of arousal. The last thing he wanted was any
hint of sex between himself and his dead friend's daughter.
What was obvious, however, was that Amy badly wanted to be punished. He
wondered if perhaps there was something to her thought about "a sore
butt fixing everything". He knew that John Debbs had never punished Amy
when she was little. By the time she was older it was too late to
discipline her, or so John had thought. Maybe it hadn't been too late.
Maybe, in her most secret thoughts, she had wanted to be disciplined all
along. Maybe that was her problem. Perhaps…a few sessions with the strap
in high school would have kept Amy and Courtney at home, and prevented
the entire road trip disaster.
Robert was well aware that punishing her now would be a huge gamble and
the experience easily could go very wrong. However, it seemed that Amy
did truly want to be punished, if for no other reason to find an excuse
to change her behavior. He pushed his doubts aside and spoke to her in
the most authoritative voice he could muster:
"Alright…fine. You'll get your punishment. First, I want you to go to
your room and take off all your clothes. I mean everything, including
your earrings and watch. Once you've done that you'll go in my room and
get the strap. I want you to bring it to me. Once you're back out here
I'll tell you what to do next."
Amy's heart jumped into her throat. Saying nothing, she turned to go to
her room to follow Robert's order to get undressed.
The strapping! It was actually going to happen! As her shaking hands
struggled with the buttons and zippers of her clothes, Amy realized that
she was no longer excited. She was just plain scared. At the same time
she also was determined. She had fantasized endlessly about this moment.
The fantasy had a grip on her that she couldn't even begin to
understand. She felt herself being pulled forward, as though she had
little control over her own actions.
Robert cleared an oblong table that was up against a wall, and pulled
the table into the center of the living room. The table was perfect for
a punishment. It was about two feet wide and four feet long, and very
strongly built. When he was satisfied that he would have plenty of room
to swing, Robert left the table in place and faced the hallway to the
Her heart still pounding, Amy, now naked, walked into Robert's room to
get the strap. Suddenly she felt very self-conscious and tried to cover
herself with her hands as she walked out of Robert's room. To make
matters worse, Amy had decided to shave her pubic hair that very
morning, which would expose her even more. As she approached with her
hand over her crotch Robert gave Amy a look of impatience. "What the
hell are you doing?"
Amy stared at Robert's feet and shyly held the strap out to Robert. "I
guess I am just a bit scared."
"Amy, keep in mind you're doing this because you want to. You have every
right to go back in your room, get dressed, and drop the whole thing.
But if you want to go through with this, you'll do it my way. Now,
either you drop your hands and forget about this modesty crap, or you'll
go back to your room and get dressed. Which is it?"
With every bit of her willpower Amy slowly dropped her hands. Suddenly
she straightened up and felt a strange resolve in herself. She would
have no secrets. With her hands at her sides, Amy stood straight,
waiting for Robert's next order.
Robert took a moment to enjoy the view of her attractive body. He began
to sweat as arousal hit him full-force. Until this moment he had not
truly realized how pretty Amy really was. Finally, he forced himself to
stop admiring her.
"So, are you ready?"
Amy nodded. Robert walked over to the table and placed his hand on it.
"Good. Now I want you to bend over the end of this table."
Amy walked over and did as she was told. "Now grab hold of the edge in
front with your hands, and put your feet on the outside of the table
legs in the back."
When Amy complied, she felt the cool air of the apartment caress her
most intimate areas. She was aware of how exposed she was between her
bottom cheeks. With her legs spread and her bottom turned up, her body
certainly hid no secrets from Robert now.
The sight confronting Robert was one that would have severely tested any
man. The girl’s lovely bottom was on full display. Her legs were wide
apart and her entire backside was turned up. Her anus and vagina were in
clear view, beckoning him to unzip his pants and enter her. Robert
checked himself, however. He needed to focus. Amy was bent over for
discipline, not sex. He forced himself to step over to her left side and
begin the strapping on her waiting bottom.
Amy heard Robert's faint steps as he positioned himself. He gently
tapped the end of the strap on her left bottom cheek, drew it back, and
with a loud CRACK laid on the first swat. Instantly a rectangle across
the center of Amy's bottom left cheek turned from white to bright pink.
Amy jerked and bit her lip. Tears formed in her eyes. She was shocked at
how much it hurt.
Robert was determined to punish Amy at a very leisurely pace. He wanted
to maximize the effect of the swats by spacing them apart every 30
seconds. Waiting between blows allowed Amy to feel each swat separately
and appreciate it before receiving the next. The slow pace also gave him
the opportunity to enjoy the sight of her slowly reddening bottom.
Robert studied the first pink rectangle marking the left side of the
girl’s bottom. He then walked over to her right side, tapped the strap
on her right bottom cheek, and marked it with a sharp back-handed blow.
This time Amy let out a noise that was part sob, part grunt.
For the third blow, Robert again took up position on Amy's left side.
This time he tapped the base of her bottom with the strap, right above
her thighs. Oh God, thought Amy. CRACK! This time Amy let out a much
louder sob. Robert noticed tears on her face and she had started to cry,
but she stayed in position for him.
CRACK! Another swat on the left bottom cheek, above the first. Another
rectangle turned from white to pink on Amy's left bottom cheek. Amy
sobbed again. CRACK! Another back-handed swing on the right bottom
cheek. Robert played tennis, and had a vicious backhand, as Amy was
learning the hard way.
Again Robert moved over to Amy's left side for the next swat across both
bottom cheeks. A light tap of the strap, and CRACK! right across the
center of Amy's bottom. Amy grabbed the table edge with all her strength
With the sixth swat of the strap Robert had established his pattern on
Amy: left cheek, right cheek, then a swat across both cheeks. Amy had
completely forgotten her earlier embarrassment of being so fully exposed
to Robert. Her world became the pain being inflicted on her bottom, pain
that intensified with each swat. However, she was determined to see this
through. She had promised herself that she would take whatever
punishment he chose to give her.
CRACK! The seventh swat was harder than any of the others, and caught
the tender skin at the inner part of Amy's left cheek. Amy screamed for
the first time as she kicked out her left leg and turned slightly.
"Stay in position!" Amy quickly straightened herself and returned her
foot back to the outside of the table leg.
Robert walked over to Amy's right side. He waited for the girl to calm
down before giving her the eighth swat. CRACK! A vicious back-hand blow
caught the inside of her right bottom-cheek. Amy, instead of screaming
again, started sobbing loudly. Her whole body shook with her sobs. This
time Robert did not wait, but quickly slashed the strap across both
cheeks right in the middle. The young woman continued to sob.
Robert stopped to examine his work. Amy's bottom was now almost
completely a deep pink, with only a few small areas of white left.
Robert decided that he wanted another scream from his subject. She had
asked for this and he was not going to let her off.
"OK, stick your butt out as much as you can for the next one." Amy
managed to spread herself a little more. Amy's efforts to comply gave
Robert a complete view of her labia and bottom-hole, framed by thick
pink stripes. Robert now sported a furious hard-on under his pants. To
see this lovely girl, exposed like this...
Robert tapped the strap at the spot where Amy's left bottom check met
her thigh. He drew it back. CRACK! Amy screamed and let go of the table.
She looked back at Robert through her tears, biting her lip. That was
the worst! She could not believe how much it hurt!
"Amy! What did I tell you!? Get back down!" She struggled to get back
down and find the table edge with her hands.
"Prepare yourself. You are getting the same on the other side!." This
time there was no warning pat, just a CRACK! and then the pain. Amy
screamed again, but managed to stay down.
The next swat landed squarely across the upper part of both cheeks.
Robert had been concentrating on the lower part of Amy's bottom, but the
twelfth swat quickly added color to the upper part of her backside.
CRACK!...CRACK!...CRACK!...CRACK!...CRACK!...CRACK! Robert concentrated
the next six strokes right at the middle of Amy's bottom cheeks. By now
all of her bottom was a dark pink, and was starting to swell. In spite
of her best efforts, Amy was shaking violently from crying, and her
knees were quivering.
It took Robert every bit of his willpower to keep himself from taking
Amy right then. But he couldn't, he knew that it would wreck her trust
in him. Subconsciously he took out his internal conflict in the next
three strokes, all delivered to the upper part of Amy's
bottom...CRACK!...CRACK!...CRACK! The final stroke was so hard that Amy
shot up. Instinctively her hands reached behind as she sought ease the
pain. In an instant she realized what she had done, but could not let go
of her bottom. Amy looked at Robert with pleading in her eyes.
"Robert..." she sobbed.
"So you think that you had enough?" Robert asked. Amy's eyes filled with
tears again, but suddenly she violently shook her head no. Robert
watched with amazement as the girl again stretched herself over the
table. Slowly she spread her legs and placed her feet on the outside of
the table legs, and then she returned her hands to the table edge in
front. Amy cried quietly as she waited for the rest of her punishment.
Robert's heart went out to the poor girl at that moment. Amy made it
clear that she would do her best to take any punishment he wanted to
give her. She was totally submissive to him, willing to accept his
judgment of what he thought was best for her. He suddenly felt even more
responsibility for Amy. His earlier arousal was gone now, replaced with
something far deeper and far more intense.
This punishment would have to continue. Amy had committed both of them
to further swats by lying back down on the table. Still, Robert knew by
looking at her bottom that the strapping could not go on much longer.
Welts were already forming and a too many more swats would risk breaking
her skin. Robert decided to give Amy six additional swats and then end
her punishment. He took up position behind her left side and tapped her
CRACK! Amy immediately started sobbing again as the strap hit the
already dark area at the base of her left bottom-cheek. CRACK! Another
backhanded swat to the lower part of Amy's right bottom cheek resulted
in a scream. CRACK! The next swat went across the lower part of both
bottom cheeks, precisely over the spot where Robert had laid the first
three hits of the punishment. Amy's hands again shot back over her
bottom, but she managed to get them back on the table legs before Robert
could say anything. CRACK!...CRACK! Two more swats caught the tops of
Amy's thighs. CRACK! The final swat went across the middle part of Amy's
"Alright, you can take your hands off the table edge and relax your
legs. But I want you to stay bent over the table." Amy buried her face
in her hands and after a few minutes managed to quiet her crying.
Robert set the strap on the table next to Amy, and examined her bottom.
He had done a thorough job on her. Purplish welts punctuated the deep
pink color, and there were several blood blisters on both cheeks.
However, as Robert looked over the welts and blisters, he was satisfied
that he had not broken the skin anywhere her bottom.
Robert sat down in the easy chair behind Amy. The sight of the girl
still bent over excited him again, and he decided to take a few minutes
to enjoy looking at her. Once satisfied, he finally decided to end Amy's
punishment. He took her hand to help her stand up. She bit her lip as
she rubbed her bottom.
Robert left the living room and came back with a glass of water. He put
his arm around her bare shoulder and pressed the glass to her lips. She
took it with a trembling hand and emptied it immediately. Robert then
helped Amy to her feet. She immediately threw her arms around him and
started sobbing into his shoulder. Robert said nothing for a few
minutes, satisfied to comfort her. She needed to be held, comforted,
As Amy held on to Robert and her tears began to soak his shirt, he
reflected that her healing process could not begin until she was ready
to forgive herself. He was satisfied that would indeed happen; she had
convinced him when she laid back down on the table for the six final
swats. Even now, Robert suspected that Amy's crying was only partly due
to the pain in her bottom. He suspected, and hoped, that some of her
guilt was being purged as well, through all those tears.
Finally Amy's crying subsided. Robert put his arm around her shoulder
and walked her back to her room. He pulled back the covers and she lay
down on her stomach. With that he covered her up. Amy closed her eyes
and Robert saw a look of peace on her face that he had not seen on her
before. He noticed a change in her breathing, indicating that she had
gone to sleep.
Robert turned out Amy's light and left her room. As he put the living
room back in order, he reflected that the experience could not have gone
better for her. It was obvious that she had the internal strength to
overcome her high school behavior and the road-trip disaster. A
successful court date, enrollment in college, and some oversight to get
her through the first semester were all that she needed.
The Wanderings of Amy - Chapter 3