The Story Of Jenny
Part 1 - Friday Night With Jenny
The sound of conversation, laughing, and music filled the room at
Jenny's house. As happens during every party, there was soon a lull in
the conversation. Jenny called to him. When he was by her side, she told
him, in front of the 4 other women in the room, "I want you to strip.
Now."
He looked at her questioningly, and she clarified. "Take off your
clothes - right here, and right now."
The atmosphere became quiet except for the music in the background.
Somewhat nervously, and knowing that he had better do as Jenny
commanded, he started to undress in the middle of the living room, in
front of all her guests. First he took off his shoes, then socks,
followed by his shirt, and then, rather shyly, trousers. At Jenny's
insistence, he had shaved his body from the waist down, including pubic
hair, and was quite self-conscious of his appearance in front of Jenny's
guests. Dressed only in his briefs, he looked at Jenny.
"Everything!" she commanded. Looking at her smooth bare legs and the
short white skirt she was wearing, he slid his briefs down and stepped
out of them.
"Put your clothes over there," she ordered, pointing to a corner of the
room. He bent down, picked up his clothes, and placed them on the floor,
then arranged them neatly.
"Come over here now," Jenny commanded. When he was by her side again,
she said to her guests, "I'm going to give him a good caning."
There was a hum of interested hushed exclamations from Jenny's guests.
He had an idea that she was going to discipline him when she told him to
take off his clothes. This was to be his first time with an audience -
and not just one other person, but four of Jenny's friends. Jenny's
pronouncement that she would use the cane sent a shudder through him
since he was familiar with her technique of drawing the caning out to a
very lengthy session. He saw the wide-eyed look of excitement on the
other women's faces, and looks of anticipation.
He knew that Jenny was feeling very sexual at this point, although she
showed none of it. She grasped his penis with her firm fingers, saying,
"He usually is quite hard by this point, but since he has an
audience..." Jenny felt the member growing in her hand as she subtly but
firmly manipulated it. All the while he was becoming more embarrassed.
"He must keep himself shaved from the waist down. I want him that way
for his enemas too," she said to his obvious discomfort.
"It's time to start now," Jenny announced. "Go get that chair and bring
it over here in the middle of the room."
She had him place the chair so that his bare bottom would be facing his
audience when he bent over the back of it for his caning.
"Go get the cane!" Jenny ordered. He did as she ordered, being gone
about a minute and, bringing the thin whippy rattan cane, handed it to
her. More interested sounds from the woman audience.
"You know what to do now,", she told him. With a sigh of resignation, he
bent over the back of the chair and waited. "You had better STAY in that
position now," she urged as she lightly tapped the cane against his
bared, shaved buttocks.
Jenny stood to one side, tapped his buttocks a few more times, drew the
cane far back over her shoulder, and placed a vigorous, whippy stroke
across the center of his bottom.
He quickly drew in his breath and twisted slightly from side to side,
obviously trying to avoid any vocal manifestation of his predicament. A
few seconds later, Jenny drew the cane far back again, and placed
another red-hot stripe immediately next to the first one. A whispered
groan escaped involuntarily. A third stripe, immediately to the other
side of the first one, evoked a closed-mouthed "mmmmmgph!" from him, and
some more writhing.
Addressing the other women, Jenny stated, "He knows to stay in position
or he will get more after we're done. It took a lot of practice and many
sessions, but now he can pretty much manage, especially since the
consequences are not pleasant... for him." With that, she placed three
more expertly-placed stripes on his buttocks, to the tune of urgent
groans escaping his clenched teeth.
Jenny's guests were in awe of the entire scene before them. They knew
that Jenny's expert precision in placement of the cane strokes was due
to extensive practice, much of it no doubt on the bared buttocks of the
male now receiving those strokes.
By the time Jenny had placed eight strokes on her charge's bottom, it
ceased to matter to him that four other women were watching, and he
started to vocalize his predicament. Of course, Jenny knew this and
thoroughly enjoyed the situation. He also had commenced to respond to
each vigorous stroke with undulations and agonized writhing and kicking,
all the while staying in the bent-over position commanded by Jenny.
He pleaded urgently, knowing that she would take no heed of his
immediate pain. He begged her to stop, to stop only for a moment,
knowing that she would not stop until she decided to stop. "Not so
hard," he pleaded, knowing that she would use the whippy cane as hard as
she wanted to use it. He knew that his pleadings, and the phrases which
were urgently escaping him, were sweet music to Jenny, and were getting
her passionately aroused.
"I like it when he wiggles and squirms like that," Jenny said to her
wide-eyed guests. He knew that the more intense the discipline now, the
more intense his later reward would be. This knowledge was no
consolation to the most intense desire for any kind of relief from the
spirited and energetic strokes with which Jenny was staging her show.
After twenty such strokes, Jenny paused.
She allowed him to stand up now, but told him to stay where he was,
while she poured coffee for her guests and visited with them for a
while. Excusing herself for a few moments, she went to the bedroom and
slipped off her panties. Then, picking up the thin, whippy cane, Jenny
coyly whispered in his ear, "I don't have any panties on now, and I'm so
hot," and got back to her task in front of her enthusiastic and
wide-eyed audience.
The sound of the cane making contact with his bare skin filled the room.
His intense writhing and kicking, and the ever-increasing stridency of
his pleading followed each stroke like clockwork. Jenny was now placing
vigorous strokes diagonally across his buttocks, each stroke on top of
and transversing previous strokes from the first part of the session.
This considerably added to the punishment effect. Jenny was becoming
increasingly aroused with each stroke she delivered. She reflected on
her ability over time to considerably extend his limits of endurance.
The whipping continued...
Whishhhhhh-smack!
"Oh Jenny, Jenny, pleeeeease no more!"
Whishhhhhh-smack!
"Owwwww! Aaaaahh! Stop! Stop just for a minute, please!!"
Whishhhhhh-smack!
"Jennnnnyyyyy! Noooo! Oh, Jenny, no more!"
Whishhhhhh-smack!
"Please, Jenny, stop! Please please please!!"
Whishhhhhh-smack!
"Aaaaahhh! Stop! Stop! Please stop now, just for a minute! Oh, Jenny,
Ohhhh!"
Whishhhhhh-smack!
"Owwww! No, Jenny, no, please!"
Whishhhhhh-smack!
On and on it went, each cane stroke bringing forth an entreaty to stop.
On and on it went, with Jenny near ecstacy from wielding the cane so
skillfully and with such an effect as she was seeing tonight The guests
were obviously very aroused, some of them squirming, others watching
raptly with their knees and legs pressed firmly together.
She stopped, but did not indicate that it was finished. As she expected,
he stayed where he was while her excited guests made small talk and
prepared to leave. A little while later, when they had gone, Jenny again
picked up the cane and started whipping his bared, striated bottom anew.
While she did this, she placed her free hand under her skirt and treated
herself to several orgasms. More inexorable strokes from the expert and
beautiful dominant Jenny, and more twisting, kicking, writhing and
supplication from her charge.
When she sensed that he was truly near the end of his endurance, she
stopped and told him to come to her. He was grateful, of course, though
still feeling intensely the pain from all the strokes Jenny had
excitedly imparted to his being. Jenny sat down on the sofa. He slowly
stood up, went over to her and kneeled before her.
Jenny's eyes were wide, her lips parted, and her breathing full. She
hiked up her skirt, spread her knees and he gingerly approached her
creamy sweetness with his mouth. After he treated her to more orgasms,
she invited him in.
As was custom after such an intense session, after his first release,
she took him to the bedroom and expertly brought him near orgasm several
times, finally allowing him release and restful slumber. Throughout the
night when they were awake, he found that whenever he would touch Jenny,
she was still in an aroused state from administering the whipping. They
both found intense pleasure in the moments that would follow, then they
drifted off to sleep again until the next awakening.