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From: Rick O <rick_oh@whiteice.com>
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Subject: {ASSM} RP: The Story of Jenny Part 6 - Jenny and the Jill Club (F/M span)
Date: Sun, 10 Jun 2001 07:10:04 -0400
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The Story of Jenny (part 6 - Jenny and the Jill Club - F/M spank)

Jenny had recently joined a "Jill" club.  Jill is the term for female
masturbation.  The Jill Club meets once every two weeks, and the
members discuss their jilling methods and techniques, as well as how
to get more fulfillment from the practice.  Jenny had circulated a
questionnaire to all the members, asking them to profile their
fantasies and scenarios which are conducive to jilling, and also some
other personal information.  From the information, Jenny determined
that there were several of the members who indicated that they are
aroused at the idea of witnessing a spanking.  Jenny contacted some of
them and set up a meeting with seven women who wanted to see corporal
discipline.

Sunday afternoon at 2 PM found a group of women from the Jill Club at
Jenny's house.  She served coffee and pound cake in the family room
and made small talk to put the other women at ease.  When the coffee
and snacks were finished, Jenny described the format of that day's
meeting.

"All of you are going to witness a severe punishment session, which I
will administer to my boyfriend.  He will be totally naked during the
whipping, and he is going to be bound so that he will take all of it.
I'd like each of you to feel free to jill during the session, and keep
count of how many times you cum.  There will be a special prize for
the one whose count is the highest.  You're on the honor system now,
so keep that in mind.  The experience of giving a whipping is
extremely erotic to me, and I'll likely jill a lot when I'm giving it
to him.  But I won't be a contender for the prize.  Let's go in the
other room now."

They all followed Jenny to the living room, where they saw a structure
in the center of the room.  It was a sturdily built punishment box,
with binding straps in several places, and appropriate padding on the
top side.  "Feel free to be wherever you want to during the session,"
Jenny advised.  "I'm going to go get him from the other room now."

Jenny emerged from the bedroom in a few moments, hand in hand  with
her boyfriend, who was completely naked.  At Jenny's insistence, he
kept himself shaved from the waist down.  The excitement of the women
permeated the air, and several of them stared openly at his crotch, as
they had never seen a male with a shaved pubic area.  The attention of
all the women caused him to involuntarily become erect, which
embarrassed him.  Jenny decided to further his embarrassment by making
him answer some obvious questions.

"What's going to happen to you today?" Jenny asked him.

"I'm going to get a spanking in front of them," he answered.

"No - Not a spanking...  A whipping," Jenny corrected.

"Now say it!" she directed.

"Uh...  I'm going to get a whipping."

"And who is going to give you your whipping," she continued.

"You are, Jenny."

"Very good.  And what happened earlier today?"

Blushing, he looked down at the floor and said, "I got an enema."

Jenny was taking considerable delight in his present discomfort.  

"An enema?  Just one?"

"No...  three enemas."

"Oooohh!  Three enemas.  And who gave you the enemas?"

"Y-you did."

"What was in the enemas?"

"Soapsuds in the first one, and plain water for the others."

"Were they biiiiiiig enemas?"

"Yes!"

"A big soapy enema!  And two big rinsing enemas!  You must be cleaned
out good, huh?"

"Y-y-yes..."

"Okay, enough of that!  Let's get you over the box and get going!"
She led him to the punishment structure.  "Over you go, now," she said
as he bent over at the waist.  Jenny pleasantly hummed a nondescript
tune as she securely tightened a binding strap around his waist.
Going to the front of the structure, she secured his wrists in front
so that he would not be able to reach back during the whipping.  The
other members of the Jill Club took in the scene with a mixture of
excitement and awe.  "Sometimes I tie his ankles so that he can't move
his legs while I whip him, but this time I'll leave them free."

Jenny announced to the other women, "He can take a considerable amount
of discipline, but from time to time I like to extend his endurance.
To extend his limits, I give him a very long, drawn out discipline
session.  That's what I'm going to do today.  He will not want to take
it all, but as you can see, he has no choice.  Any questions?"

Lorraine asked, "What is the prize that you talked about earlier?"

"Oh, yes," Jenny said.  "The prize is that whoever has the highest
score gets to fuck him with a strap-on dildo."  There were some
excited "oohs and ahhhs" at that announcement.

Jenny distributed hand towels to all the spectators, and said,
"Ladies, you may shed your panties - and start your engines!" as she
pulled her own panties off and stepped out of them.  A moment later
Jenny picked up a two-tailed tawse which was about 26 inches long and
a good quarter-inch thick.  Some of the ladies' eyes got big as they
caught sight of the strap.  "Again, feel free to move around and watch
from wherever you want to," Jenny said to the women.

Stepping behind and to the left of her bound boyfriend, Jenny extended
her arm and positioned the business end of the tawse across the bared
buttocks of the male.  She took a few minor steps to ensure that each
stroke would be placed perfectly across the intended target, drew her
arm far back, and started the strapping with a perfect stroke.  Jenny
swiveled her hips as she completed the stroke with a generous
follow-through.  A scant few seconds later, the second stroke made
contact with a loud crack and a muffled "Oh!" from her boyfriend.  

Jenny continued the strapping in the same fashion.  Some of the women
moved to take their place in front of the male to better see his
facial expressions as the whipping continued, while the others
situated themselves where they could see the reddened effects of the
strap on his bottom.  Jenny was almost oblivious to them, and had one
hand constantly under her dress jilling herself.  She would
occasionally pause for a moment to climax, and then resume the
whipping, with her feet in place and her hips swiveling when
delivering each stroke.

Christine was seated on the floor directly in front of Jenny's
boyfriend, with her legs open and her hand in her brunette bush.
Lorraine was seated beside Christine on a chair, and was excited
beyond anything she had experienced.  Josie sat behind him, watching
him kick his legs and wriggle in vain attempts to assuage the
blistering pain of Jenny's strap.  Sabine wandered around from one
moment to the next, her knees buckling when she climaxed.  Rebecca
stayed behind him, while Tori was mesmerized and most aroused by the
male's vocal protests and supplication to Jenny.  Bridget moved from
place to place, constantly stroking her vaginal area, pausing
frequently to emit muffled "mmmmf!  mmmmffff!" sounds when she
climaxed.

After Jenny had delivered well over a hundred and fifty strokes, she
paused and set down the strap.  With a few beads of sweat on her face,
she announced that the whipping was not over yet, and that the best
part was to come after a short rest.  Jenny served some refreshments
and the excited Jill Club members made small talk while they cooled
down somewhat.

"Okay, let's get this show on the road again," Jenny exclaimed,
excusing herself to the other room for a moment.  Coming back, she
held a whippy rattan cane.  It was straight, almost four feet long,
fairly thin, and had a rubber handle.  She sharply whisked it through
the air a few times.  When the other women heard the fearful sound it
made, much like a switch, the whole room got quiet.  "This is going to
be the frosting on the cake," Jenny stated.  "And this will also be a
very generous serving of frosting!  Ladies, get ready, and start your
engines!"

Jenny pranced over to the bound male's left side, and positioned
herself exactly by touching the whippy cane on his buttocks, so that
it extended past them for a few inches.

"Oh, Jenny, no!" he plaintively and sincerely pleaded, knowing that
his fearful anticipation aroused her, and probably the other women.
Within a few seconds Jenny commenced striating his already strapped
buttocks with the cane. The severe strapping had tenderized his bare
skin so that the effect of the whippy instrument wielded by Jenny had
a more profound effect than usual.  This was apparent from his
reaction.  His legs kicked, his head vigorously swayed from side to
side in vain attempts to mitigate the scourge of the cane.  Very soon
his pained exclamations of "Oh!" gave way to more fervent expressions
of distress.  Impassioned phrases such as "OH! Jenny!", and "Please
stop! Please stop!", "OH! Jenny, Please!"  accompanied his writhing
motions.  The ladies' expressions of their climaxes were becoming more
prevalent as Jenny increased the pace and intensity of the caning to a
feverish pitch.  He frantically kicked his legs with each stroke while
the women situated behind him watched with spellbound arousal while
they jilled themselves.  

After a sustained period of caning, Jenny finally stopped.  It took a
few moments for the observers to compose themselves.  Jenny, of
course, had jilled many times while wielding the cane.

"Okay now, I want each of you to tear off a sheet from this pad and
write your name and how many times you came, and I'll collect them to
see who gets to use the strap-on dildo," Jenny announced as she gave
the pad of paper to Tori.  A couple of minutes later she collected all
the sheets and went through each one.  "And the winner is...
BRIDGET!"

The slender, bespectacled brunette with short-cropped hair smiled
broadly as the others congratulated her.  "Okay Bridget, take off all
your clothes now, and come up here," Jenny urged as she walked around
in front of her still-tied-up boyfriend.  She picked up a box with a
new strap-on dildo and harness and opened it.  

"This is yours to keep, Bridget," she said as the slender Bridget took
her place beside Jenny.  "Now put on this harness and cinch it
reasonably tight.  This part goes inside you and is meant to stimulate
you as you're using it," Jenny stated, showing off the item to all the
women.  The harness had a rippled dildo-like attachment that the
female inserts in her pussy.

"Ohhhh, wow!" Bridget moaned when she inserted the rippled part inside
her.  She took a moment to secure the harness so that it was snug but
comfortable.  There was a little nub sticking out of the harness.
Jenny pulled out a dildo made of transparent material and held it up
for the others to see.  "This one fits on the little nub here," Jenny
said, attaching the dildo to the nub on the front of the harness.
"It's about seven and a half inches long and almost an inch and a half
in diameter.  Now let's come over here around back," Jenny continued
as they walked behind her bound boyfriend.  Jenny showed Bridget how
to generously lubricate the strap-on and when that was done, continued
her instruction.

"Now spread his ass cheeks apart and put the tip right against his
hole.  That's it... Now, very slowly, give a little push and insert a
couple of inches."

"Uhhhhhh!" was his reaction at Bridget's penetration.

"Okay now, go back and forth with those couple of inches for a little
bit.  Yes, like that.  Now slowly go further in.  That's it.  Now back
and forth, and go in a little further each time.  Good.  Now a couple
of strokes up to the hilt.  Yes.  Good.  Now pull out and let's put
some more lube on it...   Okay, back in there.  Go in all the way.
Good.  Now, go ahead and thrust as hard and fast as you want.  Fuck
his brains out!  Fuck him silly!"

Bridget needed no further encouragement, and, firmly grasping the
bound male's hips with her hands, started to thrust the strap-on with
hard, brusque strokes.

"UH!  OH!  UHH!  OOOH!  AAUH!  UNGHH!" he exclaimed as Bridget warmed
up to her task.  Bridget stopped momentarily for a shuddering climax.
With a determined expression on her face, sometimes gritting her
teeth, Bridget resumed his pounding, talking to him with each thrust,
frequently climaxing.  

"I'm... going... to... fuck... you... seven... ways... to... Sun...
day... you... Ahhhhhhh! Ungghhh! OH God!  Ohhhh! Ohhhh!  I'm...
going... to... fuck... and... fuck... and... fuck... you... silly...
till... your... head... spins... and...  Ohhhhh! Ohhhhhh! Ahhhhhh!
Mmmmmmf! Ohhhhh!  You... like... this... don't... you... I'm...
going... to... fuck... you... till... your... ass... hole... is...
on... fire... Uhhhhh!  Uhhhhh!  Unnnnnhh!"

Bridget kept thrusting at a feverish pace while he groaned and
exclaimed his predicament.  The sight of his stretched sphincter
hugging the transparent dildo as it rammed in and out was intensely
erotic to Bridget, and she had several more orgasms.  Finally she
stopped, pulled out and, panting, dizzily said, "I can't take any
more, Jenny!  I'm completely drained!"  She removed the harness and
staggered to a chair to collapse and compose herself.  With a broad
smile, Bridget took some time to recover from her emotional
stratospheric high, while Jenny released her boyfriend's binding
straps and helped him up.  

Serving refreshments all around, Jenny remarked at what a turn-on the
whole scene was for her and hoped that everyone was similarly aroused.
All the women exclaimed that they had enjoyed it immensely.

Jenny spread a sheet on the floor and had her boyfriend lay on it,
face up.  "He's had enemas, a severe whipping, and a good fucking,"
said Jenny.  "I think he deserves a little reward, don't you?  How
about if we all participate in giving him a good massage," she
continued, producing a container of olive oil.  All the women gathered
around him.  They poured olive oil on their hands and rubbed and
kneaded his arms, legs, hands, feet, chest, neck, and middle, while he
groaned with pleasure.  He gained a throbbing erection from the
attention of all the women.  

After about fifteen minutes, Jenny interrupted and said, "Okay, I'd
like two of you to hold his arms above his head, and two of you spread
his legs apart and keep him there, and the rest of us will finish him
off after a while."  Jenny poured a generous amount of olive oil on
her hands and applied it to his testicles and already rigid erection.
The others followed Jenny's lead and teased and lightly touched all
around his shaved pubic area.  The attentions of several pairs of
female hands on his testicles and erect member sent him into a state
of tormented paradise.  The touching and teasing was enough to
repeatedly bring him just short of ejaculation, but not beyond.  At
Jenny's urging, the women continued the teasing stimulation.  "The
longer he's teased, the higher he'll squirt," she told them.  He was
struggling against the women holding him down, begging the others to
make him cum.  They kept on with the feather-light touching and
prodding for a several minutes.  Finally, Jenny nodded to them and
silently mouthed the word "okay".  Jenny and Tori started to palpate
his testicles while Lorraine grasped his erection and pumped him to a
violent climax.  Several streaks of semen pulsed and spurted high into
the air to the amazement of all the women while he wordlessly
vocalized his ecstasy.

Jenny served another round of refreshments and the women washed up and
got dressed.  Jenny told her boyfriend not to get dressed.  As some of
the women were getting ready to leave they told Jenny that they had
had an unforgettable experience and that they would like to do this
again if there was an opportunity.  Bridget went up to Jenny's
still-naked boyfriend, put her arms around him and gave him a
passionate kiss, and said to him as she felt his resurging erection
start to press against her front, "Thank you.  That was such an
experience!"  Turning to Jenny, Bridget asked, "What are you going to
do with the rest of the day?"

"Well, first it's a shower for both of us, and a nap for him.  We have
a deal.  After an intense whipping like the one he got today, he gets
to have me any way he wants to for a week - and anytime he wants to."
There was obvious interest from the women when she said that.  "He can
do anything except spank me," Jenny continued.  "I'm sort of looking
forward to it, and I know he must have some plans by now," she
giggled.

A few hours later, Jenny sleepily stirred, finding herself becoming
slowly awake, laying on her tummy, being entered by her boyfriend.
Her vaginal innards welcomed the fullness of his erect but pliant
member as it nestled inside her.  As the thrusts became increasingly
brusque, Jenny reached over and grasped the edge of the mattress with
both hands and held on tight.  Intense feelings of pleasure surged up
inside her and she started to moan...


-----
I hope you enjoyed this story. I enjoyed writing it. This work is
copyright by the author.  Commercial use is prohibited without
permission.  Archiving and reposting of this story unmodified is
permitted provided that no fee is charged, either directly or
indirectly (including so-called "adult checks") and provided that this
disclaimer and attribution to the original author (rick_oh at
whiteice.com) are maintained.  My other stories can be seen at
http://www.asstr-mirror.org/files/Authors/rick_oh/www/

-- 
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reserved by its author unless explicitly indicated.
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