The Story Of Jenny
Part 7 - Double Trouble, Double Fun
"Jenny! This is Brandelin," said the voice over the telephone, "do you
remember me?"
"Brandeeee! I haven't talked to you in years! Where are you?" Jenny
asked.
"I'm getting transferred here in my job," Brandelin replied. "So I'm
here on a two-week house hunting trip."
"Are you still with, uh, I can't remember his name..."
"Oh good heavens no. I ran off with that jerk and then was sorry
immediately. Never ended up with a jerk since then. I've had some...
interesting relationships in the meantime. We've got to get together and
catch up. How about over here at the hotel? There's a pretty good dining
room here."
"That sounds good. When are you free?"
"The sooner the better," Brandelin said. "Can you come today?"
Jenny was a few minutes late, so they went directly to the dining room
and started in on a leisurely repast. Brandelin wanted to share a full
bottle of claret, and Jenny assented. "I seem to remember, Brandy Lynn
[as Jenny affectionately called Brandelin sometimes], that wine really
loosens you up. Is that still true?"
A slight, almost embarrassed smile from Brandelin. "Yessss... I kinda
get uninhibited and say what's really on my mind," She giggled.
And so it went, the two friends bringing each other up to date on their
lives, jobs, and families, punctuated with moments of uproarious
laughter as the wine loosened Brandelin's inhibitions. The topic finally
got around to the more intimate and personal subjects.
"Oh Jenny," Brandelin gushed, "I've got to tell you something." Lowering
her voice and reaching over and giving Jenny's hand a squeeze, she
implored, "Don't think badly of me. Promise?"
Jenny brought Brandelin's hand close to her chest, gave a squeeze,
looked directly into her friend's almost misty eyes, and replied, "Now,
Brandy Lynn, I don't want you holding back anything. Tell me!" Jenny
released Brandelin's hand and gave her time to compose herself.
"Jenny, now this may sound weird, and if you don't want to talk about
it, I'll understand. It's something I can't help." Then, losing her
nerve, she said, "No... No, some other time."
Jenny, with a stern look, in a scolding voice, said, "Barbara Brandelin,
if you don't tell me, I'm going to give you a good sound paddling!"
Brandelin drew in her breath, quickly put her hand up to her mouth in
surprise, and looked at Jenny with huge eyes. "Jenny!" she exclaimed,
then lowered her voice to a whisper, "I'm into spanking. What made you
say that?"
Surprised, Jenny said, "I don't know, it just came out. Are you into
getting spanked, or giving spankings?"
"Well, both. A couple of relationships I was in, they wanted me to spank
them, so I did. And then I found out I wanted to experience them too.
But you know, I haven't done it, either way, for quite a while. Giving a
good paddling is a great stress reliever." Raising her voice excitedly,
she continued, "I'D SURE LIKE TO GIVE A GUY A GOOD HARD SPANKING!"
"Shhhhh!" Jenny admonished as some of the other diners looked their way,
having obviously overheard Brandelin's proclamation.
"Tee-hee-hee!" Brandelin giggled, then dissolved in embarrassed laughter
as she realized what she had done. Jenny couldn't help laughing as well,
and decided to enjoy their momentary spotlight from Brandelin's remarks.
Brandelin went on to describe some of her past spanking adventures. She
related how she likes to give paddlings and hairbrush spankings, using,
as she termed it, the "wood instruments". She mentioned that she also
has some proficiency with the leather strap, but much prefers to use
paddles and the hairbrush. "When I use the paddle, or the hairbrush, for
that matter, I can play the guy like a fine violin," she boasted. "The
'spanking symphony', or the 'paddle concerto' always goes just the way I
want it to. I have some sort of connection with the wood instruments
that the strap doesn't give. I suppose I should have some more practice
with the strap sometime."
"What about being on the receiving end?" Jenny asked.
"I've given many more than I've gotten. Almost all of the spankings I've
gotten have been with the hairbrush or the strap. But you wanna know
something, I've never gotten a spanking from a girl. Sometimes I wonder
what it would be like." There was a significant pause.
Jenny immediately got an idea of a scenario, though she did not mention
any details to her friend. Instead, Jenny described in detail how she
got into the scene, and talked about some of her sessions. She got a
feeling of satisfaction when she noticed that Brandelin appeared to be
getting aroused. Now it's time, Jenny thought to herself, to close in
for the kill. Looking at her watch, she exclaimed, "Ooh, look at the
time. It's getting late and I'd better leave soon. But I want you to
think about something. If you want to participate in spanking this
weekend, let me know by tomorrow. I may be able to arrange something so
that you can give some spankings."
"Jenny, I'd love to! Count me in!" Brandelin answered with delight.
"Okay, I'll call you tomorrow and let you know where and when!"
They finished up dessert, split the tab, and said their good-byes,
complete with warm hugs.
Jenny had arranged for her boyfriend to be at her house at mid-afternoon
Saturday, and also told Brandelin to come by at 2 PM that day, so that
she would have time to talk to her in person before anyone else arrived.
Brandelin showed up promptly at 2, and Jenny welcomed her with a hug.
Jenny made Brandelin feel at ease, and after a little while, poured two
cordials of brandy. As they raise their glasses Jenny offered, "To
Brandy Lynn!" They both giggled and downed the cordials.
"Okay, Brandy Lynn, here's the plan," Jenny began. "First, you can give
him a paddling. I want to see how you operate. Then We'll both spank him
at the same time. What I mean is, I'll give a swat, then you'll give a
swat, and so on. This will be a good hairbrushing over-the-knee. Sound
good so far?"
"Oooh, yeah!" was Brandelin's enthusiastic reply.
"Okay," Jenny continued. "There's one condition. I've never spanked
another girl before. So after you paddle him and we both give him a good
hairbrush spanking, I want to give you a good spanking. If you agree to
that, you can participate. Otherwise you can only watch. What do you
say?"
"You - you want to spank me too?"
"Sure!" replied Jenny, looking directly into Brandelin's eyes. "The
other night you mentioned that you've never gotten it from a girl, and
you wanted to try, remember? And what better time than now, and from a
good friend?"
Brandelin looked down for a moment, then, meeting Jenny's eyes with
hers, smiled, and assented. "Okay, Jen. What are you going to use on me?"
Jenny answered, "I haven't decided yet. After it's over, you won't
regret it, I assure you." Then, with her hands on Brandelin's shoulders,
Jenny pulled her close, and whispered, "I want your commitment now. I
want you to do whatever I tell you to, without question. Okay?"
Brandelin simply nodded.
Jenny's boyfriend arrived, and introductions were performed.
Jenny told him to fetch the oak paddle, two hairbrushes, the leather
tawse, and the straight rattan cane. "Brandy, how do you want him for
his paddling?"
"Bent over the back of a chair. This is bare-bottom, right?"
"Of course! It's ALL bare-bottom."
"Do you want him completely undressed, or what?"
"For the paddle, I want him to have his pants down far enough to bare
his bottom. For the hairbrush, totally naked."
Jenny's boyfriend came back with the implements and placed them on the
table. Jenny strategically placed a dinette chair in the center of the
room, and told him, "Brandy's going to give you a paddling while I
watch. Do everything she says."
"Come here!" Brandy ordered. She unfastened his belt, unsnapped his
jeans and undid the zipper. Then she tugged his jeans and briefs down
far enough to expose his bottom and his genitals. "Whoaaaa, what's
this!" she exclaimed.
"I have him keep himself completely shaved from the waist down, pubic
hair, legs and all," Jenny clarified. Brandelin, never having seen a
male with shaved pubes, gazed in amazement as he became quickly erect.
"Wow, that's something else!" exclaimed Brandelin as she cupped his
testicles with one hand and lightly stroked his throbbing erection with
the other. "Okay, get over that chair, and hold on tight!"
As he complied, Brandelin reached up and undid her ponytail, letting her
shoulder-length hair hang freely. Then she picked up the oaken paddle
and admired it, feeling the smooth varnished texture, and studying the
several holes drilled in it. She approached the waiting male and
measured her position with her extended arm. Then, after a moment of
focusing her attention on the smoothly shaved bared buttocks of her
charge, she commenced her performance.
Quite a performance it was. The paddle made a loud "crack!" every time
it made contact. Brandelin seemed to be completely absorbed in her task.
Each stroke was administered with a combination of grace, elegance, and
remarkable effectiveness. Keeping her eye on the target, she drew her
arm far back in an extended arc, and propelled the paddle with steadily
increasing speed toward the bared buttocks of Jenny's boyfriend, who
exclaimed loudly from each contact. The precise timing of her strokes
evoked the most sincere pleading for mercy on the part of the recipient.
Jenny regarded the scene with awe. Brandelin was right about her skill
in playing the punishment instrument and the male with finesse, Jenny
thought to herself as she felt a tingling dampness between her legs.
After about thirty five strokes, Brandelin stopped. With a broad smile,
she turned toward Jenny and took a bow.
"God, you're good, Brandy!" exclaimed Jenny. Telling her boyfriend that
he could get up, she took the paddle from Brandelin and set it on the
table. Jenny served ice water in frosted glasses and the three of them
conversed for a while.
"Okay, let's go on to the next phase," interjected Jenny. "Brandy and I
are going to give you a hairbrush spanking at the same time. Brandy,
come on and let's get situated." She told her boyfriend to undress
completely.
Jenny and Brandelin each moved a straight-backed armless chair facing
each other in the center of the room and seated themselves. Moving her
chair toward Brandelin's, Jenny positioned herself so that her legs and
Brandelin's legs intermeshed. Brandelin's legs, from well above the
knees on down, were in contact with Jenny's, thus forming a solid
combined lap. "Bring us two hairbrushes and get over our lap," Jenny
commanded as she pulled Brandelin's skirt up to further bare her legs.
After he took his place, Jenny continued, "Okay Brandy, for every stroke
that I give, you give him one. I'll pause now and then."
Jenny delivered the first stroke. Brandelin followed with a powerful
stroke almost immediately. "Auuuughh!" was his reaction at each of
Brandelin's swats. Jenny paused after giving ten swats, each one being
mirrored by Brandelin with a graceful yet exquisitely powerful stroke.
This kept up for several sets of strokes, accompanied by the male's
squirming and protesting. After what was to Jenny's boyfriend an
interminable hairbrush spanking, Jenny delivered an extended set of
twenty strokes very rapidly, with Brandelin flawlessly following each
one so that there was a steady rain of hairbrush swats. After a moment
of rest, they let him up for a break.
Jenny excused herself for a moment, emerging from the other room with a
spreader bar with a chain on it, some wrist cuffs, and several binding
straps. "Wow, Jenny, this is getting exciting," gushed Brandelin,
unaware that she was squeezing her legs together in excitement. Jenny
smiled, stood up on a chair and hooked one end of the chain to a strong
hook that was anchored in the ceiling.
"Okay, Brandy Lynn, come on and step over here," directed Jenny.
Brandelin rejoined, "What?!!"
"Come on! You made a commitment, remember? Come over here!"
"What... what are you going to do?"
"I'm going to give you a spanking... and him, too." Jenny beckoned her
to come. Brandelin stood up and self-consciously stepped over to where
Jenny was. "Step out of your panties now," directed Jenny. "Everything's
on the bare bottom, remember?" Brandelin reached under her skirt and
tugged her panties down, stepped out of them. and looked at Jenny with a
"what next?" expression. Jenny had her boyfriend stand directly in front
of Brandelin. Then she directed both of them to extend their arms
outward and grasp the other one's hand, palm-to-palm, and intertwine
their fingers. Jenny slipped wrist cuffs around each pair of wrists and
attached them to the spreader bar. Coming up behind Brandelin, Jenny
reached around and unbuttoned Brandelin's blouse and opened it up so
that Brandelin was bare-chested. "Come closer together now you two, I
want you belly-to-belly," Jenny directed. When they were close enough to
Jenny's satisfaction, she lifted up Brandelin's skirt from behind, so
that she was bare-bottomed, and placed a binding strap around them both
at the waist. She tucked Brandelin's skirt up under the binding strap,
pointed her boyfriend's raging boner downward so that it was nestled in
the front part of Brandelin's skirt, and tightened their bonds. The male
had to stand with his feet apart because he was a little taller than
Brandelin. Brandelin's thighs and legs were in contact with his. Jenny
stepped back to admire the scene. There was her boyfriend, totally
naked, front-to-front with Brandelin, who was bare-chested,
bare-bottomed, and bare-legged, with their hands together and wrists
cuffed to a spreader bar.
"One more little thing," Jenny said to them. "I'll be right back. Don't
go away!" she giggled. A few minutes later Jenny returned and slipped a
leather harness over their heads. The harness was open-space and was
meant to affix the position of their heads so that they had to remain
face-to-face. "I want you two to get to know each other," Jenny stated
as she tightened the harness so that their lips were almost touching.
Since the harness was open, they could see into one another's eyes. A
moment later, Brandelin gasped as she heard Jenny say, "I thought you'd
be well lubed on your own down there," and then moaned as Jenny inserted
something into her pussy.
Jenny had placed two hollow steel balls, each of which contained a
smaller, solid ball, into Brandelin's pussy, and pushed them well up
inside. Every time Brandelin moved, the two balls would either strike
one another and send shock waves of feeling through her innards, or they
would tend to stir around, further exciting her. Picking up the leather
tawse, Jenny teased, "You've got the entire dance floor, and no one will
cut in!"
With that, Jenny started what was to be a lengthy strapping session. She
would usually whip the tawse across the bared buttocks of one of the
duo, then walk around and give the other one a powerful swat. Several
times she gave one of them two or three rapid strokes in succession,
doing likewise to the other one. Brandelin exclaimed with every stroke,
while Jenny's boyfriend only cried out when jenny gave him a
particularly hard swat, or gave him several in succession.
The session was an incredible turn-on to Jenny's boyfriend. In spite of
the pain of Jenny's energetic leathering of his bared bottom, his
throbbing erection never subsided, and continued to press into the front
of Brandelin's skirt. Brandelin's wide-eyed exclamations, combined with
her frantic movements when she felt the searing heat of the tawse, kept
him rock-hard. Their front-to-front physical contact, plus his seeing
Brandelin's face at such close range and feeling her legs kick, brought
him to the brink of ejaculation several times. He knew that if he
ejaculated, he would shoot his semen onto Brandelin's skirt, and he
didn't think she'd appreciate that. Jenny sensed his nearness to
cumming, and wanted to push him over the brink. She put down the tawse
and picked up the straight rattan cane.
"And now, Miss Brandy Lynn," she said, sharply whisking the cane through
the air several times, "here's a taste of the cane for you!" Jenny
applied several smart strokes of the cane across Brandelin's nether
cheeks, each one immediately next to its predecessor. The urgency with
which Brandelin reacted, thrusting her front into that of her bound
partner, served both to excite him further and considerably enhance the
pleasurable sensations within her from the steel balls. Jenny stopped
whipping as soon as Brandelin started to orgasm. Jenny's boyfriend could
hold on no longer, and spurted uncontrollably into the front of
Brandelin's skirt, moaning and writhing as he squirted.
Jenny left them alone for a few moments to regain their composure, and
then removed the binding strap that held them together, followed by the
harness that was over their heads, and finally, the wrist cuffs. "Oh
God, Jen, I've never cum so hard in my life!" declared Brandelin when
she was released from the wrist cuffs. She extracted the steel balls
from her pussy and declared, "I need to get some of these."
Pointing to the massive wet spot on Brandelin's skirt, Jenny said, "Look
what he did on your skirt, Brandy! I think he should get some strokes of
the cane for that, don't you?"
"Oh my gosh, look at all that cum!" Brandelin exclaimed when she looked
downward at her skirt. "Yes, I agree he should be punished for that! May
I do the honors?"
"By all means, Brandy," announced Jenny, handing the rattan instrument
to Brandelin.
Brandelin grabbed him by the arm and marched him over to one of the
chairs in the living room. Pointing at the chair, she ordered, "You bend
yourself over that chair right now!"
Jenny quickly slipped out of her panties and laid back in a recliner
with her legs spread and her fingers working on her bush.
Brandelin continued, "Bend over more. I want your back to be level.
There. Okay, now arch your back and stick out your bottom. Like that. I
want you to stay with your bottom stuck out like that, or I'll give you
three extra for every time you don't!" Turning to Jenny, she asked, "How
many should he get? I'm thinking around fifteen."
"That's about right. Make sure he keeps his bottom out there for you,"
Jenny replied, her fingers deftly working in and around her creamy pussy.
Brandelin positioned herself so that the tip of the cane extended well
beyond the far side of the male's buttocks. "Nasty boys who cum all over
ladies' skirts get punished severely. You're going to get a good caning,
you naughty boy!" Brandelin drew the cane back and whipped it hard
against his waiting buttocks. The tip of the cane curled around and
struck the especially sensitive part of the buttocks, leaving a thin red
stripe.
"Aaaahh!" he immediately shouted when the cane left its mark. Brandelin
pressed her lips firmly together and gave another hard stroke. "Owwwww!"
She continued. When the count reached seven, he flinched and retracted
his buttocks. "No!" shouted Brandelin. "Keep your bottom out there!
Three extra!" He tried his best, but couldn't keep still, and wiggled
too much after the twelfth stroke. "You did it again! That's six extra.
(*whack*) Thirteen... (*whack*) Fourteen... (*whack*) Fifteen. Now stick
out your ass, you nasty boy, for the six extra!"
Jenny, finally obtaining release from the pent-up arousal from the
afternoon's adventures, was having one orgasm after another at the sight
of Brandelin's whipping her boyfriend, and shamelessly moaning each time
she climaxed.
Brandelin came to love the sound of the rattan as it whipped through the
air on its way to the punished male's bared bottom. She delivered the
six extra strokes especially forcefully, evoking a loud shout from him
with each one.
"Wow, Jenny, I haven't had such an exciting day in ages!" proclaimed
Brandelin. "Thank you for the wonderful time." Turning to Jenny's
boyfriend, she said, "And special thanks to you for enduring the
spankings from me. I hope Jenny will be real nice to you for that."
Jenny served more cool drinks and Brandelin freshened herself up and
left. Jenny looked at her boyfriend's striated bare bottom and
commented, "She DID give it to you good! Let's go in the bedroom and
I'll put some cream on there and make it feel all better." She took two
full pillow and placed them in the center of the bed, and spread a towel
on top of them. "Okay, face down and relax, I'll go get the cream."
Tenderly, Jenny spread some soothing cream on her boyfriend's buttocks.
He reveled in her skilled touch. Then she straddled him and massaged his
lower back for a few minutes, then tantalizingly spread some cream
around his back opening.
She then applied a generous portion of the cream to the strap-on dildo
that she had surreptitiously put on when she fetched the ointment.
Slowly, Jenny spread apart her boyfriend's nether cheeks and gingerly
placed the tip of the strap-on against his back portal. A little shove,
and it was in about an inch. He moaned, and she could see his erection
harden. Working it back and forth, she went in a little further with
each thrust.
"Jenny, that feels so good..."