JEFFREY AND JENNIFER
Story by The Sender
Picture by Andres Serrano
Jefferey could hear water running as he
floated in a semi-trance, slipping back and forth
between a sweet dream and a memory of the things he
and Jennifer had done the night before. He loved
that time of morning, and he liked to prolong it
whenever he could, so he stayed in bed with his eyes
closed, drifting, listening to the shower, and
imagining her body and the pleasure it had given him.
Last night, Jennifer had finally let him put his cock
in her ass, and he could still see her looking back
over her shoulder as he pushed it past her well-lubricated
sphincter. "Please be gentle. Please
don't stop."
Jefferey was gentle, he didn't stop, and she loved it,
as he knew she would since the first time he'd touched
her there.
He heard the shower stop, and after a few minutes, his
lover came softly into the bedroom. Jefferey pretended
to be asleep, eyes nearly closed in the half-light.
Jennifer watched him for a few seconds, and then very
quietly opened the drawer reserved for their erotic
toy collection and started filling the small gym bag
they kept there.
Jefferey stayed in bed, playing dead, waiting to see
what she had in mind. After a few minutes, she left
with the bag, and soon he could hear her movements in
the next bedroom. She crept across the hall to the
guest bathroom, and he could hear cabinets opening
and closing and more water running.
At this point, it was clear that Jennifer was working
on something, and Jefferey was hoping that it would
be a surprise for him.
Jennifer returned to the bedroom and went back to the
toy drawer. She took out the ankle and wrist cuffs
and set them on the dresser, along with the leather
D-Ring belt they used in their bondage games. Then
she came over to the bed to wake him with a kiss.
Jennifer kissed his face and my lips, and when her
tongue went into his mouth, Jefferey came to life,
kissing her back and reaching out to pull her into
bed.
"Not so fast," she teased. "I've got other plans for
you." She knelt by the bed and took his cock into her
mouth for a few minutes, just long enough to bring it
to life. Then she stood up, retrieved the cuffs and
the belt, and brought them over to the bedside.
"Sit up and put these on." Her tone was firm, but
flirtatious. She seemed to know that he would comply,
and he did. "I've got a surprise for you in the next
room. Are you curious?"
Jefferey smiled and nodded.
"If you want it, you'll have to work for it," she
teased, and she clipped his wrists to the belt with
a couple of snap-hooks and pushed him back on the
bed.
Jennifer opened her robe and dropped it to the floor.
Her petite breasts stood out firm and proud, nipples
erect. As she stood next to the bed, feet apart,
Jefferey could see the coral edges of her swollen
labia peeking through her closely cropped bush. He
knew what the price of his curiosity would be.
She took his cock in one hand and stroked it for a
few minutes while she massaged herself with the other.
Then she climbed up on the bed, straddled his head,
and settled down on his face like a hen tending her
eggs.
"You know what I like, now do it," she commanded.
Jefferey went to work on her, using his tongue and
lips to separate her folds and probe the opening to
her vagina, before locking in on her clitoris. He
trapped it between his lips and lashed it with his
tongue until she came forcefully, almost drowning him
in her secretions.
Jennifer climbed off, kissed Jefferey deeply, and
licked her come from his lips. "Mmmm. I taste good,
don't I?" Jefferey nodded his agreement.
"Now, it's time for your surprise." Jennifer went
back to the toy drawer, retrieved a blindfold, and
tied it around his head. She instructed him stand up,
and then, with a firm grip on his cock, she led him
down the hall to the guest bedroom.
"Sit back on the bed. I want you in position before
you see what's in store for you." She pushed him back
to the bed and sat him down, then released his wrists
from the snap-hooks. "Now lay down and put your arms
over your head. "
This was really getting interesting. Before today,
Jefferey had always been the dominant one in the games
they played, but Jennifer was really taking to the
role, and Jefferey made up his mind to help her
along.
He stretched out as directed, and felt Jennifer clip
his wrists together and secure them to the headboard.
Next he felt his right ankle pulled upward and outward
and secured, dangling a couple of feet in the air.
Then the other ankle followed suit. Jennifer worked
quickly and without a word.
Within two minutes, Jefferey was bound and spread-eagled
with his ass lifted off the bed. "Here, baby
boy. This will make you more comfortable," she cooed,
as she pushed a pillow under his ass.
It did help support him and he thanked her, addressing
her as "Mistress." Jefferey could feel himself
starting to slide into the submissive role, and it
surprised him a little, but he had gone this far, and
decided to keep playing along.
"Now it's time for my baby to see what's in store for
him." Jennifer laughed, and she removed the blindfold.
Jefferey was stunned by what he saw.
The guest bed was an old four-poster canopy model that
had been equipped for bondage. It had an assortment
of rings and eyebolts mounted in strategic places, and
Jennifer had used them thoughtfully. Jefferey's hands
were tied off to the center of the headboard, and his
legs were tied to the posts at the foot of the bed
with some short cotton ropes from the toy drawer.
Jefferey had to admire Jennifer's handiwork. She had
learned a lot in the months they had been together,
but her obvious skill isn't what stunned him. What
really caught his eye was the huge bulging black
rubber enema bag that she had hung from another
eyebolt on the canopy frame. It was centered between
his ankles, and he couldn't take his eyes off of it.
A long thick hose with a squeeze-bulb in the middle
hung down to the mattress and then curled back up,
disappearing into the mouth of the bag, where a thick
head of soapsuds was visible.
"Surprise, lover." There was a child-like glee in
Jennifer's voice. "You fucked my ass last night, now
I'm going to fuck yours. Nothing like a nice, warm
enema to get you ready." Jefferey was speechless.
He didn't even know that Jennifer had an enema bag in
the house, let alone one so exotic in appearance, and
they had been living together for two months. She
seemed to read his mind. "There are a few things you
don't know about me yet," Jennifer said, teasingly.
"I bet you thought that last night was your idea,
didn't you? Well it wasn't. I got tired of getting
myself ready and waiting for you to make your move,
so I steered you a little. Now, it's your turn." She
smiled broadly and gave the bag a little squeeze.
Steaming soapsuds spilled over the side.
Jefferey could feel himself starting to panic. "This
is how the game works," Jennifer explained in a
matter-of-fact tone, "I'm going to give you the three
quarts in this bag, and once it's is empty, you will
have to hold it for ten minutes before you get to let
it out. I will make you work for every drop, and if
you stop pleasing me, I will stop the flow until you
figure out what I want. Remember that the ten-minute
clock doesn't start until the bag is empty, and I've
got all day. After this enema, there will be one more
to rinse the soap out of you, and then it will be time
for your stretching exercises. Don't let any water
leak out, or I will make you drink what you spill."
Jennifer paused dramatically to let her speech sink
in, then she reached up and withdrew the nozzle from
the mouth of the bag. It was a good six inches long
and about an inch in diameter. She smeared it with KY
jelly, and then pushed another finger-full into
Jefferey's ass and stroked his prostate.
"Don't you dare come," she warned, "or you will really
regret it." Then she took his cock in her mouth and
started sucking. Trapped between her mouth and her
finger, poor Jefferey couldn't keep still, and soon he
was thrusting to the rhythm she set up.
He was almost at the point of no return when she
lifted her head from his cock and pushed the nozzle
against his anus.
Jefferey impaled himself on it reflexively, and she
pushed it home with a twist. He heard a click, and
immediately felt the hot water flooding his bowels.
His poor cock was left twitching in the air as his
belly started to swell, and within a minute, he was
cramping and begging for mercy.
Jennifer turned off the flow. "I've got all day, baby
boy," she reminded me. "How about you? Wouldn't you
like to get this over with?" She held the nozzle
firmly in place as he started to squirm, then she
climbed on to the bed and settled herself over his
face, with her glistening lips a few inches above his
nose. "Reach for it," she commanded, and Jefferey
lifted his head, stretched his neck and started
licking her in long, slow strokes. "Perfect," she
murmured, "Perfect," and he heard that ominous click
again. "Now my ass. Lick me there."
Jefferey shifted his attention to her puckered little
bung and massaged it with the tip of his tongue.
Jennifer groaned her approval, leaned forward and
reached for the squeeze bulb. "Let's pump you up a
little," she said in a teasing tone, and she gave the
bulb a few sharp squeezes.
Each time she did, Jefferey felt his cock jump. He was
invaded, flooded, pressurized, and really beginning to
worry.
Jefferey didn't know how he was going to take the
whole bag, let alone hold it for ten minutes. He had
only had a few enemas in his life, and they were all
unpleasant and explosive.
Finally, the bag emptied with a slurping sound, and
Jennifer produced a kitchen timer, which she set for
fifteen minutes instead of ten.
"I lied." she said, and then she laughed.
"No, please. I can't hold it. I know I can't,"
Jefferey whined.
"That's OK, baby. I'll help you," she cooed. "Let's
get that nozzle out of you. Clamp down now, don't
lose any water." She slid it out and Jefferey
clenched his buns together as tightly as he could.
Jennifer walked across the room and returned with an
inflatable anal plug that he had never seen
before...he was beginning to realize that there was a
side to her he had never imagined. She pushed the
plug past his clenched sphincter and gave the pump
three healthy squeezes. Suddenly, Jefferey felt like
he had an orange in his rectum. Jennifer tugged on the
plug a few times and nodded her approval. Then she
told Jefferey to relax and let the enema work.
Jennifer re-set the timer for fifteen minutes and
announced that they would spend the time in a 69, as
long as Jefferey understood that he was not to come
under any circumstances.
He hastily agreed, and she mounted him again. By this
time, Jennifer was so wet and open that he lost
himself in her scent and her sweetness. Her mouth
and tongue were warm and soft on his cock, but he was
able to hold his come and focus on her pleasure.
The timer sounded sooner than he expected, but
Jennifer stayed in place, riding his tongue for
several minutes more. Jefferey could feel her about
to come, when she stopped, climbed off, and kissed him
deeply on the lips, pushing her tongue into his mouth.
"I want your sweet cock inside me when I come," she
murmured, then squatted over him and guided it home.
Jennifer gripped his cock powerfully and rode it
slowly at first, but they both knew knew she wouldn't
last long, and Jefferey knew that he wouldn't either,
in spite of her warning. He watched her breasts sway
as she slid slowly up and down, then she leaned
forward, gripped his shoulders, and filled his mouth
once again with her tongue.
They exploded together in one wrenching orgasm.
"I told you not to come," Jennifer said sternly. "You
made a mess, and now you'll have to clean it up." she
reached down with one hand and squeezed her lips together
as she pulled away from Jefferey's limp cock.
Once again, she squatted over his face. "Lick up your
come and you can go to the toilet." She was so wet
that he didn't know where to start, but he sucked
every drop out of her and licked her lips clean.
Jennifer released his wrists, one at a time, and
clipped them to his belt. Then she lowered
Jefferey's legs, escorted him to the bathroom, and
sat him on the toilet. She deflated the plug and
the water poured out of his bowels.
To add to his embarrassment, she stayed in the
bathroom with while he emptied, commenting on the
odor, flushing the toilet from time to time, and
preparing his next enema.
She filled a clear glass pitcher with tap water, then
poured in a small cup of powder that she had already
prepared. After stirring vigorously for a few
minutes, the powder was dissolved and the liquid was
clear again. "This time you will take two quarts of
cool water with a little baking soda to kill the soap.
I think you'll find it very soothing," she said in
her best clinical tone.
How does she know this stuff? Jefferey couldn't help
but wonder. After a good half-hour on the toilet, she
stood him in the shower and rinsed him off. Then
she rubbed him down with a fresh fluffy towel and led
him back to the guestroom where his next enema was
waiting.
The pitcher was on a small table at the foot of the
bed. Next to it was the largest bulb syringe Jefferey
had ever seen. It had to be five or six inches in
diameter with a fat fluted nozzle about eight inches
long.
Jennifer instructed him to kneel on the bed with his
knees apart and to lean forward until his chest was on
the mattress. With his wrists still clipped to the
belt, Jennifer commanded Jefferey to reach back,
spread his cheeks, and receive his enema.
Jefferey had a perfect view of the proceedings in the
dressing mirror on top of the bureau to his right, and
that scene in the mirror, along with his willing participation
in it, filled him with a sense of humiliation.
He had gone way beyond "going along," and he
realized that he had finally embraced the role of
"submissive" in spite of himself. That realization
shamed him, and at the same time, it charged him with
erotic energy.
Jennifer caught him looking in the mirror, and she
made the most of it, "Watch everything I do," she
commanded, and she walked around behind him to the
foot of the bed.
She filled the syringe noisily and lubricated the fat
nozzle with a flourish. Jefferey followed every move,
waiting nervously for her touch. "Ass up! Arch your
back," she barked, and he complied. With one hand on
the small of his back, she wiped the nozzle against
his anus, then opened him with it and pushed it all
the way in.
Squeezing with both hands, she emptied the syringe in
a couple of seconds. As the cool water surged into
him, Jefferey's cock stiffened. Jennifer took
notice.
"My baby boy likes his enemas," she teased, and she
fucked him with the nozzle for a few strokes before
refilling the syringe and pushing it back inside.
To tell the truth, Jefferey was starting to enjoy the
odd sensations she was generating, even the pressure
of the enema.
It took six full bulbs to empty the pitcher, and
Jennifer took her time administering them. By the
time she was done, his anus and prostate were highly
sensitized. When Jefferey heard the buzz of the
vibrator, he knew that he was in even deeper trouble
than he had imagined.
"You're going to love this," Jennifer teased, as she
displayed the vibrator in the mirror. It was made of
white plastic, long and slender, with a smooth
surface. It looked more like a medical appliance than
a cockreplica.
Jennifer set it on a low speed and started massaging
his anus. Jefferey was desperately trying to hold the
enema, but at the same time, he really wanted to make
room for the buzzing invader in Jennifer's hand. It
took a few minutes to find the right balance of
tension and relaxation, but Jennifer was patient and
persistent, and soon, his prostate and anus were
tingling.
Jefferey was on the edge of an uncontrollable orgasm
when Jennifer turned the speed up and started fucking
his ass vigorously. He could not hold back, and he
sprayed his come on the bed. "Bad boy!" she scolded.
"Now lick it up. Now!!" She held the vibrator firmly
in his ass while he crawled backwards and lowered his
head to lick his come from the sheets.
After a few minutes of trying, Jennifer gave him a
swat on the ass and told him to go to the toilet.
Holding the vibrator in place, she followed him into
the bathroom, sat him down and released the water.
This time, he emptied out more readily, almost in one
continuous flow.
Mercifully, she left the bathroom while he drained,
and she made him wait on the toilet for a while to be
sure that he was empty. After another shower and
another towel drying, Jennifer pronounced him
"fuckable," and led him back to the bedroom.
While Jefferey was in the bathroom, Jennifer had been
redecorating the bedroom. The room was lit with
about twenty candles, and she had incense burning and
Ravi Shankar playing on the stereo, very romantic in a
Middle-Eastern sort of way. She sat Jefferey on the
bed and knelt down in front of him.
"I think that you have some idea of the pleasure I can
give you," she said softly, looking straight into his
eyes. "I would rather fuck you as a willing partner
than as a bound subject, but I will certainly fuck
you, one way or the other."
There was no menace in her voice. Jennifer was matter
of fact, almost pleading. Jefferey realized then that
it would be better to give her a gift instead of forcing
her to take it.
"I understand, Jennifer, and I would love to have you
fuck me. Just remember that it's my first time."
She smiled and kissed him, and then she released his
wrists. They stood and embraced, kissing deeply and
caressing each other. Jefferey could see that it was
his turn to flirt and tease and open himself up to
her, to finally give her complete control over his
body.
He was at once relieved, apprehensive, expectant,
resigned, and a little bit ashamed. What would she
do next? How could he get himself into this pre
dicament? Why didn't he stop it? Why was he so
aroused?
Something inside kept him going with the flow, turning
more and more control over to her, and he couldn't
figure out what it was.
They sat down, then laid down on the bed, and started
making out like a couple of teenagers in the back seat
of Daddy's car, only this time, Jefferey was coy and
apprehensive and Jennifer was the aggressor, as
aggressive as Jefferey had ever been. Soon, she had
him on his belly with his ass in the air, waiting
expectantly as she attached a strap-on dildo to the
harness she was wearing. Jefferey felt her tongue in
his mouth and her fingers in his ass as she lubricated
and stretched him, then she was behind him, massaging
his cheeks and spreading them wide. She kissed his
back and neck, and soon he felt the thick blunt end
of her dildo pressing against his anus.
Jefferey looked back over his shoulder and found
Jennifer staring into his eyes, "Please be gentle,
please don't stop," he murmured She smiled, closed her
eyes, and pressed forward. As Jefferey reached back
to open up to her, his hands found her waist and
pulled her forward. She slid inside easily.
Jefferey felt her hard nipples pressed against his
back and her tongue teasing his ear. Her hair fell
across his neck as she leaned over him. She put her
hands on his shoulders and fucked him slowly and
deeply. Jefferey closed his eyes and surrendered.
It was the most amazing sensation.
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