Jeffrey's Adventures in Babysitting 5
By David
Copyright 2018 by David, all rights reserved
The author prefers not to display any email address. Please
direct any feedback to puericil@hotmail.com
and it will be forwarded
* * * * *
This story is intended for ADULTS ONLY. It contains
explicit depictions of sexual activity involving minors. If you are not
of a
legal age in your locality to view such material or if such material
does not
appeal to you, do not read further, and do not save this story.
* * * * *
Chapter Five – An Awkward Situation
Thirteen year old
Jeffrey Walton felt like a little child. Wearing nothing more than a small hand
towel wrapped partially around his waist, the reluctant babysitter stood before
his employer, Mrs. Judith Martin, and wished he was a million miles away. She
had caught him, fair and square, sneaking about her house in his birthday suit,
cornering him in her bathroom where he was hiding in the shower. A failed
attempt to explain away his nakedness left the terrified lad in the most
awkward if not amusing predicament.
“My goodness, I
wonder where those girls have gone off to,” the pretty lady said with mock
concern. “I can’t believe it takes this long for them to find your clothes. I’m
so sorry, Jeffrey. I will give them hell when they get back, I promise!”
“That’s all right,” Jeffrey
croaked. He struggled to stretch the towel over his bare bottom, but it was no
good; his cheeks were fully exposed to his employer’s view. If he let go of the
towel she would be able to see everything.
“I ... I’m ... I’m okay,
I guess. I just ....” He took a deep breath and sighed. “This is really
embarrassing, Mrs. Martin! Please don’t look at me!”
Despite the blushing
boy’s plea, Judith Martin leaned over to get a long, lingering look at his bare
butt. She then gave him a little smirk and a wink.
“Aw, you poor thing. You’re
being a very good sport about this, Jeffrey. But don’t you worry, I will not
leave your side until we get you all fixed up, all right? All right!”
“Um, you ... you
d-d-don’t have to ... do that, Mrs. Martin,” Jeffrey stammered. “I ... I’ll be ... um
... okay.”
The pretty woman
raised an eyebrow and gave his bottom another look. “Oh, but I want to stay
here with you. Trust me ... I don’t mind at all! This is a lot of fun, don’t you
think?”
While they waited for
the return of the girls, Mrs. Martin chit-chatted aimlessly, asking Jeffrey all
sorts of questions about school and his mother, as grown women are prone to do.
She was especially interested in his private and habits, what kinds of books he
read, the games he played, everything; she even asked if he knew any pretty
girls and if any of them were his girlfriend! That was so embarrassing –
especially in his disadvantaged condition – it was almost like listening to his
mother. Almost.
What is it with these
women, he thought silently. It’s like they’re always going out of their way to
be so annoying!
Needless to say, Jeffrey
felt so weird, standing just a few feet from Mrs. Martin, he practically in his
birthday suit, she in her feminine finery. He tried his best to not look too
closely at his employer, but he was practically eye level with her bounteous
bosom, which was just inches away from his nose and eyes. His legs started to
cramp from where he was pressing his thighs together and keeping his penis from
popping out from its hiding place. To distract himself he allowed his mind to
wander. He immediately thought about how his employer had seen him completely
naked only moments ago; aside from his mother and his doctor, he realized she
was the only other grown woman to see him naked.
Oh crap, he thought
with incredulity. Mrs. Martin actually saw me with a hardon!
The shamed lad
reflected on his predicament for a moment and felt his stomach churn with
nausea as another thought crept into his brain.
Geez ... she even saw
me almost jacking off! Geeeeezus ... not even my mom or the doctor have seen me do
that! How sick is that?!
As Jeffrey fidgeted
uncomfortably with naught but a skimpy wet towel to hide his nakedness, he
noticed his employer’s eyes flick playfully up and down his body. He turned
away from her only to see his reflection in that dumb old dressing mirror; and,
of course, he saw his employer’s eyes staring back at him from over his
shoulder, and the huge smile on her face as she took in the comical sight
before her. His reaction was to press his aching thighs together extra hard to
keep his penis from slipping free and causing him even more embarrassment.
Geez, how long is she
going to stand there looking at me, he asked himself. She’s almost as bad as
her stupid daughters!
The beleaguered boy wondered
what his employer would say if he turned and fled back into the shower. That
would be ridiculous, of course, and solve nothing; no doubt she’d just look at
him through the frosted glass. That’s what he would do if she was the one in
the shower. But she wasn’t. He was. And that was quite unnerving, to say the
least.
At long last the
girls finally showed up with Jeffrey’s clothes, arriving at the bathroom with a
thundering rumbling of bare feet pounding on the hardwood floor. All three had
mischievous grins on their cute faces, their hands covering their mouths as
they fought the urge to burst out in laughter. Jeffrey felt like dying and he
stood helplessly before them, clinging awkwardly to the skimpy towel around his
waist and keeping his weary thighs pressed against one another to hide his
erection.
Please don’t pop up,
he prayed desperately as he clamped his knees together as hard as he could. Please
don’t pop up, please don’t pop up ... please don’t pop up ... please don’t pop
up ....
“Well, it’s about
time you girls showed up!” Mrs. Martin said in a pretend scolding voice. “Poor
Jeffrey has been standing here forever waiting for you little imps. I think you
owe him an apology for your rude behavior, don’t you?”
The girls all smirked
in unison and nodded obediently. “We’re sorry, Jeffrey,” they sang in chorus. “We
were just having a little fun,” they added with a flutter of girlish giggles.
Mrs. Martin looked
down at Jeffrey. “Well, what do you think, Jeffrey? Do we accept their apology?”
The nearly naked boy blinked,
then shrugged.
“Um, that’s all
right, I guess,” he whispered weakly.
The flustered
teenager sighed as Anita and Rita and Tina all burst out laughing. He knew those
little brats weren’t sorry about anything, they were just acting all innocent
in front of their mother. Oh sure, they said they were sorry, but they didn’t
mean it. It was just a big dumb joke on the big dumb babysitter!
In fact, the more he thought
about it, the more he realized ... Mrs. Martin really was just as bad as her
daughters! He made an awful face as he thought about how she seemed to enjoy
seeing him squirm, and the little looks and remarks she made were ... well, they
made him feel almost as embarrassed as what the girls did to him.
She really does like
teasing me and making me look stupid, the blushing boy thought to himself. She’s
as mean as her dumb old daughters!
Jeffrey gritted his
teeth as he realized Mrs. Martin had even maneuvered him into forgiving the girls
for their “rude behavior.” Rude behavior? After all he’d been through, after
one humiliation after another, he erased it all with a stupid, “Um, that’s all
right”?
How the heck did she
do that, the bewildered lad wondered. Why did she do that?
I really gotta get
out of this house!
“Come on, darlings,
give poor Jeffrey back his clothes,” Mrs. Martin said with a delightful voice. It’s
time for him to go home, so we shouldn’t keep him any longer.”
One at a time the
girls presented his things, first Anita with his pants and his socks, then Rita
– or was it Tina? – with smirks and grins and giggles. Mrs. Martin patiently
gathered them up, laughing happily in the process. The remaining twin made a
dramatic effort as she whipped Jeffrey’s whitey-tighties from behind her back,
holding them out by the waistband and waving them up and down as though she was
signaling with a flag.
“Here’s your panties,
Jeffrey-Poo!” she said in a teasing, mocking voice. “I bet you can’t wait to
get back into them.”
“Oh, stop it, you
silly thing!” Mrs. Martin laughed as she snatched the boyish undies from her
daughter’s hand. “I’m so sorry, Jeffrey. I know these girls are a handful. I
just never expected them to do anything quite like this.”
Jeffrey nodded. He
glanced shyly at the girls, who – behind their mother’s back – stuck out their
collective tongues and made the most comical faces at him. Tina – or was it
Rita? – stuck out her butt and pretended to spank it. The other twin pretended
to cry and wipe away her fake tears. Anita just made funny faces, sticking out
her tongue and looking at him through his eyeglasses with crossed eyes and
trying to make him laugh. It would have been funny if ... well, if he wasn’t in
so much trouble.
“Girls, really? Haven’t
you done enough to the poor boy?” Mrs. Martin plucked Jeffrey’s glasses from
Anita’s face. She peered through them and shook her head. “My goodness,
Jeffrey, you poor dear, you’re practically blind without these things, aren’t
you?”
Well, that didn’t
make our hero feel any better; it was bad enough he didn’t even have any pants
on, but getting teased about his glasses only made him feel worse. Ignoring the
tittering and snickering from the trio of brats before him, the frustrated lad
shrugged and nodded.
“I guess so,” he
croaked in a hoarse voice. In his head, however, he was fuming!
What does any of that
have to do with letting me get dressed?! I just want to put on my pants, dang
it!
The pretty woman
smiled as she handed Jeffrey his spectacles, along with his clothes. He forgot
himself for a moment and he accidentally let go of his towel as he reached out
to receive his things; the towel fell to the floor with a wet “plop!” leaving
him completely naked before four sets of leering eyes. A gust of air on his
bare bottom was accompanied by a cacophony of girlish laughter and shrieks of
delight.
Uh-oh ....
“What happened to
Jeffrey’s weenie?!” the girls all cried out. “It’s not there!”
Jeffrey glanced down
to see that his erection was still locked in between his tightly pressed thighs.
He pushed them together even harder, very nearly causing himself a serious
cramp. He then looked up with pleading eyes at Mrs. Martin, who merely shrugged
and winked at him; she then laughed and turned to the girls.
“What do you mean,
girls? What weenie?”
“Oh, Mommy, you’re
being silly!” Anita said with a giggle. “Jeffrey’s weenie is gone! It looks
like he has a ‘cookie’ between his legs instead of a weenie!”
Mrs. Martin looked
over at Jeffrey and winked – again. “‘Cookie’ is our code word for vagina,” she
said slyly. “They’re right, you know. You do look like you have a cookie down
there instead of a weenie. Just like I said a little while ago ... you look just
like a girl.”
The blushing boy gritted
his teeth. He was so ashamed of the mess he’d gotten into, he wanted to run
away and hide.
“I am a boy, not a
girl,” he mumbled softly. “I don’t have
a ... cookie ... I have ... a ... a ....”
“You ain’t got no
weenie!” squealed Rita-Tina. “You got a cookie!”
“You sure do have a
cookie, Jeffrey-Poo!” Anita yelled as loud as she could. She stepped behind the
naked teenager and turned him toward the dressing mirror. “See? A cookie and no
weenie! That’s what I see? Is that what you see, Mommy?”
Jeffrey looked in the
mirror to see Mrs. Martin looking down on him. There was that mischievous smile
again.
“Oh yes, that’s what
I see,” she sweetly sang. “A cookie and no weenie. That’s what I see, all
right.”
Before the horrified
boy could do anything, the other two Martin girls jumped into the picture,
standing behind him and appearing in the mirror with their older sister and
mother. What Jeffrey saw was his naked self surrounded by three jubilant little
girls and an amused adult woman; it was a sight he was not likely to ever
forget!
“A cookie and no
weenie!
That’s what Jeffrey’s
got!
A cookie and no
weenie!
A girl he is, a boy
he’s not!
A cookie and no
weenie!
That’s what Jeffrey’s
got!
A cookie and no
weenie!
A girl he is, a boy
he’s not!”
“I’M NOT A GIRL! I’M
A BOY!” Jeffrey shouted. He was tired of being made fun of and he was going to
put a stop to all of this foolishness, even if it made his mother’s friend mad.
“STOP TEASING ME! I AM NOT A STUPID GIRL!”
“A cookie and no
weenie!
That’s what Jeffrey’s
got!
A cookie and no
weenie!
A girl he is, a boy
he’s not!”
Just then the naked
lad shifted his legs and his penis – as tight and erect as it had ever been – suddenly
sprang up from its hiding place and smacked him on the belly with an audible “slap!”
Oh ... god ... no ...
not now ....
“Well, I guess he’s
got us there, girls,” Mrs. Martin said with a girlish giggle. “Jeffrey apparently
is a boy after all.”
“Look sisters!” Anita
squealed with glee. “Jeffrey’s weenie is sticking out! Hahahaaaa!”
“Wow, it is sticking
out!” Rita – or was it Tina? – yelled. “It looks really funny that way!”
“We see Jeffrey’s
weenie!” Anita shouted.
“We see Jeffrey’s
weenie!” echoed the twins.
“We see Jeffrey’s
weenie!
We see Jeffrey’s
weenie!
We see Jeffrey’s
weenie!
We see Jeffrey’s
weenie!”
All of a sudden, Mrs.
Martin let loose with another of her braying, donkey-like laughing fits. It was
so loud, so noisy, even the girls stopped to listen.
“BWAAAHAHAAAAAW!
*snort!* BWAAAHAHAAAAAW! *snort-snort!* BWAAAHAHAAAAAW! *snort!* HAW HAW HAW HAAAAAAW!”
“Uh-oh! Mommy’s
snorting again,” Anita yelled with a giggle. “She’s so funny!”
“BWAAAHAHAAAAAW! *snort-snort!*
HAW HAW HAW HAAAAAA! *snort!* HAW HAW HAW HAHAAAAAWWWW!”
“Nobody likes
laughing like our mommy!” Rita-Tina proudly proclaimed, giving Jeffrey a
gleeful look. “She must really like you, Jeffrey-Poo!”
“BWAAAHAHAAAAAW! *snort-snort!*
HAHAHAHAAAW!!! *snort!* HAW HAW HAW HAAAAAAW! *snort!* HAHAHAHAAAAAAW!”
Judging from the
light in their eyes, this was one of the girls’ favorite things and they didn’t
move a muscle as their mother laughed and laughed and laughed until she was all
laughed out.
“HAHAHAHAAAW!!! *snort!*
HAW HAW HAW HAAAAAW! *snort!* HAW HAW HAW HAW!”
By the time Mrs.
Martin was done laughing, Jeffrey was numb with disbelief. He looked up at his
employer with wide eyes. He had absolutely no idea what to do other than just
stand there and wish he were dead.
“Oops! I’m so sorry,
sweetie. That was my fault.” Mrs. Martin straightened her blouse and her hair
and shot a wink at the naked boy. “I know you hate me laughing at you, but I
couldn’t help myself. It’s just that you’re so funny and adorable.
“This is really
embarrassing,” the flustered boy squeaked. “Everybody keeps making fun of me!”
The pretty lady
reached out and playfully mussed his hair. “Oh, don’t be so sensitive, Jeffrey.
Trust me, you don’t have anything they haven’t seen before. And besides, we
wouldn’t be laughing if we didn’t like you.”
“Mommy, you were so
funny!” Tina-Rita cried. “You were almost as funny as Jeffrey’s weenie!”
“I don’t know,”
countered Anita. “Jeffrey’s weenie is pretty funny.”
“All right, all
right, that’s enough, girls. Calm down, please. No more talking about Jeffrey’s
weenie, okay?” Mrs. Martin began herding her rambunctious daughters out of the
room. “Come on, girls, let’s give Jeffrey some privacy. Lord knows the poor boy
needs some peace and quiet after dealing with you little imps.”
“‘Bye Jeffrey-Poo!”
Anita called out. “Nice SEEING you!”
“Yeah, nice seeing
you, Jeffrey-Poo!” one of the twins sang happily. “Nice seeing your teeny weeny
wittle weenie!”
“And your big fat
butt, too, Jeffrey-Poo!” squealed the other.
Mrs. Martin looked
back at the devastated teenager and sighed. “You poor thing. Tell your mother I’m
so sorry.”
Jeffrey shrugged
bashfully and nodded. “Um, yes ... y-yes ... m-m-ma’am.”
Once he was alone Jeffrey
rushed to the door, shut it and set the lock. He knew it probably wouldn’t do
much good against the girls when they were unsupervised, but he hoped that with
their mother in the house they might just leave him alone for once.
“Stupid brats,” he
whispered to himself. “I’ll get them one of these days.”
The naked lad looked
at his naked reflection one last time before turning his attention to where his
clothes laid on the toilet seat. He almost burst out in tears. It had been a
long day. He looked forward to escaping this madhouse. With any luck he’d be in
his own house, hiding in his bed in the next fifteen minutes. All he had to do
was get into his clothes before something else stupid happened ....
I’m never coming back
here again, he thought to himself. I don’t care how much they pay me.
***
“Jeffrey? I asked you
a question, sweetheart. Wake up, honey ... your mama is talking to you!”
The dazed teenager
blinked, then look up at his mother. He half expected her to be mad at him for not
paying any attention again, but instead she had the queerest look on her face. It
was as though she was trying to read his mind.
“Sorry. I was just
thinking ... about something.”
“Oh really?” Marie Walton
raised an eyebrow. “Penny for your thoughts. Whatever it was, it must have been
pretty important.
Jeffrey thought about
the shameful events of the day. He felt an alarming tingling in between his
legs and he squirmed uncomfortably in his seat. “Not really.”
The smiling woman
nodded as if she understood. “Well, as I was saying, I think this babysitting
thing is really working out for you. You get to make a little money and hang
out with some cute girls. And if you manage your time right you can get your
homework done so you can spend more time with your dear old mom. And not stare
into space.”
“I guess. Maybe.” The
blushing boy thought for a moment, then bit his lip. He looked up at his mother
with a pleading expression on his face. “I really don’t like being a
babysitter, Mom. I don’t wanna do it anymore. Please don’t make me go back
there! Please?”
Jeffrey watched as
his mother started at him. She swirled the glass of wine in her hand, not
saying a word for several seconds. Her silence was unnerving.
“I thought we already
went over this. What are you saying, sweetie? Did the girls do something bad? Did
they do something to you that you don’t want to talk about? Or maybe you did
something. You can tell me, you know. I won’t get mad or anything, I promise.”
Sighing heavily, the
frustrated teenager shook his head. He couldn’t tell his mother what was on his
mind. He thought about all that had happened that afternoon, how Anita and her
two idiot sisters had ambushed him and knocked him down and took away his
clothes, how they humiliated him in the bathroom ... and then playing that stupid
game of “It” and getting tickled and groped and spanked whenever he lost.
Holy crap ... I can’t
even tell Mom about Mrs. Martin and how she made me stand naked in front of her
and ... and ... and how ... she tricked me into almost jacking off. Geez, not even I
would believe that story!
Yes, it had been the
worst day of Jeffrey Walton’s young life ... but he couldn’t tell his mother about
any of it. Not no way, not no how!
“No Mom, we ... we didn’t
do anything bad,” he croaked. “I ... I know I didn’t do anything ... wrong. I ... I ...
just don’t like being a babysitter, that’s all. It’s stupid and those stupid
girls are stupid. They’re always yelling and screaming and being mean. And I
can’t make them mind me or leave me alone! I just don’t wanna do it anymore!”
Mrs. Walton drained
the last of the wine from her glass and tapped the rim with a perfectly
manicured fingertip. She had a subtle, knowing smile on her face; for an
instant Jeffrey wondered if Mrs. Martin had told her what had happened. Did the
girls’ mother tell on him, how she caught him in the shower and how his clothes
were missing? Did she herself know more than she was letting on?
That would be just
awful, the terrified youth thought to himself. If Mom finds out about me being
naked in front of those stupid girls, she’ll kill me, I just know it. That is,
if I don’t die first!
Thank goodness, there
was no sign of anybody knowing anything they shouldn’t. To the contrary, it
seemed that Jeffrey’s mother had received a glowing report on his performance,
cementing his employment in the one profession he despised ... and feared.
“Well, I don’t know
why you’re talking like this. Mrs. Martin and I had a nice talk on the phone after
you got home and she just thinks you’re the best babysitter she ever had. She’s
had quite a few, high school girls, older ladies, next door neighbors, you name
it. And you are the very best, it seems. You didn’t know that, did you?”
The red-faced lad
shook his head. This was not what he wanted to hear.
“You should be honored,
honey. Judith doesn’t give out praise lightly. She said the house is always in
order when she gets in from work, the girls just love you and they’ve been on
their best behavior the last two nights after you sat with them. I think that’s
something to be quite proud of, don’t you? Hmm? Hmmm?”
Jeffrey shrugged. It
could have been worse. Maybe. Mrs. Martin could have told his mom the truth.
“You’re not going to
make me go back there, are you Mom? I really don’t wanna do it anymore. I
really don’t wanna ....”
“Oh, that’s silly
talk,” Mrs. Walton interrupted. “Yes, you are going back and you’re going to be
a great babysitter. I just know it.”
“But ... but
Mooooooooom ....” wailed the worried teenager. “Please ... I ... I can’t ....”
“Oh sure you can,
Jeffrey. It’s not that hard. No, as I see it, you’ve got a good thing going
here. You’re just not used to being in charge, that’s all. But you’ll get used
to it, sweetie. You just keep doing what you’re doing and you’ll be fine. Pretty
soon you’ll have those little girls wrapped around your finger. You just keep
being you!”
Jeffrey didn’t say
anything for a moment. He had plenty to say, but none of it would do him any
good. He just looked down at his plate and shrugged.
“Okay, Mom. I’ll keep
being a babysitter. If you say so.”
Mrs. Walton beamed
with delight. “Oh, I say so, all right. Don’t be such a pouty puss. You’ll do
great. Just wait until the end of the week. You’ll have this all down to
perfection. You’ll be happy, the girls will be happy, Mrs. Martin will be happy
... and most important, your mama will be happy.”
Jeffrey bit his lip
and nodded.
“Yes, Mama. Whatever
you say.”
***
A little while later
Jeffrey was in bed, trying his best to not think about the events of the day. He
wished he could just erase his memory, like so many words on a chalkboard. But
he couldn’t. No matter how hard he tried, weird and scary and wonderful images
crept into his thoughts.
“I can’t believe all
that actually happened to me,” he whispered aloud to himself. “Those crazy
girls ... tricked me out of my clothes ... looking at me ... touching me ... all over ...
like that ....”
He then thought about
Mrs. Martin and how she had dumped all that lotion in his hand and pushed it
against his belly and down to his penis. He shivered as he remembered taking
his erection in his hand and rubbing lotion all over it ... just as he’d been
encouraged to do.
“She ... she tricked me.
She wanted me to jack off,” he said aloud to himself. “I can’t believe ... she
did that to me. I can’t ... I can’t believe ... all that stuff ... it actually
happened ... to me ....”
A wave of shame,
tinged with more than a little excitement, swept over the flustered boy,
sending a rush of blood to his face, causing him to blush. His face, his neck
and his ears all burned red hot as he replayed all of the things he experienced.
The fear he felt ... the helplessness ... the pain ... the tickling and the
involuntary laughter ... the leering smiles and knowing looks ... all rushed
through his mind, triggering conflicting feeling and emotions.
“Oh gosh, those
stupid girls ... they saw me naked ... made me get naked ... and touched me ... all
over ... stupid girls ....”
Jeffrey squirmed as
images and memories rushed about in his head. The picture of himself being
wrestled down and his pants being taken away both angered and shamed him. And the
memory of sitting on the toilet while the girls all stood about leering and
laughing made him feel ... well, like a helpless little child, not at all like a
teenaged boy.
“That was really
REALLY embarrassing ... I can’t believe I actually did that in front of them!”
Among the flurry of
images that flickered through his thoughts was that of the girls’ mother, Mrs.
Martin. Jeffrey bit his lip as he remembered trying to hide from her and
failing miserably; the frantic desperation he felt as he emerged from the
shower and stood before her, completely naked and without an explanation of how
he got into such a predicament; the knowing smile, the raised eyebrow and the
teasing, tantalizing questions the made him feel so uncomfortable and ashamed. All
of those memories triggered a familiar tingling sensation between his legs. Before
he knew it, his penis was erect and poking against his pajama bottoms. The
sensitive tip rubbing against the soft cotton was incredibly distracting and
annoying.
“Oh, geez ... not now ...
I don’t really wanna ... do this,” he whispered. “Not now ....”
Try as he might,
Jeffrey could not ignore his aching appendage. He tried thinking about other
things, his comic books, movies, school ... his teachers ...
But then his thoughts
strayed to the girls in his class ... Suzanne Whittaker, Maryann Clarkson ... Bobbi
Sue Curtis. It wasn’t but a few seconds and the image of him being naked in
front of these girls he knew ... girls he had a crush on ... hit him. And so did
another overpowering electric twinge at the tip of his stiffening penis.
“Oh wow ....” Jeffrey
smiled at the thought of being naked in front of the girls in his class. “That
... that wouldn’t have been ... so bad ....”
In an effort to delay
the inevitable, the restless teenager rolled over on his stomach and let his
imagination run wild. In his mind he played out many of the events of the day,
only he substituted the girls from his class in place of those stupid
freckle-faced Martin brats. As much as he hated being humiliated and teased by
a bunch of dumb girls, it didn’t seem all that unpleasant when he imagined
Suzanne and Maryann taking off his clothes ... or Bobbi Sue standing over him,
smiling and laughing and having fun at his expense.
“That ... that might
have ... actually been ... fun,” Jeffrey said aloud. “A lot better than that ugly
ol’ Anita and those freaky twins!”
The story in his
thoughts played out similarly to what happened in real life. The blushing boy
smiled at the thought of being the center of attention of so many pretty girls,
being forced to stand before them in his birthday suit ... to let them touch him
in places no one else had ever touched before ... and to even be more than a
little mean to him, bullying him about, spanking his bare bottom and even
slapping his face.
“I ... I wouldn’t have
minded that,” he whispered softly. “It would have been better than those stupid
little girls ....”
In his fantasy he
imagined Maryann and Suzanne holding him down and teasing him while Bobbi Sue played
between his legs. That was easy, especially because Bobbi Sue was a little too
much like Anita and her sisters; she was, in real life, a bit bossy and even a
touch of a bully. But that would be all right. She was pretty enough ... getting
stripped naked and pushed around by her wouldn’t be so bad. It might even be
fun ....
But the real
excitement came when Mrs. Martin strayed into his thoughts. Being caught naked
by his mother’s friend was one of the most frightening and exciting things that
ever happened in his life; while a part of him wished he was dead, another part
– that being his penis, of course! – was so happy, it stood up and practically begged
for attention from the pretty lady.
“That was so scary ...
but so cool,” Jeffrey whispered to himself. “It would have been fun if it
hadn’t been for her stupid daughters! I mean, she almost tricked me into
jacking off!”
A rush of blood
heated his face as the excited young replayed that moment in his mind. He
squirmed restlessly as he again thought about Mrs. Martin squirting that huge
dollop of lotion into his hand and pushing it up against his body. Of course he
rubbed it in between his legs; that’s pretty much what she wanted him to do,
wasn’t it?
He bit his lip as he
replayed the instant that he realized he’d touched his penis in her presence
and looking up to see the amused expression on her face, how she curled her lip
and raised an eyebrow, as if to dare him to go ahead and jerk off while she
watched.
“Geez ... I ... wonder
what she would have done if I did?” he whispered into his pillow. “I wonder ...
would she have told my mom? Would she have made me stop? Or would she have just
stood there and watched me?
After thinking and squirming
for several restless minutes, Jeffrey finally gave in to temptation. He rolled
over on his back, sighed, and kicked off his sheets. He then unbuttoned his
pajama bottom and shoved it down about his knees, exposing his erect penis to stand
up in the cool evening air. It felt so good, to be almost naked ... in the dark ...
in his bed ... knowing he could do whatever he wanted and not be bothered. It was
almost like heaven.
And so, with a mixture
of thoughts, both real and imagined, running through his fever-pitched brain,
young Jeffrey Walton put his hands together and began masturbating like there
was no tomorrow. In his mind Mrs. Martin stood over him, carefully watching his
every move, her eyes flickering between his hands buried in between his thighs and
looking him directly in the eye; a broad, mocking smile stretched her
red-painted lips and she began taunting him ever so cruelly.
“Such a naughty boy,”
she sang sarcastically as the blushing boy pulled and tugged on his aching
organ. “Just wait until I tell your mama what you’re doing. She will be so very
proud of her perverted pretty little angel, won’t she? Oh yes, so very proud,
indeed!”
“No ... don’t ... please
... don’t look at ... me,” Jeffrey whispered shyly ... shamefully. “Please ... don’t
tell ... my mom ... please ... don’t ... tell her ....”
“Oh, I’m telling,
Jeffrey-Poo,” the phantom Mrs. Miller cooed in the darkness. “I’m going to tell
your mama what you’re doing and we’re going to laugh and laugh and laugh ... Jeffrey’s
a naughty little boy ... Jeffrey’s a spoiled little baby who can’t keep his
clothes on ... Jeffrey’s a nasty little pervert who loves pulling on his teeny
weeny wittle weenie ... and your mama and me are going to laugh and laugh and
laugh ....”
“BWAAAHAHAAAAAW!
*snort!* HAW HAW HAW HAAAAAAW! *snort-snort!* HAW HAW HAW HAW! *snort!* HAHAHAHAAAAAAW!”
The ugly, donkey-like
braying is what did it. Jeffrey was barely minutes into his fantasy when the
blast of humiliation and excitement overpowered his body and an electric
shockwave took hold of him, causing him to tremble and shake as though he’d
been electrocuted. Helpless in the spasm that seized his body, our hero arched
his back and strained from head to toe as a thick stream of warm, sticky jism discharged
with fantastic force from his aching penis.
“BWAAAHAHAAAAAW!
*snort!* HAW HAW!” The imaginary Mrs. Martin continued her mockery as Jeffrey
ejaculated into the night air. “Nasty, nasty boy! Just wait ‘til your mama sees
the ugly mess you’ve made in your bed! HAW-HAW HAAAAAW! *snort-snort!* HAHAHAHAAAAAAW!”
A sharp, almost
painful contraction lit up somewhere up inside his bottom – at such a young age
he had not yet discovered the wonders of his prostate – and it shot a painful
stream through his boyish appendage, resulting in a sensation like no other
that he had experienced. As a result, the stringy, slimy goo surged forth like
an out of control fountain of hot, heavy cream, continuous, abundant and heavy
in weight. Jeffrey never had been a fan of the messy emissions from his body as
they were so gross and difficult to clean up after; this time was the worst
yet, his young body shooting out such a tremendous amount of semen that it felt
as though he was peeing all over himself and his bed.
“EWWW! GROSS!” Jeffrey
cried out as the slippery goop spurted upward into the darkness and then fell back
onto his bare skin, his pajamas and his bedclothes. “No no no no no no ... oh
gosh ... oh gosh oh gosh oh gosh ....”
“HAW-HAW HAAAAAW!
*snort-snort!* HAHAHAHAAAAAAW!”
After gushing forth
with such extreme force, Jeffrey was exhausted. It took the spent youth a while
to return to his senses. In fact, he even dozed off, he was so weakened and
drained of his energy. But the feeling of warm wetness on his bare skin and his
bed roused him and he lay in awe – and revulsion – of the aftermath of his
orgasm.
“Yuck,” he muttered with
disgust. “This stuff is all over me! It’s so nasty! Oh geez ... it’s all over my
sheets and my covers, too! How am I gonna clean this up? My mom is going to
kill me! I am so fucked ....”
But boys will be
boys, and the intense pleasure Jeffrey experienced overpowered his
self-loathing; as he languished in the afterglow of his exertions, his thoughts
returned to Mrs. Martin and he eagerly imagined her standing over him, smirking
at him as he lay covered in his own filth.
“Such a nasty, stinky
little mess you got yourself into, hmm?” The imaginary woman winked as she
surveyed the damage Jeffrey did to his bedclothes. “Oh, your mama is so going
to love what you’ve done to her sheets and covers. She’s going to be so proud
of her dirty little boy, you can be sure of that!”
Jeffrey smiled wryly
at the ridiculous scenario in his head. He did not know why he felt this way, but
the fact was, he was fascinated with the idea of his mother’s friend teasing
him. Was it all because of the way she acted when she caught him in her
bathroom? Was he ... actually liking ... the idea of being mocked or even being
bullied?
“This is so weird,”
the youngster thought aloud. “I should hate this ... but ... it’s just make
believe. I wonder ... what if ....”
Taking a deep breath,
Jeffrey’s fertile imagination took his self-indulgent fantasy to a new level;
in addition to Mrs. Judith Martin standing over him as he masturbated, he
pretended that the girls from his class had entered the scene ... Suzanne
Whittaker, Maryann Clarkson and Bobbi Sue Curtis, all dressed up as if they
were headed for Sunday school ... standing over his bed, looking on and reacting
in ways that evoked shame and mortification and fear in the excited lad’s mind.
“EW! How nasty!”
Suzanne said with disgust. “Jeffrey Walton, how could you?! I thought you were
a nice boy, not like this at all! Yuck! You are such a pervert!”
“He’s so gross,”
Maryanne cried in agreement. “Pulling on his wiener like that ... how pathetic
can you get! Boys are so weird!”
Bobbi Sue, of course,
had a different reaction to the scene. “Aw, I think he’s kinda cute, Mrs.
Martin! Yanking on his itsy-bitsy teeny weenie and looking like a big fat baby
... I’d like to take him home with me and make him my pet! Do you want to come home
with me, Jeffrey? Hmm? Do you want to be my little jerk off pet?”
Jeffrey smiled at the
thought of the three girls looking at him and mocking him as he masturbated. He
renewed his efforts, taking a deep breath and responded aloud to his imaginary
audience as they leered and looked on with glee ....
“Nooooo ... don’t look
at meeeee. Please ... give me my clothes back ... please? Don’t look at meeeeee ...
please stop teasing meeeeee ....”
“What’s the matter, Jeffrey?”
Mrs. Martin leaned over and nodded toward Jeffrey’s friends. “Why are you being
so shy? Your little girlfriends really like what they see. You should be proud of
yourself ... hmmm? All you need now is your mama to come in here and see you like
... wouldn’t that be fun ...? Wouldn’t she be soooooo proud ...?”
“No ... mmmmm ... noooooo
...,” Jeffrey gently sobbed in response. He struggled as nimble fingers continued
to tease and stroke his turgid appendage. “Please ... stop looking at me ... noooo
... please doooon’t ... stop looking at me ....”
And so, our dazed hero
returned to his ministrations – reluctantly at first, but then with enthusiasm.
And in a matter of minutes he would be spent and drained and feeling bad about
himself. And in truth adolescent fashion, the cycle would repeat itself again
and again.
“Nooooo ... don’t look
at meeeee,” Jeffrey repeated in his fantasy. “I want ... please ... give me my
clothes back ... puh-leeeeeeassssse .... Don’t look at meeeeee ... please stop
teasing meeeeee ....”
For nearly an hour
Jeffrey would be embroiled in an adolescent orgy of excitement and shame and
happiness and self-loathing. By the time he was finished for the night he’d be
exhausted and drenched in sweat, and his pajamas and sheets would be stained
with a volume of boyish stickiness never before seen. Flipping between joy and
guilt, his little brain imprinted on the experiences and sights that ignited
his boyish lust, and his vulnerable, impressionable psyche was programmed in
ways that would affect him for days and years to come.
“Don’t look at
meeeeee ... please stop teasing meeeeee ....”
A masochist was born
that night, at such a tender, awkward age, and there was nothing anyone on
earth could do to reverse that.
***
Outside Jeffrey’s
bedroom door, just a few feet away from where our young hero lie squirming in self-induced
ecstasy, Marie Walton stood silent – and mesmerized by the sounds in the
darkness. She had been headed for her own bed when she heard suspicious creaking
and moaning noises coming from her son’s room. Being a savvy mother, she pretty
much knew what that meant; her precious little boy, the love of her life, was
taking part in the dubious joys of pleasuring himself.
Oh joy, again with
the jacking off, she thought wryly. What is it with this child? Can he not keep
his hands off his little wiener for at least one evening?
This was, needless to
say, not the first time Jeffrey’s mother had caught him masturbating. To her
knowledge he had been practicing his newfound skills for several months now,
since long before his thirteenth birthday. Hardly a day when by that Marie
didn’t find the sticky signs of her son’s revolting habit, which she initially found
to be gross and despicable. Besides the obvious, knowing that her little boy
was growing up way too fast – in her eyes, anyway – there was the fact that her
husband was a chronic masturbater, often preferring to pleasure himself rather
than share the act with a loving wife.
“That perve!” she complained
to her friends on more than one occasion. “You’d think that he’d prefer having
sex with a real woman instead of looking at those stupid girlie magazines and
jerking off! Oh no ... he spent more time jacking off than he ever did in bed
with me! Well, I’ll tell you what ... I will NOT have Jeffrey growing up to be
like his father! Not if it’s the last thing I do on this earth!”
Being a concerned
mother, Marie followed through on her word. Determined to block her son from
following his father’s footsteps, she made a practice of barging unexpectedly in
on Jeffrey whenever he was alone, and especially if she thought he was up to no
good. She did this as often as possible, even if he was in the bathroom sitting
innocently on the toilet or changing clothes in his bedroom; her hope was to
get a glimpse of him pulling on his penis, but instead it led to countless awkward
confrontations, complete with shouting and crying, but no actual sightings of
penis pulling or other deviant acts.
“MOM! Don’t do that!”
Jeffrey would squeal whenever his mother surprised him. “Stop spying on me! I’m
not doing anything wrong!”
“I don’t know that,”
she would counter in frustration. “I know what you’ve been doing, so don’t act
so innocent with me, young man! I know what kind of things little boys do
behind closed doors!”
“MOM! PLEASE STOP
IT!”
I’m not a bad mother,
Marie would tell herself after making a scene with her tearful son. I’m just
watching out for his well-being, that’s all. I’m doing what’s best for him,
pure and simple!
This was all very
frustrating for the young single mother, not to mention her understandably
shaken son. Her plan, of course, was to interrupt young Jeffrey in the middle
of jacking off and then scold him and lecture him until he was so traumatized
that he would never want to masturbate again. She was practically doing that
now, but she wanted to catch him in the act to make her point stick, so to
speak.
“That’s exactly what
he needs,” she said, to the amusement of her friends. “A good shaming from his
mother, to embarrass him and make him feel guilty while his pants are down. Maybe
then he would think twice before tugging on his little thing and making such a
nasty mess on my good sheets. That would teach him a lesson for sure!”
Marie’s instincts
were correct, of course; despite her constant prying and pestering, Jeffrey
continued masturbating as often as he could get away with it, the opportunities
for which were quickly diminishing due to his mother's unceasing vigilance. Amazingly,
she kept up the pressure, though she became increasingly sly in her thinking. Discretion,
she eventually learned, was more rewarding than direct confrontation, and after
exercising a little patience she was successful in surreptitiously spotting him
in the midst of his illicit activities.
And that’s when
things took a curious turn; rather than immediately confront her son and put a
stop to his perversions, Marie had a sudden change of heart. She became intrigued,
fascinated even, by what she discovered. She had been prepared to be grossed
out and angry, but after spying on her son over the course of several evenings she
was amused and, well, more than a little charmed, especially when she saw the
look on his face following each orgasm.
Aw, he’s so adorable,
she thought to herself as she thought about Jeffrey’s dreamy expression in the
wake of his jacking off. He looked so helpless, so childlike, as he struggled
with his feelings, she didn’t have the heart to upset or shame him.
Poor little thing,
he’s so confused by what he’s done, he doesn’t know what to think. Maybe this
isn’t as bad as I thought.
Marie admittedly felt
more than a little bit evil, peeking in on her son like a thief in the night;
but he wasn’t really hurting anyone, and neither was she, she reasoned. So, rather
than end his self-abuse she decided to simply monitor his little habit ... you
know, to see just how dangerous it really was ... and to satisfy her own
curiosity.
Maybe I’m a bad
mother after all, she thought with a sheepish grin. Poor little Jeffrey ... poor
little baby boy. Mama’s precious angel would just die if he knew she’s seen him
playing with his little dickie-wickie. She had to laugh at her own silliness. Ah
well, what he doesn’t know can’t hurt him.
And so Marie Walton
continued to keep an eye on her son, watching from a safe distance as the unsuspecting
lad pleasured himself freely and unfettered. The meddlesome mother’s peculiar pastime
took on the conspicuous characteristics of voyeurism, but she didn’t care; she had
many opportunities to watch Jeffrey as he went through the entire process of
masturbation from beginning to end, and what she saw each time brought her joy
and happiness. In silence and in awe, she would stare as Jeffrey would go into
the most amazing spasms and squirt all over his bedclothes or the bathroom
floor. Marie herself found to be both fascinated and disturbed by all of this,
but she bit her tongue and kept her observations to herself.
Why do men and boys
have this ridiculous obsession with jerking on their silly little things, she
thought with amusement. I just hope Jeffrey hasn’t inherited his father’s
perversions ... it’s my job as his mama to make sure that they’re kept in check!
And so, on this
particular evening Marie Walton waited patiently as her eyes adjusted to the
darkness so she could take in the curious scene before her; just as she
suspected, Jeffrey was writhing and wriggling about on his bed, his pajamas
undone and partially discarded, his hands buried between his thighs and jerking
up and down as fast as they could. The sight of her little darling pulling and
tugging on his penis in such a comical manner nearly caused the single mother to
laugh out loud.
That naughty child,
she thought with wry amusement. He’s so caught up in his little fantasy world, he’d
pee himself if I turned on the lights and surprised him. He’d probably be
traumatized for life if he knew I was watching him!
She was actually
thinking about testing her theory and flipping on the light switch when she
heard something that sparked her curiosity ... a soft, muffled noise that would
make her think ... and reconsider the path that fate would take her.
It was a whisper, faint
and weak, followed by a soft muted moaning:
“No ... mmmmm ... noooooo
...,” a trembling voice gently sobbed. “Please ... stop looking at me ... noooo ...
please doooon’t ... stop looking at me ....”
Marie blinked. What
it the world was that? She licked her lips and leaned in closer, being careful
not to make any noise or movement that would prevent her from hearing
“Oooooh ... nooooo ...
don’t ... don’t look ... at ... meeeee ... stop laughing at meeeee ....”
For an instant Marie
thought Jeffrey had dozed off and was talking in his sleep, as if in a dream. She
watched carefully for several seconds, allowing her eyes to adjust to the
darkness; a smile formed on her face as she saw that, no, her son was awake and
masturbating as he spoke.
“Please ... give me
back my ... my clothes ... stop looking at me ... stop touching me ... I don’t like
being naked ... please ... don’t ... don’t ... don’t ....”
What in the world ...? He’s
most certainly not asleep, the curious woman thought to herself. It sounds ... it
sounds as if he’s playacting, or playing out some little fantasy in his head.
“Nooooo ... don’t look
at meeeee,” Jeffrey repeated. He sounded like he was in real distress as he
whispered the words. “I want ... please ... give me my clothes back ...
puh-leeeeeeassssse ....”
This was certainly an
unexpected development. In addition to the joy she took from watching her son
masturbate, Marie Walton now had a mystery on her hands.
“Nooooo,” the
squirming lad whispered. “Don’t look at meeeeee ... stop teasing meeeeee ....”
The delighted woman licked
her lips as she watched her son pull on his boyish appendage and whisper to
himself. As with so many times before, she was intrigued by the sight of her
precious angel pulling on his little soldier and discovering one of life’s
little pleasures. Where most mothers would find it obscene grotesque and
perverted, well, she had to admit that it was quite endearing if not amusing. Oh
sure, the thought of all that nasty, boyish spunk ruining her sheets and
Jeffrey’s superhero pajamas was more than a little repulsive. But to see her
baby boy wiggling and wriggling about with such passion and pleasure ... and
whispering such mysterious phrases ... she couldn’t help but smile.
Ah, well ... it’s
nothing a little extra detergent and an extended run through the washing
machine can’t fix, she thought with a quiet giggle.
As if on cue, Marie watched
in the dim light as her son stopped pulling on his penis, gasped, and then gave
a fierce, spastic shudder; his young body twitched and twisted and he arched
his back as though he was in great pain. She licked her lips and grinned as something
white and shiny glistened in the air, falling on the spent lad and his bed;
another stream of glittering silver shot up and fell, and still yet another.
Marie rolled her eyes
and sighed. She would most definitely be washing Jeffrey’s sheets tomorrow. Perhaps
she needed to teach the boy how to do his own laundry.
“I’m sorry,” Jeffrey said
with soft sobbing, repentant voice. “Please ... give me my clothes ... stop looking
at me like that ... please ... stop looking at me ....”
For several minutes
neither mother or child moved and the house was completely silent. Marie didn’t
move a muscle for fear of giving away her presence. At long last she heard the
steady breathing that signaled that her son was asleep. With the stealth of a feral
cat, she stepped backward into the hall, leaving the bedroom door partially
open; there was no use risking making any unnecessary noise. Best to let
Jeffrey alone with his dreams ... and his fantasies. For now, that is.
As she headed toward
her bedroom the thoughtful woman played back her son’s comments in her mind:
“Please ... stop
looking at me ... noooo ... please doooon’t ... stop looking at me ... stop laughing at
meeeee ... give me back my cloooothes ....”
“I wonder where he
got that?” She pondered the idea as she entered her bedroom. In the dark she shed
her dress and loosened her brassiere. “He sure didn’t get it from me. And that
doesn’t sound anything like his dear old daddy, or those awful girlie magazines
he used to keep in the basement. I wonder ....”
An idea suddenly hit
her. An idea so ridiculous, so out there, it couldn’t possibly be true. Well,
it could possibly be true, but the unlikelihood was so absurd, so silly ... it
just as well be impossible.
“I wonder if this has
anything to do with him babysitting the Martin girls? Judith said they could be
a handful, that they did have a mean streak in them. And he was whining about
not wanting to babysit for them again. I wonder ....”
While she put her
underthings in the hamper and performed her nightly toilet ritual she gave her
theory some more thought. She laughed and shook her head as she slid naked
between her bedsheets.
“Oh Marie, you’re
just being silly. Those little girls couldn’t have anything to do with that! We’re
talking about a teenaged boy jacking off and his silly adolescent fantasies. Judith’s
daughters can’t have anything to do with that. They’re just little girls, for
pity’s sake. My goodness, woman, you have got to get your head on straight!”
Still, as she lie
staring at the ceiling above, she had her suspicions.
Something is going on
in that pretty little blond head, she thought to herself. And I’m going to find
out what it is.
Suddenly, she could
hear a creaking noise from down the hall; Jeffrey was awaked and apparently at
it again, his young body bouncing up and down on his bed as he masturbated for
the second time that evening. Well, the second time that she knew of. Marie
Walton rolled her eyes and giggled.
That child ... he’s
going to yank his poor little wiener clean off if he’s not careful ....
And though it might
have been her imagination, she could have sworn she heard his soft, trembling
voice whispering, “Please ... stop it ... don’t do that ... please give me back my
clothes ... don’t look at me ... don’t ... don’t touch me ....”
“Well, that does it,”
she whispered with a smile. “I have got to get to the bottom of this! That
little stinker has a secret and I’m going to find out what it is if it’s the
last thing I do!”
To be continued ....
(End of File)