THE BORING PARTY
by
Joe Doe
A WEALTHY HEIRESS HAS A NOT-SO-BORING ENCOUNTER
WITH A PRISON GUARD AT A LIFELESS PARTY
Christina Richley was bored. Not slightly bored, or tired, or
vaguely uninterested. Christina was nearly comatose.
She had wandered out onto the balcony, because solitude was less
boring than the cocktail party drivel inside.
When Rocky walked out onto the balcony, too, she hardly gave him a
second glance. She just kept stirring her drink as he smiled and
offered a rather tentative "Hello."
"Don't tell me...your great-great-great grandfather found oil, and
you've never worked a day in your life," Christina said, sharply.
"Well, actually no," he said. "The truth is that I'm a guard at a
woman's prison."
Christina was so startled that she actually stopped stirring her
drink and regarded the large man more closely. This dreadful
party had suddenly gotten interesting.
"That's a rather...unusual occupation," she observed. "How did
you get into that line of work?"
"I probably shouldn't say this, but I got interested when I was
18." He looked a bit sheepish. "I saw this porno film called
'Jailhouse Girls,' where a pretty blonde named Ginger Lynn gets
wrongfully sent to jail.
"The movie had this great intake scene where this real bitchy
matron orders the girls to bend over and spread their legs so
she can cavity-search them. Real brusque-like. She barks at
the girls, 'Spread those cheeks,' and 'Open up those pussy lips'!
"But the best part of it is that, while she's putting the girls
through their paces, she's chatting with this male guard who's
standing about 5 feet behind her. The matron's jawing with him
about overtime while she's feeling up these beautiful, butt-naked
girls.
"The guy who is playing the guard is real cool, like he actually
cares whether the matron has to work overtime on the weekends. But
the whole time he's really ogling these bare-ass girls being forced
to spread their legs and bottom cheeks right in front of him.
"When they get to Ginger Lynn, you can tell she's really
embarrassed, because her character's never been to prison,
and here she is butt-naked in front of this male prison guard.
But the butch matron still just slaps her on the ass and tells
her to 'Bend over.... No, all the way over.' Ginger kind of
grits her teeth and lets her hands slide down the front of her
legs while the matron presses down on her back. Of course, the
matron keeps pressing until Ginger's cute little tail is way up
in the air and her nose is about an inch off the cement floor.
"The camera does a nice close-up of her tidy little snatch, and
that lesbo matron takes her time giving her a really good feel.
The guard's been playing it cool, but the sight of Ginger's bare
pussy and butt hole are too much even for him, and he says
something like, 'Ain’t she the innocent one?'
"The matron says, 'Those are the ones that you have to watch out
for!' Then she gives poor Ginger a real hard slap on the butt to
tell her the search is over. When Ginger stands up to face her,
the matron gives her little nipples a quick squeeze and says, 'Our
new little jailbird!' and then she tells her to 'beat it!'
"I watched that one scene over and over," Rocky said, wistfully.
"Watching the way that guy was able to make those gorgeous women
strip, and shower, and even bend over bare-naked right in front of
him was such a rush. I just loved the power trip of it, and the
next day I applied to the Bureau of Prisons."
There was a long, awkward pause while Christina just stared at him.
The fact that she had met a prison guard at a swanky uptown party
was bizarre enough. But now the charmer had just introduced
himself by reciting, in detail, the plot of an X-rated film!
Ordinarily, she would have thrown her martini in his face. But, to
her own surprise, she heard herself saying, "I have that movie at
home. It's one of my favorites."
"Wow! A chick who digs prison porn," he enthused. "Who'd ever
think that I'd meet a girl like you at a party like this. So what
do you do for a living?"
"I don't," she said. "I mean, I don't work, that is. I'm
worth...I don't know...several million dollars, just like
everyone else at this party."
Her eyes narrowed a bit. "But what on earth are YOU doing here?
You don't seem like the kind of man who would come to one of these
parties."
"I know what you mean," Rocky laughed. "When the invitation came,
I was pretty confused too, but I had never been to a swanky party,
so I rented a tux, and here I am. It turns out that the daughter
of the woman throwing this little shindig cheated her investors out
of a bunch of money, so she’s going to be spending a few months at
my little country club. They invited me here as kind of a bribe,
I guess."
"Did it work?" Christina asked.
"Naw!" he chuckled. "She's a fancy-pants society babe now, but,
come this Friday, she'll be just another fish."
His voice dropped slightly as he stared thoughtfully over the
balcony at the city below. "But this party did give me a chance
to see what a little cutie she is. I'm going to make sure I'm
working the day she's brought in. I'm really going to love
seeing the look on her face when I shuck her out of those fancy
clothes and get her into the shower. She's such a little hottie
that I'll probably search her in front of the mirror, so I can see
that look on her dainty face when I drive my greasy, gloved finger
right up that tight little pussy hole of hers."
Christina had heard about her friend's conviction; indeed it had
been the talk of the town for months. But she hadn't connected
Rocky's presence with her friend's misfortune.
"So you’d actually strip her...naked?" she asked, her voice
quivering with excitement. "I had no idea that male guards
could do that!"
"I'm in charge of admissions, so I can do anything I want," he
said, proudly. "Of course, I don't shuck down all the women who
come through the front gate. But, if I see a real babe, I handle
her personally. And not just the convicts either. If I see a
suspicious visitor I can search her, too."
"Suspicious?" Christina asked.
"Yeah, you know, 'suspicious.' Cute, curvy, elegantly dressed:
'suspicious.'" He laughed.
"I think that's why I like working at the federal prison. You
get a better class of people there -- the trophy wives who signed
their husbands' tax returns, the businesswomen who cheated their
shareholders, and innocent women who just wound up in jail on
some sort of fluke.... And then there are all the visitors:
cute sisters and college-girl daughters....
"Visitors are actually the most fun. There's something special
about ordering some spoiled little heiress to strip down birthday
bare. I just love watching them blush and squirm as they slowly
take it off -- with me eyeballing the whole thing."
Christina’s heart raced as she stared at him. Now was the moment
of truth.
Did she dare?
"So, if I visited my friend in prison," she whispered, softly,
"would you...search me?"
She felt herself blush as his eyes slowly ran over her, from the
tips of her Gucci shoes to the top of her elegantly coiffed head.
He took his time appraising the bashful, blushing 25-year-old
heiress.
She squirmed under his uncompromising visual examination. No
detail, no curve, escaped his attention.
"You do look kind of suspicious," he admitted. "But you'd look
a lot more suspicious if that skirt was a little shorter."
"How short? This short?"
Rocky grinned lasciviously as she slowly slid the hemline of her
expensive red cocktail dress up her shapely thighs.
"Well, that does look a BIT more suspicious...but not suspicious
enough," he said.
She swallowed, but slid her skirt up to near the tops of her
stockings. She was now using the thumb and forefinger of each
hand to hold her skirt provocatively in place. Her mouth turned
to cotton as she asked, "Would this...be high enough?"
He looked down at her legs and smiled. "Yeah, it would definitely
get my attention," he chuckled. "But to classify you as clearly
'suspicious,' I think it would have to be higher still."
She gasped as he boldly took her hands and, ever so slowly, raised
her skirt up higher...higher...higher. He paused only when the
tops of her stockings were completely revealed.
She was blushing furiously, but was relieved that the humiliating
unveiling had at last stopped.
But then she felt his hands began to move again. Her skirt was
going higher.
Her skirt was going HIGHER!
She felt dizzy as her bare white thighs came into view. She felt a
tiny chill as he let out an appreciative whistle. She always wore
attractive lingerie, but she wore it because of the way it made her
feel. The thought of her scanties being exposed to a blue collar
grunt like Rocky had never crossed her mind -- except in her most
secret fantasies.
To her immense relief, he stopped just short of exposing her now
soaking wet panties. She tried to catch her breath as he just
stood there, staring down at her milky white thighs and lacy red
garter belt.
She shuddered as his hands began to move again.
Her skirt went up...up...up, until the bottom of her fire engine
red panties was on display.
"I like girls who wear red underpants," he whispered in her ear.
"And they really suit you. They make you look hot and slutty.
Yeah, I'd love to get your sweet little ass in the joint. You'd
look so cute, with your hands cuffed behind you, kneeling down
in front of me, sucking me off between the bars.
"Is that a fresh wet spot in your underpants?' he said, softly.
"Are you getting all hot and bothered thinking about how I'd strip
you out of those wet little panties?"
She said nothing, but just stared down at the ground, too ashamed
to look him in the eye.
"Are you a natural blonde?" he teased.
She maintained her stony silence.
"You can keep your secret now, young lady.... But, if you ever
come to MY prison, you will be under MY authority. And, if you
don't tell me whether you're a natural blonde, I might just decide
to find out for myself."
Christina's eyes remained fixed on the floor.
"Well, if you want to play, let's play," he said, as he gently
kissed her ear.
She relaxed slightly as she felt him pull away.
"I didn't give you permission to lower your skirt," he said,
coldly.
The commanding tone of his voice surprised her, but she dutifully
complied. Biting her lip, she slowly raised her skirt to the
required height.
He snickered as the wet spot once again came into view, but
then quickly resumed his officious tone. "Do you ever wear
an under-wire bra?"
"Never," she said, truthfully.
"That's good. They often set off the metal detectors. Have
you been to Africa or Asia in the last 6 months?"
"I went to Japan about 10 years ago, and I was at Cannes last
spring. I also ski in the Alps and...."
"This isn't 'Lifestyles of the Rich and Famous,' sweetheart. Ten
years doesn't count. If you've been to Africa or Asia in the last
6 months, the doctor has to examine you. And our doctor has a
thing for perky little blondes. Whenever a little cutie like you
ends up in his office, she always has to take a nice long ride in
the stirrups."
He snickered as she reflexively clenched her thighs together. "But
I don't mind. After all, I get to watch!"
Christina had always had a female gynecologist. The thought of
being forced to spread her legs for the entertainment of some
perverted male prison doctor was unspeakably humiliating.
And the thought of Rocky, standing by and watching while some
pervert leisurely probed her most intimate areas was indescribable!
Rocky shrugged. "Just as well, though. I mean, that rectal
thermometer he uses is pretty chilly."
Her butt cheeks tightened at the very idea of that humiliating
intrusion -- one which, no doubt, he would closely supervise.
"That's...terrible!" she choked.
"It could be worse! We found lice on one girl, and we had to take
her through full processing. After she showered in front of me and
the other guards, we deloused her. Since we couldn't give her back
her infested clothes, we issued her a uniform to wear inside the
prison, just like she was an inmate. She said she caught it from
her little brother."
"I'm an only child."
"Good for you! We have to get that delousing fluid into all a
girl's cracks and crevices, and it really stings!" He paused,
then asked, "What day are you planning on coming to the prison?"
"Is Saturday too soon?"
"Well, we usually don't let prisoners have visitors for the first
90 days," he replied. "But exceptions can be made."
******************************
Rocky wasn't surprised on Saturday morning when Stanley called him
down to the visitors' room. Stanley always reported it whenever he
spotted a "cute piece of tail."
Sitting on the edge of the cement bench was a very pretty blonde in
an excruciatingly short red dress.
"The girl on the end is named Christina Richley," Stanley
explained. "She set off the metal detector, but I think it
was just her under-wire bra. Her sign-in sheet says she was
in Ethiopia and South Africa last week, and in Hong Kong the
week before. Needless to say, our friendly old doctor is
dying to get his hands on her, but I hate to turn her over
to that old letch."
"Thanks, Stanley," Rocky said. "I'll take it from here."
He pulled Christina up off the bench and into a corner. "You don't
have to do this, you know," he said. "We can stop this right here
and now."
She just stared silently down at her red shoes.
"I really don't see how you could have visited all these places
last week, when the day before yesterday...."
She found her voice at last and looked up at him defiantly. "My
little brother has head lice. That isn't a problem, is it,
officer?"
He looked her directly in the eye. Neither one blinked.
He smiled. "Are you a natural blonde?"
"I'll never tell," she whispered. She smiled and looked down at
the floor. "There's only one way you'll ever know...."
Rocky turned to Stanley. "Let the others go through to the
visiting area. I'm going to take this one down to the doctor.
And tell the boys to get a uniform ready. She's going through
full processing."
Gripping the back of her neck, he pushed her through a large metal
door and down a filthy, cinder block staircase.
Her heart was racing, her palms were moist, and her crotch was wet.
But she was also smiling. She was definitely not bored.
Edited by C. Lakewood