THE PRIZE
by
Joe Doe
Part 1
I hate to lose.
My desire to be #1 has made me, Brittany Hampton, Esq., the
youngest partner at my firm and one of the top criminal lawyers
in Boston, a city with no shortage of legal talent. Naturally,
when I was offered a chance to speak at a corrections conference
in New Orleans, I was determined that my presentation would be
the best.
My topic that day was a grabber: the recent Supreme Court ruling
on strip searches. During the Q&A after the session, a local who
identified herself as Correctional Officer Samantha Jackson
peppered me with questions.
If the police could strip-search anyone held in a facility, could
anyone visiting her prison be strip-searched as well, even if they
didn't have contact with a prisoner? What about lawyers? Staff?
Were invasive cavity searches permitted? Rectal searches? Could
the room be monitored by video cameras, for security purposes?
How long could the tapes be maintained?
Samantha (whom I later got to know as "Sam") didn't seem happy when
the moderator finally cut her off so someone else could get in a
question, and she made a beeline to me, with more questions, as
soon I stepped away from the podium.
At the break, Sam bought me lunch. She sat through my next three
seminars, asking questions each time and waiting patiently to buy
me dinner. I wasn't sure what to make of her. She was definitely
"earthy" and blue collar, but she he had a bright smile and a loud
laugh, and she instantly put me at ease. At dinner, she told me
three or four times how beautiful I was, complimenting me on my
"bright blue eyes" and "purty mouth" and asking me if I was a
natural blonde. I laughed and replied, "I'm a lawyer, so even
if I told you 'yes,' I wouldn't believe me."
Sam guffawed loudly. "Well, I reckon I'll just have to see fer
myself...Brittany."
Feeling quite embarrassed, I bit my lip and played with my salad
as Sam cut off another huge chunk of steak and stuck it into her
mouth. "Yer sure purty when you blush," she said, laughing through
a mouth filled with food. I felt myself flush all the more.
A little later, she asked how much I made "gettin' criminals off"
in Boston. I just laughed and asked her if she wanted to take a
ride in my Lexus. She said she made "a purty decent buck, too,
most of it tax-free."
"Tax-free?" I asked skeptically.
"Not all of it. But the money I'd make on a purty honey like
you would be," she said, again showing me hunks of steak as
she laughed.
"Good to know I can make money anywhere," I said, trying to conceal
my nervousness with a joke. "I'm the top rain-maker at my firm."
"I bet ya are," Sam said, looking me up and down. "But a little
go-getter like you'd make money even without no fancy-pants degree.
On the farm, you'd sprout green anywhere I planted ya."
I knew it was a compliment, if a somewhat backhanded one. For Sam
wasn't complimenting me on my intellect, but rather my physical
attributes, and my capacity to do manual labor on her prison farm.
Or so I thought.
She was definitely a character, and it was a fun dinner. I have to
admit her bragging about how much money her prison made "without no
lawyers gettin' in our way" and her references to how much I might
make compared to the other girls on the farm piqued both my
curiosity and my competitive juices. Even when it comes to picking
cotton, I don't like to lose.
But there was another side as well. Her casual disregard of my
intellectual skills and her lip-smacking sexism in dismissing me
as a "purty thing" was shocking, amusing, and (I have to admit)
strangely exciting.
We became Facebook friends, but, due to the nature of our
conversations (and Sam's tendency to flirt in her rather
masculine way) we quickly switched to the privacy of e-mails.
After some intense discussions about scheduling, I agreed to
come for a visit in July. (I had months of vacation accrued,
so I thought I'd cash in some of it. Because I didn't know
quite what would happen between Sam and me, I just told the
firm that it could expect me when it saw me.)
I was supposed to leave after work on Thursday, but, due to a
weather delay at Logan (surprise), I didn't leave Boston until
the next morning, which left me driving through the parish Sam
lived in about 9 AM. I couldn't get her on her cell, probably
because she was at work, and my new iPhone map app was beyond
useless.
I felt an odd twinge of fear and excitement as I turned into the
parking lot of the large courthouse complex. It was silly, I knew.
As a criminal lawyer I had been in countless courthouses, both as
an advocate and as a visitor. Since Sam was a correctional
officer, it seemed like a logical place to find directions to her
home, or the prison, or to figure out how I might contact her.
But, truthfully, Sam's bragging about the ruthless efficiency with
which prisoners were processed through what she called "the system"
made me more than a little curious to see the Sheriff's office and
the courthouse for myself.
The town was an unimpressive jerkwater, even by rural Louisiana
standards, a movie set that hadn't been updated since the 1920s.
However the enormous brick courthouse / jail / Sheriff's Office
was quite modern. This new facility stood behind a quainter,
beautifully domed antebellum courthouse, a relic of a simpler time,
before the state's prisons became a major, for-profit industry.
The new complex was large and, well, complex, and it took me a
few minutes to make my way past the courtrooms to the Sheriff's
department in the back.
The receptionist seemed a little confused by my request, but I
gave her Sam's name and number, and she drawled that I could
speak to the Sheriff "when he gets a second, hon." But at least
my story got me past the first two electronic doors to a reception
area, where I was left to sit on a wooden bench, waiting my turn
with two others.
In this case the "others" was a rather disheveled man who had been
picked up several hours before on a DUI, and a black man who had
been arrested because he "reeked" of marijuana, even though they
didn't find any in his car, and he didn't reek to me. Marijuana
man was now complaining loudly that he had been sitting on the
bench for hours and still hadn't gotten his phone call.
Maybe it was my lawyerly instinct, or my desire to speed things
along, but I let him use my iPhone, holding it up so he could
talk to this wife. She promised she would get him a lawyer.
The man picked up on the DUI was an easier case. He claimed he'd
had two beers, and I told him if that was really true, he should
ask for a Breathalyzer, since it had been nearly 5 hours since he
had left the bar. To my amusement, the man immediately approached
the deputy behind the counter and demanded a Breathalyzer.
I thought it was pretty funny, but the deputy the prisoner was
shouting at was not amused. The good news is my free-lance legal
advice earned me an immediate audience with the Sheriff.
The Sheriff, a portly man with a frown on his face, a toothpick in
his mouth, and a doughnut in his hand, had even less of a sense of
humor than the deputy. His first question to me was, "Why you
intah-feah-rin' with mah officers?"
Recognizing the legal term he was using, my lawyer persona rose
up. "I'm not interfering. But, if you're looking for something
to investigate, you might start by looking into why your
'oaf-is-ers' are holding prisoners for hours without charging
them."
"You some sort of laaw-yer?" he asked, pronouncing my profession
like it was a dirty word.
"I sure am," I replied, my competitive juices kicking in. "A damn
good one."
"I mean, are you a laaw-yer in Lou-easy-ana?" he drawled. "Your
accent ain't from around here. You licensed?"
"Well, no, I work in Boston. But I wasn't practicing law, I was
merely...."
"Cuff her!"
I resisted slightly and called the Sheriff "Deputy Doughnut," which
earned me a bump on the head from the deputy I had annoyed.
Thirty minutes later I was standing in front of a judge, a bored
district attorney, and Jasper Wilkens, my so-called "defense
counsel," who kept whispering in my ear that I should plead guilty
and ask for a suspended sentence. When Jasper defied my wishes
and told the Judge I was guilty, I stood up and addressed the
court directly.
"Ah don't understand," the judge drawled. "Y'all stip-u-late to
urgin' yoah client to demand a breathalyzer, thus securin' his
freedom?"
I smiled at the news that the man had been freed. "I'm glad my
cli-...the gentleman...was properly freed, but again, I was not
the attorney of record, Your Honor," I replied.
"Y'all sho' lot more effective than Jasper's ever been," the judge
said, exchanging a smile with me as my frowning attorney pretended
to shuffle his papers. I grinned back. "What y'all doin'
practicin' law so far from...?"
"Boston, Your Honor," I said. "I'm visiting a friend, Sam Jackson.
She works for the Department of Corrections."
"Y'all a friend o' Sam's?" he said, laughing. "You shoulda said
so!"
"Excuse me, Your Honor," the district attorney interrupted. "The
Sheriff contacted Sam, but she said she's never heard of her."
"Y'all sho' 'bout that?" the judge said, furrowing his brow.
"I'm sure, Your Honor. I called her and talked to her myself,
after the Sheriff, just to make sure."
I was as puzzled as the judge. How could Sam not know me? I had
left her a message the night before, telling her my flight would
be delayed. I knew she was expecting me.
"Rubbish! Your Honor, this is a mistake. Look, the Sheriff's an
idiot. If you let me call Sam...."
The judge's friendly face hardened. "The Sheriff's mah cuz'in, and
y'all need to address opposin' counsel with respect. And y'all
will see Sam soon enough. Bailiff, stand Miss Boston-Legal here
in front of mah bench."
My "lawyer" shuffled papers as the bailiff gripped me tightly by
the arm and stood me in front of the massive bench. "Brittany
Hampton, I find y'all inn-o-cent of practicin' law with no license,
but GUILTY of breach of the peace and GUILTY of in-ter-ferin' with
an officer of THE LAW. I sentence you to 30 days for the breach
and 60 days for the rest of your sass-a-frass. Sentences to be
served...."
He paused and peered down at me. I blushed and bit my lip as he
looked me over carefully, starting with my stylish sandals and
moving his eyes up my bare legs to the hem of my yellow dress,
then slowly upward. It so distracted me that I was surprised
when he uttered the final word of his sentence: "Con-currently."
I shuddered as he pointed the gavel at me, looking down at me
like an angry daddy. "Maybe a spell o' HARD LABOR out on da farm
will learn ya some manners, gurhl."
I stood staring up at him, mouth agape as the gavel slammed down
with the finality of a guillotine. I wanted to say something, but
I could not. I just stood there dumb and helpless as the bailiff
cuffed my wrists behind my back. My last view of the courtroom
was Jasper chatting with the prosecutor about lunch, allowing
himself a smile as he glanced over at the bailiff leading me away.
"Justice" moved fast here. The Sheriff, now grinning, came in to
watch as my ankles and wrists were shackled to a belt around my
waist, joking with his deputy that "the prison farm just got a
pretty little jailhouse laaw-yer!" He tipped his hat to me as I
was loaded onto the prison bus, promising to "visit real soon."
The town was the parish (county) seat, but it was a jerkwater.
However, the crappy little town looked like Times Square compared
to the barren landscape we drove through on the way out to the
prison. Through the wire mesh of my cage, I looked out upon a
desert of impoverished subsistence-level farms, tended by
miserable-looking share croppers and their ragamuffin children.
I stared at the chains around my wrists and realized that I would
soon be doing the same work they were, only they would still be
free.
As we drew closer to the prison farm, I noticed a change, not in
the scenery, but in the personnel. The miserable trash pulling
plows and tilling fields was replaced by rows of women with
their wrists and ankles shackled together, interspersed with
frowning prison guards on enormous horses, often with rifles
in their hands.
As I massaged my manacled wrists, I thought back to the judge.
He liked me, at least at first. I could tell. He had probably
reasoned that, if I were who I claimed to be, Sam would recognize
me and set things straight. Yes, if Sam had vouched for me,
everything would have been fine. I'd probably have been invited
back to the judge's chambers, where he would issue a formal
apology as he bawled out the lawyers. Later, over drinks, we'd
laugh over the misunderstanding. No harm done.
Sam would know me. I had talked to her on the phone a dozen times.
We had met in person, and she knew all my Facebook photos.
But Sam didn't know me, or at least she acted like she didn't know
me. When I shuffled off the prison bus, with my wrists and ankles
shackled to the belt around my waist, she didn't even look at me.
Perhaps she didn't recognize me. After all, I almost didn't
recognize her. She looked so commanding, so powerful, so
different from the smiling woman I knew from the seminar, and
the phone, and dinner.
That day seemed long ago. She had been wearing a suit at the
conference, but now the sleeves of her brown prison guard uniform
were short enough that I could see her well-toned, muscular biceps.
Her COMMANDING OFFICER baseball cap covered her short black hair,
slicked back with greasy kid stuff, and her enormous mirrored
sunglasses covered the top half of her face. I spotted her as I
slowly waited in line, shuffling towards the front of the bus.
Sam was standing next to our bus driver checking off an inventory
list that doubtlessly included my name, but I didn't recognize her
at first. In fact, I thought she was a man.
I recognized her when I got off the bus, and I flashed her a smile.
The smile was not returned; instead she simply looked at the
sticker with my prisoner number on it stuck to the front of my
dress, then silently ticked my name off her list. She saw my name,
didn't she? HAMPTON, BRITTANY? It was on the sheet right in front
of her. I had told her last night what time my flight would be
arriving.
The coffle chain pulled me forward, and I shuffled along.
I had worn a yellow sun dress that day and had applied my makeup
carefully, remembering Sam's offhanded comment that she liked me
better "when I dressed all purty and girly." The dress wasn't
slinky, but it showed my knees, and was tight enough to show some
curves. Sam didn't appear to notice, or even recognize me. As I
walked past, she simply moved on to the next prisoner.
I listened closely as the obese old warden "welcomed" us to the
prison, warning us to follow the rules and keep our noses clean.
"Up to now you LADIES been TAKERS, not MAKERS. That ends TO-DAY.
You gonna work...and work HARD. Ain't no shame in workin' up a
stink," he smiled. "No more sucking off da taxpayer titty here,"
he said, eying a large-breasted inmate. "Here, y'all EARN yer
keep!"
Sam didn't pay any attention to the practiced harangue. Out of
the corner of my eye, I saw her chatting with the bus driver, and
he laughed as she made some sort of joke. I wondered what she'd
said, but it didn't matter. The joke wasn't for me.
Sam didn't look at me, but, after the warden left, I felt her
watching as I shuffled slowly across the gravel towards yet
another metal gate. I turned and looked behind me and, sure
enough, discovered Sam with her sunglasses off, staring right
at me. Or, to be more specific, she was staring at my ass.
"Eyes front, con," one of the officers barked. Feeling Sam's
eyes on me the entire time, I turned and shuffled forward slowly,
through the second fence gate, past the barbed wire, through a
huge metal door, and into the concrete building marked "RECEPTION."
More turns, more corridors, more locked doors. The maze led to a
wooden bench where I sat, in chains, waiting my turn. My diamond
earrings and gold bracelet went into a small plastic bag with my
prisoner number on it, and I waited. Then I waited some more,
watching as the girls in front of me disappeared, one by one.
The next room I entered was small, and I was grateful when the
matron unshackled my hands and feet and removed the leather belt
cinched around my waist. The gratitude was short-lived, however,
as the matron brusquely ordered me to take off my clothes and put
them in the gray plastic box at my feet.
There were two male officers in the room, one standing at the door
with his back toward me and the other checking the already neatly
stacked pile of boxes against his clipboard list. Neither one was
paying me any special attention, but certainly I wasn't expected
to undress with men in the room.... Was I?
"Strip!" the matron barked, sensing my hesitation. "Ever'thin'
off, NOW."
I was tossing my second stylishly strappy sandal into the box when
Sam entered. She said nothing, but stood about four feet in front
of me, directly to the right of the officer who had ordered me to
strip.
Sam watched closely, legs apart, arms folded across her chest, in a
power pose that showed her well-sculpted biceps to full advantage.
As I fumbled with the zipper on the back of my dress, I found
myself wondering if the prison had a gym for the guards.
"Y'ain't dancing on Bourbon street, girl. Hurry up and git nekid!"
the matron barked.
I looked to Sam. She was glaring at me, and her fierce stare made
finding my zipper impossible.
"Turn 'round," she said.
I obeyed and, a second later, felt the pressure of my dress
relieved as she quickly unzipped me. I shuddered as I felt
her strong, cold hands on my shoulder, and, a second later,
my dress was at a pool around my feet.
With my heels on, I'm about 5'7". Now I was barefoot, and,
in her cowboy boots, Sam towered over me.
"Step outta da dress, CON-vict," Sam drawled. I did as I was told,
and she quickly crunched my pretty yellow dress in her meaty fist
and dropped it into the numbered gray carton at my feet.
"Turn 'round, and shuck off dat slip," the matron ordered.
I complied and stood in front of Sam and the matron in my pink
bra and panties. I had spent a lot of time that day debating my
underwear choice. I had considered wearing something plain, and
white, and functional...a sports bra, perhaps. But, if I had
chosen a soft and pretty and feminine dress for Sam, to please
her, shouldn't I go all the way? In the end, vanity won, and I
had worn a matching bra and panty set, pink with white trim and
little white hearts.
Remembering my discomfort as Sam had complimented me on my looks,
I had secretly hoped that she wouldn't be present during my intake.
It wasn't an unreasonable expectation, for as the CO of her shift,
she was free to come and go as she pleased. She could choose to
be anywhere, and it was a very large prison. As luck would have
it, however, she happened to be right in front of me as I stood
shivering barefoot on a cold concrete floor, wearing nothing but
my oh-so-cute girlish underwear.
Sam stood before me, her thumbs hooked into her belt, the very
image of power in her crisp and tightly tailored uniform. I
could feel her staring at my panties, carefully examining the
pattern. Her face was implacable, her expression inscrutable.
Had I pleased her or not?
I had supposed she had been admiring the underpants I had put on
just for her, but her next sentence disabused me of this notion.
"Ya think da little princess is a natural blonde, Officer Hoggs?"
The man in the doorway turned towards me. I blushed as I felt his
eyes run up and down my nearly naked body.
"Four butts say she's not, Commander Jackson," he replied. "Yankee
gals are all phonies."
"Bet's on," Sam replied.
I stood there, staring dumbfounded, uncertain of what I had just
heard. What were they betting on? What were butts?"
"Skivvies in the box," Sam said sharply. "Or did ya need some help
takin' those off, too?"
I didn't want to strip for Sam, but I really didn't want her big
manly hands "helping" me take off my panties, either. Biting my
lip with embarrassment, my trembling fingers finally managed to
unhook my bra and shrug it off my shoulders. Sam did not smile,
remaining as Sphinx-like as ever, but she did move her head around
and shifted her weight slightly, admiring my 34B breasts even as I
hooked my fingers into the waistband of my panties.
I tried to pull them down in one quick motion, but I have a very
round bottom, and I had to reach behind me to get my panties over
the curve. Feeling very stupid, I finally managed to get them off
and put them in the box.
"Hands at your side," the matron said. I obeyed, and stood at
attention, allowing Sam's eyes to roam freely over my body.
She held out her hand, and the male guard from the door walked
across the room and placed four cigarettes into her open palm.
******************************
Part 2
Staring at my blonde crotch, the leering male guard snickered,
"That's a cute little dandelion patch she's got. It's worth
more than a pack."
"We'll see," Sam replied tightly, not returning his smile. She
pocketed the "butts." I tried to make eye contact with her,
looking for some assurance, but, like the male guard, she kept
her eyes focused tightly on my crotch.
The matron donned a pair of gloves, and Sam watched impassively
as she ran her fingers through my long blond hair and stuck her
little black flashlight in my ears, up my nose, and in my mouth.
I lifted my arms so she could check my armpits and lifted my
breasts up by my nipples, flinching as she ran her gloved
fingers underneath my breasts.
"Turn 'round."
"Spread yer legs."
"Wider."
"Now bend over and spread yer cheeks."
Biting my lip, and very conscious of Sam's gaze, I obeyed.
"Wider," the matron insisted.
I gripped my buns tightly and pulled them apart, splitting myself
high and wide. Through my legs I could see Sam and the male guard
adjusting their position for a better look, even as the gloved
matron moved in for the final indignity.
Sam's voice stopped her.
"I'll check 'er," Sam said plainly. "Let's use the table."
The matron moved around me and pulled a curtain aside, revealing
an old exam table that I guessed was from the 1920s. The worn,
varnished base was dark wood, and there were numerous drawers,
making it look a bit like an old desk with a brown leather top.
I started to straighten up, but the male guard's voice stopped me.
"Stay bent, convict" he ordered. Clearly, he was enjoying the
view. I bent back over, again spreading my bottom cheeks wide.
In front of me, I watched the matron's shoes as she adjusted the
iron stirrups on the old exam table, moving them into position.
Sam knelt down beside me, brushing the hair out of my eyes as she
snapped on her rubber exam glove. "Officer Hoggs thinks your sugar
meat might sell for two packs. Let's see. Up on the table."
I closed my bottom cheeks and climbed up onto the examination
table. Out of the frying pan and into the fire. Sam stood
directly in front of me, keeping her eyes focused on my crotch
as I put my feet into the old iron stirrups.
"Skootch down all the way," she ordered.
I obeyed, spreading myself wide. It wasn't wide enough for her,
though, who rotated the stirrups away from the table, spreading
me still wider. There was a jar of some lube on the counter, but
she declined to use it, preferring instead to simply spit on her
gloved fingers and rub me slowly.
"Relax, Goldilocks. This will go easier if ya let yerself get
nice and juicy. Now be a good girl, and show Officer Jackson if
yer little blonde honey pot is worth two packs, and how fast ya
can get all hot and sticky."
I did both, as, despite my humiliation, I was soon pushing back
on her teasing fingers. She coaxed my little love button out,
and playfully flicked it with her fingers.
"Dat's a hot little box of crackerjacks 'tween yer legs,
Princess," she snickered. "Let's see if I can find da prize."
I gasped as she slid two fingers deep inside of me and began her
leisurely exploration of my twat. "Sweet!" she taunted. "I'm
gonna earn a lot of butts selling this snatch. Yer dance card'll
be filled all night."
Even without my gasping and groaning, my first orgasm behind bars
would have been obvious to everyone. My twitching, dribbling,
spasming pink hole showed everyone in the room just how hot I
really was.
The rectal exam was next. Following Sam's direction, I knelt on
the table, pressed my nose against the brown leather, and spread
my legs to shoulder width. There was no need to pull my butt
cheeks apart, since my posture made my "winker" (as Sam called
it) visible to all.
No lube was necessary. The juices from my gushing pussy left Sam's
gloved fingers more than slippery enough to facilitate her deep,
twisting, two-finger examination. I grunted as she drove her
fingers home, a reaction that caused her to elicit laughter from
the male guards as she speculated on whether she might be able to
"sell her pooper, too."
I was surprised at the constant references to selling me -- or, to
be more specific, auctioning off my various body openings. I had
assumed that Sam, having known me on the outside would be my
protector. But it was clear from the way that she was handling
me that her protection might come at a very steep price.
There was a short, rude POP as she pulled her fingers out of my
bottom, which caused more laughter. A sharp slap on my butt and
the words, "Next cell" propelled me, still stark naked, off the
table and through the door.
I waited on yet another wooden bench. After the last of the girls
finished being searched, we were all herded together into an
enormous concrete shower. There were 14 other girls in my batch,
but, as I lathered myself up and rinsed off, Sam never took her
eyes off me.
The chemicals they deloused us with burned and stank. Sam kept
her distance, but watched closely, staring intently as the masked
matron directed the burning stream over my legs, under my breasts,
into my hair, and between my legs and buttocks. Once again, I was
ordered to bend and spread. Sam didn't smile, but her passionate
gaze made it clear that she had not tired of the view.
We were given tight grey cotton shorts, sneakers, and a t-shirt
that didn't cover our tummies. No underpants. The clothing was
old and worn, and I tried not to think about the countless cons
who had been in it before me. I had supposed we were going to
our cells to rest after our grueling and humiliating ordeal, but
was surprised when we were chained together at the ankles and
marched onto a bus.
For the next several hours I picked up trash along the interstate,
ignoring the hoots and hollers of the passing "good-old-boy"
motorists, slurping down water when it was ladled out. It was
a blazing hot summer day, and I felt as though we had walked 100
miles when the guards finally let us break for "lunch": a brown
stew with some beans and carrots and something tough and chunky
masquerading as meat.
After our meager lunch I assumed we were done, but the guards
simply jogged us across the highway, and we started cleaning
the other side. By the time we made it back to the prison bus,
it was getting dark, and I felt relieved when I saw another pot
of stew waiting for us.
But I was not fed. Instead my hands were cuffed behind my back,
I was unchained from the coffle and marched behind the prison
bus, out of sight of the other girls.
Sam was waiting for me, arms crossed, legs spread. The other
guard left, and Sam ordered me to my knees.
She didn't say anything as she unzipped her pants. She didn't have
to. Dropping her pants and pulling her briefs down around her
ankles, she straddled my face, burying my nose directly into her
already moist slit. I tried to use my tongue, and Sam let me
lick, but in truth it was more like she jerked off on my face than
anything.
I had never had lesbian sex, although I had kissed a girl in
college and had let her squeeze my breasts. I had been drunk
at a party, and it had been fun, but it had gone no further.
I had often wondered what it might have been like if it had.
I was curious, but never imagined I would be introduced to
lesbian "love" kneeling in the dirt behind a prison van, my
hands cuffed tightly behind me, gasping for breath as I slurped
down my CO's pungent juices.
She tasted spicy, salty, slightly sweet...and very powerful.
She was hot and ready, but she wasn't in any hurry to finish. She
didn't speak, but smiled down at me, enjoying the fear and anguish
in my pretty blue eyes, relishing her total control. At last,
when she tired of rubbing her soaking twat all over my face, she
let me finish her with my tongue. I worked diligently, careful
not to miss a drop.
Still on my knees, I watched her pull up her pants. "Yer a smart
li'l gurl, ain't ya?" she asked. "Stay smart."
She let out a loud whistle, and a pot-bellied guard with a pocked
face appeared. I assumed he was going to bring me back to join
the others for dinner, and I started to rise. But Sam pushed me
back down into the dirt.
"Two packs," Sam said, holding up two fingers.
"She worth it?" he asked, looking down at my still drippy face.
"She's a regular little Hoover. Two packs, and she'll suck out
every drop. She's a real prize."
The guard handed Sam two packs of cigarettes, and unzipped his
pants, releasing his prick. Unlike Sam, he was quick, and,
within three minutes, I was swallowing his copious, sticky,
disgusting load.
Sam whistled, and the next guard appeared, handed her two packs,
and unzipped his fly. He was a bit bigger, and a bit rougher,
and he enjoyed jerking my head around by pulling on my hair. I
was careful to keep my teeth away from him, fearful of what even
a tiny nip might cost me.
I lost count of how many guards used my mouth, but Sam didn't.
"Hope ya enjoyed yer hot creamy dinner, my li'l prize," she
taunted. "Ya jist earned me twenty-two packs."
When I got on the bus the other women were waiting. Cries of
"potty mouth" and "scum sucker" burned my ears as one of the
guards who had cum in mouth shackled me back into my coffle.
But, later that night, Sam sold some of the same women who had
heckled me on the bus a 10 minute pussy-licking from me for
eight cigarettes each.
Prices varied based on the market. Prisoners were charged less,
in general, because they had less. Male guards were two packs,
three packs if they wanted to give it to me up the ass. Sam sold
my butt cherry 6 times, till word got out what she was doing.
Three male convicts who had been sent to the women's prison to fix
the electrical system did me for eight cartons each. One was
Hispanic, the other two black, and Sam told them to give "our
li'l pampered Princess some racial dee-versity." They did, and
for a full hour vigorously reamed out all three of my holes.
I worked weekends, too, although not on the chain gang. A dozen
girls and I were driven to a shitty motel on the highway next to
an abandoned factory. The hotel was patrolled by four guards on
horseback with shotguns, one of whom shot a rat dead at 20 yards
as an example of what would happen to us if we tried to run.
Sam gave me my clothes for the night: a short denim skirt, cowboy
boots, a thong, and a pink cowboy hat with silver rhinestones.
As a final indignity, she also gave me one of my own college
t-shirts that I had packed for the trip, but cropped short so
that it barely covered my breasts. The shirt reminded me of my
rental car, which I hadn't even thought of since I was arrested.
Apparently the Sheriff and Sam had "taken care" of it for me,
along with my luggage. I was pleased, since I didn't want auto
theft added to my list of charges.
The t-shirt bore the name of my alma mater, and, as Sam predicted,
the yokels certainly did enjoy "fuckin' a Harrrr-vard gal." Hotel
work started at 3PM Friday, and I got a lot of pimply-faced
18-year-olds from the high school and the community college, who
laughed at my "funny accent" even as they pumped away. The
teenagers were quick, and I was able to do five of them in my
first hour, even with a quick shower.
The Sheriff dropped by about 4 PM, and I shuddered as I spotted
him outside my room, jawing with Sam as he munched on a candy bar.
I was hoping he was there for something or somebody else, but as
soon as the toothless hillbilly who had fucked me up the ass
zipped up his fly and left, the Sheriff sauntered in.
"Ya gotta customer," he drawled.
"Please," I pleaded. "Not with you. Please don't do this."
"Git naked," he drawled. "You kin leave on yer boots an' cowboy
hat."
I had never felt so humiliated. When I had first met the Sheriff,
I was a lawyer. Now he was ordering me to undress, but not because
I was his prisoner. I was now his whore.
"That's right...skin those underpants right off...don't be shy.
Now show me those titties."
"Get on your knees. You know what to do, city gal." Indeed I did.
"'At's right...roll that pretty pink tongue aroun'... nice and
slow...mmmm...yoah hungry for it, ain't ya? Bet you can jus'
taste my power, cain't you? That's right...tease the tip with
that tongue....seems like we're finally learning you some RESPECT.
That's right...nice and sweet...
"You learn to suck dick at HAH-verd? You blow yer profs fo'
bettah grades? Don' look away...look me in the eyes. That's
right.... You look purdy in that pink hat. Or maybe it's jist
seein' ya with mah prick in yer mouth. Ya looked purdy smart
that day, laawyering up that drunk. You don't look so smart now,
do ya, college girl?"
I shuddered as he ran his fingers over the ulcerations on my
wrists. "Them are mighty cute shackle sores, convict. They
suit ya. Betcha the ones around your ankles are pretty, too.
Ya like wearing them pretty iron bracelets? Don't forget it
was me who give 'em to ya. As the arrestin' officer, I get a
commission on everythin' you do. Ever'time ya pick a bushel
basket of cotton or shovel a truck of manure, yer earnin'
scratch for me. Ohhhh....look at those eyes! Ya don't like
that, do ya? Well, that's too bad. Cuz' tonight y'all gonna
earn me some real money!"
I tried to finish him quick, but he wouldn't let me. He taunted
me, "complimenting" me on being "such a good little cocksucker,"
and bragging about how much money he was going to make tonight
off my "sweet HAH-verd ass."
"'At's right, cowgirl. Look me in the eye, and suck my big ol'
pecker. Show me how hungry ya are for dick-milk. An' here come
the cream...." When he finally ejaculated, it was explosive,
and I thought that fat old bastard was going to die in his chair.
But I swallowed his whole load and, afterwards, licked his balls
until he recovered.
Thirty minutes late, the DA fucked me. The week after that, Jasper
had his turn. But my big surprise was when the judge showed up.
He looked at me sadly and said he regretted that I had "dee-sended
to this." He said he hoped I found redemption through "work and
re-habil-it-ation." He sat next to me on the bed, and we talked
for nearly half an hour about the firm I worked with in Boston, my
career path, and my plans for the future.
He told me I was pretty, and smart, and that I reminded him of
his daughter. He showed me a picture of her, and some of his
grandchildren, and I gushed over them. He talked to me like a
person, and, for a few minutes I didn't feel like a con, a
low-life, a whore.
When I pointed out that I had a "quota," he smiled and said he'd
let me "get back to work." I thought he was leaving, but, instead,
he turned to a station on the radio playing cornpone music and
ordered me to "dance...like a country gal."
He was a customer. I did my best to please him. I kept my boots
on -- most of the guys seemed to prefer it that way, and I wasn't
anxious to put my bare feet on the filthy, needle-ridden floor.
The judge sure seemed to like it.
"'At's right...wrap those legs around me, cowgirl! Lemme feel da
spurs whiles I ride ya! Gitty-up! Move that sweet little ass.
Ah'm a free-bee, as a thank-you for my services, but there's fellas
out there waitin' to pay $50 for a piece o' your tail, an' we gotta
give the taxpayahs theah money's worth!"
The sessions were 20 minutes each, but I finished the guys fast,
which allowed me to work 4-5 tricks per hour, with two or three
group sessions thrown in for good measure. Most nights they
worked me until 3 am, and even when "dignitaries" like the
Sheriff and the judge rode free, I often turned as many as 50
or more tricks a night (with the DPs and the groups). The
Sheriff got 10% off the top and my friend Sam 5%, as commanding
officer of my detail. And there were 12 other girls (though I was
the most popular). You can do the math, but safe to say Sam got a
pretty good return on investment for the dinner she had purchased
in Boston.
Each night after work, Sam took me to the showers to clean up
before ordering me to my knees to perform. She ran her fingers
through my hair as she cooed about how I was going to earn her
enough to pay off her car -- or even her mortgage -- as well as
buy a series of fancy dinners with a girlfriend. The sexual
favors I granted bought me protection, and, although it often
meant I missed lunch or dinner on the chain gang, Sam usually
gave me something back at the jail. One night she fed me little
bits of chocolate as I knelt before her licking her pussy, the
chocolate mixing in with the unforgettable taste of Sam.
Sometimes such "popularity" cost me dearly. On one particularly
brutal summer day I had the misfortune to end up picking cotton
in a field close to the mansion. As luck would have it, the owner
of the plantation was having drinks with my prosecutor, as well as
my lawyer, Jasper. It was Jasper who spotted me, and soon I was
called out of the fields.
Still in shackles and faint from thirst, I was ordered to serve
the men their frosty mint juleps. Then, one by one, the men led
me out to the barn, where I had to perform on each of them.
I still had Jasper's cum in my butt and the taste of the
prosecutor's cum in my mouth when the latter went into a
tirade about how "lenient" the judge was with "trash" like
me. I stood silently, staring at my bare, shackled, dirty
feet. It was my lawyer, Jasper, who suggested a solution.
"You always braggin' about that whip you have from the old days,
Jethro, and how you can swing it just like your grandfather did.
Let's test out how good you are on this piece a trash here."
"Weeel...," Jethro drawled. "'Er skin looks a might tender to use
the horse-whip on. But Ah also have a fine ol' slave strap that
Ah keep oiled an' supple jist fo' times like this'n. Girl, run up
to the house an' ask fo' 'Brown Betsy.' Don' dawdle, now."
I felt dizzy as I stumbled out to fetch the strap that had been
used to "whup" Negro slaves more than a 150 years before.
As it turned out, it was hanging in a place of honor, over the
fireplace in the front parlor. It was a brute. Dark with age
and oil, it was about 2' long, 2" wide, and 1/4" thick. One end
was formed into a comfortable handle, and the other was split into
three tails, each almost a foot long.
I handed it to my plantation master and turned to my lawyer with
pleading eyes. "Please, sir, I'm sorry I was rude to you in court.
I know you're an excellent attorney, far better than me. If not,
why would you be dressed as you are, while I'm a prisoner?"
"You's right about dat, girl" Jasper hissed.
"Please, sir...master...massah.... Please have pity."
"Y'all see?" Jethro, the plantation owner said triumphantly. "Ah
think what we got here is a gal with some colored blood...prob'ly
a octoroon. Y'all kin tell by the way she talks. Ah bet she whips
up real nice!"
He signaled the guards, even as I pleaded for mercy. But the same
men who stuffed their dirty peckers in my mouth laughed as they
strung me up by my wrists from the big magnolia tree in front of
the Greek Revival mansion.
"Yer lucky this rope ain't around your neck, girl," one of the
men said as he skinned my shorts down to my shackled feet and
rolled my tattered top up to expose my breasts. "This here's
the lynchin' tree. Now the boss's going to learn ya with his
slave strap instead. He's going to learn ya REAL good."
"Please," I begged, as my toes struggled to find the ground. "Let
me blow you again! I'll swallow every drop. I'll do it good,
really I will!"
"Yep. What we got here, boys, is a oc-to-roon," the plantation
owner drawled, causing me to shudder as he cracked the strap in
the air. "Y'all kin tell by 'er big round bottom. 'Course we
ain't racist down here no more. I'm going to strap her just
like she was full-blooded one or the other."
I screamed and swung through the air as the strap cut into my
bottom. I'm not sure how long the flogging lasted, but I
didn't wake up until they threw a bucket of cold water on me
back at the prison.
******************************
My sentences were supposed to run concurrently, but they kept
tacking on "penalties," so that, in the end, I served the full
90 days.
I was finally released on October 10th. Sam assured me I had cost
the taxpayers nothing; I had earned my keep -- and then some.
******************************
Three weeks later, the marks across my back and bottom were still
visible as I shuffled in my shackles across the stage at the
Boston Bar Association's Gala Halloween bash. Everyone marveled
at the realism of my skimpy chain gang uniform, my welts, and
my skeletal appearance, although one of the judges later confided
that it was "the haunted look" in my eyes that really sold the
costume."
From the back of the room, my good friend, Officer Sam Jackson,
dressed in her "costume" of a commanding officer in the Louisiana
Department of Corrections, whistled vigorously as she kept her
promise to me. I, meanwhile, fulfilled a long-held ambition of
my own, accepting the BBA's prize for best costume.
I don't like to lose.
Edited by C. Lakewood