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Undercover Whore Ch. 01

Story Info
Madison Lane gets her first assignment on the force.
2.7k words
4.12
43.2k
50

Part 1 of the 14 part series

Updated 06/10/2023
Created 05/20/2020
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Jakrosi
Jakrosi
90 Followers

Disclaimer: This is a work of fiction. Its contents should not be viewed by anyone.

Madison Lane, a beautiful short redhead, has only been on the force for two days.

The academy taught her many things about the justice system.

In her graduating class, she was exemplary. A standard that others were measured against.

"You want me to what?!"

She can't contain her shock.

"We want to put you on the vice team," her commanding officer looks at her patiently.

"The team you'll be on will focus on undercover investigations."

Madison can't contain her distress. "You want me to parade around downtown like... like..."

"A whore," the middle aged man finishes her thought.

"I- I can't," she protests.

"You can. This is important officer Lane. We need eyes on the street.

"But..." she tries to protest. "I can't..."

"You can and you will, officer."

Her commanders' patience don, he says "Dismissed."

Cheeks flush, Madison leaves the office and makes her way to her new department.

There is some paperwork that she is required to fill out.

It doesn't take long. But, she can feel the eyes on her.

Fresh meat.

A shiver runs down her spine.

"You'll be working with a liaison the team has connections with.

"You'll meet her tomorrow. She'll show you the ropes."

The bored officer processes her.

"You can go home for the day," He says. "You begin tomorrow."

In a daze, Madison returns to he apartment in one of the spendier parts of town.

She collapses in her uniform onto her bed.

Unwilling to it, Madison submits to sleeps' power.

She hears the knocking in the corner of her mind.

It brings he back, begrudgingly into the waking world.

As she opens the door she can't help but smell the overpowering perfume.

"Madison Lane?" the woman puts out her hand. "I'm Candy. I'll be your coworker from here on out.

Madison appraises the bleach blonde woman.

She's pretty, with a strong tan.

But, her style leaves the officer in shock.

The miniskirt this woman wears is so short that Madison wonders if it won't just expose the pretty woman's privates.

Her bra-less nipples poke out from under her tube top.

"Well?" Candy says. "Aren't you gonna invite me in?"

Madison is shocked as she stands aside to allow the woman in.

"Girl," she says, "We've got to get you out of that stuffy uniform."

Madison wants to object, but knows she can't.

"Let me see your wardrobe."

Madison allows the hooker before her to look through her closet.

"Don't tell me," Candy smiles, "you're some Amish girl. All this is so plain."

Madison doesn't say anything as the professional picks out a blouse and skirt she likes.

"We'll have to go shopping. But, this will suffice for now. Strip."

Madison is shocked into reality.

"Could you leave the room?"

Candy has a bemused smile on her face.

"Girl, I've seen it all before."

Reluctantly, Madison strips off her uniform.

It all slides from her petite body.

"Love your form," Candy says. "It'll drive the Johns mad."

In her negligee, Madison moves to put on the outfit.

"Nuh-uh," Candy says. "Bra too."

Madison begins to protest. But Candy steps up and strokes her cheek.

"You have a mission."

Abashedly, Madison unhooks her bra and allows it to fall to the floor.

Candy's eyes fall upon naked flesh.

Her hand comes up and lightly pinches a nipple, eliciting a firmness as Madison's body reacts.

Officer Lane retreats. But, doesn't seek out he clothes.

Candy smirks as she hands Madison her skirt, then her blouse.

Feeling dirty, the officer puts on the only pair of high heels shes' got.

Candy claps her hands. "You look like a hooker on he first night on the streets."

Madison feels sick as Candy takes her by the hand. She barely has time to lock up as she's dragged out.

"Come, come. My car's close by."

Madison worries that he neighbors will see her like this.

Her fears go unrealized as she's led to a beat up car.

As she gets in she finds a pair of panties on her seat.

Unsure whether or not to move the item. Candy motions for her to get in.

A sick chill comes over the officer as she sits on her counterparts affects.

Candy drives down one of the seedier parts of town until she finds a run down clothes store.

Candy greets the cashier.

"New girl?" the man leers.

"You know it."

Madison can't help but feel as so much meat before this mans" eyes.

"Come on. This place has the best deals.

"First, panties are on the menu.

"Red's a must, girl. Doesn't stain."

Madison can't see how that matters to her.

Still, she collects a few pairs.

Then, at last, the leave the underwear and find the skirts.

"I'm thinking," Candy says. "This being your first night. We should take advantage of you red hair and match it with all red.

A few red skirts and tube-tops and only the stilettos remain.

"Girl. You're making me jealous." Candy mocks.

The cashiers eyes are predatory as he looks over her selection.

"You know, babe. I can give you store credit."

Candy chuckles. "What kind of line is that?"

Madison can't help her breathing as it picks up.

The mans' eyes watch her breasts rise and fall before grudgingly concluding the purchase.

Madison feels sick as she walks out into the fading light.

At the car, Candy sifts through the purchases.

"Put these on."

Madison panics, "Here?"

"No," Candy mocks. "Back at home.

"Just get dressed quick. I've done it hundreds of times.

Conscious of the store clerks eyes watching them, Madison strips her blouse. Her bare back to the store, Madison puts on the skimpy red top.

As she moves onto the blouse, Candy holds up the panties.

White as a sheet, Madison strips down to her knickers and then hastily swaps panties.

She looks back to see the mans' obvious ogling.

Panic carries her through until she is garbed inn sheer satin. Her nipples brushing uncomfortably against the inside of her top.

Her panties little more than string that cuts up into her valley.

As they drive, she sinches her heals.

In the car, the world doesn't notice her distress.

And, block by block, the world grows darker.

At last, Candy stops at an intersection with a light pole.

"This is my spot. Only girls I like work here."

Candy Pats Madison's shoulder, "I like you, Got a good feeling about this."

They get out of safety and Madison realizes that she's dressed like a whore on a street corner.

Yesterday feels like so long ago.

She's an officer. Not a prostitute.

Candy is well experienced in this side of the world and takes up position.

Before Madison can get comfortable, a car pulls up.

"What will you do for a hundred?" he asks both of them.

"For you, darling, I'll..."

Madison is in shock as the door comes open and Candy disappears down the street.

Another car pulls up. "Get in."

The mans' domineering speech arrests Madison's mind.

Mechanically she feels herself get into the car.

Her heart pounds uncomfortably as the man drives to an alleyway.

The car stopped, the man undoes his pants and shocks Madison by unleashing his naked member.

The man sits patiently, "Well?"

In panic mode, Madison unbuckles her seat belt.

As she seeks the door, the man takes her head ad draws it to his crotch.

Hot skin meets her cheek and Madison feels a subtle stickiness come over her brow.

"Suck," the man commands as he takes her by her red hair and pushes her lips against the precum coated tip of his penis.

A chaste kiss burns in her mind.

She's never even kissed a boy. And, now, her first kiss is claimed by an unknown mans' cock in a back alley.

Tears well up in Madison's eyes.

"Suck, he commands with increasing ire. "Goddammit, suck you whore."

A cry of distress parts her lips.

The man takes advantage to pierce her virgin mouth.

Her tongue, unwillingly, slides across his phallus.

All of a sudden she gags as the mans' knob meets the back of her throat.

With is hand still in her hair, the man pulls and pushes the undercover officers face back and forth on his cock.

Her tears a river, Madison does as she was commanded.

She sucks.

Before long, Madison feels something as the man forces her face into his crotch.

Rope after rope of cum unloads in her throat.

She'd cough were it not for his member blocking the airway.

Finally, the man lets go of Madison.

As she rises, his cock head leaves her lips with a pop.

Her reflex makes her swallow most of the mans' jizz. But, she hacks up the remainder into her hands.

Dumbstruck, all she sees is her cum filled hands, Until, two crisp twenties drop into them.

The man leans across her and opens the door.

"Get out."

The man is cruel and Madison cries as she gets out onto the corner she started on.

In a daze, she closes her hands around two cum-stained bills

"Damn girl," interrupts he misery. "Didn't think you had it in you. Don't worry. With you doing some real work out here, you can gain all the info you need."

Madison cries as she understands the consequences of her working the streets.

"Oh, dear." Candy says sympathetically. "Come here."

Madison lets herself be taken in an intimate hug.

After a few minutes in the prostitutes embrace, Madison's tears dry.

"Good girl," Candy pats her head.

As they recover, a new car pulls up.

Madison can't help but think the man somewhat good looking as he asks, "What will a fuck cost me?

The undercover police officer recoils at the mans vulgarity.

"An even hundred, Hun. Candy says at the car window.

"Okay," the man points at Madison. "You, lets have some fun.

Candy looks on encouragingly as Madison stops breathing.

Despite herself, she walks up to the door and, fidgeting, opens it.

The man smiles at her as she gets in.

"You two enjoy," Candy says as the car moves out.

Madison thinks he will take her to a motel.

Instead, the man pulls into one of alleyways in the area.

He gets out.

"Come on," he says as she remains petrified.

Madison, haltingly, gets out of the car and meets him in front of the vehicle.

Every sane impulse screams at her to run. To save her maidenhead.

Her virginity could be claimed by this John in a back alley.

She should be running.

But, she does nothing as the man pulls her skimpy top down to her waist.

A moan achingly escapes her when he pinches her vulnerable nipples.

"I love girls like you," he murmurs while he tugs at her skirt.

Her panties breathe fresh air as he takes her and lays her across the hood of his car.

Her nipples rest on the cold metal while he tugs at her panties.

Cool air meets her moistening womanhood.

This stranger paws at her sex, eliciting an embarrassed moan.

"You really are a fire-crotch," he says as the head of his penis meets her dripping nethers.

He pierces her in a solid motion. Her hymen being little protection from the cock in her pussy.

Her cry is delayed as her mind tries to process what's happening.

The mans' hands are on her slender hips as he pushes and pulls. Ever pounding her naked cunt.

This stranger is using her as a whore, the officer thinks.

Why does she endure it?

As terrible as the moment is, there is an ice in her gut. A thrill beyond any she's experienced before.

His cock slides out and her insides fill the void until his organ once more penetrates her.

"Ah-Ah-Ah!" she screams as wave after wave crests within her belly.

"Hey," he puts his hand over her mouth. "Keep it down."

Despite his concern, he never stops pounding her meat.

Still, she is reminded where she is and what she's doing.

Suddenly, she feels him slow down until his penis gently rocks withing her cunt.

"What?" she manages.

"Alright," He says as he pulls out of her.

Then she feels is. The slimy wetness pulses from her open pussy lips.

The man pulls up his pants.

Madison looks on her disgraced form. Her panties already absorbing the mans' cum.

A shiver comes over her as she pulls her hooker clothes into order.

The man drives her back to the corner.

"Thanks," he says with a smile. "I'll come find you again. Goodnight."

The man seems so unconcerned about how he just broke the law.

Madison feels sick as she holds a fistful of cash, her compensation.

Candy hasn't returned from her latest tryst and Madison contemplates calling a cab.

Before she can make her escape, a car pulls up.

Another strange man.

"Get in"

Madison wonders when it was that she became so deferential to the male sex. But, regardless, she opens the door and gets in.

A short drive and she's in another back alley.

The man drops his pants and waits.

Madison looks as if upon a serpent.

He's only semi-hard and Madison thinks that all she has to do is leave.

Despite knowing that she should leave, she brushes a strand of red hair from her face.

Achingly, she kisses his cock.

The smell of his sex comes over her as she licks his cock.

He doesn't manhandle her like the first man.

]He's kind, she thinks.

Up and down she works his shaft.

He moans as she feels his sack tighten.

A long string of semen finds her tongue.

The mans' spasms done, Madison slowly lets his cock flip from her lips.

For a moment she sits with the mans' cum coating her tongue. She wonders how she'll get the jizz out of her mouth when she sees his eyes.

She knows what he wants.

She struggles to gulp the cum in a couple of sticky swallows.

He smiles at her as he pulls out two bills.

When he drops her off, he pats her thigh. "Good girl."

In a daze, Madison gets out.

Candy smiles a mischievous smile.

"That's not the car I saw you leave in."

Madison is frozen with terror over her actions this night.

"home," she whispers.

Candy's eyebrow raises, "What's that Hun?"

"I want to go home," she sobs.

Candy takes her in a sympathetic hug.

"Come here, sugar."

Madison cries into the experienced whores' shoulder.

"The hardest part's over. Come," she says. "Lets go home."

Candy leads her to her car and they drive to Madison's upscale apartment.

"Here," the knowing woman gets a trench coat from her trunk.

"Can't have you looking like that when you go homer."

Madison dons the coat, that leaves her hooker heals exposed. And, labors to make her way undiscovered to the safety of her residence.

Behind closed doors, Madison looks at herself in her body length mirror.

Tears sting her eyes as all she can see is a whore.

She tugs the top and bottom off.

Left in only her panties, she remembers the sensation of cum dripping from her sex.

Her first kiss taken by a strangers' cock.

And, Her virginity taken by a different stranger on the same night.

Nearby, her uniform rests. To put the blue of her station on seems foolish.

The shower runs hoot and Madison scrapes at her insides, trying to get the foul fluid out of her.

Despite herself, Madison feels a stirring in her belly.

Primal memories stir of when she was mounted. How, in one moment, her virtue was intact. And in the next it had been ripped from her.

A moan shamefully escapes her as she feels the hot water pellet her clitoris.

The man who forced her face into his organ. Who had dominated her.

And, the kind man.

All these experiences that can never be undone.

Finally she climaxes. Her skin flush, Madison shuts off the water and towels dry.

She doesn't have the energy to put on pajamas.

She plummets onto the mattress, wrapping herself up in her bedding.

Her mind replaying her shame as she falls asleep.

Jakrosi
Jakrosi
90 Followers
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AnonymousAnonymous7 months ago

Like everyone else said. There is no build up or reason for her going on the streets. No backup, no nothing lol. All the "undercover" stuff is a fun read obviously. The reason it's lacking the immersion is the non existent police vice story. There is nothing noted as to what she is supposed to do or uncover for this work. Sounds like you have no idea how cops operate, with the captain telling her "at ease", its not the army! That said the events that happen in there are good. Dialogue with dirty talk should be added. It needs some polish with grammar, spelling and plot. Get that done and you would have a very good read.

AnonymousAnonymousover 1 year ago

All of these dumbfucks complaining about realism in a porn story.

AnonymousAnonymousalmost 2 years ago

I'm not a cop, but I'm fairly certain that "Go out and turn tricks and hope you hear something useful" isn't a thing. If you are aware that this is the case, then you need to provide an explanation as to why the officer is being put into this unorthodox and inappropriate situation. Otherwise, it's an outlandishly flawed premise that robs the story of any credibility.

Also, as others have suggested, you may wish to consider organizing your writing into paragraphs.

AnonymousAnonymousabout 3 years ago
totally unrealistic

No PD would throw a rookie to the wolves like that. They would have to know that she has absolutely no sexual experience.

CZOFTWCZOFTWabout 3 years ago
You're asking a lot from our suspension of disbelief

The idea of a cop being forced into a compromising position by her job is very hot but there's very little foundation laid for this story. There is very little build up and the result is a desultory series of sexual encounters that are particularly interesting or hot. I see you've got multiple chapters ahead and encourage you to continue writing but the foundations of a story are incredibly important and I'm not sure I'm very eager to read more.

I've tried to be constructive and I hope you continue writing.

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