Prostitution: Pimps and Hoes

LilAshley

Literotica Guru
Joined
Apr 13, 2002
Posts
1,368
OK just kinda came up with a new idea, let's just see how it works out. Open to everyone, the more the merrier!!

Let's just have a big prostitution ring going on. A few pimps some hookers and lots of Johns and/or Janes, maybe even a few crooked cops or politicians too!!

I'll start off with my character and anyone else who would like to join in feel free!!

Ashley:
5' 5 115lbs blonde with green eyes, pierced tongue and navel, big fake 38DD chest.(Needs a pimp by the way)
The new girl on the streets, used to be a stripper but found this makes even more money. Out on the streets for my first night, wearing a short little pink latex mini skirt, black latex bustier with black lace bra, tiny black thong and knee high boot/heels. Standing on a street corner waiting for my first customer.
 
Hey Ash, been awhile, how is this for a pimp:

Chester Rogers
28
Long blond hair always obscured by a hat.
Hair on his chin.
Blue eyes always obscured by shades.
Lots of bling.

Chester has been pimping since he was 20. He was set up with the business by his boss, Mob leader Vinny Gambino. He is generally known for his niceness but won't take flack from any of his girls. He's been known to also go after other Johns for messing with his girls.
 
Max

Driving home late after a business meeting, I thought I'd see if I could find any action. I drove down the strip where hookers hung out, looking for whatever I might find. There on the corner under the light was a cute young thing, so I pulled over.

She stuck her head into the open window, and said "Hi there Looking for company?"
 
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Ashley

PM sounds great, good working with you again too!!

Seeing a car driving down and pulling up nex to me. I strutted over in my big heels and leaned over into the window, feeling my tiny skirt ride up. "Hi there looking for company?" I asked the stranger, wondering if this could be my first John already. A little excited, but I know I have to follow the rules that my pimp Chester set for me. Still leaning in, not getting in or offering anything for money just yet.
 
Lisette

ooc- Lisette
long dark red hair, hazel eyes, 36c breasts, and long legs

ic-

Lisette brushed her long red hair out of her eyes as she stood on the street corner, hoping that her nervousness didn't show. She had never done anything like this...well that wasn't entirely true, she had been stripping for a few years, and with her friend Ashley had found that this paid more in one night than any 20 lap dances ever could.

She looked over and saw Ashley talking to some perspective John and smiled before turning around and adjusting her green leather bustier and black hip hugging shorts.
 
Chester

I was watching the new girl Ashley from afar when I saw another fine looking red head not too far from her. I walked up behind her and whispered in her ear, "Pardon me miss but do you have representation?"
 
Lisette

Lisette whirled around and came face to well sunglasses with a rather interesting looking fellow.

Kind of cute in that sleazy pimped out sort of way, she thought.

"Representation?" Lisette asked cocking her head to the side, placing a hand on one of her slender hips
 
Chester

"Yes, you know, someone to protect and promote your..." Chester lowered his glasses a bit, "....skills and assets."
 
Lisette

Lisette smiled as she finally comprehended what he had been asking her.

No wonder he's all pimped out, she thought humorously, he's a pimp!

Lisette licked her lower lip, "No actually I don't."
 
Chester

He crooked his head back in surprise, "Really? Must not have been doing this too long, the streets can be a dangerous place. Allow me to introduce myself," he removes his hat and bows, "Chester 'the bester' Rogers and today is your lucky day. You could be making two grand a night with my help, just ask Ash over there. So what do you say, care to audition?"
 
Lisette

Oh so this was Ashley's pimp? Lisette though with a crook of her brow.

"2 grand a night!" She smiled, her painted lips curving, "ever any more than that?"

She needed money for school and to send back home to her sick mother.

"Audition? audition how?" Lisette feigned ignorance
 
Chester

"The possibility for more cash is up to you of course. As far as auditions go, I always have to test my girls before sending them onto the streets, we could conduct the audition right now if you'd like."
 
Lisette

Lisette bit her lip in a pouty-I'm-not-so-sure kind of way that had usually driven her lap dance customers wild, "Would I get paid for this audition?"

She didn't want to take up hours that could be making her some money and end up with nothing.
 
Chester

He wrapped his left arm around her shoulder, "Think of this as an investment. I'm going to be honest with you, your extreamly good looking, not many girls here are. A less attractive girl averages about 2gs a night from the sleeze balls that come out of the peep shows all hopped up on coke. But since you're so hot, you can cater to some of my higher up clients and demand more money from them. But if you don't want an audition, then I guess I'll be on my way."
 
Lisette

Lisette was flattered by his...well flattery.

She smiled up at him, "I didn't say I didn't want the audition, I just don't want you to decide afterwards that I"m not worth the trouble...wait I don't really see that happening...so where to." She grinned at him, running and hand down her sides tugging at the bustier that held her ample breasts
 
Chester

"Well normally I would take you into my private office across the street but I have to stay down here in case my girl needs me, so we'll be using my mobile office instead." He pointed over to the cherry red caddy with black tinted windows parked across the street. Extending his elbow out to her he smiled, "Shall we?"
 
Lisette

Oh great, Lisette thought, leather burn.

But she smiled sweetly anyways and followed him to his car, which from the outside was rather nice, "So do you cater to any of those CEO types that have secret double lives filled with kinky sex fantasies?" She asked making conversation
 
"Yeah, you'd be surpised how many 'upstanding community leaders' are in my rolodex." He opened the door and revealed an elegant fur lined interior. "After you miss?"
 
Name Ray
AGE 26
Looks 6’6 250 black hair hazel eyes
Job crooked cop takes money and or fevers from the pimps and girls so they can do there business with out being bothered by the cops.

I drive down the strip in my parole car stopping to get my protection payments from the pimps and there girls. I knots two new girls on the street one of them talking to Chester I smile as I tern in to a parking lot. Some of the pimps come out of the shadows coming to my car one at a time and sliping me envislops of mony.

OOC Is this ok?
 
Lisette

Lisette looks inside and laughs softly, good no leather burn.

She slips inside, giving Chester a nice view of her shapely ass in the process.
 
He examined how the shorts she wore tightened against her cheeks. "Mmmm nice." He turned his head to see Ray coming down the street. He waved and put his envelope under the windshield wiper before scurrying into the car and locking the door. He turned his attention back over to her, "Alright let's see what you can do."
 
Lisette

Well girl you better get used to the one-sided pleasure thing, they are men you know.

Lisette slide her curvy body into his lap, "Oh I can do a lot of things." She purred in his ear nibblig on his neck while her hand found the bulge in his pants
 
His right hand snaked over her head and around her body before stopping at her clothed right breast. He slipped his hand under her boustier and squeezed her breast lightly before circling his pointer finger around her nipple.
 
Lisette

Lisette almost jumped in surprise, she hadn't been expecting him to touch her, just the other way around.

She smiled at him as she slide her hand into his pants her soft fingers wrapping around his cock and caressing it.
 
Realizing she liked his touch, Chester pulled her top down enough to exposer both of her lovely breasts. While he countinued to play with her right nipple, he licked up the side of her left breast and worked his way to the front of it, gently brushing the top of her aerole with his tounge.

Meanwhile he began to grow as she slid her soft hand around his manhood.
 
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