Wall Street Pimp:  First Job {Pan} (MF, FF, MFF, cons, toy) 
pt. 06

2004/10

by Pan

It wasn't hard for Max to get Shannon her first trick.  
Most of the men from the park asked about Shannon, and 
asked if she was available.  Some skirted around the topic 
and asked if she was Max's girlfriend.

"We have an open relationship," Max would tell them.  "I'm 
willing to share, and she has no problems having fun with 
others.  Of course you need to make it worth her while."

Max decided that George would be Shannon's first official 
John.  George was the oldest one from the park, at fifty 
three.  He was married, and Max knew that he would be the 
simplest one for Shannon to please.  George just wanted a 
little excitement in his life, Max knew, and would just 
want a straight up fuck... nothing fancy.

For Shannon's first time, Max offered to pick Shannon up, 
deliver her, and to take her home.  Shannon tried not to 
show it, but she appreciated it.

"Are you sure you want to do this?" Max had asked Shannon.

"Yeah... two thousand dollars for a fuck is no problem.  
But if you could come with me I'd like that."

"I'm not going to be right there this time.  He would like 
some private time with you.  But if you need me, just call 
me, and I'll be downstairs.  George is a nice guy. I've 
known him for years.  He won't try anything funny."

Max picked up Shannon from her apartment.  When Max knocked 
on her door Nina opened it.

"Nina?  What are you doing here?"

"I'm making sure you and your 'friend' don't hurt Shannon," 
Nina said poking Max in the chest with her thin finger.

"Nina please," came Shannon's voice from deeper in the 
apartment.  "I'll be okay.  Come on in, Max."

"And I'm coming along to make sure of it," Nina said.

Max went inside.  Shannon's apartment was messy, with gym 
clothes hanging off every piece of furniture.  She had 
dumbbells on the floor and used milk crates for furniture.  
Max reminded himself that the girl was just a college 
student.

"How do I look?" Shannon asked.

Shannon was dressed in heels and a green sweater dress.  
The skirt of the dress was mini-skirt-short, with long 
sleeves, and a zipper on the front all the way from the 
mock turtleneck to the base of the skirt.  Shannon wore her 
hair long and had red lipstick and makeup on.

"Gorgeous..." Max said.

"You look beautiful," Nina added.  Nina herself was dressed 
in a simple white baby doll T-shirt and blue jeans.

"Mind if I check out your WHOLE outfit?" Max asked moving 
up to Shannon.

"Sure thing, boss.  Just an eager employee, ready to 
please."

Max pulled down the zipper until her form fitting dress 
opened to reveal black lace underwear.  Shannon's bra 
pushed her shapely breasts together to display ample 
cleavage, and her v-string panties hid just enough, but 
showed off almost everything else.  Max pulled down the 
panties to find that Shannon's was freshly trimmed with 
only a bikini line of blonde hair trailing down to her 
vagina.  Max rubbed his fingers across her vulva.

“Very nice,” Max said putting his fingers to his nose he 
smelled Shannon's usual smells and soap.  “Dry, with no 
sweat, and freshly washed.  You’re cunt’s in good order.”

"Do you always shave your privates?" Nina asked looking 
over Max's shoulder at Shannon’s shaved crotch.

"Yeah... I'm from California, so you always have to be 
ready to wear a bikini.  And the boys usually like it.  Do 
I pass inspection, boss?"

"With flying colors.  Now that I'm your boss... I of course 
get freebies whenever I want right?"

"What?!  Well, if you line me up with two thousand dollar 
jobs, I guess you should have free access... and I have to 
admit: I would have done you for free from the beginning."

"Shannon!" Nina exclaimed.  "You are ruining MY business 
with Max."

"I could expand your client base like Shannon," Max 
offered.

"That's okay.  I like my clients the way they are."

"I could do you right here, girl, but I don't want to give 
George sloppy seconds.  Let's get going, or we'll be late."

Fortunately Max had brought his Cadillac Escalade SUV, so 
the three of them didn't have to squeeze into his roadster.  
George was waiting for them in his office uptown.  He was 
working late as usual.  Max parked in the garage and told 
Shannon what room to go to.

"If you have any problems or questions, just call me," Max 
told Shannon.

As the elevator door closed behind Shannon, Max called 
George from his cell phone.

“Hey, George, Shannon’s on her way up.  You take good care 
of her okay?”

“Of course, Max.  I’m an old man with simple desires.  A 
girl like Shannon will have no trouble with me.”

“Alright, she’s a great fuck, so you kids have fun.”

“Thanks.”

Max waited in the car with Nina in the passenger seat next 
to him.  He briefly thought about seeing if Nina was up for 
a little fun herself, but her Spanish eyebrows were curled 
in concern.  Nina was in no mood for fooling around.  Max 
sighed and turned on the radio.

Shannon stepped off the elevator into hardwood lined 
offices on the top floor of office building.  Signs for 
George’s office led Shannon to a door that was open a 
crack, with a little light streaming.  Inside Shannon found 
George standing over his desk reading papers spread out 
before him.  George had a computer, but it was off to the 
side and looked as if he barely used it.  Papers though 
were spread across his desk, chairs, and even the floor.

“Come in, Shannon.  You look great.”

“Thanks,” Shannon said.  George was dressed in pin striped 
slacks and suspenders.  His grey hair was disheveled from a 
long day’s work.  “Do you normally work this late?”

“I could ask the same about you.”

Shannon laughed.  “No, this is the first time I’ve ‘worked’ 
officially.”

“Really?  Well, I’m honored to be your first.  Can I offer 
you something to drink?”

“No that’s okay.  I want you to have a good time, so I want 
to concentrate on that.”

Shannon noticed in a waste basket there was an open and 
empty packet of pills.  It was an erectile enhancement 
pill, and when Shannon looked at George’s crotch, a bulge 
was already evident.  Shannon decided not to let her 
customer wait any longer.  She unzipped her dress and 
pulled it off.  Wearing just her underwear she stepped in 
front of the investment executive and pulled down his 
suspenders.

“Looks like you’re all ready to have a good time,” Shannon 
said as she undid George’s pants and pulled out his penis 
from behind silk boxers.  “I remember this guy.  He and I 
are old friends from the park.  I’m going to take much 
better care of him now that I don’t have three others to 
please.”

“You did an excellent job of pleasing all four of us that 
day.”

“Thanks.  I’m still learning.  Maybe I can get more 
practice and you can all fuck me again someday.  But 
tonight, I’m just going to fuck you, sir.  Can I cover your 
cock, sir?”

George nodded and Shannon dropped to her knees pulling out 
a condom in her purse.  She sheathed George quickly with 
the condom, and then quickly with her mouth.  George 
shuddered as Shannon began to bob her head back and forth 
along his penis.

George wasn’t as big as Max, so Shannon had an easy time 
taking him into her.  She looked up to see George 
attentively watching her with his mouth open.  To give him 
a good show she undid the clasp on her braw and started to 
fondle her own breasts.  She mashed them together and 
pulled at their nipples in a c-cup display for George.

She then put one hand on his shaft to steady it as she 
began to increase in speed.  With her other hand she dug 
into her panties and started to feel herself up.  She 
moaned in pleasure with George’s penis in her mouth and her 
own fingers on her clitoris.

“Okay, please stop.  I want to last long enough to fuck 
your wonderful snatch.”

Shannon stopped and stood up pleased that she was turning 
him on quickly.  George took a few moments to catch his own 
breath, hoping not to cum too early.  Shannon gave him some 
time and walked over to the window taking off her bra all 
together.

“What a view,” said the half naked girl looking out into 
the city skylight.  “So this is where multi-million dollar 
deals get made?”

“Sometime billions of dollars.”

“Those deals must be better than fucking.”

“They are,” George said coming behind Shannon and putting 
his hands on her butt cheeks.  “But some things are 
priceless.”

George moved a hand into Shannon’s panties from behind and 
began to feel up her vagina.  His other hand pulled her 
panties down to her ankles and she stepped out of them.  
Placing her hands on the glass she spread her legs wide as 
if she was ready for a police search.  Standing there 
spread out and wearing only her high heels, George shoved 
multiple fingers up Shannon’s wet vagina.

“Your pussy is so sexy,” George whispered to her as he let 
his other hand fondle her breasts.  Shannon felt George’s 
fingers massage her insides for another couple of minutes 
and then they pulled out.  She watched the little lights of 
traffic move below her as George’s penis replaced his 
fingers in her vagina.  Shannon’s nipples started to touch 
the glass as George began to thrust her into the glass 
window.  His hands were around her muscular waist, holder 
her steady as he drove into her repeatedly.

Shannon clenched her body and held as still as she could 
for the older man fucking her from behind.  Her body was 
strong enough to allow George to just concentrate on moving 
his penis into and out of Shannon’s offered vagina.  George 
started to grunt, and slapping noise from his leathery skin 
slapped again Shannon’s smooth youthful flesh.  Shannon 
smelled George’s cologne mix with hard working sweat behind 
her.

George then shuddered to a stop.  Shannon felt his penis 
pulsate a handful of times inside of her, and then shrink 
in retreat.

Max’s cell phone rang.  George was on the caller ID.

“What’s up, George?” Max asked.

“We’re done, and Shannon’s on her way back down.  Why 
didn’t you tell me I was her first John?”

“Didn’t want to give away how much of an amateur she was.  
You didn’t like it?”

“Fuck, no.  Nothing like that.  She was even hotter than in 
the park.  I liked having her to myself.  And she was so 
hot and sexy spread out against my window.  Actually the 
fact that I was her first professional job made it better.  
It was cute.  I would have paid more, you dumb shit.”

“Well I’m glad you liked it,” Max chuckled.

“I gave her another two thousand, so don’t think she’s 
hiding it from you.  And I don’t want you to take it from 
her either you corporate whore.”

“Understood, George, you old softie.”

“You have a good night, and let me know when Shannon’s 
available again.”

“Will do, George.”

Shannon got into the back seat of the Cadillac with a huge 
grin on her face.

"Are you okay?" Nina asked concerned from the front 
passenger seat.

"Yeah, I'm fine.  It was no big deal.  We fucked.  It was 
easy.  And beast of all: I got paid!  Max, he gave me 
double what we agreed.  He gave me four thousand!  He said 
it was for being my first trick.  Half of course goes to 
you, boss-man."

"Keep it," Max said.  "You earned it."

"You don't have to offer me twice," Shannon said passing 
forward an envelope of cash and putting the rest in her 
purse.  "Nina, thank you SO much for coming.  I really 
needed you here."

"That's fine, Shan, glad you’re okay."

"Yeah.  The sex was no big deal, and the money's awesome.  
Let's go have fun.  All three of us.  I want to party."

Max nodded and pulled out of the parking lot as the two 
girls giggled about where they wanted to go that night.

"So, you are going to remain Max's call girl?" Nina asked.  
"You will make love to whoever he tells you to?"

"That's right.  I fuck whoever Max wants me to."

"My darling Max, you have quite a pretty girl at your 
fingertips," Nina said.

"Yes I do."

"How much would I need to pay to sleep with her?" Nina 
asked smiling from ear to ear.

"What?" Shannon asked shocked from the back seat.

Max tried not to laugh while he was driving, and said "My 
Shannon's pretty expensive.  She normally goes for two 
thousand a session."

"That is quite expensive," Nina said in mocking disbelief.  
"I might not be able to afford that."

"She's worth it.  Why don't you take a look?  Shannon, let 
the nice lady check you out."

"Oh... you guys are fucking strange..." Shannon said as 
Nina climbed into the back seat.  Max watched as Nina’s 
denim covered ass moved pass him.  Nina sat crouched in the 
middle of the back seat looking gleefully at Shannon who 
was leaning against the passenger side door giving as much 
distance between herself and her newly affectionate friend.  
"Nina, what are you doing?"

Nina reached out and started to unzip Shannon's sweater 
dress.  Shannon's jaw dropped in disbelieve as she was 
disrobed for the third time that night.  Nina unzipped the 
entire dress and pulled it open.  She examined carefully 
Shannon's barely covered body.

Nina moved in and started kissing Shannon's neck.  Nina's 
hand moved and caressed Shannon's abs and fondled her 
breast through her bra.

"Nina... what are you..." Shannon said, but before she 
could continue Nina locked lips with hers.  Shannon was 
shocked at first, but Nina's kiss became just like any 
other kiss she had had and she surrendered to it.  Nina's 
tongue darted skillfully deep into Shannon's mouth.

Max thanked his luck that he managed to stop at a red light 
so he could turn and watch.  His rear windows were tinted 
so the traffic near him could not see the two girls making 
out in the back seat.  Nina then opened the bra and started 
to fondle Shannon's bared breasts.

“She has very nice tits, Mr. Han,” Nina yelled to the 
front.  “They’re bigger than mine, and very firm.”

“Jesus Christ, Nina,” Shannon exclaimed.  Shannon wanted to 
pull Nina’s hands off her chest, but Nina was expertly 
manipulating them and causing such a pleasurable sensation 
that she didn’t.  Nina then moved her head lower and 
started to suckle one breast.  Max watched as Nina’s full 
lips opened wide to take as much of Shannon’s plump breast 
as she could.  Shannon felt Nina’s lips, teeth, and tongue 
dance across her breast and nipples.

Nina then fished for her purse and pulled out a long white 
vibrator.  She tested it with a quick buzz.

"You carry that with you?!" Shannon asked.

"To make love to your pretty little prostitute," Nina said 
wrapping a thick Spanish accent around the last word, "I 
will give you... one dollar... and in addition to that, you 
can make love to me."

Nina waved the gyrating vibrator in Shannon's faces.  
Shannon turned away before it made contact with her nose.  
Max chuckled.  "Done.  She's all yours."

"A buck?  Isn't that a little cheap?" Shannon complained.

"And I get to fuck Nina's ass.  That's worth a lot.  Of 
course we split your proceeds, so you can get half of her 
ass if you want."

"Uh... huh... sure," Shannon muttered skeptically.

Nina pulled Shannon panties down and threw them to the 
front seat.  Max hung them from the rear view mirror as he 
continued to drive and watch the two girls in his back 
seat.  Nina sat in the middle of the back seat and patted 
her lap.

“Come to mother, my sweet,” she said to Shannon.

Skeptically Shannon straddled her collegiate classmate.  
Shannon had to duck her tall head from hitting the ceiling 
of the SUV.  Nina pulled Shannon’s sweater dress off and 
began to suckle one of her breasts.  Two of Nina’s fingers 
then started to rifle their way into Shannon’s vagina.

“Nina...” Shannon mumbled as the young Spaniard finger 
fucked her.

The vibrator then buzzed up Shannon’s six-pack abs, circled 
each breast and then went back down as Nina’s fingers 
penetrated faster and deeper.  Nina then undid her own 
pants and pulled her jeans down to her knees.  Her panties 
went down with her jeans to reveal her small bush of pubic 
hair.  Nina then stuck the vibrating toy between her legs, 
with the base against her own vagina and the shaft sticking 
up into the air.

“Come and mount me, darling,” Nina crooned to Shannon.

Shannon hesitated, but then plunged herself down on the 
vibrator.  She closed her eyes as she started to ride Nina 
like she would a man.  Nina felt the sensation of the 
vibrator against own vagina, in addition to the motion 
caused by Shannon pulling herself onto and off of it.  
Nina’s legs gripped the vibrator so it was stay in place 
while her hands continued to fondle and suckle Shannon’s 
mammories.

While at another traffic light, a pedestrian crossing the 
street in front of the SUV saw what was going on behind Max 
and stopped to stare.  His jaw dropped, but then the light 
turned green and Max beeped the horn at him.  He dashed to 
the side as Max drove by him.

“Oh god, Nina,” Shannon cried as she became more aroused.

The blonde athlete arched her back to lean away from Nina, 
putting her head in the front seats.  Nina had one hand 
caress the tone stomach gyrating in front of her, and she 
had fingers - strong after years of flute playing – begin 
to fiddle with Shannon’s clitoris.

Shannon’s forearms hit the roof of the car as she almost 
shot into orbit from the added sensation on her clit 
combined with the vibrator into her vagina.  With several 
more fervent pumps of her bottom, Shannon’s body climaxed 
and she collapsed forward all over Nina.

“Fuck that was good,” Shannon said.  “You really know how 
to make a pussy happy.”

“It’s easy when you have one of your own.  Come, it’s my 
and Max’s turn.”

Nina switched places with Shannon with Shannon sitting 
down.  Nina then climbed forward into the front 
compartment, so that her torso was in the front seats and 
her bottom was in the back area with Shannon.  She pulled 
her pants all the way off to present Shannon with a bare 
ass.  While Max was still driving Nina leaned forward and 
undid his pants.  She yanked out his penis and leaned 
forward to suck on it.  Max felt Nina’s strong lips begin 
to alleviate some of the hard stiffness that had been 
building up watching the two girls in the back seat.  Max 
took one hand off the wheel and sent it up Nina’s tight T-
shirt to fondle her breasts.  Nina extended the vibrator 
behind her towards Shannon.  Shannon took it cautiously – 
it almost slipped out of her hand because of her own fluids 
all over it.  Nina waved her posterior in Shannon’s face.  
Shannon hesitated at first, but then inserted the buzzing 
toy into Nina’s vagina.

Max concentrated hard on the road, but it was difficult 
with Nina sliding her tongue up and down his shaft.  Behind 
them Shannon’s curiosity peaked as she continued to fuck 
Nina with the vibrator.  She had never seen another girl 
become aroused before.

“There you go,” Shannon said from the back seat when she 
saw Nina’s vulva increase in wetness.  “Now this pretty 
little pussy is getting excited.”

Shannon licked her finger tips and started to swirl them 
around Nina’s clitoris.  Nina pulled her head off with a 
yelp of pleasure.  One hand still remained on Max’s penis – 
pumping it rapidly.  Nina’s head then bent over again to 
lick at Max’s testicles.  When Nina got some of her control 
back she put Max’s penis back in her mouth.

“Whoa!” Shannon said as she looked into the front seat.  
“You can take all of Max in your mouth?  You’ve got to show 
me how you do that!”

Max had to appreciate it too as Nina swallowed every inch 
of his shaft over and over again.  Every once in a while 
she would whimper a gagged cry of pleasure from Shannon’s 
ministrations from the back seat.  Soon Max came and shot 
warm load after warm load into Nina’s mouth.  She swallowed 
each one with an audible gulp.

Max stroked Nina breasts as she sucked every drop from his 
penis.  Nina then pulled her head off of Max and leaned 
forward on the dash to concentrate on her own body.

“Come on, baby,” Shannon encouraged, “your pussy wants to 
come doesn’t it?”

Max watched Shannon’s hands move faster driving the 
vibrator into Nina like a jack hammer and swirling her 
fingers around her clitoris almost violently.  Nina moaned 
loudly, drool dribbled down the corner of her mouth.  
Shannon watched a dribble of fluid move slowly down from 
Nina’s vagina and halfway down the inside of her thigh too.

Soon Nina cried out in climax.  She crumpled on the center 
console of the SUV shuddering across her body.  Max had 
never seen Nina climax before, and marveled at how 
overcoming it was for her.

“That’s it... that’s it...” Shannon comforted.  “Let it 
out.  That was pretty sexy.”

On shaky hands Nina pushed herself and kissed Max.  Her 
body still trembled, but she smiled contently.  Shannon 
removed the vibrator and turned it off.  Nina moved back to 
next to Shannon and cuddled in the taller blonde’s arms.  
They leaned back in the seat together, two beautiful girls, 
one naked and one bottomless except for a T-shirt.  Max put 
his penis back in his pants contently.

They would hit some clubs and party late into the night.  
Finally all three would go back to Max’s apartment.

Max would fuck both Nina and Shannon more that night.  As 
he went to bed with the girls spent around him, he thought 
that this would be an interesting new business venture 
indeed.  Shannon was on board and would fuck on command.  
Nina wouldn’t yet, but she seemed on the edge of joining 
the venture.  Max was now officially out of retirement.