Wall Street Pimp: Back Door Deal pt. 4




Max bought two more sessions with Shannon that month. 
Both solicited by Shannon.  She called him up and
offered herself enthusiastically for sale.  Shannon
enjoyed the sex, and only really had Max as a client. 
She enjoyed the money too, and purchased new sporting
equipment for herself.  It was a win-win setup for the
two of them.

Shannon wasn't Max's girlfriend.  He didn't have to
call or take her out every night.  After the ball park
he just had her come to his apartment for the night. 
Shannon was there to get fucked, which she enjoyed,
and then to go home when Max was done with her.

The scholarship Shannon banked on was being cut back. 
She appreciated the extra money, and thought that Max
was a nice guy.  He wasn't going to abuse her, and
thought that he wouldn't make her do anything that she
didn't want to do.  During their last session Max had
wanted to have anal sex, but she wasn't ready and he
respected that.  Shannon found him great in bed.  Her
body was getting use to him, and she started to be
able to control her orgasms better.  Instead of anal
sex, Shannon did all of the work during the last
session, letting Max relax as she straddled him
several times that night.

When the next month came, Nina called.

"Hello, Mr. Han," she said.  "I'm here with your rent
check.  Can I come up?"

Max buzzed her in, and in a couple of minutes Nina
stomped in on knee high black boots.  They thudded
across Max's hardwood floors with anger.

She dug into the pocket of her denim mini-skirt, and
pulled out an envelop which she threw onto Max's
couch.  Max pulled off his reading glasses while he
stood behind his desk to look at the girl with angry
full lips.

"Here is your check, Mr. Han," she said crossing her
arms below her breasts which stood out under her green
cardigan sweater.  "You will find that all of it is
there."

"That's good..." Max said carefully.  "Thanks for your
prompt payment."

"I'm glad you're having so much fun with Shannon," she
said.

"Yeah, I am.  Are you okay with that?  Wasn't it your
idea for us to meet?"

"It was.  But now that you have so much fun with her,
you don't need to speak to me anymore?" Nina said
walking over to Max's desk.  "I thought we were
friends?!"

Max was starting to understand.  And his fears were
coming true.  Nina was a complicated girl, he thought.
 He didn't know what to make of her.

"Look, Nina," Max said with a little anger in his
voice, "I think you're great to be with, and if I had
known you wanted to get together, I would have called.
  Trust me, I enjoy seeing you.  You're a sexy, fun,
woman. But if you don't believe that, and want to be a
little girl about it, then I don't have time for it."

Nina looked into a corner chewing on Max's words.  Her
face softened, and closing her eyes she took a deep
breath.

"I apologize... Shannon tells me about your time
together, and I just thought you had forgotten me.  I
think you're a gentleman, which is why I recommended
you to Shannon."

"Don't you have Antonio... to spend time together, and
not have to miss the company of an old man like
myself?"

"Again, I don't think of you as being that old...
Max," Nina said using his name for the first time. 
Max smiled at that.

"And just because I have a boyfriend it doesn't mean I
can't have 'friends'.  I am sorry for being upset."

Nina stepped up to Max and rubbed his penis through
his slacks.

"Is there anything you want me to do to make it up to
you?"

"You don't have to do anything.  If you want we can go
out to dinner."

"But I want to do something.  We should order in, and
you should tell me what you want."

Nina took off her heels, threw her purse on the couch,
and walked over to Max's fridge to peruse his takeout
menus.  She unbuttoned the lower buttons of her
sweater to rub her smooth stomach.

"This needs to be fed."

They ordered Chinese, and Nina lay on the couch, with
her legs splayed wide enough to show her hot pink
panties.

"Shannon said you have made love to her.  And she said
that you were wonderful."

"Shannon's kind.  And Shannon was really good too."

"I want to give you an equal amount of pleasure, Max. 
What is your heart's desire?"

"Would you like to make love?"

"Sorry, but I cannot let you have sex with - no
intercourse in my vagina," Nina shook her head with
remorse.  "I cannot cheat on Antonio."

"Forgive me if I'm not getting something, but didn't
we have oral sex?"

Nina laughed and rolled over to her stomach.  Max,
sitting on the chair near her, watched the young girl
shift her round butt into the air.  Max could now look
down her green sweater and saw no evidence of a bra,
just Nina's breasts squeezed against her and the
leather sofa.

"I learned how to pleasure a man with my mouth when I
was ten years old," Nina said startling Max.  "It is
quite a simple thing.  Like kissing my father or
brother.  When I kiss them, I do not 'cheat' on any
boyfriend I might have.  Antonio is the only man that
can make love to my vagina.  He should be happy with
that.  It is a Spanish sentimentality.  Not everyone
thinks that way, but I do."

"Does Antonio?" Max asked.

Nina put a finger to her lips to signal silence.

"Okay, I'm okay with whatever you're comfortable with.
 Dinner and the evening together would be fine."

"No.  Not acceptable.  Hmmm... would you like to make
love to my anus?"

Again Max almost fell out of his chair.

"Uh.. absolutely," he said unbelievingly.

Nina's smokey blue eyes didn't even blink.  Most girls
would be squeemish at best when proposed with anal
sex, but Nina just brought it up as if it was as
casual as a peck on the cheek.

"Do you have any tequila?" she asked.

"Yeah, I have some Cuervo," Max said getting up for
his liquor cabinet.

"You're bigger than Antonio, so it's going to hurt at
first."

"Are you sure you want to do this?"

"Yeah.  I should be able to take it.  After I get use
to you back there, I'm sure I'll enjoy it."

Max poured a shot for Nina and himself.  She took it
down straight, without a flinch.  She pounded the
glass back down on the coffee table and pointed at it.
 Maxed downed his shot and filled two more, but before
Max could reach for his, Nina took the both, one in
each hand.  With two tosses of her head, she threw
both back with ease.

"Tres bien," she said grinning at him and wiping off
some Cuervo running down the corner of her mouth.

Nina tried to stand from the couch, but stumbled on
the way up.  Max caught her in his arms and propped
her up.   Her lips sought Max's out and they kissed
for the first time.  The Spaniard smelled of lavender
from her dark hair and she tasted like peaches.  Maybe
something in her lipstick, Max thought.

Nina undid the button and zipper to her denim skirt,
and it fell around her feet.  Max gently squeezed her
ass cheeks with both hands.  Where Shannon was firm
and athletic, Nina was all smooth and soft-like a
feathered pillow.

"Touch me between my legs," she slurred into Max's
ear.  "Touch me everywhere."

Max obeyed and sent one hand down the back side under
her panties, and the hand down the front of her
panties.  He had a finger go into each orifice, one
was a tight hole and the other wet and warm.

Nina then unbuttoned her sweater while she was prodded
below.  Max moved one hand to fondle a breast while
the other continued to massage her anus.

"Wait!" Nina reached down to her purse - while Max's
finger was still in her - and pulled out a small
bottle of KY.  "Show me to your bed, Mr. Han."

Max then picked the intoxicated girl up producing a
giggle, and walked her to his bedroom.  Max's bedroom
had spacious vaulted ceilings, and a large king sized
bed with four walnut posts.

Max laid the girl on the bed and pulled off her
panties.  Nina's complexion was dark, because she was
Spanish, but Max could tell that her face and chest
were flush with the Cuervo, and she squirmed in her
open sweater from the heat.  Max took off his clothes
and climbed into bed with her, and situated himself
between her legs.  She opened up wide for him holding
out the bottle of KY for him.

"Please lubricate me," Nina said sweetly.

Max first placed a pillow underneath her pelvis to
raise both her vagina and anus up to a good angle. 
Nina kept both legs spread out and up giving him full
access to her pussy and anus.  Nina did not shave her
pubic hair, so she had a little bush of dark brown
around her vulva, but her anus was a clean little
hole.  Max squirted some jelly onto one finger, and
then felt Nina hands reach down and wrap around his
penis.  She stroked him and moved dangerously close to
positioning him into her vagina.

"Dammit," she cursed.  She then said something in
Spanish - something Max had a hard time making out -
about wicked thoughts.  "Please make love to my
anus..."

Max started spreading the jelly around her anal
sphincter, and then into her hole with his fingers. 
First one, and then two fingers.  Nina was
surprisingly clean inside, and Max suspected that she
had washed herself before coming.  Next Max greased
his own penis with the jelly.  Nina helped with a few
slathers of her own.

Max then placed the head of his penis on her anus. 
Nina looked down curiously, and grabbed her own legs
to keep them wide apart.  Max put one hand around his
shaft so that it would stay on her anus, and then
leaned into Nina with his body weight.  She gritted
her teeth in pain and concentration as she felt him
start to force her open farther than two finger's
worth.

"Aaaa!" she screamed as the tip of Max's penis forced
her anus open.

"I'm sorry," Max whispered and was ready to pull out."

"No... keep going... make love to me, Max... make love
to my anus!" Nina grunted.

Max listened in case Nina asked to stop, and continued
to push.  Nina groaned in more pain, but Max kept
pushing.  Nina's asshole was tight, and the pressure
felt great on Max's penis head. 
When Max was halfway in, Nina was panting and sweating
buckets.  But she made no signal to stop.  Max leaned
his body on top of Nina.  She arched her pelvis up so
that it was almost vertical and her feet spread back
towards her head.

Max got three quarters of the way in, and didn't think
he could get any deeper.  He withdrew until only his
head was resting in her.  She sighed in relief, and
even Max took a breath from the exertion.

After a moment, Max pushed back in.

"Mi culo!" Nina grimaced and moaned.

The second time was easier than the first, but her
anus still resisted - which was great, because Max
loved it.

"Geez, that's a tight hole," Max said.  "You're so
fucking sexy."

The motion started to get smoother, as Max's sweat,
precum, and the KY made its way all around Nina's
asshole.  She didn't stop grimacing in pain, but her
moans quieted down a little as Max reached a rhythm
fucking the nineteen year-old asshole.

"Ah... mi Dios!" Nina moaned.

Max rocked into the girl until he couldn't hold it
back anymore.  It might have only been a couple of
minutes, but the sensation overpowered him and he
cummed right down her anus.

After Max pulled out Nina laid there panting - legs
still splayed wide - with cream trickling out of her
anus.

"Was that enjoyable?" she asked with a smile.

"Thoroughly, my sweet."

The phone then rang.  Food had arrived.