Dirty Diaries: A Darkly Erotic Novel (18 page)

Dave came earlier this week, and we went
through the same routine as last time.  He handed me his coat to cover up and
we just burned through the time until we thought it was long enough.  As he was
getting ready to go, I asked him if he remembered to bring the rope I had asked
for.  He stuck a big hand into one of his pockets and brought some out. 

"Will this do?" he asked.  The
rope he brought was a bit less thick than one of my fingers and was made out of
some sort of white yarn or fiber.

"Perfect," I said.  "Now I
need you to time me up against the cage."

"Wait, what?"

"If you want to get in good with
Charles, the best way to do that would be to treat me like he does.  And that
means binding me up.  And probably spanking me, as well."

"I don't know, Anna," the big
man protested.  "How about I just tell him I did that.  He wouldn't know
anyway."

"We want to really sell this," I
said, "and a lot of his buddies tie me up, fuck me, and then leave me for
him to come up and free.  I think he gets off on seeing me like that.  If you
do the same, seemingly on your own, he'll really think you guys are like
minded.  It will be a lot easier to earn his trust, believe me.  I know
him."

Dave looked at me, his eyes full of doubt
but he finally nodded.  He is such a sweet guy, a gentle giant.  I'm very lucky
he and Dani hooked up.

Under my direction, I had him tie me up in
Charles' favorite position, with my ass up against the bars and the rope tight
around my legs.  Because of the tightness, it's hard for me to stand in that
position so I have to lean forward, giving the guy behind me complete access to
my ass and pussy, which is why so many of them like it.

"Now I need you to spank me," I
said.

I couldn't see his face, now, but I'm sure
he was in shock since he was quiet for a second before he almost yelled
"No way!"

"I'm serious, Dave.  That's his
thing, he gets off hard on the spanking."

"This is crazy Anna.  How will he
even know?  I get having you tied up and leaving you for him is something he
can see, but I can just tell him I smacked your ass, he'll never know."

"He will if my butt isn't red,"
I replied.  I don't love to be spanked, but I'm so use to it now I don't even
really care much anymore.  My ass is numb to it by this point, except for when
it gets really rough.

Silence again, this time it was longer.  I
tried to turn my head to look at Dave but I couldn't see much beyond his feet. 
Finally, I heard him let out a loud sigh.

"Okay, fine," he said. 
"Get ready."

I gritted my teeth, waiting for his big
hand to hit my bare ass but when it did I barely felt it.  "What the fuck
was that?"  I asked.

"I slapped you," Dave rumbled
back.

"Dave," I said, trying to be
patient, "I appreciate you don't want to hurt me, I really do.  You're
very sweet.  But right now, if we want to get me out of here, you're going to
have to do this properly.  You need to hit me hard.  Multiple times.  Until my
ass is very red.  Got it?"

"Okay, fine!"  Without warning,
I felt the palm of his huge hand slap hard against my cheeks, causing my eyes
to bulge.  That was a good one.

Another hard slap rained down on me, and
then another.  Each one was harder than the last.  Dave was getting into it,
almost a little bit too much, but I didn't want to stop him or make him feel
guilty about it.  I just let him continue to spank me until my eyes were
watering.

"Okay!" I exclaimed.  Another
slap hit me.  "Enough!" I yelled.  Dave finally stopped.  "I
think that's probably good," I said, my eyes stinging with tears. 
"Am I red?"

"Yes, very much," he replied. 
"Did it hurt a lot?"

"No," I lied.  "It was
good, that's what we needed.  Just tell Charles that you needed to tie me up
and discipline me because I was talking back to you, and that you left without
freeing me.  Knowing him, he'll be up soon to check it out for himself."

"Okay."  Dave didn't say
anything else, he just turned and left.  I think he was ashamed at what he had
done, although he seemed to be really getting into it at the end there.  I
wonder if I had been able to see him properly, whether or not I would have seen
a bulge in his pants.

True to form, Charles was up within
fifteen minutes of Dave leaving.

"Well, well, look who got herself all
tied up again.  I heard you weren't behaving with one of our new
regulars," he said from behind me.  I felt his hand touch my ass as he
spoke, rubbing along the redness that I imagined was still quite prominent.

I didn't respond, I normally didn't when
he tried to goad me.  His hand continued to slide down my cheek and then rub
along my slit, which wasn't very wet.  He pushed a finger in and meet with some
resistance, clearly more than he was expecting.

"Pretty dry," he said.  "he
didn't fuck you?"

Even though I should have anticipated
this, I didn't even think about the fact that he would notice that Dave and I
hadn't had sex.  I had to think quickly to keep him from being suspicious.

"He was more interested in my
mouth," I said.

"Ah.  Then why tie you up like
this?"

"How the fuck should I know,
Charles?  This is your thing, you tell me.  He wasn't happy with my blow job, I
guess.  He had a big dick, my teeth rubbed him a couple times.  He decided to
punish me with a spanking."

Charles laughed behind me.  "Well,
that would do it I guess."  His finger continued to push inside of me and
I could feel my natural lubrication start to flow at the stimulation.  As soon
as he could, he added a second finger.

"I want you to be nice to this
one," he said, his fingers picking up speed.  I hated Charles at this
point, but my body often betrayed me and I was getting turned on despite
myself.  "I think he's going to be a regular.  He can make both of us some
nice cash."

I knew better than to ask how much of that
I would see.  Charles never really spoke about my cut, so I had no idea what I
was owed.  At any rate, I was having trouble concentrating as his fingers were
slipping in and out of my moist hole quickly now and my body was starting to tingle. 
I may not like him, but right now I did want to fuck him.

"Okay," I said.

"Good girl," he replied.  His
fingers withdrew and I heard him fumbling around with his pants behind me.  In
no time at all I felt the head of his cock press against my wetness as his
hands grabbed tightly against the flesh of my hips from between the bars of the
cage.  With a hard thrust he jammed his cock into me and I let out a gasp as he
filled my hole.  "You're such a good little slut."

His cock pulled out and each inch slid
along the insides of my pussy, causing little threads of pleasure to spread out
and warm my body.  When he pushed back in, it was the same feeling only
stronger.  After a couple of thrusts I felt one of his hands move along my hips
and across my butt until his thumb was pressing against my tightly puckered
asshole.  This was standard for Charles, he loved to stick his fingers and dick
up my ass when he fucked me, and I was use to it now.  I even looked forward to
it, at least during the times where he wasn't spanking me.  Luckily this was
one of those times.  The redness of my ass from Dave was apparently enough for
him.

His thumb pushed deeper into my ass,
causing the walls of my pussy to constrict around his dick even tighter. 
Charles began to thrust faster and faster, his thumb moving in and out of my
ass at the same speed and rhythm of his cock in my pussy.  My body was on fire,
and little tendrils of electricity started to spark from my pussy and up along
the extremities of my body.  The fingers of Charles' hand that was still
grasping my hips started to dig into my flesh.  His hips slammed against the
cheeks of my ass hard, only the ropes around my legs were keeping me from being
shoved violently forward with each thrust. 

My pussy began to spasm, holding onto the
warm flesh penetrating it in a vice grip.  Charles let out a loud moan as he
slammed into me one last time.  I let out a squeal, my own orgasm perfectly
timed with the flow of cum that I felt jetting out of his cock.  Each jerk of his
dick sprayed a new load inside of me, warming my insides and causing another
jolt of pleasure to run up my spine. 

Charles' thumb was still buried deep
inside my ass, but he now withdrew it as his cock did the same.  If I had been
able to, I would have collapsed down onto the ground in exhaustion, but the
ropes still held me up. 

I heard Charles fumbling with his pants
again, and then he was done.  He must have pulled out a small knife from his
pocket, as I felt the cold steel against my thigh and then it was suddenly
loose from its constraint.  He cut the other one and I fell immediately to my
knees.  Charles pulled away the rest of the rope and left without saying
another word.  I fell down onto my arms on the carpet and closed my eyes.  I
probably only slept about 20 minutes before I was woken by another client.  My
catnap gave me enough energy to satisfy him quickly, he was just looking for a
blow job, and then I was back to sleep.  Thankfully, no one else bothered me
that night. 

I spent the rest of the week going through
the motions with all of the other clients.  My mind has been completely
preoccupied with the plan and my escape.  I need to make sure that Charles is
completely convinced about Dave, but I'm worried that I won't be able to keep up
that charade unless Dave gives himself completely to the story as well.  And
for that, I'm going to need him to do something I know he isn't going to be
comfortable with.  But it's the only way to be sure that Charles completely
trusts him.

"You want me to what?" Dave
roared.  He had come mid week and hadn't even taken off his coat when I sprung
him with my plan.

"I'm sorry Dave, it's the only way
that Charles will trust you completely.  Last week he came up and started to
feel me up after you left, nothing out of the ordinary really.  But he was
pretty suspicious when he saw you didn't even fuck me.  So this week I think
we'll have to have sex.  It's the only way he'll believe for sure.  Then maybe
next week we can finally move forward with the plan."

"Anna, this is nuts.  I mean, I don't
want to do this when you're..."

"Dave," I said, putting my hand
through the bars and laying it on his arm, "we've done it before.  This is
my job, it's not a big deal.  Really."

He looked at me helplessly, I could see
the resolve in his eyes starting to crumble.  But I had one last thing to hit
him with.

"And I think you'll need to fuck my
ass, too."

"What??"

"Charles is really into the butt.  He
likes to alternate between my holes while I'm tied up, and I never know where
he's going to finally drop his load.  I'm telling you, if he thinks you do
something similar, we're in.  You'll have him instantly on your side and we can
move forward with the rest of the plan probably as early as next week."

Dave wasn't saying anything, his mouth was
just hanging open and he was staring at me.  In his hand he held the keys to my
cage which he was still holding after letting himself in from downstairs.  I
stuck my other arm out and gently pulled them out of his hand.  He still made
no move.  I think he was in shock.

I slid the key into the lock and opened up
the cage door and then crawled out.  I ended up on the balls of my feet in
front of Dave.  The big trucker was just looking down at me.  I was pretty sure
he agreed with what I was saying, but just didn't know how to react.  We'd had
sex months before in the back of his truck, so I knew he found me attractive. 
I think his issue was that now that we had become sort of friends and given my
current circumstance, he probably thought he was taking advantage of me or
something.  As big and strong as he was, Dave was a sweet pussycat, and he
would probably never take advantage of a girl in distress.  It made him a lot
more endearing, actually.  So different than pretty much every guy I deal with
on a daily basis.

Of course, he might also know about Dani
and I and think of this as a betrayal towards her, but I know she'd
understand.  She knows I'm still fucking guys daily while this plan takes
shape, she'd be fine with Dave and I doing it for the cause.

With Dave's eyes still wide and looking
down at me, I slowly reached up along his pant leg until I reached the button. 
He didn't stop me, but I could feel him tense up.  I gave him a reassuring
smile, tilting my head down a bit in order to make it seem playful.  I wanted
to lighten his mood, move his mind off of his worries and into the gutter a
bit.  I rubbed my hand along the front of his pants and then flipped open the
button with a single practiced twist.

I decided to take the fact that he hadn't
moved to stop me as a sign that he was okay with this, so I continued.  Under
his pants I could feel that he was already semi hard, likely because I was, as
always, completely naked.  I slowly pulled the zipper of his jeans down and
then used both hands to tug on the fabric, bringing it down past his hips and
to his knees.

The bulge in his underwear began to grow
slightly, but still not as much as I would expect which meant he was still
nervous about this encounter, unsure about it.  I traced my fingers lightly
along the outline of his cock and felt him shiver and then clear his throat.

"Anna," he began, his normal
booming voice taking on a quieter tone.

"Shhh," I said, cutting him
off.  "Trust me, Dave, this is the best way.  Why not just enjoy it?  I
plan to..."  As I said that I slipped my hand underneath his briefs and
grabbed his warm shaft.  As soon as my fingers closed around his spongy soft
flesh I felt it harden against my palm.  I stroked him up and down a few times
under his clothes but it was too restrictive, so I finally reached up and
pulled them down to where his pants were bunched at his knees. 

Dave's cock stood firmly in front of me. 
It wasn't huge, but definitely a good size and one that I could get a lot of
pleasure out of.  His big balls hung below and I used my free hand to massage
those gently, letting them roll back and forth as I resumed my slow strokes
along his shaft.  He had closed his eyes now and was clearly starting to enjoy
my manipulations.

Moving up to my knees, I got to eye level
with his cock.  I held it up against his belly and turned my head, sticking out
my tongue and giving his sac a big long lick.  I heard him gasp in surprise
from above, but he still made no move to stop me. 

I let my tongue roll along his wrinkled
balls, bathing them in my warm saliva and noting with satisfaction that his
cock continued to grow and harden in my hand until I was pretty sure it
couldn't get any bigger.  At that point, I licked along the length of him until
I reached the head of his cock and then opened my mouth, taking it in. 

Dave was grunting softly now, and his
hands had finally moved to the top of my head, gently guiding my mouth along
his dick.   I rolled my tongue around him a few times but I had no intention of
letting him waste his load in my mouth.  After a couple of minutes I pulled
gently off of him.  I reached down and pulled his pants and underwear off
completely and then stood up to help him remove his shirt.  Dave was now an
active participant, so it made things a lot easier.  I once again admired the
muscles that ran along his chest and arms.  He was once in very good shape, and
only his growing belly betrayed the fact that he had recently let himself go a
little bit. 

Once he was naked, I pushed the big man
down onto the floor of the room and lay him on his back.  Unlike most of the
guys that fucked me in here, I was in control this time and I wanted to make
sure that I got a little satisfaction.  I straddled his body until I was standing
over his head, his big eyes were staring right up at my moist slit.  Without a
word I dropped down and sat on his face, trusting he wouldn't object.  His
tongue reached out immediately to meet my pussy and his hands came up to wrap
around my thighs.  I tilted my head back in pleasure, closing my eyes to
concentrate on the feeling below me. 

Dave wasn't the most skillful with his
mouth but he was good enough.  It didn't take me a lot to cum, and after a few
minutes I was feeling like I was ready to go.  I pushed down from his face and
slid along his body until I felt the head of his cock push against my lower
lips.  I smiled once at Dave and gave him a little kiss as I shoved backward,
impaling myself on him.  We both let out a groan into each other's mouth as our
bodies connected. 

Dave wrapped his huge arms around me and
pulled me tightly down onto his hardness, pushing in as deep as he could and I
helped it along as much as possible, trying to pull him into me just as
urgently.  Since I was on top, I controlled the pace, sliding up and down his
body slowly, not wanting him to cum as quickly as he did last time.  He still
had one more hole of mine he had to pierce.  I continued to ride him, running
my tits along his hairy chest each time I slid along his body since he wasn't
able to touch them with his hands.  Each time I felt his hips start to thrust
forward against me faster I would slow down in an effort to prolong him, but I
knew it wasn't going to last much longer. 

"Let go for a sec," I said. 
Dave relaxed his grip around my back and I slid off and onto my knees,
presenting my ass to him.  "Time for a switch."

I looked back over my shoulder as Dave
pulled himself up behind me.  He moved into position at my ass and his hard
cock pressed against my pussy.  I was so wet that as soon as his dick made
contact it just slid in and he pushed forward immediately, sinking in as deep
as he could go.  I let him thrust a couple of times and then when he pulled
back I moved forward slightly so that he popped out.  I reached behind me with
one hand and grabbed one of my ass cheeks, spreading it open in front of him
and wiggling it.  He knew what I wanted him to do.

Dave hesitated for a moment.  I didn't
look back at him because I was afraid he would try to argue with me again, so I
wasn't sure exactly what he was doing, but finally I felt his cock head touch
my puckered asshole.

Before he could change his mind, I pressed
back firmly and felt his head break the seal of my ass, stretching it out.  At
this point, I've had so much anal sex that it didn't take much to get him past
my ring and his dick was lubed enough from my pussy that he went in without any
pain.  He wasn't big enough that I needed any extra lube.  Within a few
strokes, I felt his hips touch mine and I knew he was in as deep as he could
go.

I leaned forward, putting one arm down in
front of me and resting my head on it as I snuck my other hand underneath my
body to touch my engorged clit.  As soon as I did I felt a jolt of electricity
shoot through me, inflaming my extremities with tingly pleasure.  I was so
close that I was likely going to cum before him. 

"Cum in my ass," I said. 
Charles would enjoy seeing that.

Dave was getting into the idea now,
because as soon as I said that I felt him speed up.  He wasn't going to take
much longer himself, but I was already beating him.  My fingers flew quickly
along my nub and I let out a loud moan as I felt my pussy contract as an orgasm
started to overtake me.  The contraction must have also affected my ass,
because I felt Dave stiffen up as I began to cum and he let out a groan as
well.

With one last powerful push forward, his
groan turned into a roar and his cock exploded in my already convulsing ass.  I
squeezed my ass muscles around his dick, trying to milk out as much cum from
him as I could while my own orgasm continued to rip through me.  Dave leaned
forward against me and his hands slipped around my body, finally grabbing hold
of my small breasts and kneading the flesh as his dick continued to spasm.

The warmth from his cum and my climax filled
me, spreading out all the way to my fingers and toes.  We both continued to
breath heavily for a few minutes as his hands idly rolled my nipple around
under his palm.  When his cock finally started to deflate, he rolled off of me
and I collapsed down myself, turning onto my back.

"You're still going to have to tie me
up," I said when I could finally breath well enough to talk.

Dave just grunted, either too tired after
having cum or just plain tired of arguing with me.

We lay there for a little while longer and
then he finally got up and dressed again.  We spoke for a little while about
our plan for next week, and then I directed him into tying me up similar to
last week.  When he left, I reminded him to tell Charles I was still bound.

As I expected, Charles came up quickly
after Dave had left and was positively giddy at finding me in his favorite
position with cum leaking out of my ass.  He couldn't undo his own pants fast
enough and soon I had another load leaking out of my pussy. 

"I knew this guy was becoming a
regular," he said as he was cutting me loose.  "He's a man after my
own heart."

"He's an asshole," I said. 

Charles just smiled cruelly at me. 
"You just make sure to do whatever it is he wants and keep him happy. 
He's going to make us both some good money."

I bit my tongue to keep from making a
comment about whether I'd ever see any of that money.  Now wasn't the time to
goad him into punishing me.  I just said nothing and he left.  I slept well
that night, knowing that our plan was in action and Charles had taken the
bait.  I couldn't wait for Dave's next visit.  It was time to make our move.