The Pool Shark
My name is Joe and what I am about to tell you is all true as far as
my memory allows. I had spent a long friday at work and was looking
forward to unwinding over the upcoming weekend. I had just gotten
home when some of my friends called and told me that they were down at
Charlie's and did I want to stop down and hang out. Charlie's was our
neighborhood bowling lanes. I decided that was just what I needed, to
kick back with some friends, shoot pool, and drink some beer. I told
Tim that I would be down in about 1/2 hour after I grabbed some grub.
About a 1/2 hour later I was down at Charlie's getting my cue picked
out and ordering my first beer of the evening. Tim and the gang had
already gotten a table so I sat that game out. We shot pool and
bullshitted for about 3 hours. I could not help but feel that someone
was watching me but, I could not see them. Tim and the guys left
around midnight, some lame excuse that they had to get up early. I
decided to stick around and polish my game for awhile.
I had just racked up the balls and was about to break, when I noticed
a pretty Redhead looking at me from across the room. I smiled and
nodded at her and went back to my game. I was on a hot streak and was
sinking most of my shots. The redhead came over and introduced
herself as Tracy and asked if I minded her watching me play. I didn't
mind really care. After a few shots, Tracy asked if I could teach her
how to shoot pool. I said sure and proceeded to show her how to hold
the cue. Tracy was picking up quickly. I suggested that we play a
game so that she could get a feel for how to line up her shots.
The game went very well considering I had a few beers by now. I beat
Tracy by 3 balls. She asked if we could play again this time she
wanted to break. I agreed and let her line up. She hit the ball so
lightly that she did not even move any of the balls. We both laughed
and I ordered another round. I let her try again. Tracy hit the cue
ball harder and managed to sink one ball, unfortunately it was the
eight ball. I explained to her that she had to sink all of her balls
first then she was suppose to sink the eight ball last. She laughed.
Tracy suggested that the loser buys the next round of beers. I told
Tracy that she could break. I love beer and most of all I love free
beer. So I figured that this was a great way to get free beer, I
kicked myself for not thinking of it sooner. Tracy lost only by three
balls agin. She ordered another round. By this time I was getting
pretty buzzed. Tracy suggested that we play again. I was all for
that idea, she was pretty cute, and had an awesome figure. I asked
her what kind of wager she wanted to make on this game. She thought
about it and with a mischievous grin suggested that we play for
clothing. I looked at her surprised. Tracy explained that the loser
had to go into the bathroom, strip, return and escort the winner out
to their car. The winner then would return the loser's clothing at the car.
I was thinking that this would be a great opportunity to get a good
look at her body. I was fantasizing about seeing her buck naked. I
could not help smiling about the looks on the other patron's faces
when Tracy escorted me to my car, nude. Based on this idea, I agreed
quickly. Tracy said I could break this game. I lined up my shot and
broke well. I started to sink a lot of my shots, I was thinking ehat
she must look like without any clothes. She looked great in clothes
and probably better out of them. I was thinking about that so much
that I blew an easy shot. Tracy didn't do bad until she sunk the
eight ball instead of the six ball. I smiled at her and said that I
would be right here waiting for her return. Tracy turned red and
began to squirm. She asked if we could make another wager. I asked
her what would that be since she lost all of her clothes already. She
thought about it for a minute and then said that she had an idea.
Tracy suggested that we wager that the loser of this game would have
to arrive at the winner's home tomorrow at nine in the morning and do
what ever the winner wanted for the next 24 hours. I told her I would
have to think about it for a minute and asked her to get another round
of beers. I figured I would let her sweat it out for a few while I
fantasized about the idea. My apartment really needed to be cleaned.
I figured when I won she could clean the apartment and do the laundry
for me. If was then that the idea struck me that she had to do
anything I asked, so I started to think about having her wear a sexy
French maid's outfit while she was doing this. I daydreamed about
Tracy cleaning the apartment in the maid's outfit without panties. I
could see her bending down to pick up, and dust and having the skirt
ride up exposing her ass and pink pussy lips to me everytime. I was
undoubtedly turned on by the idea, which was evident by the tent pole
in my jeans. When Tracy returned I told her that I felt bad about
accepting the wager, giv9ng her an opportunity to back out of it. She
stated that if I thought that she was better than me and wanted to
quit while I was ahead she would understand. I was surprised by this
tact, and told her "fine the wager is accepted." Just to show I was
going to give her a fair shot I told her to break.
She lined up her cue with the ball and broke with a resounding smack.
That sound will be forever etched in my memory. She proceeeded to
sink all of her balls right in a row. She then smiled at me and sunk
the eight ball. I had to physically shut my mouth. Tracy looked up
at me and grinned wickedly. She said " I must be a fast learner or
your a good teacher?" I had no answer to this question. It still had
not sunk in that I had lost the wager to her. Tracy walked over,
smiled and gave me her address and told me that she looked forward to
my arrival. The blood drained from my face. She offered to walk out
to my car since it was three in the morning and I had to be at her
house by nine. When we reached my car she said she felt sorry for me
and unbuttoned her blouse and flashed her breast at me. Despite the
shock of losing I have to say that her breasts were magnificent. She
told me that she had some work on her deck that needed to be done and
to dress appropriately.
The six hours flew by like none I had ever known. Around eight in the
morning I looked at the address as I started to shave. It was located
in the new condominiums which were just built outside of town. I
dressed in jeans, sweatshirt, and my work boots. I arrived at her
place exactly at nine. As I approached the door I was wondering what
she had planned for me. I had some pretty frightening ideas based on
what I was planning on having her do if I won. I rang the door bell
and waited patiently for her to answer. After a few seconds, I heard
her shout down from a window above me to come in she was just getting
out of the shower. She told me to sit down and make myself
comfortable while she got dressed.
I opened the door and entered the ciondo. I preceeded to look around
the place. The condo was meticulously clean and organized. I noticed
the deck outside through the sliding glass doors. I walked over to
it. The deck was large probably 15'x20' with 5 1/2 foot cedar walls
surrounding the deck. Based on my visual inspection, I could not
fathom what she needed to be done on the deck. I walked over to the
couch and sat down and awaited Tracy's arrival tentatively.
Tracy walked in from the hallway a few minutes later. She apologized
for making me wait but, she had gotten a late start this morning. She
asked if I wanted a cup of coffee while we discussed what she wanted
me to do first. I accepted the coffee and steeled myself for the
worst. Tracy sat down and told me that she had purchased some flower
boxes for her deck and wanted me to install them along the walls.
This sounded pretty easy. She smiled and said that she wanted my to
work with out a shirt since she had always wanted to have a sweaty
workman working in her home at her direction. I was relieved at this
request. I stood up and removed my shirt and asked where the boxes
were so I could begin the project. Tracy directed me outside to a set
of stairs leading down from the deck into the Condominium Commons.
Stacked at the bottom of the stairs were eight flower boxes. I made
two trips getting the boxes under the watchful eyes of Tracy. After
about fifteen minutes she went inside for more coffee. I was thinking
that this was going to be a snap. She definitely did not have the
same ideas as I had in my mind for her.
When she returned with her coffee she informed me that she had been
thinking about it for a few minutes and decided that what she really
would like to have is to have me doing this clad only in my underwear.
I looked over at her and she smiled and said clearly " take off the
boots and lose the pants." She held out her hand to receive the
garments. After I removed my boots and pants she took them and said
that I would not be needing these for a while. I could feel the blush
forming from my toes to my head. Iwas getting quite aroused by this
despite my best efforts not to become aroused. When she returned she
sat in a chair on the deck and told me to continue putting the boxes
up. My cock by this point was like a tent pole sticking straight up
in my underwear. As I bent down to lift the boxes, I was constantly
trying to discreetly adjust my rigid member. Tracy noticed my
discomfort and asked " Is there something wrong?" sarcastically. I
told her that everything was fine. She said it doesn't appear so from
her angle and told me she felt that I would be more comfortable in a
few minutes. I was lifting the last flower box which was going to be
right over where she was sitting. I asked if she wanted to move.
Tracy smiled and said she trusted me to not drop it on her. As I was
stratching over her head with the box, she reached out and grabbed my
underwear and pulled them down. While she was doing this she stated
that she would prefer having a naked man working for her. I was
surprised by the sudden cool breeze. After I had placed the box over
her head I attempted to cover myself with my hands. She smiled and
said that until nine tomorrow morning I was all hers. Tracy directed
me to put my hamds behind my head so she could get a good look at me.
I stood there embrassed, wondering if anyone could see me out here on
this deck. Tracy reading my mind said that no one could see me as
long as I was on the deck. She stressed the " on the deck" part. My
blood pressure rose from that comment.
After the boxes were in place she said she wanted me to start the
grill. She was in the mood for some thick smocked sausage. I started
the grill while she went to get the food. While she was fone I
pondered my fate. Obviously she must have the same ideas as I had.
She returned with apackage of sausage and a dozen hamburgers. I
looked at her quizzically. She just smiled. We went inside while the
grill heated up to get some drinks. It was around noon by this time.
As we went through the living room she stopped me and grabbed my hard
cock in her hands and told me she was going to blindfold me. She
reached up and placed a blindfold over my eyes. As she lead me out on
to the deck by my balls, I thought I could hear a clinking of metal.
She had me back up. I put my hands behind me to avoid tripping over
something. She led me back until I felt a fence post against my back.
I must be in one of the corners I was thinking. She quickly slipped a
pair of handcuffs around my wrist and bound my hands behind me around
the post. I tried to free myself but she just laughed. She reached
out and began stroking my cock and massaging my balls. She stroked me
almost to orgasm the stopped. She wisphered in my ear " I'll bet you
really want to cum, don't you/" I responded that I was definitely
ready to cum. She released my cock and I could hear her walking away.
A few minutes later I heard the door open and could have sworn I heard
other people's voices. The blood drained from my cock and face.
About 10 minutes later my fears were confirmed. Out on the deck I
heard a group of footsteps. Tracy laughingly introduces me as her
spoils from last night. Her friends ask her what she merans be that
statement. Tracy ells them that she beat me at a game of pool and the
loser must submit to the whims of the winner from nine that morning
until nine the next morning. Her friends chuckle and say that was
unfair since she had never lost a game of pool yet. At that moment I
realized I was setup.
Tracy asks her friends to have a seat and the barbecue lunch they had
planned will be ready shortly. Tracy tells them to feel free to amuse
themselves with me. I feel a set of hands reach out and begin
caressing my balls and another start playing with my nipples. Tracy
warns them that the only rules are that I am not to cum. Tracy tells
them that she has other plans for me and does not want me to tired
this early. The guests take turns licking my cock and sucking me
until I am almost shacking from anticipation. Although each time they
stop just before I reach orgasm.
Over lunch Tracy is constantly caressing my balls which is causing me
to have a permanent erection. They are discussing an upcoming wedding
of one of their mutual friends. Tracy is talking about a party she is
planning for the bride-to-be. Based on the snippets I am hearing she
is planning a wild get together. After about an hour the guests are
getting up to leave each thanks Tracy for the excellent lunch and
fabulous entertainment. They each grab my balls and give them a
good-bye squeeze.
After they have left Tracy comes over and asks me if I want to cum. I
state that after all of the stimulus I am ready to pop. Tracy agrees
to jerk me off. She begins to stroke my cock. As she is doing this
she explains that I should enjoy this since this is the last time I am
going to cum for a while. Tracy starts to quicken her strokes. My
hips start to convulse in time with her stroking action. After a few
minutes I orgasm thick and hotly all over myself and Tracy's hand.
Tracy reaches her hand up to my mouth and has me lick her hand clean.
She whispers into my ear that I should relax because I have a big
night ahead of me. I ask her what she is alluding to. Tracy tells me
that she is having a party tonight for some friends. She whispers in
my ear " a very special party". I then realize that she is talking
about the bachelorette party. Tracy leaves me there attached to the
post for the next hour alone.
Tracy returns around four to tell me she is moving me inside for the
party. She moves me inside and attaches my hand cuffs over my head to
a metal bar, then she attaches my legs to another bar at my feet. I
can hear the turning of a handle and then my arms and legs are spread
into a spread eagle position. Tracy removes my blindfold. My eyes
take a second to adjust to the darkness. I see that I am attached to
some type of metal table. Tracy demostrates that the table is
portable by rolling me across the room. She then shows me that the
table which is binding my into and upright position can be switched to
a horizontal position. Tracy rolls me into another room and tells me
to wait patiently for the party is about to begin. She reminds me
that she will be blindfolding me before she returns me to the party.
Tracy tells me that it will allow her guests to be uninhibited due to
their anonymity. Tracy kisses me and walks out of the room and closes
the door behind her.
After about another hour I hear her guests begin arriving. My cock
begins to become erect from anticipation. Another 1/2 hour passes and
Tracy comes in to collect me. She notices my cock and comments on how
good I am to provide it for her party with being asked. Tracy
blindfolds me and rolls me out into the party. Myy entrance is
accompanied by cat calls and chuckles. Tracy tells her guests that
they can do anything to me except make me orgasm. To insure this
edict Tracy attaches a cock ring around my balls which will prevent me
from orgasm. The guest can bring me as close as they wnat but i will
never go over the edge.
About this time, three women come over and each takes a portion of my
body and begins stroking me. I hear one of the girls being called
Cheryl. Cheryl after some coaxing climbs upon the table and pulls her
skirt around her waist. and mounts my face and instructs me to begin
licking her pussy until she has had enough. I begin rubbing my tongue
around her soft outer lips of her vagina and play with her clit with
my tongue until she begins to moan. This draws attention to us and
each guest then lines up to have me lick their pussies. After Cheryl
is done, another girl mounts my face and I begin again. Tracy leans
over into my ear and tells me that there are only fifteen more to go
not counting herself. When they have all had their turn my mouth is
extremely dry. Tracy pours a beer into my mouth. This burns the
scrstches from her guests' pubic hairs scratching against my face.
Tracy laughs and decides that what I need is a shot of Jack Daniels.
Tracy leaves and returns with a bottle and spreads some around my
mouth and lips. I feel like my face is on fire but just say nothing
less she decide to do worse.
Tracy organizes another party game. Each guest is given a can of
whipped cream and hot fudge. Each guest must make a sundae out of my
cock and then lick it off. The one who does this the sexiest is
declared the winner. The girl Cheryl wins by a landslide. As a prize
she mounts my face for another ride.
The night is winding down and Tracy announces that the reason that I
was not permitted to cum was the bride-to-vbe is to choose the method
by which I am allowed to cum. If she decides that I am not to be
permitted to cum then that is also allowable. The bride-to-be who
turns out to be Cheryl (Her husband is one lucky guy) leans over and
tells me to beg for release. AT this point I would do anything to
relieve the pressure in my swollen balls. Ceryl decides that she is
going to take into the bedroom and relieve me herself. To prove the
action she is instructed to bring back a shot glass of cum. Cheryl
explains that a shot glass full is a lot to bring back. The guests
start chanting and Tracy tells her that she has all night to get the
request sample. Cheryl rolls me into the room to the cat calls of the
other guests. Cheryl removes the ring and mounts my throbbing cock.
She rides me until I explode into her wet pussy. She leans over and
tells me that at this rate it will be a long night to fill up a shot
glass. Over the next three hours Cheryl milks my cock like a cow's
tit. The last orgasm feels like fire and my balls feel like there
going to be sucked into my body. I lay on the table in pain and
exhausted. Cheryl leaves with her prize to the cheers of the horny
and drunk party guests.
Tracy enters moments later and tells me to rest up that later she is
going to have fun with me. She climbs astride my cock. She leans
over to my ear and slips my still erect cock into her vagina and, says
" to the victor go the spoils." Tracy begins to ride roughly against
my sensitive cock and quickly comes to orgasm. Tracy leans over again
and whispers that that was only an appetizer. Tracy whispers " your
mine for the rest of the night and tomorrow morning and my friends and
I plan to fuck you for all of them or until you pass out from the
pain." She rises off my now deflated cock and gives it a kiss. Tracy
turns to leave and comes back and places an ice cube under my cock and
leaves the room. On the way out she says she will be back before the
cube melts and she hopes that I have a hard on by then. She turns off
the light and I comtenplate my fate alone in the dark with aquickly
melting ice cube under my cock.
Tracy returns as promised just as the ice cube slips away from my
cock. She is happy because I have a semi-erect cock. As she leans
over and takes it into her mouth nad begins to suck on it, I feel her
slip the cock ring back on. Tracy stops and smiles saying she doesn't
want me to pass out early and miss all of the fun.
Around eight in the morning the girls have tortured me enough for
their sadistic tastes and Tracy comes into the room and tells me that
I am free to go. As she unlocks the restraints I struggle to get up.
My cock feels like it has been through a blender. I want to cum so
bad but it hurts to even breath on it. I carefully get dressed and
gingerly make my way through the gaunlet of women to the front door.
As I get in my car I hear my mother's warnings echoing in my ear,
"Joey don't talk to strangers" I plan to follow her advice from now on.
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