Just a few weeks ago, while enjoying dinner my husband and I got into a spirited
discussion about football. Most explicitly, about the Colts and the Dolphins. My
husband, Paul, was absolutely convinced that the Colts would beat the Dolphins.
We were both feeling no pain when he said that if the Dolphins beat the Colts he
would be my slave for a weekend. Slave I said, what do you mean. Paul said that
he would do anything I requested for a weekend if the Dolphins beat the Colts.
Interesting I thought, but what happens if the Colts do beat the Dolphins. Paul
said that if he won the bet I would be his slave for a weekend and have to do
anything he asked. Anything I responded, yes Paul said, anything. The idea both
excited me and frightened me at the same time. I would absolutely love having
Paul as my slave for a weekend. Yet, I knew that if he won he would be merciless
and would probably involve him attempting to humiliate me sexually in front of
his friends. Yet, the Dolphins were undefeated and I had a few choice ideas of
my own. If only I could win. Well as you by now know the Colts defeated the
Dolphins in one of the biggest upsets of the year. Paul was jumping up and down
with excitement, saying over and over, I got you now Tess. After a few drinks I
finally suggested that we work out the details. It was agreed that the weekend
of servitude would begin the following Friday evening and continue until
midnight Sunday. All during the week I kept thinking about the upcoming weekend,
wondering what Paul would have in mind and rather or not I could handle it. I
got off work early Friday, about 3:00 P.M. and stopped at a local pub for a few
drinks to stiffen my courage before going home. As I walked through the door
Paul yelled, Tess, where the hell have you been, from now on you don't do
anything unless I tell you. Come on Paul, don't you think your getting carried
away. Paul slapped me hard on my ass cheeks and told me to shut my bitching
mouth. Tess, you are my slave and I will dictate exactly what you do and how you
do it, do you understand. Yes, Paul I understand. Paul then instructed me to
take a shower, wash my hair and meet him in the living room. After showering I
went into the living room to find that Paul had laid out some clothes for me to
try on. Finally he settled on an outfit that consisted of a red leather skirt
and a leather vest. When I finished dressing he told me to take off my bra and
panties and to wear a garter belt with black stockings. I made the changes that
Paul required and finally passed his inspection. Paul then said we were going
out, I hesitated and explained to Paul that the vest barley covered my breast
who were quite visible when I just barely leaned over and the skirt fell just a
couple inches below the top of my stockings. Paul said, a bet is a bet and that
I was to follow his demands. Ok, I said but remember you asked for it. It was
after 9:00 PM and dark as we got in the car and drove for about 70 minutes where
we arrived at what appeared to be a combination country and bikers bar North of
Waterville. Paul handed me some very bright red lipstick and told me to put it
on, go into the bar and order a whiskey on the rocks. Paul said he would join me
in about ten minutes and pick me up. I entered the bar which reeked of smoke and
stale beer. To the right were two grungy looking guys playing pool and a half
dozen of so men, biker types setting at a few tables drinking pitchers of beer.
Like hot laser beams I could feel their eyes searching my body as the tall
bearded guy getting ready to shoot whistled. I felt so hot and knew my nipples
were hard as rocks. I looked at the bearded one, smiled and tried to walk coolly
and calmly to the bar where I order a double whiskey on the rocks. The bartender
stared down my vest feasting on the sight of my breast and asked what kind of
whiskey. I looked up at him demurely and said the very best you have. As my eyes
adjusted to the smoke and dim lights I realized that the place was larger than I
first thought. There was another room on the left with a Juke Box playing
country music and several men and a couple of women. I sat on the bar stool
trying not to expose my bare and now quite wet pussy, yet in doing so the skirt
was riding very high on my thigh. I quickly downed the whiskey in two swallows
and ordered another one. I sat a straight as I could on the bar stool and
quietly sipped my second whiskey when the tall bearded man walked over to me. He
was quite tall, 6' 5" or so and asked if I was looking for anyone in particular.
I said no, that I had had a tough week and was just trying to relax. The bearded
one told me his name was Ken and asked me if I wanted to shoot some pool. I
ordered a third double whiskey and said sure. The whiskey was spreading a warmth
inside of me and I began to relax as I walked over to the pool table. He offered
the break to me and I declined and watched Ken break. As I begin shoot for the
first time Paul entered the club and walked to bar. I leaned over the table to
shoot giving Ken a almost unencumbered view of my breast and at the same time
felt the rear of my skirt rising above my stockings. I missed my shot and the
young man sitting at the table behind me remarked about how sharp my skirt was.
I couldn't help but wonder how much he saw, but I was quickly getting to the
point where I didn't care. Paul walked over to Ken, handed him a beer and
whispered something in his ear. Ken, suggested that Paul and I join him at his
table in the rear. After sitting down Ken said your husband tells me that
tonight is a special night and that you will do any thing he asks. Is that
correct? I looked a Paul, smiled and said of course. Paul then looked at me and
said, Tess, I want you to take Ken into the Men's room and blow him. I looked at
Ken and said sure, lets go big guy. I led the way into the men's room turned
around to Ken, and huskily said, What's your pleasure. Ken, unbuttoned my vest
allowing my breast to swing freely and said fuck the blow job I want to fuck
you. I unzipped his fly and pulled out his quite large and very thick cock. I
turned around, put my hands on the sink, bent over at the waist, pulled my skirt
up. Ken, roughly grabbed my breast and entered me from the rear with one full
stroke. I could feel his hot cock stretch my insides as he pounded his flesh in
and out. Ken kept talking me dirty, calling me a horny little bitch as his
rhythm picked up speed. I could feel his tension building as I turned back to
him and urged him to fuck me hard. For the first time in my life I could
actually feel him explode, the strength of his cum as he exploded deep inside of
me. As Ken pulled out, I turned around and gently licked his slightly limp cock.
I could taste his salty cum. As Ken tucked himself away I put on some fresh
lipstick and walked out back to the table. I tried to act as if nothing had
happened, yet every man in the place knew where I had been and I could feel his
cum slowly dripping down the inside of my leg. As I sit down Paul asked me if it
was fun. I told Paul that I had not climaxed myself, yet it was quite a turn on.
Paul asked me If I had fucked Ken. I said yes, he then instructed me to follow
him to the car. In the car Paul was very quiet as we drove down to the Sheraton
in Portland. When we got to our room Paul made me lie on the bed naked while he
whipped me five times with his belt. The pain felt like hot ice, and for some
strange reason made me hotter. Paul told me to take a shower. While I was in the
shower Paul had laid out another outfit for me to wear. On the bed was a very
nice black cocktail dress with gold trim a bare back and deep cleavage in front.
Paul instructed me to get dressed. I also had a red purse with matching spike
heels. Paul told me to go to the bar and have a drink. Paul instructed me that I
was to play the role of a prostitute, and that if I was successful in earning
$200 he would considered the bet over and my debt paid. I was desperate to end
the bet but I had no idea how a prostitute actually works, how could I score for
money. The lounge at the Sheraton is quite nice and was very crowded even at
this late hour . I sat at one end of bar and ordered a drink. For about thirty
minutes I sat quietly and drink when the bartender began chatting with me.
Finally, I explained to the bartender that I was there on a dare and that in
order to win I had to score. He asked me how much, I said $200, he whistled and
said he would try to help me. A few minutes later a older (mid-forties) black
gentleman sat next to me and bought me a drink. He looked at me quietly then
said that he was looking for some fun. I noticed the bartender giving me a wink
and responded, what do you have in mind. The gentleman introduced himself as
William and said that his wife had retired to their room but they had often
talked about a threesome. I asked William what kind of arrangement he preferred,
and he said that if I were to accompany him to his room he would make it a worth
while evening. I told William that I would expect compensation before leaving
the bar and that I would be more than willing to satisfy him and his wife's
expectations. William excused himself for a few minutes to make a call. In the
meantime I noticed that Paul had entered the bar and was watching my every move.
I quickly downed my drink and ordered another one as William returned. William
admired my bracelet and asked if he could look at it more closely. I said sure,
and as he gently lifted my arm he deftly pressed several bills into the palm of
my hand. I placed my purse on the bar and told William I would be right back. I
exited the bar and went straight to the room where Paul joined me. I counted the
bills, $500 and told Paul what the deal was. Paul was more excited than I and
encouraged me to go for it. I joined William in the bar and asked what his
pleasure was. William said that both he and his wife were bi-sexual and that she
was quite dominate and that I must be willing to accommodate her wishes. At this
juncture I was quite high and intoxicated by the excitement of all the evening
activities, so I responded by saying "no problem". William asked me to join him
and his wife Leslie in room 712 in twenty minutes. I said sure and ordered
another drink. After finishing my second Long Island Ice Tea I proceeded to room
712. As I rode the elevator up I kept wondering what was going to happen and was
the risk really worth it? Even though I was quite nervous and even scared, I was
also turned on and actually looking forward to it. I knocked on the door and
heard a woman's voice say come in. As I entered the room I noticed William
sitting on the side of the bed and his wife, Leslie stood in the center of the
room with a red satin robe on. Leslie was in her mid-thirties, black, and very
beautiful. She asked if I was willing to meet all of her demands and I said yes.
She then loosened her robe and let it fall to the floor. I stared at her body,
which was firm, solid and yet beautiful. She asked me to suck her nipples, I
stepped forward and gently began to kiss her nipples. She stood there quietly
and then asked me to take my clothes off. I stepped out of my heels and took off
my dress and asked her what else. She responded by saying I was sarcastic and
that rated punishment. Leslie then placed a metal clip on each of my nipples.
The clips pinched my nipples causing unbelievable pain and I could feel my
breast swelling with excitement. Leslie then placed two clips on my pussy lips,
I felt like I was going to faint with the pain, yet she just smiled. She then
directed William to take his clothes off revealing three gold rings piercing his
genitals. He was adorned with one inch gold rings on each side of his balls and
a large two inch gold ring that pierce the foreskin of his cock just below the
head. She handed my a very large red dildo, about 18 inches long and at least
three inches wide and instructed me to strap it on and not to displace the clips
on my pussy. As I slowly and gently strapped on the dildo she proceeded to
prepare his ass with some KY jelly. She then told me to penetrate Williams Ass
hard and at once or that I would be punished. I proceeded to enter William, but
I hesitated. The dildo was so large, I was afraid that I would actually tear him
apart. She scowled at me and picked up wooden paddle that was about three feet
long and six inches wide. She swung the paddle with force striking my rear so
hard that I actually jumped six inches. Not once, but four times, my ass felt
like it was on fire. She then pulled a thin linked chain through William's rings
and began to pull them. He cried out in pain, real pain. Leslie looked at me and
said his pain is your fault, fuck him, hard, now. I placed my hands on William's
hips and with all my might shoved the large dildo up his ass. At first I didn't
think the broad thick plastic cock would penetrate his ass, yet finally his
rectum opened and the dildo penetrated his flesh while William whimpered. I
picked up my tempo and wondered as Williams cock seem to grow with each stroke
of plastic deep up his ass. Finally Leslie told me to stop and then she removed
the gold ring in William's cock and replace it with a stud that actually pierced
clear through his cock. Leslie instructed me to lay my back and suck her pussy
while William proceeded to fuck her. She told me that I was to catch every bit
of his cum be her own personal French maid. As William fucked her I licked and
sucked both the shaft of his rock hard black cock and her pussy, lapping like a
dog. It but a few minutes when his tempo quickened and I could tell he was close
to cumming. William shot his load in a series of deep thrusts as I struggled to
lap the sweet white cum oozing from Leslie's pussy. As William pulled out I
mouthed the head of his cock so as to drain him of each drop of cum. I then
lapped at Leslie's pussy as I had been instructed. Leslie then asked me to strap
on still another dildo. This was black and even wider than the previous one. She
told me to fuck her and to keep fucking her. This dildo was at least 3 ¸ to 4
inches wide and two feet long. As I entered her she yelled at me to thrust hard
and I began to pump her like I imagined a man would. Leslie kept yelling deeper
and deeper, finally I was thrusting the entire plastic cock to hilt deep inside
her body. As she squirmed to absorb the entire cock she grasped the clips on my
nipples and began to twist them. The pain felt like hot lava and I thrust harder
and harder, I could feel the tension building in her body as she arched her back
and sexual spasms took over her body. Finally she released the clips and I
withdrew the plastic cock from deep within her body. She then instructed me to
lick her pussy and ass dry as I dutifully applied myself to the task she asked
for the dildo and began to strap in on. I was almost overcome with fear, there
was no way that my pussy could accommodate that geomantic cock as hot as I was I
knew that I would be split in two. She had me roll over on my back and had
William hold my legs high up in the air and spread apart. She then pressed the
huge cock to my pussy and began to ram it with all her force. At first my flesh
resisted then it began to slowly part as first an inch, then four inches and
then almost two feet of four inch wide plastic cock plowed into my tight cunt. I
tried to scream but William covered my mouth and I just knew I would die with my
insides ripped apart. Finally, slowly my body seemed to adjust the pain
gradually gave way to sexual excitement. The very dimension of this large cock
raised me to a sexual edge that I never knew even existed. In and out, I wanted
it, all of it, and felt my body respond one orgasm after another. Finally, she
withdrew and handed me a $100 tip and thanked me. I put on my dress in fog, no
bra, panties or stockings, just the low cut cocktail dress and my shoes and such
in a plastic bag. I walked down to the hall way to the elevator in a sexual
stupor oblivious to my surrounding. I entered my room looking for Paul, he
seemed startled and concerned and asked if I was ok. I said sure you wanna make
a bet that the Redskins will beat the Cowboys!!
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