The Predicament
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The Predicament free porn video
The Predicament: The First Day
By: Tiffany Jean
Okay you may be wondering how I got into my predicament.
Well let me start from the beginning. My name is, or was Tony,
now Toni, and I grew up just outside of East Rutherford, NJ
raised on NY Giants Football.
After graduating with honors in a software development
program in collage I got a job with a software company in a town
right near the Minnesota border. It was actually in Minnesota
that I found my favorite bar, Jon's Sports Bar. I stop in every
Friday and Saturday night. During football season I stop
occasionally on Sundays. I've become one of the regulars.
Flirting with the barmaids, joking with John the bartender and
even giving the owner Kathi a hard time about how bad the
Vikings football team was.
You wouldn't figure Kathi for a sports girl, though opening
a sports bar would be your first clue. She was about 5'5" and
maybe 100 pounds. She had long red hair that fell in curls to
about her shoulder blades. Hr deep blue eyes were very
captivatingly set against her white freckled skin. She always
looked well dressed at the bar and never, ever trashy.
This particular football season the Giants were to meet the
Vikings in the playoffs. This year had been no different than
any other, which means that I spent most of it teasing Kathi
about the playing ability of the Vikings. Hearing of the
impeding game, Kathi demanded that I put my money where my mouth
was. Now I make a decent salary, but I have always made it a
personal policy to never gamble my hard earned money away and I
told her this. She understood and suggested that if the Giants
won the game she would be my slave for an entire 48 hours. But
if the Vikings won, then I would be her willing slave. Since I
had a lot of confidence in my home town childhood heroes, I
willingly accepted.
The deal was on, much to the excitement of most of the bar,
and I returned that Sunday for the game the next week. Now this
year the Giants had only lost two games and the Vikings had a
difficult time getting a wild card spot. This fact along with
the fact that the Giants had home field advantage so I figured
that the odds were greatly in my favor. The funny thing is that
football doesn't always turnout the way that odds say they are
supposed to.
As the final four seconds ticked off the clock, Kathi had
an evil glint in her eye. Once the game had ended, she called me
into her office. I told her I wasn't ready to begin because I
hadn't called into work and I still had some errands to run and
a few things to do at my apartment.
She said that she would be able to make a few concessions but
that I would have to start counting the 48 hours once I had
returned. Once I agreed she continued to tell me that she needed
to protect her goods while they were gone and told me to drop my
pants. When I hesitated, she reminded e that there was an entire
bar on the other side of the door that knew of our bet and would
help her enforce it.
As I started to undo my pants she took out what looked like an
iron panty. She paused and explained that I would be wearing a
chastity belt until my return. She put it down and explained
that since the chastity belt had no openings, that it would
leave me no room to pee, so I was to wear a diaper underneath
which she began putting on me. However, I had started to get
excited and she said that she needed me soft. She dropped to her
knees and began sucking away on my hard cock. She wanted to
waste no time as she vigorously bobbed up and down on my cock
and lightly ran her hot pink acrylic nails against my taint.
I didn't even notice that she took my cock out of her mouth
right before I came. Which is why I never thought about where
all my cum had gone, but boy did I realize where it went when
she placed the big plastic diaper on me and I could feel the cum
up and down the whole diaper.
When I looked at her, she only smiled and told me that maybe
next time I'd be prepared when I promised something. She then
attached the chastity belt around me and locked it in the back
with a little baby lock. She let me put my pants back on and
then told me to return at 7 the net morning with my entire body
shaved. I looked at her and asked her about the hair on my head.
She said that it was okay to leave that, especially since I was
balding anyway, but that EVERYTHING else must go. As I left the
bar I got a lot of taunts but managed to leave without an
explanation.
I did most of my errands before even returning home and without
incident. But by the time I got to the grocery store I had to
pee really, really bad. I knew there was nothing I could do so
I just tried to hold it. I was able to do so until I was trying
to cash out. The cashier girl, a cute high-schooler with red pig
tailed braids and big brown eyes was ringing up my purchases and
asked if I was okay. I simply nodded and by the time she turned
back around with my change, I had peed myself. I knew that she
would never figure out exactly what I had done. However, the
strange look she gave me as she handed me my change told me she
could see the embarrassment painted across my face.
I returned home and put my stuff away. I got into the shower and
shaved my entire body. I would like to recommend that if you
ever shave your legs, that it would probably be easier to use a
women's razor, cause mine hurt like hell, though I did not cut
myself even once. I finished showering and headed to bed.
I woke up in the morning hoping that yesterday was a dream, but
then I felt the diaper against my skin and my cock straining
against the chastity belt. I got up and walked to the toilet for
the morning pee. Of course I couldn't get out of the belt so I
peed the diaper, again. I called in sick to work and wearing a
pair of jeans and an old faded t-shirt, got in my car and drove
to the bar.
When I got there I found the door open and I walked over to
Kathi's office and knocked on her door. I heard her say come in,
and I did so. When I walked in she was wearing a pantsuit that
consisted of a purple leather jacket with no blouse underneath,
purple leather pants that clung to her hips and matching purple
boots. She ordered me to close the door and strip naked. Hoping
that sexual favors would be among her first commands, I did so
eagerly. Then she tossed me a pair of handcuffs and told me to
put them on. While I fastened them in front of me, she attached
a chain to it before I could even notice. The other end of the
chain was attached to the wall and I could no longer reach my
clothes. However, I didn't worry about that. That is until she
walked over and took my wallet out of my pants that were laying
on the floor.
She opened it up and took out my license and credit cards. She
then looked at me and told me it was to ensure that I would obey
her commands for the next two days. Then she told me that I was
to help her out at her other bar and that it was time for me to
get dressed. She tossed me a pair of hot pink panties and had me
wiggle them up over the diaper and chastity belt. Then she took
a pair of breast forms from her desk drawer and glued them to my
chest. Then she undid my handcuff so I could continue. She told
me to go into the ladies room and the rest of my clothes would
be there and that I was to put on EVERYTHING!
I went into the ladies room, thank god the bar was empty, and
there was a girdle, white bra, black dress with big puffy short
sleeves, white lacy apron, white thigh hi nylons with big white
bows at the tops and black patent leather shoes with huge heels.
I thought about running. The chance of me being able to grab my
clothes were slim to none and since Kathi had my license and
credit cards made me realize that I was totally at her mercy.
But another part of me wanted to keep my word. I would be her
slave for forty-eight hours. I had made that promise and I was
determined to keep it.
So I put the bra on as well as the girdle. Luckily I had an old
girlfriend that used to wear one so I knew how to pull the
strings tight so that my tummy disappeared. Then I pulled the
dress over my head and tied the apron on. It was then that I
realized that the skirt of the dress was barely below my
panties. I was thankful that the skirt was kind of flared and
not tight since it would show my chastity belt. Instead, the
diaper and belt made it look like I had a "booty ass." I also
realized that I looked like a guy dressed up as a French maid.
I pulled the thigh highs, which only made it to about three
inches below my dress, and then put on the killer heels. The
only redeeming part of the heels is that they had ankle straps
so I wouldn't have to worry about them falling off.
I slowly minced my way back to Kathi's office. When I walked in,
she began to laugh at the way that I was walking. Then she
showed me how to walk and made me practice. By the time I had it
down I was looking like a model on a runway. Then she sat me
down and taught me how to cross my legs like a woman. She then
did my make-up giving me big smoldering eyes, evening out my
face and giving me bright red lips. She also did my nails in a
matching red. Then she pinned a long red-haired wig to my head
and affixed a little maid's cap to the top of it so that no one
would be able to tell that this wasn't my real hair.
Kathi then handed me a black patent clutch bag and had me follow
her out of the office, through the still empty bar and into her
car. As she drove us I looked into the purse. She had put a
couple of tampons, five condoms, the lipstick she had used on my
lips, KY jelly, and a compact. I was nervous about the tampons,
condoms and KY. I didn't know what Kathi had in mind so I asked
her.
She told me that one of the places she owns is a strip bar in a
neighboring town. I was going to be one of the bar girls for the
day. The condoms were part of the assignment. I was to pick up
five guys while I was working and suck them off. The KY was for
later, she told me with a smile. We were about half way there
when she turned into a fast food place and parked the car. She
told me to get out and that we were going to eat, since it was
11 and I was getting hungry.
When we walked in the place was getting busy and I got a lot of
looks, mainly those of lust from the men, though a few smiles
came from some of the women. I knew that I could keep up my
charade as long as I didn't have to talk. As Kathi and I got
closer to the line I got nervous at to what was going to happen.
Kathi ordered her food and then ordered a salad and milkshake
for me, whom she referred to as Princess.
As we went to sit down and eat I asked her to take off my belt
so that I could go pee. She not only told me no, but made me go
into the ladies room and sit on the ladies toilet and pee myself
and to wash my hand before I came back. I did as she told me and
peed myself while sitting in the ladies room.
I came back out and ate my food while Kathi finished hers. We
then headed back out to the car and began the rest of our trip.
On the way Kathi finished explaining my tasks. She told me that
while I was in the ladies room, she had slipped a laxative in my
milkshake. She told me that as soon as the laxative was to take
effect I was to let her know and she would fix me up so that I
would only mess myself once. That she would stick a tampon in my
ass so that I wouldn't smell too bad. But since I probably would
smell that I had better get the five blow jobs in before then
and that if I didn't then she would take off my belt, diaper and
panties and let my cock hang out from the bottom of my skirt and
let my body do what it would until one of the customers probably
would beat the shit out of me, literally.
I looked at her with sad eyes and asked her not to do this. She
just smiled and told me that I shouldn't make bets that I wasn't
willing to pay up on. The rest of the drive was in silence as I
thought of sucking guys off.
Once we got there, Kathi introduced me to the bartender, Jerri,
as Princess and he taught me how to take orders and then send me
to work the club, which, for a weekday, had a good number of
customers. I'm sure the customers probably thought that I was a
girl, and that I was a lesbian by the way that I looked at the
strippers. At the first hinting of my stomach churning, I was
reminded of my tasks. Since I had been getting my ass grabbed
since I had begun working, when the next guy went for a piece,
I grabbed his hand and whispered in his ear that I would meet
him in the men's room in two minutes. I finished off my orders
and grabbed a condom from my clutch and walked in. He was
washing his hands when I walked in. He smiled at me and I
whispered into his ear, while he kissed my neck, that I was on
my period but that I would suck him off. But he had to wear a
condom. He agreed and we went into a stall where he dropped his
pants. He took his cock out and I handed him the rubber, which
he put on and I dropped to my knees. I sucked away for a good
minute and a half and then he finally exploded into the condom.
I was glad, not only that I didn't have to taste his cum, but
that the condom was cherry flavored. I was also glad that I was
able to fend him away from grabbing my hair.
He left and I re-applied my lipstick and threw away the condom.
As I was about to walk out another man came in. He looked me up
and down and I smiled at him. Four guys later, I had finished
off my tasks and walked out of the men's room. Luckily they
didn't take any more time than 15 minutes so I only wasted one
of my breaks. As I walked back out, I felt my bladder let go and
could feel myself go all into the diaper. I found Kathi and told
her that I had gone. She then smiled and asked me if I had used
all the condoms, but then said never mind and wiped a small bit
of cum that remained in the corner of my mouth. She then lifted
up my skirt, dropped my panties and unlocked the chastity belt.
Then she removed the diaper and took the tampon from my purse.
She unwrapped it and rammed it up my ass until I felt it pop.
Then she took the applicator out and put a diaper back on me and
replaced the belt. She then sent me back out.
She chuckled at me as I walked away, telling me that the tampon
in my ass made it wiggle more. I worked the rest of the night
that way. The only other high light wass when I got to meet one
of the strippers. As I had been working I kept watching them.
One in particular was named Heaven. She was about 23, maybe 5'4"
and under 120 pounds. But her chest was gigantic, which is why
I couldn't stop staring. When she was out dancing, she tried to
catch my eye and motioned me to meet her in the back. Since it
was just about time for my hour dinner break I took it and met
up with her as she was coming off the stage. She just smiled and
let me into the dressing room all the strippers shared.
She motioned me to sit down and then she sat on my lap and
started to give me a lap dance. The other girls started to watch
wondering what was going on. But I was enjoying it so I didn't
notice when another girl had come up behind me and took my wig
off. All the girls began to laugh, but Heaven kept going. She
looked at me and I figured that it would be over, but she
started to kiss me. I was in heaven, not literally. She then
whispered that it was okay and that she and the girls were going
to play dress up with me. I don't know why but I told her okay.
She got off of me and three of the girls started to strip me
down to my panties bra and girdle. Then they took some of their
clothes which consisted of a red vinyl miniskirt, a pair of
black vinyl go-go boots, and a black vinyl jacket that my bra
peeked out over. Then they replaced the wig, which now had some
hair beads and mini clips in it which one of the girls had
decorated. Then Heaven laid me down on the floor and then sat on
my face. I spent the rest of my dinner break eating one girl or
another. None of them made fun of me and all of them had at
least one orgasm while on my face. Afterward the girls returned
my outfit and helped me into it and fixed my make-up and let me
get back to my job, though they all gave me a smile when they
caught me looking at them on the stage.
After the night was over, Kathi rounded up all the workers and
held a meeting. She told them my story, starting with the bet
and then told them that I had done a great job that pleased
everybody. She then stated that I might return tomorrow to work
here, depending on what she needed, but that for now she was
going to bring me to her house for some sleep. But first she
wanted everyone to watch as she was going to humiliate me. I
sadly looked at her and asked her why. She just laughed and said
that it was because she could. Everyone snickered or laughed at
that. She then told Betsy, one of the other barmaids, to grab a
chair.
Betsy put it down facing away from me right in front of me. I
then felt Jerri put his hand on my back and bent me over the
chair. Then someone raised my skirt and held it for Kathi to
take my panties, chastity belt and diaper off. Then she pulled
the string on the tampon until it came out. Then she held a huge
dildo in front of my face. It had a slight curve to it and a
ring on the bottom that Kathi used to hang on to it. She lubed
it up and pressed the tip against my ass. She slowly wiggled it
in and out pushing it further and further until it was all the
way in. Then she took my cock and put some kind of gaff on it
that was fastened to the dildo so that my cock was stuck under
me. I couldn't believe my predicament, dressed as a barmaid in
a French maid's uniform bend over a chair with a dildo and gaff
locked on me.
What was she going to do to me next? . . .
to be continued.
Miracle
- 24.03.2022
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