My Boss Mr Paul Cooper Part2
- 2 years ago
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Renfest free porn video
Thank you all for the feedback from the first story, I've tried to shorten
the paragraphs here to make it a bit easier to read. Please, let me know
what ya'll think about these first 2 stories. I have a few more ideas,
but if you have any suggestions for stories, please send them along to
[email protected] and I'll see what I can do with them.
_________________________________________________________________________
With the approach of spring, it could only mean one thing. The renfest
was coming up. For years now I had taken a couple of weeks off of work
and stepped back in time to work the renaissance festival. The last few
years with my wife Katie by my side. This year was to be a bit different.
A few weeks before the festival Katie asked how I would like to be dressed
as a woman for the entire 2 weeks of the festival this year? To me, this
sounded like a little bit of heaven, especially knowing she would be right
there by my side.
With the short timing, it made it interesting getting everything together
to make this happen. We had to get period appropriate, and position
appropriate clothing together. Fortunately, my wife had already
approached the faire's organizers to verify there was an appropriate
position open for if I agreed to do it. Turns out one of he girls that
had been working a tavern tent as a wench with my wife the last few years
wasn't going to be able to make it this year. So, it was quickly decided
that if I did agree, this year rather than being the squire I had been for
several years, I could be a tavern wench. Of course I agreed. What
crossdresser in their right mind wouldn't? I was a bit nervous about it,
as most at the fest did not know I crossdressed, but i was a very
accepting lot of people. I guess years of being seen as different because
you enjoy acting like you're living a few centuries before you actually
were makes a person more understanding.
We stared immediately with the corset training as the fest was only 3
weeks away, and I wasn't used to constantly being in a corset. For the
first few days it was uncomfortable, but after about the first week it got
to where I didn't notice it after a couple of hours, other than having
issues bending at the waist that is. I still kept up with work, mostly
because I was sitting all day at a computer, being a programmer does have
it's perks. We were able to work with a friend who did costuming and get
several dresses and other period appropriate clothing made. It was
Josie's slow time of year, and she was more than happy to help. Seems her
knowing the dresses were for me turned her on a bit. It made for some
interesting fitting sessions as she incessantly teased me while she was
doing the fittings. I think she did a few more fittings than she would
for most costumes. Katie and I had one simple rule in our marriage. I
could be penetrated by anyone, but I could do no penetration. More than
one of our fitting sessions with Josie ended up in all of us sweaty and
spent at the end of the day.
Finally the weekend comes. We head down on Friday for a Monday opening.
We get down to the hotel and relax for the night. After a few drinks,
Katie helps m shave, everything. There is nothing quiet like the feeling
of being hairless below the eyebrows. I've been letting the hair on my
head grow for a couple of months, but it's still nowhere near as long as
it needs to be for what we are about to do. This is fixed by a few hours
of me sitting still while my wife works extensions into my hair. Once
everything is in, she slowly brushes my hair which feels incredible. Once
brushed she pulls it back and annd secures it with a leather lace at the
base of my neck. She wraps the lace around and around until it reaches
the end of the hair which is right above my ass. When this is done, we
curl up together and fall asleep.
Early Saturday morning we wake up and get ready to work the day away. As
I'm supposed to be in my Jenny persona for the next couple of weeks, the
only clothing we packed is Jenny's. Since there is a lot of work to do
today I choose something simple. A black sports bra, some denim shorts
and sandals. Looking at myself in the mirror, I have to say, for such
minimal clothing, I don't look half bad. I've always had a small waist,
and we've purchased some silicone breast forms that give me a nice, B,
borderline C cup. Katie catches me checking myself out in the mirror and
slaps my ass. "It's time to go" she says.
We get to the faire site to find a bustle of activity. A lot of stuff has
to be repaired after a year of being exposed to the elements for the last
year. Normally I'm helping with the power tools and carrying lumber in
order to patch walls and ceilings that have holes. I head that way only
to be turned away. Seems it wouldn't do to be seen letting someone that
looks like a woman doing hard work. Part of me is pissed off at this,
until Katie points out that in a way it's the best compliment I could have
gotten. Seems I pass well enough I've been sent to do "women's" work.
So, we pick up a can of paint and head off to touch up what we can. Even
though it's not as hard of work as I'm used to, by the end of the day
we're both exhausted.
Sunday comes the opening crew party. Everyone has already gotten their
role assignments and the King and Queen go over those that won't be with
us this year. In the middle of the list the absence of Squire Jeff is
raised, they state due to personal reasons, he would not be attending this
year. Once that is done, they start introducing the new faces. They get
to me and introduce me as Tavern Wench Jenny. I blush a bit at the round
of applause I get, which makes half the boys whistle. This is the first
time I've actually been introduced in public as a woman. It's funny how
being seen out in women's clothes doesn't even have an affect on me
anymore, but being introduced can embarrass me. As the night progresses,
everyone is getting drunk and having a great time. I lose track of how
man people pinch my ass and kiss me, male and female alike.
Monday starts the faire. We wake up early in the morning and start
getting dressed. We put on the bloomers, that are surprisingly loose.
then I make the one concession I can to modern clothing, and put on a
sports bra with the breast forms in. Then comes the white sift and long
skirts. Finally come the over corset which kind of cinches everything
into place and keeps the white shift from making everyone more or less
formless. Then Katie sits me down, brushes out my hair and sets it up to
look beautiful. Then she adds light touches of makeup. When she was done
with me I sat patiently while she did her own hair and makeup.
We arrive on site to a huge commotion. It's always like this the first
day. Pulling the horses from their trailers and getting them to the
stalls. Finding where someone hid all the tickets before people start
showing up. You know, all the stuff that everyone seems to leave till the
last minute. We get down to the tavern. We start putting away the
produce and meat hat was delivered that morning, then check the menu. We
start the stew, as it is a slow cooking process. Once it is on, we have
some downtime so we stroll around the grounds. Holding hands and walking
through the grounds almost seems like a perfect morning. We make it back
to the tavern about 11, just in time for the gates to open. The place
quickly fills up as all the visitors hit lunch early. Everyone seems to
behaving a good time, nd our cook and bartender is keeping up with demand
nicely as Katie and I make the rounds through the tables. I quickly learn
that being a tavern wench is much harder than being a squire. Being on
your feet all day, moving around, carrying tankards of beer, and plates of
food. Having strangers slap your ass and pinch it all day. Not an easy
position. But I made it through.
Pretty much that first week went that way, and I was having the time of my
life. Saturday morning, my wife said she had a surprise for me Saturday
night. She wouldn't tell me what it was, but she said I would like it.
She said I had one little role to play to help set it up. She said about
dinner time, a knight with a red tunic would slap my ass, all I had to do
was drop whatever was in my hands, turn around and slap his face. After
the week of strangers slapping and pinching my ass, I didn't have a
problem doing this. I had no clue what would happen afterwards, but I
trusted Katie completely. We started to get dressed, and when I grabbed
my bloomers Katie simply said no. Not sure why she didn't want them on
me, I left them to the side. Their absence made me happy the skirts were
rather full,, and I hoped I wouldn't get excited enough to be noticeable.
The lunch crowd came and went. It was the worst day so far, which wasn't
too much of a surprise as it was the first weekend day of the faire. We
had a couple of hours off that afternoon and went down and watched the
jousts. I was watching the knights, but didn't see any of them in a red
tunic. I was really getting curious as to who was going to slap my ass
later. around 4 we headed back to the tavern to get ready for the dinner
rush. Just as things were starting to pick up, I noticed a group of
knights come in and sit down. As they were sitting in my section, I took
them over a set of beers. They were all wearing red tunics, I couldn't
help but blush a little as I was setting their beers down. As I was
turning to head back to the kitchen, I felt the hardest slap on my ass
I've felt all week. It actually stung. I blushed about the hardest I
ever have, and it wasn't a stretch to get an indignant attitude, I
actually forgot what Katie had told me to do. But whether I remembered it
or not, I did it. I dropped the few tankards that were in my hand, turned
around and slapped him about as hard as I could. That is when I noticed,
it was Kyle, the one that rode the best, and would ultimately be the
tournament champion when the tournament was held next Saturday. As soon
as my hand made contact, the other knights at the table stood and yelled
for the guards. My mind immediately though "what have I done?" They were
going to arrest the man who was supposed to be the tournament champion,
and I had ruined his chances this year. When the guards arrived, I was
on the verge of tears, and when I heard the knights say "seize her" I was
in shock. That was all it took for the tears to start to flow.
Tears or no, I was seized and taken before the magistrate. He asked for
the charges, at which point one of the knights stepped forward and said I
had struck a member of the nobility. I had forgotten about that rule.
You see, as a squire in previous years, I had been considered a minor
member of the nobility, so I was more or less immune to this rule. Now as
a tavern wench, I was no longer considered a member of the nobility.
Katie had taken a chance, thinking that I would forget that rule, and she
was right. The magistrate ordered that I be put in the stocks for the
rest of the day. This would be the first time all year the stocks had
been used. I was dragged down to the stocks, where they were opened and
my arms and neck were forced into the holes that were there for them.
Fortunately, unlike their medieval counterparts, these had some padding in
the holes, so they weren't completely uncomfortable. One of the ways the
fair made money was anyone that was sentenced to the stocks, anyone,
public and actors alike could pay a dollar for a kiss. Two hours later,
one of the guards whispered in my ear I had set a record for the amount of
money raised for the kisses, and I had barely served a third of the
sentence. I was wondering if this was the part Katie had said I would
like. I must admit, it hadn't all been great, but for the most part, the
kisses had been enjoyable. At first it was only men, but somewhere along
the way one of the fairs maidens paid for a kiss then it was a steady
stream of women paying as well. Some of them took, shall we say liberties
with their kisses. This of course got all the men in the crowd to cheer,
which made me blush again. With all of this, it was impossible to not get
excited. I was glad the way the stocks were set, and the way I was
required to bend at the waist, no one could see it. I was wondering if
this is why Katie said no to the bloomers, she knew it would be
uncomfortable while dealing with this.
9 came around and the faire closed. This is usually the time that the
magistrate comes around with the key and lets whoever is in the stocks
out. However, all that happened tonight was the guards left their post at
my side. I was starting to get worried, when I noticed a figure
approaching. It was Katie, and she had the key. I said "finally, can you
get me out of here?" Her response was "that my dear Jenny is the wrong
question." "What do you mean?" I asked. Se replied, "well, it seems you
were a very bad girl, and now you have to pay. You see, I promised Kyle a
blowjob for his part in our little play, and well, there are a few others
I may have promised favors to this week." I knew who she intended to give
the blowjob, you see where we have the rule that I can't penetrate any
woman but her, we also have the rule she can't give any man but me oral.
That left me with the blowjob duties. Then she told me that 37 strapons
had been procured for the nights activities as well. At that, my eyes
went wide. There were at least 38 more people who knew I was a man
playing this part, and they all wanted to have sex with me? That is when
I felt Katie lifting my skirts. When she got them up, she draped them
over the stocks. Knowing I wasn't wearing bloomers, I now knew why. I
felt her slowly push in 2 of the little lubricant eggs we use. She
whispered in my ear "I have more of these, I'm sure you're going to need
them tonight" and pointed. I saw a line being led by Kyle. Kyle leaned
down and looked me in the eye. "Katie told me you had a present for me if
I slapped your ass." He quickly undid his belt and lowered his hose. He
was bigger than I had ever seen. No wonder he was the alpha male around
here. He said "make it good" and stuck his horse in front of my face. I
wasn't in much of a position to say no.
As I started licking Kyle's shaft I felt what had to be a hundred hands
start rubbing around my legs, my ass, and even one on my shaft. as the
one on my shaft started stroking, another on my ass came down hard. I
yelped and Kyle took advantage of the open mouth to shove his cock in my
mouth. At first little more than the head would fit in, but he wouldn't
pull it out. I kept swirling my tongue around the head as he gently
pushed in further. What felt like an eternity later, my nose touched his
groin. He held it in until I felt like I would pass out because I
couldn't breathe. In all this time, I had missed the fact that someone
was fingering my ass. I noticed it however when it stopped. With Kyle's
cock in my mouth, I felt one of the strapons start to be positioned on my
ass. It wasn't the largest dildo, but when it first popped in I gasped.
I felt Kyle shiver a bit at this and then the pair of them started a
rhythm. I was lost in ecstasy. Whoever was in my ass rode me until Kyle
burst. After e pulled out, he surprised me by leaning down and kissing
me. "Any time you want to Jenny, give me a call." he said as he buckled
back up.
I couldn't see any of the women that were using my ass, but a stool was
pulled up in front of me. It seems that I got to eat out the women after
they got tired of using my ass. While working on my third meal if you
will, as yet another dildo entered me, I stiffened. I was a bit surprised
at the feeling, because the hand around my shaft had long ago disappeared.
My penis had not been stimulated in at least 40 minutes. But I knew this
feeling well. I had the most intense orgasm I had ever had. This was the
first orgasm I had purely due to prostate stimulation. It seemed to last
forever. When it was over I was breathing hard. It took a couple of
minutes, at which point I was reminded of what I should be doing by a
light slap to my face. My eyes finally opened and I saw the pussy in
front of me. It seems I had mine, and it was time for me to continue
giving. After bringing 4 more women off, I again started feeling my own
orgasm rise as others continued taking turns with my ass. This was again
a new feeling or me, I had an orgasm less than 2 hours ago, and now I had
another one rising. 3 more women in front of me and I don't know how many
in my ass and I came again. It took me a lot longer to recover from this
one. When I finally did catch my breath and could see straight, no one
was around except for Katie. She held a cup up to my lips and said "drink
this, you must be dehydrated." As the cup touched my lips, I recognized
the salty taste of come. It turns out she had caught both of my orgasms
in it. As I tried to pull my head back from the cup, she held my nose and
brought it closer. Turning my head sideways, she started pouring the
contents of the cup into my mouth. I had a choice, I could swallow up, or
I could suffocate. I chose the former. Katie leaned in and whispered in
my ear, "there are still several women we owe favors to, but we can pay
later. I'm going to unlock you now and we're going back to the hotel, I'm
sure you are exhausted. Tomorrow Kyle will again slap your ass, as he
will every day for the rest of this week. If you want a repeat of this,
all you have to do is exactly what you did today."
When we got back to the hotel room, I took a hot shower, and found Katie
in bed. She had her legs open and said I had one more person to please
that night.
Sunday dinner time rolled around and I saw Kyle and his group walk into
the tavern. As I was placing their beer on their table, I felt Kyle's
hand land on my ass. I slammed the beer down, stood up, turned around and
slapped him. Maybe not quiet as hard as yesterday...
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