His Adventure Her Adventure
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Office Adventure free porn video
I had been secretly cross dressing in women's clothes for a number of years.
My wife had known about my cross dressing and I had dressed in front her.
We had had several sexual encounters with me dressed, which we both really
enjoyed. However these encounters had become less and less over the last
couple of years until they were now extinct.
As most of you cross dressers know this is a habit that is very difficult to
break from, especially when you have doing since child hood like I have
(almost 40 years). I had therefore started to secretly dress up whilst I
was supposed to be at work. I would take an extended lunch break and
disappear to a very quiet area in the cellar of the office block where I
worked, where I could dress up in my very limited wardrobe. I would spend
no more than 10 or 15 minutes dressed and then get changed and return to
work. I was extremely careful and was sure that nobody knew about my extra
curricula work activity.
I had found the cellar by accident, when looking through the archives, and
found a small store room which could be locked from inside. After several
visits I soon realised that nobody ever went into the storeroom and
therefore decided to take my chance and dress up in it. It was also very
helpful that the only access to the cellar was through the office that I
worked, so that I could monitor the comings and goings. This was when I
realised that the cellar was hardly ever visited.
I had been using the storeroom in the cellar for a few months when it was
announced that there was going to be an office "away day." This would
involve all the staff from my particular office going on a team building
exercise. Strictly speaking I was not part of the Staff. Although I worked
in the same office I was from a different organisation and therefore not
invited on the "away day." I was going to be left in the office by myself.
I had already been given a set of office keys because I was the first to
arrive in the morning so gaining access was not going to be a problem.
I started to hatch a plan in my mind for the day that I had the office to
myself. I was going to spend the entire day at work dressed in my woman's
clothes. My wardrobe consisted of a skirt, jumper and undies so I purchased
a pair of shoes from a charity shop and was ready for my day at work.
I honestly do not think that I had any sleep the night before I went to
work. I kept thinking of the next day and how it would be spending the day
in a skirt and as a woman. I went to work at my usual time and opened the
office as normal. I spent the first hour doing my e-mails and making sure
that nobody was going to inadvertently come to work by mistake. By 10am I
knew that nobody was coming in so I locked the outside doors so that nobody
come in and surprise me and then made my into the cellar to get changed.
I removed my business suit and started to get dressed. First I put on my
white basque. I fastened it at the front and then twisted it around before
putting my arms through the straps. I padded out the cups of the basque
with my own socks and underwear to create the appearance of a bust. Next I
attached stockings to the basque suspenders. The feeling of rolling the
soft silky material going up my legs started my cock stirring into life.
Once the stockings were attached I pulled matching white panties to complete
my undies. By now my cock was straining against the soft silky material of
my panties.
Next I pulled up my pink mini skirt and fastened it around my waist before
finally putting on my white turtle neck jumper. I completed my outfit with
my black court shoes that had a small 2 inch heel. Once dressed I applied
some pink lipstick and carefully returned to my desk.
There was a combination exhilaration, excitement, scariness and down right
nervousness flowing through my body as I sat at my desk answering e-mails
and trying to work as normal. As the time went by I gradually became used
to my dress and the feelings that happened every time I moved. Just as I
had become totally accustomed to wearing a mini skirt, keeping my legs
crossed so as not expose my self and bending my legs to pick things up off
the floor (instead of bending over and exposing my stocking tops and
panties) my office phone rang and I instinctively picked it and answered it
"Hello Simon Pritchard speaking how may I help you."
I didn't recognise the mobile telephone number on the caller display and was
totally shocked when I heard the voice of the Area Manager (a very stern and
domineering woman called Pauline, who scared the shit out most employees,
including me) saying "Hello Simon, I'm glad that I have caught you in the
office I wasn't sure whether you would be in or not."
"No I'm in Pauline," was all that I could reply, really wishing now that I
hadn't answered the office phone.
"Good Simon, I'm in the car park and will be coming through the office door
in a couple of minutes, see you shortly."
Shit, Shit, Shit. What could I do? I was about to be found dressed in
female attire by my female boss who would no doubt sack me on the spot.
I quickly removed my black court shoes and kicked them under my desk. I did
not have time to get changed but thought that I might just about be able to
get back to the cellar and put on my trousers and fleece jacket on top of
female clothes before my boss needed to be let into the office. I ran down
to the cellar and quickly pulled my trousers up and over my mini skirt,
tucking my skirt into my trousers. I put on my company fleece jacket and
zipped it fully up. It was hopefully baggy enough not show off my "bust."
I put my normal shoes back on and ran back upstairs. I was just opening the
office door, out of breath from running and adrenaline, as my boss came into
view.
"Hi Simon," Pauline said.
"Hello Pauline," was my reply. "This is a surprise," I exclaimed.
"Well hopefully a nice one Simon," Pauline responded.
"Of course," was all I could say in reply.
Pauline walked past me, into the office, and made her to my desk. I was
hoping that she wouldn't see the black court shoes that were underneath it.
She sat down at my desk and casually asked me, "Where is everyone Simon?"
"They are all on an office away," I answered.
"In that case then it is just as well that I have chanced by because you
know the policy on Lone Working and that you cannot work in an office on
your own for health and safety reasons."
I did of course know about the policy but because I hadn't expected anyone
to come to my office today I thought that I would get away with it, a case
of what the eye can't see the heart can't grieve over.
"Sorry Pauline, it totally slipped my mind."
"Well you know that it is a sackable offence don't you," was Pauline
response.
"Yes Pauline," was all I could I reply.
She then simply said to me "Incidentally Simon that is a really nice shade
of Pink Lipstick that you are wearing, where did you get it?" I immediate
started to blush and could feel myself going redder and redder in the face.
In my rush to try to cover up my female clothing I had completely forgotten
to wipe the lipstick off before I had let Pauline into the office.
Before I could think of an answer Pauline removed her business jacket, to
reveal a silk blouse that was straining against her ample breasts. As she
removed her jacket she said "Gosh its really warm in here Simon, you must be
really hot in your fleece."
"No I'm Ok," I replied.
"Your face is bright red and I can see the sweat forming on your forehead.
I insist that you take off your fleece," Pauline said. She then got up and
started to remove my fleece.
I was well and truly busted. "I'm not surprised you are so hot Simon,
wearing a white polo neck pullover," said Pauline.
I just stood there, like a rabbit caught in the headlights of an oncoming
vehicle. I did not know what to say or do. Before I could say anything
Pauline said, "Alright Simon there is no point in continuing with this
charade. I know that you are also wearing a pink mini skirt underneath your
trousers so please take off your trousers." I continued to stand there.
"Now," Pauline shouted at me. I immediately removed my trousers and stood
before her in my female clothing. I hung my head in shame.
"You see Simon, or should I say SIMONE, the office manager asked me to keep
an eye on the office CCTV today because he thought that you would be in and
out all day long and didn't want anything happening in your absence,"
Pauline said "You can imagine my surprise when I saw you go off screen in
your normal office attire and then return in your female clothes. So as
well as breaking the lone working policy you have now broken the dress code
as well. I think that you should go and make me a nice cup of coffee whilst
I decide what to do about the situation."
"Yes," I replied. "How do you take your coffee?"
Pauline responded, "Yes Mistress Pauline."
"Sorry Mistress Pauline, how do you take your coffee Mistress Pauline," was
my reply. "That's better SIMONE, milk one sugar please," replied Pauline.
I went and made Pauline a coffee and wondered what the hell I had done and
how I was going to get out of this situation.
I returned with Pauline's coffee. "One things for sure SIMONE," said
Pauline.
"What is that Mistress Pauline?" I responded.
"You can't work in the office today dressed like that we will have to get
you some proper office attire." And with that she got up and told me to
fetch my male clothes. I did as instructed and went off to the cellar and
retrieved them. I returned and gave them to Pauline. "Right SIMONE you
busy yourself doing your e-mails and I will be back soon with some proper
office clothes for you."
"Yes Mistress Pauline," I said. Pauline took my cars keys off me before she
went, obviously to stop me leaving the office. Not that I could go anywhere
dressed like I was.
Pauline returned some time later with a couple of shopping bags. "Right
then SIMONE lets get you properly dressed for the office." I was told to
remove my white polo neck and pink mini skirt. I was now standing in front
of Pauline wearing only my white basque, white panties and stockings. "Very
nice underwear SIMONE, I approve."
"Thank You Mistress Pauline."
She then handed me a pink blouse which was made from a shiny material and
felt very nice and silky. She told me to put the blouse on. I was
struggling to button the blouse up because the buttons were on the opposite
side. "Hurry up SIMONE," said Pauline.
"Sorry Mistress."
Next she handed me a grey coloured skirt and told me to put it on. The
skirt was around mid thigh length and was quite tight on me. It was evident
that as soon as I moved it would ride up higher up my thigh and expose my
stocking tops and suspenders. She finally gave me a jacket of the same grey
colour and style as the skirt which I put on. I fastened the single button
which was located just below by false boobs. It immediately gave the
impression that my boobs were bigger than they were and gave me a feminine
body shape.
"Now put your shoes back on SOMONE," Mistress Pauline instructed me.
"Yes Mistress."
"Now let me see," said Mistress Pauline, more to herself than me, "That's a
lot more professional looking, you look more like a PA now."
"OK SIMONE sit down here and let me sort your make up out."
"Yes Mistress," was my response. I sat down where I was told. Mistress
Pauline then wiped my face clean before applying foundation cream, blusher
powder, eye liner pencil, eye shadow, mascara and lipstick. She stood back
and admired her work. "Mmmmmmmm very nice even if I say so myself," she
said. "Now to complete the look," she again said to herself. She finally
produced a short auburn coloured wig which was style in a bob. She brushed
the wig through before placing it on my head. After I minor adjustment I
was instructed to walk up and down the office so that Mistress Pauline could
see how I looked.
"Very Nice," she said, "now you are far better dressed for a day at the
office as a PA, now all we have to do is find you a suitable position, don't
you agree SIMONE."
"Yes Mistress," was my reply.
"OK you go and make me a nice cup of coffee whilst I attend to these e-
mails."
"Yes Mistress." I went off and made her a cup coffee. When I returned she
instructed me to sit at my desk and take care of my e-mails. I sat there
working away wondering what might happen next. I did not have long wait.
I heard Pauline's cell phone ring and her answer it. I heard saying, "Yes
Mohammed, SIMONE is already here and waiting to be interviewed for the
post," and then she said, "Come right over by all means." When she had
finished on the phone I looked at her quizzically. Pauline caught my look
and asked, "I suppose you are wondering what phone call was about aren't you
SIMONE."
"Yes Mistress Pauline," I replied.
She went on to explain that she had been trying to find me a position that
fitted the way that I was dressed, ie a Personal Assistant PA and that
Mohammed was someone that she knew who knew how to use "special girls," like
me and turn them into efficient PA's. He was coming over to interview me
immediately.
When Mohammed arrived I was told to let him in. I unlocked and opened the
office to let Mohammed in. He immediately said, "So you must be SIMONE."
Without thinking I replied, "Yes Sir."
"Oh very good," was his response. "I love a girl that knows how to respect a
man."
Mistress Pauline then instructed me to get Mohammed a drink, which I duly
did. When I returned with Mohammed's drink I heard him saying to Pauline,
"You seem to have done very well in such a short time. SIMONE appears to be
ideally suited to the post." I gave Mohammed his drink and asked me,
"SIMONE do you want to be my PA?"
I couldn't really say anything else other than, "Yes Sir."
"Well SIMONE I am looking for someone that can start immediately, can you
start your duties today," Mohammed asked. Pauline replied to the question
by saying "Of course she can, now that she is dressed as PA she must make
immediate start. I will formally release her from her duties here so that
she can start now as your PA."
"Is that OK with you SIMONE?" Mohammed asked me.
"Yes Sir," I replied.
"Now SIMONE as a special girl you will have special duties to perform, will
that be alright with you?" Mohammed asked me. "I'm not sure that I fully
understand you sir," I replied.
"Well Mistress Pauline already has more then enough evidence to get you
fired from your post, hasn't she?"
"Yes Sir," I responded.
"Right so if you don't obey my instructions, immediately and without
question or hesitation you will become unemployed this afternoon, is that
clear SIMONE?."
"Yes Sir."
"Good Girl SIMONE."
Mohammed then instructed me to kneel down in front of him. I did as I was
told and found myself staring at his crotch. I could see that his cock was
starting to strain against his trousers.
"Now that you are in that position SIMONE do you think you can guess what
the 1st special duty is that I want you perform?" Mohammed asked me.
"Yes Sir," I replied.
Mohammed said to me, "OK SIMONE you may complete your duty."
I raised my hands to Mohammed's waist band on his trousers and undid his
belt buckle and started to undo his trousers. I heard Pauline saying to
Mohammed, "She's a natural, a born Sissy Cocksucker."
"That certainly appears to be the case Pauline, let's just see how good she
really is." By now I was lowering Mohammed's trousers to below his knees
and that started to pull down his boxer shorts. As I removed his boxers a
large Asian cock sprang out. It was twice the size of mine and must have
been 8 or 9 inches long and very thick. I was looking directly at his cock.
I closed my eyes and opened my mouth to kiss it. "No, No, No SIMONE, you
must keep your eyes open," Mohammed instructed me. "I want you to see what
you are doing and I want to eyes as you worship me." I opened my eyes and
started to kiss the tip of his cock.
Now that my eyes were open I could see camera flashes popping and I knew
that Mistress Pauline was taking photos of me sucking Mohammed's cock. More
blackmail photos no doubt. There was little that I could do except to
continue.
I moved my open mouth along the length of his cock, licking it at the same
time "mmmm, good girl SIMONE, that is wonderful," I heard Mohammed saying.
Nothing could stop me now. I felt my own starting to grow in my panties as
I now started to take the end of his cock into my mouth. I slowly moved my
mouth up and down the shaft "Oh Yes SIMONE, you are a natural cocksucker,
keep going and you will eventually receive your reward," Mohammed instructed
me. I started to move my head up and down a lot faster and gradually worked
my mouth down the shaft until it was at the back of my throat and I was
gagging on it. Mohammed held my head still and very slowly continued to
force his cock down my throat until my nose was firmly affixed into his
pubic hair. He then moved himself in and out of my mouth, only about an
inch at a time, fucking my throat. I felt him grab my head tighter and his
cock twitch. He then started to shoot cum down my throat. After 5 or 6
long squirts he removed his cock from my mouth, continuing to squirt cum
onto my face. I could feel cum dripping from my mouth, on my cheeks, up my
nose and I couldn't see because my eyes were also full of cum.
I sensed Mohammed move away from me and also sensed that I was again being
photographed by Pauline, with the cum all over my face.
"Here clean yourself up SIMONE," I heard Mistress Pauline saying as she
passed me some tissue. I did as I was told. When I had finished I saw that
Mohammed was now fully dressed and was sitting at a desk. "SIMONE you are
going to make an excellent PA on that performance. Now come over here and
sign your new contract." I did as I was instructed.
As Mohammed left he said to me, "Don't be late for your first day tomorrow
SIMONE."
Latisha
- 25.06.2021
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