Nelson Enterprises Bill rejects his new Role
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New Role free porn video
New Role - Part 1
I started the new job I had always wanted at an IT company. My job was to
manage key accounts and ensure they were satisfied with our product and
service.
The first day I was introduced to the Managing Director, Miss Cleopatra
Reamer. I thought that a bit unusual but she said, "Just call me Cleo." I
got a bit of a shock that she looked hot, when I expected a man. She must
have picked this up and thought the conversation said "Certain woman can
do far greater things than men"
I agreed and said so.
I got on with the job and settled in well.
She seemed to take extra time when she walked past my desk and at each
weekly meeting I noticed she stared at me quite a bit. I smiled nervously
back.
After a couple of months I was getting good results and she was always
praising what I did and telling me I have a big future with her. I always
took this to mean the company.
Then one day a parcel arrived for me and I was to pick it up from
reception. I opened it and inside was another parcel. A note on the
outside said, "I bet these will look great on you, open in private."
I went into a meeting room and opened the package. Inside was a pair of
hot pink lace short cut panties in size 12 (I would be a 14). There was
also a pair of hot pink stockings with lace tops. An additional note fell
out that said, "You will look great in these; put them on if you want to
impress me. Throw your man underwear out. A secret admirer."
I didn't know what to do. Who was this secret admirer? Why would they
send me Panties and Stockings? Should I put them on? They did look quite
sexy and I had always wondered how it would feel. I felt them in my hand,
the lace felt good and the stockings were shear and light.
What the hell.
I went into the men's bathroom and checked it was empty and entered a
cubicle.
I pulled down my pants and removed my undies and socks. I slipped the
lace panties up my legs until they were all the way. The feeling on my
cock was fantastic. Because they were a bit small for me the seam was on
my ass. My cock became a little firmer.
Then I pulled the stockings up each leg. They felt wonderful too and the
lace top fit snug around the tops of my legs.
My cock was firmer now. I pulled my trousers back up, put my socks on and
then shoes. I put my man underwear in the bag the package came in and
walked out of the cubicle. It only took me about 3 steps to know why
women loved wearing stockings. They felt fantastic as I walked and I was
getting worked up, but also nervous. What if this is a set up?
I threw the bag into the rubbish bin and headed back to my cubicle. As I
was walking down the corridor Miss Cleopatra was coming the other way.
She said, "Hello Chris, I saw a package for you at reception, did you get
it?"
"Yes."
"Ohhh, I see you don't have it and thought you may not have got it yet?"
I was getting nervous, how would I get out of this?
"Umm, I have dealt with it already."
She said what I heard before, "You are the very good at what you do, you
do have a great future with me."
I headed back to my cubicle and continued to work, a little nervous and a
little uncomfortable.
As Cleo walked past my cubicle on the way back to her desk she gave me a
big smile and a wink.
I headed home that night wondering who sent me the package.
When I got home there was a large envelope in the letter box. I headed up
to my apartment and when I got in I opened it. There was another envelope
inside so I knew who it was from and a note saying, "Here is some light
reading - just imagine, think of your future."
I opened the envelope not knowing what to expect. Inside was a porn
magazine. The cover had a picture of what looked like a female with a bra
and panties. I said PHOTOS and STORIES.
I opened the cover and started to browse through. There were pictures of
woman who after taking off their panties revealed hard cocks. Then there
was a story about a mystery Transvestite encounter. Then more photos and
stories. The final photo section was a Tranny and a man having hard core
sex. The tranny was shoving what looked like a very large cock in the ass
of the chap.
My cock was rock hard. I pulled down my trousers to reveal a cock
stretching a pair of hot pink lace panties and some stockings. I jerked
myself off and came all over the back page which was a picture of the
mans asshole stretched wide apart. That evening I read all the stories
and jerked off at least 3 more times.
The next day at about the same time as the previous I was informed there
was another package at the front desk.
Just like the day before when I opened it there was another package
inside.
The note said, "Another treat for you, just like yesterday. Put them on
and enjoy."
I knew what to do and headed to the men's room and opened it up
Inside were some black lace G-string panties, suspenders and black fine
fishnet stockings. Just as yesterday I put the garments on and threw my
man undies in the bin inside the bag. The G-string went right up my ass
and felt really good.
I returned to my cubile when Miss Cleopatra walked past and said, "Ohh
Chris, there is another package at reception for you."
"Thanks Miss Cleopatra, I have already got it."
"Was it important, I don't see it on your desk?"
"I have attended to it already."
She smiled and headed into her office and shut the door
I got home and just as the day before there was a package in the letter
box. I opened it and just as the day before there was another parcel
inside
I opened it, and inside was a DVD called 'Trannie fuck fest'. There was
also a dildo and some lubrication. The note read, "Watch the DVD in your
new panties when it finishes lubricate the dildo and slide it in your ass
- don't worry, you'll love it."
I put the DVD in the player and turned it on. I watched the 6 chapters of
various trannies getting fucked and fucking. When it finished my cock was
rock solid.
I pulled down my panties and lubed up the 6 inch dildo and started to
probe my ass with it. Eventually it slid in and just as she had said, it
felt great. I slid it in and out until I came over the magazine again. As
the night before I did this several times while watching the DVD
The next day I was at work when I received a text on my phone. The number
was unfamiliar to me. The message said, "Did you try your new toy last
night?"
I replied. "Yes."
Another text came back, "Was your ass in heaven?"
I replied, "Yes."
Another text came back, "There is another parcel at reception for you."
I went to reception and just as previous days there was a package with
another inside.
I went into the meeting room and closed the door.
I opened the package to find white lace panties, white suspenders and
white stockings. There was also a strap-on dildo, about 4 inches long
with quite a narrow part near the shaft. The note read, "Put on the sexy
lingerie. Slide the dildo up your ass then strap it at the front. Enjoy
the afternoon."
I went into the men's room and did as I was told and put on the sexy slid
the dildo in my ass and strapped it on. It felt really good and my cock
felt wonderful in its panty cage.
I threw my undies in the bag into the bin and headed to my desk.
I was at my desk when Miss Cleo passed by and said, "There is another
package at reception for you, I think this one is urgent."
"Thank you Miss Cleo, I have already got it and attended to it."
"Very well, that's good to know you are so willing to please."
I was at my desk working when I started to feel a tingle in my ass. I was
trying to figure it out when after 5 minutes the tingle turned into a
vibration. The dildo in my ass was a vibrator and it was getting stronger
and stronger.
After 5 minutes it stopped.
10 minutes later I could feel it starting to grow in volume. Then it
started to vibrate again. It got stronger and stronger until you could
hear the buzzing sound. My cock became rock hard as I sat there with my
ass tingling.
The vibrating stopped again.
One of the girls that worked there called me and asked if I could come
over and help her do some calculations and that it was urgent.
We started to work on the calculations when it started to vibrate again.
This time it went straight to full and the buzzing sound was quite
noticeable. This made my cock go hard and a very embarrassing situation
was a bout to develop.
However, she ignored the sound and we finished the calcs.
30 minutes before the end of the day a text arrived that said "Go and
take your dildo off, I hope you've had fun"
I headed to the bathroom and did so. The dildo had grown and was now
about 6 inches long and fatter.
I threw it in the bin and headed back to my desk.
15 minutes before the end of the day I was called into Miss Cleo's
office.
I walked in and sat down.
She was sitting behind her desk and had on a white blouse. You could see
her lacy black bra under it.
She stared at me and then placed the 3 old packages on her desk.
"Why were these in the bin with underwear in them?"
"Ummmmmm, it's a ahhhhhhhhhh."
"Let me guess. Inside were female underwear and you decided you liked
wearing that more than your normal underwear. Am I correct?"
"Ummmmmm, sort of."
She stood up and then I realised she was not wearing a skirt or pants.
She walked around the desk and I noticed she had Black G-string panties,
suspenders, stockings and high heels on.
I immediately got a hard cock.
She said, "Do you know how I guessed this."
"No."
"They are from me."
Then she said, "Do you think I'm sexy?"
I nodded.
"How sexy?"
"I think you are very sexy,"
"Do you want to have sex with me?"
"Umm......" and I nodded.
She came closer
"Why don't you pull down my panties then?"
I reached over and hesitated
"Go on, I dare you."
I grasped the top of her panties and lowered them revealing something I
didn't expect.
A long cock and large balls were there.
I stared at it.
"Do you like what you see?"
I continued to stare. I was much much bigger than mine.
"Why don't you stroke it and then when it's hard you can lick it."
I reached out and held it. I was not sure what it would be like but as
soon as I wrapped my hand around it and felt its girth I new this was
going to be wonderful.
I gently rubbed my hand along it, slowly caressing it and could feel it
get firmer and firmer until after 3-4 minutes it was hard.
Its size was impressive, and my fingers only just touched as I wrapped my
hand around. The head was now large and looked delicious and inviting.
I continued to stroke it when Miss Cleopatra said, "I see you like my
cock, why don't you see if it tastes as good as it looks."
I moved closer towards it. I really wanted to lick it before I took the
large head in my mouth. I stuck my tongue out and went to the base of it
and then in one long lick licked from the bottom to the head. I did it
again. It felt wonderful
Miss Cleopatra sighed with pleasure.
I gave it one more lick then I opened my mouth and took the large head in
and sucked it.
I felt it with my tongue - mmmmmmmmm
I slopped my tongue around the head as Miss Cleopatra started to force it
deeper into my mouth and my throat.
I had watched the videos over the last few evenings and new what I should
be doing.
I took it out of my mouth and licked her ample balls. They felt hard
under a soft skin.
Then I took her big cocking my mouth again.
I looked up and could see her looking down at me from between her ample
DD breasts.
She asked "How do you like this? How do you like sucking your boss's 9
inch cock why she looks down at you from between her DD tits as you wear
her lace panties and stockings?"
The truth was I loved it and was so horny so I replied, "It's great, it's
like a dream come true."
"So what shall we do now, do you want me to do anything else?" she asked
I was turned on.
"I want you to fuck me with your big cock."
"What do mean baby?"
I continued to suck her cock and because I was more worked up now was
sucking more vigorously and so I let loose, "I want you to fuck my tight
ass with your big cock."
"Mmmmmmm, that sounds like fun," she said. "Why don't you lie on your
back so I can see your face when my big cock stretches your tight ass
wide apart. Lie back and spread your legs and pull your tight little ass
apart so I can stretch it with my big cock as I bury it deep inside."
I didn't hesitate and pulled my white panties down and lay on my back,
spread my legs apart, then reached around and pulled my ass cheeks apart.
"Oohhhhh so eager, that's a good girl. And look how tight that little
rose bud is, wait till I've finished with it, it will be loose and wide
open."
With that I felt a cool substance being rubbed into my ass then she said,
"Here we go baby, just as you've always wanted."
I then felt an intense pressure on my ass hole. This got greater and
greater as she forced her massive cock into my ass. "Relax baby, open
your ass to my cock, breath, relax, loosen your ass, let me in, let me
spread you apart with my big black cock."
I took deep breaths and focused on relaxing my ass.
"Gooooooooood, just relax and let me in so I can stretch you wide apart.
It will hurt a little at first as my big head forces its way past your
sphincter, then it will get better and better and you won't want me to
stop."
I continued to focus on relaxing. The pain was intense but I new it would
get better.
With that I felt her big head was in, and then I could feel it starting
to slide deep inside me.
"Ohhh baby your ass is so tight. I can see how much you're being
stretched by your face and I love it."
She would pull out a bit then slide in more, pull out a bit and slide in
more and as she did the pain seemed to subside and it became a sensation
of amazing feelings deep in side me.
She continued to gently force her cock in until after about 10 minutes I
felt her hips press against my ass cheeks
She moved forward and whispered in my ear, "There you go baby, 9 inches
of hard fat black cock buried in your ass. Do you want me to fuck you
like you've always wanted?"
I thought to the video the night before and how much the trannies enjoyed
the good hard fucking so I said "Yes please, fuck me like I've always
wanted - fuck me hard."
She pulled her cock out of my ass and said, "Ask me again - beg me."
So I did "Please Miss Cleo, please fuck my ass. Slam you big cock in and
make me moan and scream in pleasure. Fuck my ass as hard as you can"
With that she buried her huge cock deep inside me.
"Ooooohhhhhhhhhhhhhhhhhhhhhhh," it hurt so much.
She pulled out and rammed it in again.
"Ooooohhhhhhhhhhhhhhhhhhhhhhh," it hurt.
Out and in again.
"Arrrggggggggggghhhhhhhhhhhhhhh," it hurt a bit.
Out and in.
"Oowwwwwwwweweeeeeeeeeeeeeee," it hardly hurt.
Out and in.
"Yeeeeaaaaaahahhhhhhhhhhhhhhhhh," it felt good.
Out and in.
"Mmmmmmmmmmmmmmmmmmm," it felt great.
Then she started to go out and in and out and in, fucking me hard.
All I could do was moan and groan.
"Mmmmmmmmmmmmmmmmmmm, Oooohhhhhhhh yeeeeeaaaahhhhhhhhh,
Haaaarrrrrrrdddeeerrrrrrrrrrrrr, oooohhhhhhhh fuuuuuckkkkkk meeeeeee,
Soooooooooo biiiiiiiiiiiiiiiiiiiig."
Cleo was now sliding her big cock in and out with ease and continued to
fuck me like this for 10 minutes. Then she told me to roll over and get
on my hands and knees, spread my legs and then reach around and spread my
ass.
I did as she asked.
She said, "Ohhh baby, your ass is going to look soooooo good when I've
finished with it."
With that I felt her stand with her legs either side of mine. She lowered
her self down and placed her big cock head at the entrance of my ass. She
put it in a little then said
"I want you to moan and scream like a girl in a girl's voice. If you do
it well enough I will slide my cock in a bit more. If you don't I will
squeeze your balls hard" with that she grabbed my balls and gave them a
squeeze.
I squealed, "Eeeeeeeeeeeeeeeeeee"
"Very good," she said and she slid her big cock in an inch.
I squealed again trying to do it as well as the time before, but this
time was not as good.
Miss Cleo squeezed my balls.
"oooooohhhhhhhhhhhhhhwwwwaaaaaaaaa"
"Gooood" she said in her cock slid in another inch.
I then put on a high pitched voice and said, "Fuck me please."
My balls were given a big squeeze.
"Arrrrrrrgghhhhhhhhhhh"
"Pathetic," she yelled and she rammed her cock in deep in a super lunge
that took my breath away, then pulled out to where she was.
So I tried another option and went back to the basic, "Eeeeeeeeeeeeeeee"
She slid in another inch.
"ooohhhhhhhhhh yessssssss," I said in a husky sexy voice.
Another inch.
"Mmmmmmmmmmmmmm" I tried only to get my balls squeezed again.
"Eyyyeeeeeeeeeeeeeee" I cried in a squeal.
Another inch.
"Half way baby how do your balls feel."
"Sore," I said in my normal voice. Big mistake.
She gave my balls a big squeeze and did two super lunges quickly.
The combination of the lunges and the squeeze I screamed like a bitch.
"Ohhhhhhhhhhwaaaahhhhhhhhhhhh"
"Why is that so hard to do" she said and then she started to super lunge
me again and again just ramming her cock into my tight ass.
If she wanted me to moan and scream like a girl I was now doing it.
Ohhhhhhhhhhhhhh, Eeeeeeeeeeeee, whhhhhhoooooaaaaaaa, ohhhhhhhhhhhhhhh,
ohhhhhhhhhhhh, yessssssssssssssss, fuck meeeeeeeeee, fuck meeeeeeeee,
ohhhhhhhhhhh, ohhhhhhhhhhh, fuckmefuckmefuckme"
This just made her go harder and it continued like this for 10 minutes
and before long my moans and screams of pain were screams and moans of
pleasure as my ass.
"mmmmmmmmm, yeahhhhhhhhh, harrrrrrrderrrrrrr, yeahhhhhhhh, ohhhhhhhhhh"
This lasted for another 10 minutes when she said, "Now I'm going to cum
all over your face you sexy little slut, then I'm going to fuck you with
my strap on dildo."
She lunged harder a few times then pulled out and said, "Turn and look at
me and open your mouth."
I did as I was told and she stroked her big long black snake a few times
and then she was spurting big glops of sticky hot cum all over my face
and in my mouth.
She got her cock and wiped it on my face and spread her hot sticky cum
around, then she slapped my cheeks with it.
Then she pulled her big cock away and looked at me and said, "Don't move,
close your eyes and don't watch me slut."
I closed my eyes and didn't dare look based on the look she gave me.
I heard her go over to her cabinet and pull something out and then walked
back.
She stood behind me in the same way as earlier and then leaned forward
and whispered in my ear, "Now I'm going to rip your ass so wide, nothing
will feel big again, you little slut."
Then I felt huge pressure on my ass again, the pain was greater than
before and she said "Beg me to fuck you with this 12 inch dildo slut. If
you do a good job I will slide it in slowly so it only hurts a little If
you do a bad job and I will force it in so hard it will feel like your
ass is being ripped apart I will keep on fucking you with it until
tomorrow."
I had no choice, I started to beg.
"Ohhhhhh please Miss Cleo fuck me with that massive cock, use my ass like
it is your toy, please slide it deep inside me, and then fuck me hard
with it."
She said, "Good slut, continue."
And then she started to force the massive dildo into my tight ass.
"Mmmmmmm that feels so good, please fuck me with it, spread my ass and
stretch it wide apart, lunge into me with force, bury it until your balls
touch mine and then thrust it in so your big balls slap mine."
Cleo responded, "Very good slut, but don't stop or I will have to lung a
bit."
The pain was intense now as the huge head was spreading my sphincter wide
apart. "Shove that monster deep in my ass, c'mon Miss Cleo slide it in
and out, ram it hard and make me scream with pain."
As she said that the huge head went past my sphincter. It should have
been a relief, but it just made it easier for her to slide it in further.
So she started to go quicker.
"Continue slut or I will have to speed up."
I was starting to struggle with the pain due to the intense stretch my
ass was suffering. Instead of me begging I let out a moan of pain,
"Arrrrrrrggghhhhhhhhhhhh, fuck so big, so big, ohhhhhhhhhhhhh."
"That's not begging," she said and gave a quick thrust with the dildo of
a couple of inches.
"I'm only 7 inches in so far slut; you've got a long way to go so you
better start begging."
"Ohhhhhhhh please Miss Cleo give me the rest, slide the 12 inch monster
in my ass and then fuck me hard with it, give your little slut exactly
what she wants and deserves."
She continued to slide it in until eventually the monster dildo was all
the way inside my ass.
She slowly pulled it out and then slowly slid it in again.
Pulled it out and then in again.
Out and in, out and in until I was no longer groaning in pain and started
moaning in pleasure.
She started to get quicker and quicker until she was pounding me with her
12 inch dildo all the way and her big juicy balls were slapping against
mine and I could hear a slap, slap, slap, slap as her hips pounded my ass
cheeks.
I was just groaning and moaning.
Then she pulled out, ripped of the dildo and shoved her now hard 9 inch
cock in. As she did this she said, "Ohhhh bay, you should see how wide
open your ass is now."
She started to fuck me like crazy, and after the monster that had just
been in there it felt even better than earlier. Her cock just seemed to
slide in and out and the sensations were amazing.
I moaned and groaned more and she said after the last cum baby I can do
this for ages before I cum again so your little ass is going to get
worked like you always wanted.
She stood above me and started to go for it, lunging herself down will
full force. She did this again and again and again and continued for a
good 10 minutes when she pumped me even harder and then said "ohhh yeah
baby, ohhh yeah, ohhh yeahh, ohhh yeahhh I'm gonna cum in your asss"
I felt her bury herself and then her big cock pulsating in my ass as she
shot loads of cum into my ass.
She pulled out with a glop and cum started dribbling down the inside of
my legs.
"Suck me clean you little slut" she said as she lay on her back. "Suck me
clean and make me hard so I can fuck you again - the night is young.
I'll try and do part 2 soon
Lynne
- 21.01.2022
- 9
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