FALLING DOWN THE CORPORATE
LADDER
CHAPTER 1 – MEETING THE BOSS
A few months ago I was laid off from my job in Finance due to the slow economy. After unsuccessful attempts at landing another job, I sent my resume to a recruiting agency. Almost immediately I was called in for an interview. Fortunately for me the agency agreed to represent me. Sherry was my recruiter’s name and she became close as a friend to me over the weeks as she worked diligently to find me a job. A few weeks went by and I was having no luck. With the slow economy there were not many jobs available in my field. My bills were stacking up and I was beginning to get desperate. One day I found myself in Sherry’s office pleading for her help.
As I pleaded to Sherry, I
could see her contemplating something. We sat in silence for a few minutes and
then Sherry quietly stood up from behind her desk, walked over to the door and
shut it. Returning to her seat she
broke the silence. “I know of a job
which you would be perfect for. It is
for a small company that sells adult toys.”
She paused for a few seconds observing my reaction. I just kept a straight face and looked back
with interest. Sherry continued, “Due
to the sensitive nature of the products my agency will not represent this
company. However, I am good friends with
owner and would be willing to arrange for a temporary position for you at the
company while you continue your job search with me. Are you interested in this opportunity?”
Working for an adult toy company
was not exactly my dream job, but I was desperate and I had no problems with it
so I told Sherry that I was interested.
She indicated that she was doing this as a favor for me and that I could
not tell anyone at the agency about the job or she would lose her job. After I agreed to keep quiet she gave me a
few details about the job and then handed me a slip of paper with an
address. She instructed me to go to the
address at 8:30 the following morning.
Graciously I thanked her and headed home happy and a bit nervous.
The information Sherry gave me described
the job as doing analysis and pricing for Adult toy products. I would be working closely with the owner
and Marketing Director to develop strategies for increasing their product
sales. My first day was quite an
experience. In the morning I was introduced
to the owner and the marketing director.
Sharon was the owner and Kate was the Marketing Director. Sharon was tall and slender with a radiant
smile. Kate was a little shorter and
had a serious look about her. Both
women were attractive. I was surprised at their relatively young age. After introductions, Kate took me around the
office and showed me some of their products. I felt a bit awkward as Kate
displayed and talked about the various products. She showed me vibrators, restraints, dildos, and various other
products. Some things I had seen
before, and some items I never knew existed.
I felt very awkward as Kate handled the various toys, but I also began
to get aroused. The way Kate was
handling the toys was very erotic. As I
watched and listened to Kate, I was filled with mixed emotions. I wanted to laugh at the strangeness of the
situation and yet I also felt a bit aroused seeing all these kinky
products. Kate seemed to be enjoying
my awkwardness.
At the end of the day I was in the
owner’s office discussing the company’s current pricing strategy. We were just about to finish up when Kate
came in and asked Sharon to approve a new product to go into the catalog. Kate handed Sharon a folder and Sharon
studied it for a few minutes. Then she
asked to see pictures of the product.
Kate pulled the product out of a bag she was carrying.
From what I could tell it was
some kind of head harness with a ball gag.
Sharon took it from Kate and moved it around in her hands a bit and then
spoke to Kate, “How am I supposed to
know what it looks like when someone is wearing it. I need pictures. Bring me
the pictures Kate.”
Kate’s tone was urgent. “The
pictures were all sent to the printing vendor and we need your approval on this
tonight.”
Sharon looked upset and sternly
replied, “How could you forget to make copies of the pictures? I need to see what it looks like on
somebody. Go get one of the models to
model the product for me.”
“This product is designed
specifically for a man and all our male models are gone for the day.” I could see that Kate was nervous and needed
a way out of her predicament. She
glanced over and me and then offered a suggestion. “We could have Joe model it
for you.”
My heart skipped a beat when she
said this. I was not prepared to model
anything, let alone a leather harness. Before I could say anything Sharon
turned to me and said, “That’s a great idea.
Joe, do you mind? It would be a big help to us.”
I was unsure what to say. I thought about how Sherry went out on a
limb to help me get this job. I wanted
to make a great first impression for her.
Kate was already walking toward me with the harness in her hands when I
shyly mumbled the words “O.K.” Kate
told me stand up and relax. She pulled
the harness over my head and started buckling the straps. A wide strap wrapped tightly around my
forehead. Another strap went down the
side of my face, under my chin and back up the other side of my face, and
finally another strap wrapped tightly around my chin and behind my head. There were four straps that dangled loosely
down by my neck. I remained quiet and
still as Kate buckled the harness. She
pulled firmly on the straps causing the harness to tighten around my head. When she was finished she asked how it felt.
I indicated that it felt tight and restricting. She smiled and said, “That’s the way it should be sweetie. Welcome to the world of bondage.”
There was something very erotic
about the whole situation and the way she looked into my eyes when spoke to me.
I could not explain it, but my cock began to stir in my pants. I was trying my hardest to control the
feelings that were welling up inside of me.
I certainly did not want Kate or Sharon to see my excitement. Kate held up a red ball gag. “Have you ever worn a ball gag before?”
I nodded my head no.
Seductively she looked into my
eyes and playfully said, “you’re in for a real treat today.” Then her tone turned more serious. “Open
your mouth Joe.” I found myself obeying
her without question. With my mouth
open, she deliberately stared into my eyes and slowly pushed the ball gag into
my mouth. It was as if she was savoring
the moment for her own pleasure.
“That’s good,” she whispered as she snapped the straps on the ball gag
to my head harness. With my mouth
blocked I was forced to breath out of my nose.
I sensed that she enjoyed exerting her dominance over me. Her arousal was igniting my own sexual
desires. I could not hold back the
strange feelings that were boiling up inside of me. My cock grew hard underneath my pants and I prayed that by some
miracle it would not be noticed.
Sharon and Kate both walked
around me, admiring the harness. Kate
pulled and tugged on a few of the straps making some adjustments. Sharon gave her approval, “Very nice. It conforms so well to the face….” Sharon pointed to the straps dangling around
my neck. “…What are those straps for?”
“That’s the best part of this
product Sharon. We have a collar and
wrist restraint harness the locks into the head harness. Let me show it to you.”
Kate eagerly pulled another
leather harness out of her bag. It
consisted of a thick collar attached to a long wide leather strap. At the bottom of the strap were some other leather
straps. Kate put the harness down next to me and then began to loosen my tie
and unbutton my shirt. I looked over at
Sharon who ignored the panic in my eyes.
She merely stared back with a devious grin. My heart began pounding hard in my chest. I was sure that my arousal would be
discovered. “Don’t worry Joe, I’m not getting fresh with you,” Kate said
re-assuringly. “I just need to remove
your shirt so that your collar does not get in the way.”
Kate removed my shirt
completely, leaving me standing there in a tank-top t-shirt. She slid the leather collar through the
straps of the head harness and around my neck.
Instead of a snap on collar, there was a buckle at the back of the
collar. Kate pushed the buckle
together, locking the collar around my neck.
As the collar locked tightly around my neck, a feeling of helplessness
began to creep through my body. I was a
bit embarrassed at how I was enjoying the submissive feeling. Every cell in my body was tingling with
anticipation.
A long leather strap went from
the back of the collar down my back and to my waist. Kate moved in front of me and explained that she had to unbuckle
my pants so that she could attach the harness around my waist. With the ball gag in my mouth there was not
much I could do so I just stood there and let her proceed. Quickly she unbuckled my pants and pulled my
zipper down. My cock pushed out from
underneath my boxer shorts and rubbed her hand. My face burned with embarrassment. Kate paused for a few seconds, letting the weight of my cock lay
on her hand. My cock twitched at the
light pressure through my underwear. I
was waiting for some type of harsh remark, but she just continued moving along
without saying a word.
At the bottom of the strap along
my back was a leather belt. Kate
wrapped this belt around my waist.
Without asking, she grabbed my wrists and brought them behind my back
and secured them to the belt at the base of my back. Now I stood in front of Kate and Sharon completely helpless. A ball gag filled my mouth. The gag was attached to the head harness
which was locked to my collar. A long
strap went down my back, connecting the collar to the belt around my
waist. Finally my hands were restrained
to the belt behind my back. I almost
chuckled to myself thinking about how I got into such a strange predicament on
the first day of my job.
Sharon moved to the edge of her
desk and sat down crossing her long shapely legs in front of me. Tan stockings perfectly accented her
well-toned legs. Her short skirt rode
up her thighs revealing garter belt straps and just barely keeping everything
else a mystery. Before I could spend
too much time admiring the site before me, Kate instructed me to slowly turn
around. Since my pants were not
buckled, they fell to my ankles when I turned in a circle. There was no hiding the large bulge in my
underwear. I felt silly, almost a bit
humiliated being put on display for these two women. Despite these feelings, I was highly aroused. My powerless state was unlocking feelings
that I had been hiding deep inside. I
was actually enjoying being bound and gagged.
In fact I was hoping that my captors would start to dominate me.
Kate explained to Sharon that
the buckle on the collar was actually a lock.
The only way to remove any part of the harness was to use a key to
unlock the collar. “It even comes with
a leash,” explained Kate. Kate brought
a leash over and attached it to the collar.
Without warning, she pulled on the leash causing me to stumble. “Come on Joe. Keep up with me,” she commanded. Kate pulled me around the room like I was her personal
slave. She was really enjoying her work
and I was feeling more helpless and powerless.
Sharon was happy with what she
saw. “I love it, “ she exclaimed. “You have my approval. Let’s get it in the catalog tomorrow. Let me get a picture before you leave.”
Sharon returned to her desk to
get a camera. While she was doing this
Kate reached over and grabbed my cock through my underwear. “Looks like you approve of the product too,”
she whispered. “Let’s make sure we capture your true feelings in the
picture.” To my shock and amazement she
reached in through the slit in my boxer shorts and pulled my hard cock through
the opening. She squeezed my exposed cock causing a bit of pre-cum to seep out
of the tip. Her warm firm grasp was
electrifying and I moaned into the gag.
I could not believe this was happening.
I was unsure what to do. Part of
me wanted to run and hide and part of me was so aroused that I did not want the
experience to stop. Of course I was
pretty helpless so I had no choice but to stand there and be photographed.
Sharon took her time with the
pictures. She took several shots of me from different angles. She even instructed me to kneel down on the
ground. Before I could even think about
it, Kate pulled down on my leash forcing me to get into a kneeling
position.
When Sharon was done, she signed
off on the paperwork and thanked me for my time. Kate took the paperwork and then looked over at me with a
sinister grin. “Joe, you’re gonna have to come with me buddy. I left the key in my office.” She then grabbed the leash and led me out of
Sharon’s office. I thought I heard Sharon
chuckle as I was forced to follow Kate.
Immediately I became panicked.
The thought of other people seeing me being led through the office
half-naked scared me. Kate noticed my
hesitation and commented, “Don’t worry Joe.
Everybody went home for the day.”
Kate pulled hard on my leash and briskly led me through the building. It
was hard for me to keep up with my pants wrapped around my ankles, but I
managed. When we got to her office she
stood me in the middle of the room and looked me up and down. She then reached down and grabbed my cock. “I see you enjoyed being my little
slave. I bet you were hoping that
Sharon and I would make you be our little slut…” Kate pulled my cock out from
my boxer shorts and was slowly stroking it.
“… I could see the lust in your eyes.
I can tell that you want to be dominated. You want to worship me.
You want me to order you around like the wimpy man that you are.”
My mind was reeling with
emotions. It was as if Kate was inside
of me and knew all my thoughts. I
wanted her so bad. I wanted to please
her, I wanted to lick her pussy and make her scream with orgasms. “Get down on you knees slave,” she
ordered. I was not used to this type of
role playing. Her harsh commanding tone
startled me and I stood there for a moment.
She screamed a second time, “Get down on your knees slave!”
This time I obeyed and I fell to
the floor. “Very good Joe. I’ve been wanting a slave for quite some
time now.” Kate leaned down and
released my wrists. “The key is in my
top desk drawer. I’ll see you
tomorrow.”
Kate left the room leaving me
stunned and confused. I hobbled over to
her desk and found the key. It took me
about 10 minutes to free myself from the harness. I did not have the nerve to
return to Sharon’s office to get my shirt, so I just pulled my pants up and
headed home in my t-shirt. I was unsure
what to expect the next day, but that I night masturbated several times
thinking about being dominated by Kate.
CHAPTER 2 – SUBMITING TO THE
BOSS
When I returned to work the next
morning I was surprised to see my shirt from the previous day, cleaned and
pressed on a hanger next to my desk.
Attached to the shirt was a note from Sharon that read
Thanks
for helping us out last night. I’m sure
you’ll fit in
well
here. Keep up the good work!
I was thrilled after reading the
note. Obviously I had made a great
impression the first day. This made me
want to please them even more. During
the day it was business as usual with Sharon and Kate. Aside from the note, they acted as if
nothing happened the night before.
However things changed at the end of the day. As I was straightening up my desk, getting ready to leave for the
day Kate called me on the phone. Her
voice was stern and commanding “I need to see you in my office. Please stop in the cafeteria and get me a
soft pretzel and a coke before coming in.
Hurry up, the cafeteria closes in five minutes!”
Kate hung up without waiting for
a response from me. At first I was
offended at her condescending attitude.
I felt like calling her back and telling her to get her own damn pretzel. However, I just shook it off and hustled
down to the cafeteria and then up to her office. When I entered her office, she was sitting in a chair with her
back turned toward me. I placed the
pretzel and soda on her desk and sat down on the chair in front of her
desk. Kate swiveled around in her chair
and faced me. Immediately she looked at
me with disapproval.
“Did I tell you to sit down,”
she barked. “Stand –up and go shut the door!”
I stood up and started to
apologize but she cut me off, “Did I tell you to speak slave? Do not speak unless instructed, is that
understood?”
Silently I closed the door and
turned toward her. I was not sure what
to say but was happy that our role playing was starting up again. She continued her verbal assault on me. “I
asked you a question slave! I’ll assume
you are too stupid to answer it so don’t say anything.” She stood up from her desk and walked toward
me. I just stood there frozen like a
scared child. The only part of me that
was moving was my cock. It was growing
hard in my pants.
Kate slowly circled me. She spoke with confidence and a bit of
cockiness. “You don’t know what you want, but I do. I know what’s best for you.
You need to be taught . . . to be trained. You need to be told what to do.
You need a mistress to worship and obey.” Her words were hitting me fast.
I found myself feeling more and more submissive as she spoke. “You will be my slave and you will obey my
every command with out question. From
now on you live to please me. Your main
purpose in life is to bring me pleasure.”
By now my cock was rock hard and
throbbing in my pants. I just wanted to
rip down my pants, lift up her skirt and fuck her right there in the
office. Kate knew how to unleash kinky
desires in me. I did not want to
disappoint her. I wanted to obey her
because I knew she could teach me new pleasures.
Kate stood in front of me and
began to unbutton my shirt. Her voice
became softer as she undressed me. “I’ve been in need of a slave for sometime
now and I think you’ll be a perfect boy-toy.
I will use you as I please. My
pleasure will be your reward.” Kate
removed my shirt and began unbuckling my pants. “You will also learn the proper
way to please a woman. I will teach you
the right way to eat pussy. I will
teach you how to bring a woman to multiple orgasms.” My pants were now off and Kate pulled my underwear down. She grabbed my cock and licked the tip with
her tongue. I flinched at the
sensation. She looked up at me and then
took my whole cock in her mouth. Her
hands massaged my balls and shaft as she slowly sucked up and down the length
of my cock. My knees began to buckle
and I started to moan with pleasure.
After a few minutes of this she
stopped and walked over to the side of her desk. She popped out a round piece of wood from the side of her
desk. “You must learn how to fuck a
girl properly before you can fuck me.
Put your cock in the hole, “ she ordered. I moved to the side of her desk.
The hole seemed small and I was not sure if my hard cock would fit
through it, but I was afraid to say anything.
I bent down slightly and pushed my cock into the hole. I was pleasantly surprised at the
sensation. The edge of the hole was
made of rubber, which expanded and conformed to the sized of my prick. I don’t know what was on the other side of the
hole but it was tight and wet, just like a pussy. My immediate reaction was to pull back and enjoy the tight,
smooth friction along my cock.
Kate let out a laugh at my
reaction. Sarcastically she asked,
“Surprised Joe? Let’s not forget we
work for an Adult toy company. There
are lots of little surprises like this around the office. Don’t worry you’ll get to see them
all.” Kate pulled a rubber cord out
from the desk and connected the ends of the cord to hooks that were on both
side of me. The cord went across the
back of my ass and forced me to push my cock back into the hole. I moaned at the wonderful sensation. My first training class was about to begin. Kate started to instruct me.
“Push in and hold for three
seconds, pull out, and repeat. Do not
cum with out my permission,” she scolded.
I followed her orders. The pressure and wetness on my cock felt
incredible each time I pushed in. I
could feel my cock twitch each time I counted to three. Kate continued to coach
me. “That’s right nice and slow.
Doesn’t that feel good Joe?”
“uhh, yesss, “ I grunted, “It
feels incredible.”
“The slow fuck can drive a woman
crazy. You need to take your time and
stay in control. Flex your PC muscle
when you’re inside.”
On my next thrust I concentrated
and flexed my PC muscle. My cock
twitched upward and a hot sensation shot through my cock and up and down my
spine. After a few thrusts I could feel
an orgasm coming. “I think I’m going to
cum mistress,” I cried.
Calmly she replied, “yes
slave. It feels good doesn’t it. Your
cock loves that hot warm feeling.
Flexing that hard cock inside a cunt drives a woman crazy. You cannot cum until she does. You must pleasure the pussy first. Give me a
few more thrusts slave.”
Her dirty talk was making me even
more excited. I was trying my hardest
to hold back. Kate began to get excited
watching me. She started yelling at me
“Ohh you slut. Fuck that hole. You’re a fucking pervert, fucking the hole
in the side of my desk. Harder slut,
harder! Fill it with your cum you
whore. Ohh-yeah! Fuck that wood.”
That’s all I needed to
hear. I leaned forward grabbed the
sides of the desk and began to fuck the hole harder. The muscles in my arms and chest tightened as I used all my strength
to fuck her desk. Sweat was dripping
off my forehead. Finally my cock
swelled and exploded into the hole. I
fucked so hard that sweat poured all over my body. I could not believe I just fucked a hole in a desk and had one of
my best orgasms ever.
I could not move away from the
desk because of the rubber strap that was around my ass. I had to stand there heaving for air with my
cock resting in the hole. Kate came up
behind me and pressed her body along my back.
She must have undressed while I was in the middle of my orgasm because I
could feel her warm naked body as she hugged me from behind. Her hands lightly massaged my chest as she
whispered in my ear, “Mistress likes to feel your cock in her pussy after she
has an orgasm. Do not pull out unless
you have permission.” Kate’s fingers
moved up to my nipples and she grabbed both of them and quickly pinched them
hard. The sensation was amazing. There was a quick burning feeling which shot
through my whole body. It felt like a surge of energy went straight from my
nipples to my cock. My cock started
growing hard again.
Kate moved away from me and I
watched her walk over to a closet on the other side of the room. It was the first time that I got a good
glimpse of her body. She was still wearing
a pair of pink silk panties. The thong
panties complimented her firm round ass.
I could tell the she worked out.
Her stomach was flat and her legs and arms were slightly muscular. Her tits were nice and firm too; probably a
c-cup. My admiration of her quickly
turned to fear when she pulled a leather riding crop out from the closet. Walking back Kate playfully slapped the crop
in her hand a few times. “We have a few
punishments to take care of here slave,” she said with an evil smile.
“What do you mean? I didn’t know I did anything wrong, “ I
cried.
“Ohh you’ll learn slave. You’ll learn quickly.” When she got behind me she slapped the
riding crop hard across my ass. I
jumped at the sudden pain. “That’s for talking without my permission.” She slapped me again. “That’s for sitting
down without my permission.”
SLAP! “That’s for hesitating
when I tell you to do something”
SLAP! “That’s for not putting
mustard on my pretzel!”
SLAP! “That’s because you got me
coke. I like Diet Coke!”
Each time she slapped me with
the riding crop it forced my cock to be pushed deeper into the hole. The combination of pain and pleasure was
driving me crazy. By the time she was
done my ass was red and my cock was hard.
I was actually enjoying being punished and humiliated by Kate. When she was done, she lightly rubbed the
leather crop underneath my balls. The
cool light touch of the leather was a pleasant feeling after the hard
whipping. I couldn’t help but start to
fuck the hole again. Kate continued to
massage my balls and ordered me to cum again.
Quickly I unloaded another sea of cum into the hole.
“You have pleased me very well
slave,” expressed Kate. “Here is your
reward tonight.” Kate held her panties
in front of my face. They were so
small, so cute and delicate. Kate pulled
the panties open so that crotch was facing me. She pushed them up to my nose
and said, “Smell how excited you made me slave. Take a deep breath.”
I inhaled deeply and her pungent
naughty scent filled my nostrils and excited me. “Taste my excitement,” she said proudly while holding the wet
crotch in front of my mouth. I stuck my
tongue out and licked up and down the length of the crotch, tasting her lovely
juices. I couldn’t wait to dive into
her pussy and lick it up. “mmmm, you
are a slut,” she said. “That’s just a
taste of what you will soon have. You
need some more training before you can have my pussy.”
I was disappointed to hear her
say this. Kate unbuckled the rubber
strap and freed me from the desk. I
pulled my cock from the hole. Kate was
happy to see that I was still hard. She told me to get dressed. After we were dressed, Kate handed me a box
wrapped in red paper. She told me to
open it when I got home.
CHAPTER 3 THE TRAINING BEGINS
When I left the office, I sped
home eager to open the present and find out what was inside. I went into my apartment and immediately
unwrapped the gift. Inside was a long
thin butt plug. I never used one before
but Kate had showed me one during my orientation. A note was in the box from Kate.
The note read:
Insert
this plug into your ass before going to bed tonight. You
are to wear this plug all night and also to work
tomorrow.
-Mistress
Kate
Although the plug was thin, it
still looked big to me. I didn’t think
it would go in easy. I put the plug
down and went and made myself dinner.
All night I kept pondering whether or not to do as Kate instructed. I never put anything up my ass before, and I
wasn’t sure if I ever wanted to. I
thought about not using it until I went to work the next morning. By the time I was ready to go to sleep I
talked myself into doing it. I was
afraid that somehow Kate would know if I didn’t wear it all night. I also reasoned that so far I enjoyed
everything that had happened to me so this couldn’t be too bad.
Before I even picked the anal
plug up, I had a boner. I became so
horny just thinking about putting it in my ass. I couldn’t understand why.
I guess the thought of doing something so dirty and kinky was
arousing. I covered the entire plug with
lubricant. Then I got on my hands and
knees in my bed and reached around and slowly pushed the tip of the plug into
my asshole. The cold lubricant felt
good against my warm skin. The initial
sensation of the plug hitting the rim around my ass was amazing. I enjoyed it so much that I spent a few
minutes pushing just the tip of the plug in and out of my asshole. I couldn’t believe how good it felt. My cock was hard and dripping with
pre-cum. Finally I got up the nerve to
push the plug all the way in. It
stretched my asshole and made me shudder.
At first it hurt a bit, but as my body adjusted to it, it felt good.
With the plug in my ass I began
to masturbate and dry-hump the bed. I
had to keep one hand over my ass to keep the plug from sliding out. All these new sensations caused me to cum
all over my stomach and bed sheets after only a few strokes. I was so exhausted that I fell asleep right
afterwards laying in my own sticky cum.
When I arrived at work the next
day there was a voice mail from Kate instructing me to get a coffee and donut
from the cafeteria and bring it to her right away. I resented her treating me like this, but I obeyed. I brought the coffee and donut into her
office and put it on her desk. I waited
quietly for a few seconds, expecting her to ask me about the butt plug. I was so proud that I wore all night and
that I was still wearing it. My cock
was growing hard in anticipation.
However, Kate just looked up at me and said, “That will be all for
now.” Then she looked right back at
work as if I wasn’t even there.
Disappointed I walked back to my desk.
Later in the morning Kate dropped off some letters and memos for me to
type. I thought this was a bit unusual
since I was hired to do analysis work but I did as I was told. At the end of the day Kate stopped by,
dropped off a note and left for the day.
The note instructed me to continue wearing the plug at night and at work
until otherwise instructed.
I followed her instructions
through the rest of the week. The first
day I took the plug out when I got home and then put it in at night. By the second day I was so used to it, I
just decided to keep it in all day.
Both Kate and Sharon kept minimal contact with me throughout the
week. When they did talk to me it was
all business related. Despite this
fact, I still went around all day with a hard-on. Having the butt plug in my ass along with fantasizing and
day-dreaming about what was going to happen to me, kept me aroused and horny
all day.
I also noticed that the work
they were giving me was more administrative than analytical. I was asked to type letters, make travel
arrangements and set up appointments.
Sharon even started asking me to get her coffee in the morning. I was starting to get annoyed at this
treatment. When Friday rolled around I
was ready to complain. Kate called me
into her office at noon and I was going to give her a piece of mind. Kate was waiting for me and with force she
said, “Shut the door, take all your clothes off and get down on your knees
slave!”
Suddenly everything that I was
going to say popped out of my mind. My
anger turned to excitement. I was
finally going to be able to please my mistress. I was ready to give up control.
In less then two minutes I was kneeling in front of my mistress naked
and with a hard cock. “Get on your
hands and knees dog,” she ordered.
Quickly I got on all fours. She walked behind me and put her hand on my
ass, applying pressure to the butt plug.
I moaned at the welcome sensation.
“Very good slave. Have you been
wearing this as I instructed,” she inquired.
“Yes mistress. I wear it all day.” I added.
“All day? You are becoming quite a slut. You must really like my present slave.”
“Yes. It feels good.”
“Well then I think you’re ready
for my next present,” Kate said as she walked over to her desk. I could not wait to see what the next
present was. My cock was hot and
pulsing at the excitement. My eyes
widened with disbelief when she pulled out a much larger butt plug. I was sure
that my ass couldn’t handle this one.
Kate could see the fear in my eyes.
“Don’t worry slave, It’s not as
bad as it looks,” she said reassuringly.
She held it in front of my face so I could take in the size. My fear was exciting her. I watched as she slowly lubricated the
plug. Watching her delicate hands slide
up and down the plug was actually arousing me.
I was a little scared, but the thought of her forcing the plug up my ass
excited me.
Kate walked behind me and pulled
the smaller plug out of my ass. Looking
at my ass she commented, “ahh, very nice.
This shouldn’t be too bad.
You’ll be ready for me in no time slut.”
I wasn’t sure what she meant and
I didn’t have much time to think about it because Kate quickly and roughly
pushed the plug into my ass. I grunted
with pain at the sudden intrusion. Kate
laughed at my predicament. She then
ordered me to stand up. I squeezed my
ass cheeks as I stood up, trying to keep the butt plug from sliding out. The bigger plug was a bit uncomfortable but
I was excited at the opportunity to please my mistress. Kate grabbed my cock and led me over to the
side of her desk. She directed my cock
into the hole that I fucked earlier in the week and she ordered me to fuck the
hole. I started off slow, just like she
taught me. The tightness around my cock
was like heaven and the pressure in my ass was adding to the glory. I had to put one hand behind me to keep the
butt plug from sliding out.
“Very good you worthless slut,”
she hissed. “How many times did you masturbate this week slut,” asked Kate.
Her question embarrassed
me. I did not want to admit that I
masturbated so I lied. “I did not masturbate Mistress.”
A hard slap hit my ass and I
jumped at the sudden sensation from her whip.
“Liar,” screamed Kate. “You’re a
man and all men are perverts. You have
no will power. You jerk-off if the wind
blows the right way because you can’t control your puny dicks.” Kate grabbed a fist full of my hair and
pulled my head back. Her eyes stared
into my eyes with a powerful look.
“Now. Don’t lie to me again
pig. How many times did you masturbate
this week?”
“Five times Mistress,” I cried.
“Five times, and do you normally
masturbate five times within a few days,” she questioned.
“No Mistress.”
“Then why this week? It’s because you are a slut and you like
having you ass filled, isn’t that right.
You like worshipping me,” Kate implied.
Her words were exciting me even
more. I was still fucking her desk
trying to hold back my orgasm. I could
feel my balls getting tighter with excitement.
I knew what she wanted to hear and I wanted to please Kate so I fed off
her desires. “Yes. Mistress I am a slut and I want to worship you. I want obey you and please you.”
I was not sure if Mistress Kate
was pleased with my response. I was
waiting for another slap across my ass.
Instead she reached down and pushed the butt plug deep into my ass. “Cum for me now slut,” She ordered. The sensation in my ass and her command sent
me over the edge. Kate continued to
apply pressure to the butt plug and she humiliated me as I emptied my cum into
her desk. “What a pervert. Fucking a desk with a cock up your ass. You male slut. Do you like this slut?”
“Ohhh yesss,” I moaned. It feels great.”
“Of course you like it
slut. All men desire to be fucked up
the ass by a supreme woman. I’m looking
forward to taking your virgin ass. Once
I fuck you up the ass you’ll know the true meaning of obedience and
domination.”
Her humiliating words were
adding to my need for submissiveness. I found myself wanting to surrender
completely to her. “Please fuck me up
the ass,” I begged.
“You’d like that you little
slut. You want to feel my hard cock up
your ass. You want to be fucked like a
sissy boy, don’t you,” mocked Kate.
I continued to beg, “yes, please
fuck me, please!”
Kate’s voice turned soft and
sensual, “Such a good little sissy. My
pussy is dripping wet watching you beg like a needy whore.” She reached under her skirt and pulled off a
pair of purple silk panties which she was wearing. By now I had emptied my load into the fuck hole in the desk but
my cock was still hard with arousal.
Kate pulled me away from the desk and lightly massaged my cock with her
moist silk panties. The soft silk felt
unbelievable on my sensitive cock. She
skillfully moved the panties along my shaft and under my balls, sending waves
of pleasure throughout my body.
“Feels good, doesn’t it,” she
purred. “I bet my panties will feel great all around your cock.” Kate moved the panties down to my feet and
lifted my right foot so that I could step into them. She pulled the panties up my legs as far as they would go. The panties were so small that they barely
covered my balls. My hard cock bulged
out obscenely from the panties which seemed to please Kate.
Kate stood back and admired my
new look,“Oh sweetie they look so sexy on you.” I felt silly, but Kate’s words comforted me a bit. I could tell that she was excited watching me
in her panties and this excited me even more.
Kate began to kiss my neck and
then her lips moved down to my nipples.
This was the first time she kissed me since we met. She was getting really hot and aroused. Kate slid the nail of her index finger along
the underside of the panties, tickling my balls and cock. The sensation through the silk panties
caused me to moan. She continued
teasing my cock and balls until pre cum started seeping out the tip of my
cock. Then she leaned down and licked
the cum off and sucked just the tip of my cock. While she was licking my cock head she grabbed my rod through the
silk panties with two fingers and began stroking it. I felt another orgasm building up and I started to buck my hips
trying to force my cock deep into her mouth. Kate managed to keep just the tip
of my cock in her mouth and when I was ready to explode she let go of my cock
and moved away denying me the pleasure of an orgasm.
Kate abruptly looked at her
watch and said, “well lunch time is over slave. I have some mail that I need you to sort. Get dressed and get started.”
Since Kate had ended my session,
I thought it would be a good time to talk about my work. “Kate, may I ask you a question about my
work,” I meekly asked.
“Sure go ahead.”
“Lately it seems that Sharon and
you have been giving me a lot of administrative work. I was wondering when I would get to do more analysis.”
Kate seemed annoyed. “What’s the
matter with administrative work. It’s
pretty easy isn’t it? Hasn’t it been
relaxing and stress free for you for the past few days?”
“Well, yes.. I guess,” I stuttered.
“See it’s not so bad. You’ll learn to like it. Let the women around here do the complex
stuff. We work hard and it’s nice for
us to have a man take care of all the little things.”
Her remark was
condescending. I wasn’t sure how to
respond. I guess I was still in my
submissive state of mind because I stood there speechless. Kate took advantage of my silence, “I’m glad
you brought the subject up Joe. I want you to move out of your office and into
the desk outside my office. This will
make it easier for you to take my calls and do my administrative work.”
Finally I came to my senses.
“But I wasn’t hired to be a secretary,” I pleaded.
“That doesn’t matter now,” she
said sweetly. “I need you to always be focused on pleasing me. We both know that you want to please
me. Haven’t you learned that women are
supreme to men? We know that you are
sissy boy and like to be told what to do, isn’t that right honey?”
“uhh, yes,” I quietly murmured.
“Look Joe. If you don’t like it then you can leave
now. Forget the job and forget me. Just walk out that door and don’t come
back.. . .but I don’t think that’s what you want. So if you want to stay, if you want to continue to be my slave
and worship me, then get dressed and move your stuff.”
She was right. I didn’t want it to end. I was crazy about submitting to Kate. I didn’t want to lose her. I started to pull the panties off but Kate
stopped me. “ah-ah Joe.. Leave the panties on sweetie. As part of you new job, I want you to always
wear panties as a reminder that you are my sissy boy.”
Reluctantly I pulled the panties
backup and got dressed. I started to
leave but then stopped when Kate told me that my training would continue after
work. I started to panic because I had
a date after work. I wasn’t sure how to
get out of this predicament. I was
afraid to tell Kate and I didn’t want to break the date. Kate saw me standing in the doorway
thinking.
“Something the matter,” she said
irritated.
I just came out and said it,
“Uh. Mistress, I have a date tonight.”
Tensely I waited for her
reaction, expecting the worst. To my
surprise she was nonchalant about it.
“A date. Hmmm. It might be good practice for you. What time is your date?”
“6:30.”
“Good. Write down all the details for me. I want to know her name, where you are going, and what time. Get that to me in five minutes and then I
want you to come to my office at 5:00 for a pre-date preparation. Now go,” she
ordered.
I scurried out of her office,
wrote all the details down and gave them to her. I spent the rest of the day moving from my big office into the
small desk outside Kate’s office. When
Sharon walked by later in the afternoon, I felt embarrassed and I wanted to
hide underneath the desk. If she asked what I was doing outside of Kate’s
office, I wouldn’t know what to say.
However, Sharon acted as if everything was normal. She cheerfully walked up to me, gave me a
few letters to type, and asked me to get her a hot cup of coffee. Of course, I did as I was told. I brought the coffee in and said, “Hi
Sharon. Here is the coffee that you
asked for.”
Sharon took the coffee with out
returning my greeting. She simply
looked at me and said, “Joe, I am you superior. You need to address me as m’am.
Is that understood?”
“Ahh, yes ma’am” I obediently
replied.
“Come over here. You need to freshen up a bit.” My hair and clothes were disheveled from my
session with Kate. Feeling a little
embarrassed, I walked over to Sharon.
Sharon moved her chair away from the desk. She spread her legs open and ordered me to sit down her
knee. By now, this type of request did
not surprise me. It was a bit awkward
but I managed to sit down on her knee.
Sharon pulled a pink brush from her purse and began brushing my
hair. She gently pulled and brushed my
hair, talking to me like I was a little girl. “Ah yes. What beautiful hair you have. So soft and nice.”
My heart was pounding in my
chest and my cock was stirring in my pants.
The situation was so strange, yet my cock was quickly growing in my
pants. It didn’t take long for Sharon
to notice. She reached around and
groped my cock through my pants.
“What a naughty boy,” she
playfully scolded. “Kate said you were
progressing well. I don’t think she
realizes how naughty and perverted you are.
Look at this nasty boner you have.
You need to be punished with a good spanking”
Kate made me get up and lay
across her knees with my butt in the air like a little boy being punished. I felt very silly and humiliated in this
position. She turned the hairbrush
over and spanked me with it. Her
strokes were quick and even but not too hard.
I was getting aroused from her spanking. After a few hits she said, “well I can see that you are enjoying
this. You like being spanked over my
knee like a bad little schoolboy don’t you?
Let’s turn this up a notch shall we?
Pull down your pants.”
I became even more embarrassed
when I stood up and pulled down my pants revealing my purple panties. Sharon
played right along with my humiliation.
“Kate was right you are a sissy
boy. Look at those pretty panties. They do look so sweet on you. Pull them down a little so I can feel your warm
cock on my legs.”
I did as I was told and then I
laid across her knees again. Sharon began to spank my bare ass. Sharon was
wearing a skirt so each time she spanked me, my cock rubbed against her warm
bare legs. Each time she hit me, the
plug jiggled in my ass. I was getting
extremely aroused.
Sharon was getting excited
to. She told me how much of a sissy
slut that I was and that I needed a good spanking. Her firm spanking was turning my ass cheeks red. Just when my ass cheeks were starting to get
sore, she stopped spanking me and gently caressed my ass with her soft
hands. Her silky touch was soothing on
my hot flesh. Her fingers lightly
traced my ass and moved down my crack causing me to flinch at the tickling
pleasure. Her fingers lingered around
the base of the butt plug in my ass.
She jiggled it and pressed on it, teasing my insides. My cock grew harder and was twitching with
excitement. Pre-cum oozed out and
covered her nylon legs. For a moment I
was selfish. I closed my eyes and reveled
in the pleasure. I squeezed my ass
cheeks and began humping Sharon’s legs. I did not want the sensation running through
my body to stop.
Sharon’s voice brought me out of
my trance, “Look at you, humping my legs like a dog. Get up slut.” She pushed
me off her knees and I fell to the floor. I got to my knees and went to stand
up but Sharon grabbed my hair and pushed my face toward the inside of her thigh
so that I was staring at my sticky pre-cum.
“Look at the mess you made on my stockings dog-boy. Clean it up now,” she ordered. Without
hesitation I stuck out my tongue and began to lick my cum off her leg. Sharon was enjoying my tongue on her
leg. She forced my head farther up her
thigh so that my head was under her skirt. The smell of her excited pussy
engulfed me and fueled my desire to please her. My tongue lapped at her inner thigh, tasting the hot juices seeping
out from her panties. I instinctively
moved my head between her legs and dug my nose into the center of her panties.
Her legs clenched around my head and she moaned at the pleasure. In the
darkness of her skirt I slid my tongue over her panties, feeling her lips
through the thin fabric. My tongue
snaked into the side of her panties brushing across her hot tender flesh. She moaned again and spread her legs wide
for me and I used one of my hands to move her panties to the side. Her pussy lips were swollen and wet and
wanting my tongue. I buried my face
deep in her pussy and sucked in her juices.
My tongue flickered in out of her hole like a snake gone crazy. I could sense her orgasm coming. I pushed deeper into her pussy inhaling her
climax. She rode my face long and hard
squeezing out every bit of orgasm left within her.
When I finally retreated from
under her skirt, I sat back on my knees.
My cock was hard and twitching, in need of some attention. Sharon instructed me to stand up. When I stood up my purple panties were
stretched between my thighs. Sharon
walked over and pulled them up to my waist, covering my cock in the soft
silk. She started to massage my cock
through the panties. Soon the front of
the panties became soaked with my precum.
She brought me to the edge and then stopped. “I believe you have work to do slave,” she whispered and walked
away. Frustrated I finished getting
dressed. I started to leave but Sharon
called me to her desk. “Come here
sissy-boy. I haven’t finished
freshening you up.” I walked over to
her and she pulled out a small bottle of perfume. She put some on her finger and gently slid her finger down each
of my cheeks, coating my face in the feminine scent. “Ahh, now you smell lovely dear,” she said happily. I turned and headed back to my desk, feeling
a bit humiliated.
Despite my humiliation, I had a
hard time concentrating on my work the rest of the day because I was so
horny. I couldn’t keep my mind off of
the days events. I thought about how Kate
had sucked and played with my cock earlier.
Sure she made me wear panties, but their soft smooth material felt great
against my cock. Not to mention our
deep passionate kiss in her office was mind blowing. Fucking Kate’s desk in front of her was a bit degrading but it
felt incredible. I was actually looking
forward to doing it again. My thoughts
also drifted back to the recent events in Sharon’s office. Licking her delicious pussy was
exciting. Sharon and Kate were both
sexy and beautiful. I felt incredibly
lucky to be able to please these two goddesses. The pleasure and enjoyment they brought me was well worth the
humiliation of wearing panties and perfume.
Thinking about the day’s events
kept me in a state of arousal. My cock
desperately needed attention. I thought
about going into the restroom and masturbating, but was afraid that somehow
Sharon or Kate would find out and punish me.
Finally 5:00 rolled around and I went into Kate’s office for my pre-date
briefing.
As soon as I walked into Kate’s
office she started barking orders to me. “Shut the door! Take your clothes off! Get on your knees! Hands behind your head! Eyes down! Now!” She was all business. In less than two minutes I was kneeling
before her, naked and with my hand behind my head, staring at her toes. She read the details of my date out
loud. “Let’s see. Your girlfriends name is Kim. You will be taking Kim to dinner at 6:00 and
the movies at 7:30. What happens after
the movie?”
“I don’t know. I guess we’ll hang out at my place for a
little while.”
“You guess,” Kate asked
sarcastically and then answered her own question, “No slave. You will take her to your place after the
movie and you will fuck her just like you fucked my desk. Nice and slow. Is that understood?”
I nodded my head yes and she
continued, “You will follow your schedule exactly as you have it written. You will wear your butt plug to dinner. When you are about to leave the restaurant
you will excuse yourself, got to the bathroom and remove the plug. You will take her to the movies and then you
will take her back to your place afterwards, Understood?”
Quietly I nodded my head
indicating that I understood.
“Great! Now hurry home and get cleaned up for your
date. Leave your panties here. I don’t
think your girlfriend is ready to see you as the real sissy that you are.”
I was grateful for Kate’s
understanding. I was beginning to
wonder how I could hide the panties from Kim.
Quickly I dressed and headed home.
By the time I got home it was 5:30.
I took a quick shower, dressed and headed out to pick up Kim.
CHAPTER 4 –THE DATE
When I pulled up to Kim’s house
she was waiting for me outside. She
hopped in my car and the sweet fresh aroma of her perfume instantly filled my
car. Her dark frilly hair hung down
loosely around her head. The small
black purse in her delicate hands matched her low cut blouse. Kim was a perfectionist when it came to
fashion and looks. Her nails were
manicured, her eyebrows perfect and her make-up was carefully applied in all
the right places. Her belt, purse, earrings, and heeled boots all complemented
each other perfectly. She even knew how
to tease with style. Her blouse clung
to her small firm breasts in a manner that was provocative yet classy. A hint of cleavage was exposed, leaving me
wanting to see more. Her dressy cotton
pants accented her round ass nicely. As
I drove off towards the restaurant she leaned over and greeted me with a nice
soft kiss on the cheek.
Dinner went well. I told Kim about my new job and she seemed
excited for me. Naturally I left out
all the strange session that I had with Kate and Sharon; and I led her to
believe that I was still doing analysis work.
Kim seemed fascinated with the idea of me working for an adult toy
company. We even joked a bit about me
being able to get some free toys to try at home. By the end of dinner I think Kim was seriously looking forward to
me bringing home some toys to play with.
I even sensed that she was becoming aroused by our conversation. If Kate hadn’t instructed me to follow the
night schedule, I probably would have taken Kim home right after dinner for a
little private dessert.
When the waiter dropped the bill
off at our table, I left my credit card and excused myself from the table. I headed down the hallway which led to the
bathrooms. My heart nervously pounded
in my chest when I turned the corner to the bathrooms. Standing at the Men’s room was Kate with a
devilish smile on her face.
Kate grabbed my hand and pulled
me toward an exit at the end of the hallway. “Follow me handsome. We don’t have much time.” Kate rushed me outside and into the back of
a blue van in the parking lot. A small
bed filled the back of the dark van.
Sharon’s long body covered the bed.
Kate clicked on a soft red light which illuminated Sharon’s naked
body. Her nipples were hard and her
pussy was puffed out and exposed. The
van smelled of sex. I could only
imagine what Kate and Sharon were doing before my arrival.
Kate pushed my head towards
Sharon’s pussy and began spitting out orders, “lick that hot pussy! You have 5 minutes to bring Sharon to a
climax.”
My tongue darted into the pussy
that I dreamed about all afternoon. It was already moist with excitement. As I licked, Kate instructed me on what to
do. “Lick the outside of her lips….use the back of your tongue….find her clit….
Suck on it….. that’s right pussy boy suck it.”
I tried my best to keep up with
her orders. Sharon was writhing around
and bucking her hips. The whole van began to shake. Kate moved toward Sharon’s
tits and began sucking on her nipples.
Within minutes Sharon was screaming in orgasm and her warm juices
covered my face.
As soon as she finished with her
orgasm Kate ordered me to remove my butt plug and get back to my date. As I was doing this she said, “Do not wash
Sharon’s juices off your face. I want
you take Kim out of the restaurant and when you get in front of our van, I want
you to stop and give her a deep long tongue kiss so that she can taste another
woman’s pussy.”
“Yes, ma’am,” I replied and
hurried back into the restaurant. I
finished paying the check and brought Kim outside. When we got in front of the van I turned and kissed Kim. Since she was hot and horny from our dinner
conversation she did not hesitate to return my kiss. Our tongues darted in and out of each other mouths. She traced her tongue along my lips, unaware
that she was tasting the juices from a woman’s pussy. The thought of her doing this drove me wild. I pulled her tight against my body, forcing
my erections to rub against her crotch.
We passionately kissed in the parking lot for a few long seconds. Finally we managed to pull ourselves apart.
“We better get going,” I said
trying to keep on schedule.
“Yeah,” she said between heavy
breaths. As we started to walk away she commented,” your dinner must have been
great. I could taste the sauce on your
lips and it was delicious!”
I laughed to myself knowing that
Sharon and Kate heard the comment and would be pleased. At the movies Kim and I found a nice quiet
row to sit in on the side of the theater.
After we picked our seats, Kim sat down and I went to get popcorn and
soda. When I returned I was half
surprised to see Sharon and Kate sitting in the same row. Kate was sitting next to my seat. Both girls looked up at me with their
devilish smirks when I walked in front of them. My cock stirred in pants in anticipation of what was going to
happen.
I sat down without visibly
acknowledging their presence. Kim and I
talked and ate our popcorn. At first,
Sharon and Kate kept to themselves. I
began to relax, thinking that they only wanted to ease drop. Then about 45 minutes into the movie I
noticed Kate
dropping some of her popcorn
into my popcorn bucket. I couldn’t
understand why she was doing this. Then
I realized that both her and Sharon were discreetly reaching under their
skirts. They were adding their own
sauce to the popcorn by rubbing the popcorn in their pussies. When it dawned on me that Kim and I had been
eating popcorn covered in pussy juice, my cock sprang to life. The thought of Kim and myself eating popcorn
coated with Sharon and Kate’s pussy juices drove me wild.
To add to my excitement, Kate’s
hand slid up my thigh and onto my warm crotch, She squeezed my cock through my
jeans causing me to stir in my seat. I
was getting nervous that Kim would see what was going on. I moved the popcorn bucket over, covering
the naughty scene going on in my pants.
Kate’s fingers slid up to my zipper and she slowly pulled it down. I moved in my seat slightly, allowing her
easier access to my cock. Her hand
quietly snaked into my jeans and into the slit in my boxer shorts. The coldness of her touch on my burning cock
startled me and I jumped slightly. Kim
was too engrossed in the movie to notice.
Kate’s firm grip around my cock began administering long slow strokes to
my hard cock. I was getting very aroused and began shifting in my seat. I became very tense and nervous because I
was getting close to an orgasm and I didn’t know what to do. I was also very self-conscious that the
people around me would see what Kim was doing.
If I had an orgasm I would make
a big mess and Kim would definitely notice. On the other hand if I pulled
Kate’s hand away, she would be very upset and I would probably get a severe
punishment. She might even humiliate me
right in the theater in front of Kim. I
didn’t know what to do so I just let Kate continue to stroke me. As the orgasm built up in the base of my
cock my whole body tensed. I lost track
of what going on around me. Just when I
thought I was going to explode, Kate stopped stroking my cock. My cock bobbed and twitched on its own will
in my pants. My heart was racing. I wanted so bad to release my pent up
energy, but I knew that f I did I would have a lot of explaining to do to Kim
and I would be very embarrassed. It
took all my concentration to calm down and keep from exploding. Kate was watching me, enjoying the torture
and frustration that I was experiencing.
Finally after about five minutes I was able to calm myself down. Kate did not let me rest long. As soon as my cock started to soften she
reached over and started stroking it again.
Kate continued to tease me like this through the rest of the movie. She would stroke and rub my cock until I was
about to cum and then stop. I came
close to an orgasm several times.
At the end of the movie, I
discreetly pulled up my zipper. Kate
handed me a note before leaving. On the
way out, Kim excused herself to go to the bathroom. While she was gone, I took the time to read Kate’s note. It read:
Great date so far. We can tell she ‘s hot and horny for you.
Remember that Kim is a woman and therefore she is your superior. You must
please her and worship her. Her pleasure
is the most important thing to you. At
your apartment you must bring her to 2 orgasms before you can cum. Report to my house as soon as she leaves
tomorrow.
At the
bottom of the note was Kate’s address.
Kate had teased me so much during the movie that I just wanted to take
Kim home and fuck her like a mad man.
Now I had to make her cum twice before I could get release. This was going to be hard and torturous for
me, but I would follow my orders.
When we arrived at my apartment,
Kim’s eyes lit up with joy and my eyes widened with surprise at the sight of 2
dozen red roses carefully arranged for her.
I was happy that she was excited, but surprised because I had nothing to
do with the roses. The roses were
accompanied by a hand written card which Kim picked up and read out loud,
“Here’s to a wonderful date. Let’s
finish it off with a glass of wine by the fireplace.”
Kim excitedly hugged me and
pulled me over to the fireplace. A warm
fire was already glowing and crackling in the fireplace. A thick plush comforter was laid out on the
floor in front of the fireplace and a bottle of wine was chilling in a silver
bucket on the floor. Kate and Sharon
certainly knew how to please a woman. I
was just wondering how they got into my apartment to set all of this up. I was also praying that they were not hiding
somewhere in the apartment.
Kim made herself comfortable on
the floor while I poured the wine. I
passed a glass over to her and noticed that she was beaming with
happiness. At that moment I was very
grateful for the relationship I had with Sharon and Kate. Not only did they
know how to drive me sexually crazy, they also helped me make an overwhelmingly
great impression with Kim. It made me
want to please them even more.
Kim and I sipped our wine and
began to kiss and fondle each other in the shimmering fire light. I loved licking and tasting the wine from
her lips. I dipped my fingers in my
glass and then traced them along her neck, causing the cold wine to trickle
down her neck. She gasped and the
coldness and sighed as my warm tongue followed the cold trail. My fingers returned to the wine and then
traced the bottom of her neck causing a small trickle to disappear between her
warm cleavage. Following the wine I
carefully and slowly unbuttoned her blouse revealing the tops of her firm
breasts. My hands quickly found the
clasp of her bra and with the flick of a finger her bra opened fell down along
her shoulders. The sexual energy from
her nakedness was as intense as the fire before us.
Kim finished removing her blouse
and bra and lay back on the comforter.
My cock was hard and ready to burst from my pants. I wanted to just dive in and fuck her right
there but I remembered my orders from Kate and Sharon. I had to control myself and pleasure
Kim. I kneeled beside her and continued
tracing her body with wine. My wet
fingers traced the sides of her tits and circled her nipples. I deliberately avoided touching her nipples,
knowing this would driver her crazy.
Her nipples quickly hardened at the teasing. Her whole body trembled with pleasure and her breathing became
deep and heavy. Finally when I felt the
moment was right, I leaned down and sucked on her nipples. Kim’s hands instantly grabbed the back of my
head, pushing my face deep into her soft flesh. She moaned out loud as I continued to suck on her nipples. Without letting up on her nipples, I slid my
left hand down the front of her pants and under her panties. Her pussy was dripping wet. My fingers easily slid into her pulsing
pussy. Soon I was finger fucking her
with three fingers while licking and sucking her tits. I curled my fingers up and inside her pussy,
finding her pleasure button. My fingers
teased and tickled her clit until she could not take it anymore. Kate’s whole body tensed and her pussy
clamped around my fingers. She moaned
into my shoulder as the orgasm shuddered through her body.
After her orgasm subsided, Kim
quickly got her breath back and reached down and unzipped my pants. She grabbed my throbbing cock and began to
stroke and suck it. The combination of her hands and her mouth pleasuring my
cock was intense. Her warm mouth
clamped around my cock like a wet pussy and sucked me in. For a moment the entire world around me
stopped and all that mattered to me was the pleasure rippling through my
body. Then I remembered that I was not
allowed to orgasm until Kim climaxed twice.
“ahhh….mmmm.,” I moaned at the
pleasure. Kim was driving me wild. I wanted to ignore Kate’s instructions. How would should even know if I obeyed her
orders I thought to myself. Then fear
and obedience took over. Somehow she
would know I reasoned and I did want to pleaser her. It took all my will-power to pull myself away from Kim. Before Kim could even question my actions I
pushed her backwards causing her to fall back on the comforter and her legs to
spread wide open. Quickly I got down
between her legs and attacked her pussy with my mouth. My abruptness and roughness seemed to excite
her. She immediately grabbed my head
and pushed into her wet cunt. I licked
and sucked on her pussy, savoring the sweet taste of her juices. I was so hungry for her sex that I couldn’t
get enough. Her pussy and thighs were
drenched with her juices. I began to
dry hump the floor while my tongue darted in and out of Kim’s pussy. The combination of Kim’s excitement and my
cock rubbing across the soft comforter was driving me wild. I almost exploded all over the comforter. I pushed my tongue and face deep into her
pussy causing her to scream with delight and drench my face with her cum.
By now I was more the ready to
fuck Kim. I moved between her legs,
ready to plunge my cock into her throbbing hole. Suddenly the fire alarm went off in the building causing us both
to jump. Desperate, I looked at Kim and
said, “just ignore it.” At that moment
I didn’t care about a fire. I didn’t
care about losing all my personal belongings.
All I cared about was releasing my pent-up sexual desires. However, I
could tell by the concern on her face that I wasn’t going to get my way.
Kim rolled away and grabbed her
clothes, “We better get out of here,” she said as she hastily threw her clothes
on and headed for the door. Frustrated
I did the same and we headed outside to join the rest of the tenants.
Outside the tenants were buzzing
around looking for the fire. No one
could see smoke or flames. After a few minutes it was apparent that this was a
false alarm. In the back of mind I couldn’t
help but think that Kate was behind this.
The timing was just too perfect.
I don’t know how she would have
known when to set off the alarm, but I just knew it was her. Unfortunately we weren’t allowed back in the
building until the Fire department came and checked things out. I figured it would be at least an hour
before we could return to my apartment so I offered to take Kim home.
On the car ride to Kim’s place,
Kim expressed her gratitude for the date, the flowers, and the wine. She even said that the sex, even without
full intercourse, was incredible. She
continued her compliments saying,
“never before has a guy been so
tentative to my needs and desires. You
made my whole body feel incredible. It
was awesome and I’m sorry that you did not have an orgasm.”
Her words were sincere and
thoughtful. I was beaming with pride on
the inside. I glanced over at her and
said, “I’m glad you enjoyed it Kim.
Your pleasure and happiness is all that matters to me. Knowing that I brought you such great
pleasure is better than having an orgasm.”
I couldn’t believe what I just said.
I did enjoy making her cum, but I was dying for release. I really wanted her to reach over and stroke
my cock, but I couldn’t bring myself to ask her. The submissive in me was coming out. Kim smiled at me and kissed me on the cheek. I dropped her off at her place and then
headed straight over to Kate’s. It was
late but I knew she would be waiting for me.
Meekly I knocked on Kate’s door,
afraid of waking up anyone who might be in the house. Kate opened the door and immediately barked orders at me. “Strip off your clothes slut and get down on
your knees.” Without hesitation I
followed her orders. “Hands behind your
head and follow me.” Completely naked I
followed her back to the bedroom. She
pointed to the floor at the end of the bed. “Sleep there slut. You have a long day ahead of you tomorrow so
get some rest.” Like a dog I curled up
in a ball at the foot of the bed. Kate
turned out the light and hopped in bed.
I was a little disappointed that Kate was not going to play with me but
I was thankful that she let me rest without punishment.
CHAPTER 5 – BRINGING OUT HIS
FEMININE SIDE
Early the next morning I was
awoken by Kate’s foot. She lightly
kicked me in the side a few times and told me to get up and make her
breakfast. Then she got back in bed and
went back to sleep. I stood up and
headed out towards the kitchen. I was
naked and noticed that I had a semi-erection.
My horniness from the evening had not gone away. My thoughts wandered to the events of the
night before and by the time I reached the kitchen I had a full blown
hard-on. On the kitchen table was a
note for me instructing me to bring her scrambled eggs, toast, and orange
juice. Under the note were a pink apron
and a white frilly hair band which I was expected to wear. The hair band looked like something a maid
would wear. I felt silly putting it on,
but I followed my orders. I put the
apron over top of my head and tied the strings behind my back. The apron was very feminine and smelled
strongly of perfume. It had small pink
bows around the edges. The frilly white lace across the bottom barely reached
my mid thigh. I had to press my hard
cock against my belly and tie the waist strap tightly in order to keep my cock
from popping out underneath the apron. I also enjoyed the warmth of my belly
and the tightness of the apron around my cock.
My backside was completely exposed.
Like a good little maid, I
cooked breakfast in my pink perfume smelling apron. Carefully I arranged the eggs, toast, and orange juice on a tray that
Kate had left out. I picked up the
tray, got down on my knees and crawled into Kate’s room to deliver her
breakfast. The smell of freshly cooked
breakfast opened Kate’s eyes as I neared her bed. “Your breakfast mistress,” I announced holding the tray out
towards her. Without acknowledging me,
she sat up in her bed and faced me and started eating her breakfast. I held the try up high while she quietly
ate. My arms began to strain and get
sore, but I held the tray steady, not wanting to upset my mistress. Finally she finished and ordered me to
clean-up and then take a shower.
My shower was refreshing and
when I walked out into Kate’s room she was already dressed. “No need for you to put clothes on. You’re just going to have to take them off
where were going,” said Kate a she handed me a long trench coat. A bit nervous I put the coat on and followed
her out the door. We got into Kate’s
car and she quietly drove until we reached a small town. She parked the car and led me into a store
called “Lady M’s Day Spa.” The front
room was a hair and nail salon which was busy with activity. There were women getting perms, manicures
and pedicures. Suddenly I became very
self-conscious of my nakedness. Here I
was in the middle of all these women, wearing nothing but a trench coat. I stayed close to Kate. Fortunately the
women were caught up in their own gossip and did not pay attention to us.
Kate took me to a back room
where a young female was waiting for us.
After a quick greeting, Kate introduced me to the lad. “Joe, this is
Patti. She is going to clean you up a
bit and get rid of all that nasty body hair.
Take off your coat and show her what she is dealing with.”
I removed my coat and stood
naked in front of Kate and Patti. Patti
circled me and ran her hand across my hairy chest. She grabbed my hands and pushed them up and behind my head so
that she could see my armpits. She used
her foot to kick my legs apart so that I was standing with my legs stretched
wide. Patti’s hand reached down and caressed
my balls. She was running her fingers
through my pubic hair. My cock grew
hard at her touch. Patti turned to Kate
with her assessment. “He’s very
hairy. It’ll take a few hours but I can
handle it. He’s pretty cute too.”
Kate smiled and looked at me. “
I want you to obey her as if she was me. Do you understand?”
I nodded my head in agreement.
“Great. I’ll see you in a couple of hours.” Kate
turned and left me standing with Patti.
I went to move my hands down to
relax but Patti quickly grabbed them and firmly pushed them back up. “No….no.
Joey. Did I say you could move.
Stand right there and let me enjoy you.
You better listen to me or I’ll tell Kate how bad you were and trust me,
you don’t want that to happen.” She
didn’t have to tell me twice. I knew
that Kate would punish me if Patti gave her a bad report. I stood there silently for Patti’s
enjoyment. Patti reached down and began to stroke my cock, “I just love it when Kate brings in you
pathetic little men. Look at you, in a
ladies hair salon, trying to be like us.
Get down on your knees and kiss my toes. Show me how inferior you are to women.”
I got down on my knees and began
to kiss and lick her pedicured toes.
They were clean and sexy and my cock throbbed at my submissiveness. She continued lecturing me on my
inferiority. “I just love to see you on you knees kissing my feet. Your little cock is so hard from worshipping
my toes. A woman would never get on her
knees and kiss dirty toes. It just
shows how inferior you are and how desperate you are to please me. “
Her humiliating remarks were
making me feel more submissive. I was
beginning to feel inferior. Finally she ordered me to stop and she began her
work. Patti teased and tortured my cock
while she worked, causing me great pleasure and frustration. She spread a special hair removal cream all
over my arms, legs, and chest and then wiped it away. She continued doing this until my arms, legs, and chest were
hairless. .
Next she plucked my eyebrows,
making them thin and neat. Finally she carefully cut and shaved all my pubic
hair. When she was done, she rubbed
lotion all over my bare balls and shaft.
The wet lotion felt incredible on my halls. I thought I was going to explode into her hands, but she was
skilled and knew how to keep me on edge.
By the time Kate returned I was aching for release. Kate was happy with my hairless look. She paid Patti and then led me into a
women’s clothing store. Once again I
was taken to a back room where I removed my coat and stood naked in front of a
young lady. The young red-head quickly
took my measurements while Kate watched.
She measured my shoulders, neck, arms waist, inseam, and feet size. She
even measured the width and length of my hard cock. All this was done without a word spoken. I felt a bit embarrassed
standing there naked and hairless in front of the two women. The red-head left and the returned a few
minutes later with a couple of bags and
boxes filled with clothes. Kate paid
the lady and made me carry everything out to the car.
When we got back to Kate’s
place, I followed her up to her bedroom.
She made me lay on the bed naked, on my back. She pulled out a long silk night gown from one of the bags. “Isn’t this pretty,” she asked me while
holding up the pink gown.
“Yes mistress.”
“Feel how soft it is.”
Kate slowly slid the night gown
across my chest and between my legs. The
soft silk felt amazing over my hairless balls.
She continued to drag it back and forth over my cock and balls. The sensation on my cock was
incredible. I closed my eyes and sighed
at the pleasure. She teased my cock
with the soft silk causing my cock to twitch. “Do you like how this feels?”
“Oh yes. It feels incredible,” I moaned between deep
breaths.
“I bet it would feel incredible
over your whole body. Don’t you think
so.”
The pleasure was so good I
couldn’t talk. I just nodded in
agreement. Kate made me stand up. She slid the gown over my head and shoulders
so that I was wearing it. Thin silk straps rested on my shoulders. It
fit perfectly, stopping at my knees.
Kate grabbed my cock through the gown and began stroking it. I was in ecstasy at the feeling.
“Do you like this slut? It feels good all over your body doesn’t
it?”
My cock pulsed in her hand. My body shuddered and I exploded into an
orgasm all over the inside of the silk night gown. Kate seemed to be happy with this. She had me lie back on the bed and rest. I fell a sleep in the pink night gown.
About a half hour later, Kate
woke me and repeated the scenario. This
time she made me put on pink stockings.
Without the hair on my legs, the stockings added a sexy, feminine look
to my legs. I was a little surprised at
how good my legs looked. Kate seemed to
get very excited at the sight of me wearing stockings and a pink gown. She commented on how sexy I looked and she
leaned into me and kissed me. Our
tongues rubbed and played together.
Kate became very aroused and allowed me to suck her tits and pussy. My tongue darted in and out of her pussy like
a cock and I enjoyed the taste and smell of her pussy. She rode my face hard for about five minutes
until she came all over me
Next, she stroked and teased my
cock in the night gown. Once again I
came all over the gown. I was beginning
to enjoy wearing the night gown. This
was all part of Kate’s plan. She was
conditioning me to want to wear the night gown. By systematically bringing me pleasure and showing her arousal
while I wearing feminine clothes, I was beginning to enjoy wearing the clothes. In fact, I was starting to want to wear silk
all the time.
For the rest of the weekend, she
continued conditioning me. She made me
try on different outfits. The more
feminine and sexy they were, the more pleasure she gave me. By the end of the weekend I did not want to
wear anything but women’s lingerie. So
it was no surprise on Monday morning that I did not object to wearing panties
and stockings to work. As Kate dressed me in the black undergarments, she indicated
the she was happy with my training and she had a special gift for me. I was excited that I pleased Kate and I
could not wait to see her gift. She
went into the closet and pulled out a piece of clothing and held it up for me
to see. It was a small black lace
corset. My cock jumped at the
sight.
“This will make you look thin
and sexy ,” she said as she helped me into the corset. Kate instructed me to breathe in deeply and
then she pulled the corset tight and tied it. The corset squeezed my chest
together forming a small amount of cleavage.
At a quick glance., I could pass for small breasted woman. The corset restricted my breathing a little
bit, but the look of lust and excitement on Kate’s face was worth it. I was glad that I made her happy.
Kate was still wearing a night
gown and I could see her nipples were erect.
She stared at me for a few seconds with lust in her eyes. “You look so
hot! We’re going to be a little late
for work today. Lay back on the bed while I get ready.”
I lay back on the bed and Kate
disappeared into the bathroom. She came
back into the bedroom wearing nothing but a strap on dildo. “Your time has come Joe,” she said as she
lubricated the dildo.
Now I knew what she was talking
about and I was thankful for all the butt plugs that she made me wear. Instead of fear, I was excited for what was
about to happen. Kate pulled down my
black panties. “Hold on to these you
little whore,” she said as she shoved
the panties into my mouth. Kate moved
between my legs and ordered me to hold my ankles up. I did as I was told, exposing my asshole to her. Gently she pushed her dildo into my hole.
Her cock was slightly larger then the butt plug that I used, but it felt good
as is stretched my rectum. She started
fucking my hole slowly and building up a rhythm. Her dildo was a double dildo so it gave her pleasure as
well. I held my legs wide open and she
held my cock in her hands. She began
stroking my cock while fucking my ass.
The sensation was awesome. The
rubbing on my prostate and the rubbing on my cock were driving me crazy. When her orgasm hit, she fucked me hard and
I began to cum. Warm cum spilled out
onto my corset and squirted up to my face.
She stopped fucking just as the last few squirts of cum shot out of my
cock.
Kate ordered me to go in the bathroom
and clean up. When I returned she was
holding a black leather mini skirt and a tan blouse for me to wear. This was a
big step for me that I was not expecting.
I wanted to please Kate, but I couldn’t go to work in this outfit.
“Joey, you look so sexy. This skirt is going to look great on
you. Sharon will be so excited to see
you in this outfit.”
For the first time all weekend I
spoke out against Kate. “I can’t wear
it to work. It will be so humiliating.”
“Come now. It’s not that
bad. Besides, Sharon owns the
company. You work for her and this is
what she wants. There’s nothing to be
ashamed of. Just try it on.”
I wanted to protest, but I
didn’t want to be punished. I figured
trying it on wouldn’t be too bad. Kate
made me step into the mini skirt and she zipped it up. She helped me put the blouse on. Then she had me sit down and she applied
blush and makeup to my face and she put bright red lipstick on my lips. When she was done I looked in the mirror and
was impressed at her work. I actually
looked a little sexy, but I wasn’t sure if I could go to work in the
outfit.
My voice was filled with
uncertainty. “I’m not sure if I can do
this.”
“Joe, you’ve come so far, don’t
let me down. Trust me, everything will
be O.K. If you can’t do this for me,
then just go home. Sharon and I have so
much more to teach you and I can bring you so much more pleasure, but you have
to trust me. If you can’t do that, then
just leave now and don’t come back. “
I really did not want to go to
work dressed as a female, but I also did not want to lose Kate and Sharon. They were both hot women and they knew how
to drive me crazy. I was thinking about
what to do when Kate interrupted by thoughts.
“Here put these on.”
She handed me a pair of high heels
and I obeyed. I slid my foot into the
arched shoe and buckled the straps. I
realized that my cock was hard beneath my mini skirt and I knew that I couldn’t
walk out on Kate and Sharon. My mind
was made up. I put the final heel on
and stumbled after Kate, trying to get used to the shoes.
CHAPER 6 – COMPLETE SUBMISSION
When I got to work, I noticed
that my name had been changed on my name plate from Joe to Jane. When Sharon asked for her morning cup of
coffee she called me Jane. Even the other
employees whom I dealt with, called me Jane.
It was very strange, as if my life had changed overnight. No one seemed to look at me strangely, like
I thought they would. It slowly dawned
on me that most of the other secretaries and staff level women were actually
men dressed as women. “What did I get
myself into,” I thought out loud.
I didn’t have much time to think
about it because Sharon buzzed me to come into her office. I obediently walked in and stood before
Sharon and Kate, whom were both smiling.
Sharon spoke first, “Jane, we are very pleased with your progress. I must say that you look lovely today. Why don’t you show me that special corset
that Kate bought you.”
It was more of an order then a
question. I unbuttoned my blouse for
her to see. Kate instructed me further.
“Take the skirt of too dear. I want
Sharon to see the whole package. You
look so sexy.”
I stepped out of the mini-skirt
and stood in nothing but heels, stockings, and a corset. The corset had silk
straps that dangled down and clipped onto the stockings. Sharon instructed me to slowly turn around
for her to see. By the time I completed
a full circle, my cock was hard and bulging out of the small panties. I was humiliated, but I could not control
the excitement in my panties.
“That is very nice Jane,”
commented Sharon, “You’re turning out to be a great assistant. So good that we decided to hire you full
time. Congratulations!”
“Thank You Ma’am!” I replied
excited.
“As of today you are full time
and your salary is $25,000.”
A surprised look crossed my
face. This was almost half of what I
was already making. “Is something
wrong,” Sharon asked.
“Uhh… well that’s less then what
I make now,” I muttered.
“Well, that’s because you’re
doing less work. Remember you came in
as an analyst but because you’re a man and you can’t handle that complex work,
we made you an assistant. As you know
all men should be serving women so this job suits you perfect. Don’t you agree?”
“Uhhh yeah, but I can’t pay my
rent on that salary.”
Sharon became upset. “Are you arguing with me Jane? You should be thanking me for allowing you
to serve us. You should be worshipping us.
Get down on your knees right now and start worshipping us.”
Now I became scared because I
knew I upset Sharon and Kate. I had to
recover quickly. I got down on my knees
and began apologizing and kissing their feet.
Sharon put her spiked heel up to my mouth and made me suck it. “That’s right. Suck it like a cock you little cock sucker.”
As I continued to worship their
feet Sharon spoke. “Because you are a
stupid superior man I have taken care of your apartment for you. All you can think about is your puny little
cock. Because I am superior I knew that
you could not handle the situation. I
have closed the lease on your apartment and you will move in with me.” I became excited at the thought of living
with Sharon. “You must earn your keep
at my place by being my maid. You will
cook and clean for me every night, is that understood?”
“Yes Ma’am. Thank You Ma’am!”
“And since you can not handle
complex matters, I will take over your finances. I have already arranged to have your paycheck directly deposited
into my account. You will only get
money as I see fit. Is that
understood?”
My heart dropped in my chest. A complete feeling of helplessness spread
through my body. I was now truly a
slave at the mercy of someone else. I
also felt a feeling of security, knowing that I would be taken care of. I was ready to submit to Sharon and
Kate. I was ready to serve them. My cock was hard as ever when I replied “Yes
Ma’am I will serve and obey you.”
Sharon let out a triumphant
laugh. “All men can be broken. All it takes is a little cock teasing. You are pathetic. You have learned the true calling of men, which is to serve and
please women.”
Kate came over and helped me
stand up. She hugged me and said “Oh
Jane. I’m so excited for you.” She
stepped back and looked at me. “And Kim
is just going to love that outfit on you.”
My heart started pounding hard at her words. I did not want my girlfriend to find out
about this. I didn’t know what these
girls had in mind. As if reading my
mind, Sharon spoke up. “We had a little talk with Kim. In fact we showed her some videos of your
training and she was impressed.”
I didn’t even know that they
took videos. I was afraid to hear what
was next.
“Kim really enjoyed having two
orgasms on her date without getting your nasty cum inside her. And the special sauce that she liked…. Well
let’s just say that we gave her a taste of the real stuff and she loved
it. I must say, I really liked the
taste of her young pussy. She’s decided
to move in with me as well. In fact,
she helped me pick out a cute maid’s outfit for you to wear at home while your
cleaning. I think you’re going to love
it.”
Any bit of self-esteem that I
had drained from me. Over the past few
weeks Sharon and Kate took away my manliness, turning me into their feminine
slave. They took away my apartment,
took over my finances and turned my girlfriend into my mistress. I only existed to please and serve them and
I couldn’t believe it but I was excited about it. My excitement was visible to Sharon and Kate and we all took the
rest of the day off to enjoy it.
THE END
Feed back is welcome.