Lucy's Revenge Part 5
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The techies had fun at my expense for the rest of the week and for
the most part I was enjoying it. Everyday I was ordered to wear a
different set of lingerie under my male clothes to work. Then at
some point each day I was ordered to remove my male clothes and give
them to my Admin Gayle who would lock them up in her desk till the
techies sent her an IM telling her to give them back. I admit it
was humiliating to strip down to women's lingerie while Gayle
watched, but since she seemed to accept my crossdressing it turned
me on that I had a willing audience.
I also knew Gayle went along with this because she was being
blackmailed by the techies just like me. But I also believe, based
on the wicked smile on her face, that she got a kick out of watching
me humiliate myself by stripping down to my lingerie in front of her
everyday.
The one change the techies did make came that Wednesday morning in
an IM -
"Just want to let you know you will be receiving orders from Gayle
as well as from us. We're betting Gayle will find additional ways
to add a little more humiliation to your life and we're all in favor
of it. We've instructed her to let her imagination run wild and
order you to do anything she can think of as long as it exposes you
to others in lingerie and embarrasses the hell out of you."
The IM continued, "You're to treat every order from Gayle as if it
came from us and immediately comply or else you'll be fired. She's
already shared a couple of her ideas with us and just we know you'll
love them. She has a very sick mind you lucky slut." Even though I
know it's impossible, I swear could almost hear the techies
laughing.
Gayle came into my office that morning at 10:30 and told me to
strip. I was wearing pink that day - garterbelt, thong, bra and
beige stockings. I was embarrassed as I took off my male clothes
and handed them to Gayle. My face turned bright red when Gayle eyed
me up and down then started laughing while she told me how feminine
I looked and told me to put on the heels I brought to work in my
briefcase.
Gayle walked out of my office with my clothes and as she reached my
door she turned and said, "I'm going to leave your door open and you
are not allowed to close it. In fact, from now on I will decide
when your door is to be open or closed. And trust me it will be open
for a good portion of each day when you're stripped down to your
lingerie."
She continued, "If you ever close the door without my permission I
will call for an immediate staff meeting in your office. I'm sure
you don't want me to do that do you? How many staff do you think
will show up and walk in your office and see you nice and pretty in
your lingerie? 10, 20, 30?"
I quickly sat behind my desk scared to death someone would enter my
office and catch me sitting there in just a sexy bra, thong,
garterbelt, stockings and heels. If this happened HR would be
paying me a visit and I would lose my job!
At lunchtime Gayle came into my office and closed the door. I
breathed a sigh of relief with the door being shut but at the same
time became concerned with Gayle's evil grin. She told me to stand
up and step away from my desk, turn my back to her then put my hands
behind my back.
I did as she ordered. After all what choice did I have with the
techies watching and listening? She walked up to me and I felt the
cold hard steel of a pair of handcuffs being put on me.
I was going to ask what she was doing when she said, "Don't say a
word and do everything I say and you'll enjoy today's lunch." And
with that she tied a blindfold over my eyes completely blocking my
vision.
Almost immediately my office door opened and I heard the footsteps
of more than one person enter my office. What could I do? The
answer was nothing. I stood where I was praying whoever it was, was
also being blackmailed by the techies and security wouldn't be soon
escorting me out of my office.
I heard some feminine giggles that gave me some relief there were no
screams and footsteps running from my office. But it also hit home
that here I was a senior manager in my company standing in front of
unknown women wearing only women's pink lingerie. I could feel my
face turn a very bright red.
Gayle's words were of no comfort to me. "Cynthia, in your office are
a few secretaries that I've told how submissive you are and how
you're paying me to dominate you. About how you like to dress in
lingerie everyday and then like to strip for me to get yourself
excited. I've told them how you beg me to take your male clothes
and lock them in a drawer and not give them back till I decide to
not when you want them. It's just one more example of how you like
to be dominated."
"I hope you don't mind but I just couldn't resist sharing your
fantasy of being caught wearing only lingerie by a group of
secretaries and how they make you into the office slut. It's the
role reversal fantasy you keep asking me to make happen with the
secretaries being in charge of you and how you're willing to do
anything they want to keep your job. Not surprising a few of these
women doubted what I was telling them so I had no choice but to
prove it by letting them come here today and see you in your
lingerie."
Gayle continued but now talking to the women in my office. "Doesn't
he just look so feminine in his pink bra and thong? And when is the
last time any of you wore a garterbelt and stockings? Only sluts
like Cynthia wear them these days. If one of you is willing to pull
down his thong you'll see how he keeps his pubes shaved into a nice
landing strip."
I was so humiliated! What in the hell was Gayle talking about? I
was dressed like I was because I was being blackmailed, not because
I wanted to. And I had no fantasies of being caught or being the
office slut.
My thoughts were cut off by Gayle's next comments "Cynthia, I've
also told everyone here what a good pussy eater you and they should
experience it themselves. I want you to kneel in front of your desk
and you're going to satisfy the pussy of every secretary that wants
you to. Of course you won't know who you're eating but they will
know you and those that choose not to be eaten will just get to
enjoy watching you in your sexy lingerie.
"I imagine you'll be the talk of the office because you know how
women like to gossip and this is just too good to keep to
themselves. In fact, I want each of these women to share how
they've seen you dress with all their friends. I want everyone to
know what a slut you are and hopefully take part in your future
humiliations."
Oh shit, how embarrassing. Gayle had me over a barrel with the
techies watching and listening. I know I shouldn't have thought
this way but the thought of eating pussy popped in my head and
turned me on. My cock got as hard as the chastity device allowed.
How I hated Lucy! If I were to know whose pussy I was going to lick
then it might put me on a more level playing field. Or at least I
thought it would since they might be embarrassed that I got to see
their pussy. But it wasn't to be, the blindfold prevented that. I
ate three different women to orgasm that lunchtime but had no idea
who they were and who else was watching.
Gayle waited till all the secretaries left my office before removing
the blindfold and handcuffs. She laughed at me as she left my
office leaving the door wide open reminding me I wasn't to close it.
As embarrassed as I was, all I could think about was how turned on I
got eating those secretaries and how my blue balls were back with a
vengeance. I was beginning to hate Gayle as much as Lucy. And
thinking of Lucy, I wondered if she was ever going to remove the
chastity device and allow me to cum or was I doomed to have blue
balls forever?
Thursday turned out to be stretching my ass and abuse my nipples
day. The techies had sent me an IM late Wednesday telling me to
wear matching open tip bra and crotchless panties Thursday.
I didn't own an open tip bra but knowing better than to disobey the
techies I went to the mall on my way home and stopped at Frederick's
of Hollywood to purchase one. Normally I buy my feminine clothes
online and no one knows it's a man buying them. But with the
overnight timeline the techies gave me I was going to have to buy in
person and face a store clerk.
Fortunately Frederick's had the bra I needed to buy but of course it
wasn't on display so I had to ask the clerk if they had one. She
stared hard at my chest then smiled at me before saying yes they had
them and asking "Is this bra for you or someone else?"
I wanted to die of embarrassment. I realized I was still wearing my
pink bra under my shirt and she must be able to see the outline. I
had to wear the bra under my shirt when I left work or the techies
would have had me fired. But by now I was so used to wearing a bra
all day long I didn't even think to remove it in the parking lot
before entering the mall. How stupid was I?
I was ready to say for my girlfriend when several thoughts hit me at
the same time. A girlfriend with a 40DD chest is unlikely, the
clerk already knows I'm wearing a bra and the thought of making her
day so she could tell everyone she knew that she helped a
crossdresser convinced me to say it was for me.
She giggled and got the bra and held it up for me asking if I wanted
to try it on before buying it. The thought of making her day left
in a second to be replaced by humiliation. I barely squeaked out no
I didn't want to try it on but would she please find a matching pair
of crotchless panties to go with it. By now the other customers in
the store were listening to our conversation and staring at me. She
now laughed out loud as she told me to follow her so she could find
matching panties for me to wear. After she got the matching panties
she held them up and asked if I was sure these were what I wanted to
wear.
When we got to the cash register the clerk (enjoying my humiliation)
said in a voice loud enough that everyone in the store could hear,
"OK, I've written down bra and panty size in our special book so the
next time you're in here shopping for your risqué lingerie I won't
need to measure you. Shall I put down your real name or do you have
a fem name you'd rather I use?"
She looked at me like she really expected me to answer her question.
Was she nuts? Then I realized all the other customers in the store
had stopped shopping and were staring at me. They also were waiting
for my answer.
This much was clear; the clerk had my credit card and wasn't going
to finish the transaction till I answered her. It was bad enough
she knew my real name but I didn't want it going down in any
"special book" for anyone else to know.
I whispered "Cynthia" so no else would hear.
Again in a voice loud enough everyone could hear she said, "OK I'll
put you in the book as Cynthia. By the way, that's a very pretty
name."
She started writing in the book then looked up at me smiling and
said, "I just noticed we have a couple of other crossdressers named
Cynthia in the book. I better write down your real name also so
there won't be any confusing you with another feminine man on your
next shopping trip."
She was having way too much fun humiliating me in front of the other
customers. Their reactions ranged from snickers to outright
laughter. I refused to turn around and look at them so they could
see my red face. I just looked at the clerk with pleading eyes
hoping she would hurry up with the transaction. When she finally
handed me my credit card and purchase, I got the hell out of the
store as fast as I could knowing I'd never set foot in there again.
When I arrived at work on Thursday there was a package on my desk
with a note telling me not to open it till I was told to. At noon
Gayle came into my office, shut the door and sat down in a chair
opposite my desk without saying a word. Almost immediately an IM
popped up on my computer which convinced me she was here because the
techies told her to and I knew this did not bode well for me.
The IM said, "Open the package slut and let's play!"
I slowly open the package afraid of what was in there. It contained
a black box labeled "KLYSTRA'S Improved Dilators", a pair of
Japanese clover nipple clamps and assorted weights. I had no idea
what the dilator box contained but I knew about the nipple clamps.
They were ingenious in that the more you pulled them or as I was
guessing was going to happen, the more weight attached to them the
harder they clamped down on a nipple.
"Open the box" was the next IM.
I opened it and saw it contained five black hard plastic dildos.
They weren't very long but each one was progressively fatter in
diameter. The second thickest was bigger than anything I wanted up
my ass and I couldn't even imagine my asshole being able to stretch
enough to accommodate the thickest one. But somehow I had a feeling
that is what the techies had planned for me.
"Strip and give Gayle your clothes. And we had better be seeing you
in an open tipped bra and crotchless panties or else."
I did as instructed and Gayle walked out of my office with my
clothes to lock them up so I wouldn't have access to them. Gayle
was walking back into my office when the next IM popped up.
"Stand up; spread your legs then bend over so Gayle can work a
dilator up your ass."
I had no options so I bent over and Gayle took the smallest dilator
out of the box, and held it up to my lips. I knew this was the only
lubricant I was going to get so I opened my mouth and proceeded to
lick the dilator getting it as wet as I could.
As humiliating as that was it was nothing compared to when she
walked behind me and worked it into my ass. Fortunately it wasn't
very thick so it didn't hurt too much. When it was all the way in
she told me to stand up straight and put my hands behind my back.
I knew she was going to handcuff my hands and she didn't disappoint
me. She had me sit in my chair then took a long black leather belt
and wrapped it around my waist and the chair. She cinched it tight
and buckled it behind the back of my chair. I was stuck in my chair
with a dilator up my ass. With my hands cuffed behind my back there
was no way I could reach the buckle to free myself.
Gayle spun my chair around so I was facing her and she started
playing with my nipples. She pinched, pulled and twisted them. She
wasn't causing any real pain; in fact it actually was turning me on.
Then she abruptly stopped and put on the nipple clamps. These hurt!
But not as much as when she added some weights to each clamp.
She turned my chair back around so I was facing my computer monitor
then she left my office. Thankfully she closed the door on her way
out.
IM "Every hour Gayle is going to replace the dilator that's up your
ass with the next size larger. She's also going to add more weight
to your nipple clamps each time."
I did the simple math. Five dilators equals five hours. Oh shit!
All I could think of was how much my nipples already hurt and to add
more weight? And the two largest dilators were going to give my
poor asshole a real stretching. I was not looking forward to the
remainder of the afternoon.
"With your hands cuffed you can't really work so Gayle has cleared
your calendar. We'd hate for you to be bored so we'll play some
movies for you. Hope you enjoy."
And with that a porno started playing on my computer screen. It was
a threesome consisting of a hot blonde woman and two muscle bound
guys. Only it wasn't the normal threesome. As one guy went down on
the woman the second guy started sucking the first guy's cock.
Eventually the first guy pulled his hard cock out the other guy's
mouth and started to fuck the woman. Once he had his cock buried in
the woman's pussy the second guy buried his enormous cock up the
first guy's ass. The fucking took some coordination but they
managed to get a good rhythm going till everyone exploded in orgasm.
I don't know why but movie got me horny and the hour flew by. Gayle
came back in office to exchange the dilator and add more weight to
the nipple clamps. She first took the next size dilator and put in
my mouth so I could try to lubricate it. While I held it in my
mouth by sucking on it she undid the belt so I could stand up but
didn't take off the handcuffs. She took off the nipple clamps which
hurt much more than when she had put them on earlier. The blood
came back into my nipples and they throbbed with pain.
Next she bent me over and pulled out the first dilator and
immediately grabbed the second one from my mouth and worked it up my
ass. This one was thick enough to hurt. She sat me back down and
strapped me back to my chair.
With an evil grin she started playing with my nipples but pulling,
pinching and twisting them much harder than she had previously. I
couldn't help myself and let out a moan because of the pain. She
stopped playing but put the nipple clamps back on. This hurt worse
than what she had been doing and that's when she added more weights
to the clamps.
She left my office and the second movie started. This movie was a
compilation of blowjobs. The problem was they were all given by one
man who looked very similar to me! There wasn't a woman in the
entire movie. But there were a lot of cum shots in his mouth. He
proved them by opening his mouth to show the camera it was full of
cum. If a man did pull out and came on his face he was sure to lick
up as much as he could.
Before I knew it Gayle was back and followed her previous routine.
The next porno was ass fuckings - as in the same guy getting his ass
fucked time and time again by different men.
I wondered what sublime message the techies were trying to send me.
Whatever it was I wanted no part of it.
The fourth and second largest dilator really stretched my poor
asshole and my nipples were in agony. I couldn't help myself and
cried out in pain. I begged Gayle to take off the nipple clamps and
remove the dilator. I was actually crying when Gayle walked out of
my office.
Gayle walked back in my office within two minutes but not to give me
relief. She put a penis gag in my mouth and strapped it tightly
around my head. "No one likes a whiner so this should keep you from
complaining. But let's test it to make sure. Shall we?" And with
that she grabbed the weights hanging from the nipple clamps and
started pulling. When she had my nipples stretched as far as she
could get them without ripping my nipples off she twisted the
clamps. I saw stars it hurt so bad but no sound came out. I was
effectively gagged.
Before the next porno started an IM popped up on my computer.
"You're doing good Cynthia. Only one more but much thicker dilator
to go before the day's over." This didn't make me feel any better.
"We almost forgot to tell you, we're letting Gayle leave early today
to get her nails done. I wonder who we can get to put that last
dilator up your ass? Well don't worry we have an hour and I'm sure
we'll find someone!"
Oh my God what was I going to do? I struggled against my bonds to
escape but to no avail. I had to sit here for an hour panicked
about who was going to walk into my office and find me like this.
Would they release me or take advantage of me?
Then the porno started. It was of me sucking cocks and being butt
fucked! It was like a "best of" with a lot of different scenes
playing in an endless loop! Where did the techies get these
different videos to splice together?
At 4:00 in walked Dan from the mailroom. I'd talked with him a few
times in the past and knew he wasn't the smartest man in the
building but was probably the most muscular and he was openly gay!
An IM flashed on my screen that said, "Play along or you're fired"
In my restrained state and penis gag in my mouth, I didn't have much
choice.
Dan said, "I received your e-mail and I must admit what you want is
very kinky but I'm willing to try anything once. Also, I didn't
know you were gay. I guess when the time is right, it's time to
come out of the closet. I'll do my best."
What did the techies put in the e-mail??? I'm not gay and there is
no closet to come out of! What worried me the most was what was Dan
going to do his best at?
Dan came around my desk and undid the belt holding me in my chair.
He grabbed hold of one of my arms and stood me up then bent me over
my desk. Even if my hands weren't cuffed behind my back I had no
choice because he was so strong.
"I like my men on the fem side but lingerie is new to me." That's
when Dan noticed the movie of me on the computer. He stopped what
he was about to do and said, "This looks interesting."
He undid his pants and let them fall to his ankles and sat down in
my chair to continue watching the movie. He said, "Cynthia, I want
you to suck my cock while I watch this video of you. I hope you
don't mind me calling you Cynthia but that is how you signed your e-
mail."
He removed the penis gag from my mouth then forced me down onto my
knees and my mouth around his cock. I thought if I could suck him
off quickly I wouldn't' suffer any more indignities. Wrong.
As soon as he got hard he strapped the penis gag back in my mouth
then bent me over my desk again, removed the dilator and shoved his
very hard cock all the way up my ass with one thrust. That's when
he removed the nipple clamps and started to roughly play with my
nipples. I thought I would pass out from the pain but no such luck.
He started pounding my ass for all he was worth - and it was a lot.
He was well hung and was fucking me fast and furious.
After what I swear was 20 minutes he was still fucking my ass hard.
His pace had slowed a little but the thrusts were still very hard
and deep. Was this man never going to cum?
He must have been reading my mind because he stopped fucking me but
left his cock buried all the way up my ass and said, "You know
Cynthia, I never needed it, so I never tried Viagra before today.
And not that I need it now because just watching this video of you
sucking and fucking is making me so hard. But with taking the
Viagra you left on my desk, I know I can fuck your ass for at least
an hour like you said wanted in your e-mail."
Those fucking techies! Dan now thinks I'm gay, I want my ass fucked
for an hour straight, and I gave him Viagra to help him do it!
I don't know how long Dan took to cum deep up my ass but it must
have set a new world record for how long it took. He was yelling
"Oh yeah, oh God, oh fuck, I'm cumming over and over and he pumped
my ass full of his hot cum. Trust me; I felt every shot of it in my
ass.
He eventually pulled out of my ass and quickly replaced his cock
with the last and thickest dilator. Dan's cock was thick - thicker
than the previous dilator but not close to the one he now put up my
ass. He was kind enough to wait till his cum started to drip out of
my ass then he rubbed the tip of the dilator in it as a lubricant
before he shoved it home preventing the rest of his load of cum from
escaping my ass.
He sat me back down in my chair and strapped me in before putting
the nipple clamps back on my nipples and adding the remaining
weights.
My ass was full of Dan's cum and stretched beyond belief with the
last dilator not letting any of it escape. The weights were causing
the nipple clamps to pinch harder than I thought possible and were
really stretching my nipples. Is this how women got those half inch
long nipples? I prayed it wasn't going to happen to me.
Dan almost looked sounded like he was apologizing when he said, "I'm
sorry I couldn't last an entire hour fucking you." Then he smiled
"But it's quitting time for me so I'm going to go clock out then
come back and finish the job. You know, that Viagra really works
and I'm already hard again."
Dan left my office and another IM popped up "That was so hot
Cynthia. We can't wait to see Dan's repeat performance."
Those fuckers! If I knew who they were I'd gladly kill them out and
go to jail! No, that wasn't true. I didn't want to go to jail.
Hell, I was afraid of not doing what they said or I'd lose my job.
What a pathetic excuse for a man I was turning out to be.
Fifteen minutes later Dan returned. This time he took off all his
clothes so I knew he meant business. I'm not into men's bodies but
I couldn't help but admire all his muscles and his impressive hard-
on.
He released me from my chair and bent me over my desk again. As his
hard cock was entering my ass he said, "Since I just came, I should
be able to last a lot longer this time. Maybe I'll even be able to
fuck your ass for an entire hour before I cum like you asked."
Dan again gave my poor ass a fucking for the record books. I don't
know how long he lasted but it seemed like at least an hour. When
he finally pulled out after depositing his second load of cum in my
ass that afternoon, he said, "You may be kinky, but your ass is a
good fuck. Just let me know the next time you need a good fucking
and I'm here!"
And with that he got dressed and left. At least he didn't tie me to
my chair but I was still handcuffed.
An IM popped up "WOW! That was impressive watching Dan fuck your ass
for so long and so hard. He's got some stamina doesn't he?"
"The key to your handcuffs is in the top drawer of your desk. After
you've freed yourself you will leave the key and the handcuffs in
Gayle's bottom left desk drawer where you'll find your clothes. See
you tomorrow slut."
Friday started to play out similar to Wednesday but with a twist.
In addition to giving Gayle my male clothes in the morning she told
me to give her my car keys so she could put my clothes in the trunk
of my car. I remembered how much it turned me on to be forced to
leave the office on Monday only wearing lingerie and was looking
forward to the same tonight after all my co-workers went home.
Gayle came into my office at lunchtime and cuffed my hands behind my
back then blindfolded me. I was looking forward to eating more
pussy that day even if I didn't know whose it was. My fantasies
allowed me to believe they belonged to the hottest secretaries in
the building, and if not, I really didn't want to know and thank God
for the blindfold.
So here I stood wearing a very sexy lacy white bra, white lacy tanga
panties, white thigh highs with lacy tops and red heels. Yes, I was
embarrassed but since I didn't have a choice I was also turned on.
My office door opened and I heard several people enter like
Wednesday. There were the feminine giggles and Gayle told me to get
on my knees to start servicing.
I moved the best I could on my knees with my hands cuffed behind me
to my desk to lick the first pussy. I opened my mouth and leaned
forward in anticipation of my first taste only to be rewarded with a
cock shoved in my mouth. I immediately panicked and tried to back
off but the man grabbed me by my ears and pulled me forward so his
entire cock was in my mouth. Thankfully he wasn't completely hard
or I would have choked to death.
While he held my head and mouth firmly onto his cock (which by the
way was growing hard in my mouth) I heard a lot of laughter from
both women and men. What was going on?
Gayle answered my unasked question "I'm sure you're wondering what
is going on Cynthia. All of the secretaries that were here
Wednesday to witness your "coming out party" were invited back
today. But their price of admission was to bring a horny male boss
they thought would appreciate a blowjob. Over the years every
secretary here has been teasing their boss just like I do to you.
We know how much they all would like a blowjob and promised them one
today at lunch. Only they didn't tell them that it would be you
sucking them off."
"Now that they're here every boss has a choice of the best blowjob
they've ever had courtesy of you or they can just stay and watch you
suck off everyone else. I guess they could leave but why would
they? Think of the blackmail material! Your calendar is free for
the next two hours and I personally hope every man takes advantage
of the situation."
"Just think Cynthia; all these men are your counterparts or higher
up the food chain in our company? You'll be seeing and talking with
them almost everyday going forward but won't know who they are. But
every time they look at you, all they will remember is a slut in
lingerie sucking on their cocks. Every time you're up for a raise
or promotion will you offer to suck them off again? Oh, I guess you
can't since you don't know who they are unless you're willing to
come on to every man above you!"
"I hope you don't mind but I used your business credit card to buy
some digital cameras and everyone here can take pictures of you
sucking cock. You won't know whose cock you're sucking or who is
taking pictures of you giving blowjobs. But I have to believe a lot
if not all of these pictures will end up on the internet, don't you
Cynthia?"
Oh no!!! This can't be happening to me but it was. The cock in my
mouth was now hard as steel and he (whoever he was) was holding onto
my ears and fucking my face for all he was worth.
I had no options so I opened my throat as much as I could and
wrapped my lips around his shaft. I used my tongue to lick the tip
of his cock while he shoved his hard cock in and out of my mouth and
then I sucked for all I was worth. I wanted this to end quickly.
I was rewarded with him shooting his load into my mouth. He must
not have cum for weeks because he kept shooting streams and streams
of hot salty cum into my mouth. My mouth was full of his cum and I
wanted to spit it out but he held onto my ears with his cock buried
in my mouth till I had no choice but to swallow every drop of his
cum or choke.
Then he pulled his cock out of my mouth slowly and ordered me to
lick his cock clean of any cum. I recognized the voice. It was
Gil. Gil was my counterpart and biggest rival at our company. I
didn't like him and he didn't like me but we maintained a cordial
business relationship only because it was required of senior
managers.
And now I just given him a blowjob dressed in lingerie with an
audience taking pictures. It would have been embarrassing no matter
who I sucked off, but Gil??? There was no one I knew in this world
that could make me more humiliated by being on my knees and giving
head than Gil.
I could tell Gil was enjoying humiliating me by the tone in his
voice when he ordered me to suck his balls clean one at a time even
though both he and I knew they didn't have any cum on them. Hell he
had kept his cock buried in my mouth till I had no choice but to
swallow all his cum!
I knew he was just doing this to show his power over me and
humiliate me further. However, I didn't have a choice and took each
ball one at a time in my mouth and sucked them knowing full well
people were taking pictures of me satisfying my most hated rival.
Gil said, "You are the best cocksucker I've ever experienced. I
never would have guessed you like to dress in women's lingerie and
give blowjobs. But now we've all witnessed it and have all the
proof I ever need in the pictures. I wish I'd known this a long
time ago so you could have been getting my rocks off every week.
But now that I know how good you are, you'll be in my office on a
regular basis and be my cum slut."
I hung my head in shame. There wasn't a believable thing I could
say or do at this point to convince anyone I didn't like dressing up
and sucking cock. I wanted everyone to leave me alone in my
humiliation but it wasn't to be.
Because Gil said to the rest of the men in the room "You'd all be
fools to walk out of this office without having your cock sucked.
He's a fucking good cocksucker or should I say he's sucking good!
If you're worried about a man sucking you off, assuming you can call
this slut in lingerie a man, then I'll pay each of you $100 dollars
if you cum in his mouth while I watch."
"I know it'll be a lot of money on my part, but I can't think of a
better way to spend my money than watching my new cum slut give all
of you blowjobs while I take pictures for a very special photo
album." And with that Gil burst out laughing.
I wasn't laughing as the first of four more cocks was shoved in my
mouth for a blowjob. It's one thing to be humiliated in front of
strangers you'll never see again, but here I was giving blowjobs to
my co-workers or bosses that I would see everyday going forward.
And other than Gil I didn't know who they were! I finally finished
my cum lunch by sucking everyone off that wanted a blowjob and I was
left alone in my office. Thinking ahead I couldn't picture myself
coming to work on Monday and facing everyone.
I couldn't imagine the day getting worse but it actually did. At
2:00 that afternoon I received an e-mail (because I'm part of the
management team) that there was going to be a "surprise" fire drill
at 3:00 and we'd all have to evacuate the building at that time.
I panicked and called Gayle into my office. "You've got to help me
Gayle. Please go get my male clothes out of my car so I have
something to wear, please!!"
Gayle actually burst out laughing at my predicament. But she did
apologize and said she couldn't get my clothes for me because the
techies would get her fired if she did. She did say the techies
sent her an IM telling her she could cuff my hands in front of me
now and then she would come back at 2:45 to give me my car keys but
not a minute before. But if I chose not to have my hands cuffed
now, then she was not to give me my car keys till 5 o'clock when she
was leaving for the weekend.
What a choice, have my hands cuffed in front of me and be given my
car keys so I could leave the building 15 minutes before a fire
drill to get to my car and my male clothes. Or stay in my office
during the fire drill but I'd run the very real risk that the
firemen walking through the building to make sure everyone had
evacuated the building would catch me in my lingerie. This wasn't a
chance I was willing to take.
So I took the lesser of two evils and told Gayle to cuff me now.
She gladly cuffed me making sure the webcam caught it and told me
she'd be back at 2:45 to give me my car keys. Then walked out of my
office leaving the door wide open!
The handcuffs ensured I couldn't take off my bra or put on any type
of top. Which left me dressed in only my bra, thigh high stockings,
tanga panties (that left most of my ass exposed) and heels.
And the timing would only give me 15 minutes to try and sneak out of
my building without being seen then across the parking lot to my
car. I also knew by 2:45 the firemen will have arrived to watch and
monitor the fire drill.
Almost instantly there was an IM from the techies "Wise choice
Cynthia. At least this way you have a chance of not being seen.
Otherwise we'd have had to direct the firemen to your office to make
sure you were caught for not complying with the rules of the fire
drill."
"What would you have told them when they came upon you dressed all
nice and sexy? Or would you have offered them sex so they wouldn't
drag you outside the building where everyone will be standing??"
"I hate you!" was my less than clever response.
"Now that's not a very nice thing to say. We were going to be nice
and helpful but now we won't."
I knew it was too late but couldn't resist asking "What do you mean
nice and helpful?"
"You'll appreciate this Cynthia. We had Gayle move your car this
morning after you gave her your car keys. We were going to tell you
where it is but now you can walk around the parking lot looking for
it."
"We wonder how long it will take you to find it and how many people
will see you walking around the parking lot dressed like the slut
you are?'
Oh shit! Our building's parking lot is huge with parking in front
as well as in back of the building. Where should I start looking?
I quickly thought I could get Gayle to tell me where my car was but
I knew she wouldn't because the techies would have her fired if she
did.
I was panicked but still spent my time trying to outguess the
techies. Based on how much they'd gone to extremes to humiliate me
I guessed they would have had Gayle park my car in the front of the
building where there was a better chance of me being seen by the
firemen as well as anyone coming or leaving the parking lot.
At 2:45 on the dot Gayle walked into my office and handed me my car
keys. She couldn't help but laugh at the humiliation I was feeling
and couldn't keep from showing on my face.
I practically ran out of my office to the emergency stairs - lucky
for me they were close to my office. OK, it was 11 floors but I
still thought I had a better chance going down the stairs and out
the building's side door without being caught than chance an
elevator ride. Who knew how many stops the elevator would have made
for people to get on and it would have eventually ended up in the
building's lobby where it was guaranteed I would be seen by the
guards and whoever else was there.
By the time I made it to the bottom floor I was out of breath and my
feet and calves hurt from wearing the high heels. I stopped and
rested for about a minute but knew if I waited much longer the fire
drill would start. I took a deep breath, shoved open the side door
and ran as fast as I could in my heels to the front parking lot.
Out of the corner of my eye I could see two firemen by the door with
eyes opened real wide and mouths hanging open staring at me running
away from them. There was no way they couldn't tell I was a man.
Thank God they had to stay by the door for the fire drill and
couldn't follow me. But that didn't mean they couldn't use their
radios to let someone else know there was a man running around the
parking lot wearing a bra, panties, thigh highs and heels. What if
they radioed the police?
When I reached the parking lot I ducked between two cars and stayed
there till I caught my breath. I stood up just enough to look
through the cars windows to try and see my car. No such luck. I
now had a choice of going to the end of the aisle looking for my car
or crossing the parking lot closest to the building.
Even though I knew the techies would have had Gayle park my car as
close to the front of the building as possible I just couldn't take
that route. I was too embarrassed and I knew too many people would
see me. So I walked bent over to the end of the aisle stopping
every few seconds to press the remote on my car keys hoping my car
would beep and I'd find it.
When my car beeped it scared the shit out of me. There was no way I
would have expected it at the end of the row but there it was. The
techies had outsmarted me but since I didn't have the balls to look
where I knew the car was going to be parked I found it! Finally my
luck was changing.
At that moment I heard the building's fire alarm go off and knew
people would soon be streaming into the parking lot.
I quickly opened the trunk to my car to retrieve my male clothes but
discovered it was empty. Gayle must have put them inside my car. I
slammed the trunk closed and jumped into the driver's seat. I
looked around the inside of my car only to discover my clothes
weren't in the car. That's when I noticed the post-it on my
dashboard.
It said, "Sorry boss, but I was ordered to keep your clothes so
you'd have a risqué drive home. I'm assuming you won't be coming
back into the office dressed as you are so have a fun afternoon
drive!!! PS - I left $20 in your glove box."
So much for my luck changing for the good! This was going to be a
nerve racking ride home - especially because I had a long way to
drive on four lane roads with lots of stoplights. I knew every time
I'd stop for a red light the driver of any car stopping next to me
would be able to see how I was dressed or in this case undressed.
But why did Gayle leave me $20?
I had the answer as soon as I started my car and looked at the fuel
gage. My gas tank was almost empty and the red light was on telling
me I needed to get gas soon. I had plenty of gas that morning on
the way to work so Gayle must have spent some time driving my car
around after I gave her my car keys to empty the tank.
I did the math and realized I didn't have enough gas to make it
home. I was going to have to stop and get gas! I didn't have a
cell phone with me to call a friend for help - not that I wanted any
friend to see me dressed as I was.
And without my wallet (it was in my pants pocket) I didn't have a
credit card to pay at the pump. Gayle or the techies really thought
this one through. Armed with only cash I was going to have to walk
inside the gas station to pay for the gas!
I just couldn't do it. But what choice did I have? Drive my car
till I ran out of gas? Then what would I do? No, that wasn't a
viable option. I accepted the fact I was going to have to humiliate
myself by going into a gas station dressed as I was pay for the gas.
Why couldn't it have been Halloween so I could have claimed I was
going to a costume party?
Then it hit me, I was going to have to pre-pay for the gas. No
station would let me pump first and pay later. That meant I was
going to have to walk inside the gas station and pay the clerk
dressed in lingerie then go back outside and pump the gas! I was
going to die of embarrassment but I didn't see that I had a choice.
About this time the tenants from the building came streaming into
the parking lot due to the fire drill and I drove off trying to
think of an out of the way gas station that wouldn't be busy and I'd
never visit again.
I figured it out and drove directly to the gas station. It didn't
have many pumps and was located on a secondary street. That didn't
mean it was any easier for me.
I parked my car next to the pump furthest from the street and looked
around. There was no one else getting gas so I opened my car door
and ran as fast as I could into the station. What I couldn't tell
from outside the station was there several people inside hanging out
with the clerk. She looked to be early twenties and had a few
friends of both sexes with her. The conversation stopped and
everyone stared at me as I entered.
I was so nervous I could hardly get the words out of my mouth "Give
me $20 on pump 3." I practically threw the $20 at her and ran as
fast as I could back to my car to start pumping the gas. I could
hear their comments following me to my car "Oh my God!" "What the
fuck" and "Oh Baby!"
I put the nozzle in my car and squeezed the handle but no gas came
out. Oh no! Don't tell me she was going to keep my twenty and not
give me gas. If she didn't, what was I going to do? Call the
police?
Finally the pump started working but the entire group from inside
the station including the clerk walked out and over to me. They
circled around me and laughed at me. Talk about being in a
Southwest commercial and wanting to get away! As stupid as it was,
I willed the gas to pump faster.
At that point another car pulled into the gas station and stopped at
the pump next to me. The driver, a good looking man in his
thirties, got out and was going to put gas in his car till he saw
me. He stared for a minute then got a big grin on his face and
said, "Hey baby, how much for a blowjob?"
I couldn't take the humiliation anymore. I stopped pumping gas even
though I had put less than $10 dollars in my tank, got in my car and
drove off praying I had enough gas to get home. Fortunately I did.
Once I got home I went straight for the hard liquor. I wasn't going
to waste my time on the low alcohol content of beer or wine.
After my second martini my heart rate was starting to slow down and
that's when the phone rang. I assumed it was my wife because she
was due home that weekend and we hadn't talked for a few days. Not
that I had any desire to tell her how my days were going!
But the caller wasn't my wife it was Lucy.
"Did you have a good week slut?"
"No Mistress." I knew better than to refer to Lucy as anything
other than Mistress. That was a painful and humiliating lesson I
had learned and one I wasn't willing to repeat. So regardless of
what derogatory four letter words I wanted to call her, I used
Mistress.
"Well that's not what I heard. Gayle's been giving me daily
updates. I bet you didn't know we know each other did you? It sure
sounds like you've been having lots of fun. Dressing up, being
exposed, eating pussy and giving blowjobs without ever getting off
yourself. I'll bet you're ready to do anything to get the chastity
device off aren't you?"
I couldn't deny the truth I needed to cum in the worst way. "Yes
Mistress"
"With a little luck you might get lucky tomorrow night but it will
all depend on your performance."
"What performance?" I asked
"Don't tell me you've forgotten you're the entertainment at tomorrow
night's bachelor party."
Oh fuck! With everything else I'd been put through this week I'd
completely put it out of my mind.
Next chapter - the bachelor party and conclusion to this story.