By Mad Dog
Chapter 5: A Day at the Office
Walter walked up to his secretary's desk. Emily stood up as she realised her
boss was approaching. She was tall and slender. At 24 she was a stunning red
head, 5 feet 10 inches tall. Her measurements were 36-23-35. She was
dressed in a wool suit with a skirt that ended just below her crotch. The
suit jacket had no blouse below it, exposing the tops and sides of her firm
Walter preferred smaller women with tighter orifices but Emily was the best
secretary in the pool and Walter always put work first.
Emily was hopeful that she'd get out of the morning fuck because Walter had
taken time to go to his daughter's school. She hated the way he pounded her
tight cunt with his huge cock. However, it was much preferable to an ass
fuck. If Walter fucked her ass, she'd hurt for hours.
She thought she was off the hook when Walter didn't tell her to bend over
the desk and asked for the mornings typing. She turned away from him, placed
her feet apart and bent over the low table holding the mornings work. As she
did, her ultra-short skirt rode up exposing her flaming red cunt hair. She
turned and handed the file of typing and correspondence to her boss.
He took the documents to his desk. He sat in his chair, undid his fly and
pulled his massive cock out "We'll have to skip our morning fuck, I'm
running behind. Suck my cock while I go over these."
Emily knelt in front of her boss and opened her mouth as wide as she could.
She took the fat head into her mouth and pressed down. She felt the all too
familiar painful pressure as the horrible prick went down her throat.
Gagging and coughing, she set up a steady rythm as she used her throat to
fuck the huge cock.
After several minutes of brutalising her throat, Walter grabbed a handful of
her hair and pulled her face back until just his cock-head was in her mouth.
Tensing, he came in her mouth. Emily swallowed desperately as spurts of
semen filled her mouth. Letting her up, he placed his softening cock back in
He lifted a letter from his desk and held it up "You put an apostrophe in
the possessive form of its. We've talked about this before. You know what
this means." The attractive red head flushed and looked at the floor" I'll
be punished." Walter nodded "Get the punishment stool."
A tear ran down Emily's face as she went to a closet and pulled out the
device. It consisted of a normal office chair bottom on casters. However, in
place of a chair seat, a metal bar shaped like a triangle was laid
horizontally above the chair pivot. It was about 12 inches long with one
sharp edge up.
Two huge dildos rose from openings in the centre of the bar. The first dildo
was 10 inches long and covered with short stiff bristles. It was 3 inches
thick. The second dildo was 8 inches long and covered with raised metal
studs. Two leather cuffs were attached to the bottom of the central column.
As Emily rolled the device to the center of the room, the 2 horrible dildos
spun as the casters rolled.
"Squat on it!" Walter ordered. Emily removed her ultra short skirt exposing
her fiery red pubes and narrow firm ass. Weeping steadily now, she lined her
cunt up with the impossibly fat 10-inch dildo. She gasped as she twisted
her torso trying to work the huge fake cock into her dry cunt. As much as it
hurt she continued pressing down until it stretched her cunt lips apart,
knowing worse punishment would follow if she failed. As the over-stretched
cunt finally allowed the torture dildo to enter her, she cried out in pain.
Quivering, she lined the smaller dildo up with her sphincter. Whining, she
pushed down, her ass burning as the large fake cock worked into her ass.
Gasping and choking in pain, she worked herself down until her agonised
holes had swallowed the punishment dildos. Her body quivered from the
horrible stretching pain.
Walter knelt beside the chair and pulled one ankle back and strapped it into
a cuff. He pulled the other ankle back and strapped it into the second cuff.
Emily strained trying to support her weight with her bent legs but it only
took seconds for the awkwardly angled muscles to give way. Her head snapped
back and she grunted through clenched teeth as her tender cunt pressed
against the sharp edge of the triangular bar took up her full weight. Emily
wept loudly knowing that her cunt would be brutally bruised.
Walter put his hands on the secretary's shoulders and started rolling the
torture stool out to her desk. She whined and yelped as the huge dildos
rotated inside her. Walter pointed to a 4-drawer file cabinet, "I want the
files in this cabinet taken out and refiled in the empty one on the other
side of your desk."
Emily opened a drawer and took a handful of files. Using her other hand, she
pulled herself along the edge of her desk, her face twisted in agony as her
cunt and ass were rubbed raw by the spinning dildos.
Satisfied that the errant secretary had several hours of vaginal torture
ahead of her, Walter returned to his office and went back to work. About an
hour later, his Secretary's pained voice came over his intercom "Nngh... Mr.
Peterson wants ...owwuhh... to see you." Walter cursed at the interruption
but got up. When the president of the company wants to see you, you go no
matter how busy you are.
As Walter entered the outer office, he saw Vera, the president's secretary
seated at her desk. She looked in some discomfort. She was 35 years old with
blonde hair that hung to her shoulders. She wore a thin blouse that was
stretched to its limits over massive 45-inch breasts. Thick nipples were
clearly visible through the thin material.
She looked up at Walter "Hello, Mr. Matthews. Mr. Peterson asked me to bring
you right in." She stood very slowly and stepped out from her desk. Below
her blouse she was naked except for black nylon stockings held up by a
garter belt. Attached to the inside top of each nylon were 2 elastic straps.
The other end of the straps were attached to large sharp toothed alligator
clips digging into her cunt lips. The elastics had stretched her labia 3 to
4 inches and her breath caught in short gasps as she walked several feet to
the office. As she opened the door and stepped in, muffled screams could be
Walter entered the room to see a small young woman strapped to a punishment
table at one end of the office. Her legs were cuffed to stirrups and were
She was tiny at 4 foot 10 inches. She breasts were mere lumps on her chest
topped with small pink nipples. Mr. Peterson was holding a cat o' nine
tails. Horrible red welts covered the tiny young woman's tits. Tears ran
down her face as she sobbed loudly.
Mr. Peterson set the whip down and walked across the room, his hand extended
"Good to see you, Walter! Sorry but I'm not quite finished here. This little
bitch begged me not to put my cock in her cunt. Vera will be going in for
surgical vaginal and anal tightening and scar regeneration tomorrow and this
one will have to learn her place. Vera, entertain Walter. Show him the new
electronic pin cushion."
Vera walked over to a cupboard and took out a black box with an electric
cord hanging from it. Twenty-five white ceramic knobs stuck up from the top
of the box. Vera plugged it in and set it on the desk and asked Walter to
wait for a minute.
In the meantime, Mr. Peterson had taken up a thick 8-inch dildo. It was
covered with hard plastic spines and was attached to a webbing belt. He held
it up over the terrified young woman, "Don't worry. I won't put my cock in
your cunt, I'll use this instead!" The girl's eyes opened in terror as she
pleaded for him to reconsider.
While Mr. Peterson wrapped the webbing belt around his waist so the large
dildo hung over his cock, Vera put her ass on the desk and laid back. She
pulled her legs as far apart as she could. The elastics attached to her cunt
stretched her labia even more, making her cunt gape widely open. She whined
for a second as the pain in her cunt lips increased "Put your cock in my
Walter opened his fly and pulled out his huge erection. Vera bit her lip as
she saw the fat cock but she kept her legs pulled back and spread. Walter
lined his cock up with her ass and jerked in hard. "Garrgh!" she grunted as
her eyes widened in pain. Enjoying the tight pressure, Walter leaned
forward, plunging his cock into the secretary's ass. Vera cried out as her
butt twitched in agony.
Struggling to maintain her composure, Vera opened the front of her blouse,
freeing her huge tits. Walter could see the need for the scar regeneration.
Her tits were marked with fine white scars. Mr. Peterson had obviously
inflicted brutal punishment on them often.
On the other side of the room, Mr. Peterson had lined the dildo head up with
the tiny cunt of his victim. She tried to twist herself away but the bonds
held her tight. Pushing the dildo hard, the tiny hole started to stretch
around the thick fake cock. Her head thrashed back and forward as a couple
of inches of hard plastic over-stretched her cunt. He then lined his cock up
with her minuscule asshole. The small woman panicked "God no! Please not my
ass!" Mr. Peterson shook his head, "That will cost you five more strokes on
your tits!" The girl's gasp of terror turned to a cry of pain as the older
man forced his cock into her ass.
While her ass was being ravaged, Vera reached over and pulled on one of the
ceramic knobs on top of the box. A thick pin was attached to the ceramic and
glowed cherry red with heat. Holding it over the top of her tit, she steeled
herself and plunged the red hot metal into her fat tit. Her scream rang
through the room.
As she regained her composure, she pushed the black box closer to Walter
"NNggh. use needles .oww. cause much pain .gawd. makes my ass tighten."
Walter pulled another glowing pin and pushed it into the other tit. Again a
scream filled the room and Walter felt the asshole of the tortured woman
spasm around his cock. Slowly, he inserted 3 more heated pins into each tit,
pounding his cock in and out of Vera's ass as her body bounced in pain with
Walter picked up another red hot pin and touched the tip of it against a
large nipple. Vera gritted her teeth but lost control as he slowly worked it
into the fat teat. Walter kept the volume of screams up, slowly and
deliberately working three hot pins into each nipple. Recognising Vera was
nearing her limits, Walter continued with a long deep anal rape but allowed
a few minutes for Vera to get used to the deep burns caused by the pins
puncturing her magnificent tits.
Mr. Peterson was brutally double fucking his small victim as he picked up
the whip. The girl's face was twisted in pain from the fucking so she didn't
see the first stroke approaching her small tit. As it struck, her eyes
bulged open as she screamed. The older man laid four more hard lashes across
the tiny tits as the small young woman thrashed in her bonds.
Walter took another glowing pin and touched it to one of the over-stretched
cunt lip. Vera tensed as she anticipated the agony she knew was coming.
Walter pushed the pin through the tightly stretched flesh. Inhuman screams
filled the room as Walter pierced each cunt lips 3 times.
Walter pulled out another pin and touched the tip against Vera's exposed
clit. Her legs vibrated in fear as Walter jerked the pin through the tender
nub. She screamed for several minutes until her cries subsided to
unintelligible gargling as Walter came into her ass.
Mr. Peterson quickened his fucking and he too filled the ass of his victim.
Both men pulled out of the women who remained moaning and sobbing in pain.
The two men took a chair and Mr. Peterson spoke "I've got good news for you.
Hamilton is retiring so we have an opening for a new Vice-president of
production. I'm putting your name in front of the board." Walter flushed. He
'd always hoped to make it to the senior executive but this was way sooner
than he expected "That's great, sir!" Mr. Peterson leaned back "Archie
Jefferson wants to golf with us and have you and your family over for dinner
on Saturday. I suggest you make yourself available." Walter nodded smiling
The two men shook hands and Walter left the office, his head swimming. This
was good news indeed.
(Note from Stories-Online.net: this is all I have)