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The Red Trunk

by
Logan was a bright eyed 22 year old man just finishing college with a degree in engineering. He
spends most of his time outside of school working part time at his fathers law firm, hanging out with
his large family of 8, and playing war games on his computer. This summer he starts his dream job,
working on airplanes for the government out at the local air force base. Logan seemed like your
average young man. Very polite, happy, and awkward around members of the opposite sex. But
Logan was far from average.
Logan answered his phone.
“Hello?”
“Go to your room," said a women's voice on the other end.
Logan's breath caught in his throat.
“Yes Mistress”, he whispered.
“Good boy”
click
Logan stood in the middle of his studio apartment. He blinked a few times, his heart racing.
It took him a minute to regain function and then he moved quickly around the apartment. He jumped
in the shower, grabbing a razor. He shaved his face first, and then any stubble of pubic hair. He knew
that She liked him cleanly shaved. He washed his hair and entire body, then stepped out of the
shower to brush his teeth. He headed to his closet. In his closet was a small dresser. Logan reached
for the bottom drawer. As he opened it, he grinned. He reached in a pulled out a pair of black leather
bikini briefs that laced up in the front. Logan eased the briefs on, his nether regions already twitching
with excitement against the smooth leather. Next Logan reached into the drawer and pulled out a
leather strap and harness, which made an X on his back and chest, fastened together with metal O
rings. Logan fastened the harness, took a quick look in the mirror to make sure everything was in
order, and pulled a tshirt and jeans over his harness and briefs. He grabbed his shoes and sock,
wallet and keys, and headed out the door.
The 10 minutes drive to his destination seemed to take forever. His heart pounded excitedly and his
semi-hard member strained against the leather briefs. Logan finally pulled up to his desired location.
It was a small, normal-looking ranch style house in the suburbs. The porch light was on. Logan took a
big breath, and let it out slowly, and turned off the car he had parked in the street. The neighborhood
was silent. Logan quietly made his way up the drive and stepped onto the porch. He used his key to
let himself in. He nostrils was suddenly filled with the light scent of lavender. The interior was
decorated in modern furniture anyone could buy at Ikea. Logan grinned as he shut and locked the
door. He quietly made his way across the living room and headed down the stair into the basement.
Logan slowly opened the red door located right off the of the foot of the stairs. He flipped on the light
and smiled to himself. It was a very familiar site. In the middle of the room was a round black rug over
a red painted cement floor. On the farthest wall was a black wooden X-shaped cross. It had metal
cuffs located on the top of the X. The rest of the wall was decorated with hanging toys and tools.
Paddles, whips, restraints, and many other delicious toys, all cared for and neatly placed. On the left
side of the room was a low bed. The bed was covered in black latex with restraints bolted into the red
wood bed frame. To the right, in front of the fire escape, was a rope dangling from the ceiling. Right to
the left of the doorway was a black leather chair with a red pillow laying at its feet. Logan's heart beat
fast as he wondered what would be used tonight. His eyes fell on the red leather trunk next to the
chair. His heart gave a leap when he noticed the padlock was missing from the trunk. Wasting no
more time, Logan removed his shoes, socks, jeans, and tshirt, folding them neatly and placing them
in the basket right off the the right side of the door. He walked to the middle of the room to the black
round rug, where he knelt on both knees, a foot apart, facing the back of the room to the cross. He
crossed his arms behind his back and lowered his head to the floor, steadying his breathing. He
dared not to move, or make a sound, knowing there was a camera above the red door, watching him.
A few minutes had passed when a familiar woman's voice came from the doorway.
“Ready boy?”
“Yes Mistress”
“Good," she replied, “Stay there and wait."
Logan heard her move into the next room with the black painted door. Logan never had been in that
room, but he knew that the room was Her dressing and surveillance room. She was watching him as
She was getting ready next door. Logan remained motionless for what seemed to be about 20
minutes. His knees were starting to ache when he heard Her entering the room. He could tell she was
wearing some type of heels as she moved into the room. She sat in the leather chair, not saying a
word. All Logan could hear was the slight tapping of Her long nails on the leather arms of the chair.
He could smell her wonderful perfume. He tried to control his arousal, his quivering member straining
more and more against the leather briefs.
For several minutes She sat in the chair. Suddenly, he could hear that She had gotten out of the chair
and was making Her way towards him. Logan steadied his breathing once more and concentrated on
looking at the ground. She came to stand in front of him, very close to his head. Logan could see Her
bright shiny black boots on the rug.
“New boots boy, do you like?”
Logan excitedly nodded his head.
“Speak boy!”
“Yes," Logan quickly said, “ I love them Mistress."
“Kiss them.”
“Yes Mistress.”
Logan leaned over carefully, not wanting to lose his balance. He moved her right foot, his lips gently
touching the top of the boot. Logan then swiftly moved to the left foot to kiss it. As he kissed Her foot,
he felt a semi-heavy material fall onto his head. When he sat back up, the material fell to the floor. He
recognized the material. It was Her favorite black latex pencil skirt.
“Good boy. Now, reach up an remove my panties, eyes to the floor.”
“Yes Mistress.”
Logan's hands reached out and up shakily.Each hand had found the sides of Her outer thighs. He
concentrated on keeping his eyes down as his hands moved up Her thighs, finding the delicate lace
material at Her hips. He gently grabbed a hold of the lace, and pulled Her panties off Her hips and
down Her legs. She reached out and grabbed a hold of Logan's blonde shaggy hair to steady Herself
as She stepped out of the panties and skirt, kicking them to the side.
“Pick up the panties and stuff them in your mouth.”
“Yes Mistress," Logan breathed excitedly, “Mistress is too kind."
She walked back out of sight and Logan heard Her sit back into the chair. Logan picked up the
panties as instructed, taking a moment to smell them before putting them into his mouth. He could
smell her delicious scent. He noticed that they were a bit damp. His eyes rolled back in pleasure as
he stuffed the damp cloth into his waiting mouth.
“Good boy. Stand, go grab my favorite riding crop from the wall and bring it to me, kneeling on the
pillow facing me, eyes tot he floor.”
“Yes Mistress.”
Logan quickly got to his feet, faltering a bit as he took a few steps from being on his knees on the
hard rug for so long. He walked over to the wall, selected the long riding crop with the red handle he
knew to be Her favorite, then trotted back over to the chair. He immediately dropped to his knees
facing the chair, his eyes lowered as he presented the riding crop above his head.
She took the crap from his hands. All he dared to look at was Her feet. She rested the end of the
crop on his left shoulder. Slowly and purposefully She opened Her legs. His heart leapt as that
familiar delicious scent of Her gorgeous flower overwhelmed him. On thing about Her he was
addicted to was Her scent.
“Mmmmm, is boy excited?”
Logan eagerly nodded his head. She reached out to his mouth and pulled the lace fabric out of his
mouth, tossing it to the floor.
“Look at my freshly shaved glistening pussy boy.”
Logan's cock jumped at these words. He nodded his head slowly and tilted his head up just enough
to see where he was commanded to look. His mouth dropped opened and his cock immediately
became fully erect. He sat there staring at what he was never able to resist, his Mistress' pussy. She
had perfectly shaped lips, cleanly shaved. She had a nice slightly protruding clit peeking out from
behind its hood. Her slit was truly glistening with her aroused juices. Logan instinctively licked his lips.
She laughed.
“Hungry boy?”
“Yes Mistress, very.”
“Then eat, but your hands stay behind your back.”
Logan groaned.
“Thank You Mistress.”
She repositioned herself on the leather chair, Her ass barely on the edge of the chair, one leg draped
over the chair arm. Logan closed his eyes and breathed in slowly as he leaned forward, licking his
lips again. He opened his eyes just enough to direct himself to his target. He stuck out his tongue and
licked the length of Her slit, from Her glorious hole to Her clit. He moaned loudly at the taste of Her
pussy. He felt Her stiffen, but not make a noise. This made Logan smile to himself. He took the tip of
his tongue and flicked Her clit rapidly. He was determined to make Her break Her stealthiness. Finally
after many long seconds he heard Her let out and audible gasp and a quiet moan. As if taking this as
a sign, he moved his head down to lap at Her wet hole. His prodded Her hole with his tongue as deep
as he could. He lapped at her delicious juices as Her breathing staggered. Logan, becoming too
excited, lost balance and reached out to grab Her thigh for balance. Immediately Her hand was
grabbing his hair and jerking him back, Her legs closing quickly. Logan frowned.
“Bad boy! I said no touching!”
The riding crop striking his right shoulder.
“Sorry Mistress," Logan gasped. The sting of the crop making it hard for him to speak.
“Louder boy!”
“Sorry Mistress!” Logan cried out.
The crop swiftly striking his left shoulder. Logan winced at the pain as Her hand returned to his hair
and pulled his head back.
“Look at Me boy.”
Logan raised his eyes to her. Logan's breath caught in his throat again.
She was a full figured woman with amazing curves and ample breasts. She was wearing a black
leather corset that came up to right under Her breasts. Little silver rings dangled from Her nipples.
But all of this did not arousing him as much as Her face. Framed by long black hair was a pale round
face. Her lips were painted a bright red with black smokey eyelids and long black lashes. Her eyes
were deep green and sparkled. Her face reminded him of a 50s pin up model. When he looked up at
Her face, he was immediately aroused and comforted at the same time. She looked directly into his
eyes.
“Now, what does boy want from his Mistress tonight?”
Logan hesitated, eyes darting to the red trunk.
“Well, speak up boy.”
“I want Mistress to take me," Logan quietly said.
“Take you? How?”
Logan looked down.
Her riding crop sharply tapped under his chin.
“Tell Me, how does boy want to be taken?”
Logan's head nodded towards the red trunk.
“I want Mistress to take my tight hole with Her cock," Logan blurted out.
“Oh really? Has boy been good?”
“Yes Mistress, boy believes he has been.”
“Indeed. Go kneel on your spot.”
“Yes Mistress.”
Logan quickly got up from his knees and returned to kneeling on the spot on the rug. He heard Her
opening the red trunk. He smiled as her heard straps and fasteners to his Mistresses strap on. A
moment or two later, his Mistress stepped into view. Between Her legs was a 8 inch and think black
silicone dildo strapped to Her by way of a black leather and metal harness. She held the cock like it
was naturally a part of Her. She held the tip of Her cock an inch from his lips. He could see the
moisture from his breath on the head of the hard silicone cock.
“Lick the head.”
“Yes Mistress," Logan replied.
Logan stuck out his tongue and touched the tip of the dildo with it. He had gotten used tot he taste of
hard silicone. He swirled his tongue around the cock head, his eyes angling up at his Mistress looking
at Her for approval.
She moved her hips forward a bit, the dildos cock head now on his lips.
“Suck My cock like I suck yours when you are being rewarded.”
Logan nodded as his lips parted.
Suddenly he felt the sharp sting of the riding crop across his back.
“You are taking too long boy. Suck it!”
She thrusted Her hips forward, forcing a few inches into his mouth. Logan's eyes widened as he tried
to recover, sucking and licking the fake cock.
“Mmmm good boy, suck Mistresses' cock.”
Logan groaned at Her words of approval. She fed him more of her dildo. He relaxed his mouth and
throat to accommodate the large toy.
She thrusted forward sharply and Logan gagged as another 2 inches was shoved into his mouth. He
had worked up a tolerance to take the cock into his mouth to a certain point. She held his head
steady, moving Her silicone cock in and out of his mouth.
“Thats it boy, let Mistress fuck that hot mouth of yours.”
Logan groaned as his cock was fully erect under him. He dared not to touch himself without being
told. The last time he touched without permission his cock was put into a chastity cage for a week.
Sooner than he wanted, She took the cock from his mouth, slapping it hard on his right cheek before
grabbing him by the hair and pulling him up to his knees. Logan cried out in pain as She lead him to
the bed and pushed him roughly onto it.
“On your hands and knees, NOW!”
Logan nodded and assumed the commanded position on the bed. She quickly made Her way around
the bed, placing restraints at his ankles, knees, and wrists, attaching and drawing them tight. Lastly,
She knelt on the bed, positioning Herself behind him.
She reached under him, pulling on the string of his lace up briefs to loosen them. She slowly pushed
the briefs off his hips and past his thighs, leaving them around his bent knees.
Logan suddenly felt a new and amazing sensation. His Mistress' silky tongue was licking the full
length of his crack, stopping to swirl Her tongue around his puckered hole. Logan moaned and his
elbows almost buckled. A swift strike of Her hand on his ass brought him back to reality.
“Mmmm, what a nice ass my boy has.”
“Thank You Mistress.”
“An who does this ass belong to?”
“You Mistress. Only You.”
“Good.”
She pressed her middle finger against his puckered entrance. Logan stiffened, anticipating the pain
in pleasure he was about to experience.
It had been a month since his Mistress had started to use his ass. At first she only used her fingers,
and next various sizes of vibrators. Finally last week he had worked up to Her dildo that she kept
locked in the red trunk.
She slowly pushed Her finger into his ass. He felt Her reach with her other hand for the metal ring of
his harness for leverage. Logan winced at the pain of the slightly dry penetration, causing him to
clench his muscles.
“Now, now boy," She cooed, “relax and trust Mistress.”
“Boy trusts Mistress with his life.”
“That's my boy," She replied as she gave him a light kiss on his left ass cheek.
Immediately Logan melted at Her kiss. He relished any affection he got from Her. Logan sighed as
he relaxed again.
“There, that's a good boy.”
Suddenly her entire finger sunk into his ass. Logan gasped and moaned. She laughed a little as she
started to move Her finger in and out. After several seconds of this, She drizzled some lube on
Logan's ass and worked it into his hole. Logan groaned as her middle finger was joined by a second
finger.
She worked his hole with these two fingers for a few moments. Logan groaned in pleasure as She
turned Her fingers inside of him, now palm side up, and started curling Her fingers as She reached
underneath and stroked his throbbing cock.
“Boy must be enjoying this. His cock is rock hard and dripping precum.”
“Yes Mistress”, Logan gasped.
She gave his cock a hard squeeze before letting go and removing Her fingers from his ass. Logan let
out a sigh in disappointment. He felt a sharp slap on his left ass cheek.
“Is that how you thank Mistress? By pouting?”
“No Mistress, boy is sorry.”
“Much better.”
She straightened up, lining Herself up with him. She leaned forward to grasp his harness again. He
pulled back on his harness, Her cock lined up with his lubed, puckered hole.
“Now boy, I will push slow and steady as you push back onto my cock until you have taken all of it.
You know the safe words. Understand?”
“Yes Mistress," Logan gasped, as the head of the cock pressed against him with urgency.
Slowly she moved her hips forward. Logan winced as the familiar pain of his hole being opened
enveloped him. He slowly pushed back onto the toy until he felt the familiar pop of the cock head in
his ass.
“There, now that is a very good boy.”
“Thank You Mistress.”
She drizzled more lube onto his hole and she eased the toy cock into his ass inch by inch. Logan
steadied his breathing and relaxed his muscles, letting the cock slide in more easily. In a short time
his pain had turned to complete pleasure. After a few minutes the cock was buried deep in his ass.
She remained still for a moment then suddenly withdrew the toy and slamming it back into Logan's
ass. Logan cried out in pleasure.
“Yes I know you like it.”
“Oh yes Mistress!” Logan cried out and moaned loudly.
Again She pulled the toy out and immediately slammed back in.
“What does boy want?”
“Fuck boys ass please Mistress. Hard and fast!”
“As boy wants.”
She started to move at a quick pace in and out of his hole.
Logan groaned and grunted as he continued to take the length of her cock. He pushed back against
the cock, wanting it as deep as he could get it. She moved faster and faster until She was fucking him
as hard and as fast as She could. Logan moaned uncontrollably. It never took long for him to cum
when She fucked him like this. He felt the pleasure build up inside him. Mistress felt him tense up.
She reached under and grabbed his cock.
“Cum boy!”
“Yes Mistress!” He cried out as his cock erupted.
She continued to fuck his ass as cum shot out of his cock onto the latex bed. Logan legs and arms
began to shake as he struggled to maintain upright as he orgasmed. She slowed down and then
carefully removed the dildo from his ass. She stood up, unhooked the strap on, and let it fall to the
floor.
“Stay still”, She commanded.
Logan nodded as he tried to catch his breath.
She quickly moved around the bed, untying Logan from his restraints. Logan watcher Her work. As
soon as She finished, She swiftly moved across the room to the back wall. She stopped to wiggle
back into Her late pencil skirt. Logan loved watching Her get dressed as much as he loved watching
her undressed. She reached the back wall and selected a collar and leash. Walking back over to
Logan, She attached the leather collar around his neck, locking it into place, and attaching the chain
leash. She pulled back on the leash, pulling Logan up onto his knees. Logan wondered what was
going to happen, as this had never happened before. Usually he wore the collar and leash to be led
around the room on his hands and knees before sex.
“Someone made a mess on the bed. Who was it?”
“My Mistress.”
“That is right. Now you will clean it up.”
Logan was confused by these words. She tugged his leash towards the bed. She then pulled back
on the leash, forcing him to back up on the bed on his hands and knees. When he was in the direct
spot She wanted him in, She grabbed a hold of the collar on his neck and forced his head down to the
latex bed.
“Now, clean it up.”
“Mistress...”
“Now boy!”
Logan hesitated for a moment. A sharp slap to his ass stirred him. He closed his eyes. He tongue
parted his lips. He had never tasted his own cum before. Mistress urged him by pulling the collar
closer to the bed. Logan took a deep breath and began to lick up his cum.
“There. Such a good boy.”
Logan's first reaction is that he did not like the taste much. It was salty and slimy, and warm. He
wondered how Mistress could like this substance in Her mouth so much. But after a few licks, he
adjusted to the taste.
“Good. Get it all.”
Logan grinned at the approval he was receiving from his Mistress. Suddenly he was eagerly lapping
up his cum. When he had finished, She pulled back up in his leash until his face met Hers. She
kissed him hard on the lips before unlocking and removing the collar, dropping it on the bed.
“Another great night boy. But it is time for you to leave. Don't forget I am giving you a test in class
tomorrow. I expect you to pass with high marks.”
She gave him a playful slap on his cheek and turned to walk out of the room into the room next door.
Logan gathered his things, redressed, and quickly exited the room and house, grinning from ear to
ear.