Chapter One, The Message

Tom stared a moment before pressing the enter key on his keyboard. Even as he did so, he did it slowly. On the surface of his mind, he thought Miss Karla would be like any of the other mistresses he met online; however deep inside he felt there was something different about her. He knew she would degrade him, and he’d play along, but then masturbate to some porn once they were done chatting. No big deal he thought.
“Yes, I’d love to have mistress” he replied to the query if he was interested in a mistress.
“i’m going to own your mind and body, you sure that’s what you want?” appeared as another message popped up.
“Yes,” half-joking at the thought of this. He sipped his beer, as the stereo played Miles Davis and awaited her reply.
“how old are you? where do you live?” she asked. “i’m in california.”
“St. Paul, Minnesota, and I am 39.”
“do you have kik? It’s way easier to command you via kik… i’ll need photo evidence that you are following my orders.”
He looked down at his archaic phone, and half smiled. He knew he needed a new one, but like everything in his life he had no intention of changing it. “I’ll look into getting it, mistress.”
“good faggot. are you dressed right now?” flash up on the screen just as the vinyl began to skip.
He stared at this message for a moment not comprehending what she was asking, before getting up to fix the record. Placing the needle carefully on the records surface, and Freddie Freeloader began to play through the speaker strategically placed around the room. He may have a cheap phone but the music was serious business and it didn’t better than jazz. He watched it spin for a moment and tapped the edge of the player with his right hand in rhythm to the music u*********sly.
He returned to his laptop, which set on his desk. Pulling the chair close, he placed is hand on the keyboard to reply. “I’M WAITING” flashed up just as his fingers touched the keys.
“I’m naked right now, Mistress.” He typed even though he sat fully clothed.
“so you have no women’s clothes?” The words seemed to burn with anger on the computer screen.
He enjoyed watching shemale porn and often fantasized about being with a girl like that. Hence the conversation with Karla, but had never worn women’s clothing. He had never even considered it. He began to notice how his heart was racing and sweat began to bead on his forehead.
“No, I don’t have any girl clothes” he replied.
“then you must go buy some. you will buy a pair of panties, and wear them every day, all day. do you
understand me?” The words seemed to jump out at him. He moved the mouse pointer to the exit from t
the window.
“Yes, Mistress.”
“good. you are also not allowed to cum. i will tell you when and if you can cum” she scolded. “you will
get in your car and go to a local store and buy panties. Right now.”
His hand began to shake, but when he started at them they remained perfectly still. His head pounded
with each heartbeat. He looked over at the half finished beer, and swallowed hard. “There was no way
I’m going to do this,” he thought. How would she ever know, and besides I’ll be just like all those weird
people you see photos of dressed clothing no person should ever wear.
“Yes, Mistress” he replied.
“good slut. message me as soon as you get home. you will need to complete some tasks… Understood?”
He paused a moment before beginning to type his reply. He couldn’t believe he was actually considering
doing this. He was very erect and pre-cum was oozing from this penis.
“Yes, Mistress.”
*************************************************************************************
Thirty minutes later, standing in line at Walmart, he found it impossible to act nonchalant while
purchasing women’s panties. He was having difficulty breathing and his head pounded. He looked down
at the package of six, white cotton panties, with lace trim. They seemed so innocent and small. He
wondered how they feel and if he would fit inside them.
Behind him, several teenage girls laughed at him, but as he quickly turned he could not see them. His
heart was pounding in his chest and for a moment, he felt as though it would explode with the next
beat.
“Sir, I can help you,” said the cashier and he realized that he had been holding up the line.
Stepping forward he handed the cashier the package. She was middle aged and obviously plucked all of
her eyebrows out, only to reapply them with a dark pencil. Her name tag read Debbie, and she smiled
broadly until she saw the item he had picked out.
His internal voice shouted at him “you should have gotten something else.” Debbie looked him up and
down lifting her lip in a disgusted curl. He fumbled through his the wallet for the cash, as sweat visibly
began to bead on his forehead. He heard an impatient sigh behind him and as he handed Debbie the
cash. Grabbing the package quickly he left three dollars and some change behind, in his haste to escape
the public humiliation.
He drove home recklessly distracted. How was it that some t-girl that he had chatted online with for a
few minutes had this much power of him? Why did was he doing this? Though he ran three stop signs,
he made it home without incident.
The hour was late by the time he returned to his studio apartment and entered the living area. Tearing
open the package of panties he thumbed through them slowly. Even though they were identical, he
needed to see them all, and he didn’t know why.
His penis began to swell, and he pulled off his shirt and unbuttoned his pants. As he slid them down his
hairy legs, he suddenly noticed how hairy they were. As the waistline of his pants reached ankles he
realized he had not yet removed his shoes. He could hear Mistress Karla scolding him, “you dumb bitch
boi! You’re so desperate to get into your panties, you forgot to take your shoes off.” He could almost
hear her laughing at him.
Once all of his clothing had been removed he slide his feet into the leg holes of the panties. He cock was
very erect and he wondered how it would fit. As they slide up his legs and over his ass, pre-cum oozed
from the tip of his cock and dropped to the floor.
He winced as it made a plop sound. It was almost as though was expected to be struck.
Sitting down at his computer, looked over at his now warm beer. Reaching for the beer he almost
grabbed it, but his hands went to the keyboard instead.
“I’m back mistress, and wearing panties now” he typed very excitedly. His cock was hard and sticking out
of the top of the panties. The tip was soaked with his pre-cum and without even thinking he reached
down and gathered it with his index finger, before placing it on his tongue.
It tasted sweet and slightly salty. He enjoyed his cum and would taste his precum every time he
masturbated. Savoring the flavor he stared impatiently at the screen. Absent-mindedly he continued to
rub his cock and lick his precum rereading the previous messages.
The seconds he waited seemed like hours, and he lost the concept of time and space. The sky outside his
apartment began to gray with the first light of dawn, and still, he reread the messages. However, no new
messages appeared.
His eyes became heavy as the hours rolled by, but there was no reply to his message. Slowly he closed
his eyes, as sl**p took him. Even though sl**p took him, he did not rest. He would doze in and out of
conciseness. When he would drift out of slumber for a brief moment, he was unable to comprehend
where he was or what he was doing.
He awoke when he heard the ding of a new message. Rubbing his eyes he tried desperately to
comprehend the text. Looking down at his cock, safely tucked away in the white panties he began to
realize what had happened. Focusing his eyes on the message he read it clearly.
“good morning fag, what are you doing?”
“I’m sorry, I just woke up. Where you waiting long” he replied.
“i’ll ask the questions. did you get the panties?” she asked. He could almost hear the sternness of her
voice as he read her reply.
“Yes Mistress. I am wearing them.”
“good. did you get kik?”
He licked his dry lips and looked around the room for his phone. “I don’t think my phone can handle any
apps.” He slowly typed this, fearing the consequences.
“i think, you are just a dumb slut and i’ll do the thinking for you.” Her message cut him deeply, and
rather than being offended he felt as though he had made a terrible mistake.
His mind chastised him for his stupidity, and he apologized quickly to her. His phone began to ring from
across the room, and as it vibrated it fell from the dresser next to his bed. A thousand little pieces
bounced across the hard tile floor, as hi phone shattered. He spun, around and tried to catch the already
destroyed phone. Staring at the phone he, cursed. He rarely did so and did not enjoy being around those
that did. Once again he contemplated his fate.
“i want you to rub yourself through the panties. remember you are not allowed to cum. you will edge 5
times. do you understand?”
Hearing the ding of the new message he returned to the keyboard and replied, “yes Mistress.”
He began to rub the tip of his cock softly and pre-cum began to ooze out almost immediately . His legs
began to tremble and he felt waves of heat wash over his body. Fighting the urge to continue he
stopped just before he reached the point of no return.
“how do you like that? how big are you?” she asked.
“That feels great! I’m about 7 inches, Mistress.” He brought himself the edge once again
“FYI… very soon that clitty will be locked away, and you will be mailing me your keys” she warned.
Reading this message he felt a wave of fear overtake him. He had never been locked in a chastity cage
before.
“Do you mean those cock cages?” he asked fearfully that his question would bring forth her wrath once
again. “I don’t want one of those, I mean I can just hold off from cumming if you want. But they look
uncomfortable.”
“WHAT DO YOU MEAN YOU DON’T WANT TO?! YOU WILL WEAR ONE!” she scolded. “now i was going to
allow you some time, but you are in some serious need of discipline. buy one today. no excuses, get off
your ass and go now.”
“But Mistress, all the adult books stores are closed at this hour,” he begged.
“then you will just have to wait outside, at the door until they open, won’t you.”
His hands shook and he felt sick. This was getting out of hand and he didn’t know how to stop it. He
wanted so desperately to continue, but this was ridiculous. How could she expect him to stand at the
door to an adult bookstore and wait for it to open? “I mean, how hours am I to wait? Wait, what time is
it?” he questioned himself. Looking over at the clock next his bed he saw it was almost seven.
A sudden thought occurred to him that it might be night time. Could he really have lost an entire day, he
thought.
“you will wear the panties under you man clothes too” the message interrupted is thought pattern.
Pausing to think his day through, he began to formulate a plan. If he went grocery shopping first, then
looking over at the many pieces of his phone he decided it was time to change that. “Then if I swing over
to…”
“have you left yet?” came the impatient ding of her message.
“I’ll get dressed and leave now Mistress,” he replied quickly.
“good bitch boi. message me when you get home. and get a new phone, the model you had is prone to
breaking.”
*************************************************************************************
As he stepped into the grocery store, he glanced around trying to make his path the shortest while
encountering the least number of people. Considering that it was only nine in the morning, there
weren’t a tremendous amount of people there; but far too for many Tom’s comfort.
With every step, he felt the thin cotton fabric rub against his pants. He was a boxer man and disliked
briefs, but what he feared was that someone behind him would see the seam that ran along his ass
cheeks. Avoiding eye contact at all costs he quickly began shopping for his basic needs.
“I can wait until I’m back in boxers before I get shampoo,” he thought, wanting to avoid the aisle that
contained feminine products. He was sure there would be women there, and they would notice that he
was wearing panties. Perhaps they would giggle and whisper to their girlfriends, or worse yet one would
ask him about what his favorite color of panties was.
Entering the entered the beverage aisle and proceeded to the cases of Diet Coke. Bending over at the
waist as he picked up the case from the bottom self, he heard a woman laugh behind him he realized
that way he had bent over was very effeminate. Straightening quickly he placed the case of beverages in
the cart and continued shopping.
“Fuck, I know she saw my panty seam,” Tom cursed to himself. He did not even realize it, but he had
said it out loud. A man some ten feet away from him gave him an odd stare, but Tom did not notice. He
was absorbed in his own thoughts.
Moving along Tom continued hearing every laugh, every snicker, and every comment that even
remotely resembled a comment about wearing panties. By the time he was ready to check out he could
hardly think. Using his credit card, he fumbled three times trying to enter his pin number.
Pushing his cart of goods to the loaded the car. By now he was becoming used to the sensations of the
panties, but he continued to hear ever snicker and giggle.
By the time reached he reached the Verizon store he had relaxed substantially. He was now listening to
Coltrane and enjoying the warm weather on spring Minnesota day. The sun was out and not just
partially but was out in full.
The store was clean and because it was a Tuesday morning, it was not very busy. After few minutes wait
for a sale associate named George, stepped up to him. “Tom,” George asked politely.
George looked like he was fresh out of high school and wore is clothing loosely. His hair was medium
length and very curly, and often a sandy blond curl would drop in front of his eyes and he pull it to the
side with a hand.
“Yes, I need a new phone. I don’t know what to get,” Tom said apprehensively.
“Well, you’ve come to the right place. I got lots of phones,” George said. “Come this way, I’ll show you
what we got.”
The conversation between the two was polite but soon became tense as Tom did not understand much
of what George was saying. He would often forget about wearing panties until they would walk to
another phone, and Tom would feel the rub of the fabric.
The worst part was Tom would become erect, and his only way to hide this was to stand against a
counter to disguise his swelling penis. He began to wonder if he was leaking pre-cum, and if it would
show on the front of his pants. He would check the front of his pants for a wet spot frequently, and was
sure that George noticed.
After a few hours of looking at phones, and setting up a plan, and training on to use the phone, followed
by retraining on how to use the phone, Tom left the Verizon store. Clambering into his car he sighed. He
knew what was required of him next and he dreaded this.
The old Honda sputtered and choked as he pulled into the South 7th Adult Fantasies and Video parking
area. He exited the car slowly, trying to delay the assignment. Alarm bells were ringing in his head, and
he kept thinking, “just get in the car and drive home.”
Reaching for the door handle he opened the door so quickly that it surprised the clerk, who sat reading
at the counter. He was a thin man in what appeared to be his late twenties. Staring for a second the
clerk returned to his book.
Tom strolled along and noticed that he was beginning to enjoy the sensation of wearing panties. He
started to feel natural and enjoyed the way they held his penis. “Maybe I’ll wear these more often,” he
thought as he walked around the store glancing here and there.
Seeing a giant dildo in the shape of a horse cock he shuttered at the thought what that would feel like.
He could almost hear Mistress Karla’s voice in his head. “Buy the horse cock too.” He even considered it
but continued to seek out a chastity device.
“Can I help you find something,” the young man said.
“Ah… I’m just looking around thanks,” Tom stuttered. He wanted to ask but was terrified. He looked
around for a few more moments and then swallowed hard, and spun around quickly walking up the
counter. Tom sudden action once again surprised the clerk and he reached for something under the
counter.
“Actually, there is something. I’m…” Tom faltered.
“Yes, what is it,” the clerk asked, still holding whatever was under the counter.
Tom could tell the clerk was tense and wanted him to relax. “Want to get one of the chastity things.”
The clerk stared at Tom for a long moment. Sweat began to bead on his forehead, and he felt his heart
racing again. Thump thump, thump thump, almost like a massive drum.
Tom could hear a clock, tick, tick, tick and each second that rolled by seemed to slow. There was no
sound but the rhythmic pounding of his heart and the retard of the clock. “Just run! Just run now!” his
mind screamed. He almost did run, but his legs couldn’t move. He found the panties were choking him
and he couldn’t breathe. He was paralyzed. Frozen in the slowing time.
“We have few over here,” the clerk said helpfully.
Tom signed and took a few deep breaths before he was able to move. Stepping over slowly, Tom looked
at the selection. There weren’t many. There was a clear plastic one called a CB6000, one really small
metal one with a urethra plug, and lastly, a stainless steel unit that was rather cheap. He looked at each
one thinking, “if I just get the cheap one and I don’t like it I won’t be out much money.” After a few
moments, he decided on the CB6000, even though it cost over one hundred dollars. Moving over to the
counter his hand shook as he pulled out his wallet. He had no cash and he scolded himself, as he wanted
there to be no trace of this. Pulling out his credit card he handed it to the clerk.
The clerk went about charging the item, instructing Tom to sign on the dotted line, and placing the
device in a black plastic bag as though it were a package of peanuts.
Driving home, Tom had a constant erection. He could feel the dampness as the pre-cum oozed out. He
kept looking over at the bag. Once again he drove with no music and dangerously.
*************************************************************************************
“about time you got home. i have been waiting,” Mistress Karla’s message popped up as soon as Tom
had opened the web page.
“I’m sorry mistress, but I needed to do some other things,” Tom replied.
“Listen bitch boi! I don’t want to hear your excuses!” Mistress Karla scolded him. “did you get it?”
“Yes Mistress,” Tom replied. “I also got a new phone, and downloaded Kik.”
“what is you name?” she asked, and Tom felt as though she was relaxing.
“I haven’t set up an account yet.”
“look bitch boi, i don’t want to hear any more bull shit. i’m pissed at you, and you don’t want that.
“Yes Mistress,” he replied quickly. He fumbled with the new phone for several minutes he began to type
again. “I’m TJ7474,Mistress.”
A second later his phone vibrated and sharp note played indicated he had received a message. Opening
the message, he saw it was from Mistress Karla. “hi faggot.”
His fingers fumbled as he typed a reply. “Hi Mistress, how and you?” and hitting the send icon he
realized the trouble of autocorrect.
“I’m pissed. but you have a chance to redeem yourself. show me the cage now.”
Ripping the package open, Tom carefully emptied the parts and fumbled through them. Then selecting
various options he finally learned how to take a picture and send it.
“now show me your clitty” she demanded.
He fumbled some more trying get the camera to focus, and in the end, the picture of his erect cock was
dark and at an angle. He nervously hit send.
“lol, now go shave your clitty. all sissies have to have a clean and shaved clitty at all times,” Mistress
Karla commanded.
“Yes, Mistress.”
“send me a pic as soon as you are done.”
“Yes, Mistress,” replied and he ran to the shower. Lathering his cock and balls with shaving cream. At
first, it was cool and felt good, soon I began to burn. “Shit” he cursed. That was twice today and might
have cursed two times in the past year. Reaching for the razor he looked at his erect cock, wondering
how he was to do this without cutting himself.
Working the razor over his cock and balls he managed to cut himself only a few time. But there was all
the hair around it that made it look strange. He contemplated what to do and almost began shaving his
legs, but rinsed the reaming cream off his cock instead. After catching the last few hairs he missed on
the first pass. He had no clue how long it took him but he made sure there were no stray hairs.
After drying off he snapped a quick pic, trying to make his cock look big and sexy. He almost pictured
Mistress Karla’s lips sliding down the shaft as he hit send.
“good bitch. that will be the last hard on you will ever have,” she replied. “now, put on the cage.”
“I’m really hard, can I cum first?” he asked.
“NO! YOU WILL ONLY CUM WHEN I TELL YOU! IF I TELL YOU TO NEVER CUM AGAIN,YOU WON’T!” the
next message read.
“Yes, Mistress.”
He quickly assembled the parts before he began to think how he could get this on himself. His mind
cried out for him to stop. “Don’t do this. What if it hurts? What if you don’t like it?”
He placed the ring around his swollen cock and balls and began fitting the pieces that closed the ring and
fit the spacer around the locking shaft. Testing the keys in the lock he pulled them out, leaving the hasp
open.
He held the plastic penis shaped part next to his erect cock and thought how will this feel the next time I
get hard.
“are you done yet?” Mistress Karla asked.
“Almost but I can’t get it. I’m still hard,” he replied.
There was a long pause and his cock began to relax. Once he noticed this he started to become hard
again. Then closing his eye he leaned back into his chair and relaxed. Breathing deeply and calmly he
thought about nothing, heard nothing. There were no further objections, no more alarms.
Sliding the final piece over his flaccid penis, he threaded the hasp of the lock through the hole and heard
in his mind “do it.”
He pressed the hasp of the lock and a soft “click” could be heard.
To be continued…