Male training

She then changed the settings for ‘Choose when to turn off the display’ and ‘Change when the computer sleeps’ to Never.
She then enlarged the messenger window to fill the whole screen to hide what she was working on and then told Tom that he could turn around and take the panties out of his mouth.
“Now then my little Tiffany…yes, that is your new name now my little sissy” Princess Dee said. “I want you to go and get cleaned up now. Shower and wash all of that ridiculous clown make-up off your face while I continue to work on my new computer. Oh and take your time while you are in there. I want you to shave off everything below your eyebrows; and I do mean EVERYTHING.” She emphasized. I can’t have my little transvestite slave all hairy and manly looking.”
Tom looked pleadingly into the camera. “But I’m not a transvestite.” He said.
Princess Dee laughed riotously at Tom. “Not a transvestite you say??? You saw the video and you are still all tarted up and wearing a bra. And wait…what’s this??? Oh my god! How precious…you’ve been crying…your make-up has run. You really are a sissy aren’t you?”
Tom stuttered “N-no I-I’m not!”
Princess Dee continued to rub it in. “Well earlier you told me you weren’t gay, and now you are telling me that you aren’t a transvestite or sissy. But I see all kinds of proof to show otherwise, don’t I? As I said before; you are a slave. You will be whatever I damn well choose.”
“Please don’t make me do this; I don’t want to be a freak.” Tom begged.
Again Tom’s hesitation was pissing her off even though his suffering was turning her on at the same time. Fortunately for her, Princess Dee knew exactly what buttons to push to force Tom to comply. “You are a freak, my little sissy bitch and if you don’t obey me I will expose you as the true freak that you are. Allow me to show you a small sample of the power I wield over you.”
Princess Dee then used her computer and pulled up Tom’s address and did a neighbor search and quickly got the number of Tom’s neighbor 4 houses down the street. “She then called Tom’s neighbor using the caller ID block function and put it on speakerphone for Tom to hear. She also muted Tom’s microphone so he could not interrupt.
“Hello Mrs. Abernathy? You don’t know me but I wanted to call and warn you that there is a pervert living in your neighborhood. I thought you should be informed.” Princess Dee started. Tom heard Mrs. Abernathy on the other end of the line asking who she was and who this pervert was that she was talking about.
Tom immediately dropped to his knees and begged Princess Dee not to do this to him. As soon as she saw Tom fall to his knees she ended the phone call and turned Tom’s microphone back on. Her lust was in full force as she heard Tom pleading not to do this and that he would obey her. The heat of her passion caused her neck and face to turn crimson and she crushed her legs together with pleasure.
“Yes slave, beg for me! Beg to debase yourself and suffer for my whims and pleasure. Now hurry! Go and shave and clean up as I told you to before I change my mind and finish this phone call that will start your ruination! GO…RUN!!!” She yelled.
Tom ran out of the room in a panic. He had to obey her or else. His fear was palpable as he headed towards his bathroom.
Princess Dee was glad he was gone, and knew he would be for a while. She would have to take care of her own sexual desires or she would never be able to concentrate enough to continue working on the computer. She had worked herself up into a state of arousal far stronger than any she had ever felt before. She black-screened Tom’s computer and both of her hands dropped from her keyboard and onto her now fiery, sopping wet pussy.


Chapter Six

Tom was fortunate in one way unbeknownst to him; and that was the fact that he had not used a waterproof lipstick or mascara. If he had, then he surely would have run out of hot water before he was able to get all the make-up off since he had no idea or clue about make-up removers. But Tom was in no way capable at the moment of thinking himself lucky at all; unless of course it was all bad luck.
“How could I have been so stupid?” he thought to himself. “How could I not see the risk of allowing someone to access my computer?
Yes he had to admit it was fun and exciting when she was telling him what to do on cam; but all sense of pleasure and enjoyment had disappeared right after his orgasm. And within minutes that enjoyment was replaced first with trepidation and then outright fear and despair. Now here he was shaving his body for the first time ever; not because he wanted to, but because he had to.
Tom didn’t really give much thought to the order in which he shaved his body parts. If he had he would have started with his legs and crotch first so the razor was still new for his hairiest areas. But he just started with his left arm, then right arm and worked his way down from there. It was a mistake that would cost him more than a few nicks and cuts on his legs; as by then the razor had grown rather dull. The only solace in this was the fact that Tom was not very hirsute to begin with. And sure enough, he had run out of hot water before he even got his first leg completely shaved.
While Tom was still struggling to denude himself of hair; Princess Dee had finally come down from her own orgasmic bliss and had started back in on Tom’s computer. First she brought back up PC Pandora on his computer. Outside of Teamviewer itself, this was probably the second most powerful weapon in her arsenal. This monitoring software enables one to see basically everything that is done on a computer. It allows the person running the program to see all websites visited, even if the person is clever enough to clear their browsing history or even if they use In Private browsing. It captures both sides of chat conversations, emails sent and received, usernames and passwords, any programs or files accessed; and can even take screenshots and webcam pictures as often or as little as wanted. It can even be used to prevent access to websites or to sites based on subject matter like most parental software programs. Princess Dee did not use it for that purpose though as she did not want Tom to know anything about it. That was the reasoning behind her also installing K9 parental control on his computer. With PC Pandora running in stealth mode she would see everything that Tom ever did on his computer and Tom would never have any idea that it was even there. She then set it up to email her the reports of Tom’s activity.
Now it was only a matter of time before she knew all of Tom’s internet and computer habits, and before she had access to all of his accounts. This would give her a profile of Tom that she could use as a template to begin modifying him and molding him towards her desired goals. She would then use the K9 parental controls to wean him off of the porn sites he liked and move him towards transvestite, she-male, female domination, and even gay sites that she allowed. Poor Tom, he really had no idea of how far Princess Dee would take things; nor was he aware of how much thought and planning she had put into this. Tom had only given thought to the next 30 or so minutes when he had decided to session with Princess Dee; she on the other hand had lifelong goals in mind for him.
Princess Dee then used the File Locker program to lock and password protect all of Tom’s files on the computer. Princess Dee debated whether she would allow him to buy the files back from her or if she would require him to complete tasks for her to regain access to them. Since she knew that she was already going to take away all of his discretionary budget anyway; she then decided that tasks were the way to go.
By the time Tom had finally come back from his shower and shaving endeavor, Princess Dee had already hidden the additional programs she had installed on his computer and made the changes necessary to fool the Geek from Best Buy.
As Tom walked into the view of the webcam Princess Dee laughed out loud. Not only did Tom now look like someone had taken a middle aged man’s head and stuck it onto an overweight prepubescent child’s body; but the sight of the small wads of toilet paper stuck on all of the nicks on his legs did little to help his image.
“Welcome back sissy, I see you had some difficulties shaving?” Princess Dee asked him.
Tom nodded his head. “What was that sissy? I didn’t hear you answer me.” Princess Dee said in a harsher tone which Tom took as an implied threat.
“Yes Princess Dee, it was much harder than I expected.” Tom finally admitted.
“Much better sissy, I expect you to answer me when I ask you a question. Is that understood? She asked.
“Yes Princess Dee.” Tom replied immediately.
“Very good slave,” Princess Dee said. “Now turn around and let me get a good look at you.”
Tom slowly turned around in front of the camera and at Princess Dee’s direction bent over, lifted his arms, and spread his legs so she could see all of him.
“Well slave, you seem to have missed a few places like the small of your back and between your cheeks near your asshole; but not bad for a first timer. Don’t worry though; you will get the hang of it over the next few days. And I’ll be nice and allow you to buy an epilator; that way you won’t have to worry about cutting yourself so much, and the results will last for weeks instead of just for days. Now isn’t that nice of me?” Princess Dee asked expecting an immediate answer.
“Yes Princess Dee, that is very nice of you.” Tom answered.
“Mm, good answer slave; you are a fast learner” Princess Dee said with a hint of pleasure in her voice; her arousal starting to build again.
“Now, come over here and sit down in front of your keyboard, my slave” she continued “you will see that I have something new for your benefit and training.” As she said this she moved Tom’s cursor to hover over the FOW icon on his computer. “Watch closely slave, I will expect you to be able to do this yourself from now on.” Princess Dee then double clicked on the icon to start the program. Tom watched as the box appeared on his screen; again showing an image of a woman. Tom groaned. He was afraid that this was going to be similar to the grounding he had had to endure for three whole hours just a short time before. He was wrong however; for this was almost the opposite of the grounding program. Whereas Grounded forced him to be unable to do anything until the box came up requiring his input; FOW or Fond of Writing as Tom was about to discover, required his input until a ‘distraction’ box appeared in various places on his screen. He would then have to click on a much smaller box inside the distraction box before he could continue inputting the required information. This information consisted of multiple lines that Tom would have to type in repeatedly until either the required number of lines was typed, or until a set amount of time had gone by. Mistyped lines would add additional lines or time to the task.
Princess Dee then clicked on the program’s load button, and it pulled up the list of tasks that she had installed on his computer earlier. She then double clicked on the one titled ‘Devotional’ and explained to Tom that how the program worked, what he was expected to do, and then told him that once he was done that he should click on the ‘Generate Report’ button to get the report showing the details of his task and any errors he made. She told him to copy and paste it into the body of an email and send it to her; and that she would determine his punishment based on the total number of errors he made. She then told Tom that she was going to bed now and that she expected him to do the same once he had completed the task and sent her the email. She instructed him to leave the computer turned on when he went to bed and that he was never under any circumstance to ever turn the computer off again. She warned him there would be dire consequences if he ever disobeyed this order.
“One last thing before I go to bed slave.” Princess Dee said. “This is a daily requirement for you. I expect you to run this task every morning as soon as you get up and again before you go to bed. Heaven help you if I do not get both reports emailed to me every day. Do not worry about the other Fond of Writing tasks for now; you will find out about them soon enough. Now tell me goodnight slave; and thank me for all the effort I have put into making your fantasy of being a slave come true”
“Good night Princess Dee. Thank you for the time and effort you have put into making my fantasy of being a slave come true.” Tom answered almost verbatim. Princess Dee then clicked on the FOW ‘begin task’ button, signed out of Teamviewer, and walked off to get ready for bed. She knew that she would have at least two more orgasms before Tom had completed his task. And as she got up and walked away; Tom began to type.


Chapter Seven

As Tom continued to type it rapidly became clear why Princess Dee had named this task ‘Devotional’. Every line was a reflection upon her in a glorious light.
‘Princess Dee is my Goddess; I must worship her always!’
‘Princess Dee is amazing; she deserves everything I can give to her.’
‘Princess Dee is my owner; her control of me gives meaning to my life!’
‘I am humbled to be the slave of Princess Dee. Only through my service to her am I worthy as a person.’
‘I am insignificant without the control and guidance of Princess Dee; she makes me a better person.’
‘Princess Dee is my everything, without her I am nothing.’
‘Princess Dee is my better. She knows what is in my best interests more than I do.’
‘Princess Dee is my superior; she is better than me in every way!’
These eight lines came up randomly and Tom typed them repeatedly over and over. There would be no way for him to know how many times he had to type them correctly, or for how long without errors until the task was completed and he generated the report. As he typed out these lines he was very frequently interrupted by the ‘distraction’ boxes which showed up in various places across his screen. All of them also had text in them, but they were directed more at him than devotionals to her. He saw things like ‘Hurry up loser!’ and ‘Type faster bitch!’ and ‘Come on slut’ and ‘Pay attention bitch-boy!’ all play out across his screen randomly about every five seconds or so.
Tom found them very frustrating as they constantly threw off his concentration on what he was typing. The term ‘distraction’ was very fitting indeed. It also didn’t help Tom that he was both very tired and had been through an emotional train-wreck for the last several hours. Tom made innumerable mistakes which continued to cost him even more time on the computer before he could go to bed. He was not aware that Princess Dee had set up the Devotional task to add five more required lines for every wrong line that he submitted. She had also set it to run for one hundred and fifty lines originally so Tom really had his work cut out for him. After about an hour of typing; all that Tom could really think of was “Is this ever going to end?” and “How am I ever going to be able to do this twice a day? I won’t have time for anything else.” He had no idea that Princess Dee would eventually take away every single moment of free time that he would ever have, and that this was only just the beginning of her managing every moment of time he had outside of work.
It was nearly two AM on Sunday morning before Tom finally saw the box come up saying that he had completed the task and could generate the report. When he did generate the report he was stunned to see that he had typed in three hundred and eighty five lines and that he had entered forty seven faulty lines. He then logged into his email account to send Princess Dee the report; and by doing so unwittingly also provided her with his email password thanks to PC Pandora. He then copied and pasted the report into an email message and sent it to her.
Tom then signed out of his email, and keeping the computer turned on per Princess Dee’s command headed off to bed. As he climbed into bed he recalled that he would have to type those three hundred and eighty five lines again first thing in the morning; he had no idea that it could be significantly less if he did not make any mistakes. He also then recalled that he had to go to Mint.com as well and that he was going to allow Princess Dee to see his money situation and that she had planned to start controlling his spending habits. At this thought, Tom began to toss and turn with worry. It would be a very fitful and restless night of sleep for Tom. He had no idea that his nightmare was just truly beginning.
Tom woke up several times due to his disturbing dreams; all of which surrounded his being in the control of Princess Dee. Tom was emotionally very confused; as even though he considered them to be nightmares more than pleasant dreams; he found that he was with an erection every time he woke. Was he enjoying this? Surely not! Not even on some baser level. Could he? Again, he always told himself no. This was terrible, and he was horrified at the situation he found himself to be in. Yes, he had gotten a sick sexual thrill from it initially; but not now. There was no way in his mind that he could find any of this pleasurable; let alone sexually exciting. It must just be a coincidence that he had the erections when the dreams woke him up. Perhaps, it was just a matter of timing as men usually woke up with a case of ‘morning wood’ any way. “Yes, that must be it.” Tom thought to himself. There was no way the two things could ever be connected as far as he was concerned. Tom had finally convinced himself of this fact, and had finally fallen into a deeper slumber than his restless mind had allowed him so far that night.
Unfortunately for Tom, his emotional confusion was exasperated even more so when he awoke with a start to find that his sheets were completely soaked. Somewhere in his disturbed mind Tom had achieved a nocturnal emission, a wet dream, from this nightmare. This frightened Tom to the core. How was it possible for him to find this sexually exciting? “What kind of sick bastard must I be?” he thought to himself.
Tom was unable to fall back asleep after this and just laid there trying to rationalize a way out of this. There had to be some other explanation for it; there just had to be. But no matter how much thought he put into it; Tom just was not able to come up with anything else to make sense out of it. All he could do was just lie there in shock.


Chapter Eight

Tom finally got out of bed since he was not able to fall back asleep due to the turmoil surrounding his mind. After getting up and throwing his sheets into the wash, he took a quick shower. As he lathered himself up with soap he was aware of how much more sensitive his skin appeared now that it was hairless. He couldn’t tell if it was a true feeling, or just his mind playing tricks on him. However, once he began to towel off, he was pretty sure that his skin was indeed more sensitive than it normally was.
Tom then pulled on a pair of briefs, and as he did so was taken aback at how feminine his now hairless legs looked. If he had seen them underneath a skirt on a woman he would have found them to be very sexy indeed. However, on himself he just found them to be disconcerting.
After brushing his teeth, combing his hair and slathering on some deodorant; Tom ventured out into his kitchen to grab something to eat before turning his attention back to his computer. Tom then turned on his television and put it to his favorite news channel and then with great trepidation sat back down in front of his computer and began the FOW Devotional task once again.
Even though he hadn’t got much sleep, Tom was better rested than he was during his first attempt the night before. This was to Tom’s benefit as when he finally generated the report it showed that he had submitted two hundred and fifteen total lines and only thirteen faulty ones. Tom actually felt a sense of pride begin to swell within him as he thought about how pleased Princess Dee would be at his improvement. “Wait!” Tom suddenly thought, “why on earth would it matter to me if she is pleased or not? This bitch is blackmailing me! What is wrong with me?”
Tom continued to ponder why the quandary he was in continued to give him conflicting emotions and feelings. How could he find any of this exciting, and why would he want to please Princess Dee? Was he more submissive than he thought? Does Princess Dee just know how to push all of his buttons? Even the buttons that Tom himself was not aware of? Tom did not give any thought to the fact that there might be many more psychological factors at play by Princess Dee that were designed to cause these conflicts within his mind. She had used fear and pleasure, excitement and humiliation, ridicule and praise. Everything she had done so far was a dichotomy geared to do just that…cause him emotional conflicts. Even the Fond of Writing Devotional task was set up in a dichotomous way. It showed her as being very worthy and superior and him as insignificant and inferior. And the best part of it was that it was very repetitive. Princess Dee knew that a tired and confused mind would find it to be almost hypnotic and that Tom would be very suggestible to what he read and typed onto the screen.
Tom was being conditioned into submission and was completely unaware of it. It was a latent part of him after all; and unfortunately for him…Princess Dee knew just how to bring it to the forefront and develop that kernel of submission into a force of its own.
Once Tom had emailed the report to Princess Dee he took to distracting himself with the television and then went and got dressed. Anything he could do before logging into Mint.com and creating an account helped to keep this task at bay. He was very reluctant to do this. It was one thing to dress up and play online with someone; but this would allow her a very in-depth view into his life. She would see his spending habits, how much he got paid, how much he had invested, what his bills were…these were all insights into who he really was. Even if it didn’t give her the ability to access his money, this just felt like an incredible invasion of privacy as far as Tom was concerned.
Reluctantly, Tom finally logged in and began to create his account. He hesitated again as soon as he saw that one of the first things that Mint.com wanted was for him to find his bank, and then give Mint.com his online username and password for his accounts. Sighing heavily, he went ahead and input the required information for his bank, credit cards, car, mortgage, and even his 401K and IRA accounts. Again Tom was oblivious to the fact that he had just also given all of that information to Princess Dee as well thanks to the PC Pandora program running stealthily on his computer.
Tom then went into the different transactions and added categories to them. He did not add any goals or budgets as he really didn’t need to. Tom lived paycheck to paycheck and just paid his bills as they came due; and if he wanted something that was more than he had…well, that is what credit cards were for. Tom didn’t splurge often; but when he did it might take him several months to pay it off since he always only made the minimum payments so they didn’t cut into his spending too bad.
When he had completed inputting everything, he closed down his browser and went back to watching television. He needed something to distract him from what he had just done and any ramifications that might arise because of it. Thank god it was football season and he could get so into a game as to drive all other thoughts from his mind. Tom didn’t really have a favorite team, and could watch any game with just as much enthusiasm as any red-blooded die-hard fanatic could when watching their favorite team play their most hated rival.
It was during the third quarter of the second game when Princess Dee logged into Tom’s Teamviewer and turned on Tom’s camera and microphone. She could just see Tom sitting near the periphery of the camera and hear the game playing in the background. Princess Dee thought to herself that she would definitely have to wean Tom off of this gradually as she saw his enthusiasm. If she took away something he obviously enjoyed so much right away there was a chance of psychological reactance and the possibility that he would balk and try to escape her clutches. No, she thought, some things can be taken away immediately, but others would have to be taken away gradually to not completely upset the apple cart.
She had put way too much time and thought into making this happen only to watch it fail because she had been too impatient on some things. But she knew that when she was done that Tom would never watch a football game again; he wouldn’t have the inclination to, and he sure as hell wouldn’t have the time!
As Tom continued to watch the game, Princess Dee went through the PC Pandora reports and was pleased to see that Tom had obeyed her completely. She smiled when she saw that she had the username and password to Tom’s bank and his Mint.com account. Not that she would use them now however; Princess Dee was meticulous in her caution. The only way she would ever log in to any of Tom’s accounts for now would be through his own computer using Teamviewer when she knew he was at work. That way there was no risk of it being tracked back to her and no way for Tom to be able to dispute any charges by saying they were made from a different computer than his.
No, until Tom was well situated and conditioned into accepting everything she did; there was no way that Princess Dee would take or spend Tom’s money directly. She would force him to spend it himself and get him used to it being spent in her way and on what she allowed. Then she could slowly start doing it herself through his pc and Tom would not be aware that it was happening as he would be too enrapt in what was transpiring to even give it a second thought.
Princess Dee let Tom continue to watch the game as she went in and made several more changes to his computer. She changed his background to a pink Disney Princesses theme and made his window borders hot pink. She then changed his font to Disney and also made it hot pink. This made his computer look like it was owned by a five year old girl. She also set it so Tom was unable to delete his browsing history. This way she could chide him when he visited porn sites and then take away the ones she didn’t want him to visit using the K9 parental control. She knew that if she didn’t do this and then started blocking those sights that Tom would catch on to the fact that she had spyware on his computer and it would destroy her goal of getting all of his usernames, passwords, contacts and emails. She then clicked on Tom’s start button and typed in gpedit.msc and set user and group policies so Tom could not change any of her new settings. Princess Dee chuckled to herself as she thought about how Tom would react when he saw these new changes. She knew he would be totally exasperated. “Oh well,” she thought, “too bad for him.”
Once the game was over Tom finally turned and looked at the computer screen. He was right; football had been a wonderful distraction. In fact, for the last several hours he had totally forgotten about Princess Dee and what had transpired over the last 24 hours. What he saw actually drew his breath away. His screen was now pink and had several cartoon characters on it. He knew that he had been so distracted that he had let Princess Dee have uninterrupted access to his computer and that she had made several changes. As he got up and walked towards the computer he began to recognize the Disney Princesses. He knew Belle and Jasmine because they came out when he was younger and he enjoyed animation; but it took him a few minutes to figure out the others besides Snow White. As soon as he knew they must all be Disney characters he was able to put two and two together and identify Sleeping Beauty and the Little Mermaid; but didn’t know their names.
As soon as he got to the computer he saw that Teamviewer was connected and sat down nervously as he wondered what else Princess Dee had done and what he might now have to endure. By the time he sat down he was shaking visibly, and it was all he could do to keep from wetting himself again when the Teamviewer chat box appeared and Princess Dee had typed in ‘Hello slave”. She had obviously been watching him as he had approached and sat down.
“I got your two FOW reports slave. May I say you’ve improved remarkably well?” Princess Dee typed.
“Yes Princess Dee” Tom replied.
“And did you get your account set up on Mint.com slave?” Princess Dee asked, already knowing full well that he had.
Again Tom typed in his reply “Yes Princess Dee, I have.”
“Good, my slave. Now log in and let’s take a look shall we?” Princess Dee queried.
Tom hesitated for only a scant second before he went ahead and logged into the account. He knew that the password only showed up as dots when he typed it in earlier; so he still felt somewhat safe. Besides, he knew she could compel him to log in anyway, and might punish him if he disobeyed or hesitated. Once he was signed in Princess Dee looked at the Overview and then at some of Tom’s previous spending. She noticed right away that his spending was mostly frivolous. This would work to her benefit as it meant that most of his money was discretionary and she could spend it as she needed without it cutting into his ability to financially support himself.
“Now sissy, let’s get you some goals established and get you set up on a monthly budget shall we?” Princess Dee typed in. Tom could only watch helplessly as Princess Dee then went in and began to create his new goals and budget.

Chapter Nine

Princess Dee created several goals for Tom; they included ‘DreamLover ChronoVault’ for four hundred and ninety nine dollars, ‘DreamLover 2000 Pro’ for one thousand four hundred and ninety nine dollars, ‘Tiffany’s new wardrobe’ for one thousand dollars, and ‘D-Link camera system’ also for one thousand dollars. Tom was flabbergasted; he didn’t know what these DreamLover things were and he couldn’t believe that Princess Dee was going to make him spend all this money. He continued to watch on dumbfounded as Princess Dee then set time periods for each of these to be accomplished. When she did, Mint.com then calculated how much Tom would have to set aside each month to reach those goals.
“Now, let’s set your budget slave. The first thing we are going to do is your food budget. Looking at all the money you spend every month on dining out and ordering in…I can see why you are as fat as you are.” Princess Dee said. “So, first things first, let’s give you a monthly food budget of two hundred and fifty dollars a month. No more spending almost six hundred dollars a month on junk food for you slave. Nobody likes an overweight sissy. We need to make you into a pretty little slave that people would like to have serving them; including sexually. In fact, I think I might have to start choosing your foods and setting your diet for you. I don’t think you can be trusted to make healthy choices for yourself. Isn’t that kind of me, slave; to help you in your own best interests?”
Tom was stunned again and really didn’t know what to say. Not only was she taking over how he spent his money; but she was even going to take over control of his eating habits? Who the hell did this woman think she was? What gave her the right to control and manipulate him in this way?
Tom thought to himself. “Is this what she thinks it means to be a slave?” And of course he knew the answer to that question as soon as he thought it. Of course this is what she thinks. She thinks a slave is a slave; someone who is owned by another and has no rights or say in how they are used, and has no decision making capability. This wasn’t just a sexual fetish or role-play she was engaging in; she truly had set out from the beginning to make him a slave.
Tom finally nodded and said “Y-yes Princess Dee.” He didn’t think she was being kind at all, but he was too afraid to say anything else.
Princess Dee then said “And since we are on the subject of making you into a ‘pretty little slave’ I think we need to make some ground rules about how you appear before me. I am not pleased to see that you are wearing men’s clothing while you are seated before me sissy. Therefore, from now on unless I say otherwise you will not be allowed to wear men’s clothing while at home. In fact you will only wear what I tell you to from now on when at home. Is that understood slave?
“You want me to be naked on here Princess Dee?” Tom asked nervously, he was afraid of where this might be going.
“No my little sissy” Princess Dee laughed. “We need to get you used to your new role. In fact, go and put on your pink bra and panties slave. Until I say otherwise; they are the only things you are allowed to wear when you are at home.”
“But Princess Dee, I haven’t had a chance to wash the panties” Tom started before Princess Dee interrupted him. “I don’t care slave; you should have done that today instead of sitting on your ass watching football. Now go do what I told you to; and next time maybe you will remember or put more thought into keeping them clean.” Tom was crestfallen; the panties had been sitting in the hamper since last night and were probably still damp from his piss and saliva. He grudgingly went to the bathroom and changed clothes per Princess Dee’s command; and sure enough, the panties were cold and clammy as he pulled them up over his smooth legs and hairless crotch. He then put the bra back on and went back out and sat back down in front of the computer.
“Excellent slave, and might I say that they suit you much better now that you are clean-shaven and not made up like a clown-whore?” Princess Dee mocked him. “Speaking of which, we really do need to work on your make-up skills sissy. Nobody wants a clown-whore. No, we will get you some make-up that fits your skin tone much better, and that will be another one of your daily tasks…to practice putting it on and making yourself pretty. It’s a skill all good transvestite slaves should have. And we do want you to be the perfect little sissy.” she chuckled.
Tom was beside himself; it was like every moment with this woman knocked him down a peg further. Just how far could things spiral out of control? All he could do was stare blankly at the screen.
“We will also need to go shopping online again my little slut. We need to get you a nice tall pair of pink high heels to match your new basic uniform. I’m thinking about four inch heels. They will really get your calves looking sexy as hell, get you used to walking in heels, and best of all…they’ll make you suffer terribly when I make you stand in the corner for punishment time like I did yesterday.” Princess Dee continued. “Oh, and speaking of uniforms Tiffy…we need to get you some maid uniforms as well; including a hot little French Maid uniform. You will be wearing those when we have you start doing your daily chores and cleaning tasks. Doesn’t that excite you sissy? I bet it does…in fact, I bet it makes your little clitty all hard just thinking about it, doesn’t it slut?”
Tom’s face turned bright red at this; he was indeed hard at the thought of the French Maid outfit. What the hell was wrong with him? Was he really turned on by the idea of dressing like a maid and being forced to clean? Surely not! However, Tom was unable to clear the turmoil from his mind. He knew somewhere deep down in his heart that yes; he was indeed finding this to be erotic. And that fact scared him to his core. He was a man after all; and men don’t dress up like maids and clean…and they sure as hell don’t get excited by the idea. No, she was teasing him Tom told himself…it was her voice and the way she was saying it or the look on her face, or whatever! It just had to be something…ANYTHING else that was causing him to be excited. But no matter how hard he tried or what he could think of; Tom just could not find any other reason or cause to explain his excitement. There was only one possible reason that made any sort of sense to him; and that was that his desire to be dominated went way beyond being just a sexual fetish.
Tom finally admitted it to both Princess Dee and himself when he responded. “Yes Princess Dee.”
Princess Dee just smiled. “I thought as much slave. Most men crave to be controlled; even if they won’t admit it to themselves. I know it is hard for you to grasp what is happening and I know that you are still very reluctant to admit it…even to yourself; but you want this. You just don’t fully realize it. Don’t worry though; I’ll make sure you continue down the right path from now on. Sooner or later you will come around to my way of thinking. I promise you that. ”
Tom didn’t know who was crazier; him for being excited about what was happening or her for thinking that he craved it.
“Now,” Princess Dee said “I am sure you are wondering about some of the goals I set for you on your Mint.com page. Would you like to know what they are?”
Tom nodded “Yes Princess Dee, I would” he stated.
“Very well slave, then I will tell you. You can look them all up online afterwards if you like. The first one is pretty simple; the ChronoVault is what I will be using to keep your keys locked in.” Princess Dee said.
Tom just had a completely perplexed look on his face. “What keys?” he asked her.
Princess Dee smiled again. “Well, one of the keys will be for the chastity tube we ordered for you yesterday; remember?”
Tom hadn’t remembered at all. He had totally forgotten about the chastity tube that she had expected him to wear. How on earth could he have forgotten something like that? It isn’t every day that someone threatens to lock up your privates and keep you constantly horny all the time.
“And some of the other keys will be for things like the restraints I might make you lock yourself in sometimes.” She continued.
Tom must have still had a puzzled look on his face. “So this thing is a key-holder? What is to stop me from taking out the keys whenever I want to? I can just unlock the stupid chastity when she is not around or online.” Tom thought.
“Imagine if I have you lock yourself in handcuffs for me slave. Until either I unlock the ChronoVault myself, or until the timer expires; there is no way for you to access the key and unlock your cuffs. Pretty cool, huh?” Princess Dee asked. “And don’t worry sissy; it is virtually invulnerable. But don’t you dare try to break it anyway!”
“The second goal is a little more complex slave. The 2000 Pro is a nifty little device that will soon be attached to your chastity tube. It allows me to both stimulate, and punish your little genitals over the internet. It is a great motivational tool; don’t you think?” Princess Dee asked with a mocking tone to her voice.
Tom was aghast. Surely such things didn’t exist…did they? The whole idea of it seemed very far-fetched to Tom; but so far there hadn’t been any falsehoods in the various tools and threats Princess Dee had already used to get him into the situation he was already in. This thing must also be real Tom told himself. And as much as he hated the idea of it; he was more than a little curious to see how it worked. Yes, as soon as Princess Dee gave him free reign of his computer again; he would definitely be looking this thing up.
“And the final thing on your goals that might need a little explanation of sissy is the D-Link camera system. You might be thinking this is a very expensive Digital SLR camera, my slave?”
Tom just nodded.
“Well slave, you would be sadly mistaken then.” Princess Dee chuckled. “No, this is a series of webcams that are idea for surveillance and monitoring slave. In fact, there will be at least one of these installed in every room of your house to ensure that you are fully compliant with my demands slut. Once these babies are installed and set up you will have no privacy in your home whatsoever. I will monitor your every moment and make sure that you follow my every command and task to the letter. Now, isn’t that exciting?”
Tom could only sit there and tremble at the prospect. “What the hell have I gotten myself into?” he thought.


Chapter Ten

“Now then, speaking of cameras my little sissy,” Princess Dee continued “right now you only have one and it needs to pull duty for many things at once so we need to add one more little program to your computer.” As she said this she opened up Tom’s web browser again and typed in Splitcam into his Google search. Once she found the page she clicked on the download button and Tom again saw that she had to enter her administrator password to allow anything to be downloaded onto his computer. It was really beginning to sink in to him that it was now much more her computer than his.
“There we go,” she said when she had finished the download. “Now I am going to make it so that your camera is running 24/7 slave. And just like with the computer; you are not allowed to turn it off for any reason whatsoever. Understood?”
Tom nodded. He understood alright; but he sure as hell didn’t like it. This woman was crazy. He wished he had never heard of Princess Dee or ever thought that it would be fun to have a Mistress take over control of his computer. For every step she made him take or took upon him herself, it forced him even further down a spiral that Tom feared he would never escape from.
“Good, now on to the next issue I want to address with you. I see that you are spending almost ninety dollars a month for your Comcast bill. I take it that this is for both your internet and cable television since I do not see an internet bill on your Mint.com account. Is this correct?” Princess Dee asked him.
“Yes Princess Dee. That is correct.” Tom responded.
“And I assume that you have a contract that you have to meet?” Princess Dee asked. Tom again answered in the affirmative. “Well, once the contract expires we need to look at making changes to this. I don’t mind your spending that amount of money for a higher speed connection since you will most likely need it to run all the applications you will be running as well as the surveillance cameras. But you will be kept way too busy to watch TV so once the contract expires we need to look at getting rid of cable all together if possible or downgrading you to the lowest basic package they offer.”
Tom was pissed. It was bad enough that she was taking over everything; but now she was threatening to not allow him to watch television. And what did she mean that he would be too busy to watch? Now she was going to manage all of his free time as well? This was almost too much for Tom to bear and he almost told her to ‘fuck off’ and throw his computer to the floor. However, he knew that she would carry out her earlier threats so he just sat there and gritted his teeth.
Princess Dee just chuckled when she saw the look on Tom’s face. His reaction was priceless as far as she was concerned. “Aw, what’s the matter slave? You’re not happy about this are you?” Tom just shook his head. “Well isn’t that just too damn bad for you. Just be glad that I am not cutting you off immediately. You can gradually wean yourself off of it as far as I care. Until then as long as you complete all of your required daily tasks then I do not care what you do with the rest of your remaining free time. But mark my words now sissy; your free time will be diminished as we move forward until we reach the point where it will completely cease to exist. There will soon come a time when I will dictate every second of every day of your life. That is a promise from me to you. And trust me slave…I always keep my promises.”
“Anyway slave, unlike you, I still have a life so I will be off here very shortly and will leave you alone until Friday evening. That doesn’t mean that I won’t be watching you however. With the camera on I will be able to look in on you at any time I want without you knowing. So you had best be on your best behavior and obey your dress code and continue you to complete your daily Fond of Writing tasks. You will also save all of your receipts for any purchases you make so I can compare them to your Mint.com statements. When I am ready you will need to show all of those receipts to me on camera. Understand?” Princess Dee asked.
Tom nodded in the affirmative and told her “Yes Princess Dee. I understand.”
“By Friday you will have received all of your packages that we ordered. You will not open them until I give you permission to do so; and you will open them on camera for me as well. In the meantime feel free to spend your evenings at home as you normally do; watching TV, or playing on the internet or whatever you typically do. The only difference will be that you will have to wear your uniform. Oh, speaking of which; you need to move your chair back about three feet when you are watching television. I need to have a clear view of you to ensure your compliance with my uniform requirements. No need to worry about moving back when you use the computer however. I already have a perfect view when you do that.” Princess Dee chuckled.
“Oh slave, I should also let you know now to take your time with your Fond of Writing tasks from here on out. I will punish you five dollars for every wrong line submitted from now on, and you are fully aware that you already owe me from your Grounding. And since Friday is your payday you know that you will have to pay your penalties first before we set aside any money for your goals and budget. I’m sure you don’t want another very tight two weeks financially. I come first, then your goals, then your budgets. If you run out of money after that; well perhaps we need to look at lowering your food budget; but first we will look at other ways to save you money first.” Princess Dee said before continuing. “If you don’t know what I am talking about or referring to; then let me just say this. Gas and cars are very expensive. Think of all the things you could do with the money you would save if you were relegated to public transportation; or the benefits to your health if you had to start walking to work. That’s right slave; if you cannot meet your obligations then I will not only make you sell your car; but I will use the proceeds from it as well as the money it will save you to increase the pace of your transition.” Princess Dee said adding extra emphasis to the word ‘transition’.
Again Tom was stunned beyond all belief. How could he survive without a car? But much more perplexing was what exactly did she mean by transition? Surely she meant his transition into a slave and not the connotation that first came to him. He hoped and prayed that she was not making an implied threat to force his transition from man to woman. Was she? Tom felt a chill go down his spine; he already knew the answer from all the names she had been calling him. Those words continued to ring through his ears as Princess Dee said goodbye and logged out. Those words just kept repeating themselves over and over in his mind….transvestite, sissy, maid. Tom was beginning to realize that Princess Dee had a much larger and more thought out agenda in mind for him than just simple blackmail and money slavery. The chill down his spine increased and he broke out into goose-bumps as he was beginning to realize all the implications this meant for his life.


Chapter Eleven

The next few days Tom tried to go about his normal routines as best as he could. However, several things were now different. He now had to get up early enough to complete the Fond of Writing task before he showered and got ready for work. He had to be careful how he spent his money and keep the receipts; so he took to buying lunch meat and bread so he could brown bag it to work instead of eating out. And instead of ordering dinner in; he also bought foods that could be easily cooked at home such as Macaroni & Cheese, and hotdogs and buns. For the first time he also turned down an invitation from some of his co-workers to go out for a drink after work. This was an easy decision for Tom to make. Even though he could really use a drink, or several, after what had transpired over the weekend; Tom knew that it could end badly in two possible ways if he went out. First would be that he might accidently spill the beans about what had happened to him over the weekend if he had too much to drink; the second was that Princess Dee would be so pissed that he had spent his money on alcohol that she would find a way to punish him more severely than what she was already doing to him. Both of those fears made it very easy for him to decide to go straight home after his quick trip to the grocery store.
Another thing that had changed was that he changed into his pink bra and panty uniform as soon as he walked in the door from work. Fortunately for Tom, he had been wise enough to throw them in the washer before he went to bed on Sunday and tossed them in the dryer Monday before he left for work. He really did not want to wear them again until they had been cleaned. Tom chuckled to himself, hell, he really didn’t want to wear them again ever after this last weekend; but he knew that was no longer an option. So best to at least make sure they were clean, dry and as comfortable as possible.
Tom was able to basically spend the rest of his evenings sticking to his normal routine with the exception of his clothing. He would scour the channels on the television and see if there was anything worth watching and if so he would watch it. If there wasn’t anything that caught his eye then he would leave it on one of the news channels for background noise and get online to peruse his favorite websites including his favorite porn sites and check his email.
Tom felt more than a little self conscious while looking at some of the porn sites that first night. Getting aroused he let his hand slip down to start rubbing himself off. It was then that he noticed how smooth and sexy the panties felt on his now hairless crotch and that he seemed to be even more turned on than usual. He looked down and his penis actually began to twitch at the sight of the bra he was wearing. “What the hell?” Tom thought to himself, “What is wrong with me?” As he said this he looked upwards in exasperation at the mixed signals he was feeling; only to catch the light telling him that the unblinking eye of the camera was seeing his every move. Tom immediately turned crimson as he pulled his hand back up to the keyboard and he prayed that Princess Dee was not watching him. His penis continued to bob and twitch against the silky feel of the panties. Even without the continued ministrations of his hand, and with the fear that he was being watched; Tom still almost came in the panties.
It took almost twenty minutes for him to come back down to a normal state and for his erection to finally subside. Tom was beside himself knowing how much he had got turned on by this and that it would probably turn him on more every time it happened. Tom was now beginning to develop a fetish for his ‘uniform’ instead of just having them as a tool for his various kinks. He would have to work very hard to keep Princess Dee from finding this out and using it to further exploit him.
Tom then hurriedly completed his second Fond of Writing task for the day before turning his attention back to the television and seeing what was on. He then microwaved a couple of hot dogs for his dinner and then headed off to bed. He was about to get undressed when the idea of wearing his uniform to bed came to him. He figured he could enjoy the sensation of the bra and panties before he nodded off and that it would be prudent since he would have to be wearing them when he did the Fond of Writing task first thing in the morning. Surely it couldn’t hurt? And it might be enjoyable as long as Princess Dee never finds out that he actually now wanted to wear it. No, it would be best if she just thought he was being obedient.
The first package to arrive on Wednesday was one of the sex toys from Amazon. Tom had no way of knowing which one without opening it up or tearing off the envelope and looking at the invoice. As tempted as he was to do so; he decided that he really didn’t want to know as he still found the idea of using them to be more than repulsive. He might now be enjoying the sensation of the bra and panties but there was no way he would ever get aroused by these sex toys; no matter how realistic they might be. On Thursday the other two packages arrived and sat on the table awaiting Friday when Princess Dee would make him open them for her on camera.
When Friday evening finally arrived Tom avoided the computer completely and tried to focus on the television. He really wasn’t looking forward to Princess Dee and the packages. As far as he was concerned, if he never heard from Princess Dee again it would be too soon. He really hoped that this was all still just a mind fuck or that she had lost interest or just moved on to another victim. But unfortunately for Tom that was not the case; and he hadn’t even had time to find anything to watch before he heard Princess Dee talking to him. She had already logged in to his Teamviewer and turned on his chat program.
“Hello slave! How was your week? Did you miss me? Happy to see me?” Princess Dee said before Tom could even reach his desk. “Did you get all of your packages? I’m sure you did. And I bet you can’t wait to open them, can you?” She just smirked evilly when she asked this last question and Tom found it hard to even think. All he was capable of doing at the moment was to just answer her greeting.
“Hello Princess Dee.” He finally stuttered out.
“What’s the matter slave; cat got your tongue? Don’t worry…we will loosen up your tongue soon enough. It will be getting plenty of strengthening and stretching exercises soon enough.” Princess Dee said and then laughed at her own play on words. “Oh yes,” she thought to herself, “we will be letting your tongue loose in all kinds of ways.”
Tom sat there clueless as to what Princess Dee was laughing at; but he knew that whatever it was did not bode well for him.
“Anyway slave, before we get started let me say that I have checked in on you using the camera several times and I must say that I am happy to see that you have been wearing your uniform as required. I am quite pleased with you for that.” As Princess Dee said this Tom was awash with relief that not only did she not know about his masturbatory activities earlier in the week; but that she was indeed just under the assumption that he was just being obedient just like he hoped she would.
“And I am also happy to see that you have been completing your Fond of Writing tasks as required. You are behaving very well my little slave. And so few mistakes make when you did them…well except for the one on Monday night where you seemed to rush it and made eleven bad entries. What was going on slave? Was something else distracting you?” she asked.
Tom turned crimson again. “She knows what I was doing. Oh my god she knows.” Tom thought. “How could she possibly know?”
Tom was about to panic when Princess Dee continued. “Let me guess slave. Did you have the football game on? Is that what was distracting you? I swear that TV is going to get you into a lot of trouble. In fact it already cost you fifty five dollars, plus another twenty five dollars for the rest of the week. Maybe I need to take away your television sooner than planned. Then again, I am not about to complain about the money it made me.”
Tom was so relieved when she said this. He had almost panicked and given away what was going through his mind. She didn’t know. For once luck was on his side and she must not have been watching him when he was playing with himself almost to the point of frenzy on Monday evening. Somehow he had gotten away with it scotch-free. She didn’t know!
But Princess Dee did know, or least had a good idea. The PC Pandora reports showed him visiting the porn sites and she had also set it to take pictures with his camera every thirty seconds when the computer was in use. She might not know that he had developed a new fetish; but she was able to put two and two together and knew that he had gotten himself all worked up right before he did his nightly typing task that night. Add that to the fact that he had blushed furiously when she asked what was distracting him that night and then the look of relief on his face when she asked him if he was watching football; these had helped to cement her feelings of what he had been up to in to place. “The little perv was getting off in his bra and panties again. How delicious! He will be easier to break than I thought.” She thought.
“Now then my little sissy; why don’t you go get your new toys and bring them over here and let’s have a look at them.” Princess Dee said.
Tom just groaned and rolled his eyes as he got up and headed towards his dining room to retrieve the packages from the table.
“I guess it wasn’t just a mind fuck after all.” Tom thought as he carried the packages back towards his computer desk. He really wasn’t looking forward to what was about to happen.

Chapter Twelve

Tom set the three packages down on the floor next to the desk and was about to sit down in the chair when Princess Dee interrupted him.”Before you sit down slave you had better gather up all of your receipts from this week. We will also be looking at what you spent and matching it up to your Mint.com account.”
Tom sighed and went to get his receipts per Princess Dee’s instruction. He was glad that he had really been a spend-thrift this whole week. The last thing he wanted was to have Princess Dee punish him for spending too much money and he really did not want her to carry out her threat of making him sell his car. “This is ridiculous.” Tom thought to himself. “I’m a grown man. How can I keep letting her treat me this way?”
Tom almost felt like an errant child. Princess Dee was acting like an authoritative parent demanding to see his report card and threatening to take away his favorite toy for bad grades. What was next; restriction? Tom almost chuckled at that thought. It sounded like a good role-play that he could see acting out during one of his web-cam sessions someday. But then reality hit him in the face again as it dawned on him that there would be no web-cam sessions with other Dommes in the future unless he was able to escape the clutches of Princess Dee. That is something he knew she would not ever let him spend his money on again.
Tom sat back down in front of the desk with the three receipts from his few excursions to the grocery store that week. He had been really careful with his money and knew that Princess Dee would be proud of the effort he had taken into reducing his spending. “Only those receipts slave?” Princess Dee asked. She had already logged into Tom’s Mint account through his computer that day when he was at work and knew that he was not hiding anything from her; but she did not want to let on that she knew. “There had better be enough there to match up against what it shows on your Mint account slave.”
Tom nodded and told her “Yes Princess Dee, I have all of the receipts.”
“Very good slave, now log in to your account and show me. Then I want you to lift up each of the receipts to the camera so I can see how you have been spending our money.” Princess Dee said. Tom did not like the way she referred to it as ‘our’ money. It was his, not hers…even if she was controlling how he spent it.
Tom logged in as commanded. He still felt fairly safe since everything he logged in to only showed the dots and not his actual passwords when he entered them. He knew that Princess Dee would only see the dots on her end of the screen as well. As per her desire; Tom was still completely oblivious to the PC Pandora software running stealthily on his computer.
Princess Dee chimed in after clicking on his Transactions button “Well slave, I see that you have really curbed your spending on food this week. I must say that I am truly impressed.”
Tom felt a hint of pride at this; knowing that he had pleased her. Then the next thought occurred to him as well. “There really must be something wrong with me; why should I care if she is pleased or not?” To which his sub-conscious screamed out at him “Because you are a submissive you idiot; just admit it to yourself and get on with it.” Tom shot down that thought immediately. His mind was a battle-field, but for now his rational and conscious mind was still winning the war; even if they were slowly losing ground.
“Now let’s see those receipts.” Princess Dee said. Tom held them up to the web-cam one at a time only to see the look on Princess Dee’s face darken. “Wow sissy, you really are clueless aren’t you” she asked. Tom just sat there blankly; for once he really was clueless. “I thought she would be happy.” Tom thought to himself. What the hell had just happened?
“Hot dogs? Macaroni and Cheese? Coke? Did I not tell you to quit spending your money of junk food slave? How the hell are you going to be a fit little sissy when you still keep eating this crap? Do you want to be a fat unwanted sissy that nobody would allow to serve them? Obviously you need my guidance more than I thought!” as Princess Dee said this she could see the hurt look on Tom’s face. “Very well slave, then I will start making you out a grocery list and telling you what you can eat from now on. There will be lots of veggies and beans in your future slave; not fruit though as they have too much sugar. Maybe after you lose the first fifteen or twenty pounds I’ll let you add apples to your diet as an occasional treat; we will see. But junk food is now definitely off your list for good.”
Tom started to balk at this revelation but was immediately stopped by what Princess Dee said next. “If you don’t like it slave, tough; but it could be much worse I assure you. Don’t make me have you mix them all in a blender and eat them that way. And I know that you wouldn’t like it if I put you on a diet of Prison Loaf for weeks at a time either!”
Tom was sullen. He wasn’t a fan of vegetables to begin with, and he sure as hell didn’t like beans. To think he might have to eat them mixed out of a blender did not appeal to him at all. “And what the hell is Prison Loaf?” he thought.
Princess Dee could see the question written on Tom’s face “Prison Loaf my slave, is a very bland food that meets all the dietary requirements but is so terribly unappetizing that prisons use it to punish errant prisoners. Perhaps you can look it up later to see what may await you in the future?”
Tom moaned; even without knowing what it was exactly, he sure did not want to find out by being forced to eat it.
“Anyway slave, that is for later. Now it is time to open your packages. First get the small one that is not from Amazon. That will be your chastity tube my little sissy. Open it up and put it on for me.” Princess Dee commanded.
Tom opened up the box and looked inside. There were several pieces of plastic and Tom had no idea how to put them all together; let alone on. Tom took out the instruction sheet and read it getting an idea of how it would go on. Princess Dee then instructed him to use the second smallest ring and the smallest spacer when he put it on. She told him that afterwards she would determine if he needed to change the ring or spacer size. Tom pulled down his panties and after much struggle finally got everything on. Princess Dee then told him to use one of the numbered plastic locks and not the padlock that had come with it. She told him that way she would know if he ever removed it without her permission and that with the five plastic locks they would have five chances to make sure the fitting was correct.
“There, that’s out of the way, more or less permanently. That will help keep you horny and submissive from now on and keep your little clitty out of trouble while you learn to start focusing on service to others. After all, that is what slavery is really all about…serving the needs of others. Now, open the heavier .package from Amazon.” Princess Dee said with a small smirk.
Tom reluctantly opened the heavier package as instructed. What he pulled out made him gasp in surprise. Yes, he had seen the Sexflesh Amazing Anus when Princess Dee first ordered it for him; but the pictures on the website did not do it justice. This thing looked real. The flesh tone was very lifelike and the pink puffy lips of the vagina looked ready for penetration. It almost looked like someone had made a three dimensional model of a porn star’s genitalia and ass during a movie shoot. “Damn!” Tom thought, “That is hot!” He had never given any credence to the use of sex toys like this before; but even he was aroused just looking at it. Given enough time and if he was horny enough even he would have given it a go; although that was no longer even an option now that his cock was locked up in the CB6000s.
Princess Dee brought his attention back to the screen when she said “Oh yes, that is so sexy isn’t it?’ Tom could only nod in agreement. “Okay sweetie, now open the other one,” she said.
Tom opened the other box with dread. If the first one was so realistic he could only imagine that this one would be just as realistic as well. Unfortunately for Tom he was not disappointed. The Sexflesh Penis Rider Combo Masturbator even had veins on the penis, and the balls were uneven and had a lumpy scrotum. If there was one saving grace for Tom it was the fact that the balls did not dangle freely which only slightly took away from the sense of realism. Again it looked like someone had created a three dimensional model of the porn star’s male counterpart’s genitalia. And even though it was just about as realistic as the first toy…this one did not arouse Tom by any stretch of the imagination. No, if fact, this one did the opposite. It repulsed him.
“These are to be your training tools my little sissy.” Princess Dee told him “You will start practicing your service to them on a daily basis from now on. This will consist of one hour of training on each of them every day. That time will be broken down into half hour increments. The first half hour will be dedicated to providing oral servitude to their cock or pussy; and the second half hour will be spent providing oral servitude to their assholes. This will help you develop the skills necessary to provide pleasure to others, both male and female, whilst you remain chaste and unsatisfied.”
Tom was stunned. Was she serious? Did she really want him to do what he had just heard her say? Two hours? She wanted him to spend two hours a day with his mouth on or around these toys? She really is insane. What the hell?
Princess Dee just chuckled evilly at the look on Tom’s face. She knew that this was another one of those make or break moments. If Tom caved in here without too much of a fight, or blatant reluctance on his part; then she knew that his latent submissiveness was coming even more to the fore and it would not be long before he was obsequious to her demands without the need for overt threats on her part.
“So slave, I am sure that you are not very skilled or experienced at this yet; so I will give you a little bit of help. I want you to do a search for ‘oral sex techniques’ and ‘rimming’ on Google. You should find all kinds of information and even videos on the subject matter. This will be your homework this evening. Once you do, then every evening before you do your Fond of Writing task, you will place these in sight of your webcam and then spend an hour on each both front and rear using the techniques you have learned. Is that understood slave?” Princess Dee asked.
Tom was at first too stunned to say anything and just stared at Princess Dee on his screen. But as soon as he saw the smile fade from her face and a look of anger start to take its place Tom immediately piped up and answered her. “Yes Princess Dee I understand.”
“Excellent!” Princess Dee started, “I look forward to find out which techniques and skills you discover and watching you as you learn them. Oh, and you now will have a new Fond of Writing task to complete as well as ‘Devotional’. From now on you will be completing the one called ‘Oral Servitude’ in the evenings and still completing ‘Devotional’ in the mornings.”
Tom could only reply. “Yes Princess Dee.” Tom was now beginning to see why he would not have time to watch television as Princess Dee had implicated to him previously. As of now he had basically lost three hours out of every evening to the service of Princess Dee. Again, a funny cord was struck in Tom as he considered it service instead of blackmail. “I really must need and want this on some level.” Tom thought to himself.
“Now slave, I will not be spending this evening with you as I currently have other plans. However, I have set up the computer so you can no longer delete your browsing history. So I will know if you did or did not do your homework and I will be back before eight o’clock your time, so I can watch you practice what you have learned. I will then compare it to your research so I can grade your performance. Again, is that understood?” Princess Dee asked with a very stern look on her face.
Again Tom replied in the affirmative. “Yes Princess Dee.”
“Oh, one more thing before I let you go, my little Tiffany. Tomorrow at three pm you have my permission to not wear your uniform and wear normal clothes. You will be having a nice visitor from Best Buy’s Geek Squad over to make a few more changes to my computer. No need for you to worry about what he will be doing as that is none of your concern. But you will be paying him for his work when it is completed. Bye for now Sissy Tiffy. See you again in a few hours.”
And before Tom could even reply Princess Dee had logged out. Tom could only sit there in shock at this new revelation; but after sitting there in stunned silence for the better part of a half an hour, Tom set to doing his homework as directed. All he could think of was “What’s next?”


Chapter Thirteen

Tom finally pulled the pick panties back on and felt a slight shudder go through him as it passed over his now encased penis. Tom cursed himself for now being aroused by his uniform. “Now is not the time for that” he told himself as he felt the first indications of restraint on his erection. “The last thing I need at this moment is to be turned on for what I am about to do” he thought as he try to will his erection away. He closed his eyes and focused his concentration on his job for a few minutes and that provided him the calming effect he needed before starting on his ‘homework’ as Princess Dee had called it.
Then with a deep sigh he entered ‘oral sex techniques’ into Google and was stunned to see over five million results. Tom groaned out loud as the first two results were about giving blow jobs. That was not what he was hoping for; but the next few results were about how to perform oral sex on a woman. This was better Tom thought. So he went ahead and opened the first several sites listed by right clicking on them and opening them in another tab. He then did a search for ‘rimming techniques’ and also opened up the first several results the same way.
Tom decided that it would be best to start reading up on the ones for women first. .At least he would enjoy that since it is something he always had wanted to do. It was best to put off the two that Tom found disgusting and perverse for as long as possible. He did not keep open any of the ones that were videos. There was no point in getting turned on again since he had so much to do; and also now that he couldn’t do anything about it with his penis locked up.
Unfortunately for Tom that did not prevent his arousal as he began to read about all the different things that he could do to a pussy with his lips and tongue. Tom wasn’t even half way down the first page before his cock was throbbing and struggling against the infernal chastity with all its might. And the pain he felt as the chastity pulled against his trapped balls did little to alleviate his arousal. Tom squirmed on his chair as he continued to read. Reading became more difficult as he found it hard to concentrate on anything but his now desperate need for release. Tom finally pushed his right hand down inside the panties to try and get off only to find that he could not stimulate himself as necessary to achieve orgasm. This device was insidious Tom thought. It not only denied him from stimulation or orgasm; but it also kept him in a state of arousal as his cock fought to expand fully.
Tom was finally able to finish reading the techniques for pleasing women and moved on to the blow job techniques. He figured that his repulsion and disgust at the thought of having to do this would bring him back down to a non-aroused state. Unfortunately for Tom; he had figured wrong. First and foremost in his mind when he read them was how it would feel to have woman doing all those things to him. This just drove up his state of arousal even more. And somewhere in the back of his aroused mind was also the thought that he would soon be doing these things to his new toy for the benefit of Princess Dee. He no longer felt disgust at the idea of it; it was more shame now. Not only was he feeling shame that he would have to do it in front of her, but also shame that he was aroused even as he thought about having to do it.
Tom quickly realized that an aroused mind was indeed more amenable to things than a non-aroused mind; and he began to fear how much more compliant he might become to Princess Dee the longer he was locked up and denied. He felt the goose bumps all over his body when it finally dawned on him that he might end up begging to be her slave instead of having to be blackmailed and forced into it. He knew it was only a matter of time before his desire and arousal overcame his rational mind.
“No damn it.” Tom thought. “This is not me. I am not a slave, or a sissy, or transvestite or whatever the hell else she is trying to manipulate me into being. And I sure as hell do not want to suck a cock, even if it is just an imitation one. I’m just confused because I’m horny. Once I cum I will be able to think clearly and try to find a way out of all this.” With that thought Tom committed to himself that he would find a way to achieve orgasm as soon as he was done reading the ‘rimming techniques’. Then he could start planning his escape from the clutches of Princess Dee or just wait her out. “Surely she will get tired of this” Tom thought “Or she will move on to another victim that she can get more money out of.” Tom thought it was all about the money really; and that Princess Dee was just getting some amusement out of him while she was taking what she could.
Once he was finished with his homework assignment, Tom set about looking for something he could use to allow him to get enough stimulation to get off. He know there was no way to stimulate the shaft of his penis with the chastity tube on, but there was a hole for urination that he could use to push something in so he could stimulate the head. He knew that the head and tip of his penis was the most sensitive and figured that with enough effort that he might be able to get off using that alone.
Tom ran into the bathroom and inserted a Q-tip cotton swab into the opening of the chastity and began to rub the tip of his penis. He began to feel the tug on his balls as his penis tried to become fully erect unsuccessfully. Tom continued to rub the tip for at least fifteen minutes before he gave up in frustration. He had over-stimulated the tip and was now becoming tender and he was no closer to cumming than he was before he started. Now his balls were sore, his penis was tender, and he was even hornier now than he was when he was looking up the oral sex techniques for women. Tom wanted to cry. This was so damned unfair he thought. “How am I supposed to be able to live like this? I’ll go crazy if this keeps up!”
Tom was at his wits end when he was looking in the mirror after he threw the Q-tip into the trash can. Seeing himself in the sexy pink bra and panties did nothing but exacerbate his already desperate need for relief. But there in the mirror he also saw what for sure would be his salvation. There hanging on the wall behind him was his handheld shower massage. Surely if anything could complete the task at hand it was this! Tom quickly removed the bra and panties and hopped into his shower. While he was waiting for the water to reach the perfect temperature, Tom went through the various settings on the shower and settled on the pulse setting. “There!” Tom thought “This will do the job or nothing will.” Tom was absolutely one hundred percent certain that he would finally achieve the release that he now so desperately needed. The pulse of the shower head was incredible. Not only did the feel of it hitting right behind his balls push Tom right to the heights of ecstasy; but as he passed the water spray over the chastity tube and felt the water pulsing against the tip of his penis Tom could feel the deep throbbing that always preceded his orgasms. “Oh my God, this is it!” Tom thought as a loud moan passed his lips. He began involuntarily rocking his hips waiting for the now inevitable orgasm he was only seconds from now achieving. And he waited, and waited and it never happened! The inevitable orgasm remained elusive to Tom. He desperately continued to spray the water over his genitals even after he had ran out of hot water. Tom screamed out in frustration; his last and best opportunity to cum had failed. And even though the now cold water helped to take the edge off just a little bit; Tom was now hornier than he had even been in his entire life.


Chapter Fourteen

True to her word Princess Dee connected to Tom’s computer at a quarter to eight. Tom had only recently finished getting dressed in his uniform after his failed attempt at orgasm by shower massage; and was trying to distract himself by reading the news on the internet when Princess Dee logged in. “Hello slave, did you do your homework?” she asked him. Tom nodded and replied “Yes Princess Dee, I did my homework.”
“Excellent! Did you enjoy it?” she asked. Tom could only blush. He had enjoyed it more than he had wanted to. Princess Dee chuckled as she saw Tom’s neck and face turn crimson. “I can see that you did,” she told him. This caused Tom to blush even more. “Now let’s take a look at it shall we?” She asked and then continued “and then we can put what you learned to practical use and start developing your skills.” Princess Dee then opened up Tom’s Internet Explorer and went to the tools button and into his History tab. She then opened one of the pages detailing giving oral sex to women. She then told Tom “Now, why don’t you move your coffee table over here in front of the camera and put it where you were kneeling on our first ‘date’.”
Tom got up and went over and pulled the table over from in front of his television, and into the spot Princess Dee had mentioned. He wouldn’t call it a date like she had; but he knew that she was referring to the spot he had performed his little act on video that had cemented her blackmail control over him.
“No Tiffy, turn it perpendicular to the camera and push it closer,” she said. Tom pushed it closer to the desk where his computer was. “Keep pushing until I tell you to stop,” she continued. Tom pushed until her heard her say “Stop!” Princess Dee had made sure that the table was close enough that once she had Tom angle the camera down and put it on the edge of the desk that she knew she would have a great and close up view of Tom servicing his new sex toys.
Once Tom had moved the chair away from his computer desk and positioned the camera per Princess Dee’s instruction, she then told Tom to place the Amazing Anus on the table and then to sit on his heels on the floor on the opposite side of the table as the camera. She told Tom to face the pussy towards him and to lean forward and cup his arms around the toy.
“Now slave, this may look very realistic to you but it isn’t. There is no clitoris for you to practice on…so for now we will have to make do with some of the other techniques you read about.” Princess Dee said. “Start by licking the edge of the thighs and along the edge of the pussy with the tip of your tongue.” Tom did as she said, slowing working his tongue from the top of the lips up towards the toy’s anus. This was just as if he were in the 69 position with a real woman with him on the top instead of her.
“Yes slave, just like that!” Princess Dee said and then continued, “Now, with the flat of your tongue, give it some long slow licks from front to rear.” Tom complied and began to lick it as instructed. As he did, he began to imagine that he was licking a real pussy and immediately began to get aroused again. He wasn’t the only one however as Princess Dee was also beginning to get aroused as she instructed Tom in the fine art of pussy licking.
“Mmm, yes slave just like that!” She said as her voice began to get a little raspy. She then giggled out a little as she told Tom to move on to the next technique. “Now I want you to trace out the letters of the alphabet with your tongue slave.”
Tom could now feel the tugging at his balls from the cb6000s as he tried to get fully erect. Between imagining a real pussy before him to the sound of Princess Dee’s sexy voice telling him what to do; Tom was as hard as he could get while restrained in the chastity. His horniness and latent submissiveness were pushing him further into a blurred world where all of this seemed right and natural to him. He knew that the longer this went on and the more he submitted to Princess Dee that it would be harder and harder for him to resist her control. He knew that only an orgasm could save him from himself. Without one it was just a matter of time before his subconscious submissive mind overrode his rational logical mind and plunged him into the depths of submissive depravity that Princess Dee was trying to bring out in him.
As Tom continued to spell out the alphabet with his tongue he could hear Princess Dee’s breathing take on a new cadence. He knew that this was turning her on just as much as it was him. Unfortunately for Tom, knowing that just turned him on that much more, and drove him to want to please her even more. His submissiveness and desire to please were at the forefront. This was the mindset Tom always got in when he did web-cam sessions with other Dommes in the past. It was this mentality that had driven him in the past into buying and trying all of the toys, clothes, and makeup he had collected up until he had met Princess Dee. In fact, it was this mindset that had driven him to contact her initially. And had gotten him into the situation he now faced.
Tom knew this did not bode well for him. The chastity would prevent him from cleaning his pipes and clearing his mind; and he knew that Princess Dee would use this to push her advantage over him even further. Worse still, at least in Tom’s mind, was that fact that he still had two assholes and a cock waiting for him to practice on; and now he would be doing it while fully aroused and desperate to please.
Tom was in a fog as Princess Dee first had him dart his tongue in and out quickly and then move on to long deep thrusts into the sex toy. When she spoke Tom could tell that she was getting more aroused by the moment. When she had Tom turn the toy around and start licking the anus Tom could hear the tremble in her voice. Tom wasn’t sure if it was because she was getting off on controlling him, or imagining it was her being served, or a combination of both.
However, when Princess Dee told him to switch to the Penis Rider Combo toy and her arousal didn’t seem to abate; it was then that Tom could really tell it was the power and control that got her off. He knew immediately that she was a sexual sadist.
“Now Tiffany, let’s get to work on you ‘other’ oral skills shall we?” she asked him still with the tremble in her voice. Tom got the toy and put it where the Amazing Anus had just sat; its seven inch cock standing straight up. “For this you will need to rise up on your knees slave” she told him.
Tom lifted himself up off of his heels and into the kneeling position. “First I want you to pull it towards you and then gently kiss the tip of it.” When she said this Tom turned red with embarrassment again; but did as she said.
For the next fifteen minutes she had him go through all the techniques she found on his ‘homework’ websites. She had him lightly lick the hole at the tip, brush his cheeks up and down the shaft, breathe on it, lick and suck on the balls and scrotum, circle the head with his tongue, and lick the perineum. She continued to sound more and more aroused as she gave Tom more encouragement. Tom for his part did exactly as instructed. Only in the back of his mind did it register that he was no longer disgusted at what he was doing. There was a sense of shame; but Tom was unable to tell if that was due to what he was doing…or the fact that he was still completely aroused whilst he was doing it. Surely the idea of doing this should have lessened his arousal by now he thought to himself; but for some reason it hadn’t
“He is ready for you now Tiffany! Take him into your mouth and show him what a good little slave you are.” Princess Dee said. Tom immediately complied and sucked the penis into his mouth. He was now obeying her without any hesitation; his resolve gone for the time and replaced with total obsequiousness. He needed to do this; he needed to please Princess Dee. His mind was completely gone as he began to bob up and down on the cock while sucking, as it appeared to Princess Dee, quite eagerly. She knew that Tom was almost at his breaking point and that it was just a matter of days or weeks before Tom had been completely broken to the point where nothing else would matter to him other than being her slave. While he continued to try and deep throat the penis before him; Princess Dee decided that it was time to start accelerating her plans for him; and that thought had her dripping.
“Very good slave” she said, “You are a natural at this; aren’t you?”
Tom could only blush. He was still heady and aroused beyond capable thought at the moment. Was she calling him a natural cocksucker; or a naturally submissive? He couldn’t really tell. It took him several minutes for him to come back down slightly from his heightened aroused state to a point where he could actually think and concentrate on Princess Dee and what she was saying to him.
“Just think how good you will be at oral servitude after just a few weeks? Why you will be as good as a Pro or a porn star in no time flat. Then again, they don’t practice for two hours a day.” She laughed as she said this. She then had Tom repeat the rimming techniques on the ass of this toy that he had done on the Amazing Anus.
“Now, we need to go shopping again before you complete your new FOW task slave. There are a few more things we need to get so we can get started on your maid training.” Princess Dee said. She was now in a hurry to get offline so she could attend to her own sexual needs. Watching Tom debase himself and obey so eagerly, and knowing that he was completely aroused and unable to do anything about it had driven her to the edge of orgasm herself. But as much as she wanted to get off and take things into hand; she knew that now was the time to press her advantage. She needed to keep laying it on to Tom and not give him time to think about anything else. She wanted to keep him off balance every time she introduced something new to him; at least until he was completely broken. Once that had happened he would accept anything; but until then she knew he would try to resist if given the time to think or act.
Tom watched as she used his Internet Explorer to open four windows on his computer. The first one she used to go to Sharperuniforms.com and typed Ladies Spun Polyester Housekeeping Dress in the search box. She told Tom to figure out his measurement and to place his order for two of them once she had logged out. She also told him to order three of the Ladies Housekeeping Tea Aprons that were listed under ‘Companion Items’. The next two windows she opened to Amazon.com and typed in the titles of two different Kindle books “How to Become the Perfect Maid” and “The Lost Are of House Cleaning”.
“Read those, slave. Study them well. You will put what you learn in there to good use after lots and lots of practice.” Princess Dee said as she opened the final window and told Tom “And this will be used to monitor your training.” Tom looked at the screen to see that she had entered another Amazon.com window. This one showed the D-Link DSC942L wireless day & night network camera. Princess Dee then said goodnight and disconnected. Tom knew immediately that privacy in the rest of his house would be a thing of the past as Princess Dee could demand that he take the camera with him into every room.

Loved the story so far, thx. Hope you will continue.

Chapter Fifteen
’
‘Slaves must worship the temple that is their Owners’ body.’
‘Orally serving one’s Owners is a privilege and an honor.’
‘Serving one’s Owners orally is not a sexual act; but an act of service’
‘’Being allowed to serve orally is the highest calling a slave can ever achieve.’
‘A slave will provide oral service in any context required; whether that be to provide arousal, completion, clean-up, or any other function requested or desired by its Owner.’
‘The genitals and asses of Owners are the altars of their bodily temples, and slaves will revere them as sacred at all times.’
‘When serving orally a slave should only focus on the task at hand and not be distracted by any unintended pleasures that they may receive in the performance of their duties.’
These seven lines began to repeat themselves for Tom once Princess Dee began the FOW task titled ‘Oral Servitude’. She logged out for the night as soon as she had clicked the begin task button, leaving Tom to complete the task before he went to bed. This time he was surprised that the distraction boxes were not demeaning or degrading to him. Rather, they were simple statements of ‘yummy!’, ‘delicious’ ‘heavenly’ and ‘mmmmm’.
The task took Tom almost an hour and a half to complete. While it was shorter than the ‘Devotional’ task, Tom took his time knowing that he would have to pay for any mistakes he made. When it was complete, Tom knew he was out another forty-five dollars.
The next morning after another restless night, Tom got up early and completed the ‘Devotional’ task again. .
Tom was relieved to wear his normal clothes and not his ‘uniform’ as Princess Dee had called it. It was very awkward for him to slip his briefs up over the chastity tube and pull on his khakis. His pants-front appeared to be normal in every way and did not bulge out noticeably from the infernal device. However, Tom did not feel normal about it at all. Normal appearance or not, knowing that his penis was imprisoned in the tube made Tom feel both impotent and inadequate. Somehow, he was no longer equal in standing to everyone else. He also knew that as time went on, and the more he endured at Princess Dee’s very capable hands, that his status would continue to diminish. Tom felt very deeply depressed at this moment; he was not aroused and had no stimulus to distract him from the fact that she was taking his life away from him. He would go to the bar and get plastered to help him forget about things for a while; but he knew that there would be hell to pay afterwards. He might be able to scrape together a dollar or two of change from around the house that Princess Dee would not know about. However, it would not even be enough for a single beer; let alone enough to help him forget the past week. Besides, at the rate he was owing money to her, he might need that money for something more important later.
Tom was just about to head out the door for a walk thinking the fresh air might help him clear his mind when he heard the voice of Princess Dee come from his computer. “Good morning Tiffany.”
Tom groaned and wondered if there would be no respite for him. “Good morning Princess Dee” he said as he turned and walked over to the desk.
“I see you have completed your assignments. You should be proud of yourself; you have a real knack for this so far.” Princess Dee said.
At first, Tom thought she was just mocking him; but the look on her face and the sincerity in her voice eased his thoughts. “Thank you Princess Dee” he replied.
“In fact, I’d say you may have found your true calling. You really are more submissive than I would have given you credit for.” She continued.
Tom was at odds with himself again. As despondent as he was just a few minutes before, his heart now swelled with pride knowing that she was pleased with his performance. His emotional yo-yo was back in full force. Tom wondered why he felt so depressed when he appeared or acted like a normal person, and so excited or proud when subjected to Princess Dee’s control. Maybe she was right, maybe this was his calling. However, he just could not bring himself to accept it.
“Well, you have several hours before the Geek Squad shows up to work on my computer. What say you go grocery shopping? I’ve already prepared you a list.” Princess Dee said.
Tom was a bit crestfallen. He already knew that her idea of groceries and his did not mesh. “So much for going out and clearing my mind” Tom thought to himself.
Princess Dee saw the sullen look on Tom’s face. “Oh don’t be like that Tiffy. It’ll be fun. In fact, let’s make an adventure out of it” she said. “First, show me your cell phone. I need to see what we’re dealing with here.”
Tom reached into his pocket, pulled out his Nokia 1616, and held it up to the webcam for Princess Dee to see. “Oh my god, seriously?” she asked. “We really need to get you into the 21st Century slave. I haven’t seen a basic cell phone such as that since the early nineties. While you are out shopping, I will need to add a Samsung Galaxy Note II to your mint.com goals. Now give me your number; we will be one the phone with each other for your shopping adventure.”
Tom had a small glimmer of hope. If she called him then he would get her number. With that information, he might be able to get the police or someone else to arrest her before she could ruin his life. Surely, they would arrest her and even if she got bail, then her computer would be in evidence and he would be safe. As torn as he was about his emotions during this last week, he decided to play along until he got what he needed to end this madness. He figured he would be free in just a few hours.
“Now slave, first things first; go and get your uniform,” she told him.
Tom had a shocked expression on his face. Surely, she would not make him wear that out of his house; would she? Tom moaned aloud, he already knew that answer to that; but could he risk playing along? Maybe he could put it on and then take it off when he got in his car. There was no way for her to know once he left the view of the webcam.
Princess Dee then made Tom put on the pink panties instead of his briefs and make him put on the bra as well. She then instructed him to put his pants back on but to go grab a shirt with a pocket on it and bring it back before putting it on. Tom complied and grabbed one of his darker and heavier weight shirts out of the closet. He was afraid the pink bra would show through a lighter colored shirt or that the bra lines would show through a thinner shirt. Although it should not matter if he snuck off the bra before he left for the store. He figured it was better to take every precaution since he knew just how devious Princess Dee could be.
Tom came back in to the room carrying the shirt and prayed that Princess Dee would not make him swap it out for another one. He breathed a sigh of relief when she was satisfied with his selection once he pulled it on.
“Okay Tiffy, you are almost ready to go out for your adventure. Now, I see that there is a bus stop about two blocks from your house and after checking the schedule, I see that the bus should be there in about fifteen minutes.” You had better be on it, so let’s make this quick,” she said.
Tom was stunned and replied “But, I have a car Princess Dee. I can drive to the store, it will be faster.” Tom tried to think of any other excuse he could use to no avail. So then, he tried to lie outright. “I don’t have any cash Princess Dee and the bus doesn’t take debit cards,” he intoned.
Princess Dee just laughed at him and said, “Don’t be silly slave, I am sure you do. I bet if you check in your sock drawer, under your seat or couch cushions, or in a jar or that clutter drawer that every kitchen has; that you can come up with the money needed for a round trip bus ride. But you better hurry up and look. Time is running out. Or do you want me to make another phone call?”
Tom knew the threat was genuine and scurried around the house to get the change. While he was in the bedroom, he quickly removed the bra thinking it was now safe to do so. After a few minutes he had gathered up what he hoped would be enough for the bus. “So much for that beer” he thought.
“I have the money for the bus Princess Dee. I had best be going if I am to make that bus.” Tom implored. He wanted to get away before she discovered his little ruse. Unfortunately, she just would not have any of it.
“Not so fast Tiffy, first pull up your shirt and show me your uniform. That is, if you are still wearing it” she said. As soon as she saw the look on his face, she knew she was right and that he had shed the bra. “That is going to cost you slave; but it wasn’t unexpected. Now go and bring it back here and put it on in front of the webcam again. And don’t you dare try that again!”
Tom hurried back to the bedroom, retrieved the bra, and followed her instructions. As soon as he donned the bra and shirt, his cell phone rang. He was disappointed to see it was a blocked number.
“Better answer it Tiffy, if you know what’s good for you,” he heard Princess Dee say. So much for tracking her down and calling the police he thought. Tom sighed and answered.
“Very good Tiffy, now don’t hang up…I’m going to give you directions to follow. First, turn your camera to face your front door. I want to see you actually leave your house in your uniform, and I will be listening very closely to ensure you don’t try anything funny. Second, you had better start running it you want to catch that bus.” She said.
Tom had no choice but to comply. He could not believe she was forcing him to leave his house wearing a bra and panties; let alone that he would have to wear them on a bus or in a store. What would happen if somebody noticed? On numerous occasions, he had noticed bra or panty lines on women while he was out shopping. Were his clothes thick enough and dark enough to hide what was underneath?
Tom turned his camera as instructed and then rapidly walked out his front door; his last chance of removing the bra closing along with the door.
 
Chapter Sixteen
’
When Tom walked out into the street he was grateful that is was not too warm out yet. However, it being an early Saturday morning in the summer meant that most of the neighbors were out mowing and working on their lawns. Tom would have no privacy whatsoever. Tom waved to his neighbor across the street and headed towards the bus stop with the phone still pressed up to his ear.
As he trotted off towards the bus stop, he noticed several things; one of which was the feel of the chastity moving with each step. He knew that he would be sore and raw from it rubbing against the bottom of his scrotum. Other sensations he noticed were the silky feel of the panties on his scrotum and the coarseness of his clothes against his still denuded body. Princess Dee gave him instructions to take the bus to the third stop, get off, and then go west another two blocks to the city market. She then told Tom that she was going to stay on the line and listen to everything that transpired and that he was to put the phone in his shirt pocket until he got to the store.
Tom was sweating and mentally exhausted when he got to the bus stop. The fear that someone would notice his undergarments was palpable, and most of the sweat was due to this rather than his rapid pace to catch the bus. Tom could feel the sweat pooling inside the cups of his bra and the dampness of the straps against his shoulders and back. He also felt the panties now clinging desperately to his ass and balls. Unknown to Tom fortunately, was the fact that this very situation made it even more likely for someone to notice. The clingy panties would give him a panty line and if his sweat soaked through his shirt then there would be dry bra lines and cups where the sweat had not been able to soak through yet. If Tom knew any of this, it would have made him sweat even more.
Fortunately, he had made it on time and there was nobody else there. Tom wanted to sit down and relax for a few minutes before the bus got there but by the time he had surreptitiously peeled the panties away from his ass, the bus was pulling up. Tom stepped aboard, paid the fare and then slowly walked down the aisle of the nearly empty bus to avoid sitting too close to anyone else. He kept his head down and avoided eye contact with the other riders, as he did not want to drawn any undue attraction to himself.
Tom was glad to discover that the bus had air conditioning and it helped ease the dampness in his bra and panties. In fact, by the time the bus had arrived at his stop, he was completely dry.
When Tom arrived at the store, he was even sweatier than when he had got to the bus stop. He was still nervous that someone might see his undergarments, but was also starting to feel that people would see him as less than human. He felt that they would know he was a slave and not their equal. Did he really believe this? He was afraid that he was beginning to. Maybe he would need to talk to a therapist when he had a chance. He had never felt it this strongly before. Sure, he liked to submit sexually and considered himself a submissive; but this was different. It was on a much deeper level, it was to everyone in general, and not just to women he found attractive.
Tom grabbed a cart and headed into the first aisle. Before he had even walked twenty feet, he was startled when his phone rang. He pulled it out of his shirt pocket and saw that it was a blocked number again. He figured that Princess Dee must have lost her connection and then called back. However, it was because Princess Dee had heard him get the cart and wanted to get his attention as soon as he had walked in. Hi Tiffy, enjoying your adventure day out?” she asked rhetorically. Tom started to answer only to hear her continue. “Don’t try and spoil the excitement by running off to the stores restroom and removing your bra slave. Just give in to the excitement and adrenaline you feel. As scared as you feel; I bet it just feels right doesn’t it my little pet?”
Tom meekly replied yes. He really did not know what else to say. “Now go to the produce aisle as that is where most of your shopping will occur” he heard her say. Tom replied that he was already in that aisle. It was not that he headed there intentionally; just that like in most grocery stores’ layouts, the first aisle here was the produce aisle.
Princess Dee then instructed Tom to select a cabbage, broccoli, cauliflower, radishes, spinach, cucumbers, tomatoes, and onions. Tom grudgingly got each one of these, as he really did not care for vegetables that much. He liked carrots, lettuce and potatoes, and while nobody was near him asked Princess Dee if he could get some of those as well. “Absolutely not!” she had replied, “Potatoes are mostly starch and won’t help us get you down to a nice girlish figure; carrots are too sweet and I want your diet to be as bland or bitter as possible while still being healthy. Slaves may have to eat; but that doesn’t mean they should be allowed to enjoy it. Thanks for letting me know what you like so I can keep it off the menu.”
Tom’s emotional rollercoaster started up again. He was getting pissed off that she was denying him what he enjoyed, but also getting aroused again when she referred to him as a slave. He did not know how to react, so he just stood there silently with the phone to his ear. Finally, he heard Princess Dee tell him to go to the dry grocery aisle.
“Now for the mainstay of your diet Tiffany; get the largest bags of Great Northern Beans and Navy Beans they have and a bag of brown rice,” she told him. Tom sighed heavily; he really did hate beans. Princess Dee grinned when she heard him sigh. She knew he was not happy with her selections but that he was not going to fight her now. He was resigning himself to his situation. After he put the bags in his cart, Princess Dee told him to go to the medicine aisle, as he would need vitamins to supplement his new diet.
As Tom turned the corner into the main aisle, he heard a familiar voice say “Oh, hello Tom. I didn’t know you shopped here.”
Tom stopped dead in his tracks and turned towards the source of the voice. Out of all the possible people he could ever run into, it was his neighbor Mrs. Abernathy. The flop sweat hit him before he could finish turning around. “Hi Mrs. Abernathy” Tom stammered out as he faced her.
Mrs. Abernathy saw the sweat pouring down Tom’s now ashen face. “Are you okay?” she asked him with concern.
Fortunately, Tom was quick on his feet and replied. “I will be” he smiled. “It’s just one of those summer cold/flu things”
“You should take better care of yourself,” she told him. She looked into his cart and was surprised to see its contents. “Or are you trying to?” she asked. She had often seen the pizza delivery van at his house, and his weight belied a diet based on the contents of his cart.
Tom took a second too long to reply to give his answer any sincerity. “Yes, Doctor’s orders,” he replied, “I’ve been told I have to change my diet and lifestyle.” Mrs. Abernathy just smiled. ‘Doctor’s orders my ass,’ she thought to herself, but she did believe that someone had told him to change. Maybe he had a new girlfriend she thought to herself; although she could not figure out why he would lie about that. Tom interrupted her train of thought by asking her why she was in this part of town.
“I’m here to pick up James; I’m just doing some shopping while I wait,” she said. Tom was a bit confused. James Abernathy was a CPA who had his own office downtown. Why was she picking him up here? Tom was just about to ask when she explained. Due to the recession her husband had shuttered his office and the only job he could find was working here as a Shift Manager.
Tom was just telling her how sorry he was to hear that when he was startled as his phone rang again. He had dropped his arm to his side when he had first heard her speak and due to his nervousness, he had completely forgotten that Princess Dee was still on the phone. Tom cursed himself and answered.
Princess Dee was laughing when Tom answered. “What a small world. You should let me talk to her for a minute slave. Let’s see if she remembers my voice,” she said. Tom began to sweat even more before he heard Princess Dee say, “Just kidding. Now go to the vitamin aisle and I will call you back in three minutes. ”
Tom hung up and then told Mrs. Abernathy that he needed to go now, as he really was not feeling well. After they said their goodbyes, Tom turned to walk away. Mrs. Abernathy watched him walk off and smiled. She was certain that she could see panty lines, and what appeared to be bra lines through Tom’s sweat soaked shirt. Maybe he was the pervert referred to in that strange phone call she had received the week before.

i enjoyed this story. i hope there is more to come. :)