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This is a text that is based on real events that I have experienced, or my friends have experienced, drawing on journals, conversations, and social media posts over the years. I have embellished the story here and there to craft the narrative. My goal is to post every four days till the story is complete.
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Southern Chastity
Chapter 8: The Start of My Service
I awoke and found myself sprawled out on the top of my bedsheets. At some point I had the good sense to kick my boots off and put my CPAP on as I can't sleep very well without it. Otherwise, I was still in my bar clothes. I had lost my t-shirt at some point so apparently, I came home in just my harness and jeans, but I didn't remember much after leaving the bar.
I rolled out of bed and noticed that it was a few minutes before 11 am. It then dawned on me that John had asked me to text him at that time to confirm if I was coming over to sign the contract or not. I looked for my phone and found it on the floor and picked it up and sent him a text that I would be there at 2 pm as requested.
John texted me back, "See you then."
I put my phone on the charger, took my harness off and threw it on the floor and then collapsed back in the bed.
About noon I awoke again and managed to drag myself out of bed and into the kitchen to grab a sandwich and a soda. As I sat there eating, it dawned on me that the blowjob I got from Chris might be the last one I ever received. I looked down to see my pants bulging and realized my cock was engorged from just the thought. I pulled off my pants and jacked my cock off till I was shooting my load all over my chest. I rubbed the cum in my chest hair and savored the feeling of the orgasm before standing and going to the bathroom to get cleaned up.
While I was in the shower, I masturbated again and shot a second load before washing up thoroughly and stepping out to dry off. I stood in front of the mirror and had a thought, so I went back and grabbed my phone and took some pictures of myself completely naked. I figured I might not get a chance again to see myself uncaged.
I decided to just wear some jeans and a shirt since John had not specified any specific. I grabbed my tennis shoes and put them on and then looked at the clock. It was 1:30 pm at this point and it was time to get on the road. I picked up my keys and headed out to the car to drive over to John's.
I had to stop at the gas station on the way, so I was pulling up into his driveway at a few minutes to 2 pm. I noticed there was a car in the street and another in the driveway next to me, so I did not know what to expect when I got inside.
I went around to the side door and punched in the code and entered. The door to the dungeon area was closed and it was quiet. On the shelves to my right was a small piece of paper with the numbers 9475. I went to punch this code into the door that enclosed the yellow bin and noticed that it was labeled 'Matt' already.
Once the bin was open, I stripped all my clothes off and put my shoes in first followed by my keys and then my neatly folded clothes. I closed and locked the bin door and then got down on my knees on the floor and put my hands behind me and bowed my head.
I had been there about 15 minutes and I was getting more and more nervous as I waited. I could always get up and leave if I wanted, I thought. There would be no shame in that. But I stayed where I was.
Eventually, I heard someone walking around in the dungeon area and the door in front of me opened. I could not see who it was as my head was bowed, but I saw the bare feet of the person walk in and stand in front of me and I recognized them as belonging to John.
"You may look up boy," John said.
I lifted my head to see that John had on black leather chaps and a black with blue trimmed leather jock on whose front portion looked to be snapped on. He had leather suspenders that attached to the jock and rain on either side of his chest and up and over his shoulders. It was a very hot look, and I could not help but start to get an erection.
John was emotionless as he told me to stand and follow him into the dungeon area.
"I have the cameras on in here, boy, to record your first day under my service, so please act accordingly," John said.
As I entered, I saw two people on their knees with their hands behind their backs and their heads bowed. They both had chainmail and padlocked collars around their necks, wore chastity cages and were each within painted squares on the floor. A younger, larger, cubbish looking guy was kneeling in the green square and a thinner, hairy, otter-type guy was kneeling in the red square. I assumed these were the two other subs that John was training, meaning that the thinner guy was Jay and the bigger guy was Bo according to the nameplates on the bins.
John closed the door behind me and directed me to my right to the low table. On it was a stack of several pieces of paper, which I assumed was the contract, a pen and a long box. I walked around and kneeled on the floor behind it opposite the chair he sat in last time and John took a seat.
"Before you is the contract that you have agreed to be bound by. I encourage you to look it over, but nothing has changed from the copy I sent you home with. However, behind this is the addendum that I have drawn up based on your email to me of your defined hard limits. Please take a moment to read all the paperwork and then you may speak if you have any questions," John said.
I started reading through everything and he was correct that the contract was identical. The addendum read as follows.
ADDENDUM TO THE SERVICE CONTRACT
This addendum to the SUBORDINATE SERVICE CONTRACT (hereafter referred to as the "Agreement" or "Contract") dated Sunday, March 8, 2015, is between the undersigned (hereinafter called "the sub") and John Dante, hereafter referred to as "Sir", and pertains the agreed upon hard limits of service submitted by the sub to Sir, his defined rules and responsibilities, and the detailed chastity schedule during the term of this contract.
Section 1: Hard Limits of the Sub
The sub has detailed the following hard limits that he does not want the Sir to cross while he is under contract.
a. Blood and feces. Sir agrees that no act of service will involve the sight of blood or will draw blood from the sub. Additionally, Sir agrees that no form of fecal material will ever be present during, or a part of, any form of service while the sub is under contract. b. Severe pain. Sir agrees that no act of service will involve debilitating or severe pain. The sub has agreed that some pain is possible and acceptable while under contract, but the sub may utilize the safe word "TELEPHONE" at any time when the pain exceeds his limits, and the Sir will honor this request. c. Nipple torture. Sir agrees that severe and debilitating pain from nipple play will not occur. As with subsection b above, the sub has agreed that some pain is possible and acceptable while under contract, but the sub may utilize the safe word "TELEPHONE" at any time when the pain exceeds his limits, and the Sir will honor this request. d. Permanent marks, scars, or body modifications. Sir agrees that no permanent alteration or modification of the sub's body will be requested or performed while under contract without the sub's implicit agreement.
As a consequence of this section, any punishments administered to the sub for any reason will be limited and bound by the sub-section details.
Section 2: Rules, Personal Grooming Habits, Duties and Responsibilities of the Sub
While under contract, the sub will be required to maintain a professional appearance commiserate with the type of sub that Sir trains. The sub will be a reflection of Sir while in public and private and is expected to be polite and respectful of others, especially dominants. To ensure that this occurs, the following rules apply to the contract.
a. The following general rules apply to the sub for all sessions at Sir's house. 1. The sub will arrive promptly at Sir's house when requested. If he is late, then the sub will be given punishment. 2. The sub will enter Sir's house through the side door and will immediately undress in the hallway and place all folded clothing in the yellow bin assigned to him along with any electronics, keys or personal items. If this is not done satisfactorily, then the sub will be given punishment. 3. The sub will then enter the dungeon area and kneel on the floor within the yellow square against the wall with his hands behind his back and his head bowed. The sub may sit on legs to reduce strain until Sir arrives in the room, at which point he must be on his knees fully. No matter who else is in the room when the sub arrives, he will remain quiet and will not speak. If this is not done satisfactorily, then the sub will be given punishment. 4. At all times the sub will not speak unless given permission. Violation of this rule will involve punishment. 5. When the sub is given permission to leave, the sub will return to the side entrance hallway, retrieve his belongings, and leave quietly through the side door. b. The following general rules apply to the sub's appearance and grooming habits. 1. The sub's head and facial hair will be maintained in a neat and professional appearance while under contract. The sub will not be allowed to have a long beard or long hair. The head hair should be short to medium in length, cut over the ears and squared off in the back. The beard will be no longer than 1 to 1.5 inches (2.54 to 3.81 cm) in length and will be well maintained. 2. The sub will be allowed to maintain his body hair; however, his groin area should be trimmed short to avoid issues with his chastity cage. The sub is allowed to shave his groin smooth if he so wishes, but it is not required by Sir. 3. The sub may retain his current wardrobe and dress normally during the day, but at home, if no family or underage members are present, he will be naked at all times and will strip as he enters. 4. When at social locations or events such as gay bars, parades and parties, the sub will wear tight jeans that show off his ass and his training collar will always be visible. c. While at Sir's house, a part of the service duties of the sub will be maintenance and care of Sir's home. This can include household chores, general cleaning, and small projects. These will always be performed naked, but the sub will be permitted shoes or work boots if the projects are outside and protection for the groin area will be provided if the task requires.
Section 3: Chastity Sessions
As part of the contract, the sub will have his genitals, hereafter referred to as his nub, in any sort of chastity device of Sir's choosing. The sub's time in chastity will be increased according to the following schedule.
a. Session One: Sunday, March 8, 2015 to Sunday, March 15, 2015 (7 days) b. Session Two: Sunday, March 15, 2015 to Sunday, March 29, 2015 (14 days) c. Session Three: Sunday, March 29, 2015 to Sunday, April 26, 2015 (28 days) d. Session Four: Sunday, April 26, 2015 to Sunday, June 7, 2015 (42 days) e. Session Five: Sunday, June 7, 2015 to Sunday, September 6, 2015 (91 days) f. Session Six: Sunday, September 6, 2015 to Sunday March 6, 2016 (182 days)
On the release day, the sub will be bound and blindfolded and Sir will manually manipulate the sub's nub to orgasm. All fluids will be collected, and the sub will be expected to swallow them all. The chastity cage will be reinstalled before the sub is unbound. Should the sub complete this schedule, then the sub will be given one last manual manipulation on March 6, 2016 before permanent chastity begins. Once this contract is signed on March 8, 2015, the sub will not see itself out of chastity again.
Should a sore develop, or a health condition occurs that warrants removal of the device, the sub will wear a special sock that will cover its nub and will be under the direction of Sir as to cleaning and hygiene until such time as the chastity cage can be reinstalled.
Section 4: Alteration
This addendum may not be altered, except when both Sir and the sub agree. If the addendum is altered, the new addendum shall be printed and signed, and then the old addendum must be destroyed.
Section 5: Suspension
Under certain circumstances, events, and conditions, suspension of parts of this addendum may be wanted, warranted, and executed for a determined period of time. Sir will determine if a suspension is warranted.
Section 6: Termination
Under certain circumstances, events, and conditions, termination of this addendum may be wanted, warranted, and executed, but must be an absolute last option when no other recourse is possible. Sir will determine if a termination is warranted.
SIGNATURE OF "THE SUB"
I have read and fully understand this addendum in its entirety. I agree to enter into service with Sir. I understand that I will be commanded, trained and punished as a submissive, and I promise to be true and to fulfill the pleasures and desires of my Sir to the best of my abilities.
------------------------------- Signature
SIGNATURE OF SIR
I have read and fully understand this addendum in its entirety. I will accept the sub into my service and will command him, train him, reward him, and punish him as a submissive. I understand the responsibility implicit in this arrangement and agree that no harm shall come to the sub as long as he is in my service.
------------------------------- Signature
After I had completed a review of the contract and the addendum, I placed them on the table and John asked, "are there any questions?"
"No, Sir," I replied.
"Very well," said John. "Take the pen and sign your name to the contract and the addendum."
I picked up the pen and took a deep breath and signed in both places and then I handed the pen to John and he signed them both as well. He then took out a manilla envelope and put the paperwork in it and placed it and the pen on the table.
"I will make a PDF copy of this for you and email it to you tonight," John said. "You are now under contract as one of my boys as of now. Please study this contract and addendum very closely after you return home. You must follow the rules set forth for you at all times."
He then picked up the box on the table and opened it to reveal a black and yellow chainmail rope collar with a lock. It was similar in design to the ones the other subs wore, though theirs were color coordinated with their bins and squares with one red and black and the other one green and black chainmail. In addition to the small master lock, there was a round silver tag with black lettering that said 'Boy Matt' in large letters. Below this in slightly smaller capital letters it said, 'CHASTITY SUB' and on the final line it said, 'Sir John, Trainer'. On the back it said, 'I am in training to learn to serve men'.
John placed the collar around my neck and locked it in place.
"Rise, boy," John said. "Follow me."
I got up and followed John over to a cabinet on one of the walls to the room. It had many drawers in it. From one, he pulled out a measuring tape and started to measure the circumference and the length of my soft cock. He then searched through several drawers and selected a metal base ring that would fit and a cage to go with it. He then grabbed a screw and a small device and turned around.
"This is what is called a 'Jailbird' device," John said. They are very high quality and are made by a company called Mature Metal. I like them because they do not rust, they fit my boys very well, and the owners give me a discount since I buy from them regularly. This will be your starting device. Over time, you will find that your nub will decrease in size due to an inability to achieve erections. I assure you this is temporary, so if you decide to violate and or end the contract, you will return to normal size after a short period out of chastity. Due to this shrinkage, I will put you into a device with smaller cage lengths as the year progresses."
John bent down and pulled my balls and cock through the base ring and then put my cock in the cage portion and put it over a post on the base ring to secure it in place.
"The other reason I like this device," John continued, "is because it comes with a security screw option. You will not need a lock to keep this cage on. However, I will be applying Loctite purple on the threads so that it is secure and does not come out through normal wear. The screw can only be installed or removed with this special key in my hand. I will hold one of the keys and an identical copy will be placed in the Bluetooth lockbox for you to take home in the case of emergencies."
John took the cap off the Loctite purple and coated the threads and then installed the screw in the chastity cage and ensured it was tight. He then adjusted my balls and made sure everything was fitted correctly.
"And with that, my boy, you are now officially one of my boys," John said. "Please go over to the wall and kneel in the yellow square with your hands behind your back and your head bowed like your sub brothers."
I walked over to where the other two subs were kneeling and knelt in the yellow painted square on the floor next to Bo. John put the Loctite away and closed all the drawers. He then grabbed the Bluetooth lockbox and placed the screw key in it and closed and locked it and then left the room for a moment.
It was silent in the room and all I could hear was the breathing of Bo and Jay beside me. We did not speak, and I was getting a little uncomfortable on my knees on the concrete. It was then that I noticed that Bo was sitting back on his legs and I remembered in the Addendum that we were allowed to do this while John... while Sir... was out of the room, so I relaxed a bit and sat back on my legs.
When I heard John coming back down the staircase, Bo immediately sat up on his knees properly and I followed suit. The door opened and John stood in front of us.
"Boys, please rise and face me," John said.
We all three got up at the same time and faced forward, John had grabbed a glass of whiskey and took a drink and then crossed his hands over his chest.
"Jay, come forward and introduce yourself," John said.
Jay stepped forward and turned to face me and said, "My name is boy Jay. I am your sub brother and have been in training under Sir for six months." He then returned to where he was standing before.
"Bo, please come forward and introduce yourself," John said.
Bo stepped forward and turned to face me and said, "My name is boy Bo. I am your sub brother and have been in training under Sir for three months." He then returned to where he was standing before.
"Matt, please come forward and introduce yourself," John said.
I stepped forward and turned to face Bo and Jay and followed the same response they gave me, "My name is boy Matt. I am your sub brother and have just started training under Sir." I then returned to my original position.
"Excellent work, Matt," John said. "You will be working often with Jay and Bo. These two are indeed your sub brothers. Think of them as your family. You will be given their contact information and are free to text each other. You will find them an excellent source of information on what I expect and how to behave. Jay is your elder brother as he has been here the longest. You will have tasks that you will perform with them and I expect you to support them as they support you."
I was happy to hear that I would have these two to rely on. I knew I had a lot to learn and I figured their insights would be very valuable.
"Jay and Bo," John said. "Please recite the creed for Matt."
Immediately Jay and Bo spoke in unison, "I am a sub in training under the supervision of Sir John. My goal is to serve men in the best way I can and derive pleasure from that service. My chastity cage and collar are a symbol of that service and I desire one day to be in permanent chastity and receive my formal graduation collar as proof of my commitment."
"Good boys," John said. "You are both well on your way and I am very proud of you. You may now leave."
Jay and Bo then stepped forward and moved by me and exited into the side door hallway and closed the door behind them.
"As you can see, Matt," John said, "you have much to learn, but you have two sub brothers that can help you. Your first task before I see you again will be to memorize that creed. You will be expected to recite that at any time or place of my choosing. Is that understood?"
"Yes, Sir," I said. "I understand."
"Good," said John. "Now please stand with your feet slightly apart with your arms behind you and look straight ahead."
While I stood there, John took another sip of his drink and then went over to the side wall and put his glass down and grabbed a camera and then returned and took several pictures of me.
"As you see here on the wall," John said, pointing to two pictures that were hanging over the table that I had not noticed before, "I keep current pictures of the boys I train displayed here. I will add yours next to Bo's on the end and if you complete your contract, your picture will be moved up to my private office upstairs where the rest of the photos of my graduated subs hang in honor."
John returned the camera to the shelf and then came over and stood before me.
"Up till now, we have had an informal relationship Matt," John said. "Now that you are formally one of my boys, you will find my tone towards you and how we interact to be different. You will always refer to me as Sir. The contact in your phone must be named that as well. You will always refer to yourself as 'boy Matt' when you are called to identify yourself. Finally, you will always refer to your genitals as your nub. Only men have cocks. You are a sub and subs have nubs. Is that understood?"
"Yes, Sir," I said. "I understand."
"The first few weeks are always the hardest," John said. "You will have slip ups and I will not be as harsh on you during this time. However, after two weeks, you will be expected to understand the rules and your responsibilities and punishments for infractions will be fully enforced. Is that understood?"
"Yes, Sir," I said. "I understand."
"Your own designated day for training is Sunday," John said. "Every Sunday at 2 pm sharp you will enter and strip, put your belongings in your bin and you will come in and kneel in your yellow square until I come for you. We will have things that we will work on one-on-one and I will help you expand your horizons. Is that understood?"
"Yes, Sir," I said. "I understand."
"Your first chastity session, as detailed in the contract you signed, will last seven days," John said. "Next Sunday, when you come for your training day, I will bind you to the table you were on the other day and you will be blindfolded. I will manually manipulate your nub till you orgasm. I will collect your fluids and feed them to you. You will then be relocked in your chastity cage and unbound. You will not be manually manipulated again until the end of the second session after that, which is 14 days in that case. Is that understood?"
"Yes, Sir," I said. "I understand."
"As I told you, you will never see yourself out of your cage again," John said. "You are not allowed to use a toy such as a vibrator to bring yourself to orgasm while in your cage. The only way you are allowed to orgasm is through the manipulation of your ass by a man. Thus, if you are being fucked and you happen to orgasm then there is no problem. If a dominant fucks you with a dildo and you happen to orgasm then there is no problem. If, however, you use a dildo in your ass to achieve orgasm on your own, then you have broken the rules and will be punished. You are to see yourself as an instrument for the pleasure of a man. Pleasuring yourself takes away their use of you and their dominance over you. It is a form of stealing. Is that understood?"
"Yes, Sir," I said. "I understand."
"There are many other things you will need to learn," John said. "But that is enough for today."
I stood quietly trying to determine what was coming next and also trying to remember everything that Sir told me.
"Is your ass cleaned out boy?" John asked.
"No, Sir," I replied. I thought to myself that I should have remembered to do that in preparation for anything, but I never even thought about it.
"In the future you will always come clean and ready, boy," John said. "Please go to the bathroom to your left and prepare yourself. There is an attachment in the shower to help you and towels are under the sink. Please return and kneel in your spot when you are ready. I will return."
With that, John turned and grabbed his drink and opened the door to the staircase and went back up to the main floor.
I turned and went into the bathroom and proceeded to use the Shower Shot to clean my ass out and prepare myself for anal play. Once the water ran clear and I felt I was ready, I grabbed a towel under the sink and dried off and hung it on the towel rack to dry. I returned to the dungeon area and knelt in my yellow square and awaited Sir's return.
After about 10 minutes of waiting, I heard Sir come down the staircase and enter the room. He told me to stand and directed me over to the other side of the room where there was a fuck bench. He adjusted it down a bit and had me get on it. I then heard him pump some lube into his hand and he used his fingers to start to open me up. Once I was ready, I heard him unsnap the front of his jock to let his thick cock out and I felt the tip of it on my ass.
"Boy, I only fuck the boys I train," John said. "It is a privilege to take my cock and I want to welcome you properly."
With that, he started to move, and his cock entered my ass. The girth was apparent immediately and I groaned as he inched forward.
"I don't want to hear you speak, boy," John said. "This is for my pleasure. You may make sounds, but please muffle them as much as you can, or I will be forced to gag you."
I tried to concentrate on not making too loud of a noise and not speaking. I held my breath as well, but as his cock continued to impale me, I found it very difficult. When he finally was balls deep in my ass I had to let out the air and groan lightly.
"Damn, boy," John said. "I am going to enjoy this ass."
And with that he pulled out completely and pushed back in, slow at first, but then he picked up speed. The pain hit me right away. Nothing I could not handle, but the shear thickness and length of his cock was something I was going to have to get used to. I grabbed ahold of the sides of the fuck bench as it groaned and squeaked and tried to steady myself against his pounding.
Sir was relentless. He grabbed my hips and pounded me for all it was worth until he started sweating and it dripped down his hairy chest and onto my back. I heard the sounds of the smack of his balls against my ass and the liquid sound of the lube lowering the friction as his cock slid in and out of my ass without abandon.
This went on for at least 15 minutes. He would take breaks and adjust his stance speed, but he was a fucking machine. Finally, I felt him tense up and he pounded my ass even harder till I heard him groan.
"Fuck, yeah boy!" John yelled. "It's time to mark that ass with my seed!"
His cum erupted inside my ass. I felt his cock pulsing as he held his cock inside me to ensure that it was deeply implanted. Once the pulsing stopped, he withdrew slowly and smacked my ass with his hand. He then grabbed a butt plug and inserted it into my ass and made sure his cum did not leak out. He then wiped the sweat off my ass with a towel and told me to get on my knees and clean his cock.
I got off the fuck bench and almost lost my balance at first from the rough fucking. My asshole was sore, and the plug was very filling. But I immediately got on my knees to see his cock hanging low and some remaining cum dribbling out. I took it in to my mouth and reached up to grab it as well. John swatted my hands away, though.
"No boy!" John said. "Use your mouth alone."
I sucked and licked his cock and shaft until they were clean. The taste of his cum was wonderful and I could not get enough of it.
When I was done, he stepped back and snapped the front of his jock back on to contain his cock. "That is all for today, boy," John said. "You may dress and leave. Remember the stipulation in the contract about not having any clothes on at home. A pdf copy of the contract is already in your email box. Read, study and know it by heart. I want you to leave that plug in your ass until you get ready for bed so you can fully enjoy your first breeding as a sub."
"Yes, Sir," I said. "I understand."
John turned and went back upstairs, and I headed for the side entrance hallway to dress and head back home.
The drive home was intense. I felt so full with the plug in my ass and the cage on my nub was something I was going to have to get used to. This cage was more comfortable than the cheap one I had, but it also was a bit shorter of one as well, so there was no room for growth on my nub. That was very apparent when I was getting fucked by Sir as I could feel my nub straining in the cage to the point that it hurt a bit.
When I got back to my apartment and entered the living room, I remembered to strip naked except for my cage and the plug in my ass. I went over to the table and grabbed my laptop. I was going to sit down but thought the better of that as I was still sore and that would only drive the plug into my ass deeper. So, I stood at the kitchen counter to open the email from Sir and download and read over the contract I signed. This was going to take some time to devote to memory. He also attached a copy of the creed to memorize as well as the contact info for Bo and Jay, which I put into my phone for use later.
I reached down and explored my caged nub for the first time in its new home. A mix of emotions ran over me. I was excited, nervous, and turned on at the same time. I would have loved to have jacked off right then, but that was never going to happen again, possibly. This was going to be a long journey for sure.