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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 15: Flagging Yellow
*** Note to the Reader *** This chapter contains instances of water sports, a.k.a. piss play.
I woke up Sunday and went about cleaning up the apartment and doing my laundry. The night before I had woken myself up a few times from attempted erections in the cage. Overall, I had got better about sleeping through the night, but it was not consistent. I was only a week into a two-week lock up session and I know this was going to only get worse, not better, so I needed to find ways to distract myself.
I watched the clock and made sure I left myself plenty of time to get cleaned up and cleaned out for my visit with John in the afternoon. I got over to his place a few minutes early and stripped and went into the dungeon and knelt in my square waiting for his arrival.
I head John come down the staircase and enter the room. He stood before me and paused for a moment. I did not know what was going on as all I could see was his feet in front of me. I heard the click of a lighter and smelt the aroma of a cigar in the air and when he told me to rise and face him, I saw he was in his regular gear, but had a fat Gordo in his mouth.
"How are you doing, boy?" he asked as he blew some smoke at my face.
"I am good, Sir," I replied with a slight cough.
John looked me up and down and drew on his cigar and pulled it away from his face with his hands and blew the smoke into the air. It rose as a cloud and lingered giving the air an acrid smell, but I could also note a hint of some unidentified spices as well.
"As you are aware of by now," he said, "I have visitors coming over this coming weekend. Jay has informed me that you will be taking the morning shift and will be responsible for breakfast as well. Do you have any questions, boy?"
"Not at this time, Sir," I replied. "I have discussed this with my sub brothers and I also met with Dan and he let me know a little about what to expect."
"Ahh," John said as he blew more smoke in my direction. "That is good. Dan did a very good job when they were here last. So, he told you about acting as a urinal for my friend Bart then?"
"He did, Sir," I replied.
"And what are your thoughts on this?" John asked. "I want you to be totally honest with me."
"I was a little nervous, Sir," I replied. "I do not have a lot of experience in this area, but Dan suggested I start trying to drink my own piss this week to get used to it."
"And have you?" John asked.
"Yes, Sir," I replied. "I have. I drank my piss last night after the bar and I did it again this morning."
"How did that go?" he asked me as he continued to puff out clouds of smoke.
"The warm temperature is something I am trying to get used to," I replied. "I noticed the taste was more salty than anything else, though it was more acrid this morning."
"That is normal," John said. "But, getting used to the taste is one thing, taking it from the tap is another. We will practice that today."
"Yes, Sir," I replied.
"I encourage you to find someone to practice with this week as well," John said. "Your goal should be not to spill a drop. This is not something I normally expect of a sub so early in training, but you will need to rise to the occasion."
"I will do my best, Sir," I replied.
"Very, well," John said as he took the cigar out of his mouth and held it in-between his fingers and scratched his forehead above his right eye.
"Tell me, boy," he then said, "how is the chastity cage doing?"
"It is ok, Sir," I replied. "I'm really horny and I woke myself up a few times last night. I also have a bad case of the blue balls, but I am managing."
"These feelings are normal," he said. "You will find that over time, as your sessions increase in length, that the urges you will encounter and this blue balls feeling you mention will get worse. You will have to find ways to overcome this on your own. Everyone is different but serving men and finding ways to burn off that energy will help."
"Yes, Sir," I replied.
"I will do a milking session on you today to help with that," John said. "But this is not something we will do every week. I usually perform this every two weeks when you are in longer sessions."
"I understand, Sir," I replied.
"Good," John said. "Follow me."
He led me across the room and then opened the door to the isolation room. He then went to the left and opened up the bathroom. I had never been past this door as Jay had told me this would be shown to me at a later time.
The entrance area had a white tiled floor with a typical sink to the right in a countertop with a cabinet below it. Past this the room widened a bit. Where a toilet would be, the hole in the floor was sealed shut. There was a small barrier on the floor that ran the length of the room perpendicular to where you entered and beyond this was a square shaped tiled area that had a drain in the center. I assumed this is where a shower would be, but there were no shower heads on the walls, just a short pipe where you would attach one.
"Kneel over the drain and face me boy," John said.
I stepped into the square area and knelt on my knees and faced him. He removed the front part of his jock that was attached by snaps and his soft cock fell out. He came over to me and placed it in front of my mouth.
"You are now going to practice taking piss, boy," he said. "Without touching my cock, I want you to open your mouth and take the head in. You will need to make a seal around it and leave room for the piss to flood your mouth. When it starts to flow, you need to concentrate on swallowing and not letting anything escape."
"I understand, Sir," I replied.
"I know you are inexperienced," he said," so if you fail this time you will not be punished, but I want you to concentrate."
"Yes, Sir," I said.
I was very nervous doing this for the first time. I opened my mouth and brought it forward and sealed my lips around the head of his cock. John took a drag off his cigar and blew the smoke down on me as he relaxed, and the piss started to flood my mouth.
He was not controlling the stream in any way. It came at full force and I immediately tried my best to swallow it, but I choked a bit and it came out of my mouth and dribbled down my beard and my chest.
"You better recover quickly, boy," he said. "I got plenty more in me."
I opened my throat up some and adjusted my mouth to try to take in more and got into a rhythm of letting it fill my mouth and swallow. The taste was slightly acrid and was different than what mine had been like. I initially tried to hold my breath to limit the taste, but found I needed to regulate my breathing to avoid choking on the stream.
I had one more incident where I choked a bit and more piss went down over my beard and chest, but I mostly got it all. As the stream started to slow, he reached down and pushed my head back and parted my mouth and dribbled the last bit into me before telling me to swallow.
"For a first attempt," he said, "that was not bad. But you will need to get much better at that by Saturday morning."
"Yes, Sir," I said.
The piss was starting to dry on me and left me smelling like a bit of a urinal. I was hoping John would be letting me clean off, but he told me to rise and follow him back into the dungeon area.
He strung me up on the cross and worked my back over with the flogger like last week. It still stung and he pushed my limits of pain control, but I did concentrate and felt like I did a better job at focusing my mind and making through the session without yelling out as much. However, as my back and ass took on a shade of red, I could not help but call out near the end in pain.
John rubbed me down and gave me a hug again as part of the aftercare and then we went to the bench again and he had me lie down on it on my stomach with my nub dangling through the slit in the middle. John put a stool underneath the table and placed a jar that had some clear liquid in it already on this, so it was right under my nub. He then took an instrument out of a drawer and started to lube it up.
"I will now milk you, boy," he said. "This toy will allow me to reach your prostate. Most of my boys tell me that this process will make them feel like they have to pee. The motion of the device will cause your prostate to start to drain its stored fluids. This might take about five minutes or so, but eventually it will be emptied, and you will find this might help with the slight pain you have been feeling from being caged so long."
"I understand, Sir," I said as I turned my head to the side to watch him.
He placed the device in my ass, and it had a handle that allowed him to angle it right towards the area where my prostate could be found in my ass. He started to move it back and forth and the stimulation was interesting. Not unpleasant, but it was not long until I did feel as though I had to pee and cloudy fluids started to slowly drip and flow out of my nub. There was no orgasm attached and it took quite a few minutes for him to completely drain me.
When he was done, he removed the device from my ass, and I did feel as though the blue balls feeling had abated. I felt as though I was less horny. He reached under the table and grabbed the jar and told me to sit up on the side of the table. He swirled the contents and let my prostate juices start to mix with what was already in it.
"Drink your fluids, boy," he said as he handed me the jar. "It has a little vodka in it to help it go down."
I swallowed the concoction in one gulp and then handed the jar back to him and he put it to the side. He then had me stand and he went across the room and grabbed the chair and brought it over to the center of the room and he sat in it.
"Boy, I want you on your hands and knees in front of me," he said. "You are to act like a foot stool."
"Yes, Sir," I said as I got down in front of him and he propped his feet up on my back.
I stayed like that for a good ten minutes while he relit and continued to smoke his cigar. My knees were starting to get sore and I was doing all I could not to readjust, but it was getting to be too much.
"May I speak, Sir?" I asked.
"You may," he replied.
"I need to readjust to take the weight off my knees, Sir," I said. "Is this allowed?"
"Yes," he said.
I then adjusted a bit and hunched a little lower causing his legs to fall a bit.
"You need to learn what position works best for you," he said. "You might also want to invest in knee pads for this coming weekend as my guests might be using you in this manner."
"Yes, Sir," I replied.
After a few more minutes, he told me to spin around and sit cross-legged in front of him. He then placed one foot in my lap and instructed me on the best way to give a foot massage. He showed me where to apply pressure, how to use my thumbs and fingers and some basic techniques. He then placed the other foot in my lap and had me practice again.
"Very good, boy," he said when I was done. "This is something else you need to practice before next weekend too. Now, get on your knees and suck me off."
As I got up and started to give him a blow job, he put one hand behind his head and used the other to finish off his cigar. He would occasionally blow smoke over me as I went down on him and when he finally blew and flooded my mouth with his cum, he growled and yelled out and the echo bounced around the room.
John then stood up and looked down at me. I still smelled of piss, cigar smoke, and my beard had some remnants of his cum in it. He smiled.
"You've been well marked today, boy," he said. "Be prepared for a lot more this Saturday. You can clean up the room and go when you are done."
"Yes, Sir," I replied as he crossed the room and went back upstairs.
I got back to my apartment about 5 pm after cleaning up the dungeon and running by to grab some food on the way home. I was a bit of a mess and smelt and looked like I had been used. I saw Kenny as I was heading to my building and he flagged me down and came over to speak to me. When he got close, he noticed the aroma of my session with John as well.
"Damn, Matt," Kenny said with a laugh. "You must be getting back from your Sir's place. What all did he do to you?"
I could not help but grin. "Well, I started to learn to drink piss and obviously it got all over me a bit. That was followed by a flogging session and giving him a blowjob while he smoked a fat cigar. Unfortunately, I was not able to swallow his entire load, so my beard is a bit of a mess."
"Sounds like you are getting trained well," Kenny said with a smirk. "I need to get my boy Max to take some lessons from you."
"So, he's your boy now?" I asked.
"Well, we have been seeing each other for about a month," He said. "He's really subby minded and I am digging it. I am trying to get him out of the place he is staying so we can see each other more. The roommates have put a damper on things."
"I hear ya," I said.
"You need to work on that piss drinking, though," he said. "Otherwise, you are going to start to smell like a urinal if that is going to be more common."
"Well," I said, "he has some visitors coming over next weekend and it's something I will be expected to do for them. I don't have a lot of experience, though."
"Damn," Kenny said, "you don't have long to learn then."
"Not at all," I replied.
"Well, we can fix that," Kenny said as he pushed me over to the wall between two of the buildings. "Get down on your knees boy," he said.
"Umm, right here?" I asked, a bit shocked.
"You are the one saying you needed more practice, right?" Kenny said as he unzipped his pants and pulled his cock out. "You better put your mouth on this dick and drink it all down soon before someone sees."
I was still a little shocked by Kenny's boldness. I was seeing a new side to him. But I put my mouth on the head of his cock and prepared.
"Here it comes boy," Kenny said. "Don't spill anything or it's going to end up on my pants and I will not be happy."
I relaxed my throat just as the stream started to flow and fill my mouth up. I concentrated on swallowing and fortunately Kenny did not have as forceful a stream as John did earlier. The taste was not as acrid as well, so I was able to manage. A few times I missed my coordination of swallowing and letting my mouth fill and it started to dribble out my mouth and down my beard and onto my shirt, fortunately, though, none of it ended up on Kenny's pants.
As his stream slowed to a trickle, I sucked the last few drops off and opened my mouth so he could use his hands to wiggle the last bit from the head. I swallowed one last time and looked down to see that my shirt was a bit wet from the overflow, but I did a better job than before.
"Not bad there, Matt," Kenny said as he put his cock away. "How about you see me after work a few days this week and we will work on that?"
"Yes, Sir!" I said with a grin.
Kenny patted my head and I got up. He continued to head to his car to run and errand and I headed up to my apartment to take a shower.
Monday and Wednesday during my cleaning days at John's house, he brought me back to the isolation room bathroom to practice taking his piss. On Tuesday and Thursday, I knocked on Kenny's door after work and dinner and he would bring me into the living room and have me kneel and take his as well. By Friday, I was feeling more confident about my ability to take it all without spilling anything.
I had been texting with Dan throughout the week and asking him about his experiences when they visited when he was a sub and updating him on my progress. After lunch on Friday my phone went off with a message chime.
"Are you ready for tomorrow?" Dan asked.
"I think so," I replied. "When I was with my neighbor yesterday, I was able to get it all down without spilling anything, but I'm still crossing my fingers it goes well."
"I got ya," Dan said. "Well, if you are up for it, my master Greg said to come over on your way home from work and he can give you a final test."
"That would be great!" I replied back. "Any particular time?"
"No," Dan said. "He is working from home and said to stop by whenever you are done. I will be working late tonight, so you will have to knock, and he will let you in."
"Perfect," I responded. "Thanks a bunch!"
"No problem," he said. "And good luck!"
I got over to Greg and Dan's condo about 6:30 pm and I parked and walked up the steps to the door and knocked. Greg opened the door and let me in. He was in some jogging shorts but nothing else.
"Good to see you again, boy," he said.
"Thank you, Sir," I replied. "Good to see you as well."
I proceeded to strip all my clothes off and fold them by the door while he watched.
"How has your training been going?" he asked me.
"It has been going well," I said as I finished folding my shirt and standing to face him.
"My boy told me you will be taking care of some visiting guests this weekend," he said. "He said you have been practicing to drink piss."
"Yes Sir," I replied. "I'll admit I did not have much experience before this week, but I have been practicing drinking my own and have taken it from Sir and a neighbor of mine. I was told one of the guests likes to use the sub as a urinal in the morning when he wakes up."
"Ahh," Greg said. "Well, how about we make this as real as possible. Follow me upstairs."
I followed him up to the landing and into their bedroom. He dropped his sweatpants to reveal his hairy ass to me and then he turned and sat on the edge of the bed.
"On your knees, boy," he said. "I've got a full bladder for you."
"Yes, Sir," I responded.
I got down on my knees and leaned forward and put his cock in my mouth. Greg was sitting on the side of the bed with his arms on either side and looked down at me as he let go and the stream started to flood my mouth. It was a powerful blast and I nearly choked, but I recovered and closed my eyes and concentrated on my breathing when it was filling my mouth and swallowing as soon as my mouth was full.
Greg kept pissing and I kept up my concentration. Only a small dribble escaped my mouth and ran through my beard. It was taking all the focus I had to make sure I did not make a mess of myself or the floor. It seemed like he was going to pee forever when at last the flow started to subside.
Greg reached down and pushed my face back and pulled my jaw down with his thumb and let the last few squirts and drops land on the back of my throat before he spat in my mouth and told me to swallow.
"Very good, boy," he said. "I think you are ready. Now, suck me hard and pleasure my cock in gratitude."
"Yes, Sir," I replied.
I reached up and grabbed the root of his shaft and started to move up and down it as his cock started to engorge with blood and lengthen. I put my face in his crotch and took in his intoxicating scent and then proceeded to suck on his balls one by one. I then moved around and went back to his cock again and started to bob up and down on the shaft.
He grabbed my head and guided it onto him. "That's a boy, take that dick."
He face-fucked me for a while and then pulled me off to let him slap his dick on my face. He shoved it deep until his balls were on my chin and I was about to choke. He had me play with his balls and stroke his shaft. Greg was enjoying using my mouth in any way he could.
I saw his legs twitch and prepared for his cum which came shortly after. He grunted loudly and grabbed my face and stuffed his cock right into my throat and added his semen to the piss he gave me earlier.
"Very good, boy," he said as he let go of my face and I backed off his softening cock. "I'll be sure to text John that you are prepared."
"Thank you so much, Sir," I replied.
"You can let yourself out," he told me.
I went back downstairs and dressed and got back into my car and headed home. Between the piss and cum, my belly was pretty full, so I just grabbed a light salad to eat for dinner and then tried to go to bed a bit early as I needed to get up early to get cleaned up and ready for my shift at John's.