My Trainer Bobby

By Harry Rod

Published on Nov 1, 2023

Gay

I showered and washed everything well. My butt was a bit sore and my left nipple seemed a bit tender. My cock, I washed it and remembered the burning, searing pain of the Ben Gay. And realized I would do it again for him. Boy, was I fucked up, but in a good way!

I walked out into the bedroom and Bobby was sitting naked on the bed. I walked over to him and knelt on the floor in the submissive posture he had taught me. "Good boy. Now come up here. We are going to take care of your punishment. You need punishment and you need to do this. Do you understand?"

"Yes, Sir."

He handed me two clothespins. "This is going to hurt and I suggest you bite down on one of these when you do it." I looked at the clothespins as my cock started getting hard. "Take one and put it on the tip of your cock, over the piss slit, for one minute."

I took a clothespin and went to clip it on the end of my cock. I started to release it and stopped, the pain was incredible. I removed it. My cock went soft. I bit down on the other clothespin and then applied the clip to the end of my now soft cock. The pain was worse than anything, worse than the Ben Gay, worse than anything that happened last night. I couldn't breathe. My cock was in excruciating pain. I held my breath and watched the clock on the wall as the second hand took an hour to complete its circuit.

When the minute was up, I undid the clip and took my dick in hand and the pain was almost as bad as I massaged the head of it and took a breath. I realized that my eyes were streaming. The pain had been so intense. I looked up at Bobby.

"You did that to yourself; you applied the punishment to yourself."

"Yes, Sir."

"And you will do it again, if instructed?"

"Yes, Sir."

"Okay, this doesn't mean you are a bad boy or that I don't want you as a boy, but I need you to understand that your actions have consequences. Do you understand?"

"Yes, Sir." And I did; it was not an easy lesson, but I did understand.

"Okay, I promised you a reward earlier and now you can enjoy it. Here it is." I held my breath. "You get to have 30 minutes to direct me. I will do whatever you tell me to for that time. We can do that here or we can go anywhere you want. We can take anything with us." I guess I had a questioning look on my face, because he said, "I mean if you want me to take the clothespins, the Ben Gay, the ball stretchers, the dildo, butt plug or dog tail butt plug. I mean anything you want.

"I will give you a few minutes to think about that and then you can let me know."

Before I began to think about this, I thought of something, "May I ask a question, Sir?"

"Certainly, boy."

"Sir, why are you doing this?"

"Good question, boy. I am doing this so you can see how a boy should react to a master's instructions. I am not saying you are doing anything wrong, but I want you to have a frame of reference on how to respond to instructions I give you. You got to do this once before, only for a few minutes, and I want you to have the experience one more time. It will also give me some indication of what you think about being in charge to dominate a man."

"Thank you, Sir." I spent some time thinking about this. Did I want to punish him, or use him, or cause him pain or what? Fucking him was so wonderful, getting him to give me a blow job, crushing his balls. Make him use the Ben Gay, the clothespins ... what should I do?

I finally decided, "Sir, I want us to go somewhere and I want you to bring the clothespins, Ben Gay, a dildo, and the pair of running shorts without the liner." I thought maybe he would panic with my choices, but he didn't. He started gathering up the items and put them into a backpack and then he looked at me and said, "And what do you want me to wear now?"

I thought for a moment and went over and got out a pair of my shorts - loose ones, a t-shirt that didn't come down all the way to the waist and a pair of flip-flops. I gave them to him and he put them on while I was getting myself some clothes. I went through his clothes and found a pair of shorts, a polo shirt and some loafers to wear.

After I finished dressing I turned around and he was kneeling on the floor in the submissive position. I liked seeing him like that, but what I really thought was how I looked when I was in that position. That got me more excited than seeing him like that.

"Okay, let's go"

I could just see the end of his soft cock peaking out of the bottom of his shorts. I grabbed the keys and told him to follow me. We walked through the house and he wasn't concerned that anyone looked at him or not.

He wasn't concerned either, when we walked outside and went over to the car. I told him to get in the back seat.

He did and I started up the car and headed out. I asked him for directions to the park we had used before. While we drove along, I told him to strip. "Yes, Sir," he responded. He took off all of his clothes and sat there, still soft.

"Get hard."

"Yes, Sir." And he didn't move his arms or hands and I looked over the back of the seat and saw his cock was growing. How does he do that?

Next time I looked over the seat, he was hard and his cock was sticking up in his lap. He was unconcerned about riding around town naked and hard. I watched, imagining myself in that position.

We got to the park and I told him to get out of the car. He acknowledged and got out and stood there naked and hard. I directed him over to the table.

He sat on the table as directed. His beautiful cock was still sticking straight up. Although there was no one around, he didn't seem bothered that he was naked in a public place. I was throbbing from the thought of me in that position.

I reached in my backpack and brought out two clothespins. "Put these on your nipples."

"Yes Sir." He reached out and clipped one to the left and then one to the right. I could tell that this was causing him pain from the grimace on his face, but he said nothing and obeyed. His cock throbbed and dripped. He moaned and took the pain.

Again I was hot from thinking of me being in this position and now knew how it felt to give pain myself. After several minutes I told him to remove the clips and rub his nipples. He moaned a bit as he rubbed them.

I reached in and pulled out the tube of Ben Gay. I handed it to him and said, "Put some of this on your cock shaft."

"Yes, Sir." He squeezed out a bit of it and massaged it into his hard shaft. He put the tube down and remained sitting on the table, head bowed, hands resting behind his back. I knew from experience that it was going to take a moment before the pain set in.

I could see it in his face when it hit. He let it go through him and his cock went soft and he squirmed on the table, but he continued to sit there, obediently. He didn't move his hands to try to stop it. I could see tears roll down his face and my cock throbbed. I knew what it felt like and knew he was doing this because I told him to. And I knew that he had no control over it.

He was just giving his pain to me. He didn't beg me to make it stop, not that I could, even if I had wanted to. I could only imagine myself in this torment and felt at that moment what he was going through.

He sat there and bore through it. I was so hard as I watched him. I'd not noticed a man walk up, until he said, "That is so hot!"

I nearly jumped out of my skin. I had been so engrossed in Bobby's torment, I had no clue that anyone was even near.

"Dude, he is sitting there hard and naked in a public place!" He was about 35 and was dressed in shorts and a t-shirt. He was a lanky man with a day's growth of beard on his angular face.

"Does he give blow jobs?"

I thought for a moment and said, "Yes, he does." I looked at Bobby and could tell his heat was beginning to pass. "Boy, give this man a blow job."

"Yes, Sir."

He knelt down on the ground at the feet of the man. He unzipped the man's shorts and reached in and pulled out his growing cock. It was swelling and growing as his cock was revealed. Bobby expertly took the guy's cock and began swallowing it.

I was getting very excited watching Bobby do this, imagining it was me sucking the cock.

The guy was obviously very excited and he grabbed Bobby's head and started fucking his face and grunting and groaning. Bobby was working away on his cock and it seemed that it didn't take any time at all before the guy was moaning "I'm cumming!"

Bobby kept his mouth on his cock and swallowed his cum as fast as he shot. The man bucked his hips and shot and shot again. He pulled out and wiped his cock on Bobby's hair. He turned to me and said, "Thanks, he did a good job. You have trained him well."

The man stuffed his cock into his pants, zipped up and walked away with a bit of spring in his step.

Bobby stood and said, "Time's up." He grabbed his clothes and put them on. "Let's go." We got back in the car, with him driving and me in the back. I was expecting a repeat of what I had asked him to do, but instead he started talking.

"So what did you think about while you were doing that? And I need you to be very specific."

"I kept thinking of what it would feel like to be in that position and it made me excited. I kept seeing myself in those situations. I was again amazed how well you just followed directions without complaint or seemingly, without thought. And how you took the pain of the Ben Gay. Then when you were sucking the guy, I could imagine myself in that position and imagine the humiliation and sexiness that would fill me."

"Hmmmmm. I am going to have to think about that." He drove for a bit. "We are going to go back to the house. I have some things to do and you have a couple of tasks to do. I want you to go to our room. I want you to use the butt plug I am going to lay out for you. Put it in - lubricate it with your spit - and leave it in there until I tell you to take it out. Your will find some nipple clamps there as well. When you are hard and wet, but them on for 2 minutes. Then I want you to get yourself as close to cumming as you can without cumming. I have done this to you, but I want you to do this to yourself. You will find some gay porno open on the computer. Please use it to entertain yourself. You may also go to any site you want. I want you to get yourself hard and wet and after you have gotten as close as you can - within a stroke or two of cumming, then stop and flick your balls, each one. When you are soft, I want you to repeat the process 2 more times. But remember to remove the clamps off of your nipples after 2 minutes. You only need to apply them once.

"But do not cum. I want you to save that for me. You have had lots of fun and sex over the last couple of days, but this time, you are not to cum, no matter what until I tell you, you can. Do you understand?

"Yes, Sir."

We drove on in silence. I was thinking of all the things that had gone on and that I had done. Bobby had never made me literally responsible for not cumming. I mean other people had been trying to get me to cum and I didn't, but this time, I was going to have to take my self near the edge and then have to stop. I knew I could do this.

We got home (Wow, home!) and went to our room (OUR room!) and Bobby got out some stuff and put them out for me. Then he changed and headed out. I had my instructions.

I sat on the bed and picked up the butt plug. It was different than the one Bobby had first given me. It was about 3 or 4 inches long and an inch or more in diameter. I put it in my mouth and licked it well, thinking of what Bobby's cock would taste like right now.

Then I rolled on to my side and applied it to my ass. I pushed out to insert it and worked it in. It kept my hole open and I couldn't close it. The experience was less erotic than before. It didn't touch my prostate either. It was a presence there, a constant reminder that I belonged to Bobby. That made me begin to get hard.

I sat and looked at the porn Bobby had on the screen. I started the movie. It was all about a man dominating another man. The dominant one kept giving directions to the other one, first making him kneel and being pissed on, then sucking the dom's cock. All the while the dom was verbally abusing the sub. I got harder yet, and applied the clamps to my nipples. I applied the left one first and the pain seared through my chest. Then I applied the other one to the right nipple and the pain rushed back and forth across my chest. But my cock swelled and I reached down and stroked it.

I watched the video some more. The pain in my nipples added to the pleasure in my cock. My cock swelled and I stroked harder. The pain and pleasure surges were pushing me close to the edge. I was getting lost in the fog of lust when I saw that the two minutes were up on my nipples. I stopped and removed the clamps. Using only one hand to remove them while I gripped my cock with the other one.

I couldn't let my cock go. I continued to stroke and grip it tighter and tighter and stroking faster and faster. I drew a breath across my teeth and knew I was close. I forced myself to remove my hand and breathe deeply. I wondered what swould have happened if I had cum. I put my hand around my ball sack, pushing my nuts to their limit. Then knowing what was coming, I flicked first the left ball and as the surge of pain rushed up, did the same to the right one. I doubled over with the pain that shot from my groin to my stomach. Nausea raged in my gut. I breathed deeply pushing through the pain letting it wash over me.

When I could sit up again, I took hold of my cock and went back to watching the video. There were two new guys, one naked and kneeling on the floor and the other sitting in a chair, clothed only in leather -- leather vest, leather jock, leather boots. The shiny boots reached up above the man's calves. He raised one foot and held the boot to the kneeling man. The kneeling man took the booted foot in his hands and began to lick it with his tongue. You could see the pleasure in his face as he cleaned his master's boots.

His master moved his other foot until it rested on his boy's nuts and slowly began to apply pressure. The boy moaned and continued to lather his master's boot with his tongue. He leaned himself around so he could reach the back of the boot. The master pushed down harder on the boy's balls making him groan with the pain.

The boy thought he was done, but his master applied more pressure to his balls and the boy let a cry escape his lips as much as he tired to hold it in. Then he took the boot and licked the sole, cleaning every inch of it.

I got hard watching the scene. Sitting back in the chair, I spread my legs apart so I could play with my balls with one hand and stroke my cock with the other. As I shifted in my seat, the butt plug moved and continued to remind me of its presence. I wanted it deeper to touch the special spot, but it didn't hit there. I wanted to close my hole, but I couldn't do that either. The constant reminder of Bobby was making me hotter and hotter as I continued to watch the master switch feet and as the boy tongue-washed the other shiny black boot.

The master continued to abuse the boy's balls for his own pleasure while the boy groaned and licked. The master would flex his foot and you could see the outline of his foot through the boot as the boy licked every inch of it.

I got turned on again watching the boy being controlled, humiliated and dominated. I sped up my fist in its rhythm on my cock. I was getting close again and thought about the feeling of cumming, and the rush that went with it. I again wondered what would happen if I came. But I knew I shouldn't, couldn't, must not. But still, my hand continued to pump my rigid cock, taking me ever closer to that edge. At the very last second I removed my hand and breathed deeply trying to get away from that edge that I had come so close to.

Gripping my balls once again, I prepared to flick my balls. My whole body tensed as I knew what was coming, but still I reached down and flicked first the left then the right, and again I felt that stomach-wrenching pain surge from my groin to my belly and into my chest. And again it made me double over in pain, clutching my balls, as if it would relieve the ache that throbbed through me.

Once again, I breathed through my mouth until I could sit up again. I thought of Bobby and how I was giving this pain to him. Why else would a man flick himself in the balls unless it was to give himself and the pain to someone else. Fuck, I must really care about Bobby to do this for him.

I turned back to the video. The man had now removed his master's boots as ordered, and now had his naked foot out for the man to lavish his attention on. The other naked foot was pressed into the boy's balls once again, but this time you could see the toes working the balls, pressing down on various parts and places. The boy devoted himself to worshipping his faster's feet. He sucked each toe and licked between each one to insure the cleanliness of each area. The boy's cock throbbed through it all and he held his mater's foot in his hands and embraced the sole of his foot with a tongue bath. The boy moaned and groaned as his balls were compressed with various amounts of pressure and in various locations. I was hard again. I had worshipped Bobby's feet once and not only enjoyed his toes but also the hairs on the top of each toe and across his arch. I also liked the way the veins crossed the top of his foot.

I started paying attention to my cock once again. I was getting off on the master and boy and the thoughts of what I had done similarly for Bobby. I rocked in the chair trying to get the plug to give me more satisfaction, but it only served as a constant reminder of Bobby's control over me I was completely encased in the fog of lust, sexual thoughts and sensations. I want to please Bobby, so I thought I would take myself even closer to the edge and then stop.

When I knew I was approaching the edge and the fog of lust completely overtook me, I kept saying, "I have to stop before I cum," but I kept going closer and closer. Finally, I knew I was only one stroke from climaxing. I took my hand away and stared in disbelief as my cock began to ooze cum in copious amounts down my cock. I squeezed, trying to stop the flow, but it continued. I didn't get the rush, but I had gotten the results. I came, oh Fuck, was I screwed. I knew immediately that this would disappoint Bobby.

I wanted to rush out and tell Bobby this very second, but he wasn't around. I got up and cleaned off my stomach, licking up and eating my cum as I had been taught by Bobby. I removed the plug and cleaned it in the bathroom. I came back into the bedroom and turned off the video, just as the master was now inserting his toes into the boy's hole. I flipped over and began writing about the experience of the last hour. I wanted to record it all to explain why I had cum. I wrote and wrote and tried to get every thought and experience down. I cried while I wrote. I knew this was so bad; I had disobeyed something that Bobby had been very explicit about.

I had no clue what Bobby would do. Would he get rid of me, make me leave the house, what would he do. I couldn't imagine the thought of life without Bobby. I also realized that my punishment would be severe. I finished writing and tried to find something else to occupy my mind and time until Bobby returned. But I kept thinking about what I had done. I felt that my body had betrayed me. I had not intended to cum. My body did it. I focused on how to tell Bobby.

I sat back on the bed, then laid down. Then I kept replaying the event in my mind. I must have fallen asleep because the next thing I knew, Bobby was shaking me awake. "I read what you wrote. How could you do it? Especially after I told you not to. Did you not understand how important this was?"

"Yes, Sir, but my body ...."

"Did you cum?"

"Yes, Sir"

Bobby's anger was evident in his face. He started to say something but stopped. He looked at me.

I started to say, 'I am sorry,' but didn't get it out before Bobby said, "I don't want to hear it. I can't punish you right now, because I would do something rash. You have truly disappointed me. I have taken you in, accepted you as my boy and brought you into my home, and this is what you do? You supposedly promised me that you would do what I said. And supposedly you wanted to do this and commit yourself to me."

His words stung me, to my very core, more than any other punishment could. Bobby left the room then and left me to my thoughts.

I wracked my mind and went through various stages of grief, frustration, anger and despair; I had let Bobby down. Bobby was right, no matter how I phrased it or tried to explain it, the truth was I had cum and there was no taking it back. I sat there beating myself over it. Again replaying everything that had happened, wishing I could go back and do something different, but I couldn't.

I wanted to punish myself some physical way, but knew I could not. I could only apply punishment when ordered. There was nothing I could do to make up for what I had done.

After a bit I moved over to the computer and wrote again in my journal, talking about how I felt about Bobby's words. The disappointment and the word 'supposedly', I have never lied to Bobby about anything, how could Bobby use that word, 'supposedly'?

I thought some more and realized that this lecture had been the beginning of the punishment. I was going to have to live with those words for a while. That hurt more than any physical punishment could ever have. Physical punishment would have wiped the slate clean and that couldn't happen now, not with words being used as the instruments of punishment. They would sink in and work on my mind and soul for days to come.

I sat there in a state of despair wondering if Bobby was going to come back. I couldn't go look for him, I would have to sit and wait for him. I was so fucked! Thank you for the comments and suggestions. Write to harryrod575@yahoo.com

Have fun

harry

Next: Chapter 24


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