Anonymous Training by Gio

It was three weeks between my first and second training sessions with Gio, so I did not expect a quick summons this time either. Given the way his neighbors did not flinch when they saw me covered in his cum as I left his place, I figured I must be one of several, if not many, men he had trained and addicted to take his cock. However, the wait did not take long. 

Two days after my last session, I received a set of messages on the app:

Gio: it’s been 2 days since my last load went down your throat and all over your face and chest. That means by tomorrow I’ll have another 3 day load that I need to release. 

Gio: come by tomorrow at 9pm. Same location. Same instructions. Enter, strip down to a jockstrap, and present yourself willingly to me. Failure to comply to any of these instructions will end your training.

Gio: Make sure both holes are fully prepped and ready for my use.

Then he logged off. Just like last time, there was no time for questions. I was expected to be there on time as he dictated, or he ended the arrangement. 

The only issue was this time I had plans with friends. I decided to use the “I’m not feeling well” excuse to get out of it. I went to work and told friends that I was not feeling my best, which both allowed me to leave work a little early and gave me the out I needed. Problem solved. 

Like last time, I ate a heavy breakfast and just drank water the rest of the day as I wanted an empty stomach to reduce my gag reflex. Plus, this time I was going to need to prep my ass. Although I had never seen his cock in person, I had felt its size in my mouth, and the thought of it entering my ass just made my hole twitch with anticipation. 

I must have spent two hours fully preparing myself for the night. I did not want to risk any mistakes and wanted to be completely ready and clean. I also was concerned of the repercussions if I was not 100% prepped and ready, so I gave myself the extra time. I then showered and headed to Gio’s apartment. 

When my phone displayed 9pm, I entered, closed and locked the door, and took off my tank, loose shorts and flip flops by the doors. Remaining only in my jockstrap, I walked back into the familiar dark room lit only by candlelight.

The scene was somewhat familiar. The blindfold was there as always; however, there was a small chair in front of the blindfold. There were also two bottles of poppers this time: a smaller one from last time and a new one that was double the size of the other. I put on the blindfold and waited. 

The words “You’re back” drifted seductively out of Gio’s lips from somewhere in the dark room. “But the question is are you ready for this evening.” 

Those words both turned me on and scared me at the same time. I instantly got hard, and my nipples perked up. Gio noticed. “Oh. Did I say something you liked? Is just the mere thought of my cock turning you on?”

“Yes sir” I shakily answered. 

“Good!” And then I heard him move toward me. I did not know what to expect as I stood there vulnerable in my jockstrap waiting for this hung man to come use me. 

He came up from behind me and reached his arms around my chest. Each hand grabbed a nipple and began playing with them. As he was pinched, circled, and flicked my nipples, my breathing intensified but I remained calm and quiet. “Go on,” he whispered in my ear. “Let me hear how much you like the attention.” My body relaxed, and I released a loud moan. 

“That’s it. Give into the pleasure. Turn your body over to me,” he whispered in my other ear. As he did, I could feel him moving his body closer to mine. He was already naked. The actions were turning him on too, as I could feel his cock hardening against my ass. 

He released one hand from my chest and moved his cock so that it was lined up along my ass crack perfectly. He slowly gyrated his hips running it up and down my ass. I instinctively arched my ass back toward it, but he held my body to his. 

“Someone seems anxious for this cock,” he laughingly said. 

“Let’s inspect the goods,” he said as he drifted down to my ass. First with a light smack that startled me before he groped and squeezed the mound. “Mmmm I think this will look good bouncing on my cock!” he growled in approval. 

Then a finger started stroking up and down the crack before circling the puckering hole. He slowly started to enter the tight space. “Feels tight. Love how it just grips my finger, but no lube. Interesting choice. You might regret that tonight, but it will be the last time you make that mistake.”

A moment of panic struck me. Was he not planning to use any lube to get that thick 8.5” cock inside me? I had fully prepared a clean space for him, but it was clear when he said ready for my use in the message he meant ready to be entered at any moment. 

“In that case, you best get my cock nice and wet. It’s the only lube you’ll get until I start to precum.”

His hands pushed me down on my knees as I felt him move in front of me. I heard him sit in the chair that had been in front of me when I entered the room. 

Gio handed me the small bottle of poppers and said, “show me what you’ve learned. Use these when you need to. And remember, get it good and wet, or not. The amount of pain and pleasure you’ll experience later is completely up to you.”

I decided to just see how open my throat was. I grabbed his already hard cock and leaned forward to slowly surrender my throat to it. I felt Gio lean back to just enjoy the service. I got a little more than halfway down before it was too much too handle easily. I slowly came back up to the tip while pressing my tongue up against the underside of his cock. I did this a few more times to see if I could go a little farther down. 

After about the fifth time I stopped on the way down, took a big hit of poppers in each nostril and let the poppers and his cock just fill my head like he taught me the first day.  As the poppers took effect, my throat began to open up, and I began to lower myself onto his cock. 

“Mmmm yes. Open that throat for me,” Gio said in breathlessly fashion as if he was enjoying the service I was providing. “All the way down all by yourself.” 

After making it to the root, I held it there for a few seconds. Half proud of myself and letting him know I could do it, but also just letting it sit there and stretch my throat to its size. Then the real work began. 

I started going up and down in full strokes. I had seen a porno where the bottom counts how many full strokes to the bottom he takes on the cock before needs a breath, and each time he tries to beat the previous one. Well, now was my turn to try it! First round was a healthy nine, but then I had been holding my head on his cock for a bit before it. 

A quick break for air. Round two to 10. Another quick break. Round three to 12. Another quick break. Round four I push too hard and go to 15 and almost gag. Now I need a real break for air. 

“What a lovely sound.” Gio says with a hint of delight in his voice. “If you are choosing to gag on my cock by your own choice it means that my cock is more important at that very moment than oxygen to you. You must really be enjoying yourself!”

“However, catch your breath. I don’t want you tiring out this early,” Gio said while he gently stroked my face with his fingers. “But, you can keep your mouth busy by licking my balls.” 

I started licking his sack and did not know if that was all he wanted or not. “Nice, but now take one in your mouth and suck on it,” Gio instructed. I did as I was told. I must have done it right as Gio let out a sigh. I then instinctively moved to the other.  

I went back and forth between the pair, while using my tongue to keep his sack wet. Gio seemed to be enjoying himself, when I felt the familiar tap of his cock across my face. He must have noticed I had caught my breath and was signaling to get back to work. 

Round five only got to 12 again. Another short break led to round six. I started with me shallow and taking a big hit of poppers. I did one on each side and a third just for extra measure. I got to 15 but no gagging this time.

I felt proud and tried to pull off for another short break, but Gio stopped me. “You can catch your breath and keep your mouth on my cock at the same time. Take shallow strokes.”

After about 10 shallow strokes, I went for round seven and made it to 18. 

“Very good,” he said. “But you can get to 20.” I must have shown some shock on what portion of my face was visible under the blindfold. “What? Were you surprised I knew about the counting game? I appreciate the initiative,” he said and he lightly slapped my face with his hand. 

I felt slightly embarrassed that I thought I would shock him somehow but proud that he noticed. But now there was a goal line. As I began round eight, this time he counted each stroke.

“One. Two. Yes. Nice and deep, “ he demanded

“Eight. Nine. Open that throat up,” he demanded. 

“Fourteen. Fifteen. Keep going! Seventeen. Eighteen.” I was slowing down. It was getting harder and I kept wanting to gag. “Fight it. Relax that throat and think of my cock going down it and how much you want me to pleasure with 20,” he coached me on. 

“Nineteen. Twenty!” But I was not finished. I wanted to show Gio I could please him and put his pleasure over my pain. He tried to move but I went down for one more “what is this?! One more. Twenty-one!” I went down held it for five seconds and came up gasping. 

“Hmmm. There’s that sound I love. Gasping for air. Almost gagging but holding it off,” he said as he held my head in his hands. “You fought the discomfort to pleasure me. Good boy!”  

“You made that goal, but we aren’t done yet,” Gio said in a way that both frightened and aroused me. He then moved my lips back to the tip of his cock, and he gave me the big bottle of poppers. “Take a BIG hit of these.”

With Gio’s cock in my mouth, I took a hit of the big bottle on each nostril and a third hit for good measure. I instinctively gave him the bottle this time. Something told me whatever he had planned he would want to enjoy too. He took the bottle, and I heard him take two hits. 

“Now go slow and deep. I want you to make love to my cock with your throat,” he said as I heard him he lean back in the chair. 

I made my way down his cock, using my tongue to push up against the bottom side. With the blindfold on, I never know exactly how much of the cock is left. I just kept inching forward, but I did not seem to have any gag reflex like normal. Meanwhile, the feelings of the poppers were strong as I felt a rush,  and my closed eyes under the blindfold visualized a circle. As I went down the cock, the circle just seemed to expand. It was like I was watching my throat expand with his cock stretching it. 

Suddenly, I hit the bottom and yet I felt like I could go farther. I had no gag reflex, and I still had breath. I relaxed my throat more and seemed to go beyond the base. 

“Yes. Swallow my cock. Totally surrender your throat to it,” Gio grunted with glee as he ran his fingers through my hair. 

When I reached the end point, I just held it there. It just seemed to perfectly fit: I was not gagging, and I could still breath. It was at this point I wanted to look up and see Gio’s face. 

What must this scene look like? I imagined Gio was looking down with a sense of pride and accomplishment for converting this man into a willing servant on his knees with his throat totally full of Gio’s cock. Or maybe it was an everyday occurrence for Gio. I wondered how many had been in this position before me and how many would come after me. Perhaps he looked down at this scene in disgust? Here was just another cocksucker too easy to break. 

Gio put his hands on my head and slowly pulled me off his cock. As he did, I felt a sense of longing for it to return. Is this what it means to be addicted to cock?

Gio leaned forward and whispered in my ear “Congratulations! You’ve proved you’re ready.”