A gay story: Careful What You Wish For Pt. 03 (Sorry for the delay between entries. life got crazy and I also wanted this chapter to flesh out the world and other characters a bit so it required more planning)
After I sent a text telling Daddy that I was free all day I waited eagerly for a reply. My mind was racing with the possibilities of what he would have me do this time. Training my throat the night before was terrifying and exhilarating. Giving total control to someone so commanding and dominant felt incredibly natural for me and I wanted to explore it more. I also couldn’t help but wonder about Angel, the other submissive that I saw at the house. He was there when I arrived and still there after I left. I was intensely jealous of that, especially considering I didn’t even get to make our master cum. Angel most likely got that honor last night. Hopefully today it would be my turn. I began to run my hands all over my body trying to imagine what was in store for me.
A vibration from my phone snapped me out of it and I quickly snatched it up to see what he said. It was a short and simple text that read, “Good. I’ll see you here at 10 AM then.”
I looked over at my alarm clock and saw that it was already 8:30. I needed to get ready and fast. Jumping out of the covers I took a hurried shower and made sure to give my ass special attention. I wanted to be completely clean for our session. I didn’t have time to let my hair dry naturally and so I broke out the blow dryer and went to town. With myself all cleaned up I slipped into some easy to take off clothes and ran out the door. After it was all said and done I’d made it to his house 5 minutes early. I decided it was best to be completely punctual and waited until just before 10 to come to the door.
Once again there was a sign telling me to enter and disrobe. This time however there were no clothes for me to put on. There was simply a dog collar with a leash attached. It was a plain black collar with nothing special on it. Slipping off my clothes I picked up the leather collar and I struggled with the latch for a minute but eventually got it secured. I then went up the stairs and readied myself. I knocked on the door to Daddy’s room and waited.
“Come in boy.” His voice said calmly from the other side of the door.
I opened it carefully and let it shut quietly behind me. I found myself stood in front of Daddy who was nude as well and sat at the edge of his bed. He eyed me up and down hungrily and then cleared his throat to tell me I was doing something wrong. I immediately figured out my error and dropped to me knees with my hands behind my back. A smile formed on his face, but he still said nothing.
I looked down at the floor nervously and could feel myself shaking just a little bit. Probably noticing this Daddy reached a finger underneath my chin and lifted my head to meet my gaze. “You came back. And so soon too. I like an eager slut.” His smile seemed very genuine but there was a lustful look in his eyes that made my heart race. “Keep this up and you’ll start to earn privileges that only my best submissives get.”
The way he worded that made me wonder just how many people this man had serving him. Regardless, I knew I wanted to be one of them. I was desperate to please this man. He held his hand out expectantly and looked directly at the collar I was wearing. I took hold of the leash and placed it in his open palm. He patted my head and took hold of it.
He then rose to his feet and said, “Come. I’m gonna give you a tour of the house.” Then he began to walk away leading me by the leash. I played along and started to crawl behind him on my hands and knees. It was clear to me that this was why he had selected the collar. Acting like his dog was humiliating and made me feel very weird. I wasn’t sure this was something I was into, but my desire to please Daddy was stronger than my discomfort. This was nothing compared to the assault my throat went through the night before.
He led me out of the room and into his upstairs hallway. I was noticing more and more impressive things on the walls. Fine art, tribal masks, shelves with various artifacts atop them, and more. It was clear that Daddy was a well traveled and rich man. I wondered if his dominant side was a product of this kind of life. He wanted things the way he liked whenever he wanted.
Pointing to the powder blue door right next to his own room he said, “This is Angel’s room. He has been serving me for a few years now. You should strive to be like him.”
I was a little stunned at the fact that Angel apparently lived with Daddy. Was this one of the “privileges” that he had mentioned earlier? Was that something I wanted? I liked my home decently enough, but it was a hole in the wall compared to this house.
Without missing a beat we continued walking down the hall. The next room had an all black door. We stopped again and Daddy informed me that this room belonged to a submissive named Crystal. Apparently he was also Daddy’s personal assistant and so he was out on a business trip at the moment. The next door was plain white like Daddy’s room but I was told that I didn’t need to know what was in there just yet. The last door in the hall was painted in rainbow colors. It was drastically different from the others in the house. We stopped in front of the door and Daddy put his palm on my head.
“This room belongs to Bell. He’s a bit of a free spirit which can get him in trouble from time to time. He’s being punished right now in fact.” As he spoke he placed his hand on the knob and slowly opened the door.
Inside the room was filled with plush stuffed animals and pretty furniture. There was a bed with lacey sheets and a big pink blanket on top. The most pressing thing in the room however was Bell himself. He was on his back with both his hands and feet tied to the bed posts. A whirring machine was placed between his legs and I could see a large purple dildo aggressively pumping in and out of his ass. Tears streamed down his face and a little pool of cum had formed on his belly. I wondered how long he had been at this but figured it was not a good time to ask.
“Please Daddy turn it off! I promise I’ll be good!” Bell cried out in pathetic whimpers. Daddy said nothing and just watched with a devilish grin on his face. We sat there as Bell begged for mercy and the machine showed him none. After a few moments his legs began to shake and a small spurt of cum dribbled out of his small cock. Judging by the size of the pool I guessed that this was at least his 5th orgasm.
Daddy finally spoke up, “I’m happy to hear you say that youll be good, but what kind of punishment would it be if I let you off early?” He said it in a very fatherly tone. “Angel will be in to let you out in about an hour. Hang in there until then.” As he spoke he tugged my leash and stepped out the door. I shot one last glance back at Bell and our eyes locked. He looked like he was in a state of panic, but also one of twisted pleasure. The sight scared and excited me at the same time.
I crawled obediently out of the room and let Daddy close the door behind us. He tugged a little hard and walked us back into his bedroom and locked the door with a key once it was shut. He placed the leash on the floor and I took this as a sign to kneel and wait for instructions. I folded my hands in my lap and looked up at him with eager eyes.
He returned my gaze with a smile and began to speak, “Well that was the tour. Hope you enjoyed it.” He laughed as he spoke, probably thinking about the situation Bell was still in, “You’ve gotten to meet two of my other boys and hopefully soon you’ll be getting along with them.” He placed his palm flat on my head and started to idly roll my neck around on my shoulders. “But first the real reason I had you come out this morning, your next training session.”
My heart jumped when he spoke the word ‘training’ and my mind started swimming with erotic possibilities. The night before he had spent an hour training my throat, so I couldn’t help but wonder what he scheduled a few hours for.
“I’m sure you’ve already wondered why I have so many submissives. Wouldn’t one be enough?” He looked at me to see if I would answer his rhetorical question, but I stayed silent. “It would be for most people, but I am not most people.” A seductive and animalistic grin formed on his face, “My sexual appetites and stamina are off the charts compared to the average. I know a lot of guys claim they want to fuck all the time, but I truly mean it.”
I thought about the previous night and how he was able to use and abuse my throat for so long without an orgasm. I was so disappointed that I didn’t get to taste his cum, but now it was making more sense.
He continued, “So today we are going to be working on building up your Stamina. Ive got a clear schedule and so it’s up to you to pleasure me.” He winked devilishly at me and I could feel myself get hot underneath the collar I was wearing. “I’m sure right now you are very excited, so I’d like to see how long you can keep that enthusiasm.”
Daddy placed one palm on the top of my head and gently held my chin with his other hand. He carefully lifted me up to my feet and then swept me off them, holding me like a newlywed. I couldn’t help but giggle and blush as he swung me around playfully and then placed me onto the bed. I looked up at him nervously but extremely excited. He knelt in front of me and reached into the nightstand by the bed, producing a small bottle of lube. He lifted my legs up and squirted a small amount directly onto my hole. The cool liquid made me shiver, but the finger prodding at it was even more stimulating. I couldn’t help but wiggle a little until the insertion of Daddy’s finger made me gasp.
He pushed it in slowly and moved it around in circles like he was stirring a glass. A moment later he pulled his finger out and replaced it with two this time. My breathing started to grow more and more rapid as my heart rate increased. Daddy played around with my ass for a minute or two before he seemed satisfied. I stared at his rock hard cock mesmerized by the way he made me feel. He didn’t have the largest penis in the world, but it was still quite impressive. The thickness of it made me nervous, but his confidence told me it would all be worth it.
When I felt the head of his cock press up against my entrance I took in a deep breathe and focused on relaxing my muscles. The insertion of the head was always the part that hurt the most and this was no different. He slowly but steadily pressed in and I bit my lip hard until I felt his pelvis press up against my cheeks. He was all the way in and I finally let out a deep sigh of relief. Daddy’s eyes were locked on mine while his hands held my hips firmly. I desperately wanted to ask him for a kiss, but held my tongue for now. I lay there staring into his eyes trying to read the emotions behind them. His face looked loving and gentle, but his eyes were filled with something more primal. There was a lust in them that he seemed to be barely holding back.
After a few more moments of tense silence he finally spoke up, “I think we’re ready to begin. Hopefully you’re prepared because I don’t plan on stopping for quite a while.” His words excited me but with hindsight I probably should have been more nervous. He really meant a while.
He began by slowly and rhythmically fucking me. He placed my ankles on his broad shoulders and gripped my hips tightly. Each thrust ended with him bottoming out inside me. Each time I couldn’t help but gasp for air. He was already stimulating my G spot and I could feel my insides warming up. As he picked up the pace little whimpers began to escape my lips. Every stroke pressed against my prostate and made my head spin. It wasn’t long before his pace had steadied out. He thrusted fast and hard at a consistent rate. My squeaks and whimpers were replaced by moans of pleasure. I had been fucked before and had played with myself tons of times, but it never felt like this. It was as if his cock was shaped perfectly to give me pleasure. I only hoped he felt similarly about me. I didn’t want to lose this feeling that was rising up in me.
A few minutes into this rapid fucking the pleasure was reaching a high point and I let my head fall back and closed my eyes to focus on the feeling. A hand quickly grasped my chin and tilted my head back up, “Nuh-uh, keep your eyes on me.” He said the words without missing a beat. I quickly shot my eyes open to match his gaze again. In that moment the pleasure I was feeling hit its climax and I had my first ever anal orgasm. My whole body convulsed and my toes curled up. A jet of sperm shot out of me and I moaned as my limbs jittered. Through all of this I kept my eyes locked on Daddy’s and he didn’t slow his thrusting at all. A smile crept onto his face and the gentleness I had seen before was completely gone. Now, he looked more like a predator eyeing its prey.
I immediately felt very sensitive after cumming, yet his relentless assault on my ass did not stop. I buckled and squirmed, but Daddy’s grip on my waist held me in place so he could use me. “Come on boy, calm yourself. That’s only your first one of the day. There’s a lot more where that came from.” His words pierced through the fog I was feeling and snapped my attention back to what was happening. Daddy didn’t look the least bit tired. He was completely serious when he said he could fuck for hours. Him telling me to clear my day for training was starting to make sense.
I choked down a gulp and said through whimpers, “Yes Daddy. I’ll do better.” And prepared myself for what was to come.
“Very good. Then as a reward I’ll make you cum again.” He laughed and began to move his chest closer to me. My legs were now above my head as he pinned me down. He had me in a mating press and began to go to town on my ass. His thrusts were slower but much harder than before. He was practically ramming his cock into me with each movement. Each stroke sent a wave of pleasure throughout my whole body and my eyes started rolling back in my head. The feelings were even more intense than when we started. Just when I thought I wouldn’t be able to take any more Daddy did something unexpected. He began to nibble on my neck and then bit down with some force. Not enough to hurt or break skin, but simultaneously not gentle.
The surprise bite compounded with the rough fucking sent me over the edge and I spasmed again as a second orgasm wracked my body. Just like the first time Daddy did not stop or even slow down when I orgasmed. He was toying with my pleasure, but it was clear the most important thing was his own. He was using me and any pleasure I was feeling was simply an added bonus. He started to pick the rhythm back up again and my mind nearly went blank. Two of the most powerful orgasms I’d ever had back to back all while my ass was relentlessly pounded. It was enough to make me lose my mind.
After a few more minutes of me barely being able to keep my eyes open I could feel Daddy’s movements become more erratic. I figured he was close to orgasm and he confirmed that for me by grasping my waist tightly and he pressed balls deep into me. I could feel each spasm as jets of cum shot into me. The heat of it mixed with the feeling of fulness and drove me wild.
“Whew, first load of the day done.” Daddy said between heavy breathes. I thought maybe I was going to get some kind of reprieve while he recovered, but that notion was quickly dispelled. “With that out of the way I can really give it to you.”
My heart skipped a beat because I knew he was serious. He began to move in and out once again, his cock was still rock hard. With him having just had an orgasm, I knew he’d be able to go at it for a long while until the next one. I tried to mentally prepare for the incoming onslaught, but still wasn’t ready.
He pounded me into the bed for several minutes and when he stopped I only had a moment to catch my breath. He slipped out of me for just a second to flip me over onto my knees. He then got right back to it, fucking me like a dog now. This new angle felt wildly different than before, but the rhythm and pace were the same. Each stroke made my head feel fuzzy and I had to bury my face in the mattress just to keep from falling over.
This went on for what felt like an hour of relentless rutting and the occasional position cha ge. I began cumming without warning and lost count of how many times after my fifth orgasm. At this point only small spurts were dribbling out from my dick as it flopped around. When Daddy got close to orgasm this time he let me know it was coming. I prepared for that rush of warmth and was rewarded with one of the best feelings I could ever imagine. He yet again bottomed out in me and this time his orgasm was even more intense. Hot sticky ropes filled my insides and this time Daddy pulled out to watch the cum pour out of me. I desperately worked to catch my breath and hoped it would help with the light-headedness.
“How are you feeling boy? You look like a mess.” Daddy chuckled as he looked me over. I was indeed a wreck. My long hair was tangled and wild and my whole body was slick with sweat and my own semen. My breathing was rapid and uneven, and I could barely sit myself up.
I looked into Daddy’s devious eyes and tried to speak but could barely sputter out the words, “good…i-im feeling, ooooh, feeling good Daddy.” I felt an emptiness in me that usually accompanied the aftermath of anal, buy more intensely after an hour straight of going at it.
He gave my ass a swift and lighthearted slap and laughed. “I love watching someone turn into a mindless puddle like this.” I smiled at his words because despite them being harsh, they were said with a tone of pride. That pride in my performance pierced through the fog in my head and made me genuinely happy. Noticing this, Daddy started to pet my head gently. In that moment I felt happier than I ever had before even though I could barely form thoughts.
My bliss was cut short when he began to speak again. He clapped his hands together and said, “Okay that’s enough of a break. Time to keep going.”
My heart sank at his words. As good as I was feeling, I didn’t think I could handle any more. In that moment I felt actual fear. How was I supposed to survive another hour or more of this? I opened my mouth to protest, but no words came to mind.
“What’s that boy? You’re excited for more?” Daddy said with a knowing tone in his voice. He absolutely knew that I was afraid but wouldn’t let it show.
I didn’t know how to respond. My mind went completely blank. I didn’t even remember what it was he asked me. Daddy had only made me feel good so far and so I decided to trust him. I couldn’t find the right words to convey what I was feeling and so I simply nodded in agreement.
“Good boy. Now get on your knees.” He said as his cock began to grow harder right before my eyes.
I mindlessly went through the motions and got in position. Daddy wasted no time getting right behind me and pushed his cock in. The initial insertion made me feel so weak and a loud moan tumbled from my lips. He picked up the pace steadily until we were back at full speed. He pounded me like a toy and the fog in my mind got worse and worse. It wasn’t long at all until I couldn’t maintain any more thoughts. My brain was completely empty and I was simply riding the waves of pleasure.
It only took a minute before I started cumming again. My insides were so sensitive at this point that I could feel every inch of Daddy’s amazing cock. The fear I was feeling was quickly washed away and replaced with nothing but bliss. I don’t know how long we kept this up for but it was definitely a long time. After who knows how many girly orgasms I’d had, I couldn’t handle it any longer and blacked out.
When I woke up I was no longer covered in swear and my head was resting on Daddy’s lap. He was softly brushing my hair for me and he smiled when he noticed me wake up.
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“Look who’s finally awake. You were out for almost an hour.” He said in a soothing manner. It all came rushing back to me what happened. I had passed out while being fucked. I quickly felt embarrassed and ashamed. Possibly noticing this Daddy continued, “You lasted longer than I expected you to. We were gonna keep going until you passed out either way!” He let out a chuckle and said, “Angel didn’t even make it to my second load.”
I felt relieved that he wasn’t angry and a little proud that I lasted longer than Angel. After how Daddy just made me feel, I was more determined than ever to gain his approval.
In total I spent 4 hours with Daddy that day and likely 3 of those were spent getting dicked down harder than I thought was possible. If that was my second step in training, I was excited to find out what was next.
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