Careful What You Wish For - Pt. 02

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The first training session.
3.2k words
4.54
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Part 2 of the 3 part series

Updated 02/21/2024
Created 12/06/2023
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SkelyBonz
SkelyBonz
54 Followers

Inside the home was even fancier than the exterior. There were paintings in beautiful frames, a crystal chandelier in the high ceilinged entranceway, and knickknacks from various countries decorating the shelves and walls. Whoever this man was, he certainly had a lot of money.

On the table were the instructions I was told to follow. This time the note was handwritten in a very nice cursive script. It read as follows, "Welcome to my home. In here what I say is absolute. Follow my instructions and you will find a caring owner who treats his twinks well. Choose not to follow my instructions and you will find out what it means to make me angry." It was a strong introduction to be sure, but I couldn't help but feel a giddy excitement reading it. It continued, "Now, strip completely naked and put on the accessories next to this note. I will be waiting for you in the first room at the top of the stairs."

I put the note back on the table and looked over at the accessories it mentioned. There were a pair of black, frilly laced wristbands and a collar that all looked like pieces of a French maid outfit. I shed all my clothes and folded them neatly next to the table. Then I slipped on the lacey accessories and made sure they were fastened securely. Conveniently there was a mirror by the stairs and so I got a good look at myself.

My long straight red hair was tied in a ponytail that reached past my shoulders. My skinny pale body contrasted heavily with the black lace clothing pieces I was wearing. The excitement I was feeling was visible on my face. I was so ready to meet this man that I had already been serving.

I was practically shaking with nerves and anticipation as I climbed the stairs. There was indeed a door right at the top and it looked like the lights were on inside that room. Slowly I prepared myself and went to open the door but figured it would be more fitting of a submissive to knock. I rapped my knuckles on the door and a voice called from inside. It said "Come in slut" in a commanding deep tone.

I entered and was immediately stunned to see that the man was not alone. He was sat on the edge of his bed with a twink kneeling between his legs. The other twink was dressed in a skimpy cheerleader outfit and was voraciously worshipping the man's cock. Daddy cracked a smile at my stunned silence and said nothing. He kept his eyes locked on me while he was being serviced. I watched somewhat jealously, wishing it were me in that position. After about a minute of silence and awkward shuffling on my part the man placed his hand on the other twink's head and began to thrust his hips aggressively. The twink quickly placed his arms behind his back and allowed it to happen. I could hear him choking constantly but Daddy did not stop or even slow down. This went on for a while before Daddy finally stopped thrusting and tossed the twink backwards with the hand that was holding him in place.

The other submissive fell to the floor and gasped for air momentarily before sitting upright once again and saying, "Thank you daddy!"

I didn't know what to think. Was this some kind of demonstration for my sake? Or was this just a regular activity for this man. He had said he was an experienced dom and that he had other submissives, but I hadn't expected to meet one like this. For whatever reason I felt embarrassed that this other twink was seeing me dressed the way I was, despite the fact that I just witnessed him getting throat fucked in a cheerleader uniform. The twink looked me up and down before returning his gaze to the man in front of us.

"You did good as always Angel. Run along now. Daddy has work to do." The man said while gently caressing the twink's face. With a silent nod the twink stood up, flattened down his skirt, and then left the room.

The whole interaction was strange yet enticing. The way that he followed orders without a word was commendable and despite the brutality towards the end there, he had a permanent cheery smile on his face. Was this going to be my future? I wasn't sure it was what I had in mind, but would it be all that bad? Surely that twink was happy and so I could be too right? I let the thoughts race around my head until I realized that in this moment I was alone with Daddy. I locked my sights ahead of me, not looking him directly in the eyes.

"You should be kneeling" He said nonchalantly. I immediately dropped down to my knees and held my hands behind my back like the other twink did.

He stood up from the bed and his still hard cock was perched right in front of my face. I finally got a good look at it and it didn't appear to be anything too crazy. I'd say it looked like it was 6 inches long and moderately thick. Only slightly bigger than mine. As it swayed in front of me i could see it was still slick with the saliva of the other twink. I took this waiting as an invitation and leaned forward to take the head into my mouth. Before it reached my lips however I was met with a swift slap across the cheek. Not a very hard one, just enough to make me stop.

"Did I give you permission to touch me?" He growled in an aggressive tone. "You are meant to follow orders and nothing else. Do I make myself clear?"

His words were harsh but his tone shifted to that of someone trying to teach a confused student. He wasn't so much admonishing me as he was instructing me.

I responded "Yes Daddy" remembering that I am to refer to him that way at all times. I didn't want another slap so soon.

He smiled a little and started to pace around me, looking at every inch of me. Occasionally he would touch or physically inspect parts of me like my hair and my butt cheeks. I could almost feel his eyes inspecting me like a rich man at an auction. After a few circles around he stopped in front of me once again. He cupped my face with both hands and looked me in the eye. "You were watching very intently when Angel was worshipping me. Did you like what you were seeing?" He asked with a knowing grin on his face.

I nodded quickly like a child responding to a teacher and said, "Yes Daddy I did."

"Did you want to be in his place?" He asked next. Again I nodded that I had.

"Well Angel is one of my best and he has earned many privileges. Servicing my cock however he likes is one of those privileges." As he spoke he rested the palm of his hand on top of my head and started to roll my neck around idly. "Until you earn that privilege it won't so much be you servicing me, as much as it will be me pleasuring myself with your body. Understand what I'm saying?"

I really wasn't sure what he meant and I must've looked puzzled as well because he tightened his grip on my head and continued, "I think a demonstration is in order. Open your mouth and prepare yourself. We'll see if you're cut out to be mine."

Nervously I let my mouth hang open and he let me sit like that for a few moments before his hand started to guide my head closer. I allowed him to move me like an inanimate object because I was sure this is what he wanted. The head of his cock passed my lips and he let it rest once again. I moved my tongue around and was met with my hair being pulled. I figured that was a signal to not do that. He truly did just want me to sit there and do nothing. It was a strange feeling. I had sucked dick before and had even received many compliments for my skill. I desperately wanted to play with his rod and taste it all over, but I had to follow orders.

He began slowly pressing his cock further and further into my mouth without stopping. It was very gradual but only halfway in I had already started feeling like I needed to gag. I wondered if he would pull out soon, but part of me knew what was going on here. He wasn't going to stop until the whole length was in me. I felt a bit of panic bubble up as the choking feeling grew more intense. I just needed to be patient and trust in his experience to not hurt me too bad.

Moments later I was proven correct as Daddy's balls pressed to my chin and I could feel the head of his cock poking against my airway. I was full on choking at this point and tears were streaming down my face. After what felt like forever I couldn't take it anymore and pressed my hands against his legs to try and free myself. Daddy let go of me and I fell backwards. I got a couple short breathes in before I felt the sting of another slap.

"Did I say I was done?" He didn't sound angry, he must've expected me to fail because he continued, "This is part of your training. That gag reflex is in the way of me getting pleasure and so you need to learn to ignore it. I won't let anything bad happen to you so this time try to fight the urge. The next slap won't be so gentle and I do not like having to hit my twinks." That last part sounded like a serious threat and so I was determined to make this work.

He began again, the same as before. He slowly over time slid his whole cock down my throat and held it there. This time he played with my hair and stroked my cheek with his finger while I was choking. At first it was actually easy to simply ignore the reflex to choke, but over time it got harder and harder until I once again had to pull back. I held it in for much longer this time, but the fact that I was the one who stopped it meant I had failed again. Daddy wasn't kidding about the slap. This time it stung like hell and made a very audible noise when it connected.

"We're going to keep doing this until I feel satisfied with your progress. I can go all night if we need to, so this is on you." He said with no hint of a joke in his voice.

I felt very scared in that moment. I was going to be repeatedly choked until this man was satisfied. Part of me knew I could just get up and leave, but another part of me wanted badly to succeed. I didn't want to quit after coming this far. We repeated this process a couple more times with the slaps all being very painful now, but it also meant that I was able to breathe again and so the slaps were always mixed with feelings of relief. It was a strangely addictive sensation.

Daddy on the other hand seemed to be completely calm. He continued to fill my throat with his cock and forcibly correct me when I pulled back. His experience showing through again by just how professionally he seemed to be doing this. He was "working" just like he had told his other submissive Angel. This wasn't about an orgasm for him, it was about me and making me a better tool, and that excited me like nothing else.

Finally after what felt like forever but was more likely almost an hour, I had made some serious progress. I was getting the hang of breathing in through my nose in the small windows of opportunity when air could get in. My face was absolutely stained with tears and redness from the slaps. Daddy was able to hold his cock firmly down my throat for what had to be multiple minutes.

"Alright this is the last one for tonight. Think of it like your final exam for this session." He reached his wrist in front of my eyes and showed me his watch. "You're going to last for 7 minutes. If you succeed you'll be rewarded. Fail and you go home immediately until I feel up to training you again. Understand?"

I looked at him with wide teary eyes and nodded nervously. He cracked a slight smile and took my head into his hands once more. I braced myself for the slow insertion I was used to, but instead he gripped my hair tightly and rammed his whole length in at once. I was caught off guard and part of me started to panic. I really did not want to fail this test. He once again moved the watch so that I could somewhat see it and held me firmly with his other hand. My throat was completely filled up and the forcefulness with which he shoved it down made the head poke at my airway. Any further and I wouldn't be able to breathe at all.

After 3 minutes had passed Daddy started to stroke my hair gently and wipe tears from my eyes. He would occasionally give me little affirmations like, "You're doing good" or "That's a good little slut" and each time I would feel warm and fuzzy inside. I was utterly determined this time to not fail.

5 minutes in and the urge to gag was nearly unbearable. I had held out this long, but a slight shift of Daddy's hips made his rod sit a little differently and my reflexes were kicking in. It took all I had not to stop. Tears poured down my cheeks like a river and I couldn't see a thing anymore. I tried to take my mind off of the sensation by thinking about the reward I would get for succeeding. Would it be something else similar to this? Would it be a slew of compliments? I had no idea what he had in mind, but really wanted to find out.

The lack of consistent oxygen was starting to make me dizzy when Daddy mercifully pulled his length out. "You did it! Good boy!"

I fell back and caught myself with my hands behind me, sputtering for air. I was immediately reminded of how Angel reacted in the same situation and tried to pull myself together as much as I could. I sat up and tried to beam a smile at Daddy despite my tear swollen face. I felt a cloth land on my lap and heard, "Here. Use this to clean your face" in the instructive tone that Daddy was so good at using.

I was thankful for the cloth as I really hadn't wanted to try and wipe my face clean with my hands. Once I was sufficiently dried off and my breathing was back to normal I looked up, still kneeling, at Daddy. "Thank you Daddy" I said trying again to mimic what I has seen from his other submissive.

"You learn quick. I like that in a slut." He said with pride in his voice. "Now come sit on my lap. It's time for your reward."

I stood up and he motioned for me to sit back across his legs. He held my back up with one arm and reached back for something on the bed with his other. I wondered what it could be and was surprised to see a fancy looking hair brush. He began to brush my hair and whisper sweet things to me. My head was swimming from the sudden shift in activity. One minute he was calling me a dirty slut and the next he was fixing my messy hair and telling me how cute I am. I couldn't help but smile like a lovestruck teen. This was a better reward than I could have expected.

This pampering went on for a little while before Daddy put the brush down and turned my head to fave him. "So did you have a good time?" He asked while staring directly into my eyes.

I nodded and replied, "Yes Daddy I really did."

He chuckled a little and said "Good. I think this could be the start of something fun for the both of us." He then cupped my cheeks in both hands and said, "For being so good, I think you deserve this." He leaned in and our lips met. I began to melt into him immediately as his tongue started probing around my mouth. I wrapped both arms around his neck and moaned from the pleasure of it all.

He eventually pulled back and looked me over once again. I was nearly panting in excitement as I wanted him to go further. I wanted him to touch me and kiss me more. Instead he motioned for me to hop off his lap. I rose to my feet and spun back to face him once again.

"Alright. This was a good first session. I will contact you again very soon. You may leave."

I was a heavily disappointed that the night was ending there, but I wasn't going to protest. I simply nodded and moved for the door.

Daddy called out one more time and I spun around in excitement, something that did not go unnoticed as he had a devilish grin on. "Please send Angel in when you leave."

My heart practically sank but I still cheerfully responded, "Yes Daddy!"

When I stepped out of the room I found Angel knelt down on the floor waiting just outside the door. Had he been waiting there the entire time? Had he heard all the stuff that went on? That thought made me feel really weird. I was a little embarrassed, but only a bit. Hard to feel much shame after choking on a cock for an hour. I didn't know what to say so I simply did a little awkward gesture to tell him to enter. He perked up like a puppy and ran into the room closing the door behind him.

Now alone in the big house I slowly stepped down the staircase to where my clothes were piled nicely. I slipped out of the accessories Daddy picked out for me and put my regular clothing back on. I felt really drab in my typical getup. Angel looked so cute in that cheerleader outfit and he was getting attention from Daddy while I was going home. I really wasn't sure what to feel in the moment. I decided going to bed would help me clear my head, so when I got home that's exactly what I did.

The next morning I woke up to a text from Daddy. It read: "I would like for you to come in for training again. This time will take at least a few hours so give me a day where you're totally free."

My heart began to pound with excitement. I still hadn't had an orgasm from the night before and I was so incredibly horny that I couldn't help but reply,

"I'm free all day today."

(To be continued)

SkelyBonz
SkelyBonz
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AnonymousAnonymous3 months ago

Great begining!

AnonymousAnonymous4 months ago

Good job I was so happy when I saw to be continued

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