As we stepped out of the bar, Ryan still held on to my shoulders. The sun was long set now and there was a cold breeze that made me shutter. Ryan moved his hand from my shoulder to my waist pulling me into him, keeping me from the cold.
“Hand me your keys, where is your car at?” Ryan said commandingly.
I jostled my keys out of my pocket and handed it quickly to him. It was so cold I just wanted to get into the car and warm up as quickly as I could.
“It is right over there,” I pointed.
He moved me with his hand still tightly around my waist and unlocked the car as we walked towards it. I wanted to grab his waist too, but thought better of it. He was just my friend after all. He opened the passenger side of my car and guided me into it, closing it quickly and walked over to the driver's side and opened it. He turned the car in and began blasting the heat, it felt so good and I began to relax.
“Phew, chilly out there, just like those cold nights we spent in your tent camping. How are you feeling Matt?”
“Better now that the heat is on, I should ask how you are feeling, you just had a huge moment in your life.”
“I feel really good, I had to get that off my chest and it feels good”
“Now tell me about this guy Ryan, I might even become jealous.”
“Alright alright well things are complicated…I really like this guy and I have liked for a long time, like years long time. But I don’t like him in the typical sense, like I want to date him, but I do want to date him, not in the typical way at least. He is this little twink dude who I knew in college actually, he knew who I was and I knew him but he never knew the way I really felt about him. I remember that first time I saw him, walking through the door, we had been talking for months beforehand, and I was excited to finally meet him in person. It was funny. I remember he looked me in the eyes but then he looked down distracted by my chest. He didn’t think I noticed, but I did. He was hot too, just this nice quiet twink boy. ”
I looked at him and there was hope in the back of my mind. Am I the one he wants? This can not be happening. No, no. Never in a million years, I would be more likely to win the lottery then be the one Ryan likes.
“We had some good times together for sure, but I still was still not quite ready, not ready until tonight to admit how I feel about him but now is the time. I know he has always had a massive crush on me as I have on him. One night I was hanging out with him. I remember getting ready for bed. I got up to get into my underwear, pulled off my pants and then my shirt. I could feel his gaze on my bare back so I turned around and he was staring at me. I stuck a little pose for him, flexed my arms and he stopped. He tried to play off, but I knew the truth. Not that I minded, I wanted to be admired by him and even served by him.”
I stared at him tilted in my chair looking at him, listening to every word and he stared back at me. It was me, it was me and I knew it. He reached his left hand over and grabbed the inside of my thigh.
“Of course it is you Matt, it has always been you. I have long wanted to make you my boy and you have been asking for it. You said it just tonight you are waiting for that dominant jock to come into your life well I am here now baby boy. When you responded to my text you replied yes sir, just like a good boy does. You want to serve me don’t you?”
I looked at him, I could not speak, I wanted to say yes so bad, but I was in disbelief. Ryan wanted me.
“Y…ye…y…yes.”
“Now boy come on, say it with confidence and show proper respect.”
“Yes sir” I say.
“Good boy”
He begins to rub gently run the inside of my thigh”
“Now I have a few questions for you Matt. I want you to speak freely and completely honestly. Are you feeling sober enough to do that now?
“Yes sir, I am”
“Good, I want you to be aware of what is going on. Now tell me Matt, do you want to have a dominant man in your life and how do you see that playing out?”
“Yes Ryan, more than anything. I don’t want to do this job anymore. I want to be just a little sub boy ready to serve my dom. I hope that I can be your little sub boy and serve you however you see fit. I have long desired you, jerked off thinking about, lusted for you sir. I want to be yours.”
“Ah I see Matt, you are going to become my little sub-boy, and if things work out you are going to be my slave.”
I wanted that more than anything else, just to become Ryan’s slave boy. To serve him faithfully and in any way he saw fit. I didn't utter a word, just looked at him. He took his right hand to the back of my neck, squeezed it and pulled me towards him. He began to kiss me deeply, I felt his tongue at my lips and I opened to let him explore my mouth. He felt so good, Ryan, my college roommate, my crush and now my dom exploring me for the first time. I have thought of this moment, fantasized about this moment for so long, and I am going to enjoy it. His tongue explored every part of my mouth within reach and I moaned with pleasure. His hand moved up to the top of my shorts and pulled on my waistband as he pulled out from my mouth. I looked down my cock was bulging in my shorts.
“Let me see what my boy has on under here.”
He pulls my waistband down further to take a look, seeing just the thin band of my underwear.
“I thought so, wearing a jockstrap, my favorite, you are truly meant to be a slave.”
He took his hand out and back to my thigh turning towards the wheel.
“From this point on you will call me sir and I want your legs spread while I drive. I require easy access to my property. I am going to take you to my hotel room Matt to punish you, you were late tonight and I expect you to do what I want in a timely manner. Do you understand boy?”
“Yes sir, I am sorry I disappointed you sir.”
“That is why I am going to punish you boy, so you will become better. Besides, you need to start learning what it is going to be like to be my sub.”
He put the car in drive and started to drive away still caressing my thighs. I had only been his sub for a few minutes and I was already going to be punished. What was he going to do to me I wondered? I know I deserve it, I should have been there on time. I want to be a good boy for him so bad I will take my punishment and be thankful for it. Thankful to be Ryan’s little submissive and to get to learn to serve him.
“This is a dream come true sir, thank you.”
“I know your submissive little heart has long desired this Matt, I am looking forward to training you to become my perfect servant in every way.
The dive to the hotel was short, it was after all just a few blocks away. Sir turned the car off and turned towards me.
“You will follow behind me as we walk to my room boy. Once we get in there I am going to sit at the end of the bed. You will stand directly in front of me, spread your legs apart, hands behind your back and wait for further instructions from me. Do you understand boy?”
“Yes sir”
We get out of the car and head towards the entrance of the hotel, I carefully walk behind him shivering from the cold and into the hotel lobby towards the elevators. My anxiety begins to build about what the punishment will be. I mean I was only a few minutes late so it should not be too bad, I am not sure. Sir presses the call elevator button and turns to look at me with eyes of desire and passion that warm me up inside. The elevator door opens and we step inside arm to arm.
“Back up boy, stay behind me”
“Yes sir” I replied, taking a step back.
As the elevator went up I looked at my new sir. Those arms had gotten bigger since I last saw them and I looked down at that ass once again. Now I was to serve all that muscle in whatever way that sir saw fit. The door opened and I followed him out enjoying watching him move down the hallway. He stopped in front of the door, Room 628, took out the key and opened it. I closed the door behind us and watched as he moved towards the end of the bed sitting down at its edge. I approached and spread my legs putting my arms behind my back. He grabbed my hips and moved me closer to him.
“You look so good like this, standing in a submissive position awaiting my instructions. We both have long desired this.”
He looked down at my crotch.
“And look, this little sub cock is standing at attention, ready to serve me. You are going to strip for me now boy so that I can see my property naked for the first time. Let’s start with your shoes and socks boy, slowly”
“Yes sir.”
I bend over and untie my show laces, my head close to his crotch. My cock stirs in my pants. I love being on display for him, I can feel his eyes watching me as I do my work. I take off my shoes and place my socks in them, setting them off to the side and resume my position in front of him, staring into those eyes. He looks down towards my legs and leans forward to touch them.
“You have beautiful legs Matt, toned by all those years of running, you will continue to run while I am your dom.”
He did not spend much time on them, just rubbing and squeezing the calves a little bit.
“Now, take off your shirt for me boy, nice and slow just like before.”
“Yes sir”
I reached down with my arms crossed to the bottom of my shirt and slowly pulled it up over my head. As I pulled up, sir placed his hand on my stomach, it was warm and made me feel so good, I couldn't believe it, he wanted to touch me, maybe as much as I wanted to touch him. I pulled the shirt over my head, folded it and put it down on top of my shoes.
“This is a site I have missed so much, I would see you like this frequently when we lived together and I always wanted to touch you and now I get to. I get to feel those beautiful toned abs.”
Both of his hands were inspecting each one. I stood there in my pose enjoying being felt by him, it felt so good.
“Now all of this is to do with what I please, to lick and bite and pinch and to punish. I see you shaved your happy trail that is good boy. Boys like you should always be hairless, but we will discuss that later.”
He moved his hands slowly up my abs with some light pressure and up to my nipples circling them with his fingers. They were a little sensitive from the cold outside and I moaned from the sensation. He looked up at me and I at him when he squeezed his fingers together pinching my nipples. I let out a larger moan in pain and in pleasure too. He squeezed harder and pulled them away from me then let go. I started to breathe again, not having realized I had stopped.
“Good boy, you have nice and sensitive nipples I look forward to playing with.” he said, rubbing them gently once more.
“Turn around boy, put your hands behind your head.”
“Yes sir”
Sir began to rub my back gently, inspecting each square inch for himself.
“You have a nice twink back as well boy, but soon you are going to start working out for me, I want you to be a little bit bigger so your sir has more to play with.”
“Yes sir”
“Now turn back around, boy, hands back behind your back.”
“Yes sir”
I turn slowly with his hand moving along my waist until I am facing him again. He rubs my abs and moves to the waistband of my shorts and begins to pull them down leaving my jockstrap on. The pants just drop from a little ways down, I pull up my legs and put the shorts off to the side on top of my shirt. Now I am nearly fully naked in front of Ryan, my sir. I catch myself breathing somewhat heavily and try to relax. My cock is hard as a rock points right towards sir and strains my jock so much I can feel the air on my balls slightly exposed.
“Oh yes look at you now, my obedient sub-boy, in fact I see just a little hint of what is to come, everything up to this point I have seen before many times, except I can see more of those legs than I have seen before and I am impressed. I wish I could have seen that in the dorm room, but now I suppose I will have to make up for lost time. You feel so good Matt, but I need to punish you tonight and you will always be naked for punishment. I know you have long desired to me naked in front of me and now that time has come”
He moves his hands down again from my abs and breaks in my waistband and slowly pulls my jockstrap down. My cock moves down trying to stay in its pocket, but quickly bounces out fully exposed before my sir. I bend down again to put the jock on top of my pants and resume my position. Sir reaches out and begins to caress the tip of my cock for the first time as I moan with pleasure. He then grabs my shaft and gently starts stroking me, pre-cum begins straining out my cock and onto his hands.
“You are such a good boy Matt, standing still letting your dom play with your cock. You have wanted this for a long time haven’t you boy?”
“Yessss sirrrr” I whimper as he continues to stoke me.
“I know you have, boy. You are going to be naked in front of me almost all the time like a good boy, you don’t deserve any clothing, you are just here to serve me, now turn around again like before, hands behind your back.”
“Yes sir”
He lets go of my cock and I turn around raising my arms allowing full access to him. Both of his hands grab my ass and he begins to rub them gently.
“You continue to amaze me Matt, a beautiful juicy ass that is now too all mine.”
I feel his hand coming on my back and pushing me.
“Bend over boy”
“Yes sir”
I fell on his hand at the entrance of my hole. My sir inspected his new property.
“Oh yes boy, soon I will claim this hole for myself and then you will be my slave boy, you want that don’t you little slut?”
“Yes sir, please claim as your slave.”
“In time baby boy, in time, now turn around and face me again, spread those legs out further.”
I turn around my cock still at attention begging for the hand of sir as he reaches for my balls and caresses them before letting them go.
“Stand absolutely still boy”
“Yes s…”
His hand comes up and slaps my balls hard. I whimper as the pain resonantes in my balls and up into my stomach, I hunch over trying to alleviate the pain and remember where I am supposed to be, returning to my position. I bite my upper lift trying to absorb the shock.
“Stand still boy! Do as your told or I will double your punishment”
“Yes sir”
Another blow comes across the bottom of my balls and I whimper once more, but stand still taking the pain as best as I can breathing heavily.
“Very good boy don’t be a hero, just let it all out, I am loving hearing you whimper.”
My cock bounces up and down in excitement just hearing that sir is enjoying this when a third blow comes and I yelp out it hurts so bad, the pain from the other two not quite gone but I try my best to stand still hoping there was not more to come.
“Stand there boy, just relax and stay in your position.”
He bends himself over and begins to take off his shoes and socks, putting them next to mine. My breath starts to calm down. Sir stands up, between me and the bed looking down at me, he is a couple inches taller than I am. He then pulls off his shirt and reveals all that muscle I have dreamed about touching. His perfect chest and abs are just inches away from me. I can’t help but look down at the site. He then pulls off his shorts placing them on top of his shoes and shirt. He is hard too. That massive bulge, oh how I wanted to get my mouth around it and please him.
“You can look at a baby boy, admire your sir, soon you will be trained to service me in many ways and you will learn to play with that cock you have so desired for a long time, but tonight is not the night for that. I am going to spank you tonight boy. Why am I punishing you tonight boy?”
“Becuase I was late sir.”
“That is right, you need to learn not to keep your sir waiting, when I tell you to do something I expect it to be done in a timely manner. Now come around and get across my lap with your cock between my legs.”
“Yes sir.”
I walk to his side and lay over him. Despite this being a punishment it feels so good to be naked in front of him and as I lay over him I feel his cock pushing against my abs. Just from this touch it feels huge. I long to have it inside of my mouth and up my ass but now isn't the time. Now I have to be punished. I know that I deserve this punishment as well, I should have set an alarm and now I am going to get what I deserve, a spanking from my sir.
“I am going to spank you 30 times boy, once for each 30 seconds you were late tonight and 2 bonus. They will be done in sets of 10, each set will be harder than the last. Do you understand boy?”
“Yes sir”
“Good, after each set I want you to say thank you sir, may I have another. After the last set you will say thank you for my punishment sir. If you fail to remember this we will start the punishment all over again until you get it right.”
“Yes sir.”
He began to rub my ass, giving it little slaps then I felt his hand disappear. I tensed up anticipating the blow when his hand came down but not hard, I jumped a little anticipating a slap but that is not what came. His hand disappeared from me again, then came down hard and smacked me and I groaned in pain, his powerful hand made my ass sting. I breathed in and out waiting for the next one. Smack! This one was even harder then the last one, I let out a whimper as my mind raced, I was only two in. 28 still to go. Breath, just breath. Smack! Even harder still he came down and I moved across his lap, his left moved to the center of my back to keep me from moving around. There was no escape, he was too strong for me and I knew, I knew I need this so bad. Blow after blow he came down on me just as hard as the third one, my ass was hurting so bad already, I thought I had a higher pain tolerance than this. We got to the 7th and he stopped for a moment. I breathed out, tensed for the next blow not sure when it would come. My breathing began to slow, relax I told myself, just breath. Smack! smack! smack! the blows came down one after another no break in between I yelled out in pain.
“Thank you sir, may I have another?” I managed to get out.
“Yes you may boy, you deserve this don’t you?”
“Yes sir! I needed this so bad”
His hand returned to my ass rubbing it gently, the sting still resonating but it was nice to have his hand back. As quickly as it came it was gone again, I tensed up preparing myself once more. His hand came down, again and again and again, hard. I cried out from the sting of his hand, no break between blows, just one after the other, again and again and again. It was too much to bear, I struggled to move but sir was strong and kept me down. Two more and it was over and I tried to regain control of my breath. 10 more I thought to myself, 10 more. I deserve this punishment.
“Thank you sir…may I…may I have another?”
“You will boy, I want you to stand up and look down at the floor, do not look up or I will punish you further, just stay still”
“Yes sir”
I felt him remove his hand from my back and I stood up and looked at my feet and to my shock, my cock was still pointing straight out. Despite all the pain I was in, my cock was still aroused just to be in the presence of my new sir. I could see his feet move out of my vision and the sound of a zipper, probably from his suitcase. I dare not look up, this punishment was already painful enough and I did not want to add to it. The zipper was closed and he returned back to sitting on the bed.
“Get back into position, Matt.”
“Yes sir.”
I leaned across his lap and I could feel the sting once more as the muscles in my ass stretched out. As soon as my belly landed across his lap the beating continued. Smack, this one harder than ever before and I yelled out in shock. Smack! Just as hard as the last one my ass began to burn from his hand. One after the other it comes, I feel a tear begin to roll down my face as my sir beats me for being late and my ass begins to burn like it is on fire. Suddenly he is done, but only after 7 blows.
“Catch you breath boy, you have three to go and these are going to hurt, but you deserve it boy.”
“Y….y…yes sir”
My mind is racing for what is to come next, I try to slow down my breathing and get under control. More tears roll down my face, but I know sir is right. I do need this punishment and I am sorry for disappointing him.
After a few moments my breathing is under control, but my ass still burns. Sir reaches for my face and covers my mouth. I hear a sharp swish through the air, a smack and my ass ignites in as I yell out, quieted by air covering my mouth. I had never felt something like it before and I began to cry like a baby. It hurt so bad. A moment passed once more and that swish, smack and fire came down across my ass. I tried to move in any direction I could but sir kept me down where I belonged. Then the third, swish, smack and fire once more. It was the worst pain I had ever felt, but I laid there knowing it was over.
“Th…tha…th”
“Just relax for a moment baby boy, you can say it when you stop crying, it is over now.” He said tenderly.
“Like a good submissive boy you stayed hard the whole time.”
His words put me at ease, I began to breathe again, but the pain was still there. After a few minutes I stopped crying, still laying there naked before my sir across his knees.
“Thank you for my punishment sir” I said.
“You know now not to be late again, don’t you baby boy?
“Yes sir, I won’t be late again I promise sir”
“Good boy, do you know what I hit you with?”
“No sir”
He brought a wooden rod to my face so that I could see it.
“This is a cane boy, in the future I will use it to beat you many times but know that it is only to make you more obedient and a better submissive”
“Yes sir, I know it will be good for me sir.”
“Now I want you to relax, you being late is behind us now, you have been punished for it and we can move on. Now stay there and relax, I am going to put some lotion on you to help with the pain.”
I hear him opening a bottle and rubbing his hands together to apply to my beat ass. The lotion stings a little at first, but feels good as sir rubs it into me. My mind slows down to process all that has occurred. I had just been beaten by my college roommate and I let it happen, wanted it to happen, needed to happen in fact. I just wanted to please him and be a good boy for him for as long as I could. He applied more lotion and it did help, but my ass still felt sore.
“Get up and face me how you did before, legs spread and hands behind your back.”
“Yes sir”
I got up, turned towards him and put my hands behind my back ready for whatever comes next.
“Oh Matt, you look so beautiful standing there like that. Turn around baby, I want to see what your ass looks like”
“Yes sir.”
I turned around putting my hands behind my head so he could see his work.
“You are so hot like that, red marks across your ass like a good sub should always have, turn back around.”
“Yes sir”
“Now baby boy, I have to get up early in the morning to look at houses like I told you and I need to sleep, but rest assured you will see me tomorrow once I have done with looking for the day. Once I release you tonight you will put on your clothes and go home. When you get there you will strip naked. You can not jerk off at all tonight boy, do you understand?”
“Yes sir”
“I am putting my trust for you to not do that for now boy. Once you are naked you will send me a picture so that I know that you are then you can go to sleep. Once you wake up you will send another picture to me naked. If you have to leave your apartment you must tell me, but while you are there you are to be naked at all times. I will be sending random texts throughout the day, you will have two minutes to respond to me with a picture of yourself or I will punish you. Do you understand boy?”
“Yes sir!”
He grabbed my neck and pulled my head to his. He kissed me hard and passionately, but only for a moment before he let go.
“Now go my boy, I will see you tomorrow.”
“Yes sir”
I put on my clothes and felt his gaze so I bent over towards him to try to give him a show. I was sad to be leaving him, I wanted to spend the night in his bed but it was not to be at least tonight, but hopefully soon. I tied my shoes and started walking towards the door and looked back at him. Still sitting there in his underwear staring at me, I looked down at his crotch, he was hard. I smiled at him and left the room.
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