Becoming My Best Friends Personal Cocksucker free porn video

When I was just a teenager, I remember discovering sex and as most boys do an incredible urge for all things sexual. Not long after this my neighborhood friend (same school but he was 3 years older), introduced me to porn movies one day when hanging out at his house. He was sneaking out movies from his older brother's collection and one day while I was over at his house hanging out, he let me watch one. I was amazed as the mystery of sex was revealed in front of my eyes. Only having a few precious moments to watch it was disappointing, but I left there with a raging rock-hard little penis and nothing on my mind but that porn and my need the jerk off, which I did as soon as I got home! We talked on the bus the next morning about me coming to sleep over that next Friday night with the main intention of watching porn movies all night and settled our plans. Later that day (I think it was a Monday) he told me on our return bus ride home that I should not jerk off any more until Friday night and we would do it together. I readily agreed, and you have to realize I looked up to Scott and we had seen each other naked many many times since we would regularly change into our swimsuit in the same room at the same time and even make quirky remarks about our privates. We even up to this point occasionally would make bets that resulted in the looser kissing the winner on the butt or even the head of our dicks, all innocent and primarily for the embarrassment not in a sexual deviant way. So the idea of jerking off together didn't even phase me in fact I was looking forward to it so that I might get some tips from him. I knew he had a much larger cock than me, it was big and I would later measure it as 7 and 7/8 inches long (he always insisted that it was 8 inches and maybe it was but the day I measured it I thought it was 1/8 inch short of 8 inches) and his cock arched upward beautifully. When he was fully erect the head of his cock touched his belly and I could slip two fingers behind his cock at the middle and his belly. He really had a gorgeous member, it seemed perfectly proportioned in length and thickness and his circumcised head sat on top big and curved like the ideal crown on top of a sculpted cock, throbbing veins wrapped around it and when he was hard it was like a piece of rock, just incredible. Mine on the other hand was at the time less than 4 inches (more like 3 and a 1/4) and curved to the left off into nowhere. My stubby odd shaped skinny dicklet was really embarrassing compared to the beauty, shape and size of his! Honestly it wouldn't even be fair to talk about mine in the same sentence, they were worlds apart in size and beauty what a difference a few years makes! I admired Scott and most often took his advice and comments as gospel, I had no reason not to and when I think back to that time it's clear to me now that I was always very submissive and a follower of him and I'm sure he was aware of my unquestioning support towards everything he said. So just as I had promised I refrained from jerking off from Monday until Friday night and for a hormone crazed 14-year-old that was an amazing achievement to be proud of! I don't know if I ever stopped thinking about that porn movie and our pending sleepover throughout the rest of the week but somehow I made it jerk off free to Friday night when I arrived at his house around 6:30pm.
Come to find out his father was out of town on business and his mom was gonna be spending the night with girlfriends as they were heading to the casinos in NJ real early the next morning. His sister had already moved out and his brother was only a part time resident, so we had the whole house to ourselves! I also figured out almost immediately that he was high, he said that he shared some weed with his brother before he left for the night, so he was high, and I was going to likely remain sober because neither of us had any weed or booze to share. It irritated me a little bit, but I also knew that if I had the chance, I would have done the same thing. This would change the whole night as his inhibitions were way down and his urge to cum while high became his top priority. What happened next changed my life for the next five years. With one of the porn movies playing on the big TV in the living room we settled in and as we were making small talk about this girls tits or that guys big cock he dropped his shorts stretched out on the couch with his legs spread out in front of him and started slowly rubbing his lovely cock and me being sober just stared at him, I wasn't really watching the movie at this point instead my side was turned towards the TV while I was mostly facing him. His cock was already rock hard, and he was methodically stroking that beautiful young throbbing cock, he kept talking about how it must feel to be sucked off like we watched in the porn movie playing in front of us. More than anything else he wanted to get a blowjob, he talked about it constantly. Not long after he had started jerking off, he noticed me staring and he finally said, "if you're not going to watch the movie why don't you make yourself useful and help me out by going to get the baby oil from the bathroom and lube me up!" I practically ran to and from the bathroom returning with a half full bottle of baby oil and he motioned me to get down between his legs so I could go to work and so that he could still see the TV over me. I knelt down between his legs per his suggestion, squeezed out a large amount of oil into my hand and reached out and grabbed his cock, again I must admit I was mesmerized by his gorgeous cock I mean I think I might have even started drooling! In my distracted state I made a few feeble attempts at jerking him off but he was quick to critique my efforts I listened and tried to make it better but he eventually said that maybe it would be better if I could try sucking it like the girl was doing in the movie to a guy on the couch, I turned and watched the movie for a moment and noticed that we were in the same situation as those two in the movie him being the guy and me the girl! My initial thought was that he was being a bit pushy but I was now rock hard myself and I was kinda surprised that I was enjoying it as much as I was, I remembered that he was high so I said that I would try it if he wanted me to but that I wasn't sure how I would like it. I totally looked up to Scott, his age, and apparent wisdom and especially his vast knowledge of sex (compare to mine). I never even thought of questioning him and just assumed he knew best. He just laughed and said something to the effect of - I don't really care if you like it or not! The whole point right now is to make me feel good and if you suck my cock that's gonna feel awesome! So, c'mon now give it a try you know you're probably gonna like it as much as me! That was pretty bold but again I got his point and being horny as hell and excited about the whole thing I thought to myself why not it sounded pretty fun and remember I was super horny, and I was oozing precum already. So, I cautiously put my mouth down and let the head of his gorgeous cock slip between my lips. He moaned loudly and started encouraging me to go down and take more, suck harder, keep my teeth off of him and bob my head faster all of which I obediently did. I was busy working hard to give my close friend a good blow job and probably 10 minutes into it I had a revelation and thought that it was pretty cool, and I was getting into it. Here I was giving a good friend who I looked up to pleasure and he was seemingly enjoying it too. Scott was really into it moaning and directing my efforts and I felt important because he "trusted" me of all people to be able to give him the blowjob he so desperately wanted and said he dreamed of. I found that I really liked the feeling of his rock-hard warm cock in my mouth the feel of his bulging veins sliding across my tongue and lips and I got a small taste of his precum as it oozed from his warm silky curvy head and liked it. I started playing with the head of his cock with my tongue then without warning I popped his cock out of my mouth and started sucking and licking his tightly packed balls just like the hot girl was doing in the movie playing behind me and he really wanted me to keep it up as he was truly enjoying it, so I decided to continue exploring my ideas of sucking his cock and balls and that seemed like a turning point because instead of directing my actions and coaching me he began encouraging me and moaning. I decided to slow down and in the process postpone his orgasm by easing up on my pace and vigor a bit so it would last longer, as you have no doubt surmised I had started to really get into the whole cock sucking thing and while he was very near the point of no return I asked him how I was doing and if he wanted to cum in my mouth or jerk it onto my face like the guy in the porn flick had just done or did he want something else. All he would keep saying was I don't care just keep going! At this point I had been on my knees between his legs sucking his cock for nearly 25 minutes and he was virtually about to explode so I decided it was time to let him cum as my jaw was sore and tired I figured out two things while sucking his cock for the first time; don't postpone his orgasm unless I'm prepared for at least 15 minutes of more sucking and that giving a good blowjob is really hard work! I had every intention of getting his full load in my mouth I had worked hard for it and thought I would like to see what it was like to taste his cum. I had tasted my own and it was okay, so I wasn't the least bit squeamish about getting a mouthful his. Well it didn't take too long before he started groaning and grunting and yelling "here it comes" thinking I was ready I remember mumbling (with his cock pounding in and out of my mouth) "do it!" Just as I did, he exploded with a monster shot of cum, it hit the back of my throat and I immediately gagged, choked, spit, and coughed and while I was trying to regain some composure Scott had grabbed his spit-soaked cock and was jerking string after string of cum all over my face and neck. Needless to say, the finale didn't go as planned for me or him! I had his cum in my mouth all over my face, hair, neck, shirt and shorts I was a mess! He didn't thank me and instead he seemed frustrated and disappointed and said I needed to practice because I wasn't very good. I remember thanking him for letting me suck his cock (it was meant to be sarcasm since he hadn't bothered to say it to me after I had just worked like heck for the last 25 minutes!) he just replied by smugly saying that he was "happy to help" and that I SHOULD thank him for the opportunity to suck his cock! He said that I ruined his orgasm when I pulled my mouth off of his cock when he was cumming and he said that I needed to practice because he didn't enjoy it and he said he would let me try again later if I thought I could handle it, almost daring me to do it again, his attitude was like he was angry or disappointed with me and I picked up on it right away. I apologized several times for ruining his orgasm and told him I would like to see if I could do it again when he was ready if he wanted me to and if he was okay with that. Just imagine I had just sucked him off and he was complaining about my awful effort and worse yet I actually felt bad about it and wanted to make it up to him! I said I was sorry and again thanked him for letting me try to suck his gorgeous cock and balls and told him that I promised next time I would be better. His response was straightforward "we'll see!" So I knew I would get at least one more chance. Covered in his cum he told me to smile as he quickly took a picture of me with his cum dripping from my chin and cheeks and laughing he told me to sit back and learn from the porn we were watching. I sat back on the couch next to him with my cock jutting off to the left like it always does and we watched 3 porn flicks and he showed me what he liked as different guys got sucked off in the various movies. Each time I would start to stroke my little penis he would find something to distract me so I couldn't achieve an orgasm either. Man, I remember being SO horny and aching to jerk off! But he never let me and he never really let on that he was intentionally making sure I didn't cum but he was! He was always teasing me about my tiny penis and how his was bigger than mine even when soft. He seemed to be really happy about having such a superior cock. I think he knew that if I was to cum I might not want to be his cocksucker due to post climax regret and did a good job of keeping me from cumming. I remember telling him I wanted to jackoff, but he would tell me I needed to finish what I started, which was to give him a proper blowjob first. So for the remainder of the night I did not cum despite my constant urge for relief. He said at one point that it wouldn't be fair if I got to cum after I was responsible for ruining his orgasm. Not to worry because around midnight I had another chance to try again this time I was asleep on the floor beside his bed in his room when he woke me up by slapping his hard cock on my face and trying to work it into my mouth. I woke up and very quickly realized what he wanted but this time I was eager to get him to cum in my mouth so wanting to do better I got up let him lay on his bed while I kneeled on the floor and started sucking his beautiful cock for the second time that night. It also seemed like the fastest way for me to get relieved as well, that wouldn't prove to be the case but more on that later. This time I was more deliberate and focused on doing a much better job of sucking his throbbing cock and he was really appreciative from the sounds he was making, not to far in I reminded him to please let me know when he was going to cum so I could prepare, but he just laughed and said you'll know! So I continued sucking my friends cock as I drooled and my saliva dripped from my chin and dribbled off his balls, I had no trouble getting him lubed and sloppy and you could only hear him moaning and my mouth gurgling as I bobbed vigorously yet methodically up and down on his cock. I would guess it was probably 20 or so minutes into my second blowjob when I started to pick up on signs he was close to another big cum blast, I noticed his breathing quicken, his legs tensed and his moaning turned into grunting and groaning I wisely backed off his cock and worked on that big bulbous head of his as he quickly reached that magic moment and then it began thrust after thrust as ribbon upon ribbon of his cum filled my mouth about halfway through I realized I was going to have to swallow before he finished shooting his load or it would begin seeping from the corners of my mouth and I didn't want to waste a drop he had complained about that earlier. Believe it or not I was doing my absolute best to keep him happy if for no other reason than to prove to him (and myself) that I was a good cock sucker! I managed to swallow some before any leaked out but still ended up with a mouthful! I held his cock in my mouth until he softened quite a bit and I was quite proud of myself and how I had performed. Scott eventually reached down and pushed my head off his cock indicating he was done. As I raised my head he no doubt noticed my mouth was full and asked if I was able to catch his entire load in my mouth without spilling it to which I just looked up at him and nodded, it was at that point he realized his cum was still in my mouth because he kinda sat up and questioned me like, is your mouth still full of my cum? I nodded again and that's when he reached over and turned on the overhead light, then reaching over he put his hand on my forehead while I was still kneeling at the edge of his bed and pushed my head back and told me to open my mouth so he could see his cum filling my mouth and I immediately obeyed and opened my mouth he got a good look and then asked me if I liked it to which I nodded again. While continuing to hold my head back he made a comment about how much he had cum, and said he thought he felt me swallowing it while he was cumming and I nodded that I had swallowed to which he kind of chuckled and said wow I gave you 2 mouthfuls!? Doing it in a sort of excited and at the same time questioning tone. After what seemed like a few long minutes of more comments he eventually told me to swallow it and I did of course. I half sarcastically again thanked him for the privilege of letting me suck his gorgeous cock to which he answered "your welcome" in the most dominant and masterful way! He then began asking me about my feelings about sucking his cock to which I answered honestly saying it was exciting and made me hard and horny (remember I still hadn’t cum yet). He asked me if I was willing to suck him off "all the time" which despite his wording I took to mean would I want to do it again maybe on a more regular basis, to which I replied how much more often I had just given him two in less than six hours! We both got a good laugh and he clarified his question by asking if I was willing to suck him off like several times a week like 6 or 8 times so he wouldn’t need to jerk off anymore! I asked him what he meant by 6 to 8 meaning sometimes giving him blowjobs more than once a day? To which he quickly replied well yeah of course but you still need to get a lot better at it, I mean one decent blowjob doesn't make you an expert. I thought about it internally for just a few seconds before saying that I thought it was really fun and that I wasn't sure how much I could do it (after all I was only a teenager) but that I was having fun and had enjoyed the challenge. I told him that I would love to be able to suck him off if that's what he liked. Then he gave me his ground rules by letting me know that on no uncertain terms that he would never be returning the favor in other words if I wanted to jerk off then that's up to me he just never was going to allow me to do it in front of him. His explanation for this rule was that in his mind so long as only one of us was getting satisfied then it wasn't sex and then we weren't gay, and so I agreed I wouldn't ever ask him to do anything for me and would not touch myself in front of him because I wasn't gay either, to which he said that's great, man this is going to rock! To which I answered yeah but I can't help but think you are getting the best part of the deal, he smirked and nodded in agreement. I never in a million years thought that he would hold me to the "no cumming" rule (which he in fact did hold me too but more on that later!!) and I really did enjoy sucking his beautiful cock, so it wasn't all bad for me either. I still had not jerked off since Tuesday and it was now early Saturday morning (about 1am) so I told him I needed to go "relieve" myself in his bathroom to which he quickly said no, I mean can't you wait until you go back home tomorrow otherwise it's the same thing! I was really horny and realized I shouldn't have said anything and just gone and done it now he would never let me go to the bathroom with the door closed. Needless to say, I got up peed (with the bathroom door open) and went back and laid down on the floor next to his bed where I was going to sleep. We talked about my sucking and what he liked and so on almost as if he was critiquing me and he made suggestions for the next time I suck his gorgeous cock as to how he wanted me to do it, I listened and made some suggestions of my own and we eventually drifted off to sleep. He insisted that I learn to "deep throat" him like those girls in the movie he said he wanted to feel like a porn star and I should be able to do it since he was not that long and I said I needed to practice because he was pretty big. He just laughed and said "I know you can do it you're a natural". I just smiled thinking that he must have enjoyed my latest effort. As the taste of his cum lingered in my mouth I drifted off to sleep. When we awoke around 10am Saturday once again he required my mouth to relieve him of more built up cum to which I obediently serviced him. He was intentionally forcing his cock deeper and deeper as he informed me that my training had begun. I was doing pretty good to I remember being able to get most of his 8 inches down my throat it was the last inch and a half that was difficult. With his hands forcing my mouth up and down on his cock slowly but surely I could get deeper down his rock hard cock and as he essentially face fucked me it didn't take long for him to pump another load of his cum into my mouth. I swallowed a somewhat smaller cum deposit, after opening my mouth so he could marvel at my cum filled mouth again I looked up at him from my knees his cock still wet from my blowjob, my mouth was covered in his cum that I had just swallowed (after showing it to him) and thanked him for letting me service his beautiful cock and he quickly responded with a "your welcome my little cocksucker". Now in less than 16 hours I had sucked him off three times and I still hadn't cum even once though I did dribble a lot of precum during the first blowjob my underwear was soaked and sticky after I finished. We hung out for a while before I headed home when I got home I immediately jerked off thinking about the events of the last day, I exploded a huge amount of cum string after string launched effortlessly into the air landing on my belly and some of it landed on my chin and lower lip as I lay on my back on my bed recounting the experience of sucking his cock the day before. That evening Scott dropped by my house and asked me if I could sleep overnight again tonight and I told him I wasn't sure my parents would let me. He turned around and closed my bedroom door and then turning back had his semi-hard cock out, he pointed at it and I quickly got onto my knees as he fed it into my mouth. I was sucking for about 5 minutes and he was really good and hard when my mom called for me from the living room. I didn't stop at first until again she called to which I shouted "coming " we both laughed at the dual meaning as I stood and headed down stairs to see what she wanted. I left Scott standing there with his rock-hard cock dangling in the air waiting to be finished. When I got to the living room my mom said she would be going out after her bowling league game and wondered if I could see if I could spend the night with Scott at his house to which I replied that I thought I could, but I would check with him and let her know. Of course I knew right away that I would be sucking Scott's cock all night and as I returned to the bedroom he was still standing there with his cock in his hand stroking it waiting for me to continue! I quickly knelt and jerked him a few times as I started sucking where I left off. Between sucking I told him my mom said it was okay for me to sleep over and that I could leave right away. Scott pushed my mouth off his cock and said that we should go now then and I could continue when we got to his house. He started pulling up his pants and I grabbed a few overnight things and we headed for his place. We got there and he produced a joint that he had gotten from his older brother and we quickly found a good spot in the tree line behind his house to smoke it. I had yet to suck him while I was high so this was going to be a new experience. He had some flavored lube he got out of his sister's room and told me to rub it in good so he would taste like strawberries I just laughed and said okay. What I didn't realize was that the oil was numbing so as I rubbed it in he got desensitized. Well having no idea what I was doing I put on 3 batches about 10 minutes apart as I stroked and sucked his cock. I felt the numbing from the oil on my lips and tongue but just assumed it was a byproduct of being high, having just smoked a joint. He continued "training" me to be able to deep throat him and he would tell me later that he wanted to use the lube so he could last longer so I could have more training on deep throating him! He was so thoughtful! I sucked and kept rubbing on more oil until he realized he had to pee and being high I misunderstood what he was trying to say and kept insisting he go ahead all the time thinking he was going to cum! Soon he softened just a little and started pissing in my mouth and since I was thinking all along that he was cumming I was eagerly swallowing and swallowing thinking to myself that he was cumming an awful lot! I soon realized that it was piss and I had been encouraging him to pee in my mouth not cum, which is why he was so reluctant but when I tried to pull back he quickly reached out and grabbed the back of my head with both hands and said "Oh no you don't it's too late now, you're going to drink it". After he finished pissing and I had recovered from swallowing it he looked at me (I'm still on my knees) and said, "c'mon I haven't cum yet, get back to work!" As a result of the multiple applications of the numbing oil I guess I sucked him for over two hours, my jaw was so sore in the morning it felt like I had been kicked in the jaw! Wow it was aching! One thing that did happen was that I learned to relax my throat and I was able to get his entire cock down my throat and hold him there, the more I did it the more I got used to it and he started holding me down and when I would start to squirm and gag he would hold me a bit more then let me up for air after which I would go down all the way again and he would hold me again timing me to see how long I could hold it. I couldn’t believe how long he lasted, my mouth and jaw was so sore and weak that when he finally exploded I couldn’t hold my lips tight around his bursting cock and some of his cum dribbled out of the corners of my mouth, he seemed very pleased with my effort but told me that I shouldn’t let his cum go to waste. The next morning with us both back down to earth he again had me suck his gorgeous cock while he watched another porn movie and this time despite my aching jaw (it was really sore) I was able to get him to cum mercifully in about 15 minutes! Again I held his cum in my mouth until he was satisfied with looking at how full my mouth was before he said that I could swallow and then I thanked him per my now regular routine and then he told me to clean him up which he hadn't asked me to do before and when I started to get up (to go get a warm washcloth) he stopped me and said "where are you going? I said clean me up!" It was then I realized he meant for me to do it with my tongue. I methodically and thoroughly licked his cock, balls and even rimmed his ass and as I finished, I somewhat sarcastically asked him if that was good enough and his response was a similarly smart ass, "I suppose so, for now". I thanked him again and added a sarcastic request for permission to be allowed to get up and use the bathroom (I had a raging hard-on a combination of morning wood and pure excitement) since all I was wearing were in loose underpants he could see the small tent my dicklet was making and as I stood up he stopped me and said "wait a minute, what's this? As he jerked off my undies to reveal my precum oozing hard little penis jutting out into nowhere. He grabbed it around the base and pointed it up towards me and asked me again "what's that!?!" Meaning the precum which as he squeezed my little dick oozed even more from my tip. "What" I said sheepishly "did you cum!" I thought we had an agreement!" "No cumming " I answered with a timid "I didn't" to which he again squeezed my little penis and said, "then what's that!!" "Use your finger and lick it!" He demanded, I reached down and wiped a surprisingly large amount of precum onto my fingers and then licked them clean, to which he said quickly "Well? Is it cum? Is it? You would know what it tastes like!, is it!??" I again nervously said that "it tastes like it" "that's what I thought" "are you a fag?" He asked and I said, "No of course not!" And I said it with much conviction. "Then why did you cum when we agreed that you were always going to wait?" I said that I didn't know that I had cum and begged him for forgiveness "how do you NOT know that you came? How is that even possible?" I continued to beg him to not be mad and that it will not happen again, but he seemed really mad and was saying that maybe this was going to have to stop, because I wasn't able to control myself. I begged him and even cried and started kissing him on his knees and feet pleading with him to give me another chance and that I promised to never let him down again. He let me grovel and beg for quite a while before offering me an option. He said that if I agreed to wear a chastity cage that only he could remove then he would reconsider but that until I was locked up, I wasn't going to be able to suck him off no exceptions! I was like "okay, yes okay whatever you want" but I had no idea what he was saying I honestly didn't have any idea what a chastity cage was! I still needed to pee really bad and when I asked him if I could go he said "NO, get your glass" I'm sure I looked confused because he just reached over add grabbed my glass that I had used the night before to drink out of and handed it to me and said "pee." He made me pee into my glass from the night before while I stood in front of him because he said I couldn't be trusted in the bathroom by myself and when I finished pissing in the glass he made me again wipe the pee dripping off my tiny penis and taste it now he asked "what is it?" I said "piss" to which he quickly responded, "you should know!!" Now with my dicklet tucked away I was allowed to take the nearly full glass of pee into the bathroom and pour it into the toilet all the time the door was open so he could be sure I wasn't playing with myself he said. When I returned, he told me I was making good progress on my cock sucking and that he thought I was going to be an expert before long. He also said I needed to give him $70.00 to cover the cost of my cock cage and that until he saw it on my little penis, he would not be able to let me suck him off! I was shocked since I was only 14 years old $70 dollars was a lot of money! I said I had $55 now but could maybe get the rest in a week and he just laughed and said give him the $55 and pay him the rest when I got it. So I handed him all the money I had and we jumped on Amazon or some such website where after some searching found a small steel chastity cage that was made for "the smallest man" I think it said. It was $82.00 so after the $55.00 I gave him I owed him another $27.00 but he said that I could pay him as I can. It was a Sunday morning, so we hung out for a while and were just friends we played some video games and went bike riding and at around 2pm we returned to his house and once again wanted me to suck his cock. I was surprised by this because of his earlier remarks about not letting me suck his cock until I was locked up, but he told me that he had thought about it and felt like he shouldn't have to be denied because of my bad behavior and besides I needed to practice and he preferred my cock sucking to jerking off. I told him I would not touch myself at all and promised him to do my best to keep practicing if that's what he wanted. He said I needed to keep my pants on and then he grabbed some rope from the garage and tied my hands behind my back, he said it was so I couldn't rub myself and I felt very vulnerable at this point but being respectful and wanting to keep him happy I didn't resist. After he tied my hands behind my back he dropped his pants and sat on the couch where he motioned to me and said "get to work!!" In a very bold and domineering manner. I learned forward and began licking his limp cock and balls and not having my hands available I found it difficult to balance and so I was having trouble doing a good job, but soon he was rock hard and he started face fucking me and without my hands I had know way to push back and I was gagging a lot, he started by calling out my time 30 seconds, 45 seconds, 1 minute, then he would lift me off I would gasp for air before being forced back down on his rock hard member. And it would begin again 30 seconds... each time stretching it 10 or 15 more seconds. He said that I would need to be able to stay down for a full 3 minutes to be considered good and I needed a lot more practice. I was having a hard time getting to two minutes so I couldn't imagine how I would reach 3 minutes! Thankfully he didn't last long with all my deep throating and he blew another big load of cum into my mouth and throat much of it shot right down my throat and as he released my head in his climax I was able to lift up enough for him to fill my mouth with his remaining jizz. He looked down after he had finished cumming and just said enough open your mouth, at which time I slowly backed my lips off of his softening cock and opened my mouth so he could observe his cum filling my mouth once again. Mmm nice he said and then I swallowed his warm mouthful of cum for the fifth time in three days. He abruptly stood up and began walking away and I asked him if he would untie me but he just laughed and said he would be right back and kept going. I think he went to the bathroom and a few minutes later he returned and again sat in front of me. He began asking me questions about how often I was jerking off and again I asked if he would untie me when he raised his voice and said shut up, I'll untie you when I'm damn good and ready!" How often do you jerk off? He repeated. I said I had last jacked off Saturday when I got home from our sleep over. There was a moment of silence and then he asked me to tell him how many times I jerked off in the past 2 weeks to which I answered twice because he told me not to and I had not. "Good " he said. Your chastity cage won't arrive until Friday I don't want you jerking off at all this week is that clear? Yes I said. Good no cheating you hear me I will find out and if you do there will be hell to pay, understand? Yes I said. Then he said "yes what"? I thought for a moment then said sheepishly "SIR?!?" "That's better you need to show me respect, got it?" "Yes Sir" I repeated. Good. So are you going home and jerking off? "No Sir" Good. Our friendship changed forever at that moment I realized he was not going to be my equal anymore but he was going to dominate me, and I kinda felt good about it, I mean I liked Scott and I felt like I could trust him so I wasn't scared or worried but sort of curious about what the future would hold for us. I was finally untied and I gathered my things and headed home to get some rest before school on Monday.
Monday morning I met him on the bus and sat next to him like I usually did and the first thing he said was "did you follow my instructions?" Yes I said. Good was all he said. I didn't mention how I stroked my little dick in the shower stopping just short of exploding it only took me a minute or so, I was perpetually horny even more than a normal teenager! He was driving me crazy by keeping me from getting much needed relief. I maintained my promise and even though I stroked my little penis in the shower I never let myself get carried away and cum. It was Wednesday afternoon when he told me to come over after school and I knew what that meant so I eagerly rushed over after finishing my homework and he met me at the door and questioned me about what took me so long I told him I had to complete my homework before my mom would let me come over and he just mumbled something and said he wanted me on my knees in his room right now, I complied quickly and a moment later he walked in and sat on the edge of his bed, without saying a word I undid his pants and he lifted up a bit so I could slip them down along with his underwear and I began sucking his cock for the six time in as many days and he just laid back moaning and laughing as I got his gorgeous cock rock hard and went to work doing my duty. I continued to focus on my technique as a sucked his now familiar and magnificent cock, and once again I began to uncontrollably drool and create saliva like it was the best tasting thing I ever had. I worked on my sucking and keeping my teeth off of him while bobbing my head in a steady full stroke up and down the length of his now rock hard cock, I took pleasure in the duty he had gifted me and tried very hard to make him feel good because I now understood my new role as his personal cock sucker. He encouraged me when he liked what I did and directed me when he didn't care for what I was doing. After about 15 minutes he sat up on the bed and firmly pushed my head away from his throbbing cock, I knew he was close to exploding but obviously he was not ready to end the pleasure. He instructed me to lick and suck his saliva-soaked balls which I eagerly did. I could see that he was calming down I had brought him to the very edge, soon he was ready to train me in my deep throating and he grabbed my head and announced that it was "training time!" I knew exactly what he wanted. So again and again he forced me to take his entire length counting and announcing the duration 1 minute, 1 and a half minutes and so on until he shouted "2 minutes!!!" I had finally made it to 2 minutes and now he said that I needed to complete it 2 more times to establish the norm. I had discovered the ability to relax my gag reflex and as long as I had enough air I learned to reach even 2 minutes and 30 seconds eventually but over the next 5 years he would never be satisfied by that. On this occasion Scott decided he wanted to jerk off into my open mouth because he said he had not cum for 3 whole days and wanted to see his cum filling my mouth. As he was nearing his climax he stood up and pushed my head back and pulled his cock head out of my mouth and positioned it on my waiting tongue. With a few more pumps of his hand he began grunting and his cock throbbed and spurt string after string of his warm delicious cum into my open mouth. As he predicted he was full of cum stored up over the past few days and he deposited more cum in my mouth than ever before. As his orgasm subsided, he rubbed his swollen red cock head over my cheek to wipe his remaining cum off. He proudly admired his feat. My head remained tilted back and he marveled at the amount of cum he had given me. With the hand that held my forehead back he shook my head and watched as his cum jiggled and swayed in my mouth. Then he stuck his cock back into my mouth and "stirred" his cum with his cock head before pulling it back out only to wipe it clean again on the side of my face. Not satisfied he moved around to the other side of me and again stuck his cock into my cum filled mouth only to remove it and wipe it off on the other side of my face. He did this several times until my face was completely covered in his cum and I still had nearly a mouth full. He then told me not to move as he stepped away for a moment and when he returned he was holding a phone and he was snapping photos of my cum filled mouth and face. He positioned his still hard cock in my mouth so that he could capture his cock and my open cum filled mouth in the shot, he took like 20 photos and was quite proud and remained excited evidenced by his gorgeous cock remaining hard. It had been a good 5 minutes for all this to occur and as you might imagine I was getting tired of holding his cum so I motioned to him to ask if I could swallow to which he quickly responded wait I'm gonna video you so when I say to start I want you to show me your cum filled mouth, swallow then open your mouth again to show me it's all gone then you better thank me for it! I did as he directed and he even let me watch the video several times afterwards. Throughout this entire event my little penis remained rock hard! Clearly I was meant to be his cocksucker! I stood up and he noticed my pants were soaked with my saliva that had dripped from his cock and balls and he also noticed the small tent my dicklet was making and he commented to me about how we were going to soon fix that problem.
Thursday afternoon was more routine for me as I arrived at his house and went to work sucking his glorious cock swallowed his cum and thanked him. There were more pictures taken and a short video of me deep throating him. Friday he told me to plan on sleeping over because he said it was going to be a big night. When I arrived around 6:30 that evening he had in his hand my chastity device and informed me that he was going out with Becky to the movies and he would be back around 11ish and that if he didn't score with Becky I would be her proxy. Needless to say I was surprised, Scott invited me to sleep over and had plans to go out? He took me to his room and made me strip, which I did and then upon seeing my little penis hard and looking at it he announced that he was going to shave the little bit of pubic hair that had started to grow and place the chastity thing on me. I began to protest because as a young teenager you are quite excited and proud when you finally started growing pubic hair it is a sign of maturity so to speak. He cut me off and said that it had to be done and if I resisted he would have to tie me down but he didn't want to. I mumbled and squirmed as he began using an electric shaver to remove the hair and at some point he just got fed up dropped the clippers and grabbed his rope and proceeded to tie me down to a chair. I pleaded with him not to and that I promised to behave but his mind was made up. After shaving me clean he went a grabbed some ice and shriveled my penis to a micro size. He opened the chastity thing and searched until he found the smallest ring, placing around the base of my dicklet and balls it fit easily and he was disappointed that it was not smaller. He completed the installation of the chastity cage then inserted the lock device twisted the key and just like that my little dick was locked away. He was quite proud of me and commented about how good I had been and that I needed to embrace this and be proud of my decision and of our past. He took more photos and tried to see if he could manipulate it to expose he penis but after several, some painful attempts he seemed satisfied that I was not going to be able to get out. He stuck the key in his pants pocket and informed me that I was to watch all his porn videos while he was on his date and that upon his return he would feed me "dinner".
I did as he asked and for nearly 4 hours I watched porn and my little penis was able to swell but unable to even reach it's full 3 and a quarter inches. Strangely I had assumed I would only be locked up in Scott's presence when we were together and I was servicing him, we never discussed it but that was my impression based on the various conversations we had about it. This would turn out to be completely wrong of course he said he intended for me to remain locked as long as I was going to be his cocksucker and if I wanted to stop that I should remember he had many pictures and videos that showed me in very compromising situations and that he would probably consider sharing them if we no longer maintained our agreement, in other words I was not going to be able to stop being his personal cock sucker until he was done with me. At first I thought it was fair I mean no one forced me to do anything and I really was getting pretty good at being a cocksucker he told me so on many occasions. Plus while I wanted to jack off I wasn't really desperate...YET.
I waited for Scott to return from the movie and while I sucked him off he told all about groping Becky and feel of her tits, and even the size of her youthful perky nipples. I enjoyed and felt privileged that he would share those details with me and I would get even more worked up as I strived to become the "expert" cocksucker he constantly told me I would someday be.

I would go on to service Scott for the next 5 years almost daily and true to his word he never touched my cock once and he rarely let me out of chastity, usually only when I was going on family vacations during which time I would jack off almost constantly!
My dicklet never got much bigger than just over 4 inches.
I was always required to thank him for the pleasure of his cock, it was 100% one way - me servicing him while usually on my knees him cumming, me swallowing. So even when we both had girlfriends I still never missed a beat he required my mouth and I enjoyed the whole experience but looking back I can only imagine how great it must've been to have your own personal cocksucker for 5 years through middle and high school which is exactly what he enjoyed! I sucked a lot of cock over five years and I'm proud to say I became that cock sucking expert Scott said I would someday be. It averaged out to about 5 times a week for 5yrs and 3 months that thousands of blowjobs to help me become a real pro! We don't live near each other and we're both married with c***dren now. But when I return home to visit family I almost always wind up sucking him off for old times sake.