Bobby’s startlingly huge cock had left him inexperienced with sex even at 18, until a side job painting a neighbor’s house led to an unexpected breakthrough.
4,217 words Added Mar 2016 15k views 4.9 stars (12 votes)
You may be looking for the following similarly named story: Coming of age
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At 18 years old, I figured I still had another few decades before I would even begin to figure out what life was all about. All I knew is that I was cursed by an insatiable sex drive that, because I was still a virgin, I had to take care of with my hands. And I took care of it a lot. At least two or three times a day I would have to whip out my cock and jerk off. I was also cursed (some might call it blessed) with an enormous cock. My cock was so big around that I couldn’t close my fingers on it and I could two fist that mother with lots to spare. I came so much that it was always best to jerk off into the bathroom sink because my load would blast through tissue or even paper towels.
I actually measured it once and measuring from the top, it came in at a fat 14 and a half inches. Its plum sized head was nicely cut and a big gnarly blue vein traversed its length. My balls had always been a problem too. They were as large as squash balls and hung low in a silky sack that extended about 8 inches. My package was hard to conceal and wearing shorts in the summer was always risky business. Because my cock was at least 9 inches when it was soft and was very, very thick, it looked like I had a roll of socks stuffed into my shorts. As a matter of fact, a few years earlier I was accused of having a roll of socks in my shorts and won a ten-dollar bet with my buddies when I proved it wasn’t socks that made that bulge. After I showed them my cock, they always looked at me a large differently.
The few girls I dated always seemed grossed out when they felt my crotch. As soon as they felt my cock they would make excuses about having to get home and I figured I was not only undesirable, but also a freak and someone that would never enjoy intimacy with a woman. And as for my growing attraction to mem—well, that was even more scary, and I was too rattled by it to actually act on my burgeoning feelings. So for the years following puberty, I had to make do with my hands. Every time I would get to know a girl I would avoid the subject of sex and most of them moved on, probably because they thought I wasn’t interested in them or was gay or something. And the more I thought I might be, the more I stayed away from guys completely. Sex, in short, was a mystery, and a problem.
All that changed the summer of my eighteenth year when I was earning some spending money by painting the trim on my neighbour’s house. It was a very hot day and all I was wearing is a pair of shorts and my sneakers. The neighbour, a single dad, wasn’t home and his yard was very private so I had just put on a pair of silk running shorts to help cope with the heat. The sweat was rolling off me and my shorts became soaked with sweat. My cock was clearly visible through the silk material but I didn’t care because no one could see me. All I knew is that it was hot as hell and that I would have painted in the nude if I could.
I was on a ladder painting the trim over the kitchen window when I heard someone moving about in the house. Mr. Johnson had arrived home and was putting away some groceries. He stuck his head out to ask how it was going and then asked if I would like a cold drink. I looked down at him to say hi and to tell him I would love a cold drink and then I noticed he was staring at me—at my crotch more specifically. I thought for a minute he might have been looking at the paint job but soon realized that he was staring at my shorts. I looked down and noticed that several inches of cock and my balls were hanging out one leg of my shorts. Also, the rest of my cock was clearly outlined in the sweaty, wet silk of my shorts. I may as well have been nude.
I was very embarrassed and as I tried to cover myself up while holding a paintbrush and paint can, I slipped on the ladder and fell to the ground. More embarrassed than anything I stayed on my stomach pretending to be hurt so I could conceal my cock. I was wishing he would go into the house for a minute so I could dash home and change. Mr. Johnson asked if I was okay and I replied that I thought so and had probably just knocked the wind out of me. Mr. Johnson ran to my side and tried to help sit me up. He pulled a lawn chair over to where I was sitting and helped me up from the lawn and into the chair. I slumped into the chair and tried my best to cover my crotch. It was then that I noticed a long scratch on my stomach that must have been caused by the ladder when I fell. The scratch ran across my stomach and below the waistline of my shorts. I had also spilled a bit of paint on my chest and legs.
Mr. Johnson reminded me that he was a nurse and would be happy to take a look at it. He kneeled on the grass in front of me, gently pushed my arms to the side and ran his fingers over the scratch. He followed the scratch down my stomach and lifted the waistband of my shorts to see how far the scratch went. He said it was going to be fine but that he would get a wet cloth to wash the area, out on some ointment and then clean up the spilled paint. As he went into the house to fetch the washcloth, I was tempted to run home. I tried to bunch up my dick as best I could but either my balls or part of my cock would fall out one of the legs of my shorts. I covered my crotch with my hands as Mr. Johnson returned and tried to cover up as much as possible.
Mr. Johnson dipped the cloth on a bowl of warm water and told me to put my head back and he would clean off the paint and have a look at the scratch. He bent forward over me, and, since his loose shirt was mostly open, I was treated to a look at the most gorgeous muscular chest I had ever seen outside of the smut pages on the internet. Along with a perfect view of his thick, hard looking pecs, I could clearly see his large brown nipples. He asked me to put my head back and as I tried to do so it quickly became uncomfortable so I slumped in the chair to rest my head on the back of the chair. It was then I could feel that my balls had fallen out of the leg of my shorts and were now dangling over the edge of the chair.
My cock was lying right beside them. I didn’t know what to do but hoped that he was giving all his attention to the paint and wouldn’t notice. I kept my eyes closed and tried not to think about his beautiful pecs so I wouldn’t get a hard on… that was all I needed! Because I was hot and sweaty, my balls were hanging lower than usual and I became concerned that he would freak out if he saw them. My young mind had never had to deal with a situation like this but I figured the best way to deal with this was straight up. I asked him if I could tell him something, to which he replied, “Of course”. I then proceeded to tell him that I would never had dressed like this if I knew he was going to be home. It was just so darn hot that I had thrown on the lightest pair of shorts I owned and as such, they didn’t really cover me properly and I was very embarrassed. I asked him if he would mind letting me go home and get decent before I was embarrassed any further so he didn’t think poorly of me.
As I had been speaking, he looked toward my crotch and I could see his eyes glued to my cock and balls. He seem transfixed on them and as I tried to cover myself he snapped out of his large trance, brushed my hands away and told me not to be silly, that he was a nurse and that he see lots of people in various states of undress every day. He said not to worry about being embarrassed and that he understood why I dressed the way I did and said he would have done the same if he thought no one was around. I had my eyes closed in pain and didn’t even think about my state of undress. I started to apologize again and he told be to be quiet and to sit still and let him finish cleaning off the paint and looking at the scratch.
He told me I was a silly boy and to let him take care of me. He was on his knees between my kegs and as he started to clean the paint off my chest, he moved forward and pressed his legs into my crotch. The contact was very firm and I could feel his legs gently pressing on my cock and balls. It felt so good but if I was embarrassed before, I knew I was in big trouble now. Predictably, my cock started to fill out in response to his gentle touch. Before long I was at half-mast and the head of my cock started to push into his abs. I didn’t know whether to shit or go blind! All I could do was keep my eyes closed and pretend that everything was OK. I peeked down and saw him continuing to wipe my chest but his eyes were glued to my cock. This only made matters worse and my cock was now a full on stiffy. Shit. I watched him watching me and my eyes went again to his magnificent chest. I watched as his heavy pecs swayed back and forth and shifted with his movements. Fuck!
I was so embarrassed I finally couldn’t take it anymore and started to apologize again. When he asked what the problem was I looked at my cock and said I didn’t want to gross him out and make him think I was a perv. Nonsense he said, and as long as it is staring him in the face, and that it is the only part of my body he hasn’t checked, he may as well make sure it was ok too. I told him that wouldn’t be necessary but he wouldn’t take no for an answer. He pushed my hands away and sat back to look at my cock. My discomfort and embarrassment were quite obvious and Mr. Johnson sensed that I was still ill at ease. He took my hand and once again, reminded me that he was a nurse and as such, had seen hundreds if not thousands of men in their altogether. My mind was racing with a myriad of different thoughts and emotions. On one hand, I was being comforted by a health care professional whose approach was seemingly professional and clinical and on the other hand I was, for all intents and purposes, naked with my cock and balls exposed and looking over the hot muscles of a hunky man.
Mr. Johnson took my cock gently into his big hands and started a thorough examination. He became less gentle as he lifted and twisted and moved it all over the place so that he could see all its surfaces and the more he touched it, the harder I became. He didn’t seem to react when it reached its full potential and the head of my cock was within a few inches of his face. I noticed that his breathing had seemed to quicken and his mouth was open. As he licked his lower lip I could see his wide shoulders rising and falling at a quicker pace. He held my cock in both hands and continued to look at it from every angle.
When an involuntary shudder went through me, he asked if it hurt. What the hell, if I was in for a penny I was in for a pound so I said it didn’t hurt at all and that the more he touched it the less I seemed to feel the aches and pains of my fall. This was pure bullshit of course and was really a very amateurish attempt to make sure he kept touching me. For whatever reason, he seemed to accept this as some kind of sign that touching my cock was making me feel better so he asked if he should continue. I said that would be very nice of him and as he smiled at me, he grasped my cock with one hand, slowly stroking it and said that he might as well check out my “scrotum” to make sure that my “testicles” were ok too.
He commented that I had an unusually large pair of “testicles” and that my “scrotum” was quite impressive. He asked if they were swollen somehow from the fall or if they were always that big. He was cupping my balls in his big hand and pulling them away from my body to get a closer look. I noticed that they were much larger than his hand and loved the way that he started rolling my balls with his fingers. I told him that they were at their normal size but that they were so big that it meant I couldn’t wear tight jeans. I guess this was meant to elicit sympathy while at the same time, somehow reinforce the point that my package was unusual because of its size.
He said that he would have to pull my penis out of the way and needed to pull and gently squeeze my “scrotum” to make sure I hadn’t suffered any damage. By now I was starting to hope that he was as much into this large charade as I was and wanted to see how far it would go. I was in no rush to have him stop touching me and my cock started to leak pre-cum. He pulled my cock out of the way and “innocently” used his thumb to wipe off the clear fluid that was accumulating at my piss slit. He started to massage my balls and would gently grab them and pull them this way and that in the pretext of a thorough examination.
Although my earlier statement about his fondling making me feel better was pure bullshit, it was now actually quite true as I had completely forgotten about my fall and was focused on his stoking hands, his heavy pecs and thick shoulders, and the way he kept licking his lips. I had seen enough porns to know that it was only a matter of inches before I could be getting my first blowjob. He held his face very close to my cock and I slowly, very slowly began to push myself forward, trying to get the head of my cock closer to those lush, full lips. I expected him to pull back the closer I got but was encouraged when he actually moved slightly forward. I could see that his nipples were now hard as a rock and I wanted nothing more than to grab onto those big shoulders. Oh how I wanted to feel his muscles and suck on his nips. And his cock. Was he hard, too? At this moment in time, he was sexier than any porn dude I had ever seen.
He asked if his touch was still making me feel better and I could barely speak. When I was finally able to answer I told him that it made me feel much better and said that he must be a very good nurse. He looked up into my eyes and smiled at me. I sat back in the chair and watched him stroking my dick. By now, all pretenses were pretty much gone and what he was doing was giving me one hell of a good hand job. His large hands were still moving in slow motion and although I wanted him to start pumping faster, I also wanted this to last forever. I knew however, from that familiar feeling deep within my balls, that I was on the verge of coming.
Because I was sure he would hate me forever if I came all over him, I finally had to warn him that his massage was making me feel “funny” and that I was close to “ejaculating”. I used the word ejaculating to keep in the spirit of the alleged clinical setting but really wanted to say I was about to cum. He acted as though he didn’t hear me for a moment and then said that “ejaculating” is perfectly normal and that if stroking my cock made me feel better, “ejaculating” would probably make me feel even better.
I couldn’t believe he said that but managed to say that he was very kind and thanked him. He moved both of his big hands to my cock, grabbed it by the base and started pumping harder. There was at least 6” of cock showing above his two hands and the head of my cock was now just an inch or so from his lips. I could even feel his breath washing over the head of my cock.
I felt myself getting very close and told him that I had something embarrassing to tell him. He kept pumping my cock but looked up, smiled innocently and asked what might be embarrassing. I told him that when I “ejaculated”, I did so with a very large load and that if he carried on like this, I would be sure to cover him with a large amount of “semen”.
This seemed to cause him to gab my cock even tighter and pump even faster. He said that this was the best position for him to do his “massage” but agreed that he didn’t want to ruin his new shirt. He asked if I would mind if he took off his shirt so that when I “ejaculated”, if any “semen” went his way it wouldn’t wreck his shirt. Duh! In my best clinical manner, I told him that it would be fine with me. He quickly let go of my cock, grabbed his shirt and pulled it over his head and just as quickly, resumed the stroking of my cock. I was now completely head over heels in love with this man. He was kneeling in front of me, naked from the waist up with a thick, hard pecs and strong arms and a granite six-pack, and was jerking me off for all he was worth. Then it happened. He said that he had an idea. I asked him what it was and he replied that when he had been with his ex-boyfriend, he had used to put his lips over the head of his boyfriend’s “penis” to avoid making a mess when he “ejaculated”. He asked if I would mind if he did that now. Again, duh. I told him that it would be fine with me as long as he was ok with it.
He asked if I was getting close, I said yes and before I could finish saying the word “yes”, he plunged the huge head of my cock into his hot mouth and started sucking for all he was worth. Gone was the clinical, business-like manner. He was sucking and pulling on my cock for all he was worth. He took one hand away from my cock and reached down to tug and twist his own nipples. He would pull hard and twist one nipple and then do the same to the other. Then his hand dropped and I realized he’d freed his fat cock and was stroking it feverishly. His mouth was stretched so much with the size of my cock that I was afraid it would tear his lips. His eyes were closed and he was now jacking himself hard with one hand while jacking me off into his mouth with the other.
I lost it too and grabbed the sides of his head and pulled his mouth further down my huge shaft. My balls were swinging over the edge of the lawn chair and he grabbed them and started pulling hard on them as he sucked me off. I knew that I couldn’t hold back anymore and warned him that I was about to cum. I couldn’t believe it but he somehow got another couple of inches of my cock into his mouth and he sucked so hard it almost hurt. Now I know what George Thorogood meant when he sang, “it hurts so good” in one of his songs.
The moment had arrived and I was totally consumed by the passion of the moment, I lost it and reached down to grab his brawny shoulders, trying to pull him deeper onto my cock. With an amazing blast the first shot of my cum flew out and filled his big mouth. I could see him pull back so that just the head of my cock was still in his mouth and he swallowed as fast as he could. There was no way for him to swallow fast enough and as my cock pumped load after thick load into his mouth, some spilled out the sides of his mouth and dripped down onto his pecs.
I became a large worried because he seemed to be freaking out a bit, eyes staring wide into mine. Then I realized he was cumming too. His other hand continued to milk my cock of its load. Rope after thick rope of cum shot out of my cock and into his mouth. He seemed to love the cum and the more he got, the more he wanted. His eyes closed again and he seemed deep in bliss. My balls finally started to run out of cum and after I had stopped shooting in his mouth, he kept sucking and licking my cock making sure he got every drop. My cock started to soften, a bit anyway, and I loved the way he kept sucking gently. Things were calming down now and I knew that soon we might have to stop this soon and I was afraid he would be filled with remorse.
Nothing could be further from the truth however and he finally open his eyes, slipped the head of my cock out of his mouth and asked if I felt better. I said I felt wonderful and that he was amazing and beautiful. I swear he blushed and with that, he put his head on my thigh and stroked his face with my cock. He looked down onto his chest and abs and used his fingers to scoop up the cum that had escaped his lips. He brought his fingers to his mouth and licked off the cum like it was the world’s most precious commodity. He was panting and moaning softly like he’d never experienced anything quite like this. I gently stroked his head as he massaged my cock into his face. Just then, my dad called for me from the other side of the tall fence separating our yards. I yelled that I would be there in a minute and thanked Mr. Johnson for making me feel a lot better.
I could see he was troubled and asked what was wrong. He said that it was his turn to be embarrassed and that he had a secret and was afraid to tell me. I asked him what it was and he told me not to think poorly of him but he had almost forgotten how much he craved the taste of cum and that he was wondering if I would let him suck me off again. I looked up, silently thanked the big guy upstairs and told him that we could probably come to some sort of arrangement. When he asked what I meant, my dad hollered at me again and I told him I would be back tomorrow to finish our conversation.
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