The story that follows is, for the most part, true. It is part one of a real experience that took place over several years. I have filled in or slightly modified some details, and of course changed the names. The story makes much more sense if you read the previous chapters first.
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My meetings with Jim had been going on for about 5 years. In hindsight, it is amazing to me how much he had changed over that time. Five years ago he was an average looking guy with a bit of a belly who was bi-curious, and had no idea he was seriously hung. Chalk it up to being a grower not a shower, but his full 8 inches were really only the beginning of an incredible package, it was the nearly thick as my wrist shaft and huge incredibly well shaped cock head that made him world class in the cock department. And he had no idea. Our first meeting was supposed to be two guys meeting up to swap blowjobs.
Now five years later Jim is very different. His transformation really began when he and I met, and was driven by his cleverly malicious girlfriend at the time, Laura. She fully supported his exploring his bi interests, but immediately saw an opportunity when she saw my less than 4" cock, and the effect Jim's monster cock had on me. Laura told me months later that her number one turn on is using men's desperation for sex to humiliate them. Laura quickly set up a structure for my relationship with Jim that remains the basis of how he and I interact to this day. She instinctively knew that I would be willing to pay a very dear price for access to Jim's cock, and dictated the terms. She structured a total one way deal and total submission, knowing full well small cocked guys don't get the time of day from guys who are much younger and real well hung. So it was her idea that not only wouldn't Jim reciprocate, but I was not allowed to cum during a session. It was her idea that I strip naked at the door, and arrive fully erect. It was her idea that I wear a condom to avoid leaking strands of pre-cum. But most of all it was her idea that I pay Jim a fee, set initially at $50 and never really varying from that, to be allowed to get Jim off.
Ironically, all of this evil intention on Laura's part worked too well. While I am sure she smiles to this day knowing Jim has taken thousands of dollars from me over the years for the right to give him hundreds of orgasms, every time ending with me leaving his place with an achingly hard cock that badly needs relief, it ultimately backfired on her. At some point early on, a switch flipped in Jim. Somewhere deep inside his dominant nature was unleashed, to the point that Jim now freely admits he can only get hard with someone who will do anything for him out of desperation for his cock. Laura and Jim split up about a year after I met the two of them, but within six months Laura couldn't deny how much she missed his huge cock, his ability to cum over and over, and never ending stamina. She tried luring him back to a 'friends with benefits' arrangement of regular fucking, only to find a cold disinterest that could only be broken down with begging and total submission. Her DDD's that could enslave lesser men failed her for the first time, and now Jim has her groveling for his cock the same as me and many others.
So here we are, almost 5 years later. Regular meetings, at least monthly and often twice per month. On a couple of occasions I tried to quit, usually because I would get disgusted and burned out on paying him. The reasons are complex, it isn't just that it is humiliating to have to pay another guy to get him off however he chooses, but Jim also regularly reminds me that the other guys he meets with don't pay him. So more than once I have become disgusted and tried to give it up.
Jim had long ago set an expectation that I would visit at least monthly, making it clear that he wanted to be able to count on the money. In fact on a couple of occasions he subtly made it clear that he expected to be paid on months where schedules didn't allow us to get together. Nothing too obvious, but when I was anxious to get together after more than a month without his schedule suddenly got problematic, problematic until I had no choice but to offer the previous months fee with the normal fee I had to pay to get his zipper to come down. So a couple of times I did try to quit. I told him each time I needed to find a way to stop; I was respectful and didn't just disappear. Each time he was amused and condescending, immediately laying out what his expectations would be when I broke down and came back. The terms were pretty simple, I would have to pay the fee for each month I missed and should expect to be wearing panties for a long time in future sessions. Each time I would start out determined and convinced I could do it; eventually I would find myself masturbating regularly thinking about his huge hard cock, inevitably sending him an apologetic email asking to be allowed to visit him again. Once I made it 4 months. Jim thoroughly enjoyed watching me kneeling in front of him naked, my small cock hard as steel, as I counted out $200 for the months I had missed, then counted out $50 more for that day and began begging to be allowed to service him. Only later would I come to understand how seriously he took the money aspect of our business.
On two occasions I even tried to find a replacement for Jim.
Each time I found myself hunting for something that described Jim to a tee...about 10 years my junior, hung long and very thick. I described myself as fit and little younger than strictly accurate, added an inch to describe a 5" well shaped cock and was more than willing to do a no reciprocation deal for the right guy. I met up with a couple of guys, each one had supplied picture proof of large, powerful cocks, and each one then insisted on a live meeting to check me out. While the details were a little different each time, the result was always the same. I met this one guy Steve at a local shopping mall. We sat in the back of his very private van to talk, and he quickly directed me to fold all of my clothes neatly and put them on the front passenger seat. Steve, a good looking guy in his mid-30's, was fully dressed and it was obvious he intended to stay that way. He was looking for a 'regular guy', someone who was available at his whim to strip down and provide a very long, slow patient blowjob. His requirements were consistent availability, stamina, and an understanding that he doesn't want any jerking off or stroking of my cock at his place. 'Last thing I need is you getting too excited and having an accident, guys are useless after they cum' was how he put it. I tried to play it cool as we talked, but my cock kept getting progressively harder and I was helpless to stop it. By the time Steve finished describing what he was looking for I was fully and embarrassingly erect.
'So that's 5 inches huh' Steve asked with both clear skepticism and amusement.
I knew I was stretched out as long as it could get, and hoped the missing inch or so wasn't obvious, but it clearly hadn't fooled Steve. 'Almost' I mumbled.
'I guess most guys with little ones lie a little, huh?' he asked with clear disdain. He let the silence hang painfully, making it clear he expected me to admit the obvious.