This will likely be the last installment of this story. The events I describe here may be the end of the 5 year arrangement between Jim and me, though on more than one occasion I have tried to quit seeing him and failed, so I guess we will see. We may yet see another chapter.
For those of you who have not read previous chapters, the very briefest of summaries is this...Jim is a very well endowed guy in his mid-30's. He works a series of hourly jobs, isn't in great shape, and likes to smoke weed rather than work. But, his cock is a full 8", and is as thick as a can of Red Bull. Sexually he is a genetic freak of nature, he can easily cum 5-6 times in a marathon sex session, can last forever as he pounds away, and doesn't even soften between orgasms. On top of that, he can do all of this a couple of times a day, and never get enough. Simply stated, no exaggeration, if a woman ends up in his bed she is ruined for other guys. He is sweet and caring with women. But with guys it is another story. With guys he is a hard core humiliation Dom. He is highly skilled at using his huge cock to reduce men to drooling cock slaves, then forcing them to do anything and everything he asks.
I am a very successful international executive. I fly all over the world and live what many would consider the good life. I live in a beautiful home, drive a gorgeous BMW, eat at all the best restaurants and have a wine collection that totals hundreds of bottles. Tall, thin, good looking and very fit...a former marathon runner. But...I am cursed with a very, very small cock...almost 4", well 3 ¾" when fully hard. And I crave really big cocks, which is nearly impossible to get when you are cursed down there yourself. At this point I would suggest you read the previous chapters, but bottom line is I have been meeting Jim regularly for about 5 years, doing anything he tells me to do (including only calling him Mr. Smith) and paying him $50 for the privilege of servicing him.
It had been about three weeks since I had seen Jim last, he requires a minimum of a monthly visit or I have to pay his fee for that month anyway. The day before I had felt the familiar urgent need, and he permitted me to schedule a time. Our session had been fairly typical of sessions over the years. Jim greeted me with a warm handshake and I handed him his iced coffee and condoms in both our sizes. We chatted briefly just inside the front door as he watched me strip down and fold my clothes neatly on to a chair. My cock was about three quarters erect as I undressed; a requirement of Jim's when I arrive as a show of respect. Jim never shows any sign of noticing my jutting cock, but I know he checks. As I followed him to his back bedroom/ computer room Jim gestured to the cleaning supplies that were stacked on the floor in his bathroom. 'Come in and let me know when you are done' was all he said, and since he often made me clean his bathroom when I arrived I couldn't really pretend I didn't get his meaning.
Jim's bathroom is generally disgustingly dirty; I am convinced he allows it to get that way intentionally knowing I have to clean it. I am sure he doesn't do any kind of cleaning at all between my monthly visits. So the work is hard and disgusting, and there is something deeply degrading about being naked and on your knees scrubbing floors and toilets and bathtubs. But I set to the task with an efficiency of having done it many times, the only sign that I minded was my cock shrinking to its totally flaccid state. After about 35 minutes of steady hard work I had it done to a true shine, my knees and back aching from the effort and a sheen of sweat had covered my upper body. I walked in to the back bedroom to find Jim texting and emailing, presumably with some of his collection of very busty regular FWB's who line up to get in his bed.
'The bathroom is ready for you to inspect Mr. Smith' I mumbled with my eyes downcast. The shame of doing the cleaning is tolerable, but his insistence that I ask him to inspect my work has always been hard to swallow. Jim ignored me for a good three minutes as he continued to type and chuckle, finally signing off and looking up. I knew better than to repeat myself while standing and waiting, I knew he expected me to just wait.
Jim got up from his chair and brushed past me to the bathroom. I followed closely behind to hear his verdict. About half the times Jim will insist there is some small flaw in my cleaning and direct me to come get him when I have it done right. But today he took it a step further. Jim glanced around the spotless tile and porcelain, then bent over and lifted the seat of the toilet. He angled himself back to me, fumbled a bit at his belt, and then the unmistakable sound of urination in to the toilet began. After a long steady leak Jim finished, put everything away and turned to the sink to wash. Only now did he turn and speak to me. 'Why don't you rescrub the toilet and sink, then wash up and come in.'
I seethed at this intentional humiliation, he couldn't even bother to flush, but said nothing and set to cleaning the splattered toilet and sink again.
When I was finally done to Mr. Smith's satisfaction I was permitted to come in to the bedroom and begin servicing him.
The session itself was pretty standard. As always it began with foot and leg massage, all a build up to having to spend a long time stroking the area around his crotch without permission to touch the huge hose outlined by his shorts as my throbbing cock drooled in to its condom. Eventually I always earn Jim pulling it out, and after some more groveling I am allowed to suck and slurp alternating between his monster shaft and balls. Nearly every session is two loads, Jim taking my ass with the first load, then after a brief condom change I have to give him a very long jaw and back breaking blowjob to completion.
So we had finished, and Jim was lying back contented from my hard work and his repeated orgasms. As usual I was sent for a warm washcloth and thoroughly cleaned him, disposed of his condom, then went to his kitchen and brought him a cold beer. At this point Jim is always fully dressed again, enjoying his beer, and likes to sit and chat about local sports and recent huge breasted women he has bedded. I am always naked, rock hard and aching to cum, and know I cannot so much as touch my throbbing cock in Jim's home. So while Jim likes to chat, I can barely form a coherent sentence as my aching dick is the center of my world.
But today took a completely unprecedented and shocking turn in one simple question from Jim.
'So Skip, are you seeing anyone?'
Jim had never once asked me about women in my life, other than very high level generalities about my history with women. So while he had insisted I tell him about my history of bra sizes I have managed to get on the floor (nothing bigger than B cup) he never asked about specific women. So his question was a shock, and temporarily took my attention from my throbbing balls, but all I could manage was a stunned grunt. 'Huh?'
'Are you seeing anyone? Is that too tough a question in the state you're in?' he snickered with an eye drop to my relentlessly hard cock.
Jim couldn't possibly have known, but I was in the midst of a wonderful nascent relationship. But Jim couldn't possibly have known that.
'Uh yeah, sort of. Yeah I guess' was all I could mumble. It all felt like a personal invasion, like a line had clearly been crossed and I suddenly desperately wanted to hurriedly dress and leave.
But Jim was oblivious to my discomfort, and pressed on. 'So tell me about her. What's her name, how long have you been seeing her, does she have big tits?'
Danielle and I had been seeing each other for almost six months. We met through a local singles board, connecting through our shared passion for liberal world politics, and bonding through our similar high energy sense of humor and love of playful debate. She was twelve years my junior but was unabashed admitting she preferred older men. She was a young attorney and smart as a whip. I was glad I had met her online, sight unseen, because her first impression is always her striking beauty, and it was her intelligence, sense of humor and energy that had attracted me. Danielle is tall, about 5'8" with a thin athletic figure. She is an avid runner, and very fit. Her dark eastern European features are smoky and mysterious, with big brown eyes that are always ready to laugh. She loves good wine, and to be spoiled with fine dining. I was very, very smitten.