A tiny pearl of precum seeped from the eye of his cock.
"Oh yes," he sighed, "faster now.
"Faster!
"Oh yea, just like that!"
I felt his balls lift and knew I was seconds away. He lifted his bum off the table, grunted, and a thin white dribble of cum emerged from the tip of his already softening cock.
I think he was my oldest and most difficult cumer, but he was very happy and tipped me generously, much more than my usual tariff. So, by now, you will have realised that I like making men cum and enjoy watching as they empty their balls, simply because I am stroking their cocks. I suppose it's a power thing, which will become important later.
My hidden desire for power was heightened by George from Bolton, although I didn't recognise it at the time. He, you will recall from My Story Continues Further, was the chap who wanted me to go on stimulating his cock after he had cum. He wanted me to go on rubbing and tugging no matter how much he protested, until he uttered his safe word.
We had a particularly sexy session with lots of edging, which by now I really enjoyed. After several near orgasms he eventually succumbed to the 'never ending vagina' stroke that Carla had taught me. Well they all do in the end. He let fly, and cum spurted all over his stomach and chest in thick white jets.
As agreed, I carried on stimulating his cock and it stayed remarkably hard, in spite of his obvious pain and the deep purple colour of his glans. I stroked and masturbated vigorously while he protested. I pulled my closed fist up and down hard, over the swollen tip while he begged me to stop, of course I didn't, that was what we had agreed.
Just as I feared I might actually be doing him some harm, he went completely rigid and let fly with his second helping of cum, but still didn't use his safe word, until he went soft in my fist. He said it, and I stopped. Much to my surprise, he was most enthusiastic about my performance and I was a little surprised by how much I had enjoyed him begging me to stop. Power again?
The next surprise was Stephen, who George from Bolton had put me in touch with. I arrived at his house and was let in by Miss Taylor, who I assumed was his wife, and the whole role play of him being a naughty school boy had gone rather well. Stephen got his bare bum caning and Miss Taylor, who was required to witness the punishment, got so excited that she slouched in her chair, with her hand in her knickers, openly masturbating.
Another good days work, another generous tip and, although I was reluctant to admit it, another dampening of the knickers as I got turned on rather more than I expected. I even rubbed one out in the car before I could drive home.
George and Stephen had put me in touch with various wealthy friends who wanted some sort of kinky scene or other. During this time I learned two things. First how much some men like to be dominated and second, how much I enjoyed dominating them and controlling their orgasms. Immobilising them while I wanked them off was very popular as was, what was to become my absolute favourite, the ruined orgasm.
I think it finally dawned on me how much of a dom I was when I visited a club with my friend Carla. You may remember that she got me in to the massage business in the first place. She persuaded me to go on a sub night, not that I needed much persuasion. This particular night it was all female doms and lots of very subby males. My eyes were opened.
We arrived dressed for the occasion and handed in our coats at the door. We headed for the bar and ordered our drinks while taking in the scenery. What slightly surprised me was the range of sub men.
There were the cissys in maids outfits and generally looking girly, not really my thing. Boys by the bar with their eyes downcast but otherwise reasonably ordinary looking. One lady was being tended to by her sub who wore only a sort of mawashi (like a sumo wrestler), he seemed totally unabashed fetching and carrying for his dom. The whole atmosphere was very relaxed and comfortable.
Carla suggested we get a foot massage and signalled to two boys at the bar. They came over and stood in front of us, heads bowed.
"We want our feet massaged." Carla informed them in a none too pleading tone. We made ourselves comfortable in an alcove while they scurried off in search of hot water and towels. This really was something new! What did they expect in return? As it turned out, absolutely nothing other than the chance to serve us, and maybe to be invited into a conversation, they certainly were not allowed to initiate one. And finally, just possibly, find a new dom that they could serve. After all this time of pleasuring men, not a task I didn't enjoy by the way, after all these years, I could be served.
Then I saw it, or rather them. A woman of about my age, (and I'm not about to reveal that!) had a boy on a lead from a collar around his neck. This boy had one particularly remarkable attribute. He wore a shirt that only just covered his otherwise naked bum and underneath I could see that he wore a cock cage.
This was the first time I'd seen a caged cock and it totally fascinated me. I talked to Carla about it extensively and she told me that he was Trisha's sub. Apparently Trisha liked to keep his cock caged as a form of control, not that she thought he might go shagging around, but more because she liked to tease him, then deny him an orgasm and she didn't want him finishing the job himself.
I thought of all those men I'd edged at the Tropicana while they got more and more excited. I thought of them finally getting to the point where they were desperate for me to finish them off. Their hands on my tits or stroking my bum, or just ogling my pussy, simply busting to let fly, and then just denying them! Of course I never did, because they paid me to make them cum, but It made me wet just thinking about it.
Carla hinted that Trisha was probably going to 'let him out' as they were heading for one of the play areas and thought it might be good for my education.
Sure enough, Trisha led him into the play room and took off his lead. She made him lie on his back on the bed and laid out various things from her bag.
She shed her long flowing peignoir and now wearing only a pretty matching bra and panty set, straddled his chest facing his feet. It wasn't too hard to hear the conversation even though she was speaking softly. She took a key from a chain around her neck and undid the clasp on his cage.
A small crowd stood at the door, rooted to the spot in anticipation. As you know, I have manipulated hundreds of cocks, but this was totally new. She gently slipped the main part of the cage off his flaccid member, pushed the soft head of his glans back through the retaining ring and, with the greatest of care, slipped the retaining ring over his balls. His flaccid cock lay motionless between his legs.
She reached for a rather vicious looking pin wheel and ran it up and down the inside of his thighs. He had obviously experienced this before, as his cock started to swell in anticipation. With a change of tactic, Trisha ran the wheel up and down the underside of his cock and balls. As the sharp needles dug into his most sensitive flesh his cock swelled to a magnificent erection, like a butterfly emerging from its chrysalis.
Squeezing a handful of oil into the palms of her hands, she set about massaging his erection. If it was impressive before, it was now truly magnificent. She pulled his foreskin right back and drizzled some more oil onto the twitching tip to make sure he was totally rigid.
Reaching for a long colourful but plug, with ball shapes down its length, she lubed it up then placed it delicately on the entrance to his bum. With gentle pressure the first and smallest ball vanished inside him. She gave him a few seconds to get used to the sensation before pushing again and another ball slipped in. The procedure was repeated until all the balls had vanished and only the T handle remained in sight, then she rotated the handle, presumably to stimulate his prostate.
"Undo my bra." She commanded. His hands reached up and complied as she continued the rotations.
"Now stroke my nipples." He obviously knew the procedure and started to do as he was told. As she rotated the handle, his cock twitched and a tiny drop of precum appeared at the eye. His prostate was now obviously demonstrating its appreciation of the stimulation.
"We'll do a three minute trial and then I'll decide what's next. I might just let you fuck me. You'd like that wouldn't you? Being allowed to fuck me? Empty those nice full balls into my waiting cunt? So you mustn't cum for three minutes or I'll ruin it for you, there will be no fuck, and you'll be locked up again."
"But first I want an orgasm, just in case you don't make it." As she turned round she slipped of her panties, revealing the slender gold bar that pierced her clit, and knelt with her sex right over his mouth. She supported herself with her hands against the wall behind his head while he clasped her buttocks with both hands.
