Cum before the Cane

I had this scenario, a fantasy that seemed really exciting. All I needed was a helpful couple to enact this with me and that would be that, another one crossed off the list or perhaps to be repeated again and again. You never know till you try.

A couple, with at least one female, to administer a thrashing, with me totally naked, restrained, but the twist being that I would have been ‘milked’ of any sexual excitement before the caning. I had done something similar after a heavy session , with a ‘milking’ followed by 12 strokes, but never from the beginning.

My obsession with ‘Too Late to Change Your Mind’ fuelled the fantasy. The deal being that I would be set up for punishment and then the female or male assistant would milk me dry… once I had cum there could be no going back as they would have fulfilled their side of the bargain and they could then enjoy my suffering of having to take a heavy caning. I had said that I didn’t mind pics being taken if that pleased them.

And there it was and lo and behold , from out of nowhere, I got an email from a Master who lived about 30 miles away. He said he had a female **** who would assist, and as he was bemused by the request, and as I didn’t mind pics being taken there was to be no charge.

Fantasies are great… being given a long erotic wank by a sexy female **** .. Mmmm! So it was arranged and soon I was there knocking on the door.

Reality is so often different. The house was a bit run down, and the Master a rather fat middle aged balding individual. The female **** was the other side of fifty and had eaten a few cream cakes in her time. But it was hard to say no, and especially having been told in no uncertain manner to strip immediately. My clothes were taken away and hand and ankle cuffs fixed in place. A collar and lead around my neck. Ordered on my knees I was asked to re-iterate my requirements. A semi-erection helped me to overcome my fears and the thought that this was about to be the point of no return, I blurted out my perverted fantasy yet again. Feeling aroused I ended up requesting a 36 stroke caning after being milked dry..idiot!

The female **** had disappeared and now returned naked apart from stockings and a some latex panties. She looked nothing like the female fantasy figure I had in mind for this role. Overweight, sagging boobs, cellulite, you name it ! But this was reality and rarely do you get super models doing this stuff , but I have to admit that I was getting aroused at the thought of her wanking me off, She pulled on my lead and took me upstairs to the punishment room. ‘Master’ would join us soon ! A huge A-frame was there against the wall, and without hesitation I was soon being fastened in place. A rope on my wrist cuffs allowed her to pull me up high and tight, stretching me to tiptoe. This always seems to make me erect for some reason ? A padded bar and waist strap made sure the fat buttocks thrust out behind in a most inviting manner.

So, there I was , naked, stretched tight, buttocks thrusting out… waiting !

The Master appeared and went over to a camera I hadn’t noticed … and then realised that it was a video camera !! I protested but was told to shut up as this had been agreed according to him…. Still pics yes but video ? Nothing I could do about it !

The camera started to roll……..

I continued to protest and then the point of no return arrived…. A heavy leather face harness incorporating a dildo gag was placed on my head… Any talking was now over and done with. The Master went to the wall, and selected his favourite dragon cane and ordered his **** to ‘wank me off and be quick about it’.

I saw her put on rubber gloves and take a large amount of baby oil in her hands.. She may not have been the prettiest of slaves but she knew how to milk a male. I had fantasised about a long erotic milking but she was far too experienced … Her skilled fingers were instantly pumping away, and when her other hand shoved a finger into my anus I had no chance. It must have taken no more than forty seconds to have me spurting everywhere…. And then I felt the tap tap tap of the cane….followed by that familiar Swooshhh! A full blooded stroke had me demented. Writhing, squirming, screaming into the gag… begging for mercy but no-one could understand. He waited until I had calmed down before delivering the next scorching stroke, with the same incredible reactions.

This was it… no escape, Too Late to Change My Mind!

At the end I was bruised and exhausted, well marked and very, very, sore.

They gave me a copy of the video before I went home and have to admit to having fantastic wanks watching myself getting a real thrashing.