The Making of a Sissy Boy Slut Part 4

It is recommended that you read the previous episodes as this story is halfway through Michael’s training. I hope you enjoy, but if older men dominating teen males does not do it for you, then you may prefer the previous femdom episodes. All constructive feedback gratefully received. x.
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I spent the next hour on my own, cleaning myself up and tidying away the training equipment in the kitchen, until my attention was drawn to preparing my cum meal for the following evening. Miss Marsh had left me with a small Tupperware container, complete with lid so as it could be transported easily during my journey the following night, though I had no idea where I was to be taken. Miss Marsh had left specific instructions that the container should be filled to the brim with my ball cream but, having already come twice that day, I had doubts as to whether I would be able to manage one more spurt, let along fill it.

Seeking inspiration, I put on my sissy panties and, with my little cock and balls hanging through the slit, swinging gently by virtue of the weight around my scrotum, I picked up the holdall and settled onto the sofa in the lounge, placing the Tupperware container on the coffee table. As I rummaged through the holdall looking for something to get my juices running again, I pulled out the nipple clamps and chain and tentatively refastened them to my budding nipples. By tugging gently on the chain, I could feel the sap rising in my loins and a faint stirring happening between my legs. Encouraged, I took out the black butt tamer that Miss Bolton had used the previous day to open up by boy cunt to such good effect and placed it on the coffee table. Squeezing a large dollop of lubricant onto the helmet shaped shaft, I crouched with a foot either side of the corner of the coffee table and, pulling aside my panties, gently lowered myself onto the phallus.

This time my sissy hole opened willingly to accept the first bulb and I commenced gently bouncing up and down, allowing it to penetrate me ever deeper with each downward thrust, until I could feel the second knob pushing urgently against by botty.

With a determined grunt I sank further onto the shaft, feeling my sphincter being stretched to accommodate the second huge cock head as it finally popped inside and, in so doing, drew yet more of the shaft further into my bowels. Feeling nicely filled, I gripped my rapidly swelling boy clit with one hand and pulled down on the ball weight with the other, pumping my naughty cock until it was fully erect. I was starting to produce more of my goo but, after 10 minutes and despite being fully engorged, I could not tempt any more sissy juice out.

When I was almost ready to give up and was wondering how on earth I was going to provide sufficient cum for the following evening, I looked up and saw the man who had accosted me in the shop watching me from the doorway.

“Wha..what are you doing here!” I stammered, frantically trying to conceal my predicament as I covered my private parts with my hands whilst still impaled on the butt trainer.

“I saw you through the window” smiled the man, “and thought that you could do with some help. The door was open so I came in to offer my assistance”.

“I..I’m fine” I stammered, the colour rising in my cheeks. “I think it best if you go sir” I blurted whilst trying to raise myself off the dildo in my arse which refused to budge as my sphincter muscle had contracted, holding it firmly in place. Ignoring my pleas, the man approached me and placed his hands on my shoulders, pushing me gently back down and, thus, forcing the final, and largest, bulb up into my rectum so as it was now fully inserted and my bum cheeks were flat against the coffee table.

“Now that’s no way to talk to me after I helped you in the store this morning” replied the man. ”The shop owner was quite suspicious but I have told him that you had a tummy problem and that there is nothing to worry about, though I could change my story if you are not suitably grateful. Now tell me the problem and what those ladies were doing here earlier on”.

“Feeling that I had no other choice, I quickly recounted to him what had happened over the past couple of days. The man listened intently, all the while standing between my thighs with his hands resting on my shoulders. As I related my story, I could tell that he was becoming excited as a huge bulge became evident in his trousers just in front of my face, though that was the only outward sign that he was becoming aroused.

When I had finished my story, the man said:

“Well I can certainly see your predicament. I take it that, if you do not provide sufficient cock cream for your Mistress then you will be punished severely, so I think it best if you let me help you”. With that, the man removed his right hand from my shoulder and pulled down his flies, releasing his cock which sprang up to attention immediately in front of my face. It was uncut and must have been at least eight inches long, in fact it was the largest cock I had ever seen and completely hairless. I just sat there hypnotised by his manhood as it gently bobbed up and down until he took hold of my jaw, pointed his weapon at my mouth and eased forward.

“Now be a good little sissy boy and show me that you have learnt how to please a man” he said as his shiny knob parted my lips and entered my mouth. “Lick and suck the head” he commanded as I started to run my tongue around and around the bulb, saliva running down my chin as I did so. Gradually, the man eased his huge weapon further and further in until it was touching the back of my throat and I was only able to run my tongue up and down the underside of the shaft. Feeling a gag reflex building, I remembered Miss Bolton’s instructions and, holding back the panic growing inside me, started breathing deeply through my nose. Gradually, I was able to accommodate this new master’s cock as he began rhythmically fucking my tonsils.

“Now fondle my balls” said the man.