The Making of a Sissy Boy Slut Part 3

The initiation and degradation of Michael, a sixteen year old schoolboy, continues. Michael had previously been seduced by his headmaster but had been unable to fully satisfy him, which lead to a course of training by his form teacher, Miss Bolton. This episode describes the second training session plus an embarrassing encounter in his local corner shop with a dark stranger.

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Waking early in the morning, I carried out my ritual of ablutions and showered, paying particular attention to the cleansing of my sore bottom and balls, which were still weighed down by the steel ring that circled my scrotum. Going to the kitchen, where I still could not believe the intensely arousing things that had happened there the day before, I remembered Miss Bolton’s (my form teacher’s) instructions and took the ramekin from the fridge. Surveying the contents, I could see that my pre-sleep masturbation had only managed to half fill the dish with my seed. Looking at the wall clock, I saw that there were still two hours left before my mistress’ arrival, leaving me plenty of time to complete my orders.

Dropping my shorts, I found the sight of the shiny steel sitting atop my little balls strangely erotic and so it was not long before my little peewee was standing at full attention and dribbling it customary amount of copious pre-cum. Grabbing my boy clit with one hand, I reached around my bottom cheeks with the other and managed to insert first one, and then two, fingers into my cunt and frig myself whilst pumping my clitty with my fist. Directing my little wee hole at the ramekin, it was not long before I managed to deposit a second helping of breakfast juice into the bowl which was now almost full. Replacing the ramekin in the fridge, I returned to the bathroom where I cleaned myself up before returning downstairs to await, with some trepidation, the arrival of my form teacher.

A knock on the door at exactly 10am and Miss Bolton marches through to the kitchen without any invitation.

“I like the shorts and t-shirt, nice touch, very sweet” said Miss Bolton. “Right, we have much to do again today so no time for messing about. Fetch your breakfast”

Dutifully, I presented the full ramekin and a spoon to Miss Bolton.

“Excellent, filled to the brim as I instructed” she said,” now come and sit on my lap for your morning treat”.

Without hesitation, I positioned myself on Miss Bolton’s knees as she placed one arm around my waist and collected a large dollop of cum in the spoon with the other.

“Open wide and eat your cum” ordered my mistress. I opened my mouth wide and took my medicine like a good little boy. Half way through my special meal, I started having problems swallowing all my goo, at which point Miss Bolton slid her spare hand inside a leg of my shorts and pulled down hard on the steel ring around my balls.

“Ouch!” I exclaimed, as I frantically opened my mouth wider and struggled to swallow the gooey mess. “Head back!” ordered Miss Bolton, as she picked up the whole ramekin and poured the viscous peppery white slime down my throat, slowly trickling the goo so as it thickly coated the surface of my tongue and tonsils before oozing down into my stomach.

“That’s better” said my mistress as she moved her hand from the ball ring to my stiff little penis and slowly massaged the head around and around, rubbing the juices into my little purple knob. This completely took my mind off the taste of my own cum and I hardly noticed when I had finished all of my breakfast.

My tummy now full of ball porridge, Miss Bolton pushed me off her lap, undid my shorts and removed them together with my girlie panties that I had remembered to put on first thing, giving the head of my clit a little flick as she did so.

“I want you on the kitchen table with your arse in the air and your head down”. “That’s right, now open your legs a little” she instructed as I positioned myself in this lewd position on the table. Removing the tube of lubricant from the holdall that now seemed to have a permanent position on the floor in the kitchen, Miss Bolton began greasing up my sissy cunt with her two fingers before pulling another new strange implement from her bag. This weapon for training naughty boys was, by now, a familiar butt plug shape, about two inches across, but was different than the others in that it had a tube with a bulb attached to the base together with another cord attached to a small plastic box. Not knowing what was to come, I remained motionless in my kneeling position with my balls pulled down towards the table top by the weights and my boy clit starting to again, embarrassingly, ooze a sticky puddle onto the table.

Without further ado, the plug was inserted into my back passage, quite easily I thought, though I let out a gasp as my little bottom was again violated, and then rotated back and forth until my mistress was satisfied that it was a good fit. Taking a metal chain with clips at each end from the holdall, Miss Bolton attached a clamp to each of my nipples and then adjusted them somehow until she could see I was starting to wince from the pinching of my sensitive nubs.

“Now we are going to stretch this little sissy cunt of yours until there is no doubt that you will be able to accept the headmaster’s cock in there” she said as, alarmingly, I suddenly felt the plug expanding in my rectum.