Under Miss M's firm whip I became more and more femminized.

I wore my black plastic cock cage for 2-6 weeks at a time for about 6 months.

But some of those 6 week runs were not as boygasm free as Miss M would have liked.  

I had figured out how to slip out of it by wiggling backards. 

Durring onoe of our intense spanking and sessions after 30 minutes of riding a dildo in front of a mirror she asked me.

I was so under her spell that I instantl came clean about my secret masturbations and cumming without permission.

She was upset but also seemed ready for my answer.

I was led into her budoir and placed on a St Andrews cross I had built her and shackled in.

She teased and tickled and screatched me and then removed my chastity cage and continued to stimulate me by hand.

Once she could see I was fully aroused she began to swipe at my cock and balls with a riding crop.

6 months previous that would have made me flacid but now it had me on the edge of cumming.

She began to coax me into cumming from her slapping my balls like a big bull someday would.

I gave out a big moan and shot a load that I thougth would blast the ceiling but she had a pair of panties ready.

She caught my cummies and then had me lick them off of her aromatic panties.  

She smiled and then rubbed a frozen peas on my cock and watched as it shrivelled and I lost all enjoyment fom orgasm.

Then she inspected me as usual and cleaned me off and when she went to put my cage back on it felt different.

I looked down and saw she had brought a metal cage, the ring felt tigher and more constrictive.

Then she placed a no slip ring on my cock head and then the cage fit though the no slip ring and onto the back ring.

It was quite a tight fit. She muttered something under her breath about no more boygasms and how I was a cheater.

She releaed me from the cross  & I crumpled to the ground but she caught me, which alwyas makes me feel like such a sissy.  

I gazed in the mirror at my tiny sissy clitty. This new cage left no space to pretend it was a caged cock.

She handed me a curved butt glass plug. I had been using a straigt one but this one was designed to stimulate my sissy button.

I went into the bathroom and got myself pretty and dressed in my maid outfit and then lubed and inserted the new plug.

It was longer and was pressing directly on my spot and between that and the new very tight cage I almost came agian.

It was difficult to keep it in and my panties were helping me not drop it on the floor.  

When I tried to walk with it in I was starting to dribble precum out the front hole of my cage.

She saw me come out walking funny and asked if my new toy was overly exciting me and I nodded.

She told me to try and escape and I struggled to but could not slip out at all. It did stimulate me to pull on it a bit.

She told me to turn on my favorite sissy hypno and to sit on my special pink stool and rock back and forth on my toy.

It took me less then 3 minutes and I was dribbling sissy cummies again in my new cage.

It wsa much easier to cum in and between the tight cage and long plug I was in sissy bliss.