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Since this activity may go on for quite some time, I will offer some options for myself so as to vary the punishment.

The following punishments are also punishments that sissy billy has had in the past and does not like. So by offering a variety, she may learn how to deal with her punishments.

On non Work Week nights like last night when sissy billy did not need her sleep and did it for her convience, the following punishments will be carried out the next day before she goes to sleep.

There are six punishments and only one will be awarded to her when she is a very naughty sissy. Listed below are the punishments listed 1 thru 6.

For last nights indiscretion sissy billy rolled the dice and the number two came up. I performed the punishment and will document it to Mistress Amber.

Of Course Mistress Amber has the option of modifying or changing any of the punishments above as well as deciding the length of this assignment.

The next non work day is Saturday and so the very naughty sissy scenario will be decided after Friday night. Hopefully I do better this Friday Night.

Mistress Amber — I am sorry, but I must give up. I can not do this. I am so tired that I can not continue. I am sending this as a confession and an admission that I have failed to complete this assignment.

I will send the rest of the photos tomorrow. When I was young my mother would tell me that my eyes were always bigger then my stomach and I would always order more then I could eat.

Well, that is just what I did when I submitted this punishment to Mistress Amber as something I could accomplish. Mistress Amber even made it less severe and I still could not accomplish it.

I am a poor excuse of what a good sissy should be. I am home from my humiliating trip to the mall. It was a disaster as related in the previous post.

It is now Saturday night and I am tired and humiliated and know I am already failing my overall assignment. I will continue in an effort to improve.

I did have to change my diaper before getting back into my sissy baby wear. The good part of milking my sissy clitty is getting harder.

I am not as young as I use to be and it took a long time to milk into my diaper. This is embarrassing as every other thing I have to do.

I am crawling around like a little baby. I am trying to start my posts, but am making little progress.

I have put the baby food low enough so that I could reach it and I have made myself a sissy baby meal. I am hungry, but this does not look good.

Let me just say, that I now know why a baby spits out its baby food when you feed it to her. It tastes horrible and even though I was really hungry and did manage to shove it all down my throat, I could have thrown up several times.

If I was allowed to fast, I would not be eating. The baby formula was also terrible. I did manage to water it down so I could at least get it down my throat.

I am so tired that I will be going to bed early, although I do not imagine that I will sleep well or much. Good Night Mistress Amber, I will see you in the morning.

I finally got home It was a long drive and my hangover still had not got any better — even with anacin and started my next punishment.

I am to write a letter of apology to Mistress Amber for being a naughty sissy unable to follow simple instructions and for causing her a lot of extra work.

I went to my bedroom and took off all of my clothes and first had to change my diaper. I had managed to wet it on the drive home. With the penis plug in my mouth, I performed one of the pleasant duties of this punishment and milked my sissy clitty into a new diaper.

I then put on my 4XL rubber diaper cover, a big bra stuffed with ballons on the verge of exploding just like Mistress Amber has said she so likes in many of the comments made to this site and my new teal jumper to package it all together.

I then put on my collar, ankle and wrist cuffs locked together and with a penis plug in my mouth crawled to my desk to write my letter to Mistress Amber.

I was not allowed to stand, but with the ankle and wrist cuffs locked together, all I could do was crawl like a sissy baby should. I climbed into my desk chair and began to write my apology.

This was not a quick letter as I was to first compose a draft and then rewrite it in good handwriting so everyone could read it.

It was also very difficult, because with my wrists locked together, I had to constantly pick both up and re-position them on the paper so I could write neatly.

Mistress Amber does think of little things to add to each punishment. The penis gag in my mouth was gagging me and I almost threw up several times with my upset stomach.

I wanted to write fast, but had to slow down so the letter could be readable. Below is me locked and gagged in my sissy baby diapering and also attached is my letter to Mistress Amber which I sincerely mean.

I hope she can forgive me for all the additional work and effort I have caused her. If only I could be a better sissy.

Tag Archives: cuffed. February 11, Categories: Activities. Tags: assignment cuffed diaper humiliation maggie-rae maid oral.

First order of business, though, was to get dressed… Continue Reading. March 20, Tags: assignment cuffed diaper enema gagged humiliation maggie-rae maid.

While I was away from the Institute, I was instead with my new Mommy Venus who is extremely eager to step up the intensity of my already humiliating and painful Institute activities who made sure that my time away was not spent pleasantly… Continue Reading.

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Listed below are the punishments listed 1 thru 6 sissy billy is to wear High Heels, a water balloon stuffed big bra, cuffs, sissy clitty cage, and a thong and stand in a corner for 10 minutes and think about being a naughty sissy and how she can become a good sissy by wearing her cuffs at night.

She is then to take the bar of Pink Camay soap out, but is not allowed to spit any of the gooey soap in her mouth out, but must keep it in her mouth for another minute, get into bed and then she is to swallow it.

The soap taste will remind her to think about being a naughty sissy and how she can become a good sissy by wearing her cuffs at night.

This is a Mistress Amber lucky — out of the goodness of her heart — get out of punishment card. There is no punishment, but sissy billy will kneel by the bed for 5 minutes before going to bed and think about being a naughty sissy and how she can become a good sissy by wearing her cuffs at night.

Updated by Mistress Amber on May 28, May 17, Tags: cuffed diaper punishment sissy-billy. I apologize to all the other sissies as being a poor example of what a good sissy should be.

I apologize Mistress Amber sissy billy. Tags: cuffed diaper gagged sissy-billy. The Actual Wedding Punishment — Letter of Apology I finally got home It was a long drive and my hangover still had not got any better — even with anacin and started my next punishment.

January 12, Categories: Ideas. Tags: cuffed paddled. Her Chosen Fate Sorry, there are no polls available at the moment.

Using tumblr with an easy, clean and efficient interface was my goal. Because to be honest, their interface is really to be reviewed otherwise you would not be here.

It is therefore with great sadness that I announce that you are living the last moments of tumbex, it was a great adventure, and a big thank you to all those who have followed me during all this time!

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