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Valentine’s Day preparations & Christmas Task Envelopes – Last week and this week

Posted on 24/01/202402/12/2024 by Sissy billie

The past week has been a mixed bag of work, and tasks set by Madam. The tasks have been fairly straight forwards and not particularly taxing, they have been a lot less of an issue compared to the previous week’s tasks (Naming toys). However that has all changed with this week’s task.

The first thing on Monday (22nd) morning was when I had to open one of my Christmas task envelopes. This task is going to be somewhat embarrassing to me and I think in 2 cases rather humiliating for me. I have been told that once the task has been complete I am to produce a blog post to further add to my embarrassment and humiliation.  Please, dear reader, you will just have to wait a little while. The task has 4 parts to it and the deadline of the end of February but I have been directed to get it completed at the earliest opportunity.  This is not going to be an easy task for me, it is definitely going to push me into uncomfortable boundaries. 

Last week’s envelope (Monday 15th Jan) saw me me pick up a fairly minor task which was that each day that I was out with work I was to wear one of my bodysuits and tights under my Male clothes. I was also required to carry a spare pair of stockings or tights in my laptop bag, just in case I laddered the pair that I was wearing, if that occured I was to change/ replace them at the earliest opportunity. 

Madam had also included the condition that no matter where I was I was to make a point of going somewhere and purchasing a pair of stockings and tights, I was to show Madam the receipts on Thursday evening at my weekly review to prove that each pair had been bought close to where each of my site visits or meetings had been held. If Madam considered that they were too far from where I was working then I would be punished.

With 2 meetings in London on Monday and Thursday, that was quite easy as there was plenty of places to dash to, to get an appropriate item of hosiery. My visit to Yorkshire was a little bit more tricky, The first day was quite straight forward as the meeting was on the outskirts of York, but a quick detour into the shopping area of the town when I got off the train did the trick. The second day was not so easy as it was more of a rural location and I spent the day fully occupied doing a site inspection and didn’t get finished until nearly 6pm. Thankfully a visit to a supermarket with a clothes section on my route away from the site allowed me to quickly dash in to grab a Bottle of water and a pair of black opaque tights in my size, remembering to take my receipt and to be on the road back home.

While I fully accept that the supermarket was not quite what Madam had planned or hoped for when she set the tasks but it achieved the aim.  Added to which the tights where a godsend on Thursday to wear under my trousers as it was a really cold day.

Friday was a work from home day so no tasks required to be completed, however I did get a run in another pair of stockings over the weekend, the result was that one of the packets of new stockings was pressed into service straight away! The laddering of the stockings has been duly noted in my small note book and I will no doubt have my bum paddled for my lack of attention and carelessness with my hosiery.  For some reason I’ve had quite a few runs/ ladders in my stockings since Christmas, it is become quite a hazard to the welfare of my backside!

On sunday evening one of the things that was discussed between Madam and myself was the forthcoming Valentine’s day. This is normally a day where Sir will take Madam out for the evening, or away overnight (admittedly last year was an exception as well) valentines day at home – blog post 2023. Normally if it is a weekday evening then Sir would take Madam for a meal somewhere local or for an overnight stay to London for a show or for a “fancy night out.” In either case I am normally left at home, generally not even tasked with driving. It was one of Sir’s requirements/rules that Valentine’s day/night was one of his dates.

However I was told that as Valentines Day would fall on a Wednesday, Madam would spend the evening with me. Apparently it was a request from Madam to Sir, which he accepted. I asked if Madam would like me to book a dinner table somewhere but she informed me that she wanted to have an evening at home with me.

Sir did set a condition on allowing Madam to have Valentines day with me and that was that Madam should take Friday the 16th February off work as Sir planned to take her away for a 2 night trip. 

This morning Sir called me to informed me that I should not make plans for the night of Friday 16th Feb or the Saturday/ Sunday, I was to be fully on call from 2pm on that Friday.

It is quite clear that something is planned for all of us in some way for that weekend.  On previous years there has been phone calls and skype calls as Madam was in the taxi with Sir leaving the restaurant or show heading back to the hotel.  I get the impression that this may be something more. 

I’m just really pleased that this year, similar to last year I will get the opportunity to have valentine’s day with my Madam, and it is also not lost on me that Madam has promised to uncage me that day!


Getting the most out of Power Dressing

Posted on 05/05/2020 by sissie billie

From Madam Alice

hello, hope you are all well. we are all in good health here.  life has continued with our self isolating and working from home.

Mick has continued to do some online/ distance tutoring for his couple of students, this is mainly Mondays and Tuesdays for them and he has continued with some of his research but that was mainly on Wednesday.  he normally gets back into billie mode very quickly after finishing.

John has been continuing with his company’s work and that seems to be working quite well, a few of his team have had to have new computers and software to deal with some of the work but overall he seems quite happy with the way his staff are working and dealing with things.

I am being Skyped/ MS Team/ Zoomed to death! some of it is bloody painful, so much so that out department head has stepped in to save us – we definitely have some people working from home that are bored/ lonely/ want to annoy someone and therefore decide to schedule a meeting and then invite everyone.  Hopefully now that we have clear direction a lot of that crap will stop.

As it was Thursday saw me having to dress up a little – a couple of finance briefs to senior management on camera so it was on with my suit.  I decided to put my own twist on it.

I had billie get my grey trouser suit out and pressed.  I then put my hair up in a bun (which is growing more than I expected.)  I then added my quarter cup bra, waspie and black stockings.  Added to the outfit I decided on my 5″ heels with the 1″ platform.  The final part and the twist was I decided to wear one of my strap-ons.  No panties or knickers I was going Commando!

billie brought my suit in as I was finishing my dressing and adding my “cock”.  I told billie to put my suit on the bed and to get down and give me a little bit of a BJ.   while she worked her mouth on the dildo I told her that once I was dressed and off to the study she was to go and change into her secretary outfit with her pencil skirt and she was to be in Ms Watson mode for the day.

As she bobbed her head up and down my strap-on I gave her instructions for the day.  I would want tea in the study at 9.30am, with a light lunch at 12.00 noon in the dining room.  she should work from her table in the utility room and be on call if I need her.  John would want her to help him later in the afternoon when he goes to the office to deal with Mail and Orders.

After a short while and billie had got into her stride I took hold of her head and started to thrust at her effectively face-fucking her – I’m very careful with this as the issue is that a strap-on isn’t the same as a cock so it’s important not to get carried away with things.  either way billie did very well and when I was content I stopped and told her to go and change while I finished dressing.

Cream satin blouse, dark grey trousers, I dress to the left by the way and then topped off with the Jacket, heels back on and then off down to the study and to log on.

It’s quite strange really, here I was in my study in a woman’s suit, very much the power suit for the office bitch, and I kept finding myself playing with my “cock” through my trousers.  It was quite a strange experience once you realise that you are doing it.

billie appeared with my tea and 2 biscuits at 9.30 on the dot.  I carried out a quick inspection and yes slightly damp panties and a plugged bottom – lovely.  I told her that my first meeting was at 10am and she should be back here at 9.50.

9.50 saw billie reappear, thinking that she was here to take my empty cup and plate away but no I had other plans.

I told her to crawl under my desk and get my cock out.  I had placed a cushion on the floor for her – I’m kind like that, but also I didn’t know how long the meeting would take.

My instructions were simple.  take the cock in her mouth like a good slut secretary and make sure her mouth does not come off of it until I tell her to do so at the end of my meeting.  she was to keep the noise to a minimum as she wouldn’t know when I would be on mic.

she should start licking the cock and when the meeting starts she would then start her blowjob.

well my darling sissy secretary spent 47 minutes on her knees with my cock in her mouth.  There was a couple of times during the meeting where I reached under and placed my hand on the back of her head and forced her down slowly onto the cock and held her there for a few seconds.  on one of theses she gagged – I held her a little too long perhaps, I let her up for air and she quickly went back onto the dildo.  while she didn’t know it I had muted the microphone each time.

At the end of the meeting I allowed billie to get out from the desk and told her that since she had made some noise, that she should be punished.  I had her bend over the desk and pull her skirt up and I took my paddle from my desk drawer and gave her 4 not so gentle smacks.  I told her to get up, leave her knickers with me and to get on with her tasks.  I told her the next meeting would be at 2pm, she should be back in position for 1.50pm ready to go again.  With that I dismissed her back to work.

The afternoon meeting was a bit shorter at 35 minutes but billie was a lot better with less noise but plenty of enthusiasm.

It would appear that this was a bit of practice for her as John had her provide the same service while he spoke to a supplier on the phone when the two of them went to his offices.

I enjoyed my Power dressing and having my cock in my trousers.  I think I’ll repeat this again but I may just have to have a go at fucking my secretary in the office this week, she’s certainly a tart that would be up for it!

everyone please take care, keep safe and stay healthy

King Regards

Madam Alice

Early Review and Punishment due to work commitments.

Posted on 09/04/2019 by sissie billie

From Madam Alice.

I’ve just conducted Billie’s weekly review a few days early this has been due to work commitments this coming weekend.

Mick has been busy trying to tie down a couple of his clients to allow him to finalise the works that they have asked for and he has finally got them all to agree to dates and times that will all slot together.  To that end I will be dropping Mick off at the train station on Thursday morning and I’ll see him back in a week’s time.  It looks like John is just going to have to keep me busy to stop me getting bored!

Thursday Evening is normally Billie’s weekly review where we consider how he has performed over the last week.  I have my book with notes and billie has his book, we review our notes and allocate Merits (yes I do give merits to my lovely submissive – as does John) and demerits.

all of the demerits are tallied up and an appropriate set of punishments are allocated.  The biggest crime that billie can do is to not record a misdemeanour in his book that I have recorded in mine, this would result in double, and occasionally triple demerit points.

So this evening billies punishments were:

 2 periods  of corner time, to be selected at random by me of a minimum of 30 minutes in heels of my choice.
a spanking of 20
and a paddling of 12.

his biggest infringement was for not getting his last blog entry about his weekend with John completed and published, it still appears to be sat in the draft pile.

So I’ve spanked and paddled his bare arse and sent him off to get me some tea with his red bottom on display.

I have also warned him that I will expect him to dressed as billie under his “Mick” clothes at all times during his time away and we will pack him off with a “few” things on Thursday when he leaves.  I’ve also told him to be prepared to get tasks while he is away to be undertaken in his spare time as we certainly don’t want him to get bored either!

And he has been told to get the blog entry finished and to produce some more during his time away.

It’s a good job that I’m here to keep him focussed!

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