Keeping sissy busy while (s)he is away.

From Madam Alice

Billie left for Edinburgh yesterday and he has been out delivering the training today.  I sent him an email this morning with a few things that I want him to do and work through this evening when he is in his hotel room.

My understanding is that he will have little evening work to do today but tomorrow evening will somewhat busier for him.

So what has his evil Mistress done to him?

Well firstly I packed a few things in his bag on Monday evening for him to take with him.  Also on Monday night I released him from the cage so that he could have a supervised shave and clean, once done I locked him back up.  Part of me wanted to add his punishment attachment to his cage, but I thought better of it.  He will be a away from home for a few days so that would be a little bit too much – I normally only add the spikes for an afternoon or a day at most.

A few of the things that were packed were things that he got as Christmas presents from John and I.

One of the things was a nice sleep suit for him with some tights.  John had this made for him from a nice lady on the internet, it is based on an adult skirted romper suit.  To use John’s explanation of the idea for the romper suit – what should a sissy maid sleep in?  we measured billie on the basis of getting another maid outfit but chose this instead, it’s in black satin with white lace and rather than be sized for a nappy it is sized his chastity and looks a bit like a maids outfit without the apron.  The romper doesn’t have the gusset  snap openings but John asked for a zip to be fitted at the rear to allow access to billie’s sissy bottom.

The sleep suit is to be worn with black tights, we have mentioned before that we are not fans of tights but when they are open crotch tights then we do approved, the one’s that I purchased from StockingsHQ are from a company called MissO, and they are absolutely devine -  I’ll definitely be getting some more of these and not just for billie!  I’ve added a link to the web page.

https://www.stockingshq.com/tights-c1/p201-shiny-20-denier-open-crotch-tights-p2477




One of the other Christmas things that I packed was billie’s “Master”.  When billie has gone away with work he normally takes a butt plug or two and may be a dildo, well I bought him a special dildo for when he has to go travelling.  I selected it as it is the same size a John and I felt that billie should have a travelling companion that would remind him of what is keeping me company while he is away.  It has been made clear to billie that he must always refer to the dildo as his “Master” and he can only use it while he is away.


I also added a set of his ankle, wrist cuffs, leather collar and his cock gag for him along with his blindfold hood.  I want him to do some corner time while he is away and that will be done with him restrained.


Billie packed most of his own lingerie for the trip and I added a few bits, he has plenty of stockings.  I did make him take the suspender belts out and replace with his waist clincher and his modified “What Katie Did” waspie.  He also has his basque and I slipped his Merry Widow  in with things as well.


For evening work wear I think I saw one of his short skirts go in and also one of his blouses.  I think he is well prepared for his trip away.


The last item that I added to his bag was a sealed envelope with a USB memory stick, but more on that later.


Having spoken to him last night, he had arrived in Edinburgh later than he had hoped and his plan was to go out get food and then shower and bed.  So I wished him good night.


This morning I go up early and composed an email for him with a few tasks.  This evening my darling hubbie will be at the long distance mercy of John and myself.  I informed billie that he must eat at the end of the working day and before he gets back to the hotel, once back he is to shower and douche himself ensuring that he is fully clean – inside and out.


Once clean he is to dress in his bra and waspie and stockings, blouse and skirt, he is to take some photos once dressed and email them to me, this will allow me to know that he is dressed and ready.

His phone and laptop must be on for the whole evening and he will get more instructions via our “family” whatsapp group.


I also told him that he should identify a corner in his room where he will be sent to when directed and also 2 places to fix his “Master” – one for the kneeling position and one at waist height.  Billie has been told to make sure his sissy bottom is ready for the evening as I have found a really nice MP4 file which is anal training to a metronome and I have included it on the USB memory stick for my sissy to use.  I’m quite sure that billie will go to bed this evening well used and rather tired.


So what is going to happen this evening?  John is currently staying with me – keeping me company and keeping me satisfied while my sissy is away, and we intend to make sure that billie has some corner time, and several sessions with his “Master”  these may coincide with John and I having some fun in the bedroom ( and living room, and kitchen and….you get the picture).


Billie will also have to take a photo of him compared to his “Master”, just so that you can see the comparison between my hubbie and boyfriend – I know that billie is caged and it isn’t a straightforward comparison but being a cuckold does mean that your shortfalls are often highlighted.

A few more photo’s will also be required and he will have to take one of his sleep suit to show everyone what a lucky sissy he is.


I’ve also told him that he will be required to produce a blog post prior to bed this evening and he can do that between the tasks that we give him.


I’ve also set the rule for him that if he wakes up during the night prior to his alarm going off, then he must get up and please his “master” with 10 minutes oral and then 10 minutes of fucking himself – that will hopefully make him tired and send him back off to sleep.


I’m looking forward to what he posts this evening.