Category: emasculate

Madam’s Valentines Weekend (and my tasks)

Posted on by Sissy billie
Having had a lovely valentine’s day with Madam, and being downsized in my chastity, it was now a case of getting ready for Madam going away for the weekend with Sir.  Madam had booked the Friday off  and as directed I had planned to do my normal Friday tasks and to keep my afternoon schedule fairly flexible.


so on Friday morning neither I or Madam knew where she was going or the weekend, Sir had it all organised.  Madam knew it was going to be an AirB&B for accommodation for the Friday and Saturday night and that she would be out for dinner each evening and out during the day. 

I helped her pack her bag in the morning, and then went and changed so that I could go for the weekly grocery shopping, Sir arrived just before I was leaving and came in for a cup of tea, so I said cheerio and headed off into town.

I got back about 11.30, Madam and Sir had left and I found a wrapped present on the kitchen work top, a selfie stick to use with the phone that we use for doing some of our photos.  There was also a note from Madam telling me that she had packed a bag for me and it was on my bed (it was padlocked with a combination padlock) and the note also told me to pack an overnight bag with my toiletries and towel, a change of underwear, some male casual wear and bring the camera and phone, with the self stick.  I was told to wait for more information.

At 1.30pm I received a whatsapp message from Sir telling me to get my bags and head to a hotel near Cambridge (address supplied) and ask for a room that had been booked for “billie Watson”. I was to message him to let them know when I arrived.

I got there eventually, despite the Friday traffic, checked in and was told that a room had been booked by my “Boss”.  The room was very nice, I dropped my bags and sent a message.

Madam sent me a reply, with the combination for my bag and also with my 2 tasks for the evening.  These were to involve taking a couple of sets of photos, both as part of a bigger task.  Unfortunately I can’t go into details at the moment until the whole of the tasks have been completed.  The tasks involved a few sets of photos and a few changes of clothes, by the time I had finished both tasks I was ready for bed. That was my Friday evening.


Saturday morning I got a message from Sir telling me to check out of the hotel and to be at a certain Coffee shop in Cambridge by 10.45am and to get myself a cup of tea and just wait and watch.  At 11am(ish) a couple came into the coffee shop holding hands, and very close to each other. They ordered and went to the other side of the room  and sat down, yes it’s Madam and Sir.  

When Madam sat down you could just see the welts of her stockings. They were sat having their coffees for about 20 minutes and during that time I got a few very cuckold/ humiliation related whatsapp messages from Sir.  I had another cup of tea and just watched them from the other side of the room.  They finished and left and I got my next whatsapp delivered instructions to go and do some shopping and get Madam a pair of black panties and black stockings suitable for her to wear for going out for dinner with her boyfriend.  I was also told to go to a certain pub at 1pm to have lunch, but to order from the bar menu, no alcohol, just soda water.


Madam and Sir appeared at 1.15pm and it appeared that they had booked a table in the dining area. I moved to a seat where I could see them better and they could see me.  Once they had finished their lunch I was messaged to go and enjoy some sights of cambridge and get my daily steps in (I’ve been increasing my walking as part of fitness/ weight loss programme to help with my health improvement.)

At 5pm I got a message that “Madam’s maid” was expected this evening and I was sent an address and where to park – this was the Air B&B that they were staying in – to which I got back to my car and headed there.  I grabbed my bags and went into the building, they had the loft apartment at the top of the block, very nice.  

I was sent to the spare bedroom to get changed down to my underwear that I had on under my street clothes.  Madam came to the room and told me what the plan was for the evening.  I would help her get ready, then I would then drive them both to the restaurant that they were booked into and then come back to the apartment.  Once they were finished they might go for a drink but they would get a taxi back to the apartment. 

Madam had packed my dark blue jacket, my sheer trousers and black shoes in one of her bags, so that I would look appropriate as their driver.  She told me to wear the white sheer blouse that was in my bag. 

The jacket just covered the top of my sheer trousers and Madam made the point that I was not to wear any panties so my new pink chastity cage would be on display if my jacket was open.  Also the blouse was a white “pussybow” type of blouse, so there was no way to try and claim that it was a normal shirt, it was very clear what it was.  Once dressed I was sent to get my car from the parking area at the back of the apartment, I brought it round to outside the apartment ready to pick them up, but I had to come in to let them know it was outside.  Madam had handed me one of my face masks as I was leaving so I suspected that at some point there would be photos taken. As I came back into the apartment block Madam was at the bottom landing of the stairs and took some photos with her phone as I came in and some more at the top of the stairs.


Before we left Madam gave me a particular task to do when I got back from dropping them off at the restaurant.  The apartments had a Lift and I was tasked to get dressed in skirt and blouse and take a set of photos next to the lift, one of the photos had to show my chastity.  (you all have to thank Poppet Subslut for this as she has been badgering me to do this type of thing for ages and Madam had picked up on this and so I was duly tasked…..Thanks P!!!!)

With both of them ready I got them out of the flat and drove them into the town centre to the restaurant and then headed back to park up and get back to the flat.

Now the thing is that the whole experience was nerve wracking as the other flats in the apartment block were occupied and I could hear people moving around.  so the there was a constant risk that one of them would come out into the corridors or landings or even use the lift!.

Once I was back in the flat I got changed for the task   When ready I had to get out of the apartment and go across the landing next to the door of the lift.  I’ll admit I was bloody nervous as there were people coming and going from the ground floor flats, I was very conscious of the sound of my heels on the floor and every noise from downstairs.  The things I do for Madam!  Here are 2 of the photos, I was using the selfie stick and was still getting used to it.  I’m sure I’ll get better with it with more practice!



With the photos taken, and task complete I was safely back in the flat.  

A few hours later I got a message telling me that Sir and Madam had just ordered a taxi and they would be back in 15-20 minutes and that I was to be waiting by the door with some wine for my Mistress and her boyfriend. I was told to be in my pink cuckolding outfit.

I got a message telling me that Sir and Madam had just ordered a taxi and they would be back in 15-20 minutes and that I was to be waiting by the door with some wine for my Mistress and her boyfriend. I was told to be in my pink cuckolding outfit.

I had to rush to get changed and dressed, I was about halfway through getting ready when another message arrived telling me that they were about to arrive and that I was to be ready with my panties lowered so that Sir could see my new chastity (he hadn’t really seen it earlier.) so it was all a bit of a rush to get finished dressing. The message also said that I was to have the door to the Flat fully open so that I could be seen as they came up the stairs (and anyone else for that matter) – I was to be exposed again!

I added my face mask to my outfit as I figured that there would be photos taken.

There has been a few additions to the cuckolding outfit. One of which was the modification of the front of the dress, this was based on the suggestion from Poppet. I’ve added a series of press studs on the inside of the front of the dress so the front can be clipped up to have me on display or dropped if Sir wants me covered.

Madam had found a pair of pink heels in a charity wedding shop in Milton Keynes, I dread to think what the wedding or bridesmaid dress looked like if these were the shoes for it, you can see they are all very pink!.



Madam also got me a pair of pink garters, one for my leg and the other for a choker, as well as a pink wig just to complete things. All very pink! The last addition to the outfit was a pink corset, a gift from kerri.

Knowing that they were on their way into the building made me rush, I got the wine poured, the front door of the flat open and into position with the tray ready for Madam and Sir. I was now stood there with the flat door open and my caged clittie exposed to anyone that popped their head round the corner.

The relief that I had when the sound of people on the stairs turns out to be Madam and Sir! Madam had her phone out and photos were taken.

Yes I know my socks aren’t right and when I pushed down the pantie bloomers it moved one of my stockings, also the bow in my hair wasn’t square on, so all of these errors in my dress were pointed out to me so that they could added to my review book for thursday night, when my bum would be made to suffer for my lack of attention to detail.

Sir, gave me a good inspection particularly the new cage and that resulted in a lot of verbal humiliation.

I spent the evening carrying out maid duties, both in my exposed dress and also later I was directed by Madam to remove my dress and to serve just in my underwear. When not required I was put in the corner of the living room, with the occasional comment directed at me about how pink suited me.

Eventually with the bottle of wine finished Madam and Sir retired to their bedroom and I was dismissed to my room with the instruction to keep my door open so that I could hear what they were up to and incase I was needed. I was also told that they would be having a lie-in in the morning so there would be no need to make breakfast.

My services were called on once during the night, for both Sir and for Madam.




In the morning I was up and on the go for 8am, with having made some tea when Madam appeared, I provided her with a cup of coffee and she sat down with me and asked if I had been alright with the weekend and also with the elements of exposure. It was a fair question and I explained that while I was very nervous (ok I was more than nervous) about the whole thing I did get a buzz from doing it. I explained that I wasn’t sure about doing it too often but I would probably be ok with the occasional bit of exposure.

We chatted for a short while and I made Alice another cup of coffee for her and a tea for John. I asked what the plan was for the day and I was told that once I was ready I could head back home and Alice and John would be back later in the day, they were going to have a bit of a trip out to a few places around Cambridge and then grab a pub lunch somewhere that John knew of.

so once Alice headed back to the bedroom I went and grabbed a shower, dressed and packed my bags to head home to wait for them to come home later on.

The weekend was far more interesting than I had expected, considering I thought that I would be at home all weekend receiving updates by whatsapp, so being involved was great and my forced exposures were nerve wracking but yes I’ll admit I did quite enjoy the element of risk to it (Poppet you have a lot to answer for!). I’ll have to see what my next set of tasks are!

A week of preperations

Posted on by sissie billie

The previous week has involved a bit of work to get things ready for Madam and Sir going back to work.

I’ve spent a couple of days working with John to get his offices and workshop area all set up for his people to come back to work.  the building that he has isn’t too bad with 2 individual offices coming from a main office on the first floor and the store and workshop area on the ground floor.

The main office has plenty of space for his team to be kept apart but for added re assurance I fitted some Perspex screens to each of the desk areas for him. So his staff have a semi enclosed area but still have visibility across the office.  we’ve increased the size of the table in the break out area where they do collaborative work in the corner of the office, this keeps the space and people apart.  John has his office which didn’t need anything and the second office that is used by his HR/ admin woman is fine as well so long as she just deals with one person at a time.

That was most of the effort on Monday and Tuesday, with both John and myself using our own cars to come and go to collect stores and fixings.  by the time we had all of the screens in place it was about 6 pm so we picked up the tools and called it quits.

Wednesday had me back in billie mode, with Sir sending me over to the office in wig, skirt, blouse and heels to tidy up after the “workmen” had been in.  I provided breakfast for everyone and cleaned up after everyone was finished, and then went and changed out of the maids uniform into a blouse and skirt.

I was given the keys and told to lock myself in so that I wouldn’t be disturbed, before I left Madam check to make sure that I was still wearing my butt plug.  The drive over is always a bit nerve wracking but the bottom line is don’t rush and don’t do anything stupid on the road (and try and keep and eye out for the idiots (they are everywhere!).

So having got there for about 10am, I locked myself in to the offices and started the tidy up of the mess that had been left after the construction works.  Once done it was a case of quickly dust down each of the work areas and then hover the main office before dealing with the toilets.

Madam and Sir came over at 1pm with some lunch and we all sat down for something to eat, all very civilised.  Sir took the bags of rubbish out to his car to take to the tip and Madam asked what I still had to do, which was do a clean of the workshop and store, the tea room/ kitchenette and then the 2 small offices.  I told Madam that I thought that I would be done about 4pm.

Madam told me that she would be back with Sir about 4pm, they would be going to get some tea and coffee for the staff and also to get some new cleaning materials for the cleaners cupboard to replace what I had used.  I was told not to leave until they came back, if I finished early then to send a text.

The Workshop and store didn’t need much work as it is a fairly open area were 2 people work, so there wasn’t too much to do other that a sweep out and mop of the floor.  I sent a text at about 3pm that I was nearly finished and Madam replied that they would be back shortly.

Sir and Madam appear about 3.20pm and I was just finishing the last bits in the HR/ admin office.  Both Madam and Sir went and dropped of their purchases and then made a cup of tea and headed to Sir’s office while I finished off.

I straighten my clothing up and went to join Sir and Madam in Sir’s office.  they were chatting through the plan to have a couple of the staff back into work on the Thursday and then the remainder in on the Monday.  Madam asked me if I would miss my weekly trip to help with the office work with Sir and I did say yes.  Madam must have spotted something in my reaction or my blush.

“Are you going to miss the chance to come out all dressed up or is something else that you are going to miss……?”  yes there was a slight pause before I responded.

“both Ma’am.”  I must admit I did say it a bit sheepishly

“Its what I love about you billie, I’ve created quite a tart, haven’t I?”

“Yes Ma’am.”

“I think John is also going to miss your help in the Office as I don’t think his HR lady is going to come in each afternoon at 3 o’clock to ‘help him with his report’ is she billie?”

“No Ma’am”

I was very aware of Sir chuckling and his comment was “not without a harassment case occurring and I’ll not tolerate that type of behaviour in the company!”

“That’s why you need Ms Watson, John, she fills a gap in your team, a sissy PA or secretary, obviously not full time but I’m sure that she can still come and provide assistance.”

“billie lift your skirt, dear, lets have a look at you?” Madam check the front of my knickers and yes there was a damp patch.

“Well dear husband, why don’t you go over to my boyfriend and show me why he likes taking you to work with him as his secretary?”

I went over to Sir and he turned his chair side on to the desk and I knelt down, Sir had already undone his belt and I opened his fly and he shrugged his trousers and boxers down.  Sir was starting to stiffen when I took his cock in my hand.

Madam had moved her chair round next to Sir and was watching me directly.

“That’s it Ms Watson, show me what your office skills are like…I want to see your skills dear, to see why John should keep you on the books..”

Having started to lick Sir and for him to harden, I now had him in my mouth and a hand lower down on his cock, sucking, licking and slowly stroking him.

Madam was now talking to me all the way through, encouraging me and also working on my humiliation need.

“take your time Dear, there is no rush, there is only us here in the office.”
“that’s it husband, show my boyfriend that you are the submissive in this relationship.”
“I do love watching you suck John, Dear, you are very good at it….”
“That’s it hubbie, try take a little bit more in your mouth and throat….”
“Make the most of this Ms Watson, it might be a while before you can come back to the office….

and on and on, humiliating encouragement as my Mistress Wife sat next to her boyfriend as I knelt between is legs in sexual submission.

“John, have you fucked Ms Watson over your desk?”  I almost choked when I heard that!!

“Yes I’ve done it a couple of time but usually when you’ve been away with work and I’ve decided to do a bit of late working, but not during this period, I’ve just had her come in a give me a blow job”

“you should do it a bit more often, it’s quite empowering, I’ve fucked Ms Watson a couple of time over the study desk in the last few weeks.  but perhaps not today….let her have something to look forward to the next time she comes into work…”

Madam was quite right, she had taken to putting a strap on harness and one of her dildos in the bottom drawer of her desk.  the first time that she had fucked me over the desk was after I had been licking her during a Skype meeting and once it had finished she was clearly worked up and decided that she wanted me to come out from under the desk and that she would finish herself off by fucking me.

The second time was very different.  I think that Madam had had either a bad or frustrating day and she decided that I needed to provide her stress relief.  I was called to the office told to remove my knickers and with that she unzipped her skirt and let it drop to the floor.  I had the tube of ky tossed at me and told to get ready while she put on the strap on.  I very quickly lubed my bottom as madam can put on the strap on quite quickly.  Madam did fuck me very vigorously, this was very much a dominant using a submissive.  Over the desk, legs kicked wide Madam’s hands on my shoulders and back to hold me down and her enforcing her dominance over me. (not very gentle but very much satisfying for me as a submissive – is that wrong??)

As Sir stated to get ready to cum he started to hold my head and control what I was doing more and as he did reach orgasm he held my head still and filled my mouth.  I’ve done this many times now and I know that I have to try and swallow some of it, quite quickly as there is often quite a bit of cum and semen.

Madam continued her verbal humiliation of me and it still embarrasses me to confess that it turns me on so much.  both Sir and Madam know how to push my erotic buttons (and again I ask is this wrong….?).

“You are very good at that, aren’t you Dear? barely a drop lost.  I’m really please that I can share my boyfriend with my cuckolded husband.”

“Now since you have got me all worked up I’m going to take John home and take him straight upstairs, if you can lock up here I’ll see you back at home, we’ll have dinner at 7 and wear the short maids uniform.”  and with that Madam and Sir left (he was still doing up his trousers) as I still remained on my knees and watched them head back home.

I got up and straighten up the office, when and had a look at myself in the bathroom mirror, the wig needed adjusting and then locked up.  By the time I got home I could hear that Sir was entertaining Madam upstairs so I went to get changed and get ready for the evening.

Overall a busy start to the week and as usual there has been plenty to keep me occupied…….as a quite content and happy submissive cuckold.

everyone please keep and stay safe.

billie xxx

Getting what you ask for

Posted on by sissie billie

We hope everyone is well, we are all fine here at Madam’s residence.

we’ve all had a busy week with working from home, which has been good as it has stopped everyone from being bored.  the only thing I would say is that all 3 of us are getting Skype fatigue.  it is quite clear in this period of social distancing some people when given their turn in an online conference just don’t know when to shut the fuck up!!!  It is interesting as all three of us have encountered this and we are working in different sectors.

But that isn’t what you have come to this blog for, is it?

Last weekend saw the continuation of resetting boundaries and tasks with a humiliation and emasculation theme.  On Saturday I had to go to our attic and get on of the old wooden chairs that we had up there, clean it up and place it in Madam’s bedroom.  I was then told to get on of my dildo’s with a suction base and place it on the chair.  Since that point in time, when ever I am required to be present when Sir and Madam have sex I am directed to remove my butt plug and sit on the dildo and the chair.  I will be told to either sit fully down on the chair and watch quietly or I will be told that I may fuck myself on the dildo until told to stop.

On Tuesday afternoon Madam called me to her study and told me that she would be finishing shortly and that she wanted me to go to her room and lay out some of her more slutty items of underwear and to then wait for her.

she arrived a little while later and told me to get her douche and soaps as she planned to give her back passage a good cleaning.  I helped Madam undress and head to the en-suite and use the douche enough times to make sure that she was fully clean back there.  once she was happy she had a shower and I waited to help dry her off.

I helped to dry her and I was told to kneel and Madam handed me a tube of KY and I was told to lubricate her arse which I did being very gentle, not wishing to incur her wrath.  she then handed me one of her butt plugs and told me to gently insert it into her.  I coated it in lube and then eased it into to her.  She let out a slight gasp as it forced her hole open and then closed around the neck of the plug.

I was then told to get up and to remove my maids uniform  and to go to the bed.  Madam made me lie on the bed, head towards the bottom and my feet at the headboard.  and she then took some lengths of bondage rope and tied me spread eagle to the bed.  she then took a ball gag and fitted that to my mouth.  I was securely displayed in my Girdle, Stockings, knickers and bra.

Madam sat down at her dresser and applied her makeup, which was most definitely darker than usual –  she applied purple nail polish to her fingers and toes and a black lipstick.  she applied some wet gel to her hair to make it slick and pulled it back.  the black eyeshadow and thick eye liner gave her a very dark dominant goth type of look.

I watched her get dressed – Underbust black corset, 6 suspender straps holding up dark black seamed stockings and then a pair of backless PVC panties.  Madam then added her patent black knee high boots and a thin leather collar.

She came and sat on the bed next to me, “Do you like what you see, hubbie?”

I nodded quite enthusiastically.

She started to rub the front of my girdle that covered my caged pantied clit – “I want to be a bitch tonight, not a nice wife, but quite nasty, so I’ve put my cunt out of bounds to John and you tonight – that’s right, no pussy licking for you this evening.  I’ve not had a nice arse fucking for a while and I’ve become quite jealous that my submissive husband is getting his arse fucked more than his Mistress, so I plan to change that this evening….”

With that she went to the bed room door opened it and shouted “John! would mind popping in here for a minute?!”

From my restrained position I could see her back and the open nature of the knickers. and the stockings.

John appeared and she literally pulled him into the bedroom.

“Right then John, I need fucking and I need it now!”

From what I could see Sir look slightly taken aback and was a little stunned as Madam pulled him into the room next to the bed and then undid his trousers.  Madam when down onto her knees and took hold of Sir’s cock.  I think at this point he had got his wits together and was now taking in the scene of my wife starting to take his cock into her mouth and me tied to the bed.

there was very little that I could do other than frustratingly watch this Goth Mistress suck Sir. As she did this Sir was shedding his clothes until he was stood there naked.

With Sir fully erect, Madam stopped her oral work and stood up, keeping her hand on his 9 inches and told him that her pussy was out of bounds for the evening but he could fuck her arse as much and as often as he wanted.  Still holding his cock she then led him to the bottom of the bed where she then let go and climbed on, crawling over me until her panties were directly over me.

“My knickers stay on John,  Fuck me like your bitch, show billie what a slut he has for a wife!  billie hasn’t been in my arse for over 15 years, show him what she is missing!”

It is true, we decided that billie and mick would not have Anal with Alice, Alice would regularly fuck billie in the arse but that was out of bounds for both of my personas.

As Madam offered her ass to Sir she passed some lube back to Sir and I watched fascinated as he lubed himself up and then eased the plug out of Madam before adding more lube to her bottom.

The thing that next surprised me was that I expected some fore play, some using fingers to help open Madam up, but no, Sir when straight at it with his cock!

He had done this to me and I can confess, you bloody know about it!  well Madam certainly got what she wanted and she let out a very vocal squeal!  It looked like Sir had placed a hand on her back to stop her coming up out of position and with the other hand he positioned it and then leaned forward and pushed it in, not fast but at a steady pace.

Madam was rather vocal, I really do hope that there was no joggers passing in the lane because there is no way that noise was staying in the room!

My position meant that I had full view of Sir entering Madam until his balls obscured the view.  Once he was fully in he stopped to let Madam get used to it and to calm down and then he started to slowly fuck her.  this was not lovemaking, Madam had asked to be fucked and it very much appeared that Sir was going to fully oblige to her requests!

During their fucking Madam didn’t touch me, I was just a very close spectator, It was as they finished, Sir withdrew and I could see that he had cum.  my gag was undone and Sir placed his cock head at my mouth – “clean it!”  I complied with licking and sucking it clean and then he withdrew from my mouth.

“Sit up Alice, let billie tidy you up and get you ready for the next round.”  I don’t know what the look was on Madam’s face but I thought that he had fucked her quite thoroughly, so to think that they would go again without a rest…..

Madam sat up and positioned herself so that I could get access to her bottom.  It was still open a little and Sir’s cum was leaking out, I could see it close as I started to lick her, I was being as gentle as I could.

I’m not sure how long I worked Madam’s used bottom but Sir was back and pushed her forward, he had lubed his cock again and again without ceremony he eased his cock back into her for another round.

This time the sex was more steady and more controlled but Sir was more verbal to Madam, with things like:

“You like being my bitch don’t you!”
“You and your sissy are both sluts for my cock in your arses!”
“billie could never fill you like this could he!”
“You had best wear a plug when you are working from now on, I might just come in and fuck you over the desk is you are going to behave like a wanton slut!”

Sir gave Madam a verbal fucking as well as a physical one.

By the end of the evening Madam had been ass fucked 4 times, I was released from the bed after the end of the second fucking, but I cleaned Sir and Madam after each session.    I would say that when Sir and I put Madam to bed at 10pm she was well fuck and very tired – quite content but a little sore.

There is a moral to this and I do think that Madam did learn something from it – Be careful what you ask for – you might just get it and some more!

An Update from billie

Posted on by sissie billie

Well it’s been business at usual here in our FLR, with Madam away last week I kept myself busy with my work – the exception being last Wednesday where I was at Master’s house looking after his needs and requirements on behalf of Madam.

I didn’t get home until 1am and I was rather worn out – tired and sore would be a way of putting it.  so last Thursday was a deliberately slow day for me……

Madam was home on Friday evening and as usual I had missed her and as Madam stated in her post last night I was dressed and waiting for her.  While Madam did say that she was a bit rough with me I didn’t see it that way, she was very Dominant and very specific about her needs and wants and I was more than happy to comply with her demands and instruction.

It is one of my best pleasures to bring Madam to orgasm and to do that several times last Friday was an amazing honour for me.  I was fortunate enough that once she was satisfied and I had bathed her that she told me to stay and sleep with her.  so I changed into one of my teddies and fresh stockings and cuddled in her until she fell asleep.

Sir came round on Saturday for the weekend and the main announcement was that the hotel that we would have been visiting in August was finally back open and while they had reimbursed the money for the cancelled visit they has offered a very good deal for a break, which Madam and Sir were going to accept.  So they would be going for a 4 day break at the hotel and Sir had managed to get a good package to Cape Verde for a week, so he and Madam would be getting some winter sun.

Madam called Mistress Carol to see if kerri would be free to look after me  for a week but unfortunately kerri has already been told by her work that she can get a long holiday until the new year.  The good news is however that everyone has agreed that both kerri and I will be allowed to go for a break somewhere in the new year.

We made the most of the reasonable weather on the Saturday but with the rain on Sunday, Sir and Madam spent the bulk of the day in bed with me in full submissive maid mode, serving drinks and food, cleaning Madam and Sir, being humiliated and generally being frustratingly happy to be their submissive cuckold.

On Monday I spent time in the office looking at my programme of works and seeing what I could deal with while Madam would be away.  I knew one of my clients wanted a project review carried out and another was looking for some consultancy advice for a future proposal so after a few calls these have been booked and arranged, so there will be a trip up to York and Newcastle on the cards, that will have me away for a couple of nights each so that will keep me busy while Madam is away.

We are approaching 180 days in chastity and to be honest I’m quite comfortable with the cage and my frustrations, I really do enjoy them, but that is mainly due to the fact that I am probably having more sex now that I did when uncaged.  the only difference is that I am in a different role.  I don’t penetrate, I am the one that is penetrated and serves, The emotional and sexual feelings of being submissive to Madam is difficult to describe, but I know one thing that I wouldn’t swap it for the world.

An update from the Head of the Household

Posted on by sissie billie

From Madam Alice:

Evening everyone,

I haven’t posted a blog for a while and I thought that I had best put a few things out there on our blog.

Normally I would be spending Wednesday Evening’s either over at John’s house or having a Horse Riding Lesson, but the horse I normally ride is lame at the moment and resting and John is away with his work for 2 days.  So I’m here in the study tapping away while I have billie bring me Tea and Biscuits – at the moment I have a nice side plate with a Chocolate digestive, some shortbread and a  couple of  hobnobs, I’m afraid they won’t be going back in the biscuit tin!

Last week I was away working down at Bristol at our offices down there.  I like being part of our assurance/ audit team as it gets me to see other parts of our company and it’s really interesting to see how things are done.  However I did have hosiery envy for the week, as you may know I wear Stockings as part of my normal working dress, always have since I started work from leaving school and I’ve very rarely worn trousers for work either, so it has pretty much always been knee (or shorter)length skirt and stockings and suspenders.

Well one of the teams that I was asked to review was headed up by this very nice Asian lady, and boy did she have legs!  she wore Fishnets and while they aren’t a particular favourite of mine she really suited them and she looked amazing.  Yes the bi sexual part of me did get slightly turned on by her, it would appear that it isn’t just hubby who has a stocking fetish!.  it also wasn’t helped that the 2 other girls in the team (mid twenties is my guess) where also wearing nylons.  I have no idea how the 3 male project mangers in the team managed to concentrate!

before I go any further I just want to say that nothing happened but it was an eye opener for me to be turned on like that.  when I got home on Friday evening Billie was told to be in FF Stockings and Basque and to get straight to dealing with my week long itch with her tongue (ok it wasn’t week long – I scratched that itch a few times myself while I was away.)  I have to confess I was rather rough with billie but she didn’t seem to mind and she definitely knows how to satisfy with her tongue, I love my sissy hubby!

Other news is that we have our trip away booked for the back end of November, but billie will not be coming with us.  We were going to send her down to be with Kerri for a week but Kerri can’t get time off.  billie has been proactive and managed to fill the time with work with some of his major clients and so will have a few days on the road over that period.  he is heading back up to York and also to Newcastle.  he is also waiting to see if he can move another project into this period so he may well be quite busy while John and I are away enjoying each other.

However don’t fear, we are arranging a little bit of time away for billie and kerri in the near future so they won’t miss out on having a break away together.

I’ve been spoiling billie and I’ve purchased another chastity for the little dear.  this one will be a punishment chastity and will not replace the current small metal on that he/she currently wears.  this will be swapped over for short period wear as a punishment or even just to amuse me.  I wanted to see what it would be like for her to wear one with a urethral tube and that’s what I’ve got for her.  it will be interesting to see what happens while she is in this current frustrated drippy state when I use the strap-on while she wears the new cage and tube.  She hasn’t seen it yet, she know I have it but she’ll just have to wait to get it.

we’ve (John and I) also just bought her a new dildo, it’s the same length as John but just a little bit less girth.  we decided that she should have a new travelling companion for when she is away overnight with work and since she has been very much focused on serving John during this period of chastity we thought that we had best let her have her own training aid to make sure that she keeps fit while away.

One of the things which I am considering putting together  for when billie is away with work is a small set of training programmes/ schedules that she must do each day as part of her routine while she is away from home.

so far I am thinking of making her put on her sissy exercise out fit with tracksuit on top and go for a jog/ walk each morning at 6am.  In the evening she should do any work in a skirt and blouse and also to get her to do a period of corner time and also a period of oral and anal training with dildo’s and her plugs.

John suggested that when she is in the corner that she faces the wall and listens to some instructions from me or even the sounds of myself and john having sex.  while this does spark my interest I will probably just use the sound track from some porn and combine it with instructions from me.  I want billie to focus on what she can hear so I’ll make sure that she takes one of her hoods and the Bluetooth headphones that she has.  I think that 30-40 minutes corner time in heels and lingerie while plugged and gagged while listening to something “interesting” will do as a nice bit of training for her.

Oral training may well be done to a metronome to set a suitable time/ beat for her to suck her dildo version of her Master.  There seem to be plenty of these programmes on the internet but I’d really like on that could be set to alter the beat/ pace at different times.  As well all know when jiving a Blow Job you don’t just stick to one steady pace.  so if any one knows of a variable metronome programme let me know in the comments.

I’d also be open to suggestions or ideas for anal training for my hubby while she is away. something that would last 30 – 40 minutes and help to tire her out ready for bed.  Again anyone with ideas please put them in the comments and we can have a look at them.

I think that’s enough for now, we have plenty to look forward to over the next few weeks and I’m sure that billie will be providing updates for you.

Alice XXXX

Early Review and Punishment due to work commitments.

Posted on 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!

Reader Question – what is the plan?

Posted on by sissie billie

From Madam Alice:

Just a short follow on post from me, after a email that we received – and we really do like hearing from our Blog readers.

what is my ultimate plan for billie?

Our relationship is on trust and we have spoken regularly about it and we talk constantly – it’s not all Bitch Mistress and Cuckold sissy, our FLR has a lot of equality in it and billie/ Mick want the FLR as much as I do.  so this relation is constantly evolving and developing.

We want to progress further with this and I would like, with Billie’s approval, to move further with his submission and increase the feminisation because over the years I have watched how one feeds the other and the whole submission package does help to balance his life and state of mind.

It also does me good to release me stresses as well, being a Mistress to billie is good for me in the same ways in that is good for him.

so what is my goal. in a few more years,  I would like to have a sissy House Wife, pretty much retired for his stressful work and focussing on keeping home and looking after my needs.  I’d like him to be more feminine and in female attire for over 90% of the time.  And I want (need him) to be a constantly involved part of my and our physical relationships.  because I love him to bits!!

I’m not sure who this sissy is (if anyone knows please let us know as she is lovely) but she is the aspiration that I have for billie, nice big breasts for a mature sissy, good controlling underwear – plenty of girdles and foundation wear, hairless, with a nice feminine hair cut or wig. nicely submissive and her clit almost constantly confined in a small chastity and still very much sexually aroused by her own submission.

Surely it isn’t too much to ask?

Chastity and orgasms – an interesting article.

Posted on by sissie billie

From Madam Alice

As part of Billie’s daily tasks he is required to find 10 images, videos, web pages or articles that are of interest.  this normally results in a number of items found from sites such as Pinterest, Tumblr and a few others.  he will also check the numerous blogs that he follows.

where he finds a blog that he thinks I would be interested in he will add it to my favourites on my tablet in a section marked “for review and consideration”.

I have a couple of sites that I regularly read and check and they have all been found by billie.  one site is Missy’s blog which I can’t rate highly enough – go and check her articles out they are a really enjoyable read and great insight to a submissive’s mindset.

https://submissy.com/

As for another site is Sara’s site, she is a submissive cuckolded sissy and we both love what she she writes about.  Her Main page is at this link and also there is a link on the side of our blog:

http://saragirlsissyconfessions.blogspot.com/

but she also has a tumblr blog, which unfortunately has had a lot of the good items blanked and sensored.  but she did have a good article worth a read and which I fully agree

http://saragirlsissyconfessions.tumblr.com/post/177733639283/chastity-you-being-partner-of-a-male-en-femme

“Prostate induced orgasms, penis free orgasms, analgasms, boi-pussygasms, sissygasms, or squirtygasms … what ever you name it, masculine penis orgasm is out of question. For ever.
Whether or not she likes them is really not the point here. That she achieves them is, because it renders the penis completely and utterly irrelevant. Once she can orgasm without his/her penis, then there really isn’t any reason that chastity shouldn’t be permanent. She can no longer complain about how long it’s been since she has cum, can’t complain about “blue balls” or swollen balls. 
Further, once you have emasculated him to the point at which she orgasms by being penetrated, then it is also harder for her to cling onto some of those masculine stereotypes. 
Whether or not she prefers this type of orgasm over the classic male form, or in fact whether she likes it at all, has no relevance.  This is now what is available to her, she can choose to embrace it… or not.  That part is up to him/her. If you are a bit of a creative partner like me, its even more enjoyable when he/she doesn’t.”
I would say that this is the target that we are aim for with billie, and I am starting to see him having far more orgasms in his chastised state.  in the past I would go through a regular “Milking” regime with him but the extended periods in chastity combined with regular pegging from me and his own dildo use, as well as him being used by John has resulted in a far more sexually responsive submissive.

He is my husband and I will continue to release him from chastity and we will make love – remember we don’t have sex when he is un-caged – but the chastity periods will continue to be the longer periods that we have now of 3-4 months at a time and as we are seeing now he is becoming more conditioned to anal and oral as his means of sexual release and judging from the way that he leaks and cums from these activities we may just be hitting the spot!