My Madam's FLR

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Category: Love

A rather frustrating weekend

Posted on 01/02/202402/12/2024 by Sissy billie

Earlier this month the high winds that hit the UK created some damage  to a building belonging to one of my former clients.  This guy helped me start out on my own many years ago and over the years I’ve helped him with several projects as his business has expanded, so to get a call out of the blue asking for my help and assistance saw me heading to Yorkshire the following morning.

So over the last couple of weeks I’ve found myself travelling up and back to the building that was damaged and also to attend a day of meetings and discussions at his main office near York.  

In most cases for each of these trips North, either by car or train I’ve found myself with an associated task from Madam, such as having to purchase hosiery of some form near to each location.

You may say that this is not much of a challenge but for most of these work trips I’m on a fairly tight schedule and to go and buy something I need to use my lunch break or look for very short detours as I travel to and from the meetings.  When Madam thought up that task she knew it would put pressure on me.

so last weekend found me working, not at home but on site in Yorkshire, acting as the Project lead and coordination between the Contractor, sub contractors and the Client’s factory team.  The job has been a real fast ball of “get things fixed, to get production back!” and this weekend saw the really key elements being installed.  All good stuff! job done over the weekend to have minimum impact or disturbance on the building and workers and the factory maintenance team ready to deal with the internal works as soon as the contractor was done.

It all went brilliant apart from…….Madam’s plan for me.

Madam had been briefed that I would go upto the site on Friday and be back on Sunday.  My client was sorting out accommodation at a local hotel for the 2 nights, so Madam planned to take advantage of the opportunity of me being away from her.

I was given instructions on what underwear to wear for the trip up and back, what lingerie was to sleep in and also to make sure that I had my Bluetooth headphones so that Madam could allow her cuckold husband to listen into what was happening in her boudoir on Friday and Saturday evening. 

Sounds like a plan and my twisted desire for humiliation had me very excited to undertake this challenge.

So on Friday morning I put on the first outfit allocated by madam, the black satin sissy cami and open crotch bloomers  with crotchless tights were the items stated to travel up and back in.  The rest of the items required were in my bag, packed by Madam, and I did a quick check and put “Master” and “Mistress” into the bag, so that I could do some ‘personal training’ while listening to Sir and Madam during the evenings.

The car journey up to the site was OK, I was clearly ahead of the Friday traffic and I arrived at the site at lunch time. My plan was to head to the hotel, drop my bag, change into the next proscribed outfit which was a black bodysuit and tights, add my working clothes over the top, grab a sandwich and meet the contractor on site.

However I got a call telling me to come to the site straight away.  The result was that I arrived and couldn’t change so my jacket was kept on as the lacy straps of the cami are quite large and pronounced and would probably be spotted if I had taken my jacket off. I did manage to swap my shoes and get my site boots on without anyone noticing my nylon covered feet, thankfully!

The afternoon was busy but productive and actually coming directly to site was the right option, but by 6pm I was ready to go to the accommodation, get changed and get ready for whatever Madam had planned for me for the evening.

At that point the client dropped the bomb shell, I wasn’t in the nearby hotel, I was going to be staying with him and his wife in their guest bedroom!  Bugger!

Now, my client is a great bloke and his wife is really lovely, known them both for many years, but I’m not sure that they are going to be that open minded about everything that I’m wearing under my male clothes and also the fact that my bag is full of the delights that Madam packed for me!  My first thought was “Do I have a padlock in my car, so that I can secure my bag while I’m on site.  Unfortunately the answer was no! Bugger…again!

 The next dilemma was “I don’t have anything in the bag to wear other that what I drove up in, (Shirt, tie, tweed jacket, moleskin trousers) and my site work wear.”  

At that point I needed a plan, and thankfully Madam’s earlier task of having to buy stockings and tights offered me a solution.  I made an excuse to my client and told him that I needed to check in with home and let Alice know that I wasn’t going to be at a Hotel, knowing where my client lived I told him that I would follow on once I finished calling the wife.  I got the thumbs up and he left the site leaving me to call home.
I called Alice and gave her the heads up that things were not going to plan and that I was now staying at the clients house and being hosted by him and his wife, so it would be highly unlikely that I would be able to be in a position to be dressed and practising on “Master” or “Mistress” while listening to the bedroom activities  happening 180 miles to the south!

While Madam was quite disappointed, I assured her not quite as disappointed as I was!  We finished the call with “I love you” from each of us and I then put the next part of the  new plan into play.  The supermarket that I purchased the tights from previously wasn’t too far away and as they had a clothing section I made a quick dash to it and spent a very quick trip round the clothing section looking for a polo shirt or something similar to wear.  Having found one I purchased it, removed the tags and added it to the top of my bag.
I made the 20 minute journey to my client’s house and was warmly welcomed by his wife and shown to the guest room and also where the bathroom was.  Once I was sure that she had headed down stairs I quickly changed grabbed a quick shower and put my new polo shirt on.
I got down to the living room to be asked if I wanted a beer or wine as food would be ready shortly, I declined and asked if they had a soft drink as I’m currently not drinking.  As he went to get me a drink my phone rang and I looked at it and it was Sir calling me, I gave a quick look round and answered.
“Hi John, hows it going?” I was trying to sound neutral.
“Hello billie, thought I would let you know your wife is busy on her knees doing your job…”
My client returned and handed me my soft drink and gave me a look, I wondered how loud I had the volume?
“Thats great John, Thanks for letting me know…..hope it’s going ok.”  I said tentatively

“Oh its going great, you know how good she is at sucking me…”
“Eh, yeh, I’m pretty sure that should do the job for you.”  I was being very careful with my words as my client was sat with his beer watching me.
“Well billie, I’ll keep you posted on how things go this evening, keep your phone on, I’m sure that you’ll want to know what we are upto.”
“Yea Cheers John! That will be great thanks, keep me posted on things, I’ll keep my phone on me just in case…”
and with that the call ended.
My client asked if there were problems. I don’t know if my face was red but it certainly felt like it was.  I assured him that things were fine.  I told him that the call was from a Guy that deals with a few things for me and he was sorting out a couple of jobs for me in my absence, which in the strictest sense was all quite true.
We were called to the dining table and sat down to have a very nice meal,  as the meal progressed I could feel my phone vibrate (having turned the volume down).  I knew who was sending me Whatsapp messages
but thought that it would be rude to look at them during the meal.  The conversation was very nice with my hosts and it was good to relax a little even though I was very keen to see what was coming through on the messages.
Finally with everything done, we were going to get up from the table and head to the living room, my hosts with a glass of wine each and me with a coffee, I decided to take a quick look at the messages, they were from Sir and the first was a short clip of Madam showing herself off in her Basque and stockings.  It was a bloody good job I was caged otherwise I would have been sporting a noticeable lump in the front of my trousers.  As it was I was just very very uncomfortable in my cage! 

I scrolled down and there was a couple more photos of Madam in her lingerie, nothing too rude but very suggestive and very erotic for a submissive cuckold that loves to see his wife in her lingerie and stockings!

Sir had added a few comments between pictures with the last one being “Going to the bedroom now, keep your phone on!”
I put the phone away and sat down with my coffee.  My client asked if things were alright?  “Yes, it looks like things are going well” I said a little sheepishly, “I’ll probably get a few more messages keeping me updated on progress.”  I sort of explained that if I hadn’t come up to deal with his project I would have been on site with “John” keeping an eye on his “project”.
My client expressed his gratitude for me prioritising his project over the other one.  That comment made me think as that really wasn’t the case, my relationship with Alice is always the priority, so I simply added  “Its alright, John’s got a good handle on this, he just likes keeping me updated on how things are going.”
the rest of the evening was very good with my hosts, we chatted and caught on some work news and also on some personal news, it was a very pleasant evening.
I could feel my phone starting again with messages.  I left it where it was as I knew there would no doubt be some more pictures of Alice and I didn’t want the risk of my hosts becoming more curious.  I eventually decided to call it a night as we would be on site at 7am and I did need some sleep.
I got to the bedroom and looked at my messages.  There were a couple of messages from Madam and several photos of her draped quite seductively over her bed.  The following photos are not of Madam but they are very close to the type of poses that were sent.  All very lovely and it reminds me why I’m in love and lust with her!

There was several teasing statements in the messages, both from Madam and from Sir, all of which just added to my frustration!  The final message from Madam simply said “Goodnight billie, sleep well, chat tomorrow!”

It wasn’t the easiest night to drop off to sleep but when I did it was with thoughts of my wife in her stockings!
This set the pattern for the rest of the weekend, at various times during the day and the evening there would be bursts of whatsapp messages arrive, some simply stated what Sir and Madam were upto and others had photos of Madam in various stages of dress from fully dressed down to just stockings and heels.  They both kept me fully appraised of what was happening at home!

 By the time Sunday came round we were putting the last parts of the building back in place now that the damaged structural members had been replaced.  I had received my last set of photos, which were quite vanilla, they were of Madam out in a local pub that does a good sunday carvery, but when I looked a bit closer I could see Madam had raised her skirt a little to expose her stocking tops.

By 4pm, everything was wrapped up on the site, it had gone well and despite a few glitches between the sub contractors I was ready to head home.  My client was very happy, he could get work back to full production on Monday morning and the building was back to being safe for everyone in it.  Job done, time to get on the road and to take my very frustrated body back home to my Dominant Temptress.

So, the lesson is when things mess up the plan and it no longer works, change the plan!  I think Madam very much achieved her aim of having me very frustrated and horny, it just was by the means that was originally planned.

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!


Valentines Day at Home

Posted on 19/02/202303/06/2023 by sissie billie

 Normally I don’t get to have valentine’s evening with Madam, normally that occasion is an event on Sir’s calendar.  It’s one of the dates in the year that he has specified as being one of his.

The lock down period sort of changed that a little bit, where we ended up with the 3 of us having valentines evening together – which was very nice and fun.

But this year, with it being on a Tuesday it didn’t land neatly to fit into the schedules.  So Sir laid on a romantic evening over at his house on Saturday night for Madam.  With everyone having been out with Mistress Carol and kerri for a meal the previous weekend it was felt that it would be too much to have another night out so soon.

The result was that Sir came over on Friday evening and had the night here, I was in my cuckold maid role for the evening and served both Madam and Sir before being dismissed from Madam’s room at about midnight.

Saturday afternoon Sir went home to prepare everything for the evening at his house, and to get the cooking done – he is quite a good cook- and I was given orders to deliver my wife to his home at 7pm, which was duly complied with at the allotted time.

From all accounts they had a lovely evening.

I used some of my free time on Saturday to have a call and chat with Kerri to see how she was doing and also how Mistress Carol was getting on. Both are in better form and kerri has now had a firm job offer so will be starting that in Early April.  That change has made her sound a lot better and happier.

On the Sunday the plan was to go and visit a Garden centre as I wanted to get some daffodils plants and bulbs for the front garden to replace the ones that I think one of the squirrels has taken – Yes I know, just how Rock and Roll do you want.  Sir and Madam met me at the garden Centre and we had lunch together – It’s not all kink you know, there is some vanilla stuff in our life.  

There are times when I sit in places like that and look round at everyone else and wonder who else in here is in chastity? who else amongst the men is wearing wearing stockings and lingerie under their street clothes?  Next time you are out and you have a moment, just have a look around and give it a thought?

The rest of Sunday was spent at home, I was back in Maid mode looking after Madam and Sir for the afternoon and evening.  Sir went home about 9pm that night.

Madam spoke to me once Sir had gone and let me know that her plan was to have valentines night with me and that I should prepare something for us to have at home.  So I put some thought to it.

On Tuesday morning I was up and made Madam’s breakfast for her and took the card I had for her and placed it on the tray along with the small present that I had got her.   (we tend not to give big or fancy gifts at valentines, it tends to be something like a pair of knickers or stockings – there has been the occasional exception in the past where I have got Madam some matching lingerie as she was going away for a weekend and I wanted her to feel special.)  On this occasion I had got her a pair of lace top stockings.

(Just so you are aware I had also sent a valentine’s card and a present of some black satin knickers to kerri.)

  Madam was very pleased with her card and gift and gave me a card and a small packet.  My valentine’s card was a “Happy Valentine’s day to my Wonderful Wife” and was addressed to billie.  My present was also a pair of stockings.  Madam told me to join her in the bed (just kick off your heels) and to cuddle in next to her. while she had her tea and toast.

Madam explained that for this evening she wanted me to be in blouse and skirt when she got home and to have my Pink PJs up in her room for later.

Once Madam went to work I cracked on with making the bed and getting the bathroom squared away, nothing too drastic as I had done a full clean the previous day.  The rest of the day was with me working from the office dealing with a project for a rather difficult client (and I’m being kind to the client as they are particularly difficult!).

The evening meal would be a small buffet of party finger food (we had a number of packs of things in the freezer from when we were expecting more people for Christmas and new year, I also had some profiteroles defrosting as I know that Madam is particularly fond of them).  With a bottle of wine in the fridge chilling things were all set.

Madam arrived home at her usual time and I had her bath ready for her, while she had a soak I laid out our evening buffet ready for when she was finished.  I could hear her upstairs getting dressed  as I laid out the last of the food and went and opened the bottle of wine for her.  I poured her a glass when I heard her start to come down the stairs and I waited with the glass on a small tray for her to come into the living room.

when she entered the living room, I bobbed a short curtsy and said “happy valentine’s Madam” and offered her the glass.  I got a look from her and thought that I had messed up and then she smiled at me, “It’s a night off for the maid, go get a glass and join your wife, Dear.”

I came back with a glass and Alice poured me a glass of wine and gave me a full and very passionate kiss and then asked “will you be my Valentine?”

the simple answer from me was “Always!”. With that we kissed again.  

It may well be the extended periods in chastity, or may be just an age thing (I’m not a pup any more -haven’t been for a long time!) but it is moments of intimacy that really do get me turned on, I really enjoy and get a lot from kissing, hugging and cuddling my wonderful wife.  That does not detract from being fully sexually intimate with her, in all forms, but I am now more aware of the parts of the relationship that feed my emotional needs.

For the next hour and a bit we basically grazed on the food, chatted and cuddled with each other.  once we finished eating we were more like a pair of frustrated first daters, there was lots of roving hands, going underskirts and rubbing fronts of knickers while we were lying on the couch necking with each other.  Looking back at it now, after a few days of reflection, it felt like the time we were almost caught by Alice’s mother making out on her couch when I was courting her many years ago!

I clearly had got my Madam a bit worked up as she called a halt to the activities and ordered me to ‘get my arse up to her room’ and get dressed ready for her.  I scuttled off in my heels to the bedroom and quickly removed my blouse, skirt and stockings.  I had preempted things by having my pink bra, suspenders and knickers on, so it was a case of just putting on the pink stockings, satin french knickers and cami and then putting on the satin PJs over the top.  I finished it off by adding my red heels.  I was making a fair assumption that we were not going to be going to sleep just yet.

photo taken on Thursday evening for another photo session

Alice came into the room having already taken her blouse and skirt off down in the living room and was in a black bra, knickers, suspenders and stockings. As she came into the room she undid her bra and went to her drawers and got a satin chemise and put that on, with it coming to mid thigh.

The two of us were now very much dressed in slippery satin, Alice in black and me in pink. We got onto the bed and continued on from where we had been down stairs, just with more room.  The risk of falling off on to the floor was significantly less on the double bed than it had been when we were on the couch.

I don’t know if it was by habit or if by gentle direction but once Alice was starting to get worked up with all of our kissing and roving hands, I found my self moving down her body.  I could see her nipples pushing against the satin so I started to lick then through the material.  As I kissed and licked one, I would gently brush the material over the other with one of my hands.  Feeling them get hard, taking my time on them.  There was no rushing this evening, plenty of time to make sure that my wife was slowly building up her arousal.

I slowly worked my way down to between her legs and slowly rubbed the satin that was covering her legs and stockings.  Regular readers will know that stockings are my kryptonite, so feeling them and rubbing my wife’s nylon covered legs was making my tight caged confinement even tighter and more uncomfortable – but in a really good way.  (last statement will seem really odd, unless you have spent an extended period in chastity and or get turned on by being teased and confined, it’s difficult to explain but having chatted with other chastity wearers they have similar feelings – Yes seems odd but it just works, trust me on this!) 

From stroking her legs I pushed the chemise up and then started to kiss the tops of her stockings and her thighs, while doing this I eased her panties down so that I could then kiss and lick my way up to her lovely sex.  I love giving Alice, my Mistress and wife, oral pleasure, to slowly work my tongue around her pussy is divine and to work her towards an orgasm is a fantastic feeling, especially as you listen to the changes in her breathing, the changes in her body and if she has her hands on my head to feel the pressure applied and released and then reapplied to push my face into her pussy, absolutely delightful! To worship her and bring her to orgasm…well I’m a very lucky submissive.

Madam released me from her thighs once she had calmed down, I move up to cuddle her and to hold her as she got her breath back. 

She told me to take my PJ bottoms and the knickers off and to get her strap on.  I duly complied.  I was told to come back onto the bed and to lie on my side facing the wardrobe with the Mirrors on the door.  Madam adjusted the Strap on and once she was happy she applied some lube to my sissy hole and also to the shaft of the strap on.

what was under the PJ jacket and trousers

I was told to get comfortable and adjust the pillows, Madam did the same and then wriggled in behind me and eased the dildo into me.  Everything was very slow and comfortable, nice and gentle.  Once she was fully in me she started to kiss my neck and rub her hand over my stocking covered legs and the satin of the PJ jacket.

I was told to keep watching the mirror, as she very gently fucked me. She had one hand free to wander across me and the other supported her. The one place that her hand never went was anywhere near my caged clit. 

All through this Alice was whispering into my ear, telling me how much she loved me, how special I was.  She made it clear that if I started to feel that I was going to cum (dripping was fine but no assgasm!) then I must tell her.  Twice during the evening I almost reached an orgasm as she fucked me and whispered love  and dirty talk into my ear.  This was one of the most erotic and frustrating edging sessions I’ve ever endured, but I would do it again! (I haven’t been milked or allowed to use my dildos for nearly 6 weeks now so this fucking/ love making was very frustrating – I’m normally milked every 2 weeks if I haven’t cum from being fucked). Each time I told her that I was about to cum, she would slow to a stop, focus on kissing me, bite my ear, rub my legs, enough to keep me aroused but enough to allow the feelings inside to subside and then she would start again very slowly. 

The pace was very pedestrian, and we were coupled like that for just over an hour.  The thing that made us stop was actually that Alice’s other arm was starting to go dead and becoming uncomfortable 😆😆. Alice withdrew from me and I rolled onto my back while she straddled me and I watched her trying not to chuckle as she worked feeling back into her arm!  I sat up and held her close and kissed her.  

That had been a very special valentine’s fucking.  While I was incredibly frustrated it was totally fantastic, I’m not sure how to better explain it.

We kissed and cuddled for a bit and then I helped to take the strap on off her and we got into the bed and spent the night cuddled together.

In the morning I woke at my usual time and went to sneak out of the bed so that I could get dressed and prepare Madam’s breakfast.  Alice caught my hand and told me – her husband – to get back into the bed and keep her warm until her alarm went off, it would appear that the maid was getting a late start.  When the alarm went off we were both up and Alice told me to join her in the shower.  As much as we would have loved to have spent longer in the shower together, Alice had to go to work so when she got out the shower I quickly dried myself, wrapped a towel around myself and went down to the kitchen to make some coffee for her and put it in a travel mug for her to drink on the way to work.

I met her at the bottom of the stairs, with just the towel on and handed her the mug.  she put on her jacket and then gave me a very passionate french kiss. Just as she went to leave she pulled at my towel, pulling it off me and stepped out the door.  Her leaving comment as I stood naked in the door  was “Make sure to stay there to wave me off Dear!” She then through the towel out onto the grass on the other side of her car.  

So I stood naked at the open door of our house waving Madam off to work, as she drove out passed the gate and as she waited to turn into the road as a couple of cars came passed.  I kept waving until she pulled into the road and disappeared down the lane.  I have no idea if any of the passing cars saw a naked bloke waving his wife off to work that morning or a naked person wandering out in the front garden to collect a discarded bath towel!

I worship my Madam Alice

I started this post by saying that I don’t normally have valentine’s day/ evening with Alice or Madam, well I’ll be honest this valentine’s day made up for it. I think I spent the rest of the day with quite a spring in my step.

billie 💋💋💋   

A week of preperations

Posted on 10/06/2020 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

Care and maintenance of a cuckold relationship.

Posted on 26/05/2020 by sissie billie

From Madam Alice:

Good Afternoon Everyone, hope that you are all well.

we’ve been quiet on the posting front for the last couple of weeks as we have been taking a break from the social media world.  We were all chatting and commented about how much bile has started appearing in our “vanilla” media feeds.  we all have separate accounts with different social circles and there was such a negative feel from all of them we decided to take a break from it for a short while.

The one place that does seem to be marginally sane is in the “kink” world and thank (insert deity/ mythical creature/ Mistress of your own personal choice) for that.

So what have we been upto? – well work continues with us all at different paces and we’ve been having and creating our usual fun to keep us sane while still in this lock down.  but in this post I want to write about what I’ve been doing with billie and a little about managing our relationship during this period.

When all of this current situation started we (billie and I) invited John to join us at our home.  We had no idea how long this would last but we thought that it would make things more manageable for all of us if we self isolated together.  It was billie that talked through the issues of John isolating on his own and as billie pointed out he would normally be with us for a good part of the week normally anyway.  So we had John come and stay.

In the past John has stayed with us for probably about a full 2 weeks at the longest stretch so having him here the whole time has meant that we are in new territory in our relationship as a whole and the last two weeks has shown that I have needed to adjust things.

In normal times I have the main bedroom in the house for myself and billie will sleep in the maids room downstairs.  now this isn’t some pokey little room but it is the conversion of the 3 small out buildings that were attached to the house – probably when the house was originally built in the 1900s it would have been the garden tool store, a wash room and a pantry type of store room.  The previous owners had made some effort to develop the rooms but when we bought the place Mick and I decided that we would convert them into Annex that would link into the house – the Maids rooms.

This annex has a toilet and shower, a bed area for a 3/4size bed (bigger than a single but not quite a double – it allows kerri to stay over with billie) and a wardrobe and storage area.  this connects in to the utility room of the main house.  This is Billie’s area and it is quite comfortable for her.

With John being here at home he has obviously been sharing my bed, as you would expect but it dawned on me that under normal circumstances I would on occasion let billie come and sleep with me in the main room – this would be when I wanted company, when I was lonely or when I just wanted to be with my husband and be cuddled.  It dawned on me that perhaps with John being here at home that I had been negligent in my care of my cuckolded husband.

To correct this I had billie on a couple of nights sleep next door in the guest room and after I’ve had a bit of fun with John I’ve gone and slipped in with billie for the night and when he has woken in the morning I have gone back to my own bed with John.

Also Myself and John have had billie come and sleep in the main bed with us, this has been mainly on the Saturday or Sunday nights, this has been particularly the case where we have included billie in our late night bedroom fun.  It is also nice to wake up to find that John has made use of the rear zip in Billie’s sleep suit that were made for him.  John is quite insatiable in the morning and which ever one of us is in the middle (John always sleeps on the outside) is going to be woken by his lovely cock.

Its important to ensure that billie knows he isn’t being ignore and pushed to one side, I have spoken to him to make sure that isn’t the case, which he assures me he doesn’t feel that way but it is my duty as his Mistress and wife to ensure that he knows he is loved and cared about.

The other bit of maintenance that I’ve been negligent in is the fact of billies chastity period.  we are approaching 150 days since he was allowed out for any period longer than just cleaning and shaving.  It became rather apparent when we had “no panties/knickers week” here at home.  I noticed that my dear sissy husband was leaking rather a lot.

Everytime he sat down and then got up there would be a little “puddle” of his frustrated cum on the seat and doing inspections of him would find drips or strings of cum at the end of his cage.  it dawned on me that he had not been relieved for several weeks and obviously there was now a bit of a back log for him.

In the past we used to deal with this by doing a midweek “milking session” for him using a small vibrator or prostrate massager.  billie would kneel on all fours on an ottoman blanket chest in the spare room with a plastic plate under him and I would then stimulate his prostate with the vibrator or the massager.  Carole had shown me how to do this and initially it had taken me some time to get the technique but eventually I could get this done with about 20 minutes of stimulation and then 10 minutes of “flow” to have billie relieved of his cum, but still keep that level of frustration for him.  obviously billie would end the process by consuming his leakage – we didn’t want to waste it now do we.

over the last few years we have done less of the milkings as I’ve used the strap-on more effectively on billie to relieve that pressure for him or billie has used his own dildo to deal with things.  however the most effective method has been with John becoming a more regular user of billie over the last couple of years and it always fascinates and turns me on to see the amount of cum that leaks from my sissy husband when he is used anally by John.  All of this tends to ensure that billie is regularly “emptied”, but we can still keep him frustrated, turned on and keen.

However over the last month or so he hasn’t been used much anally – yes we have had him sit on his chair with the dildo and he has been wearing his plug daily but he hasn’t been allowed to use his “Master” dildo.  Also when I spoke to John to ask if he has used billie anally he said no he hadn’t as he thought I had.  So the result was we had a very frustrated and drippy sissy husband.

Well we had to deal with this so it was time to milk my husband.  Billie was informed that I would deal with his leaking problem. He was told to get the milking tools – small vibrator, prostate massager, lube, plate and some towels and to be in position in the spare room at 8pm.

Just after 8pm myself and John entered the spare room and found billie kneeling on the top of the ottoman at the end of the bed with his plate positioned under his caged clit.  he had stripped down to his underwear of bra, waist clincher, and stockings, knickers were removed and folded neatly on the bed.  I decided that I would dress for the process with my knee high boots, bra, deep suspender belt stockings and carrying a pair of my rubber gloves.

I had asked John just wear his dressing gown as I wanted him to see the whole process and also to help me a little bit later.

Billie watched us come in and I told him to face his front.  I put on my gloves and then started to adjust the lay out of the items so that they were all to hand.  as I was doing this I was chatting to John explaining what I was about to do and what the reason for it was, all very matter of fact and almost ignoring billie at this point.  I used the lube to lubricate my gloved fingers and to apply some lube to Billie’s bottom.  I slowly worked a finger in and out of billies hole and eventually had a couple of fingers sliding in and out, nothing too much or too fast just steady and gentle.

I explained to John that this was not a quick process and that it requires the steady build up of stimulation to the prostate, without giving the sexual stimulation to the locked clit.  I also explained that this was not about deep penetration, but more about a focused point.

Once I was happy that things were lubricated properly I then switched to using the prostate massager, initially without the vibrations on, and then I turned on the low settings and allowed this to start doing it’s job, I slowly pushed and released the pressure on the massager as it buzzed away in Billie’s bottom.  I chatted with John and then switched focus to billie with things such as “good gurl” and updates  as he started to have drips form or a dangling string of cum starting to hang from the end of the cage.

I would then increase the level of vibration.  all the time telling billie what a good gurl he was, telling him how we need to do this more often for him, to allow him to be more focused as my cuckold.

As things start to increase and there are more drips and the I can tell that we are near the point where the semen will start to flow, I swap over to the smooth vibrator, this is 5″ long and quite smooth – a very traditional type of vibrator but ideal for this job.  I slide it partially in and angled it so that it makes contact with the prostrate and turn on the vibrator. this becomes very focused and you can see that there is more cum starting to drip very regularly, we are very nearly there now.

At this point I ask John to help me, to get Billie’s attention focused else where, the little tart is breathing quite heavy and it is clear that he/she becoming quite distracted by the vibrations.  

John shirked off his dressing gown and moved round to the end of the ottoman where Billie’s head was and while he stroked his cock he told billie to start to suck it.

I have a confession to make here, the sight of my frustrated husband being milked by me and taking John’s cock in his mouth almost pushed me over the edge.  with Billie’s head bobbing up and down on John’s cock I had to focus my own attention on making sure that I kept the pressure on the job in hand.

With the vibrator I kept slowly increasing the level of vibration and then it started.  the cum started to flow from billie, no spurts, just the drips forming a string, the string becoming a dribble and then it becoming a flow – lovely.

This is not the point to stop, I don’t increase the vibration but I keep the pressure on, I keep talking to billie as he sucks on John, I keep updating him on his progress and I keep watching for when the flow start to slow.

It takes time and as it starts to slow and then becomes a slow dribble and then drips and drops at that point I know that we have got him empty.  there is quite a puddle on Billie’s plate.  I keep the vibrator on the prostrate for a little longer just to make sure that s/he is empty, and then we are done.  I remove the vibrator and the rubber glove.

I take the plate and tell billie to stop sucking John and offer the plate for him to lick clean.  billie know what to do and we both watch as he laps up his emissions.  Once the plate is clean I put a finger under billie’s chin, lift it up so that he looks at me and simply say “Good Gurl, thats you done now dear.”

I tell billie to clean up and put things away and then to come and join John and I in the main bedroom, I also tell him not to bother dressing just to stay as he is.

As I said this whole activity had me all worked up and with John fluffed by billie I practically dragged John to my room so that I could make full use of what billie had prepared for me.  By the time that billie came back John and I were in full sex and billie moved to go and sit on his chair, I told billie to come and join us on the bed and to get under me with his head at my crotch.

That’s the benefit of milking your sissy husband, they are still very horny and once s/he was under me and in position he put his tongue to good use on me and with John.

John brought me to a wonderful set of orgasms – ably assisted by billie, and as he himself came in me and then slowly withdrew and I heard him tell billie to clean him.  Once he was happy with the work by billie I felt billie’s tongue being applied back to me and what was now leaking from me.  billie did his usual high standard of work ensuring that I was tidied up and consuming as much of John’s cum as possible.  I’m a very lucky Girl to have these two boys in my life and in my bed.

Once we had all calmed down I had billie come and join me and John on the pillows and we had a lovely kissing session, with John even joining in.  We kept billie in bed with us for the rest of that night with us all “spooning” together with billie in the middle.

Since that night we’ve had billie join us in the bed a couple of times and both John and I have scratched billie’s “itch” with either the cock or the strap on.  I intend to Milk billie again later this week and try and do it on a more regular 2-3 week basis.

I need billie to be my submissive sissy cuckold but more importantly I want him and need him to know that he is still my husband and loved very much by me, and I must provide him with the special intimacy that lets him know how special he is to me, whether that is done with me and billie on our own or with John involved.

Remembering back to what Carole told me in the early days, it’s not about the Dominant, its all about looking after the submissive – how right she was, I just needed to be reminded of that and how important it is to carry out the care and maintenance of my husband.  

A good weekend had by all

Posted on 17/02/2020 by sissie billie

I dropped Sir and Madam off at the train station in Milton Keynes on Friday afternoon at 3pm and headed back to the house.  I changed out of my semi male attire (I was wearing a ladies blouse rather than a shirt and only had to change my male trousers and shoes) and put on a skirt and heels.

Its odd that I now do that as a matter of course and routine.  it isn’t forced but I’m very comfortable with it – is this Madam achieving her aims of having a more female/ feminine house hold?

I pottered on with a few jobs in the house and got a few things out to make for my dinner when I got a call from Madam.

“Where are you at the moment?”

“in the kitchen, about to start making dinner”

“well stop what you are doing, go to your corner of the lounge and face the wall, stay there until you are told to move and don’t turn around until you are given permission, Understand?”

“Is there a problem with the trains? is everything alright?”

“Yes things are fine and we are in the taxi to the hotel, now do as you are told!”

“yes Ma’am” and with that the call ended.

I put the fish back in the freezer (I didn’t know how long I’d be in the corner) and went to the corner and put my phone on the small table near by to wait for Madam’s next instructions.

I put myself on my spot, smoothed down my skirt , heels together  and hands folded across my the front of the skirt. and with my head slightly down.

I stood there for a while and to be honest I was trying to work out what Madam had planned,  we’ve done this domination by distance before when we’ve both been apart so it isn’t a surprise but it does get your mind working.

As I was pondering what Madam’s plan would be I heard the drive gate open  and a car pull in.  Thats really odd as both Sir and Madam are in London and normally delivery people have to buzz the bell to get access.  Everything told me to go and look but Madam had clearly told me to stay in the corner and not to turn around.

I hear the car stop and someone get out and close the car door.

The next thing I heard was the front door open and someone step into the hall.  now there are probably about 2 metres into the hall and then you have the lounge door , which is open and I am in the corner facing the wall diagonally opposit the door.  I will be honest my heart is racing, some one is in the house, I’m in female attire and in seconds I’ll be visible…..fucking hell!!  I think at this point you could say that I may have had a high heart rate.

The front door closed, a couple of steps and I could hear them come into the lounge – the difference in the carpet (when you spend a lot of time facing walls in corners your other senses become more attuned to changes in noise and to people moving around behind you.

“My don’t you look a picture!”

It was Kerri!

I went to turn but she was expecting that and I got a very quick rebuke!

“stand still, face the wall.  Just as your Mistress told you!”

I turned back to the wall and listened as Kerri came closer.  I think my heart rate was still high but for different reason,

Kerri, came up behind me and ran her hands up the back of my legs, under the skirt and slowly round to the front of my knickers.

Kerri whispered in my ear “has mean Alice gone away for the weekend and left you all caged up?”

“Yes Kerri”

“thats a shame, Alice has told me where my key is and I’m allowed out to play for the weekend, it’s her valentines gift to me as well as having you all to myself for the weekend.”

With that she turned me round and planted a very big kiss, and long lasting kiss on my lips.

Well this was all a big surprise for me.  when we broke off the kiss I was faced with Kerri the Goth.  She looked fantastic, she an carry the female look off in public and the Goth look really suits her.  I am always amazed at the way she does it – having seen her in male mode and in her sissy/ female mode she is definately really comfortable enfemme.  (not bad for a Morgage manager of a high street bank!!!)

I gave her a hug and kissed her again, It was really great to see her.  Kerri is very much my mentor and I could say sissy soul mate.

well after calming down (sort of – I was the submissive equivellant of an over excited puppy when her Mistress has just come home!)  I was told to get Kerri a drink – red wine and to go and get her bags from the car and put them in the Guestroom.

I came back to the lounge and Kerri was sat on the sofa with her wine, legs crossed and her stiletto ankle boots pointing at me.

“billie, be a dear and go to Alice’s study.  there is a blue folder on her desk,  somewhere in that folder there will be a sealed brown envelope, bring it to me.”

I almost ran to get the envelope, it was there in the folder, halfway down, I shook it out and brought it back to Kerri.  She told me to open it and inside was the key to Kerri’s chastity.

Now Madam is Kerri’s secondary keyholder, just as Kerri’s Wife, Mistress Carol, is my secondary keyholder.  We both got our first chastitiy devices together back in 2005, so we have a bit of a bond over this.

I went to hand the key to Kerri but she stopped me.

“why don’t you unlock it?  down you get billie, set your naughty girlfriend free!”

I quickly knelt and Kerri uncrossed her legs  and opened then, hitching the front of her skirt up.  she had black satin front knickers on and I eased them down as she lifted her bum of the sofa.  She has a metal cage similar to mine with the recessed lock.  I fitted the key and pulled that free, and then gently – and yes do it gently, eased the cage off my friends penis.  The back ring of the chasity was hinged and I opened that and took it clear of her bits.

I don’t know why but I lean in and very gently started to lick her.

Kerri has been loccked up for quite a while – I’m not sure how long but i’m sure it’s been a few months so I know that it takes a wee while to bring life back into a freed penis.  I spent a good while licking and slowly sucking on here, slowly coaxing it back to life.  the aim was not to make her cum and once she was content that she had some feeling back into things I was brough up and next to her on the sofa for what seemed like a long session of kissing.

Kerri explained that she was here for the weekend and would head back to Reading on Sunday night, we had permission to share a bed together – the Guest room – and Madam had booked a table for us at a Pub/ restaurant not too far away on Saturday night.  Other than that the weekend was our to enjoy, this Madam’s real valentines gift to me and was to make up for not having my weekend with kerri in the Autumn .

And enjoy the weekend we did, even if I was still caged, it didn’t matter.

Saturday night I took Kerri to the Restaurant, she looked great in a black dress with seamed stockings and a cream wool shawl over her shoulders, while I was in chinos and Jacket and tie but with basque and stockings underneath.  Kerri caged herself back up for the evening out so that she didn’t have anything?! spoil the line of her dress. The meal was great, and Kerri had a few glasses of wine while I stayed sober as the designated driver.  kerri flirted with me all evening and even managed to do some flirting with the waiter, she can be a bit of a tart at times! bless her!

One we got home as I opened a bottle of wine for us, Kerri uncaged herself and that was us for the night.

I think when we collected Madam and Sir from the station on Sunday I think it was quite clear that we had enjoyed our weekend as much as Madam and Sir had enjoyed theirs.  Kerri stayed for dinner on Sunday evening and as a final act Madam had us both go to her study with her and I was made to lock Kerri back into chastity and hand the key back to Madam.  Madam kissed both of us on the lips and then had both of us kneel and kiss her shoes.  I was dismissed to get Kerri’s bags and put them in the car and when I cam back Kerri was ready to go.  I walked her out to her car and we had a final kiss and I watched and waved her off.

now all of this may seem a bit odd, but my relationship with Kerri is fully sanctioned and really encouraged between our wives, Alice and Carol.  Just as Mistress Carol and Madam Alice are occasional lovers (Carol is Alice’s one and only female partner) both myself and kerri were encouraged to form a partnership so that we could share each other’s company and to be girlfriend/boyfriend to each other (chose which combination you would like of BF/GF).  Also Kerri really was my mentor as I developed as a submissive and as a sissy.  she has helped me develop and always been there for help and advice and it is great having time with someone who understand the other dynamics in our relationships.  it also helps that she knows the trials of being in chastity.

So all in all it was great having such a special house guest and I just wonder when we’ll next have a get together – and maybe next time Madam will let me be uncaged…..or maybe not!

An Update from billie

Posted on 18/10/2019 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.

Uncaged over the Easter Weekend – how things have changed.

Posted on 24/04/2019 by sissie billie
With the Easter Weekend arriving I had completed my period of Chastity and I was allowed to be released.
The rule over the weekend was that while uncaged I was not to touch myself unless it was with the specific instruction of Madam, if I did touch myself without permission then I would forfeit my opportunity to be uncaged for our holiday in August and I would remain caged all the way through to Christmas Eve.  I can report that I behaved myself and my next scheduled period of freedom will be the start of August.
Madam has asked me to explain about how things have evolved with our lovemaking when Sir is with us.  Madam has explained in a previous post that she and I do not have sex when I am uncaged, I am her husband and as such when I am granted freedom I am required to make love to her.  
There is no fucking, nothing rough, nothing vigorous or excitable, it must be tender and devoted and that is consensual and gentle.

However at Christmas a new aspect evolved.  When Sir is with us I am required to be caged but because we had Sir stay with us at Christmas and that is normally Mick and Alice time there was a slight change in the rules and conditions.  I was uncaged as per my schedule but I was required to be fully fem for the period and in similar outfits to what Alice was wearing – same type and colour of lingerie and stockings, and Christmas day found us both is sexy Mrs Claus outfits , I wasn’t to be fully submissive as the Christmas wasn’t about Madam, Sir, and sissy billie, but Alice, John and Billie. 


When it came to sex, I was told to follow the lead of Alice, the fundamental rules of our relationship were still in place but I would help Alice get ready for John, I would provide oral to both of them and help john enter her.  While they had sex I would kiss my wife and play with her breasts, what ever she wanted.  When John orgasmed in her he would with draw and have me go down on him to taste both him and my wife from his cock.  At this point I was allowed to stroke myself to ensure is was hard (which I was – it’s difficult not to be when you are uncaged and involved with my wife and her boyfriend. 
Once I had clean John and he was hard again I would be told to get between Alice’s legs and put my 5” hard penis into her used pussy, it was fully lubricated with her juices and John’s cum.  I would slip in very easily and as I entered her I would feel some lube being applied to my arse.  Alice would hold me still and we would kiss as john would then mount me.
Alice simply told me to let John fuck me and she in turn would be fucked by me.  All the time that I was getting fucked would talk dirty to me, telling me that this would now be the way that I would be allowed to fuck her, using her boyfriends cum as lubricant and my little cock  to slip about in her used pussy.
Alice can be a very dirty mouthed girl when she wants to be, when it turns her on.  I’m quite sure that her straight laced boss would faint if she realised what my wonderful wife was really like!
I can say that I certainly came first between the 3 of us, but things didn’t end until both John and Alice had achieved their orgasms.  This certainly wasn’t gentle and loving this was definitely sex between the three of us.  When we were all finished and we disentangled from each other, I went down on Alice to clean her and then to John to clean him up. We may not have been doing the FLR and cuckolding submission session but I still wanted them to know that I knew my place.  For that period we all shared the same bed.
Over the Christmas period this happened several times and when John left and we went to visit family up in Leicester,  Alice and I made love as Wife and Husband several time.  On the 30th Dec  we were back home and I was back in my cage.  Madam and billie back to normal (????? Define normal ????)
Now what I described happened again over the Easter weekend.  John came over on the Thursday night and would stay until Monday afternoon.  I would be released on Friday morning as that was the start of Easter and I would be cage free until Madam went to work on Tuesday morning.  This would again be a Alice, John and billie weekend, and Mick could appear once John left on Monday. Over the Friday to the Monday I was allowed to enter Alice 4 times, each time with John fucking me.  It’s a strange feeling being in your wife but having your efforts to fuck her being directed (physically directed) by her boyfriend.  I know that this will be very bizarre to some but wow is it an amazing feeling in so many ways!
Has the FLR made me this way, or is it the Cuckolding  or is it the periods of Chastity?  Probably all three in reality.


But there is one over riding thing, I love my wife, my Mistress, my Madam –  and boy does she have a dirty dirty mouth on her!!

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