A week of preperations

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.

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.