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.  

Shapewear was the dress for the week.

I hope that everyone is well.  As Madam has explained in her recent posts we have seemed to established a routine to working and living at home.

The thing that has become the case is the implementation of theme days or periods.  Madam's dress down Friday seems to have taken an established hold with Sir even joining in, generally just wandering about in his dressing gown (at most).

From my side of the house I spent all of last week wearing outfits suitable for office work and just added an apron for my domestic duties.  the big aspect of last week was that I had to wear shapewear Monday to Friday and from getting up until bed time.

Panty Girdle
Girdle
long line bra
stockings
or a Body shaper
or a corselette (if open bottomed then with matching panty girdle)

I had to have my heaviest bra fillers in and my 4 inch heels.

The shapewear does support the weight of the bra fillers but you do know that you are fully encased in the tight lingerie.  Also I'm not a dainty little waif - so the use of shapewear on my stocky frame makes me very aware of it.

The other aspect that Madam was particularly aware of is that the panty girdles and the body shapers hold my chastity very close to my body, so it does mean that I have to take care to have everything positioned correctly and nothing poking out that might get "squeezed and pinched".

normally I don't mind wearing shape wear but it is a long day wearing it and having had 5 full days of it (and it was rather warm last week) so getting to bed was a relief and finish my Shapewear challenge on Friday Evening was lovely - going a changing into a basque almost seemed like bliss!

This week I'm back in the maids uniform, but we are on "no knickers" this week - for any of us! so it may well be an interesting week.

billie xxx

Getting the most out of Power Dressing

From Madam Alice

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

everyone please take care, keep safe and stay healthy

King Regards

Madam Alice