Category: leaking cum

Thursday Review – Spanked and humiliated

Posted on by Sissy billie

Currently I’m home alone and doing catch up with chores, house work, home related emails and added to the mix I have to do this blog post.

Madam is currently out doing some Christmas Shopping and then she heads over to Sir’s as it is his company’s christmas function this evening.  I may have to go and get them this evening or they may get a taxi as the venue isn’t far from Sir’s house.  If they stay over at Sir’s then I’ll go and pick them up tomorrow to bring them home for sunday dinner.

As explained in the last post we are trying to get our normal routine back and running, and to be fair we are managing it.

Thursday night was review night.  I had been back from work late in the afternoon but early enough to get changed and to be waiting for Madam with her bath ready.  I was in one of my maids uniforms and I already had the evening meal prepared and ready to go once I knew when madam wanted to eat.

When Madam got home the instructions were straight forward.  I was to change into my short maid’s dress and Madam would eat before the review, I would serve her as I should and then I would eat after the review was completed.

At 8pm I presented myself at Madam’s study.  I was dressed correctly and with the tutu underskirt as it holds the skirt higher and further exposes me.

As is the normal, I went through my book with the points that I had picked up and noted, faults and what I thought might get merits.  Madam made notes and ticked of in her book where things matched.  It was then the reckoning.  Madam decided that there was a need for a spanking and also 20 strokes with the paddle. Madam also pointed out that since I hadn’t felt 100% earlier in the week, probably due to me trying too hard with my diet and not getting eating in balance, she viewed this as a self inflicted situation and as such I should be reminded that I need to take better more care of myself. Madam also stated that she wanted to take a few photos of my punishment.

So with the punishments decided I presented myself and received the hand spanking first, madam uses this as a way to warm my bum up first so that I’m ready for the slightly more heavier punishments.  This was followed by the 20 with the paddle.

I was told to kneel so that Madam could get a good feel of how warm my bottom was and also she played with my plug a few time.  She told me to stay in position and left me while she went to get something.
When she came back I was told to turn round and then she started to tell me off about not looking after myself properly.  I sat there while she stood over me and I was scolded in the way that a parent might tell off a child.  I simply answered with “Yes Madam”, “No Madam” and “Sorry Madam”.  It was pointed out that since i still hadn’t fully learned my lesson from the previous weeks I would spend the night again with ‘my friend David’ secured in me.

Madam handed me ‘David and I was told to lift the hem of dress and the underskirt and to give a comparison of my caged clit compared to the 7″ of David.  Madam pointed out that if I continue to ignore her direction she may show this photo to Miss Ellie.  I was made to explain to Madam the difference between ‘David’ and my cage clittie and why I am cuckold.  Madam had decided that i would also have to endure some more verbal humiliations alongside my physical punishments.
I was told to turn around and present my arse to Mistress.  I was told to remove my plug and to set it to one side.  Madam had taken ‘David’ and was applying lube to it as I knelt and I expected her to insert it into my recently emptied hole.  That was not going to be the case.  Madam handed me the dildo and I was told to put it into myself.
As I started to insert it, Madam told me to take my time with putting ‘David’ into my arse, I should take time to slowly fuck myself with ‘him’.  As I put ‘him’ into my hole I followed the instructions given by Madam, and was constantly reminded that it was me that was mounting David, that I was fucking myself with David.  
Once Madam was satisfied with my efforts and as she pointed out she didn’t want me getting too carried away but just enough to be excited and frustrated, she handed me the harness that I would wear to ensure that ‘David’ stayed in place for the rest of the evening.
I put the harness on and adjusted it.  Madam checked that ‘David’ was seated correctly on the harness pad and I was then told to turn around.   

Madam made me sit down and this made ‘David’ push fully into me, she checked the front straps and then fitted the padlock.  I was now secure.  

I was told stand and Madam gave me a further inspection and was content that the harness was fitted correctly.

Madam handed me the keys to the padlock and I was told to take them to her bedroom and place them on the nightstand next to her bed, and that I was not to dally!
When i returned back downstairs Madam was in the kitchen and she had placed my dinner on the worktop and one of the stools next to it, she had removed the cushion from the stool and I was told that I was to sit and have my meal.  Again as I sat  down the harness pushed ‘David’ fully into me.  As I had my meal Madam would chat with me, she would suggest that should get up and go and get something and then come and sit back down.  Once i finished dinner I was made to wash my plate at the sink but again do it by sitting on the stool.
this was the pattern for the rest of the evening.  I would be doing some of my tasks and then be summoned to the living room and then made to sit of the stool while Madam would chat with me.  This continued until bedtime when I had to go up to her room and turn down the bed and then wait until she was ready to go to bed and only at that point was the harness unlocked.
Throughout the evening Madam continued with her verbal humiliation of me, and I’ll admit I was a bit of a leaky mess by the end of it.  Madam knows exactly what she is doing and it is a fine art the way that she can humiliate me knowing what will turn me on. Is it wrong that I so love her doing this to me?
As for her showing the photos to Ellie and David?  Well it is possible, but she may not tell them the significance behind each photo…or the whole significance of it.  I probably need to be on my best behavior, and also make sure that I look after myself.
It is Madam’s Orders after all!

A week of preperations

Posted on by sissie billie

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

“Yes Ma’am.”

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

“No Ma’am”

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

everyone please keep and stay safe.

billie xxx

Care and maintenance of a cuckold relationship.

Posted on 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.  

Getting the most out of Power Dressing

Posted on by sissie billie

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

Getting what you ask for

Posted on by sissie billie

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

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

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

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

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

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

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

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

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

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

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

I nodded quite enthusiastically.

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

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

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

John appeared and she literally pulled him into the bedroom.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Update on Chastity and a wet weekend

Posted on by sissie billie

This will be the first of a couple of blog posts today – so long and I don’t get distracted.

Normally this week we are all on holiday in some form but as I mentioned a couple of posts back we’ve had to change our plans due to the hotel that was booked having some of the rooms damaged.  Moneys have been refunded and the offer of discounts for rebooking later in the year have been accepted.

Normally what happens is that Madam and Sir head off for a few days on their own and I am sent to Mistress Carol’s for an “Annual Assessment” to ensure that I’m being a good submissive for Madam and to spend the time as a maid to Mistress Carol, I also get to have time with Kerri.  that is normally for 4 days and then we all meet up – Madam and Sir, Mistress Carol and her Partner (B/F) and Kerri and Myself – for the 4 days of the bank holiday.

Mistress Carol – I will be in so much trouble for this – again!

But that is to be delayed and it looks like it will be some time in November when we have a get together.

So what has that to do with my Chastity and my confinement period?

This weekend was an interesting situation.  On Thursday night Madam tasked me to make sure that all shopping was to be done on Friday (my normal routine) and told me that She and Sir would not be going out on Saturday evening so I was to prepare for a small BBQ for them or if the weather wasn’t good a small grill and buffet.  I was required to be back from my shopping trip no later that 11.00am.

Once back I was to get my self ready and be in my maids uniform from 12 noon onwards – but I was not to wear any panties and I was to have my main butt plug fitted.  I was later to find that I wouldn’t be allow to wear panties for the whole weekend.

Friday after lunch was spent making sure the rooms were tidy and ready for Madam and Sir, the washing was done (but not put on the line as the weather was dreadful, so the utility room with it’s two clothes dryers/ airers was in full use (we don’t use the tumble drier unless in an absolute emergency).  All the Ironing was done and new scent liners put in the drawers of Madam’s dresser and wardrobe.

Madam came home about 4pm, earlier that usual and we had a sit and a chat.  her plan for the weekend was to be a rather frustrating spectacle for me.  I would be in sissy maid role for the whole weekend, I would not be allowed to wear any knickers or panties until Monday morning.  Added to which Madam informed me that she would be having a Lingerie weekend, she would only be wearing stockings and lingerie, and she would be joining me in wearing no panties until Monday morning.

Madam them informed me that once Sir arrived he would go for a shower/ bath and I was to take his clothes for washing and Ironing ready for when he would leave on either Sunday Night or Monday morning.  It was intended that he would be naked for the duration of his visit or at most wearing his bath robe.

“I want my sissy husband to have a weekend surrounded by the things that frustrate him”

I was made to stand and Madam lifted my short maid skirt and she felt my cage, her smile said it all, “You’re a bit wet dear.  And we haven’t even started to tease you yet!”

She checked that I was plugged and whispered in my ear “I love having you this horny and frustrated, I want you really dripping by the end of this weekend!  This extension in your chastity really has brought you on with your submission and willingness to be my slut!”

It did shock me a little when she said it but she was right.  Since we went on our Holiday to Scotland, Madam has used the strap-on on me more regularly, I’ve responded to it more.

It has also be more clear to me that Madam has been enormously turned on by my frustrations and my response to being (Want? needing?) to be fucked by her and also by my willingness to be fucked by Sir.  I would say that previously it has been an act of submission – beta male to the Alpha Male – and enjoyable act of submission but an act of submission none the less, where the caged frustration makes it something slightly different, I willingly want to be fucked to release/ ease the frustration.

Then Madam gave the knock out “I’m going to keep you caged until after the trip away in November, with the possibility of running it through to Christmas, It depends how much I enjoy your frustrations….You have two ways of looking at that!”  With that bombshell Madam Slapped my arse cheek “Right you little drippy tart, go run my bath and lay out my Black Basque, seamed stockings, and 5″ heels, Oh and add the black elbow gloves.  Remember no knickers, I want John to have full access to everything this weekend and that goes for you as well my lovely husband!!”

and with that I was dismissed to start the bath.

Yes the weekend was a frustrating weekend, Yes I was regularly checked for how wet and drippy I was – often my skirt didn’t need to be lifted!  Both Sir and Madam made full use of the unrestricted access and while I’m not proud to say there was times I was almost behaving like a complete slut – but I couldn’t say anything about it at the time – read into that what you will!

So it is not Tuesday morning, we are clearing the last of the weekend washing – bed clothes yesterday and Madam’s Lingerie this morning and my uniform and lingerie this afternoon.  I’m back in knickers but It looks like it will be regular changes of those each day from now until Christmas (????) due to my caged frustrations.

I’ll keep you all updated on how my caged progress goes on over the coming weeks and months.

billie xxx

Still not unlocked

Posted on by sissie billie

We arrived back from our holiday on Saturday evening, after a week of pretty good weather we travelled back through showers, so we picked the week just right for the best of the weather.

We haven’t been to Scotland for about 10 years and it was great to have been back. I spent quite a bit of time dressed in female clothing, not always fully Fem but the bulk of the clothing was female.

the other thing was that I wasn’t unlocked.  Madam had brought one of her Strap-ons with her and she used it quite a lot on me.  I’m approaching 100 days in chastity and I have been leaking a lot when I’m being fucked by Madam.

There was also several occasions when Madam was quite dominant and aggressive in her sex with me.  Yes there was a lot of leakage on those occasions, Luckily I packed plenty of panties and knickers to deal with all my leaking and dripping over the week.

so we are back and we had been looking forward to our usual get together at the August Bank Holiday but things may be changing with that – Madam, Sir and Mistress Carol and her Partner normally meet up for the weekend after I’ve spent a few days with Mistress Carol and Kerri.  however there appear to be a booking problem with the hotel so we are waiting to see what happens there.

So at the moment I need to get on with my jobs, I need to make sure that the washing is done and we are all ready for the weekend, I’ll also work out what needs to go on my shopping list for tomorrow.  the work of Madam’s maid doesn’t end, no matter how drippy and damp her sissy knickers get!

billie xxx