Category: dildo

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!

Valentines Day at Home

Posted on by sissie billie

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

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

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

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

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

From all accounts they had a lovely evening.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

photo taken on Thursday evening for another photo session

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

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

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

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

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

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

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

what was under the PJ jacket and trousers

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

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

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

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

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

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

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

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

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

I worship my Madam Alice

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

billie 💋💋💋   

A week of preperations

Posted on by sissie billie

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

“Yes Ma’am.”

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

“No Ma’am”

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

everyone please keep and stay safe.

billie xxx

Getting 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!

An Evening of tasks from Madam and Sir – Part 3 my sleep suit.

Posted on by sissie billie

Sir gave me a new outfit to sleep in as a Christmas present,

He had it made for me from a Lady that has made one of my maids uniforms.  Sir pointed out that it is a modification from an Adult Romper suit – now none of us are into the Adult baby fetish but what Sir asked for is lovely and really nice (if rather frustrating) to sleep in.

The sleep suit is a snug fit and you put it on by stepping into the neck as there is no snap openings at the gusset.  Sir told me that normally the bottom of the outfit is bigger to accommodate an adult nappy but he had the size reduced in the bum but with a bit of room for my caged penis in the front.

The suit comes with a short skirt attached to it but not enough to cover the gusset, either front or back.

Sir thought that by choosing black satin and white lace it would be an ideal outfit for a sissy maid to wear to bed.

The front of the suit is smooth and with the leg hole elastic being snug there is no access to get to my caged clit – so I can’t “fiddle” with myself other than to rub myself via the satin cover and that on my caged area just adds to the frustrations.

Sir then had a special addition added to the outfit, as a personal requirement – there is a zipped opening , edged with lace, to allow Sir and Madam to have full access to my sissy hole.

As Sir pointed out this outfit can be worn when I’m invited to spend the night in Madam or Sir’s bed they simply can “unzip” the back when they want to use me.

The interesting thing with the way that this sleep suit has been made is that if I unzip the back I still cannot reach through to my caged clittie.

I can verify that when open Sir and Madam can fully use my hole and as shown last night with my 2 middle of the night wake ups I just had to unzip the back, apply lube and then then ease my self onto my “Master”.

As Madam posted yesterday, the outfit really works with the open crotch tights.  the MissO tights have a fabulous feel on my legs and are really silky, when combined with the satin it is a frustratingly sensually feeling outfit.

We’ll definitely be ordering some more of these tights and Madam loves the feel – she wants a pair and I may get her a pair of the seamed version.

This is a lovely sexy outfit to wear and I’m very lucky that I have a Master that had this made for me.  Madam loves it and she is considering having another one made in a different colour but with a slightly shorter skirt – I wonder what colour she’ll get me?

An update from the Head of the Household

Posted on by sissie billie

From Madam Alice:

Evening everyone,

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Alice XXXX

Keeping fit and active

Posted on by sissie billie

I’m not a spring chicken, by any stretch of the imagination.  I’m in my fifties and I’ve put my body and mind through some mills in my time.  so to manage that I do some steady exercise.  generally it is a run – well more a steady plod, twice a week, and also one or two local walks as well.

I don’t lift weights but I do a set of floor exercises and stretches most days.  these are often squats, sit ups and I use a set of resistance bands for curls and leg works.  I’m not setting the world on fire but it is good steady stuff and more that what I used to do during my busy working life.

Madam insists that my training and exercises are done while wearing female attire.  The common one has been opaque tights, a body shaper and then a long sleeved body suit.  when jogging I must wear some type of female shapewear, normally a panty girdle and during winter opaque tights.

Madam also likes to me to have exercises that would normally be female “bums and tum” type exercises as well, often having to do these while wearing heels.  and these routines are regularly mixed in with my exercise routines.

There has been times over the winter when Madam requires me to go for my jogs in panty girdle, opaque tights and long line bra with my home made bra infills (knee high stockings filled with set weights of rice) under my jogging suit, it does make you appreciate a good quality bra…but Madam is clear that I won’t have a sports bra for these type of tasks.

Madam likes the idea of me doing more female type exercises and also to introduce more sissy exercises so she was really interested when we cam across this work out routine by a sissy called Eve on twitter.  Madam tasked me to contact Eve to get her permission to publish her work out on the blog and also to get me to incorporate it into my routine.

so here it is – Eve’s Sissy Workout

(if the video’s don’t work use the links at the bottom of the page)

#Sissyworkout pt1 I have started writing a sissy workout to help my fellow sluts build a body for others pleasure. It aims to work your boi-pussy, firm up your ass and ensure you are in the right state of mind. #sissy #slut #whore #anal #practice #chastity


#sissyworkout pt2: it’s very important you do this workout fully made up like a perfect sissy slut. At the very least in heels and chastity. #sissy #slut #whore #chastity


#sissyworkout pt 3: 20 donkey kicks each leg while holding a dildo in your boi-pussy. If you drop it start over.  #sissy #chastity #slut #anal #analtraining #whore

#sissyworkout pt 4: 20 x plug pickups, squat onto the plug, it’s important to guide it in by feel don’t use your hands. Then squeeze your cunt and pick it up. Make sure to put back down slowly and gently. Increase difficulty by placing the plug lower and getting a straighter plug

#sissyworkout pt5: 1min slut pluses, place good size dildo on a chair and slowly bounce on it. It’s important not to let you ass touch the chair. If you get too tired you can rest with the dildo all the way in but you should wiggle your ass side to side then resume bouncing.
#sissyworkout pt 6: 2 minutes impaled chair. Get the largest dildo you own. It should be long and far over your comfortable limit. Place it on a chair and squat with just the first inch inside you. Now hold, arms above you head and wait. If you can’t hold your weight TOUGH SHIT. Added note, you should do this at the end of you workout when your legs are tired. If you don’t have you full weight on that cock by the end you need to work harder before or increase the time.

Eve’s twitter page is at this link – https://twitter.com/sub_her and the direct links to each of the work out posts are here: Sissy Work Out 1 Sissy Work Out 2 Sissy Work Out 3 Sissy Work Out 4 Sissy Work Out 5 Sissy Work Out 6 Eve has a great Twitter feed and if you use it feel free to go and have a look at what she is upto and let her know what you think of her work out and perhaps encourage her to create some more exercises.

Eve – @sub_her

Eve – Little Bitch @sub_her