Questions And Delightful Sex From Miss

Yesterday afternoon and Miss was working from home.  Neither of us has had any need to say it again since Miss asked that question but it was very apparent to us both that our sexual relationship has reached a position, an aspect perhaps that we both finally understand.  We understand that i am a sissy and that this is how i am going to be for the rest of my life.  We understand that Miss does not really get any form of sexual satisfaction from me being a sissy all of the time.  Miss came to sit by me late in the afternoon and i explained to Her that i thought there were some ways in which i could 'get rid' of the new Mistress - whose continuing presence in my life is causing Miss great concern.

 

1.  You leave me Miss.

2.  i let Mistress know that i don't want to be Her sissy anymore.

3.  Mistress lets me know that She has no need for me as Her sissy.

4.  You order me to tell Mistress option 2.

5.  You take a lover.

 

Miss told me that She was not going to leave me, which was a great relief, although i still do feel that it might happen.  Option 1 off the table.  Miss told me that it is down to me to tell Mistress, so option 4 off the table.  Option 3 could happen at any time.  Option 5?  Miss then began explaining how it would be too complicated, too time consuming, too tiring and interestingly, cause me to resent Her if She took a lover. 

 

It was not the time nor place to even try and counter any of Her thoughts.  That would have been counter-productive and more than likely have ended up with arguments.  No, i kept silent.  It is wonderful to hear Miss talk about the subject and just as wonderful to hear Her project Her thoughts as to why having a lover would be hard to do.  Let Her, almost like Gollum does, pitch the pros and cons out there to Herself. 

 

Miss knows my thoughts and why i think it would not be complicated so there was no need to keep going back at Her with the same counter-arguments She has heard many times before.  What i do think however is that whilst Miss might get some sort of pleasure physically from me She will never be able to get the physical pleasures She wants and deserves.  Now this does not mean that we don't love each other hugely. 

 

To Miss it must be incredibly frustrating to know that i can only get my sexual excitement from being with Her as a sissy.  Both physically and emotionally.  i can totally relate to this because She is a gorgeous Woman who would have no problems whatsoever attracting a Man.  She still has so much to offer sexually and lots of time in life for that.  So when She sees me mincing around in lingerie, when She feels me kissing Her like a girl, when She has to hear me talk about my penis as a clit, and none of it arouses Her like sex with a Real Man does then how can i possibly be providing Her with sexual satisfaction? 

 

i hope Miss does not think though that it is the concept of being a sissy that does it for me?  It certainly is not only that.  It is being with Her as a sissy that does it for me.  It's the love i have for Her for allowing me to be who i am, to tolerate it.  Most of all it is when She helps me with it sexually....by what She says, by what She does for me with pleasures.  This is sex AND love.  By not leaving me because i am a sissy Miss has perhaps quietly signalled to me that She can deal with it and when i see it like that it makes me love Her even more.

 

But....just how much lack of sexual fulfilment can Miss stomach? Yes....i can make Her cum but how much more of this type of sex, with me in lingerie, false tits, gowns, skirts, blouses, dresses, moaning like a girl, kissing like a girl, cumming like a girl can Miss put up with if it's the only of type of sex i can provide?  i don't know the answer to that.  Is She really going to be happy sexually with this for the next twenty something years??

 

i have now told 'new' Mistress that i can no longer be Her sissy....Why did i do that?  To save us.  i love Miss not Mistress.  So simple and so easy and so right.  Miss does not know i have done that yet.  So option 2 is off the table.  You may have picked up on this already but i see these 'options' as the things that can save our relationship and make us better together.  It's not rocket science now to see what is left.  Option 5.  A lover for Miss.

 

Yes, i'll get a huge sexual thrill from it but....and the biggest but is that i absolutely believe that Miss taking a lover will be the best thing that could happen for Her.  Even more important than what will happen for us.  i'm not leaving Her..She's not leaving me (i think?!) and i'm always a sissy.  Just what is left?  Option 5.  i'm currently carrying out an experiment around Option 5 that i'd like Miss to allow me to let run until the end of February.  It does not put Her in any compromising positions or any awkward situations. It is simply a test which i'd like Miss to allow me to do and then show Her what my findings are.  Miss reads the blog so 'please Miss, of course acknowledge what i'm doing but trust me and let me run it to the end of Feb and please allow me to show you what i've done.  i promise that there is no harm to you in what i'm doing'. 

 

 

 

Last night i told Miss over dinner that i'd love to have some fun and frolics with Her that evening and i told Her i'd like to cum on a pair of Her black lace panties (whilst She wore them). i told Her i'd like to make Her cum with my tongue and fingers too.  i wanted to please Her and to give Her an orgasm.  Miss presented Herself to me later looking absolutely stunning.  Donned in a gorgeous full length light green satin Olga gown, natural hold up stockings and a hot pair of black lace panties with a sheer polka dot back.  Stunning!  i wore (very surprisingly for a sissy), a black full length night gown, black lace bra with breast forms, black lace panties, black lace suspender belt and smoky grey stockings.

 

i fully expected Miss to allow my pleasure in Her chambers but She insisted we did it on the sofa in the living room.  i so wanted to give Her an orgasm but it seemed Miss felt that She 'could not cum'.  Was this down to me and me being dressed as i was just not doing it for Her?  That has not always been the case in the past but perhaps now....now that we are where we are in 'understanding'....maybe that's it for Miss.  In a way that turned me on even more but in a way it also made me a bit sad if true.  i hope it is not true.  My oral attention to Her gorgeous petals was not going to bring about the result i so wanted Her to have and rather than force this or get upset about it i concentrated on showing my love for Her by doing as i promised....cumming on Her panties. 

 

'The front or the back' asked Miss.  'Both' i replied!  Knowing i could not physically achieve that but also wanting to have all of Her all at once, knowing that i wanted to take in all of Her sexiness at the same time but i had to choose.  'Front please Miss'.  Her panties were very wet.  Not from Her arousal but from my previous wet kisses there. i told Her how nice they felt, being wet, being wet perhaps for someone else?  Miss murmured.  i think She approved.  When She began stroking Her own sex over the delicate black lace and urging me to cum 'cum right here sissy' i had no chance of holding back and my pitiful sissy squirts fell onto Her panties. 

 

'i think i should clean that up Miss' i asked, more in hope than anything else.  'You should get the practice in sissy'.  Miss replied.  Oh wow!!  We both knew the connotations of that.  Was that deliberate?  A hint of things to come?  Let's not ponder on that too long for now and just enjoy, what i enjoyed, lovingly licking up, tasting and consuming my sissy cream freshly decorating the panties of the Woman i love so much.  Of course i imagined it to be from someone else, of course i imagined Miss making me do my duty, to please both Her and Her lover but most of all and beyond my sissy imaginations.... i felt such love for Her. x

 

p.s Miss asked me if that was the first time i have ever done that and it was, i liked the taste too! 'Does it all taste the same Miss?'  'Just like pussy juice sissy, no, not all the same'.  'Your pussy juice is the sweetest ever Miss - the best ever'.  It's the only pussy juice i ever want to taste. x

A Month Of Downs And Ups

 

 

A whole month....that's how long since i've posted something here.  That's not like me at all and of course there's a reason.  Stress. Emotional turmoil. Sadness.  Four weeks of quite horrible feelings.  When you are sissy and the femininity within you is not happy then it's impossible to be able to write a blog.  Miss must have noticed...and i am sure you all have too...the lack of blogs from me.

 

Before Christmas Miss gave me an implicit instruction, an order. 'You need to find yourself a new Mistress sissy'.  She meant it.  What i failed to interpret was that She also meant that if i did that then it would be over between us.  i did exactly what She said and 'found' a new Mistress.  We have had a meeting, overnight, where i was sexually humiliated.  There really is no need for the details, Miss knows them all anyway.  At that time i genuinely felt that Miss had given up on me and had had enough of my girlish sissiness. Was She really sending me a message that She wanted me to stop being a sissy? Was She hoping that She could 'get it out of my system'? i just don't know.  The truth is however that i am a sissy and i simply can't be anything else emotionally or sexually.  To not be true to yourself is not me being me.  In the days after my meeting with 'The Mistress' Miss and i sank to an all time low.  It certainly looked over.

 

Confusingly though, Miss and i had three wonderful lovemaking sessions during which She dressed erotically and, just like before, verbally and mentally humiliated me to orgasm.  In one of those sessions Miss again fucked my sissy pussy with a black dildo after having made me wear my butt plug.  The sex was wonderful but my mind and feelings were doing cartwheels of confusion.  She wanted to end it right?  She wanted me gone right? She was possibly going to leave Herself right?  It's all that we seemed to be doing, arguing, getting angry yet.....in all of those days She was still willing to have great sex with me....i could not make any sense of it.  i loved Her but did She love me...i mean really love me? 

 

To me it seemed like Miss had had enough of my femininity.  At Her most upset She would say some truly cutting things.  i think that those things were Her frustrations and of course i was the rightful target.  It is very difficult to look through the eyes of someone else but it should be very easy to do it if the eyes are of the person you love so much and that you know you will never find anyone to love more.  My sissiness is my sexuality.  i do not feel right unless i am wearing women's lingerie. i cannot be anyone other than the sissy i am. 

 

Then the next bombshell.  Miss found my profile on a dating site and it was from that site that the other 'Mistress' made contact with me.  More anger from Miss, more hurt, more arguing, more grief, more feelings pained.  Again, i had failed to understand the true meaning of what Miss said when She told me to find another Mistress.  She meant that if i did then it would be over between us.  Yet.....it seems now that it is not over and does confusion reign once more or has an understanding, an acceptance, finally been reached?  The 'other' Mistress is not who i love.  The 'other' Mistress will go.  The 'other' Mistress is simply a manifestation of the horrible month we had...yet...She is still there...She is still there because i am a sissy and....She is still there because i don't know if the Miss i want to be with forever really wants to be my Miss at all?  i want to lose Her, i want...i need Miss to tell me to lose Her......or has another way just made itself apparent?

 

'How would you feel if I took a lover'?

 

OMG! 

 

Those were the words Miss said to me on Saturday evening.  Words i have longed for....yearned for and hoped to hear Her say - or something similar.  My mind is in a bit of a blur right now and i hope you can understand why but i think i can recall Miss adding to that statement, or was it before the statement....something along the lines of 'since it's quite obvious this is how you are going to be all the time'.  She was referring to how i was dressed but more than that, my sissiness, the fact that i am a sissy and that's how i will always be. 

 

You may already be aware that we have played in the past.  Miss has had arranged one nighters with various Bulls. Some of those experiences have been wonderful for Her and some have been less than wonderful.  i don't think She ever wants those type of flings again.  i think She wants something more permanent, more satisfying, more exciting and more fulfilling  - on a regular basis and totally in Her control. 

 

 So why.....why did She say this and what was She saying it for?

 

1. Miss wants a lover.  Straightforward and simple.  Why?  Isn't that obvious?!  Although i have not asked Her that question.  Do i need to?

 

2. Miss wanted to test the water with my reaction and my reaction/response would help Her make Her own mind up.

 

As soon as She said it i felt my little clit stir and wetness in my panties.  Shocked, stunned, aroused, totally on the back-foot and for a few seconds, unable to speak.  Was this for real?  i think it was.  i probably went off on a total ramble of utter nonsense when i replied but i did my best to try and explain five very important issues for me should Miss 'take a lover'.

 

1. She can't run off with someone - ever-ever...just not ever!  No leaving me for anyone.  If there was even the slightest whiff of that happening then 'the Lover' would be a Man running scared.

 

2. Safety. Security.  Miss does not ever put Herself in any positions or situations where Her personal safety is compromised or at risk.

 

3. Miss must tell me that She is going to do this.  In other words, She's definitely decided to go ahead and 'take a Lover'.

 

4. i want to be included.  By that i mean Her lover or lovers must know about me, about sissy and that i am an important part of the dynamic.

 

5. Miss and i do not stop having a loving sexual relationship.  Granted there will be differences to the physical aspects with me and with a Lover or Lovers but i can never give Her up completely to anyone.

 

i sincerely hope i made those points clear to Miss.  So what happens next??  God knows!  Do i just sit back and let Miss get on with it?  Indeed, how will She get on with it?  Does She want to use the internet, does She want to go out somewhere with friends? Does She want me to come up with the ideas and make it happen for Her?  Or do i come up with the ideas and She uses them to make it happen?  i would willingly do whatever She asks. Amongst my random ramblings in response to Her knockout statement i talked of buying Her a special phone, wanting to help Her prepare for dates with new clothes and lingerie, a willingness to pay for restaurants, hotel rooms, providing lifts and pick ups for Her, anything that makes it seamless and enjoyable for Her. 

 

So many thoughts....so many possibilities.  If such things were predictable, here is how i could imagine one way of Miss 'taking a Lover'.....

 

She has an advert online.  Discreet. No photograph.  She describes Herself as a hot sexy blonde looking for fun with a reliable and trustworthy Man.  She describes Her current relationship as loving and permanent but with a lack of sexual fulfilment.  Something like Ashley Maddison. (a site set up intentionally for people to have safe and mutually satisfying affairs). Miss gets many responses - and She would!  Online messaging to start with and then eventually an exchange of pictures (with Her special phone of course!). An arranged date.  A first meeting.  i take Her and i discretely watch - unbeknown to the Man. Not a kink for me but SECURITY!

 

It may only take one date it may take two or three but eventually Miss will find someone who She thinks ticks all the right boxes for Her.  It is Her boxes that count - not mine.  From that moment on...She has Her lover.

 

If this is what Miss wants  - a lover - or maybe a spare or two as well - then what do i think would be in it for Her?

 

Everything this article describes:

 

http://www.rolereboot.org/sex-and-relationships/details/2015-07-why-having-a-lover-makes-me-a-better-wife/

 

...and....for me?  After all, that is what Miss was asking wasn't it?

 

A love for Her so strong that i'd be bursting with it. i'd feel so much closer to Her.  Competitive.  That's the testosterone - which can't be helped! Happy.  Happy because She would be happy. 

 

Perhaps most importantly for us both - how it would affect us both.  i see an end to all these stupid, relationship threatening arguments, which, all boil down to sex and me being a sissy. 

 

Thank you for reading all of that.  No pictures or erotic details.  They are not necessary.  What was necessary are my thoughts and musings over what has been a very difficult period for us both and the fact that we are still together shows how much we do care about each other. 

 

So is this the start of something? x

 

 

 

 

Something For You sissy....

One of my overriding fantasies is of Miss coming home and showing me Her sexy black panties.  She is either still wearing them or they are presented to me.  They are a pair of panties i have bought for Her and She has either worn them to work, worn them on an evening out or worn them for a date with a lover.  In all of the scenarios there is one constant, the pretty black panties are marked with the love cream of a Real Man.  In some cases it is very fresh and obvious and in others has been there a while. 

 

 

 

i think i'm quite correct in saying that it is one of those things that every cuckold and budding cuckold hopes to have happen to them and it is without doubt a most humiliating and arousing experience to be shown the evidence of love making. 

 

So what does the sissy cuckold do when presented with such a gift?  There are many choices and those choices should always be determined by the HotWife, The Lover or both of them.  Make the sissy wear them? (Miss has done this to me in the past with a lover, Her panties removed for the wonderful hot sex She had with Her Man and then She made me wear them). Make the sissy clean the panties with her tongue?  Make the sissy hand wash them? Make the sissy keep them as a reminder of the occasion?  Make the sissy buy a new pair in exactly the same style - fully knowing that the same fate probably awaits them too?

 

In my fantasies Miss has made the most of an unexpected opportunity and the sex whilst quick and 'heat of the moment' was hot, passionate and wonderful.  No condoms to hand and Miss insisting that He withdraw and come where He chooses.  Her lover seizing the moment and spraying His love all over the pretty black lace, either on the front covering Her beautiful sex or splashed over the rear.  Miss relishing the feeling of His hot cream on Her panties and on Her skin and knowing that now they are marked just how perfect a present they will be for Her sissy. 

 

 

 

The sissy will of course be extremely grateful for even being considered. x  

 

 

Nice Arse!

i'm going to boast on this one.....i do have a cute arse!  Genetically gifted to me but also maintained by a relatively healthy lifestyle and a sport filled youth which continued well into my late 30's.  The buns are not as firm as they once were and i will admit to be lagging behind in my usual physical workout routine but on the whole and certainly in comparison to my peer group in age, i've got a good set of buns!

 

 

 

Those buns however, especially for a sissy are of no use to anyone unless delicately adorned in a pair of pretty panties.  Whilst a Real Man will enjoy having a nice firm arse with which to appeal to Women, for a sissy like me having a nice arse means that panties will look so much better. 

 

All of my pretty panties are either full cut with a full bottom area or French brief style.  Thongs do not cut it for me - actually, they would cut it and painfully so!  As with most lingerie and clothes there are sometimes a particular piece that fits oh so well and looks wonderful on.  These pretty blue lace panties seem to fit me perfectly and almost provide that gorgeous womanly shape when worn. 

 

 

 

Of course, the view from the front is considerably more disappointing to a Real Woman.  There's no getting away from the fact that tucked away in there is a tiny cock that simply cannot satisfy a Woman.  Two nights ago Miss made sure i knew that with a delightful and very truthful verbal humiliation of my cock whilst we enjoyed pleasures together in Her chamber. 

 

 

 

The saying went 'nice arse shame about the face'.  For me it has to be 'nice arse shame about the cock'. x

Bridal Bliss

 

 

Is there a sissy out there who doesn't wonder what it would be like to wear a gorgeous wedding dress and go through a 'ceremony'?  Whether that 'ceremony' be with a sissy and her Mistress, or in some cases the sissy and a Real Man, or in my fantasy wedding, the sissy, my Mistress and a Real Man (even Men!).

 

Some years back i owned three absolutely gorgeous wedding dresses.  All three were classic vintage full Princess gown designs.  Enormously full, elaborately decorated with delightful bows and ribbons and utterly delicious to wear and feel.  All three were pure white and a mixture of heavy rustling satin, taffeta and lace.  Two of them had wonderfully large bows tied at the back for even more femininity.  They were full skirted on their own but to enhance that effect even more i added a full hooped petticoat.  To make the look so sissy perfect i also had a full net veil held to my head with a very pretty tiara band and long white lace gloves.  White 3" heels with bows completed each dress.

 

 

 

Just the outwear was enough to make me feel oh so girly and sissied but the femininity did not stop there.  Underneath all of this frothy delectation my lingerie.  Sometimes a full lace and satin basque with suspenders.  Sometimes a gorgeous white lace bra, panties and suspender belt.  Whatever the lingerie, it was always white stockings, either plain or beautifully patterned with bows.  When i was feeling particularly girly and cuckolded i'd wear my white satin pair of special sissy cuckold panties with the words 'sissy cuckold' embroidered over my tiny cock and three luscious layers of ruffles adorning the rear.

 

 

 

i had so much fun, pretending to be the bride, the ultimate experience of femininity. The dress so full and heavy, swishing over my nylons, restrictive around my waist, enhancing my breasts - a total sissy sensory overload!  i fantasised about this scenario....

 

My wedding day to Mistress.  A special ceremony in the appropriately named 'Chapel For Cuckold Consummation'.  Guests invited.  A 'Best Man' (A regular lover of Mistress). Friends of Mistress who know....friends of mine who know and a special group of guests...six hot studs whose function becomes clear later.  A special registrar to perform the 'ceremony'. 

 

Everyone is seated and when the music begins, i make my entrance.  To a mixture of oooohhhhs and ahhhhhs, i sashay and mince up the centre of the gathered guests, the rustling of my dress almost overwhelming the music.  My little cock is so hard, encased in it's pair of beautiful sissy panties.  The full dress conceals any signs of it.  My veil conceals my prettily made up face.  i could almost be a Woman but everyone knows.....i clutch my posy at my thrusting bust, my heels click loudly, the dress sways and moves with each of my mincing steps.  i am in heaven!  i hear some titters and giggles from Women which only enhances the erotic humiliation.  i reach the front and stand before the registrar. 

 

 

 

Then...Mistress enters, with Her 'Best Man'.  Arm in arm.  i can't see them, i'm facing forward.  All i can sense is the reaction from the guests.  It is one of complete appreciation and delight.  i want to turn round...i can't.  Then She appears beside me and oh so beautiful.  Her dress is modern and stylish yet remains feminine.  No veil.  A subtle yet sexy hint of cleavage and a long split up one side of the dress.  Not for my benefit!  Mistress looks at me and licks Her lips...i blush profusely.  Then He arrives on my other side.  Her 'Best Man'.  So much bigger than me, muscles ripping in a well cut suit.  His impressive bulge in the trousers unmistakably obvious.  He's smirking. 

 

A hush in the audience as the registrar speaks:

 

'We won't keep you long as we all know the Bride and the Best Man have more pressing things to attend to but let me first affirm with this sissy a few understandings before we dismiss her.

 

1. Your Mistress will consummate your marriage with a better Man, a Real Man.  A Man who will give Her the sexual pleasures you can't.

 

2. You will serve them both sissy in any way they choose.

 

3. You will be loved by your Mistress in other ways sissy and be required to pleasure Her when She wants.

 

4. Your own pleasure is entirely controlled by your Mistress.

 

To each 'understanding' i had to nod my head and say 'yes'. Once those were complete i am ordered by the registrar to leave the service in the traditional sissy cuckold way.  Taking my cue, i turn to face the guests - all of them smiling, with that knowing look of my utter humiliation.  i knew what i had to do.  Lifting the front of my dress until my panties were exposed.  My tiny cock pressing against the front but still hardly noticeable, my girly wetness so obviously seen.  Slowly i step back through the guests and almost as one the laughter erupts. 

 

 

 

As i leave the building, i turn to look back at Mistress but She is lost in a deep passionate tongue entwining kiss with Her 'Best Man', Her hands gripping His firm arse, His hands caressing Her back.  The laughter becomes applause. x

 

 

 

(i've quite enjoyed writing this so it's tempting to do a follow on - The Reception perhaps?)

She's Back!

 

If you recall from my previous blog Miss had decided that She no longer wanted to be my 'Miss' and that i was to look elsewhere....

 

It's now Saturday and we are off to spend the night in a hotel apartment and watch a show.  I'm still feeling very down with what happened last night.  Packing for the trip away i select as much girly femmy things as i can physically get into my case. i even almost pack a dress and blouse and skirt.  i'm thinking well why not....why not just go out on Saturday night looking completely sissied.  It's not as if Miss is bothered any more.  i pack my butt plug, might as well put that in my pussy later too.  i decide against any outer Female clothing and make up for it with more pairs of pretty bras and panties, stockings, suspender belts than i am going to need.

 

It's not a long drive and we get to our hotel apartment in good time to get ready.  i'm already wearing a gorgeous pink and cream lace bra and panties set with a deep suspender belt and natural stockings under my male clothes.  The bra is very noticeable through my male t-shirt.  That's how i want it to be, it makes me feel such a prissy sissy.  i've even brought my breast forms with me and as soon as we are in the apartment i am out of my male clothes, breast forms inserted into my pretty bra and am in 100% sissy mode.

 

The cooking facilities are basic but good enough for me to get the dinner ready for us both before we hit the town.  Miss has spent Her time showering, doing Her hair, make-up....all the things a Real Woman does.  i'm still in my pretties, enjoying the view over the city and wondering if anyone can see me.  After dinner whilst Miss gets dressed i apply my butt plug to my pussy (details of this are in an earlier blog) and then shower.  As i pass the bedroom i notice Miss dressing in a hot and sexy gold and black bra and panties set with a deep six strap suspender belt.  She is drawing up Her stockings and i ask 'Looking hot. Are you on the pull tonight?'.  She giggled and made no further comment.  As i showered i imagined Miss to actually be looking for a Real Man this evening, someone to bring home and enjoy whilst i am either banished to the outside of the apartment or made to watch. My tiny cock got quite hard thinking of that.

 

 

 

i chose a new set of pretty lingerie for the evening.  Pale pink bra and panties with a pink and white lace suspender belt holding up taupe stockings.  Male mode clothing on top of that in a set which Miss likes a lot, a white dress shirt and dark blue trousers.  i loved the fact that my bra lace and outline could be seen through the shirt.  i really wanted it to be noticed when we were out. Miss did not seem to notice, or if She did, made no comment.  Miss finished Her dressing with a lovely dark brown floaty dress, very classy, very up-market and added a pair of black spike heel boots.  She looked absolutely stunning.

 

i was still getting to terms with Miss having told me that She was no longer being my 'Miss' and i was not calling Her Miss throughout the day or the early evening.  Things seemed to change once we were at the show however.  It was here that Miss started expressing an interest in how i was coping/enjoying the butt plug.  At one point in the show She asked me to hold Her drink and called me 'sissy'.  Shock!!  So naturally i replied 'yes Miss'.  Just like that and without warning She had come back to me and my little cock twitched as my panties got slightly wet.  From being very sad and confused i was now totally focussed on Her again.  Looking at Her sexiness, knowing what She was wearing, being happy to be Her sissy.

 

 

 

The show was brilliant - we will be doing something similar again most certainly.  Back at the apartment Miss and i were lounging on the sofa. My butt plug was making its presence known every time i moved my position and Miss was enjoying watching me squirm with sissy delight.  i took a major gamble and asked Miss if She wanted any pleasures from me.  Her reply was very much in Her style: 'Maybe sissy.  Or maybe i'll make you kneel in front of me and you'll play with your little sissy clit into a condom'.  Oh Miss!!  Again i felt the hotness in my panties as my sissy excitement increased.  i began to gently caress Miss on Her legs, Her back and neck so pleased that She was back. 

 

 

 

After some minute Miss then decided that 'we should test the bed springs' and with no further encouragement needed i followed Her into the apartment bedroom.  Miss divulged Herself of Her dress to be left in Her hot sexy lingerie.  Was She still going to allow me to pleasure Her?  Indeed She was but not before She made me remove my pretty bra.  We spent some time in bed allowing our bodies to warm the bedclothes before i gently began stroking Miss through the lace and satin of Her panties.  i asked if i would need a condom and Miss said that would not be necessary.  i wanted to worship Her sex, to almost thank Her for coming back as my Miss so gently i moved down between Her stocking clad legs and gently flicked my tongue over Her panty covered sex.  Soon i had moved the panties aside and was licking gratefully at Her wonderful mons, 

 

Miss wanted to feel something inside Her and with only my little cock available to Her at that time instructed me to get on top.  No condom remember.  It felt wonderful to be inside Her and as always it took a huge effort not to cum prematurely.  Looking down at Miss under me, Her breasts in their sexy lace bra, Her deep suspender belt framing Her panties, Her stockings spread wide.  A sight for a Real Man to behold and one for a sissy to be incredibly grateful for.  Miss wanted me to make harder thrusts into Her 'fuck me harder sissy, like a lover would, like a Real Man'.  i did my best to comply and Miss worked Her fingers on Her clit to make up for the lack of cock inside Her.  She came hard.  'Now are you going to cum for me sissy'? She asked.

 

How could i not and when have i ever not??!!  i wanted to last as long as i could and perhaps i tried to hard to last.  Miss had enjoyed Her cum, Her pleasure had been had, She really did not have to then allow me to have any pleasure at all.  i kept stopping myself from cumming and looked down to see Miss looking somewhat bored and indifferent.  It was if She was just going through the motions now.  This was not pleasure for Her, it was something She had hoped would be over quickly - as it usually is!  For a sissy however this just aroused me even more and made me fully realise that my little cock was not providing Her with the slightest bit of fulfilment - even after Her orgasm.  i knew then, knew that this was, in Her mind, rubbish sex, that being 'fucked' (hardly the right word!) by a sissy is always going to disappoint.  Miss sensed i'd noticed, i think She could tell i had recognised the signs so to further the erotic humiliation She told me that She could hardly feel my cock.  That did it....i moaned and whimpered like the prissy sissy i am, feeling my girly cum wash over me as the tiny spurts of sissy juice weakly ejaculated from my small cock.

 

i held Her close and told Her that i love Her so much.  We fell asleep very quickly.

 

In the morning, i had added a very pretty baby doll before going into the kitchen area to make tea for Miss.  i duly delivered this to Her and sneakily crept back into the bed beside Her.  Something i would never do at home without permission!  As is always the case in the mornings, i was feeling very horny and sissied. i'd just woken up next to Miss, actually slept with Her, She'd let me quite clearly know with subtle body language during our coupling that my efforts the night before were that of a pantywaist. i took another chance and told Her that i was still horny and would She maybe allow me to play with my excuse of a cock into a condom and help me with some teasing and humiliation? Not until you've made me another cup of tea sissy was Her reply.  Some things will never change!

 

Initially, Miss wrapped Her lovely fingers around my little cock and gently stroked me up and down.  Her comments were wonderfully belittling and cutting. 'Not very big is it sissy'....'Not much a cock at all'......Real Men have much more than this sissy'.  i got as hard as i could do with such humiliation and got permission from Miss to put a condom on.  Too me there are not many more demeaning things than to have to wear a condom in front of my Miss.  Once it was on i took over the duties of working my cock up and down.  Miss was in wonderful form with Her verbal assault on my manhood.  'I'm amazed the condom has not come off sissy, it's that small'.....Can you cum sissy, I bet it's not much when you do'.....'Pathetic little sissy squirts'......Not like a Real Man cums sissy, Real Men don't wear panties do they sissy'.  i had no chance of lasting more than a few minutes before my sissy spurts (perhaps two or three) dribbled out into the condom.  i moaned so girlishly, rubbing my free hand over my suspender belt, totally agreeing with everything Miss was saying with girly 'Oh yes Miss' replies.

 

 

 

Breakfast, made by me, another shower for us both, new bra and panties for me and then time to go back home.  We had a great time away.  Miss loved the show and i was so pleased that She has not followed through with Her intention to 'not be my Miss anymore'.  The last few days have confirmed that as She has been referring to me as 'sissy' and me Her as 'Miss'.  i can't explain what happened on Friday the way it did.  Miss hasn't explained either.  Maybe no explanation is needed? 

 

A very emotional rollercoaster for me over that weekend.  i'm sure Miss would have been having some deep thoughts as well.  She's back. x

Miss Resigns.....

There are two parts to this particular blog so please read the second instalment as well which i will publish tomorrow or shortly after that.  You'll see why i became very confused, sad and for a moment, felt very lonely.....

 

This blog and the next one should be read as taking place before and during the time Miss and i enjoyed my butt plug experience.

 

Miss and i had had a silly fall-out on Wednesday morning.  It was early in the morning and with both of us scurrying about in the semi dark trying to get things done, tension was high, time short and patience thin.  A silly argument about lights with Miss leaving for work in a bad mood (despite looking so sexy in Her work outfit) and me feeling miserable because She was cross.  i visited relatives for the next two nights and communication between Miss and i was sparse.  Roll forward to Friday evening and Miss dropped Her bombshell....

 

 

 

As i sat next to Her on our sofa in my pretty candy pink chiffon baby doll nightie, white lace bra and white lace panties Miss said: 'I don't want to be your Mistress anymore, you'll have to go and find someone else'.  Just like that!   My thoughts:  'Did She mean this?  Was this a punishment for me? Is this a prelude to asking me to leave or Her leaving?'

 

i can't remember much of the conversation that followed word for word but it ended up with me telling Miss that i could find another Miss online through sites such as Fetlife and similar and that maybe She could use something like that to find something for Herself?  Miss more or less said that it would be up to me if i wanted a sexual relationship with anyone from such a site.  This was not going well at all for me.  i don't want any other Miss, i only want Her, my one, the one i love.  i just could not believe what was coming from Her mouth - was it a bluff call, to see how i'd react?  Maybe She really meant it??  Either way, we retired as usual to our separate chambers.  Tomorrow was our big night out at a show.  How would that work out with the mood now as it was?? x

 

 

No Ifs...Just Butts!

Quite a long time between blogs - apologies.  Sooooooo much has happened in the last week or so!

 

Towards the end of October Miss took my sissy pussy virginity with a strap-on.  i wrote a blog entry to describe this wonderful experience and what it meant to me as a sissy.  At the time, Miss and i decided that my pussy would be best trained for the strap-on at two weekly intervals.  Sadly, that has not happened.  Miss does sometimes say things and forgets what She has said or gets very busy or tired but it is certainly not my place to remind Her of that. 

 

One night about 10 days ago i was looking at one of my favourite adult clothing and accessories sites on the web.  i was thinking of perhaps getting Miss something hot and sexy for a potential lover (She's still looking apparently??) but instead was totally distracted by this:

 

 

My first ever butt plug!  i just had to have it and messaged Miss for permission.  She gave me that permission but also missed the rest of my message asking Her if there was anything She might want for Herself  - hopefully She'll think of something soon.  It's not a huge one, 2.5" in height, 1" width at its widest but it is perfect for a 'pussy beginner sissy' like me.  Expensive too, considering its size but when it arrived i could see why.  Beautifully crafted, a solid weight and this delightfully sissy jewel enhancement in the base:

 

 

Isn't that so delightfully girly??  Pink!  i also ordered some lube at the same time.  Bearing in mind my pussy had only previously been penetrated by Miss with the strap-on so my reasoning was that if i was to fully appreciate being fucked by Her again then a device like this would be perfect in assisting that goal. 

 

The day it arrived i just had to try it.  Miss had given me permission to use it whenever i felt like it.  i failed miserably.  Hardly any of it inside my pussy before i chickened out.  Not good!  However things changed this weekend.  Miss and i had a great time away watching a show with an overnight stop - my next blog details this - and it was on this occasion that i made a concerted effort to plug my pussy.

 

Lots of lube, on my fingers and in my pussy.  Lube also on the plug.  Gentle insertion at first and ohhhhh, so hot and searing.  i could not give up again.  Miss was in the shower of our hotel room and i simply had to get it in before She got out.  Of course there was pain but i knew that to get past that pain was what i needed to do.

 

One last push and my pussy was plugged!  Oh, such a glorious sensation!  I felt it fill me and the heat subsided to be replaced by a feeling of total bliss as my pussy relaxed and accepted its pleasure.  Such pleasure!  i could not wait to tell Miss and when She knew what i had done She seemed very impressed.  Now....would i be able to 'enjoy' it for the next five or six hours??  Oh yes!!  Initially, it made me walk with a slight buttock clenching gait but soon that disappeared.  Sitting?  Heavenly!! 

During our evening out together Miss made occasional references to my butt plug, asking me how i felt and could i feel it, was i enjoying it.  It was so good that She cared and wanted to know what i was experiencing.  Miss has had anal experiences of Her own, with plugs, toys, my tiny cock and of course from Real Men with much bigger cocks.  i think Miss was impressed with how i was handing it in my pussy and when we made love later that evening my plug was still there and adding to the pleasures Miss gave me. 

Taking it out??  Well... i actually did not want to do it.  Or should i say my pussy was very reluctant to let it out - almost as if it wanted to be plugged for longer.  It had to come out though and with a small bit of pain, i eased it from my pussy before sleeping.  Perhaps next time i should go the whole night with it in? 

i'm so pleased that i did this and the reaction, encouragement and empathy from Miss made it extra-special for me.  i fully appreciate that Miss might not be fully into it every two weeks to fuck my pussy as we arranged with a strap-on so in the meantime and to get my pussy ready for further fuckings, this little plug is going to be a great toy.  It has made me feel even more of a sissy, more girly, more femme and so much more in touch with my real self. x

 

 

 

 

Not Good Enough sissy

 

 

Miss was in the mood for some pleasures last night.  She had agreed to give me a treat earlier in the week by wearing stockings and suspenders to work one day but for some reason completely forgot and went to work in tights instead.  She had however left Her gorgeously sexy lingerie on Her bed in Her chambers (proof of intent) and i noticed it laid out when i went upstairs to clean. i texted Miss that i had seen the lingerie and She texted me back to apologise (She should never apologise), that She had forgotten and would wear something sexy later.  i made no assumption that this would be for me!

 

Later that evening however, Miss came down from Her chambers dressed most deliciously in a beautiful deep pink long Olga gown, hot black panties with a wonderful full lace rear and natural hold-up stockings.  i had already changed into something more appropriate for a sissy and was in a pretty white full lace bra and panties set, white lace/silk suspender belt, natural stockings and a gorgeous white double layer  chiffon baby doll nightie.

 

It was torture for most of the evening as Miss was sat next to me on the sofa all resplendent in Her finery and looking so good.  My tiny cock was hardening in my panties and i was just dying for Miss to say it was time to go to Her chambers.  Maybe She would simply leave me high and dry but thankfully at long last She called me to follow Her up.  Miss insisted that i remove my pretty bra and breast forms first.  Maybe they get in the way for Her but i was not going to argue. 

 

We lay on the bed together and i enjoyed caressing Miss through Her Olga gown, feeling for the panties and Her stockings. Miss caressed my little cock through my panties and i could not help but get very wet and as hard as i could be.  i think Miss was looking for me to make some sort of move first as She seemed to be growing impatient.  It was not long however until She asked if i would like to take Her from behind.  It feels very odd as a sissy to be asked if i would like anything sexually - after all, it is not my role to initiate - instead i am meant to respond to Her demands.  It has been a very long time since i have been behind Miss, this is a position i normally associate a Real Man and His Woman to adopt. 

 

i do however have to admit that seeing Miss on Her knees with Her gown pulled up, Her stockings showing and those gorgeous black lace panties beautifully framing Her arse aroused me hugely.  Miss made absolutely no mention of condoms and i did not ask about them either.  On the occasions that Miss does allow me to be inside Her i always like Her to keep Her panties on.  My cock is small enough to slip to the side of them and to me, it makes for a highly erotic visual treat.  Miss....Her panties....my tiny cock...Her stockings.

 

 

 

Miss told me She was going to cum even though She required the use of Her fingers to make up for my inadequate cock.  She wanted me to cum with Her but again, unless it is said as an order i feel that Miss, in Her superior capacity is entitled to enjoy Her orgasm before i am gratefully allowed mine.  Once She had cum i knew that i would not last long - as usual!  The sight before me was so erotic and the feelings of being allowed insider Her so overwhelming.  i moaned like a pantywaist sissy, girlish gasps and sighs of pleasure and when my cum arrived, the few weak spurts of sissy juice leaking into Miss, i ran my hands over my baby doll and stockings. i told Miss i love Her and Miss made no attempts to banish me from Her chambers.  It was so nice to be cuddling up to Her and i very nearly fell asleep with Her but my body core temperature, always very high at night, made it unbearable to sleep and not wanting to disturb Miss, i crept back to my own chambers.

 

This morning Miss made some comments though that have confused me.  She told me that i had to learn to initiate more foreplay with Her and that this should be a natural thing for a 'male' to do.  i was somewhat lost for words though as being a sissy i can't grasp that concept.  It does not come naturally to me to make moves or to do things to Miss - without Her telling me first.  Let's not get the lines blurred.  i so want to do those things, such as kiss Her and caress Her breasts, gently touch Her sex and anything else considered to be foreplay however as a sissy i need to be told to do them. 

 

 

 

Miss has now gone out shopping and i sit here doing this blog still with my mind in a state or turmoil.  i KNOW that compared to a Real Man that i am sexually inadequate yet i also know that i can pleasure Miss.  i did feel a little hurt at Her comments but strangely also flattered.  As a sissy, to be derided by your superior Female for poor sexual technique is not a horrible thing but again my mind struggles to understand how i can be good enough for Her when She wants pleasuring?  Would it need Miss to say, as a command, something like 'sissy, I'm jut going to do nothing for now and you are going to worship my body'?  i could relate to something like that.

 

 

 

That was the first time in 5 weeks that Miss has allowed me to enjoy pleasures with Her.  What could this be leading to? x

How Would i Know?

 

 

A hypothetical blog posting from me today because it is something i have been thinking about a lot recently.  The question in the title is 'how would i know'?  By that i mean how would i know if Miss was having some fun?  Three specific events have triggered these thoughts of mine:

 

1. What Stephanie (whom i believe to be a Female blog follower) said about a month ago on one of my posts.  Stephanie commented that Miss, like all Real Women, will have sexual needs - needs that are more than likely not satisfied by a sissy.  She elaborated that this is not to mean that there is no love and no physical love between the superior Female and Her sissy, rather that those aspects of physical satisfaction that a sissy does not provide can only be met by a Real Man.  Stephanie stated that, in Her view, it is a case of 'when' rather than 'if' that Miss will find that satisfaction.

 

2.  The two things Miss said in a matter of days apart.  'I need a lover'....'I'm already doing that sissy' (response to my question 'would you like me to find you a lover with a big cock Miss'?).

 

So let's hypothetically assume that Miss had that need and has done something about it.  Does it necessarily follow that She would let me know?  Indeed, Stephanie also said that Miss might chose Her time to let me know that She has been having some fun. 

 

From my perspective i would also have to consider the perspective of a lover.  Her lover.  Imagine being a Real Man and being told pretty much straight away by a hot sexy Woman such as Miss that She has a sissy and thus revealing all of the intricacies surrounding that dynamic.  That might well be a bit too much for a Real Man to cope with at first, especially if they had not yet become physically involved.  After all, a hotwife/cuckold sissy dynamic is not a usual thing to encounter.  So could it be possible that Miss is having some great sex with a Real Man already and does not wish to scare Him off with such a revelation just yet?

 

What if Miss thinks that such a revelation to Him, at any stage, would scare Him off?  Would She keep having the fun with him?  All hypothetical of course!  If the sex was great then perhaps so but would that run the chance that i might find out when i'm not supposed to?  Personally i don't think that Miss would play that game.  What She might do however, to protect both Her pleasures with Him or maybe there's more than one 'Him'...is perhaps find subtle or not so subtle ways to include me without Her lover(s) knowing i know?  Complicated or what??!! 

 

Well there's subtle and there's not so subtle ways and the following are a few things, that should they ever happen, would get my mind racing and my little cock wetting my panties with excitement:

 

Subtle:

 

Making/taking secretive phone calls.  Leaving the room when taking a call but making sure i could just about hear the tone of the conversation.

 

Dressing sexily for work.  Not necessarily for someone at work but perhaps after work.

 

Coming home later than usual on days where usually a set time of arrival is expected.  Phoning or texting to say there's been a change of plan and coming home later.  No reason given.

 

Going out with 'friends' on an evening on a same day or days of the week.

 

Not So Subtle:

 

Having a condom in Her purse/bag and making sure i see it.  A different type of condom on different days.

 

Spare panties in Her purse/bag.  Making sure i see them.

 

Wearing stockings on more occasions than wearing tights.

 

Handing me Her lingerie to launder - knowing that some of Her panties will have signs of arousal in them.

 

Calling out the name of a lover during any pleasures that Miss allows me to give Her.

 

All of the above are not exhaustive.  There could and probably are lots more ways, subtle and not so subtle.  How would i react??  I don't actually know!  Other than the excitement and arousal would i be expected to pick up on these signs as deliberate triggers so that Miss would then fully expect me to ask questions which in turn would give Her the moment She has waited for - Her chance to reveal?  x 

 

Cumming Like A Girl

 

As i have written before in my blogs, i have a very high sex drive.  The desire and need to orgasm at least once a day is very strong within me.  It would be very easy for me to touch and play with myself whenever i felt like it and the temptation to do so is incredibly strong.  However, being a sissy, it is absolutely my duty to seek orgasm permission from my superior Female.  Miss is yet to put me in any form of physical chastity (ohhhhh, i wish She would!) and therefore my little cock, nestling in my pretty panties is free to become aroused  - and become aroused it regularly does!

 

What i must not do though is constantly ask Miss for that permission.  She does not need to be persistently badgered by me for my own sexual satisfaction.  Miss is fully aware of my high sex drive and quite rightly uses that 'power' to Her own advantage and control.  Having a rampant sissy playing with her tiny cock whenever she felt like it would not constitute a proper FLR so it follows that i must ask for orgasm permission at a rate of perhaps 2 or 3 times a week.  Without Her control, then there is the danger of my less than manly cock controlling things and therefore preventing me from being the true girly sissy i am.

 

So when Miss does grant permission i make very sure that i become the most sissied i can be in both a physical and mental way so that my orgasm will be the most feminine and girly orgasm possible. 

 

It goes without saying that in order to cum like a sissy i have to be dressed appropriately.  The bare minimum being a pretty bra (ideally with forms inserted) and panties set.  Attire may also include suspenders and stockings, a gorgeous nightgown or baby doll or perhaps even fully dressed femme in blouse/skirt or a nice dress.  How can a sissy possibly even come close to cumming like a girl if not dressed like a girl?

 

 

Unfortunately and even though my cock is small, it does exist and therefore it has to be stimulated in order for me to cum.  It is an inescapable inconvenience that i have to masturbate it just like Real Men do with their superior and larger cocks.  Where i can adapt though is with use of the free hand.  This i use to rub the area above my little cock as if i am massaging 'my clitoris'.  With the same circular motion i can, with eyes closed, imagine that i am working my clit.  If i am able to keep my poor excuse for a hardness hard then brief caresses with both hands of my stockings, panties, bra, breast forms - any of the items of clothing - or the same with just one hand is another technique i use to keep me feeling girly. 

 

i find that my playing with myself seems to be a very passive experience.  i know what i'm doing to myself but it almost feels as if someone else is doing it to me.  Does that seem strange?  Prior to the actual cumming i will moan and sigh in my best sissy way - trying to imitate the pre-climax noises Real Women might make.  An occasional lick of the lips or a coquettish soft bite of the bottom lip, maybe even some flirty eye rolling as well.  As my girly orgasm approaches i will often touch the middle of my pretty bra with my whole hand, fingers upwards in an oh so feminine gesture. 

 

Then when i know i can no longer tease any more pleasures out of the moments and my sissy girl cum begins to wash over me so the moans become louder and i may even moan out 'Oh Miss, Oh Miss'.  My weak pulses of sissy cum will have twitched into my condom by now but i'll still be oooohhhhing and ahhhhhhing. My hips might buck, i might squeeze one of my breast forms, my mind will have reached it's own cum (thoughts of Miss) and my body follows - almost like two cums! 

 

 

That is how i try to cum like a girl.  So different to the grunts and animalistic, dominant, triumphant exertions of a Real Man but for me so much more fitting and proper.  x

Pleasuring Herself

 

 

Miss is of course just like most normal Women in that they have sexual needs.  Where Miss differs certainly is that most Women don't live with a sissy, a sissy with a little cock, a sissy who fails to provide the sexual pleasures that a Real Man provides.  So imagine being Miss.  You are feeling horny, something or someone has turned you on, there's no 'Real Man' around at the time and an urge needs taking care of.  What are your options?

 

1. Make use of your sissy

2. Pleasure yourself

 

Yesterday early evening Miss was verbally running through a list of the things She had to do and when She paused i interjected with '....and play with your Mons'? (Mons being an alternative word for pussy).  Miss was exceptionally quick with Her reply. 'I did that already yesterday'.  The way She said it was so gorgeously dismissive and so beautifully matter-of factly stated that my tiny cock pulsed and twitched in my panties.

 

i instantly tried to work out where and when Miss might have had a play with Herself.  It dawned on me that it was likely to have been during the late afternoon when i went on an emergency shopping trip.  i had already brought Miss Her cup of tea after She'd had an afternoon nap and went straight out to get the shopping.  It must have been then that She enjoyed playing with Herself and no doubt enjoyed a wonderfully hard cum. 

 

Miss could have chosen option 1 and made use of my tongue, fingers or my little cock (although the latter is always going to disappoint) but instead chose option 2.  Naturally my mind wandered as to what Miss was thinking of when She played.  It's not for me to ask Her directly of course - unless She orders me to.  Miss had been on a late evening work meeting the day before and came home to change for it.  She went to that meeting looking stunning in a lovely dress i previously bought for Her.  i texted Her to let Her know that 'Real Men' would be looking at Her and desiring Her.  Did something like that happen?  Was there some flirting involving Miss?  i would not be surprised considering how good She looked.  Maybe that was what Miss had Her play over? 

 

Whatever Her reasons it was so erotically humiliating to 'not be needed' by Her.  For the subtle message was clearly 'I can do better myself than you can with your excuse for a cock'.  Such sissy bliss!  Personally i have not had a play with myself since last Saturday and i am aching for release.  i can only get this release by seeking permission from Miss or if She involves me in Her pleasures.  i think i might ask Miss today if She will let me have a play.

 

The skirt Miss bought a few weeks ago was deemed by Her to be unsuitable for work.  However, Miss was looking again online last night and has ordered one like this:

 

 

 

It's a gorgeous skirt and according to Miss, very much on trend.  She will look fantastic i'm sure and i'm also quite jealous as i'd love too have one or two like that myself. What are the chances She might wear it with stockings?? If Miss likes Hers then i hope She knows all She has to do is say so and i will get Her more of the same or similar?   Miss has the shape for this sort of skirt.  i saw a Woman wearing one just like it a few days ago and it was beautiful.  It swished and swayed delightfully over Her legs and curves and the pleats were oh so feminine.  It would be heavenly to see Miss go out to work in this sort of skirt.  Hmmmm.  She'd be noticed!!

 

We are hosting guests tonight for dinner.  Regrettably for me it will have to be boring drab male clothes on show but underneath i'm going to choose this set to wear. 

 

A most frothy and girly set of dainty pink with cream lace camisole top (ultra thin straps), matching pink and cream lace edged French knickers and a gorgeous pink suspender belt.  Natural stockings will be my choice. 

 

Looking forward to feeling delightfully girly and sissied - if only beneath the surface. x