Sissy Cuckold Thought's, experiences and observations!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 712.
Hot days are a starting and for a Feminized Sissy Cuckold I love it!
The ladies we love adore and worship become very ripe in the hot weather some of them coming offensively so between ther legs and buttocks and I consioder it an honour to be put to licking such smelly sweaty spunky odourus pussies clean and then lapping away at the ass vale and sphincter with all the mess associated with that hole on the goddess Cuckoldress.
For me its wonderous to see the look of disbelife on a new lady willing to play that you'd actually go down and clean her when she is in such an apauling state? but to a woman of them they seem to orgasm harder when they have you lick the mess the sheer dirtiness of it and the power they get knowing you'll clean them no matter what state they are in!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 713.
Being a Feminized Sissy Cuckold certainly stands you out from the rest of the crowd?
By this I mean not only the way we look feminized but also the emotions and reactions we have that no one else ever feels!
I suppose the Cuckoldress wife can sort of understand some of the mental challenges we face and of course uses them to her own advantage and maybe some men out there who are into fucking married women have researched what we are to knows the rudiments of what he might well have to deal with?
But only us feminized sissy cuckolds feel the angst, pain both physical and mental of having the one you love beyond anything else openly brazenly fucking real men, heaping *********** and torment not to mention ******* upon you!
The emotions us Feminized sissy cuckolds have to cope with would fell any other person facing them and the thing that makes us different and unique is the fact that the sexual stimulation we get of knowing, hearing and seeing our wives and partners not only bragging about dating and sex with real men but also getting ready really vamping it up, going out on dates leaving us home alone and unable to get any release as she has you locked in secure chastity, telling us all the dirty juicy details after as we clean her up orally, and of course the ultimate being there watching and maybe helping out your wife fucking a man of men in front of you!
I personally think feminized sissy cuckolds are probably in the top five fetish categories that give the most intense sexual highs which are always enhanced when pleasure is mixed with pain both physical and mental!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 714.
As a Feminized Sissy Cuckold just take a moment as you toil away doing one of the multitude of tasks your Cuckoldress wife sets you to do a day about what clearly is for us Feminized Sissy Cuckold and enigma!
Can you recall when the real you was hidden and you were just Mr Boring husband that if you really wanted misery, nagging, even threats of death all you had to do was get that look in your eye and be caught taking a sneaky peek at your wife's bottom?
The reaction even a glance at her fully clad rear end got was so nasty and violent that you feared for your very safety and as for touching it forget it? recall her words "Your a pervert! disgusting I am your wife, what sort of woman do you think I am? only slut's whore's and trollops do that sort of aberration! you make me sick!"
Then comes the day the truth about the real you comes out! maybe she has had an affair and it's been exposed and in this unsteady time you have told her your deepest needs and desires or she has caught you out dressing up and fiddling with yourself over the type of porn you love to fuel your sick needs!
All this exposure is shocking enough to you! you fear for everything thinking your marriage is going to implode your literally shitting yourself as you inch through the cold shoulder period that she enforces wanting to think about your revelations?
Then the real shocks start and also maybe for the first time in your miserable pathetic little life some hope that maybe you married the right woman and that love you have for her increases to heights never known as she decides to give your marriage a chance with her becoming this Cuckoldress Goddess you have told her about?
You probably think that emotionally your through the worst of the turmoil and shocks you've had but here I warn you that you had better think again and steel yourself because one thing is for certain you'll see changes in your wife you never thought would happen even if she did become a Cuckoldress!
Obviously her new status mean's seeing her true self for the first time and your dream's are filled to more than you could ever hoped for as she gears herself up to get herself a boyfriend with the new outfits, heels and lingerie and the way she has glamourized herself daily (all at your expense I might add) to attract potential men.
And then the frenzied Feminized Sissy Cuckold heart palpitating pleasures and insecurities as she gets her first date and both of your first steps into your new reality?
And the shocks keep coming as soon you are brazenly told by your wife that she has gone and got herself a black boyfriend a subject that had up till now always been a taboo subject that would make her nose wrinkle in so called disgust that it was just not right although she thought various black film stars were delicious and hunky?
But the real earth shattering emotional shock is now to be foisted upon you? one that is so hurtful and damaging that the emotional pain of it transforms into a physical ache like you've never encountered before as on return late on evening or early the next morning she instructs you to clean her creampie pussy and when you dutifully go down on her you are faced with the undeniable fact that she has had anal sex!
All the frustrated years of denial and terror she instilled in you about back door sex and her thoughts and feelings about it have been swept aside as she literally and factually slaps you round the face with her gaping sperm leaking red fucked swollen asshole.
And you weep as she explains to you she loves anal sex with her black boyfriend and she had done it like that on her first proper date with him as he is a real man and your wife wanted to give all of herself to him and she loves the feel of him in her ass fucking her hard and ejaculating into her bowels and how she climaxes violently and hard on his cock the hard ass fucking she gets making her squirt in abandon!
And lastly as she has with this act destroyed what little is left of your masculinity she lovingly teases you that at least now you'll also be able to touch her bottom because Anal Creampies will be a massive part of your future as will keeping her licked clean prior to dates making sure she is not dirty back there for her boyfriends!
And as you look deeply into each others eyes as she informs you of all this soul changing news of her being a all holes Cuckoldress both of you know that the spectre of you also becoming her Feminized Sissy Cuckold toilet also raises it's fearsome head!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 715.
With my elderly Cuckoldress Rose today who at eighty two has really become a very naughty woman since I met her six years ago who shy and conservative at the start unsure about who and why I was has really let herself explore the many things that she thought about in her life and the things she and me have talked about!
Rose's prize possession these days is a gigantic strap on dildo that she loves to assault me with both orally and anally when I am over at her home doing French maids work.
She also loves getting herself ready for when she orders me over to visit her and a few days prior she ceases to wash or wipe so she is in a deplorable state for me to go down on her pussy and anus to clean her up!
Rose also loves me worshipping her old bony nylon clad feet and toes something that gets her old pussy wet and really relaxes her!
Of course as a Feminized Sissy Cuckold French maid I have to supply Rose perfection with all the work I do at her house and on her or she does punish me and although shy at first about doing this the more she has dished out the chastisement the more ****** she has become moving on from spankings to the use of implements designed for beatings and whippings.

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 716.
As a Feminized sissy cuckold you come up against things for the first time that really shock you?
One that really got me because it also turned out to be super kinky and now I crave it is the prolapsed anus.
I got my first one off of Tania my second Cuckoldress after she had been indulging in a session with seven very well hung guys from the Caribbean who all took advantage of all her holes ending up with three or more cum shots each.
Their large black cocks certainly had done the business in her ass as afterwards when we were alone she came over to me ordering me to lay on the floor and she then stood over my head spunk already dripping down onto my face.
Tania then squatted bringing her asshole down to where my mouth was under her but as she did so the sheer stretching and pounding her anus had taken made it prolapse and her anal meat shot out hanging obscenely out of her body a volume of spunk shooting out into my open waiting mouth.
Tania of course felt what had happened and purred at me to suck the dirty anal meat drawing the guys sperm out and the runny **** that was coming from her bowels and keep sucking gently till her prolapse retracted which it did after a few minutes of my taking her anal meat into my worshipping mouth.
Yes utterly kinky and abasing for the feminized sissy cuckold but what better service can you give your Cuckoldress after she has has fulfilling anal sex with real men!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 717.
As a Feminized sissy cuckold you will have to learn to accept and eventually embrace so many levels of sissy cuckold angst, turmoil and feelings.
Take for example the nights you are left at home whilst your Cuckoldress is out having sex! this could be anywhere with anyone or more than just one anyone? you just do not know till she informs you, nights in for the feminized sissy cuckold are pure ******* as on top of having to toil away with the tasks your Cuckoldress has set you your mind is in overdrive going through every scenario possible as to what she is up to and it will leave you drained and exhausted by the time she totters through the front door in her high heels.
Then there are the times she leaves you home but informs you she is bringing back her latest's flame, the evening you have is in frenzied fearful anticipation as your going to meet the man she is fucking? (what a shock you get when she brings home more than one!) when she does get home you've made yourself up as pretty as can be and meekly welcome him.
Your fervent hope right now if that your wife will let you watch? but that is not always the case as cruelly she will at times banish you to your little sissy room where in sissy cuckold anguish and excitement you'll just have to listen to the sounds of your wife and her man fucking all night!
But the big prize is the nights you are with them and have to watch the sex they have every sordid wild second! seeing what a real man or men and a real cock or cocks can do to your wife and just how much it is she that is taking what she wants acting like a harlot fucking and sucking every hard cock on offer grabbing every slut like orgasm she knows she deserves as a Cuckoldress wife and thus utterly fulfilling your feminized sissy cuckold needs totally!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 718.
What an awful conundrum a Feminized Sissy Cuckold gets itself into!
Coming to understand that you want to be one does not mean that you are gay in fact most feminized sissy cuckolds start of being pretty much heterosexual (we'll accept the licking sperm out of the wife as not quite queer?)
But it then comes apparent that the Cuckoldress wife will start to demand that her feminized sissy cuckold do certain duties that push the sissy cuckold over the line of heterosexuality into Bi-sexuality, sucking the boyfriends cocks clean is usually the first thing and then fluffing cocks hard for her this includes when she is entertaining more than one man and sissy cuckolds mouth can be used to orally stimulate a spend cock back to hardness for the wife while she is busy getting all her holes fucked by other men.
Once sissy cuckold is doing this sort of thing even though its still terrified and fearful of doing homosexual things it is the wife that pushes things further as most cuckoldresses in the end want to see the entertainment of watching their Feminized sissy cuckold getting fucked by men.
And so it starts under the gleeful eyes of the wife as some gays she knows gladly introduce you into taking cock in every hole.
Your world is shattered when that first queer cock entered your sissy pussy and it hurts as is normal and you are ashamed of yourself and disgusted as you try to act like your enjoying it under orders from your wife but still you cry tears as your anal virginity is taken hating every moment of the defilement.
Then against your so called mind your body betrays you as instead of pain in the ass you start to feel a wicked heat gathering inside you where the cock is pumping in and out and without being able to stop yourself you start humping your ass back on that gay dick as uncontrollable pleasure sweeps through you and the only pain your feeling is from your chastity device crushing every pathetic attempt by your little penis to erect.
I can remember to this day the first time I was fucked by a homosexual male in front of my wife and all the above happened I I was sobbing in every emotion as I had a sissygasm despite the chastity device just before the guy spunked in my ass!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 719.
Speak of the devil as the saying goes when I got in late this afternoon I saw that there had been a call from my second ex wife and Cuckoldress Tania so still being in awe and sissy cuckold in love with her I phoned back.
The meat of the conversation is very private so I will not go into it here but the other part once business was done was so hot and had me aching and grovelling?
The previous evening still being a busy escort Tania had serviced a local stag party and had fucked and sucked her way through eleven guys finally rolling home at three in the morning she stated that she really could have done with me there as she had spunk leaking out of every hole.
And on top of that by the time I had called her she had done three more clients that day.
Oh boy did she laugh her stockings off when I made a strangled sort of sound down the phone as I had a sissy accident in my silky black panties!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 720.
Any Cuckoldress worth her salt uses psychology to really screw with the Feminized Sissy Cuckolds mind.
Everything should be for the Cuckoldress almost to much bother to do anything for her Sissy Cuckold and it's only out of the goodness of her heart that she does anything at all.
She will verbally inform her sissy cuckold that it aught to count itself lucky as no other woman would bother with it!
Take for example if she in any way has to touch sissy cuckolds genitals not only will she pour words of derision and disgust on the offending little thing but also a series of facial expressions to tell sissy cuckold just how unsavoury it is for her manipulating sissy cuckolds little penis.
But here's the rub Sissy Cuckold is so in love and in adoration of its Cuckoldress wife or partner that nothing can dampen the honour of her touching it's pathetic little noodle and so devoted is sissy cuckold it will believe with what its Cuckoldress is saying that her words are utterly true and it will feel sorry for her that she has to lower herself to deal with him in any sort of way.
A lot of what goes on between Cuckoldress and her Feminized Sissy Cuckold I suppose could be classed as brain washing but in all honesty in this type of relationship where strict boundaries and position in life have to be set I personally see nothing wrong with a sissy cuckold having no thoughts of its own it should be utterly dependant on the Cuckoldress what happens to sissy cuckold in life and obedience should be total!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 721
If you are a Feminized sissy cuckold the odds are that you are afflicted with a tiny worthless penis so in the course of your miserable pathetic little life you will have to come to accept that anyone has the right to ridicule you for your non existent endowment!
And of course your Cuckoldress wife or partner had the absolute right to verbally humiliate you about your little penis and physically punish it to what ever degree she deems fit at any given moment!
Some of the worst penis punishments a feminized sissy cuckold can and will have to endure comes from creams, potions and natural juices!
Just think over this!
Many times Tania my second wife and Cuckoldress would have me strapped down in just my stockings heels and lingerie in her dungeon and she would remove my chastity device and caress my little penis till it was erect being careful not to let me have a sissy squirt.
I would be shaking all over and not just from the beautiful feeling of her touching my failure but because she had got her set of stainless steel penis shaped plugs out and the one she selected mostly it being the largest in the leather case would be coated with either fresh juice from a Chilli Pepper or tiger balm or deep heat and she would then fuck my urethra with it.
Anyone who has experienced this sort of penis punishment will know of the sheer burning hell the feminized sissy cuckold is put into as the creams and potions get to work releasing the fires of hades in your urethra.
Then wickedly Tania used to smear further balm of chilli sap all over the head of my little penis! and of course to really punish me as she had gloves on to apply the fiery stuff she would then insert her fingers into my sissy pussy.
By then I would be begging pleading screaming and crying in burning agony but strangely my sissy pin would still be erect as Tania fucked my urethra.
She would then remove the penis plug and quickly roll over my sissy clit one of the very small condoms she used to purchase for me if I was to have a release.
She would only do this part of the chilli or balm treatment if her grudge against my sissy clit was really riled up that day and she would then masturbate me to sissygasm which as your clit is in agony of burning is very intense!
But then the worst bit happens as the sissy milk filling the tip of the condom was massaged into my sensitive penile skin and the real fires of hell explode and you understand why your Cuckoldress has tied you down for this punishment as you thrash about in an agony you cannot escape from for hours.
And all through this penis punishment you hear your Cuckoldress explaining in every way possible what a dud and a failure your little clit is and why it needs to be punished for being such a let down for a woman like her and how its an offence to womanhood in general!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 722.
Feminized Sissy Cuckolds are at the end of the day our own worst enemies?
By that I mean we life a life full of being denied sex, erections and masturbation.
We are constantly told we are to small and insignificant for sex and why should we have erections if our tiny penises are not up to the size women like for sex and as for masturbation? well we get told only filthy perverts get up to that sort of vile behaviour!
So there we are rolling along in a sick sea of denied sexual outlet and utter sexual frustration that goes so far beyond the blue balls syndrome!
I think you all know what I am talking about that almost ***** like state a feminized sissy cuckold goes about in that is a churning mass of need for sex or even a sniff or sight of it?
For the feminized sissy cuckold has to admit it's this state that it actually likes as you are on a plane way above anything you have ever known like a walking almost orgasm that's never going to be pushed over the edge.
So think of this state of being that you like before you pester your Cuckoldress for any relief she'll be so much happier you not asking and her not having to supervise some pathetic pity dribble she allows once in a while!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 723.
Did it take you long when you evolved into a Feminized Sissy Cuckold to come to terms with having to eat pussy, clean ass and suck cocks that were in an appalling state?
I am not taking here about the good honest pussy or anal creampie or post wet cock sucking clean! I am referring to women and men taking advantage of the Sissy Cuckolds unwritten law that they cannot refuse to clean anyone?
Many a time I have felt physically sick with tears running down my cheeks as I have licked a pussy that's stinks worse than a trash can on a hot summers day that had off fish in it!
What crushes you is the glee in the woman's face that she has the power to make you eat and clean her no matter the awful state she has got herself into!
And then there is the murky subject of her anus and all the stuff that slides or oozes out of that sexual organ that she will also fully expect you to clean and eat.
And it does not stop with women! guys into ******* feminized sissy cuckolds like nothing better that tormenting the feminized sissy cuckold with their smelly, slimy dirty cocks!
I even had one experience when with Helen my prostitute lady friend we watched two guys get it on and some serious assfucking occurred and after the dom guy had dumped his load up the subbies ass he ordered me to suck his cock clean that was slick with the submissive ****!
Of course neither he or Helen would allow me to not do it so there under the mirthful gaze of Helen and the just fucked submissive I sucked the Masters cock clean!

evilwife
1st pic. She is beautiful and would love on that sweet ass hole all night🤪
D

evilwife
3rd \pc. Just beautiful and tasty😜
D

It seems the older these beautiful lady's get the sexier their ass holes look. And sweeter😜
D

evilwife
241#2. There's an ass he I cud suck on a day🤪
D

evilwife
1st pic is beautiful and delicious 😋
D

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 724.
As a Feminized Sissy Cuckold I totally addicted to hosiery in all its forms not only on myself but on women and even other sissies!
It is a crying shame that at present women seem to have turned their backs on femininity and its only a small but significant section of women that wear them and know the feminine power of hosiery.
It's awful these days to see how women are dressing are the deliberately making themselves unfeminine and unattractive by the advent of them donning ugg boots and jellies on their feet combined with leggings and sloppy t-shirts and fleece tops in the winter.
It takes the biscuit that if a less than good looking lady is in a nice pair of heels hosiery and a skirt with nice top men will look and appreciate who and what she is! Christ they are even eyeing up us sissies because we dress in what was once the preserve of women!
I hope like everything things go in cycles and women come round to celebrating their femininity again and understand the power that gives them over males and us mere feminized sissy cuckolds who are here to serve them!

CARLA DELACOURT
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SISSY CUCKOLD HISTORY 725.
I think we can all think back and review some of the shameful humiliating things we did as budding feminized sissy cuckolds that even to this day make us shudder?
Not saying we regret these actions as getting caught out or exposed in the end was a great relief instead of having to keep our true natures deadly secret.
For me it was not so much being found out that I stole and wore my ******* tights and my addiction to hosiery and feet with the unforgettable night my little penis erected against the sole of her nylon clad foot as I massaged it while we were watching television and her reaction to that and then being told she knew I wore her dirty tights and made me go put a pair on for her to see and then being told I was to wear them daily.
No the real shame I found was another confession but a week or two later when she was interrogating me over things I was up to and I was in such a weak vulnerable state that I let slip I also messed around with her dirty panties that I found in the laundry basket along with the tights.
By this time of an evening I was wearing tights and a nightie she had looked out for me saying it suited hosiery better than a pyjama top and so I was ordered as it was more than a request to show her what I did with her dirty panties.
I was almost crying with shame as I knelt back in front of her after going to the bathroom and fetching a black pair of silky panties that lay at the top of the basket obviously ones that se had been wearing that day and with interest on her face she urged me to show her what I did.
Again I was shamefully erect in front of my ****** as I lifted the gusset of her dirty panties to my lips giddy with the smell and the sight of the patch of tacky gunge on the material and with my other hand I touched my little penis as I began to lick the mess from the gusset!
It was not the licking up of the slime that got me a telling off but because i had the nerve to touch myself through the tights that brought a tirade of disgust from my ****** making me snap my hand away but far from that being the end of it she coldly said " you should be concentrating on licking my panties clean to get them ready for washing not fiddling with yourself like some degenerate pervert!"

evilwife
336#3. That is a beautiful delicious pussy!
D

evilwife
342#3. Can suck on that ass hole all nite😜
D

evilwife
338#3. I love anything with ass hole, balls and sweet cock!
D

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SISSY CUCKOLD HISTORY 726.
For the Feminized Sissy Cuckold either a want to be or a dumped and divorced one seeking a new Cuckoldress my advice is do not be fussy!
There are plenty of women out there who are far more kinky and degenerate than you might think so perseverance is the watch word.
Do not look away from any woman no matter how old, fat, repulsive and off putting they are! they are a woman and as a Feminized sissy cuckold it is your duty and honour to serve them!
There are thank god plenty of ladies out there that are sluts and are not afraid of getting the cock they want and to get one of these princesses is the ****** lode.
There is nothing quite like it for the Feminized Sissy Cuckold than to find once ordered down to lick the exposure of a well used pussy and anus and to lick and clean them is heaven!

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SISSY CUCKOLD HISTORY 727.
Tania my second ex wife and Cuckoldress used to love sending me into a pharmacy en femme to purchase for her Magnum xxxl black condoms that she used with some of her clients telling me to ensure I made it perfectly plane that My Wife has sent me to purchase for her the Magnums
She would also demand that as I got the very big condoms I was also to ask for condoms extra small for myself and make sure it was a female assistant I asked help from.
Once I had asked for what was required the penny used to drop with this assistants and I would be squirming with *********** and shame.
One momentous time the lady serving me called across to her female colleague "Jenny do we have any petite condoms left in stock?" this was said in front of me and about a dozen other people waiting at the counter!

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SISSY CUCKOLD HISTORY 728.
Perfumes are another thing that as a Feminized Sissy Cuckold have always put me into a trance?
Of course different scents smell different on an individual and what suits one woman can smell awful on another so what I am talking about here is individual taste smells that capture you on your Cuckoldress of of some woman passing by in the street that smell's delectable!
My first memories of Perfume on a woman was the White Linen that my ****** used to wear and what with me then being captured to her hosiery and underwear it logged into my so called mind that it was an arousing aroma.
My first wife used to wear Anais Anais that was delectable and when out dating she would go for Poison.
Then there was Tania who had a wide range of scents during the day she used to wear a Avon product called Timeless that on her skin always reminded me of what I called then and to this day slut scent! on Tania is was dizzying to me a real dirty raunchy perfume that lingered on her hosiery and panties and coupled with the stench of sex was devastating.
For evenings Tania would go for ******** Poison or the Female Joop that sadly they stopped producing it came in a blue bottle, both were always in my nostrils when she used to depart for dates and once again made me giddy smelling her later when she had been indulging in sexual intercourse with her men friends!
Other perfumes that get me are Woman by Kalvin Clein, Obsession, The original Jean Paul Gaultier.
I as a Feminized sissy cuckold wear Timeless, ******** Poison, Woman, Lulu and Alien all which are very tarty!

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SISSY CUCKOLD HISTORY 729.
As a budding feminized sissy cuckold we all had our own unique experience in having out tight little sissy hole being ********!
And I would suspect to a sissy we all had a wave of fear terror and shame as whatever it was invaded that place?
The thing is from the moment you started sneaking into women's hosiery, lingerie and clothes your back passage the sissy pussy was going to be filled as the sissies in built knowledge that it's not a real man and because women have things put in them so must the sissy!
I started with a bit of self exploration with fingers but nothing more than that and it was with the second woman that played with me Fran that so the saying goes bust my anal cherry.
As already related Fran was a friend of my ******* who after Pamela got into making me serve her in some very unusual ways and we were laying on her bed both lingerie and hosiery clad, me in make up which Fran had applied and I had already done things to her under her orders that were sexually mind blowing from worshipping her silky stocking clad feet and toes, licking her bottom that she had left very dirty making the anal pleasuring of her a shocking experience that I no less carried out getting shamefully aroused licking her dirty butt clean to eating her unwashed pussy till she had taken herself two massive orgasms.
Now as you might recall from previous posts Fran had been the first woman to feel my little erection (Apart from the night I erected against my ******* nylon clad foot as I massaged her feet and she had laughed seeing my pathetic sight and had run her stocking clad sole up it telling me that I was to get on with massaging her foot as that was the only important thing happening in the room at that moment?)
Fran was the one that after kissing me at the fancy dress party where I was dressed as a woman and she as a French Prostitute that I was so small that she would not fuck me? and went on to spread the word to everyone at the party that I was a dud down there (you know how women love to gossip)
Anyway back on the bed I watched with bulging eyes as Fran took up from her bedside cabinet a vibrating dildo and proceeded to fuck her pussy with it and after letting me see how she was doing it she got me to take over doing her very wet and gaping pussy in a fucking motion as she went for another climax telling me that I would never be able to pleasure a woman with my tiny penis and women needed cocks that were substantial something I did not possess along with a pile of other humiliating missives over my lack of size that to me were shamefully exciting.
After using the dildo on Fran it lay in the bed wet and glistening with her sludge as we cuddled with Fran scooting up behind me our stocking clad legs hissing and sliding together when suddenly I gasped as she started to caress my bottom and eventually eased first one finger then a second into my tight little virgin sissy pussy making me gasp in first surprise, then a little pain and finally an uneasy comfortable feeling? as she did a fucking motion with her long fingers in my back passage as she whispered to me that this was how girls liked it?
I was as erect as hell and leaking and moaned when she took her fingers away as I had started to feel some very odd emotions with Fran's fingers in me only to become frightened and scared when suddenly she got quite physical with me and Fran was of a size that she could overwhelm me then and she ****** my stocking clad legs open and I squealed with surprise when she then roughly pressed something very much larger against my terror twitching sphincter as Fran had taken up the used dildo in her hand and was determined to put it inside of me.
The pain was indescribable as Fran pressing me down with her weight and applying harder pressure kept talking to me saying I needed it dressed as a woman and suddenly I screamed a bit and the head of the dildo popped open my anal ring and entered me!
I remember I was panting "Please!" for her to stop but I think Fran took that as a "Please!" for more and in seconds she had ****** the entire thing up my ass making me wail as she told me to relax and it would be ok?
Well it did end up ok as after a bit of her fucking my bottom like I had fucked her pussy with the dildo to pain did ease as I relaxed my emotions in turmoil of shame and *********** being ******** in a gay way even if it was by a woman because not only had there been pain of allowing what no real man would let happen but it was not feeling rather nice a strange all engulfing heat stirring in me and my little penis was harder than I had ever known it painfully so and leaking.
With her other hand as Fran screwed my sissy pussy with the dildo she reached round and started to caress my little penis making me melt and it took mere seconds till I smashed into a violent sissy squirt stuff shooting out all over Fran's bed as she nailed the dildo into me at a furious pace till I was drained and empty!
The first of a life long use of my sissy hole for others pleasure!

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SISSY CUCKOLD HISTORY 730.
As a Feminized Sissy Cuckold I do not think that many of us started off bi sexual which is the pretty name for the depraved cock sucking sissies we are who shamefully in the end have to bow down to the fact we love taking cock like a woman does.
And really when you think about it our sissy pleasure button up our lower fuck hole is the only way sissy cuckolds like us can derive pleasure from sexual activity as our sissy clits are way to useless small and pathetic to be used like real men use their cocks!
Then add to that our sissy cuckold need for sperm and when it's not available pouring out of a woman's pussy or anus we degrade ourselves by opening ourselves up in shame to suck the sperm direct from cock from either gay men, kinky straights? (work that one out?) or if we are really desperate from other pathetic feminized sissy cuckolds even though our sissy milk is the smallest weakest and watery type of ejaculate.
One thing to take heart in is that the older you get as a Feminized Sissy Cuckold is the acceptance of what you are and what you need so the shame and *********** you feel although still there doing homosexual things gets a little bit easier to shoulder!

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SISSY CUCKOLD HISTORY 731.
Just how pathetic and warped us Feminized sissy cuckolds become as we grow into ourselves?
When I was growing up having a small penis was an intense source of pain, shame, *********** and agony.
For a biological male of sorts the realization that you've come up woefully short is the end of any sort of normal life before it has even started!
Then you go through the years of keeping all your filthy sexual secrets hidden blaming it all on your not having much of a manhood if it could ever be called that as it's basically a ********.
The emotional torment you go through from women who see it and almost make the mistake of entertaining it is crushing wiping away any false ideas of you being a man and as this goes on and your dressing up like a fairy more and more and getting your pathetic sexual release by inserting things in your sissy pussy you start to come to terms with yourself?
By the time your a full blown feminized sissy cuckold married to under the stilettoed heel of a woman that never lets you forget your a dud in the penis department you start to get some sort of weird pride that your so small and revel in glee when you meet other sissy cuckolds that are better endowed than you are!
The worst feeling you get is when you meet another sissy cuckold that has an even smaller penis it makes you feel utterly insecure and envious!

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SISSY CUCKOLD HISTORY 732.
Some of the truly great gifts that as a budding feminized sissy cuckold I was ever given was from my ****** after she exposed my stealing her dirty tights to wear and making me go put a pair on from the laundry basket so she could see what I looked like.
Aside from the fact that this happened straight after my little penis erecting against the nylon clad sole of her foot that evening and this caused weeks of shame and *********** that she made devastating with her teasing snide comments about my tiny appendage and how there was little wonder I put on women's things as I was not exactly developing into a man?
But along with all this crushing hazing over my manhood I was also elated as in her own words she was good with me wearing her dirty tights and she even sourced me a nightie and a pair of her slippers to wear with them so I did not look so freakish????
And from then on the little hints and tips started that were like diamonds for one such as me the first being that to get the best out of hosiery it was essential that I shaved my legs and while I was at it any body hair I had which at the time was not a lot as I was never destined to be a gorilla by way of body hair.
The change this made to wearing hosiery was amazing and it was not just the shaving she taught me to moisturize my legs and body with scented creams after each shaving making my whole being feel more silky smooth and feminine.
It's only then that the budding feminized sissy cuckold feels the true delicious power of nylon tights and stockings the sliding and the sensual hiss and kiss of the fine hosiery that make you feel so much more feminine and what you are!

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SISSY CUCKOLD HISTORY 733.
There is nothing like being at home as a Feminized sissy cuckold and helping your Cuckoldress wife get herself ready for a date!
As you watch and help her make herself alluring sexy and beautiful for another man you suffer in your tight chastity device and feel so unlike a husband in your French maids uniform or other feminine apparel you might be in.
Of course your wife will be excited about her coming evening out and will be lauding the attributes of this man she is going on a date with and this crushes you and excites you at the same time showing you up to be no man at all as you help her prepare herself.
I can remember helping Tania get ready for a date and she had me shave her already shaven pussy as she lay on her bed talking to me how excited she was and I could see it as her pussy was literally running wet with arousal and after I had shaven her she had me run my tongue over her pussy to make sure there were no stubbly bits that might irritate the man's sensitive cock head!
That brought me sissy cuckold torment and pain from my chastity device as my tongue felt no stubble and the man's cock I know would glide with ease into my wife and give her the sex my tiny little penis never could.