SISSY CUCKOLD HISTORY 976.
The Feminized sissy cuckolds sissygasm will always have consequences attached to it that are never nice.
Take for example one instance I suffered when back in the day I was kneeling in front of Pamela sucking on her sheer black nylon coated big toe and she suddenly came out with her decision to wank me off.
Of course, my hopes soared to untold heights as although I had been seeing Pamela on a semi regular basis to serve her with foot worship, creampie cleaning and being her maid dogs’ body, she had never not even once touched my little penis.
That promised masturbation by Pamela did happen but not till a few weeks later in the most humiliating circumstances for me.
As previously explained I was early on caught out being a cross dresser by my Mother and then my first experiences of sexual contact came via Pamela and Fran both close friends of my Mother and the three of them along with another woman called Wendy were back in that day were known as fun time divorcees and were as thick as thieves as the saying goes.
The promised masturbation happened early one evening when Pamela, Fran and Wendy were at my mother’s home getting ready for their weekly Friday night out and they were having a few glasses of wine before the taxi arrived to pick them up so all four of them were glammed up ready for a wild night.
It was there in the lounge when Pamela called me in she informed me in front of Wendy, Fran and my mother that she was going to masturbate me as she had promised and ordered me over to stand directly in front of my mother and then Pamela came up behind me ordering me to lift the hem of my dress.
Once I had complied almost passing out with the humiliation and fear Pamela got Fran to lower the band on the tights I was in tucking it under my tight tiny sissy ovaries.
I was already so hard and aching even under the withering gaze of four women who all knew I was pathetically endowed and of course the worst of it was that my little offending penis was pointing straight at my mother.
Readers will already know it was my shame that I had erected against my mother stocking clad foot one night as I massaged her peds which was the cause of me being outed as a crossdresser and my mother’s choice to allow me to dress at home.
But here I was facing her as Pamela reached round and took my leaking little scrap of meat between her thumb and forefinger and informed the girls that she was going to bring me off!
It was then horrifyingly that my mother sort of hitched herself forward thus my penis that Pamela was manipulating was pointing to her deep lush cleavage and then the consequence was voiced “If you dare squirt all over my tits you are going to be spanked and whipped you filthy little sissy beast!”
I promise you I was terrified filled with fear shaking in horror not only from the warning but also the delight of Pamela’s fingers and what she was doing to my sissy clit, I tried to stop myself in every way but with the room filled with their sensual perfume and the sight of stocking clad legs, high heels, sexy dresses and plunging necklines and the non-stop salacious comments mixed in with the threats it was never going to be a winning situation for me specially when Fran and Wendy joined in with Fran reaching up and caressing my aching sissy ovaries and then Wendy easing her hand down the back of my tights and inserting one of her fingers into my tight little anus as Pamela continued her relentless masturbation of my little sissy clit.
It was a long scared horror filled wail of hopelessness that came from my red paint lips when the sissygasm started to rise and I was pleading, begging and offering my apologies to my Mother who was staring at me in a stern saucy way as I lost all control and Pamela’s fingers brought out little jets of my sissy milk that shot out all over my mother’s breasts running into her deep cleavage as I wailed with terrified relief my whole body shaking.
I did my best cleaning up my mess when Fran pushed my face into my mother’s cleavage, but she still had to rush and go and change the dress that I had soiled and was left for the night when they went out that my punishment would take place the following day.

SISSY CUCKOLD HISTORY 975.
For me as a Feminized sissy cuckold one of the shameful acts that I enjoy but feel utterly humiliated by is when on the rare occasions I am ordered to masturbate in front of a woman or women.
With me being so poorly endowed even just the sight of my smooth-shaven little clit brings forth an avalanche of hilarity and mirth from the watching female and then the snide put downs and comments that sting like acid.
Of course, the first hurdle for the feminized sissy cuckold to get over is to actually achieve an erection under such a tirade of verbal abuse and withering condescension and having to tug on a floppy nonentity brings more shame and a torrent of hurtful comments from the watching eyes.
For the feminized sissy cuckold what really helps is the look of the watching woman or women and also their stressed words on how they only fuck men with big cocks that really open them up none of which even remotely resemble your toothpick like penis.
When and if you can achieve your sissy squirt you might be lucky to be permitted to do it on a stockinged foot or high heel, even the gusset of a pair of filthy panties or just the palm of your hand, what ever way the Lady or ladies deem you should place your filthy little dribble you know that the next step will be that they will order you to accomplish will be the licking up and swallowing of your own mess.

SISSY CUCKOLD HISTORY 974.
Having to do things that you really do not want to do is all part and partial of being a feminized sissy cuckold.
The fact is your Cuckoldress derives great pleasure in making you suffer for her and there will be no limits on what she will compel you to do for her to see that suffering and emotional turmoil it’s almost like she feeds and gains energy from your reactions rather like a vampire draining you of your blood.
Tania my second wife and Cuckoldress never let any opportunity pass to make me comply with all her little games as she delightfully called them and used every ounce of her knowledge of me to set up the worst scenarios she could devise.
Tania knew my abhorrence of anything remotely homosexual, so this was a great area of horrendous games she made me engage in.
One of the worst nights for me was being taken by Tania by car to a cottage toilet near where we lived that was situated on a setback layby on a local A road and being ordered by her to enter the toilet and to loiter in there and to earn some money for her from the perverts looking for some action.
I of course had not been told of any of this prior to leaving the house but had been made to dress and make up in what could only be described as whore’s rags and war paint.
Tania ordered me out of the car after explaining what she wanted me to do for her and like all Feminized sissy cuckolds know it is a stupid sissy cuckold who even thinks of the word “No” thus after being cruelly informed that there was no way Tania would waste good money on condoms for me I was tottering on my high heels towards the entrance of the public toilet that looked like the maw of hell in my perspective.
In total I was in that cottage for three hours and what happened remains a stain on my memory to this day.
By the time I staggered out of the cottage toilet on my high heels my sheer black stockings were ruined and laddered my dress ripped and make up a mess.
I was soaked in piss having been urinated on and in after sucking off in those three hours twenty perverts and spunk was freely running out of my obliterated anal hole from the repeated fucking’s I had received as I lent over a toilet bowel in the cubicle I had been forced into by the perverts, I had also licked ass and had been fucked at both ends at once all in all I was in a dreadful state when I got back to the laughing Tania waiting for me in the vehicle.
Tania of course took the money I had earned and the take was just over a hundred and fifty which she deemed insufficient something I would later be punished for but for now she got out of the car and forced me into the trunk for the trip home because of the state I was in informing me that I would also be chastised for ruining a good pair of stockings.

https://xhamster.com/videos/sauna-sissy-slut-got-deepthroated-and-anal-fucking-like-a-good-sex-slave-for-bdsm-xhIXex4

SISSY CUCKOLD HISTORY 973.
One thing you learn very quickly as a feminized sissy cuckold is that being feminized and dressed as a woman puts you in a totally different mind set after a very short while.
The emulating of the feminine does crazy things to you and even if you are terrified and abhor the thought of any form of homosexuality the act of trying to be feminine for your cuckoldress wife will override you fears when she puts you to cock.
And without a shadow of a doubt your Cuckoldress wife will make you be intimate with a man at some point as she regards you as half a faggot anyway licking real men’s sperm out of her pussy and anus or anywhere eye on her body so it would be entertaining for her to watch and direct you in the act of actually taking cock yourself both orally and anally.
You will discover dressed as you are as a sexy feminized sissy cuckold that taking cock into your mouth and sucking its hardness till it ejaculates and also receiving cock up your ass like it is a pussy is not so bad after all and because you see that the acts being done to you seem to delight your wife you put your heart and soul into acting as womanly and as slutty as you are able being a sissy cuckold.

SISSY CUCKOLD HISTORY 972.
I should think as a feminized sissy cuckold like many of my age got our first taste of pornography via the top shelf magazines such as Forum, Penthouse, Fiesta, men only and Escort.
Of course we leered over the delightful lingerie and stocking clad models that graced the pages but like many our attention was also captured by the readers’ letters and I cannot put a finger on it but stories of wife watching suddenly started to appear and it filled a raging need in me even though at the time I was far from married.
Then there was the dream magazine’s appearance Miss Sadie Stern’s Monthly and then I knew I was not alone in the perverse and kinky things that I was already so addicted to.
The herald of the internet of course opened the floodgate for the humble feminized sissy cuckold to get as much sissy cuckold porn, interracial porn and female domination as it could handle.
We live in great times!

SISSY CUCKOLD HISTORY 971.
One of the amazing things about the Cuckoldress and feminized sissy cuckold lifestyle is the fact that unlike so many other sexual practices it’s not all over in a space of a couple of hours.
The lifestyle becomes an all-encompassing part of everyday life for both the Cuckoldress and her feminized sissy cuckold as everything they do feeds into the dominance and submissiveness of the participants and that’s before the Cuckoldress engages in sexual intercourse with her now available boyfriends.
For the feminized sissy cuckold because it has little or no sexual relief in the lifestyle to speak of I term this as a never-ending sexual arousal with utterly no outlet so everything in the sissy cuckold’s life becomes super sexual even the most mundane of things.
Of course, for the Cuckoldress she has the joy of being able to engage in sex with whoever she damn well pleases and as many as she desires at any one time, couple that with the fact that women are not like sissy cuckolds who tend to be small dicked one dribble wonders women can enjoy extended sexual pleasure over hours and hours with real men and other women.
Thus, this lifestyle of ours is probably the ultimate life of sexual fulfillment and of course frustration for the cuckoldresses feminized sissy cuckold!

SISSY CUCKOLD HISTORY 970.
Life as a Feminized sissy cuckold can be utterly exhausting when you think about it, I personally have found that since the spark of sexual desire and the growth of fetishes began in me I have very rarely had what one would call a down time that most people get.
The thing with being a Feminized sissy cuckold is that it encapsulates so many fetishes that it ends up being self-feeding to the conflagration burning inside you.
By the time you actually come under the influence of women who catch you out or make you into a feminized sissy cuckold you are utterly lost, and it will only get worse with the most likely arrival of chastity into your life and the denial of any sexual intercourse.
Of course, being a feminized sissy cuckold everything around you becomes sexualized, the cuckoldress wife will turn her own lifestyle into one of overt sexuality in every way so that even the click of high heels screws the sissy cuckolds mind up.
I refer again to my firm held belief that the lifestyle of the Feminized sissy cuckold is far, far more addictive than any narcotic making your feminized sissy cuckold the worst sort of junkie.