SISSY CUCKOLD HISTORY 954.
Having walked on this planet for many a year I often look back and mull over just how far us Feminized sissy cuckolds have come.
We all know that there has been transvestites and crossdressers since clothes were first invented, but I sort of place the pips of seed way back to the start of slavery.
Now to be fair there was from the onset all types of slavery, mattered not what your color was the fact was someone was out to get you and sell you and we know in certain parts of the world this practice carries on to this day just goes to show what backward savages some humans still are.
Anyway, I digress and for the white male I zero in on the Negro slave trade, from the offset I think that all involved knew it was wrong at an unconscious level but as they say money is money, so the peculiar institution went on.
Of course, bringing over the captured slaves ended up exposing them to the white female inhabitants of the purchasing nations who by nature are the finest selection of potent masculinity and one can hardly blame femininity as they sat on the veranda’s of the plantation houses watching large negro males stripped to the waist toiling away all muscular and sweaty getting the vapors’ as it was once called.
Pretty soon these ladies also learned that the black men slaving for their husbands were very unlike their husbands when it came to manhood’s.
There is a saying what’s good for the goose is good for the dander and it probably aptly describes what happened back then when the white wife’s discovered their husbands were rutting black wench slaves and she picked up on the sly comments between her housemaids about little penises, pathetic love making, premature ejaculations and so forth and sordid tales of what Lincoln, Paul, Lemar and millions of others had between their legs.
As we know Mistresses of plantations tended to have very close relationships with their housemaids and its not to much of a stretch to surmise that they too were soon in on the disparaging of the white male plantation owner and then the arranged sexual trysts with the black well hung field hand who although lacked any formal education seemed to have an inbred ability to pleasure a woman in every possible way bringing her to untold heights of sexual gratification and massive life changing climaxes.
Of course this changed the nature of the white wife to her husband with her becoming more dominant and even to the stage where she openly flaunted her sex life in front of her husband as he would be ruined if it came out his demure white pretty wife was bedding every negro on the plantation and of course in the process some of these husbands found out that they to were sexually aroused seeing their wives being fucked to paradise by men that they could not even think of competing with.
Thus, the oft stated myth (or should we accept fact in most instances) of the Big black Cock.

SISSY CUCKOLD HISTORY 953.
One thing all Feminized sissy cuckold come to learn is that there is no end or red line to the humiliation and degradation they will accept when serving a Cuckoldress.
The feminized sissy cuckold might start off with saying about certain things I would never do that! But believe me the astute Cuckoldress will forever be pushing the boundaries and if the sissy cuckold knows what’s good for him he will buckle to her wants and needs because let’s face it what Cuckoldress wants a sissy cuckold who does not jump to any and all her commands.

SISSY CUCKOLD HISTORY 952.
Being caught masturbating can be one of the most humiliating and traumatic times in a budding feminized sissy cuckolds’ life.
Specially is the said sissy cuckold want to be is clad in women’s hosiery and lingerie and even a spot of makeup.
What is the bigger shock to the discovering woman most often the mother in these situations, but it could be an aunt or one of the sissies Mothers Girlfriends or even a sister.
Is the bigger shock catching you en-femme or is it the shocking tiny appendage you call a penis although most would take one look and name it a joke!
The savvy Mother or other female can at this moment do all sorts of things and laughing can be the obvious cruel humiliating first step in shaming the little sissy wanker and then lead to a full appraisal of what she has discovered and the unmasking of a future feminized sissy cuckold.
That laugh and ridicule is life changing and humiliating to the budding sissy cuckold something it will never recover from, a shame so deep that once the subject of chastity comes up the sissy cuckold will meekly accept its fate.

SISSY CUCKOLD HISTORY 951.
There is nothing more off putting to the budding feminized sissy cuckold than the weak subbie feeble girl, if you think about it that’s because that is what is developing inside of us.
No, we are from the go get attracted to strong domineering women who control and take what they want leaving us in utter awe and a frenzy of need to serve.
We know already because of our development that we can no way give her what a real man can and what she likes when it comes to sex and so our pathetic little minds seek for a way to be useful and pleasing to such women.
And thus, you have the basis of what most female led relationships are about and how it leads to the Cuckoldress supreme.

SISSY CUCKOLD HISTORY 950.
I know being a feminized sissy cuckold basically marks you out for as much shame, ridicule and humiliation as anyone wants to heap on you not to mention how you feel about yourself.
But stop and think for just a moment, yes your wife debases you at all times as is her right to do as is the snide hurtful comments from other women but see beyond the horrors they foist on you and see that women in general know what an absolute peach you are almost indispensable once they have the status of a cuckoldress wife.
The freedom you being her feminized sissy cuckold gives her is massive from the housework, mundane tasks to the creampie cleaning and toilet duties, no one else would adoringly do these things for a woman so you can quietly class yourself as special.

SISSY CUCKOLD HISTORY 949.
Yesterday I wrote about want to be sissy cuckolds finding the older more mature woman to serve and some helpful hints to make yourself useful to them even before you tell them what you are and how you want to serve them.
Today I want to talk to you about another pool of ladies that I personally have found a rich source of understanding and acceptance and this is the very elderly woman.
This group of females include a lot of divorcees and of course widows, many would day that these old biddies are totally well past sell by date and my answer to that is fuck off!
In my experience I have found that Grannies are some of the most receptive women around and they are as kinky as fuck as they know that they are in last chance saloon because of their age and will grab every opportunity with gusto.
Of course for the old woman she might not actually want penetrative sex but she sure is pleased to have a feminize sissy cuckold that will actually lick the unlickable holes she has that always seem to have a nasty UTI and are in a constant messy state due to double incontinence.
The oldest female I have been with was eighty-seven a lady of skin and bones and liver spots but oh boy was she a kinky lady doing some really freaky stuff to me and had a constant need to be licked to orgasm, orgasms that she never thought she would experience again
Let me tell you licking up her shit smeared ass was a delightful experience apart from the fact that Julie had forced her walking stick up my ass just for jollies.
Of course, they also love the housework and little odd jobs the feminized sissy cuckold can do under their guidance and because of their age and experience they know they have to do things to really stop the sissy cuckold eye wandering.
Take Rose the lady I do many things for she has gone from being a conservative prim woman to a real sadist of a elderly cuckoldress, take last summer I was out in her garden painting her shed dressed just in tights a denim skirt and loose blouse as it was sweltering hot.
Rose came out at lunchtime and invited me to sit with her at her patio table where she handed me a full glass of her acidic hot murky urine to quaff down and then the plate of sandwiches to eat which turned out to be shit sandwiches with tomatoes (Rose really has a devilish sense of humor)
So my advice is to be chatty and calm around the elderly woman, show interest in her compliment her because at first she just will not believe you can want an elderly lady like her, attain friendship and do things like taking her for lunch or just tea, help her to go shopping, buy her little gifts the style of tights or stockings she wears, flowers and keep being open and truthful about yourself tell her you certainly do not or ever will force yourself on her if she honors you with a real date as you are a submissive feminized sissy cuckold and want to worship and adore her.
Believe me with her interest peaked she will want to meet your feminine side, for me I have met ladies when I was dressed and they approached me to find out about myself and that’s when they find out that I am a feminized sissy cuckold and what they can get out of me and it seems to work because I don’t go all heavy and let then set the pace.
Lastly I have yet to meet an elderly woman that does not like her feet kissing licking and sucking it relaxes them so much!

SISSY CUCKOLD HISTORY 948.
If your life is miserable because you are a want to be feminized sissy cuckold and you cannot seem to find a Cuckoldress, despair not.
Look at the problem logically, I take it like many you have scoured the internet forums to see if you can contact a Cuckoldress that is not a Professional Dominatrix cuckoldress (I have every admiration for these ladies they provide excellent services for us in times of need)
These forums invariably are not a place that many women who are open to the lifestyle of the cuckoldress frequent.
You see most females that would become a Cuckoldress do not know it themselves until the door to the world is opened up to them.
What I fully suggest is that a want to be needs to have a good look round his town or city to where that super sensual breed the mature Divorcee goes out with her girlfriends for wild nights out getting cock now that they are free from the slob of the old man.
These are the ladies you should become friends with, take it easy at first nothing pushy, chat, have a laugh, buy them drinks, get taxis for them at kicking out time and prepay it for them and in general be
submissive and nice in manner.
When you see her go off with guys from the venue don’t go funny just be pleased for her and the next time you see her mention that she looked super sexy when she picked the guy up who in your opinion looked like a hunky real man just the type to satisfy her needs.
Start buying her little presents when she scores with a guy, say flowers for when you next see her, lightly say that you were not built to satisfy a woman like her and she needs and deserves a real man, then get her gifts of super expensive seamed stockings and items of luxury lingerie.
By this time her instincts will have kicked in and she’ll start asking you questions about yourself and so you can open up and tell her what you are and what you seek to be for a goddess, even if she does not see a long term relationship in what you have told her she may well decide to have some fun with you even if it’s just to tease and humiliate you in front of her girlfriends specially when she finds out you’re a crossdresser with a tiny penis.
Her girlfriends because of the nature of women could well egg her on to doing even more depraved things to you just to see how you’d react to actually suffering for her like making you hand over the keys to your chastity device you have told her about, or seeing if you really are sincere about licking her clean after she has had sex with one of the guys she goes off with, and tell me what woman is going to turn down a mincing chastity locked feminized sissy cuckold doing all her housework knowing that if you do not do the jobs how she likes them done she can beat you.
The type of woman we are talking about will grow into finding out that with her rampant divorcee lifestyle having a feminized sissy cuckold almost becomes essential and she will rapidly warm to the idea of being a cuckoldress, as many ladies have told me the word Cuckoldress is on it’s own thrilling for a woman it makes them feel like a queen and woman that can do anything she wants knowing she will be slavishly adored and loved no matter what she gets up to.

SISSY CUCKOLD HISTORY 947.
Even though through years of teaching, pressure, torment, brainwashing and every other technic a woman can use to make us feminized sissy cuckolds understand that we are not built for sexual intercourse our pathetic sissy cuckold so called brains still years to put out miniscule, little sissy clits in a warn wet pussy.
Of course, due to our deficiency down there even if we got the chance to mount a woman it cannot be classed as penetrative intercourse thus if a woman is truly silly to allow a sissy cuckold to mount her it is referred to as Labia nudging.
One thing is assured in the life of a feminized sissy cuckold is that the cuckoldress wife will never miss an opportunity to humiliate, shame and ridicule her sissy cuckolds penis to the point where the sissy cuckold cannot even get erect anymore through self-loathing and it’s only nasty swelling comes from items or cocks being penetrated into the sissy cuckold against its own will

SISSY CUCKOLD HISTORY 946.
As a Feminized sissy cuckold, it is more than advisable to learn to bite your tongue when being blamed for something by your cuckoldress or another woman is dropping you in it to your wife.
You see as far as the Cuckoldress and any other woman is concerned everything is your fault and even if by the unlikely chance you had acted perfectly and carried out all your duties perfectly you will still be blamed for something that the woman or your wife will think up to get you punished even if that means she tells a whopper of a lie to land you in the shit.
Tania my second ex wife and Cuckoldress once came home with a huge ladder down her stocking clad leg and I knew she had been perfect when she went out but she still said that I must have started the ladder when she had me straighten her seam before her departure even though I knew they had been straight and I had not touched her nylon coated legs and had just confirmed the vertical with a visual check.
Needless to say, I dare not object to her assertion and held my tongue and took the beating she laid on me, and I know it’s a failing in me but in the end I knew myself that it was my fault not the pawing hands of one of her boyfriend’s causing the ladder.

SISSY CUCKOLD HISTORY 945.
Some of the most humiliating times my Cuckoldress wives inflicted on me as a feminized sissy cuckold was when I was instructed to go into a Pharmacy to purchase condoms the make being Magnum xxxl or trojan xxxl and also while I was at it to enquire after some cream to stop my chastity device from chaffing.
Of course, I would be told to make sure I spoke to a female pharmacist assistant and a mature one if on duty explaining that the condoms were for my wife’s boyfriend
Talk about shameful and humiliating as every time I had to do this all bar two assistants were more than happy to sneeringly help enjoying my humiliation on top of being dressed as a woman myself, and of course there were the comments like “I am sure your wife will find these excellent and sensual with her date!” or this balm cream will stop any abrasions on little genitals!” and “I suggest you purchase the twelve pack of condoms for your wife you know what heavy dates get like!”
And on the subject of condoms and black guys, the very few that even agree to wear them invariably split them as their cocks are so large, not that this makes the wife stop the intercourse in fact by then she does not give a shit as it’s all about her pleasure and she wants that hot creamy spunk splattering her depths.