SISSY CUCKOLD HISTORY 1048.
And so, the hot summery weather has arrived and for us Feminized sissy cuckolds more torment or if you are like me delights.
Tis the season of extra smelly sweaty pussy and asshole, it makes me dizzy with need and desire when I pass a lady that you can actually smell.
And of course, it’s the extra-large ladies that are the real fly trap their rolls of fat an incubator for all sorts of fetid sludge and slime caking their pussies and assholes.
And let’s not forget it’s not just their bottoms and cunts that are ripe there is the armpits and the tit crease that needs the sissy cuckold tongue to cool and soothe.

SISSY CUCKOLD HISTORY 1047.
Thinking of the time after Tania my second wife and cuckoldress dumped and divorced me now although it took a little while to get accept the utter devastation in my life due to being discarded and turn that horror somehow into a perverted sexual thrill I did finally get to a point where I started seeing other women.
By this time in my life there was no earthly way I could even contemplate a normal relationship, so I had to be as open and frank as possible and I suppose I was one lucky sissy when one morning when I was out shopping and in a department store selecting some stockings Lucy approached me.
After enquiring if I was a transvestite Lucy soon had me pay for all Her’s and my hosiery selection and we went for a coffee.
Transpires Lucy was another one of Weston’s very few working escorts and she had a thing for transvestites, of course I explained the technical term for one such as me was a feminized sissy cuckold.
Now the only thing Lucy had in common with Tania my ex was that she was an escort she did none of the domination stuff at all but she was rather taken with the idea of me maiding for her, driving for her and so forth so started a rather lovely relationship and exposing me to one of the most perverted kinky women I have ever had the pleasure to meet.
Lucy when we met was only a couple of years older than my forty eight years she was a plump woman and was sexy with it her curves showing off in the tight clothes she wore, her hair was blond and out of a bottle and although not a stunner she had a prettiness enhanced with the heavy make-up she wore.
I won’t go into the full history as I want to focus on one time that is very much in my mind at the moment, there was lots of oral sex the first few times we had evenings together me licking her holes and from the offset she was sperm dirty having done trusted bareback clients before we met of an evening, as we played we chatted and went over our life experiences and sexual fantasies and Lucy’s life and thoughts were as warped and sick as mine she was a woman that from the offset of her sexual life had been into gangbangs, large insertions and believe me Lucy had a big gaping pussy after the thousands of cocks she had taken over the years and also a loose asshole as anal was her other big love. Her darkest secret was her fantasy for equine sex.
This confession brought forth a fantasy between us that she had me watching as a few stallions took her holes and then I licked her clean of the pints of spunk this make Lucy orgasm so hard that she squirted straight into my mouth with the sheer intensity of her release.
Of course, I confessed that I had been a feminized sissy cuckold toilet and craved being used that way and Lucy found it hard to believe but that same evening she urinated in my mouth in the lounge squatting over my loving mouth drinking her all down and licking the piss drops up off her labia.
But it was another night when I brought round this hug double dong that Lucy was finally resolved to believe my toilet confession, the dong was so big and black that at her urging I had one end up her wet sloppy pussy and then bent it so the other end was in her asshole and I pumped her holes as I licked her clit to another massive squirt soiled orgasm.
It was when I pulled the dong out of her holes that the asshole insertion revealed the portion that had been deep in her anus was caked with shit, Lucy was wide eyed agog as she watched as I brought the dong to my mouth and licked and sucked all the shit off till the dong was spotless.
From then on Lucy made sure even when we were not together that I had shit stained panties to sleep with on my head and when with her if she needed to go to the toilet she would defecate straight into my mouth and use my tongue as toilet paper.
Lucy was a truly awesome lady.

SISSY CUCKOLD HISTORY 1046.
I suspect that many a feminized sissy cuckold which also includes the dumped and divorced ones are finding that with women’s changing attitude towards dating and their preference for young fit virile guys mostly black ones if the women can get their hands on them there is a growing army of middle aged white guys that are not getting any contact with females other than if they are prepared to pay an escort which can in the long run become very costly.
Of course the cuckoldress wife can see this state of affairs clearly happening and she may well take pity on one or two she knows or works with and with her wicked sense of humor and her never ending search for humiliations for her sissy cuckold husband she will often initiate sissy cuckold having to be a girlfriend to some fat middle aged pervert.
Cuckoldress wives love doing this to their sissy cuckolds specially if said sissy cuckold is not in any way naturally gay, the torment this places the sissy cuckold in is horrendous as it will fear disobeying its cuckoldress wife more than having to do queer acts with a boyfriend that it’s forced to serve.
And as for the dumped and divorced sissy cuckolds the craving for sperm becomes overpowering, sperm even if its not out of a pussy or anus, sperm of at least some quality unlike the weak watery muck it might indulge in by going with another sissy.
Hence these days transvestite and sissy gatherings in nightclubs, pubs, parties and meetings are infiltrated and encircled by more and more middle aged guys desperate to get a sissy gurlfriend in the knowledge that when you get a sissy cuckold lady friend it’s submissive, does as it’s told, dresses to the nines at all times and never ever refuses commands to perform even the most sick sexual acts.
As we all know once a feminized sissy cuckold gets to a certain place in its life it will do anything for spunk!

SISSY CUCKOLD HISTORY 1045.
If you are a budding feminized sissy cuckold you will of course be internally ripping yourself apart in your formative years and will pathetically attempt to do male things.
What we all experience as we go through these times is that if and it’s a big if we are lucky enough to have a relationship with say a girl of our own age and if they are stupid enough to allow some intimacy through their ignorance of you they still damage what little male ego you might have lurking at the bottom of your jellified spine.
How many times once a lass has felt your turgid little penis has anything beyond first base been kiboshed with only petting, kissing and if you’re really lucky licking her pussy on offer.
Once a female comes into contact with a guy with a small penis things change, the younger woman will as quickly as possible throw you over the side of the boat out of no understanding about what to do with the likes of you.
It’s only the more mature woman and the older the better who knows the true value of the feminized sissy cuckold and believe me they can see you coming a mile off.

SISSY CUCKOLD HISTORY 1044.
I do not know about you but I consider myself lucky enough to have witnessed couples having sex in my early days and what I knew even then as I saw some guy fucking the living daylights out of the woman they were with was that I would never develop into a man to be able to replicate what I was witnessing.
Nor was there any thought of how the guy was feeling ploughing a hot wet pussy or being sucked off, my thoughts were all focused on what the woman was feeling and the joy she was shouting being fucked hard.
For me I knew deep inside my place in the world of sex was to clean up the mess after a man and woman had sex and my primary role was to help and support the female in her pursuance of the sex she craved.
I suppose because all my initiations to women were with older experienced women who were not out to breed but just to get as much good sex as they wanted I never had to deal with silly young ladies swooning in love and all that mushy stuff, the women that took me under their wings were hard, stern confident ladies that wanted men so they could live out their inner slut and believe me they did and along the way cemented my place in life as a feminized sissy cuckold.

SISSY CUCKOLD HISTORY 1043.
When it comes to the feminized sissy cuckold and anything sexual the Cuckoldress must instill shame! No matter how arousing the sexual acts going on around the sissy cuckold or to it the sissy cuckold must feel deep enduring shame in its status in life.
For many this starts early on with women involved in the budding sissy cuckold’s life always putting the little insignificant speck down. Of course, for many this starts with penis size, if it’s been caught masturbating or doing other disgusting things with panties and lingerie.
The women or cuckoldresses must always degrade verbally the sissy cuckold in every way possible always telling it that its worthless dirty disgusting and freakish as it licks spermy pussy, dirty ass and any one of a million other sexually related things.
Let’s face it how shameful is it when a feminized sissy cuckold comes to relate being it’s cuckoldress toilet as a sexual act.
One of the most shameful things I have ever had to do was to have sex with my cuckoldress wife’s shit.
This hot out of her bowels she placed in a black nylon stocking and then I had to hold it and insert my little sissy clit and hump away as if I was having intercourse with it.
So sick and addled am I as a feminized sissy cuckold having to do this in front of her after months of chastity it did not take even a minute for me to squirt into the mess so excited and relived being able to do sissy squirt but so shame filled by what I in my obedience did to get that shameful dirty release and of course we won’t here go into how I had to clean it all up.

SISSY CUCKOLD HISTORY 1042.
I wonder sometimes what it is that makes us sissy cuckolds what we are? Let’s face it where did the idea come from in our so-called brains that we should lick other men’s sperm out of a woman pussy and anus.
For me this is puzzling as it certainly was not the influence of pornography that put the urge in my head, something that would be understandable with the current online availability of smut online.
No, I was pre internet as I was forming and even dirty magazines were hard to get hold of and there was no mention of cuckolding stuff in these publications it was only much later that readers letters started to emerge.
The crazed need I felt that first time after witnessing Pamela getting fucked in her bedroom at the party at her house and then later when it was all over when I dared kiss her stocking clad feet and work my way up desperate until she purred that she knew I had seen her and I must know what a mess she was in,
But that knowledge that another man had fucked and spunked her drove me on my desire to worship her and clean her ravaging my mind and she could sense that thus she eased her legs open and drew me in herself excited she had got hold of the likes of me to play with.
That first smell and taste of musky dirty fucked pussy sealed my fate forever.

SISSY CUCKOLD HISTORY 1041.
It really amuses the Cuckoldress wife to torment her now feminized sissy cuckold husband, you see women hold their tongue in marriages until they are lucky enough to become a Cuckoldress and then the dam of all that built up resentment breaks and she will forever berate and humiliate her sissy cuckold for his past failings.
Tania my second wife and Cuckoldress was expertly adept in this, and her tongue was like a razor blade, so nasty and sharp that often her words alone could reduce me to tears and believe me she did not care a jot who was around us when she vent forth her verbal humiliations.
Serious little conversations we had were mind crushing and made to crush the last bits of masculinity I had inside of me such as listening to her explain on detail about the parts of her that all other cocks reached inside of her that I never did or could.
Or how she explained that she never allowed me anal sex with her as I was so small and frankly compared to my penis she got more sexual satisfaction out of taking a shit as her turds were bigger.
Tania also relished the times we would go shopping together with me en femme of course and as we were selecting outfits, heels, lingerie and hosiery for her she would make it plain to the sales lady that me her feminized husband and herself were getting her an outfit for Tania to wear for a date with one of her boyfriends, this of course raised mirth and glee in the sales assistants and often they saw it as license to then also stick the verbal boot into me as well.

SISSY CUCKOLD HISTORY 1041.
Any budding feminized sissy cuckold with even half a brain will start early on inserting things into its sissy pussy, it’s no good hoping for the best in the future as fantasies do not come anywhere near reality and if your sissy pussy has not been violated your in for a nasty shock.
Your Cuckoldress wife will not go easy on you once she see’s you wanting to be feminized one of the first things she will delight in doing is making you feel what a woman feels thus the toys will be brought into action.
Oh, she may well start you off on a finger thin dildo but in her mind she will want to jam massive cocks up your sissy pussy to really make you squeal.
I have never met a cuckoldress that’s does not turn into a brutal sissy pussy obliterator once she gets the strap on cock shackled to her torso so once again I say get ready.
What you insert into yourself does not matter so long as over time you make your sphincter flexible and can take things deep because as a feminized sissy cuckold the big stuff whether plastic or real flesh is coming your way.

SISSY CUCKOLD HISTORY 1039.
In the overwhelming number of cases the budding feminized sissy cuckold can only express itself to the older woman that catches it out or makes it open up about its transvestism and sexual urges.
Younger ladies just have no got the maturity or experience to process the revelation from a budding sissy cuckold or know how to deal and utilize one.
This does not happen with the older savvier women who know just how handy a feminized sissy cuckold can be in relation to the service it can give as a maid, slave and personal attendant.
Mature Divorcee’s and merry Widows are well ahead in getting what they want finally going out and getting the type of sex life they want that needs the support of a feminized sissy cuckold at home to run the household and to clean her up when she gets home or in the house if she is taking her cock quota there.
So, if you are a budding sissy cuckold and an older woman catches you out or makes you talk after putting you in a difficult situation do not run scared open up and tell her everything because the odds improve for you if you are totally honest.