SISSY CUCKOLD HISTORY 796.
Some of the most humiliating and harrowing times for the feminized sissy cuckold is when it’s Cuckoldress wife playing the comparison game where she measures you up against the current man or men in her life!
Standing next to or besides her latest stud in all your feminine apparel is the first massive indicator of what a failure of a male you are and even if you were naked, you would look insignificant next to his muscle hard body even more so if he is a black male.
Then there is your tiny little sissy clit next to his mammoth cock and in many cases you might not even be able to get hard so ashamed are you and terrified of the gigantic cunt and anus pleaser standing proud of his groin pointing at your wife who lavishes time over measuring you both loudly stating the fats that you’re a dud and she wants the big one!
The men like this game as well and you can see them bursting with male pride as crushing you with the presence of their masculinity and they know that there is nothing you can do as the Cuckoldresses husband to stop him taking your wife whenever he wants!

Becoming a slutty very dressed up Bimbo Librarian / Headmistress / Flight Attendant

SISSY CUCKOLD HISTORY 743.
Wonder how many Cuckoldress wives when they are on their period also enforce a week of wearing sanitary products on their sissy cuckold as well as them being the Cuckoldresses sanitary towel with its mouth and tongue!
Tania used to have me in pads and tampaxes for the entire time she was in her period and of course I was the one that had to go and purchase the products she wanted for herself and of course me.
You get some very funny looks at the checkout when there you are a transvestite buying period products and the female staff must have a good laugh and gossip over you when they have a break and coffee trying to work out why on earth, you’re purchasing something that’s for real women!
Of course, they will conclude that you have a tampax shoved up your ass and a sanitary towel in your knickers in some sort of show of sympathy for women!
Tania though God bless her was and is a Cuckoldress that likes to get as near as possible to reality and she would daily through her period take a razor to the sack containing my sissy ovaries and make little cuts, so I bled into the towel that was in my knickers!
All this I had to endure as I acted as her sanitary towel licking her towels clean or sucking clean her full tampaxes and then of course my mouth and tongue working overtime to lick away the blood, slime and chunky livery bits that she used to expel from her body on her period week!

SISSY CUCKOLD HISTORY 795.
As a Feminized Sissy Cuckold one of my many weaknesses that was developed at an early age with the chubby delightful Fran Hewitt who was the second mature woman to get her talons into me her thing was not washing!
Believe me that first time I was literally ordered round to her home after the very memorable fancy dress party where she kissed me when she was dressed as a French prostitute and me a woman and she got a feel of my little penis and whispered in my ear that I was way too small for her!
It was Fran that after the kiss spread the news to all the females at the gathering that I was pathetically endowed which from the sniggers and looks I was getting made my humiliation so humbling.
Anyway, once at Fran’s home and after she had dressed and made me up again, she finally wanted some attention from me via oral service and what was revealed when she stripped down to her lingerie high heels and stockings was that specially for my going to see her, she had not bothered with washing or wiping!
Fran of course knew that I had eaten her best friend Pam’s creampie pussy so lovingly informed me that she still had what was left of her boyfriend’s spunk in her from the previous day and she had also pissed herself and sweated so she was very ripe and I could smell her from a distance an aroma that got more wicked and strong as I got near and went down on her when commanded to getting the full flavor of her dirty pussy something that strangely aroused me into what I now know and call a sissy cuckold frenzy!
But Fran was not a woman to do things by half and when she then turned and bent over giving me a wonderful view of the seams running up the back of her legs and then teasingly eased her buttock open I witnessed her twitching sphincter that was lose and raw from an obvious ass fucking and not only that Fran had not wiped and there was shit all up her ass crack.
I was giddy to the point of almost feinting when Fran ordered me to lick her bottom and then lick and suck deeply on her asshole to get all the shitty spunk out of her and not for one moment did, I think to refuse her order.
Worse for me or good for me was the accident that happened when I was lapping deep into her rectum swallowing the rancid old sperm and shit out of her back passage and my body just shook suddenly and I exploded into a sissygasm something that Fran witnessed and brought out one of the most sexually wicked evil laughs I have ever heard from a woman witnessing just how truly pathetic and perverted I was as Feminized Sissy Cuckold.

SISSY CUCKOLD HISTORY 794.
As the years have rolled by I have never experienced a drop of in the intensity of feelings and emotions I get being a feminized sissy cuckold, in fact I would say they have increased exponentially as my fetishes have become sicker and more depraved and it was beaten into me that as a feminized sissy cuckold I had absolutely no human rights and had to obey any command or order from a woman no matter how degrading.
One thing for certain for us feminized sissy cuckolds there is no return to normality as nothing compares to being what we are and we know serving a Cuckoldress and being made to do sinful things with anyone we are ordered to is the best we can ever hope for as we lost all our masculinity the moment we eased into our first panties, stockings or tights!

SISSY CUCKOLD HISTORY 793.
I know when I am feeling a bit off color as I have been the last couple of days as I tend to have the sickest perverted degrading and disgusting nightmares.
It’s when I am in delirium that the sissy cuckold depravations seem so real the smells the tastes the emotions as my so-called mind goes over all the incidents in my life where my ex-wives and cuckoldresses and other females have done awful things to me and made me comply with their whims and desires!
So, in a way, although I do truly hate being ill there are some sordid side benefits to being under the weather!

SISSY CUCKOLD HISTORY 792.
As a Feminized sissy cuckold, I was forced by my first and second cuckoldress wives to accept that their Periods were also my periods in all manner of ways?
My first wife Anne loved having me lick her clean and to orgasm when she was on her period and that week of the month, I was down on her morning noon and night licking away cleaning her and also giving her the powerful climaxes she had during her time of the month!
Tania my second wife and Cuckoldress took things much further as she not only had me down on her cleaning all the time but also insisted that I lick and suck clean her sanitary towels and used blood filled tampax.
Tania also loved sex during her period, so I had lots and lots of sperm and blood creampies to lick clean along with all the meaty chunky bits that come out in the discharge.
To cap it all off I had to wear a tampax all the wile she was bleeding and have her soiled sanitary towels in my panties and to make things realistic she would also nick my sissy ovary sack with a razor, so I bled as well in support and sympathy for her.

SISSY CUCKOLD HISTORY 791.
Us Feminized sissy cuckold of course are much more in touch with our feminine side that your average male although it would be a travesty to call us male in any shape or form!
And thus, being what we are we a prone to upset and tears and one thing I have noticed over the years is that a feminized sissy cuckold sobbing its heart out is something that the Cuckoldress wife loves and strives to cause with all her antics.
The Cuckoldress wife knows that emotional hurt and damage are far more hard hitting than any amount of beatings and infliction of physical pain!
What’s worse is when sissy cuckold breaks down and is crying its heart out the Cuckoldress wife may at that point turn on the loving caring side of herself soothing and calming the sissy cuckold holding it like you would a silly girl cooing words of love while coaxing sissy cuckold into believing that everything is its fault anyway.

SISSY CUCKOLD HISTORY 790.
One thing is for certain if you are caught out by your wife dressed and made up and then have to go through the terrified tearful confession to her that you want to be a feminized sissy cuckold and she is one of them dumb women that reject the keys to paradise for her and dumps and divorces your pathetic sissy cuckold ass you will have to face the fact that your secret is out and she will tell everyone and anything with ears.
This will be her revenge and although at first you might hate it the fact that people stare, all your friends and family know not to mention every woman your ex-wife knows, and you see the pointing fingers and sniggers that so emotionally hurt you?
But from out of the ashes could be the golden Phoenix because there will be women out there who hear your ex-wife’s gossip who rather fancy a relationship with a feminized sissy cuckold!

SISSY CUCKOLD HISTORY 789.
The most beautiful sight in the world for a feminized sissy cuckold is when ordered to lay on your back with mouth open ready and your Cuckoldress stands over you her towering high heels each side of your head and you gaze up her sexy long sheer black stockinged legs to the center of the universe which is her pussy all smooth and shaven and suddenly she starts to squat bringing herself down into the classic creampie feeding position to empty herself out of all the sperm that’s been fucked into her!
It's a breath taking sight seeing your wife’s pussy utterly demolished by a big cock that has left it swollen red and pussy her labia lips hanging open her cunt hole gaping and a liquid mess of cunt cream and sperm already visible and leaking some dripping down onto your forehead or splattering on your lips and cheeks as your tongue desperately flicks out trying to catch the sex slime.
The lower your wife squats the more she reveals what a dirty slut she has been again as now her sphincter comes into view as well and what was once a puckered neat tight hole now resembles the entrance to the Dartford tunnel it’s been fucked and spunked so hard and deeply by massive black cocks attached to the large negros your wife prefers to have sex with and not just one at a time as she has got a liking and taste for black men gangbangs with multiple penetrations and airtight sex.
Then as her feminized sissy cuckold you must get to work as your wife squats her gaping smelly fucked pussy on your waiting mouth, and a cascade of sperm starts running out of her depths as your tongue frantically gets to work cleaning her!