SISSY CUCKOLD HISTORY 965.
It comes to something when as a feminized sissy cuckold want to be or a dumped and divorced sissy cuckold you out of sheer desperation visit a prostitute to try to have sex.
More than likely you have spun the good lady a tale that you’re just a common garden variety of transvestite but then when you finally get to her place the disaster starts.
Do not for one moment think that this experienced lady will not peg you for who you really are straight away and no matter what she calls herself a hooker, prostitute, escort etc. she is still a woman so will not take kindly to you not being truthful with her about what you are.
Maybe she’ll come right out with it and say she knows you’re a feminized sissy cuckold and worthless lumps of shit like yourself specially ones that have lied to her have to pay double and that’s just for licking her pussy and anus with absolutely no intercourse.
Or she might just play along with your deception making sure she uses key words and phrases on you to ensure like all women can when they want to that either you suffer catastrophic premature ejaculation before you even get into her usually while she fiddles round trying to put an extra large condom on your tiny penis or her words effect you so much that you are unable to erect at all under her withering nasty comments and rejection to you of sex because you’re a feminized sissy cuckold.
For the sissy cuckold there are few things more humiliating and shameful than being rejected by a woman that will have sex for money, even worse is that meekly you’ll pay double of any figure she asks to lick her cock used cunt and anus or even be used as a toilet by her.
SISSY CUCKOLD HISTORY 964.
Mind mulling over Wendy the third woman used me as a sissy after Pam and Fran had got their claws into me.
Wendy a friend of my Mothers was a Nurse she had never married and now with hindsight I wonder if she was leaning towards being a lesbian or was one her manner was always authoritarian and she spoke to me especially in a clipped manner, not nasty but with a tone that told me I was not thought of as an equal but just a silly young man.
Wendy also had the dirtiest laugh I have ever heard on a woman and she loved naughty ribald jokes, of course because Pam and Fran could not keep their mouths shut about my sissy dressing up and the things I had willingly done for them my Mother being part of what they called their coven knew straight away the kinky urges I had developed on top of what she already knew about me dressing up and having a dire foot fetish.
Hence it was Mother who gossiped to Wendy and sent me to see her dressed as Wendy said being a nurse she might be able to help me if we had a chat? It was never made clear to me what help a chat with Wendy was going to resolve as apart from her telling me to kneel and kiss and worship her nylon clad feet and suck her toes I was never asked to speak and that first time she masturbated me to ejaculation I had her dirty knickers in my mouth and could only squeal when I shot all over her legs something that earned me a spanking after Wendy had me lick my mess up.
It was only on my second visit to see Wendy that she put me to her sweaty smell pussy after she had finished a long shift at work, and I found out that for all her haughtiness she orgasmed like a slut.
SISSY CUCKOLD HISTORY 963.
Further to yesterday’s thoughts I want to refer to something that all feminized sissy cuckolds have to do on a daily basis unless otherwise ordered not to and that is keeping the sissy pussy clean and ready to be fucked.
I work on an enema every three days and on top of that I wash myself out every morning and again if I am going somewhere.
This at least hopefully ensures a clean hole for anyone pounding it.
Of course, there is times your cuckoldress may well want you not to clean your sissy pussy and this goes back to yesterday’s thoughts on sex with another feminized sissy cuckold.
Tania my last ex wife and cuckoldress on three occasions stopped my cleaning for a few days and the morning of the sissy meet she had me take laxative, the result was horrendous as during the act with the other sissy cuckold I could not help it and shit myself all over the girls meager penis that was trying its hardest to fuck me.
SISSY CUCKOLD HISTORY 962.
Feminized Sissy Cuckolds getting together expose just how pathetic they can be, from early on in my second marriage to Tania as part of her utter dominance she had me engaging in sissy sex with other feminized sissy cuckolds for her and her guest’s entertainment.
There is an assured tidal wave humiliation and shame for the sissy cuckolds having to perform in front of women who are more often than not on the wine that has enhanced the acid of their tongues making verbal comments so painful and hurtful at times the sissy cuckolds will not be able to even erect.
Tania always made sure she added a caveat that the first sissy cuckold to have a sissygasm would be whipped and cropped just to try to prolong the sissy sex but this mostly failed as when two sissy cuckolds have been in chastity for long periods the need to squirt even if it is shamefully with another sissy makes for a very short session.
Also if the day comes the sissy cuckold is dumped and divorced the shame of what it did with other sissies remains but a weakness inside a sissy cuckold whilst searching for a new cuckoldress will lead it to meet and play with other sissy cuckolds out of desperation for some form of sperm even if it is the weak useless pathetic sissy cuckold muck.
SISSY CUCKOLD HISTORY 961.
There is nothing quite like hearing the sounds of pleasure coming from your wife when she gets herself a big cock, she knows as soon as the crown of his cock forces her labia wide as he plunges into her that the climaxes she wants are going to come very easily.
And her moans get even more intense as every inch of his cock slides into her packing her out till his huge spunk full balls come to rest against her twitching sphincter wanting its own share of the monster cock.
To see your wife’s cunt stretched taut around a huge girth is something truly to behold and you understand that its not just length that drives a woman crazy but also substantial girth.
One thing is for sure she never ever made the noises she is making on his cock when you were allowed to place your insignificant little labia nudger in her pussy.