SISSY CUCKOLD HISTORY 685.
One of the most exciting and beautiful things you can witness and maybe even help with is when your wife is getting ready to go out on a date with another man or men.
It's so sexy and breath taking to watch her pamper, primp and fuss over herself in preperation for the real men in her life the ones that will give her the masculine attention she needs and the big cock wild sex she craves.
The whole think is like a sex ritual seeing her or helping her bath, shave her legs and pussy, powder and cream her lush body then sit at her dressing table applying her make up as you kneel by her side your chastity device causing no end of penile suffering.
And it's only going to get worse as she eases her sexy body into the lush sexy skimy lingerie she has opted for the night and then the ultra sheer fully fashioned seamed black stockings and sexy towering high heels all to make her men just that little bit harder and rampant for her.
The dress is usually so short and just a mere screap of delicate material and the slightest of bending over will show off her stocking stops and panties if she even bothers with them as many Cuckoldress wives do not.
Then your last task as her feminized sissy cuckold maid the licking clean of her anus just to make sure there is no shit around her sphincter or just inside her rectum and finally with your fingers coated in lubricating gel you oil up her rectum so she's ready to take cock up her ass (her boyfriends really appreciate this little job you do for her) and then it's time for her to depart and you kiss the hem of her dress and high heels telling her its your fervent wish that she gets all the big cock she deserves whilst she is out!

SISSY CUCKOLD HISTORY 684.
I know as Feminized sissy cuckolds that we are not all the same? but in general the Feminized Sissy Cuckold has a lack of endowment.
I know my sissy clit is extremely small and a shocking source of shame and humiliation from way back in my early days when I saw other lads cocks.
The the fancy dress party where Fran the mature friend of my Mothers dressed as a French tart came over to me as I was in the kitchen dressed as a woman which my Mother had helped me to go in and kissed me a full tongue and stuff kiss and her hand grabbed my little erection and once she had felt it she whispered in my ear that it was so small not what she needed!
Little did I know that after that kiss my penis size was gossiped about at tornado speed round all the women at the party and you could see the mirth in their eyes knowing that I was a dud and a failure and deserved to be dressed up as a female.
I am certain that you like myself are all to aware of our short comings? and have had a horrendous amount of humiliation over the years once your thing has been exposed to others gaze!
What a life eh when as your penis cannot even get passed a woman's labia lips they cut you off from intercourse totally many gleefully slapping you in chastity and then the threats real or imaginary in having you under go a penectomy because as it's so small why do you need one????

Yes, more face swaps. Yes, hideous. Some were existing captions others are "new". Oh, they are months old, actually. Everyone on them is based on true events. Nah...my life is boring.

SISSY CUCKOLD HISTORY 683.
As a Feminized Sissy Cuckold I pride myself in the fact that never not once have I refused to go down on a woman that wanted licking out or clean from either her pussy or anus!
I thank Pam and Fran the first two women that used lille ole sissy transvestite me many years ago who fed me my first cream pies and had me eat them when both were in appalling states.
Over the years I have been faced with terrible sights of dirty stinking shitty anuses and ass vales that dribbled sperm and crap and pussies that were rank and vile smelling like a thousand trash cans with rotten fish in on a hot day tart with urine and sweat not to mention the sperm leaking out.
But it has not stopped there as I have never questioned why I have to eat and clean pussies that are raw with UTI's and other unsavoury discharges up to the ultimate the woman infected with Manila Yeast infection and the stench of that and the grey cottage cheese like glop that trickles out.
I am a feminized sissy cuckold and have no right of refusal and of course it has landed me at the clinic a few times to get sorted out! and the nurses know all to well what I have been eating a humiliation for sure!