SISSY CUCKOLD HISTORY 760.
For the new feminized sissy cuckold, the shocks keep on coming when the wife gets into her stride as a Cuckoldress wife.
I think we can all agree that just becoming a sissy cuckold makes you realize that all your sexy thoughts about wanting to be one does not even come close to the emotions you go through being under your wife’s heel.
And no sooner have you faced the first date she goes on and the first time she has sex with another man, and you get to clean cream pie pussy your Cuckoldress wife will stun you again exposing to you her well fucked swollen leaking anus!
To many new sissy cuckolds, the fact she has had anal sex and taken spunk in her bowels is a life changing shattering moment as up till this point sissy cuckold would have been slaughtered by it'd wife for even looking at her bottom!
But here she is not only anally fucked but proud of it telling you even bragging that she loved it with a real man and how even she was surprised that she could accept all his cock up her ass to the calls.
The only bright side for the feminized sissy cuckold is that now he can touch his wife’s ass as he licks her anal cream pies clean!

SISSY CUCKOLD HISTORY 759.
For the Feminized Sissy Cuckold torment is never just sexually based with a Cuckoldress that knows her onions!
Tania my second wife and Cuckoldress as well as being a Dominatrix and Escort foisted on me a never ending catalogue of mentally crushing events.
Of course it was humiliating (well not for me a born tranny) enough having to be dressed and made up as a woman all the time everywhere we went but say when we ate at a Bistro or such Tania would choose the order and she would always order for me the food I least liked.
What a waste I hear you say but under threat of punishment I was made to clear the plate and Tania would always insure that with my meal I had a glass of her urine to wash it down with. It was little things like this that over time made me incapable of any independent thought or action always turning to Tania to seek guidance on what to do and what to think and that in the world of my Cuckoldress also led to punishment for bothering her with as she put it stupid questions! (You can never beat the sheer logic of the Cuckoldress or avoid the outcome which is always painful and humiliating for the Feminized Sissy Cuckold!)

SISSY CUCKOLD HISTORY 758.
One of the things that always drove me to distraction and a sissy cuckold frenzy was and is the fact that every man that my cuckoldress wives or partners over the years has fucked touched places in my wives of these women that I never could feel (I am talking about the very few that acutally lowered themselves to have intercouse with me!)
The sickness you feel as your Cuckoldress describes graphically what it feels like to be fucked so deep and hard makes every sissy cuckold emotion rip through you knowing that for your Cuckoldress you are an abstract failure on a colossal scale and your only hope to be with her is to do her bidding no matter how degrading, shameful and humiliating
For us sissy cuckolds the best we are ever going to get is licking up and swallowing the sperm and cunt cream that oozes out of our Cuckoldresses pussy and anus and for that honour we should be eternally grateful!

I discovered something about myself yesterday that I never knew existed. I arranged a date with an old friend who's in the country for a few days. I dressed up to the nines just as I know he likes to see me. Bit more difficult these days sice I have put weight on since my operation. It didn't seem to matter what I did, I couldn't get much of an erection from him and I started to feel bad about myself as I felt like I had dissapointed him. Out of the blue, he asked if I had any punishment tools. We have a few things knocking about and at his request, I started to beat his bottom with a paddle. I've never done this and it felt quite alien, especially as I am deeply submissive. Of course Ive been spanked many times over the years and paddled. After ten minutes his bottom was nicely red and low and behold he had a nice erection that I took full advantage of. But my point is that I realised I was enjoying myself punishing him, which is not in my nature. I think I'd like to do it again and see if it was a one off thing. I'm seeing him again before he flies home to Spain, so I will pop the question.