A Sissy Cuckold Journey

This is the journey of how I became a sissy cuckold. At the beginning of my realizing my true nature as a submissive man, I thought that there were “hierarchies,” so to speak, of submissives and slaves. I believed that the sex slave was at the top of the totem pole, followed by slaves who were allowed to worship their Mistresses but not have sex with them, followed by domestic service slaves. At the very bottom were sissies and cuckolds.

I wasn’t sure at the time which of these, the sissy or the cuckold, was worse off. In my mind, they both seemed to be in equally abject states of slavery. Both had had their manhoods effectively ripped away from them: the sissy because of how he had to dress and act, and the cuckold because he had to live with the knowledge that another man had to provide his wife/girlfriend/Mistress with the sexual pleasure that he was unable to give. Both of these kinds of subs seemed to be pitiable to me.

Nowadays, my mind has changed. Oh, I still believe that there’s a hierarchy of submissives, but I’ve learned that sissies and cuckolds aren’t at the bottom of the food chain anymore. Oh, no, there’s something much worse than either of those, and that’s the sissy cuckold.

You may be wondering what caused me to have that change of heart. The truth is, I didn’t realize for a long time that a sissy and a cuckold could be the same person. I thought that either one or the other was so bad, so low, that there would be no way someone could possibly choose or be coerced into choosing to be both at once. Boy, was I about to find out just how wrong I could be.

Becoming A Sissy Cuckold Slave

My wife and I started exploring the Femdom lifestyle together shortly after I confessed my secret desires to her. We went very slowly, as she wasn’t entirely sure that being the head of the household was for her, and I, too, didn’t know exactly what I was looking for out of this type of relationship.

After a couple of years of living this way, we both realized how much we enjoyed it, and things picked up speed. My Femdom Mistress wife began exploring new things with me, which made me a very happy man…at least at first.

My wife, who had long enjoyed incorporating toys, especially large dildos, started talking about how she wished she could fuck a guy with a bigger dick than mine. The idea terrified me, and I tried to dissuade her. Satisfying her with toys worked for awhile, but, eventually, it wasn’t enough.

The Ultimate In Humiliation

One day, my wife threw a pair of her panties at me and told me to put them on. I laughed, thinking she was joking, but I quickly stopped when I saw the look on face. She was dead serious. I begged and pleaded and wheedled. I didn’t want to be reduced to this base level of humiliation. But she would have none of it. She shushed me and told me once again to put them on.

I finally did, feeling a huge amount of humiliation. Then, she informed me that since I seemed to enjoy being on the bottom of the totem pole so much–for she had heard my ideas before–owing to the bulge of my small cock underneath the panties, she may as well bring me down another notch or two. When I asked her what she meant, she explained that her new lover was on his way over.

I stood there, looking at her in shock and horror. But I could tell from the look on her face that she was serious. Sure enough, there was a knock at the door about 10 minutes later. And that was how I became my wife’s cuckold. Her panty-wearing cuckold.

Don’t think it stopped there. She continued her feminization of me until I became something more than her panty-wearing cuckold. I’m now her full-blown sissy cuckold who acts as her fluffer boy when her lovers come over. Sometimes, they even fuck me after they finish with her….

I’ve never been more humiliated, and I’ve never enjoyed it more.