I know it’s been a while since I’ve written anything new, and I’ve been jumping around a bit. But I want this to be a longer story. I intend to stick with it for a while. I welcome any suggestions going forward. But I will say this, things are going to get nasty. I love to humiliate the cucks in my stories. This will not be a loving, wholesome cuckold story. If you’re looking for something true to life, look elsewhere. But if you’ve a desire to delve deep into raunchy degradation for a white boy cuck, then stick with me.


My Cuckold Life

Brian Masters​


I know some people read the incredible stories of C.W. Cobblestone, CuckyToHer, MWMSissy, and Throne and think, “Who would behave that way?” They see the amazing animation of Devin Dickie, John Persons, and Smudge then wonder to themselves, “Why would anyone allow themselves to be humiliated in such a way, what husband would stay in such a relationship?”

Well, I would and more importantly, I have. We exist, husbands who know themselves to be inadequate and worthless in the bedroom, sissies who bow down to superior, alpha men and dominant women. You’d be surprised how easy it is to fall into such a lifestyle. It started with porn of course, I mean, I love my wife so very much, but there are things a guy can start fantasizing about that he thinks will shock his wife into leaving him so he... I mean, I start to slide down a long, steep, slippery slope of progressively degrading porn.

Let me start from a better jumping-off point. My wife and I were always very much in love. Since college everything was perfect. Well, almost everything. The sex was never good. Never, not once. I was her first, so she didn’t know any better at the time, lucky me. You see, I’m not very big down there, measuring in at a less than respectable five and a half inches when erect. Add to that the fact that I can’t last more than thirty seconds or so, and well, you see the problem. For my wife that is. She never had an orgasm from fucking me. Never. But she was a trooper and never complained. I think that was due to her lack of references. She had nothing to compare our sex life to, so she became complacent in her disappointment.

Then things took a turn for the worse. I began to have problems pissing. It became increasingly difficult to get a good stream going, and then it just shut down completely. Imagine the agony of desperately having to pee but being unable to make even one drop come out. I was terrified and in so much pain that Sue, that’s my wife’s name, took me to the hospital. Very long story short, I had to have surgery to remove and repair a blockage in my urethra. They took flesh from the inside of my mouth and used it to build a new section of the urethra, but it was a success, I could pee again! Failure, I could not get erect, even that popular, little, blue, pill could do nothing to make my tiny penis stiffen. Nothing, not even a wet dream. It was now not only tiny but useless as well.

Sue’s attitude began to change. She became more frustrated than ever before, and it translated to amused teasing toward me. She began making snide comments about my lack of sex drive, and ability and began to think of me as a wimp. She even called me that sometimes. It started to do a number on my self-esteem, all the little quips, jabs, and jokes. Then she dropped the hammer one night when she said, “Listen, Peter, I don’t even want to try again tonight. I just can’t stand any more disappointment. Tell you what, why don’t you just do something for me this time? Crawl under the covers and see what you can do with that tongue.” Sue knew I had never been a fan of going down on her, or any woman, I just didn’t care for the smell or taste. I started to mumble an excuse when my wife said, “Think hard before you say anything else, Pete. You’ve been disappointing me for a long time and I’m way past my due for an orgasm. Now you have a decision to make, get under the covers right now, or forget about me ever touching that tiny pecker of yours.” Of course, I complied, what else could I do? I slid under the covers into the dark, humid confines between my wife’s legs and began kissing her inner thighs. “I don’t need romance tonight Petey, just get to it,” my wife said impatiently.

So, I moved in and felt her curly pubes tickle my nose. Sue hadn’t showered yet today, so the smell was powerful but not unpleasant. There were hints of soap mixed with her natural odors of body sweat, urine, and that fishy tang of pussy. I began kissing and licking my wife’s puffy lips and she let out a soft moan of approval. I worked fast as I had no desire to spend a long time down there working. And I did view it as work. I’d always found eating pussy to be degrading and off-putting so I licked hard and fast, driving my tongue deep and then letting it dance quickly on her clit.

I don’t know how long I worked under the covers, all I know is I was sweating profusely and gasping for breath when my beautiful Susan came down from what had to be her ninth orgasm. My face was soaked with her juices and my jaw was cramped and sore. I climbed out from under the blankets and reached to hug my wife, but she pulled away and went into the bathroom for a shower without a word to me, singing softly to herself along the way.

That night started a landslide of activity on Sue’s part. She began researching how a husband with a tiny penis could please his wife. I had no idea there were so many different sex toys out there. Things got weird. Not at first though. It started slowly for me as I became her relief, spending every evening with my face between her legs.

Sue’s research was unknown to me at that early time while I had my investigation going on in the cuckolding world online. You know the pattern; regular porn leads to big dick porn, which leads to interracial porn, which leads to cuckold porn, which then leads directly to chastity porn, and then sissy porn. I followed it like it was a map. It felt right. The more my wife ignored my needs and focused on her own in bed, the further down that rabbit hole I fell. And months went by before I even knew it.

The details aren’t important. If you’re reading this, you already know the pattern. The highlights are the same old story we all know too well from the stories we read, the videos we watch, and the accounts we follow online. Yes, I became that wannabe sissy. It just felt right. It felt natural. To be sitting home alone watching a video of a huge black cock disappearing down a crossdresser’s throat became natural. I didn’t even realize there were fewer and fewer women in the porn I was watching. And then the worst possible thing happened. And the kicker is? I should have seen it coming. It’s in all the fucking stories!

I just thought it would be nice to see what Sue’s panties felt like on my body. I wanted to feel that silky material sliding against my ass and diminutive package. So, there I was, hunkered down on my bed with my laptop, watching a particularly humiliating sissy hypno video and rubbing my tiny pecker thru Sue’s soft, pink, panties, when disaster hit.

“What in the holy fuck are you doing Pete?” Came my wife’s exclamation from our bedroom door. She was home much earlier than I thought. She looked pissed and amused at the same time. I was mortified. From the angle she was standing, she had a clear view of the laptop screen and could see I was watching a video about white boys being feminized and forced to worship black cock. Subtle right?

“Oh shit, oh fuck! Sue, what are you…why are you…this isn’t…I mean, Of Fuck!” Came my intelligent reply.

“Are you seriously wearing my underwear? Are you jacking your little peepee in my panties? What the fuck is wrong with you Petey? And that video? What the actual fuck?” My wife, unlike myself, was not at a loss for words.

“I’m so sorry…” I started to say, but Sue interrupted me with, “Oh no need to be Tiger, I was expecting something like this. We share a cloud account after all. I’ve seen everything you’ve been perving on. I was pretty freaked out at first, but then after reading all the stories and blogs you’re into, I started to see your decline as an inevitability.”

I stuttered out an unintelligible, “What?” before Sue continued.

“I thought it was just a funny little kink you were into at first, but then I started to research on my own. It turns out there are a lot of insecure white boys with tiny dicks who fall into the same pattern as you did honey. There’s nothing to be ashamed of, it’s only natural I guess.”

To say that I was stunned would be far too narrow a statement. I mean, here I was sitting in my bedroom wearing my wife’s panties, watching a white crossdresser sucking off a well-hung black man on my laptop, and pleasuring myself. And my wife was telling me it was perfectly natural. What the actual fuck?

Since I was too stunned to speak, Sue continued with, “Now Petey, we need to have a real conversation about where to go from here. I mean we’ve already established that you aren’t doing it for me in the bedroom and I need my release. You’ve found your niche, now I need mine. And it looks like you’ve paved the way for us both. So, let’s talk about finding me a real cock to play with, shall we?”