No Longer a Man

I had a slight scheduling mix-up with Natalie, so I'll post the first day of schooling today after this fittingly-titled post she had left. For all of you good little sissies who kept up with your cum dumpsters despite the delay I am so very proud of you!

I'm usually not a fan of chastity cages and cuckolding, but for some reason I love the look of this caged clitty between too stockinged legs. An obvious (and beautiful) sissy if one ever existed.


Speaking of cages, tomorrow Regina takes over for a few days. I'm almost certain she'd put every sissy in a cage if she met them in person.

You're Out!

Of the dating pool.


We seemed to be a bit low on forced feminization and cocks, so now I've addressed both those deficiencies in one go. I think this might qualify for the first cuckolding caption as well!

Trapped by a Trap

I think this is the most text heavy picture yet. And with good reason - seduction isn't easy!


And if anyone's wondering about sissification and feminization: I consider sissification more externally sexualized and feminization more personal. If you want to suck cocks you want to be a sissy. If you want to sit knees together and intonate like a woman you want to be feminine. Of course, they're not mutually exclusive, you may want to suck a cock with a beautifully made up face and perfect feminine mannerisms, with only an oversized clitty hinting at your past.

But that's how my labels work, anyway.

Cuckolding & Gender Variations

I'm sure it exists somewhere on the web or in the annals of erotic fiction, but I've yet to come across any literature dealing with a cuckolding fetish where the genders are reversed, i.e. a dominant husband who is unfaithful to his submissive wife and takes on another lover. You might be quick to write it off as a very sexy threesome, swinging or some other sexual variation but if you give it some thought, there must be some people or couples who would be turned on by this reversed-gender cuckolding. It could take on many of the same kinks and variations of the regular cuckoldin...

Cuckolding with Karen

I took a day off from blogging yesterday which was highly unusual. The day was a long one with non-stop meetings and other issues to deal with and in the evening I got to enjoy my first full blown cuckolding scene with Karen. I mentioned last week that Hal would be in town this week for a couple of days but Debbie would be out of town on a short business trip while he was here. That left Karen to enjoy Hal all by herself and with a devoted cuckold to attend to both their needs. I rushed to get home and Karen had already let herself in to get things ready. I had to hurry to slip i...