For those who don't know, Sissies are men who dress as little girls while ageplaying. It's a rather interesting phenomenon to me.
Sissies are kind of fleeting. They're largely a hit with the older crowd who have always conformed to regimented gender roles. Reasons range from some feeling that an "inversion" of their identity helps to come to terms with regression, as they are interchanging both age and gender thus, taking on the role of entirely "someone else"; some... or most, of sissy men are looking for a cathartic release and a vacation far away from the machismo disposable-drone that was the model man of the 60's and 70's, and feel a part of them is still active when they ageplay; and a very small and particular few may be branching into the origins of transgender orientation.
The frills and lace also helps one feel cute. In way olden days, baby boys AND girls were put into dresses and it's not uncommon for a parent to "cross-dress" their child. Little girl clothing is far more decorative and fanciful and almost kind of baroque. It's the clothing equivalent of classical music. With the gender revolution the way it is, some may find the "caricature" dress-up game a little bit in bad taste, but that's far from anyone's intent. Sissies were always welcome in the ABDL landscape.
Sissy is a "controversial" word in modern kink-spheres as gender is bent beyond recognition today, even in a professional context. I have seen people get rude to sissy men who try to connect to the queer community, and I don't feel that's right. Gender bending is gender bending. A female in the 2000's is drastically different than females in the 1950's and 1960's, and its incredibly easy to spot as to why men envy the comforts of the feminine gender of yesteryear, where as today, there's NO difference between women and men's observed capabilities, physical or emotional. There are sexist dingleberries that like to hang-on, but they either shape up or ship out the tides of rolling generations.
As for me, even as a FtM, I may be branching out into a sissy role. As a male, grown male, and in regressive space, I am rather rigid within my own personal gender role, on the job, while in public, even head of household, etc. I do not hold others to the same standard at all. I don't look down on a man for being feminine or passive or a woman for being butch or aggressive. But within my own little life, I like to be a rather classic 1950's male with a life-risking job and a gentleman demeanor. I love dirty jobs and diesel trucks and a fast, dangerous life. And the more I gravitate towards that, the more a sissy role appeals to me. Plus, Mary Jane shoes and tights make me feel like I'm getting to be "dressed up", FAR more than suit pants do. I did have that in childhood and can confirm- it's great- and I will blame absolutely no one who wants to go there.