For me, as far as 'sissy', I've been fascinated with girls anatomy, dressing and their power since I was about 6 yrs old.
when playing games with kids on the street, I was either the leader, or the female side-kick.
I've dressed up in my wife's clothes when she was at work and I was home, without her knowledge.
It's pretty amazing that being a female, one has the power to say yes or no; like being a submissive, one decides whether to play or not.
also, I loved the fact the females could have multiple orgasms, just about anytime they wanted.
so, as things evolved, this slowly was brought out to my wife, and a little shocked at first, she gradually warmed up to the idea and what it meant to her; she had control over me and I was okay with that.
being a 'sissy' to me, means I can indulge myself with nice, Lacey things that are soft next to my skin.
also, when my wife and her bull see me, we all know our place, like a play on the stage; we're the actors and just enjoying the play as it develops.
In public, with friends and family, no one knows.
In private, things do get wild and a little extreme.
right now, I'm wearing a nice corset bra in leopard print, along with a chastity cock cage with a flat head piece; very comfortable. hope this helps...