I never really considered the possibility that I myself was into being a sissy. But the possibility was posed to me by a CD I talked to on flickr one time. Still have the message actually:
"You are a straight black man but I can tell you like the thought of sucking my clitty don't you boo? You like when I wear girly sandals... Do you want to try them on bby? I wont tell?"
Anyway I got that out of my head pretty quick.
One time a username added me on skype. I assumed it was a CD or sissy from one the many personals I had around the web. We exchanged ASLs quickly. It was an older white person... much older. So I thought about not camming because although I didnt have an age preference the sissies I interacted with over 50 to that point rarely put in the effort to look fem. Usually just some hairy trucker with a beard in panties. But I was super horned and hopeful. (You know how it is.)
I log on its exactly what I fear. Old guy face with a beard. At this point I'm just showing my cock. I'm very polite so I didnt want to just get off. But Im just about to make up something to get off and he says "what a beautiful black boy... show me that ass." I figure why not. Give him something to look at so hes not totally disappointed when I get off abruptly and never talk to him again. When I turn around and show him he says "ahh gorgeous" then he backs up and starts stroking his cock super fast... at this point I realized I was kind of turned on. So I don't log out. I kind of stroke my cock. But it didnt matter that I was only halfheartedly masturbating because my cock was getting rock hard. This didn't go unnoticed to him. I wasn't saying anything but he was very verbal.
He commented about how cute it was that I was getting bigger. And told me that he liked seeing black guys which was why he added me. He told me to turn around to let him see my "clit". I did.
He then asked: Your gf got any panties around? By the end of the night I was wearing a bra and panties and rubbing my nipples for some verbal old man on camera. According to him I was not the first BBC dom he tried to do this to just the first that let him which means I must be naturally submissive.
I continued to chat and cam with him over the years and Ive completely transformed. The other day I was in a wig, nightie and heels. While I was pretending to suck his cock he commanded me to take my wig of and show my face. And I did. Completely exposed which I had never been into but I oozed hard.
I still like seeing other CDs and sissies but nothing beats the rush of pleasing guys. Now I've branched out to other guys too (messages welcome by the way)
Anybody else start out this way?