HI, Cannot believe I have never looked at this post. I am now 50 and i want to start by saying I was afraid to write out my FIRST experience as a sissy for a male. My big brother is 5, nearly 6 years older than I am. We are white but he is super hung. Freakishly hung. Mine is a thin 4 inch. Mom was not ready to show him anything first hand sexually.
She did explain a Lot to him but did not show him "hands on". Often, I was there to hear it. And i was in awe of my big brother. For example, I was never coordinated enough to ride a bicycle. I ran everywhere and could keep up with my Brother and his friends if they slowed down just a little to let me.
Any way, mommy knew that I was headed for being a fuck toy for MEN-real men. She also knew that girls were not going to take my bro's huge cock for their first fuck. But I wondered why she told him what boys expect form their prom date. And I did not know why I was there to hear it. She was actually telling me. THAT is when Erik asked me to go to his junior prom with him. My eyes lit up (or bugged out). Mom nodded so I knew it would be ok to say yes. I said Yes and Erik kissed me on the lips. he hugged me and pressed that huge trouser bulge against me. he was 5'4 at the time (which made his cock look even bigger). I was 5'0 or 5'1. I started letting my hair grow out so there was something to work with at the hairdresser. ( I ended up wearing a styled wig ).
So, BC 21 m. I went by Diana because when I first dressed the Princess was the rage. I slightly resemble her and my first wig was styled like her hair. Later i tried to get into it going by Gwendolyn Carolyn---same initials as my real boy name. I got my Own hair styled then like Laura Petry of the dick Van Dyke show.
Your name can be a take off on your real name. Or just a girl name YOU like. OR let your Boyfreind name you. Fianally, you should not degrade yourself but be proud of the services you perform and the joy you bring. Other people will degrade you enough and you should bring your self image. Do you do something requiring talent (like sing). ? Itook lessons so I could sing alto. One of my concerts is even this weekend. May be why I could not sleep. My other question---have you had sex with a female yet?
luv, missgary (Heather)