This is probably one of the best Sara Desmaris books I've read yet. She has an amazing style and does a great job of describing all of the thoughts that go through the head of almost any sissy, transgender, or transexual, whether their transition starts as 5 or 55.
I wish I had had someone like Amanda and Lisa when I was in my twenties. I was struggling so hard to appear male, but I really didn't want to. I went to a college with 800 women and 25 men, and became "one of the girls", but when given the opportunity to admit my transgender tendencies, I couldn't do it. I was afraid of getting beat up by the few boys who were there, being rejected by the girls, maybe even being kicked out of school.
Being an inch and a half shorter than Sara/Jamie, I knew by the time I was 15 that I was too small to please a woman the usual way, and quickly learned to please them more like a female lover. Besides, I didn't WANT to get off like a man, because I was afraid I'd like it so much I might not want to be a woman.
This book is an excellent guide for how to spot a sissy, someone who might want to be feminized, but is afraid to admit it, and take them through the transition, step by step, until they can be comfortable with who and what they are.
There are so many conflicting feelings. From the time they are 5 or 6 years old, they are conditioned to understand that acting like a girl, doing girlie things, or wanting to be a girl is dangerous. In grade school, boys found out that I was a sissy and when I got "tagged", I became a target for violent attacks. The phrase "sticks and stones will break my bones, but names will never hurt me", I found out was very false. Being tagged a sissy, or fairy, or faggot was a ticket to being attacked with rocks, fists, bats, boots, and worse.
For the woman who wants to train a sissy, to feminize a man, part of the challenge is that all of that conditioning has to be overcome. For the man who wants to be feminized, the fear of persecution, of horrible consequences, of losing a loved one, that you would never be loved, is paralyzing. But the struggle to pretend to be something you aren't, something you don't even really want to be, is even worse.