I'm not sure I fully understand your post. Lemme give it a shot.
First of all, I don't think CDing has anything to do with liberation, courage or wanting to look pretty. It has to do with being transgendered to some extent. It's a vehicle for us to express that unavoidable and unrealized femininity we carry inside.
Second, CDing has nothing to do with choice. This is a common misconception. How many here can honestly choose NOT to crossdress? Probably close to none. I dress because I have to, not because I choose to. If I could REALLY choose, I'd choose NOT to.
That being said, I don't think non-TG men envy GGs (or us for that matter), fancy being feminine or would personally gain anything from CDing. They simply don't have that psychological need.