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Such interesting and very thoughtful replies to this question. It does show that everyone has their own life and story. I truly appreciate you all sharing yours!

As for me, I have no interest in...

It's fun, makes me smile and it feels good!

Oddly I like looking at myself and enjoy taking photos while dressed, no so much in drab. So in effect I like myself more when dressed.

Here's my two cents on the subject...

Doesn't it depend on your intention and your circumstances to what age you decide to dress?

For instance not every crossdresser goes out in public....