OK, this is another "why do it" post, but I had a bit of an awakening the other night. Actually, I was awake at 3 am trying to figure out how to tell a GG friend about crossdressing when I see her next month.
Like the other "why" threads, this won't apply to everyone, but I think I figured out part of why I dress and why I started when I did (late in life). In my generation guys were discouraged from showing emotion and encouraged to accept responsibility. That certainly peaked in adulthood when being responsible for kids, keeping a good job, doing "man" chores, and paying the bills dominated my thoughts. Not that women don't have the same concerns (and more) but I also recall that women had a release. They were free to show their emotions, and they do it in so many ways, like confiding in friends, getting a hug from a friend, and expressing themselves in ways that men don't normally.
For example, women are more likely to talk with their hands, smile more freely, and cry more freely. And, they express themselves in their choice of clothing, which might be why they take so long deciding what to wear. They can wear bright colors, flowery patterns, scarfs and hats, etc. They can change their hair color and style almost on a whim. Then, they feel free to compliment women who are complete strangers on styles of clothes, jewelry, hair, etc.
What is the average guy going to say? "Nice khakis" "Love the blue button-down" "Did you shine your scalp?"
Women even dance crazy when they are sober.
So, while i dabbled in dressing for decades (things like buying a negligee while on a business trip), I didn't really get into it until my kids were grown and out on their own. I admired the way women dressed but also the way they acted, and their comfort with others. While I love the way a skirt feels, I think at least part of the reason I dress now is that I'm want that feeling of expression, the options, the comfort of smiling at total strangers. Maybe I'm rebelling against all those years of "responsibility".
Anyone else feel this way?