Most Helpful Guy
WoW! THANK YOU! I don't mean to sound sexist, or a jerk, but I've long had to wonder about the cross-dressing double standard that is so prevalent in our culture. It is absolutely socially unacceptable for a man to wear a dress or a woman's blouse in public, but yet a woman can wear jeans, tee-shirts, hoodies, etc, and dress just like a man, and that's okay. I live in a college town where the vast majority of the college aged couples I see, at a distance of twenty feet, you can't tell which is the guy and which the girl.
To be honest, if I was a woman and a guy showed up to pick me up for a date dressed the way guys do to go out, I wouldn't go out with him. And if I showed up to pick up a woman for a date and she was dressed like a guy, I wouldn't take her.
So, if you want to wear more dresses and skirts, you are to be commended.
Now, I'll tell you a secret. If you want really nice selections of clothes at really affordable prices, go to your local Goodwill store. You'll be amazed at what you'll find there.