Jenni, I do dress like women did in my youth. The thing I know is that younger people are not as judgmental as when I was growing up in the 60s and 70s and they can dress as they please.
Please call me Jamie, I always_have crossdressed, I always will, "alwayshave".
I'm 35 years old. Most woman my age wear jeans, yoga pants, t shirts, hoddies, and usually flats. Some times boots with heels. During the summer its not uncommon to see a woman wearing. Dress. Even then it they still aren't wearing heels. Most woman today no matter the age. Only wear dresses and heels for going out, and special events.
As for June Clever. I'm sure a lot of woman dressed the way she did. When that show came out, but let's be real here. The avg woman wasn't. Even in them days. Pants were popular by then
No woman who is raising kids, doing house work, and what ever else. Would be wearing pearls and heels. Let alone have perfect hair and makeup. Ive seen pictures of my grandmothers who where rasing my parent's, and uncles at that time. They never looked like that.