I've been dressing since the sixties and first went out in the 1990's.
As my life is in constant flux, I have been out with a friend earlier this year but am housebound now.
I have never gone out by myself except for drives when I had a car in the 90's. (I mainly ride a motorbike).
All here have different circumstances so I'm sure the response to this Q. will be varied; from the happy-go-lucky Karren to the unfortunate souls who still have to live their female lives in short grasps of solitude.