Eating alone, yes, and that includes fairly decent places, not just casual spots such as sandwich shops and neighborhood diners. Sitting at a bar, not so much. But that’s probably just because I’m not much of a drinker at all and don’t really like bars even when I’m with someone.
In my mid-twenties I learned to be comfortable going places alone, including to restaurants and movie theaters. I didn’t want to be limited by what I could find company for, and I didn’t always want company. It wasn’t so easy at first, but I was determined to shed any awkwardness I felt. By the time I was 27 I was able to travel alone to Europe (taking an organized package, for my first trip, but without a companion per se). I was okay with meals alone in nice restaurants even in foreign cities, but it is easier when I’m in a familiar neighborhood.
I’ve been married a long time now, but my husband and I are not glued together. We’ve traveled separately at times, and I’ve followed a number of interests that don’t appeal to him (such as going to the opera). It’s much easier than it used to be for an unaccompanied woman to go where she pleases, and I’ve noticed that if I act comfortable by myself, nobody else pays any attention to the fact that I’m alone.