I used to treat a friend to meals all the time. She made far less than me and I enjoyed her company so I didn't mind. But when she didn't bring her wallet to a lunch date that SHE invited me to, that was the last time we ever dined out.
I saw a tweet that said “I feel like I’m constantly worrying about the next part of my life without realizing that I’m right in the middle of what I used to look forward to” and I felt that.