Our philosophy is paying none of D’s regular expenses, but buying her some nice gifts she would not splurge on herself. Over the years, we bought some airline tickets, 1-year gym membership, a few furniture pieces for her first rental etc. We would gladly buy much more, but she is fiercely independent and would have none of it, so we have to convince her. But she never refuses our donations to a non-profit she’s been heavily involved with since her college years, so this is probably our biggest spending on her (and we also use our employer matching programs for the donations). On the other hand, we routinely support many regular expenses for both sets of our parents. We are immigrants and our parents cannot make ends meet on their SSI alone, so we are very happy to support them. I wouldn’t have it any other way - must be a cultural thing.