Does true satisfaction require the presence of people who fully accept your flaws?

In a family gathering, as a host, after bringing drinks to a guest a few times, if you say, "Do you want another drink?" which means, "I'm tired of bringing you drinks," what would you say if they told you, "Do you want to bring another one?"
What kind of living situations do servers actually have, especially in high-cost areas, without that TV gloss?