Our advice columnists have heard it all over the years—so we’re diving into the Pay Dirt archives to share classic letters with our readers. Submit your own questions about money here . (It’s anonymous!)

Dear Pay Dirt,

We have a group of friends who like to get together about once a month when the weather is nice and go to a winery. The group consists of three families and all of us have children that are similar in age that play together while we’re there. We always welcome our friends to invite any additional families as well.

Overall, our group is good about taking turns ordering bottles of wine while we’re there, but there is one couple, “Shannon” and “Robert,” who are sometimes invited through our friend “Alice” and never volunteer to pay for anything. They do drink as much

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