In this episode, Brian Lehrer (host of WNYC’s The Brian Lehrer Show) joins Prudie (Jenée Desmond-Harris) to answer letters from readers about how roommates should handle mismatched levels of COVID caution, how to split a check when your friends forget they had appetizers, and how to settle a debate about going braless around teenage sons. If you want more Dear Prudence, join Slate Plus, Slate’s membership program. Jenée answers an extra question every week, just for members. Go to Slate.com/prudieplus to sign up. It’s just $15 for your first three months. Podcast production by Se’era Spragley Ricks and Daisy Rosario, with help from Maura Currie. Learn more about your ad choices. Visit megaphone.fm/adchoices