Prudence is joined this week by Kaitlyn Greenidge, the author of the novel We Love You, Charlie Freeman. Greenidge has written for the New York Times, The Wall Street Journal, Vogue, Glamour, Elle, Virginia Quarterly Review and other places. 

Prudie and Greenidge tackle letters about what to do when you can’t accept that your sister is dating a felon who’s fighting a heroin addiction, what to consider when you find out that your boyfriend fathered a child that he wants nothing to do with, are you obligated to return your boyfriend’s meat cleaver after finding it a year after you broke up, how to politely ask friends to return books you consider long overdue, should you discourage your not very sensitive boyfriend from becoming a therapist.

Slate Plus members get an additional mini-episode of Dear Prudence every Friday. Sign up now to listen. 

Join us for a live Dear Prudence at The Bell House in Brooklyn on Thursday, April 23rd at 7:30PM! Tickets

Email: [email protected] 

Production by Phil Surkis

Learn more about your ad choices. Visit megaphone.fm/adchoices