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Naked and AfraidPrudie offers advice on whether a young boy should sleep in the same room with his nude grandfather.
Can of WormsPrudie offers advice to a letter writer who wants to blackmail a famous ex with tapes of his fetish.
Imprudently YoursLeave a question for Emily Yoffe’s September 11 conversation club. Just don’t come looking for advice.
Back That Seat UpPrudie advises a letter writer who doesn’t let passengers recline their seats on planes.
Either the Dog Goes …Prudie offers advice on whether a pet with bad behavioral issues should be put down.
What Goes AroundIn a live chat, Prudie offers advice on whether a homewrecker who died of cancer deserved it.
The Lonely TeetotalerPrudie counsels a letter writer who doesn’t drink alcohol—and is constantly harassed by others for it.
Etiquette for Loaning Your PhoneSomeone borrowed my phone to chat instead of make a call. Is that weird?
Killing With KindnessPrudie counsels a woman whose in-laws want to throw a big, exhausting get-well-from-cancer party.
Bedtime StoriesPrudie advises a letter writer whose 13-year-old daughter reads pornographic fan fiction.
Let Him Eat CakeIn a live chat, Prudie offers advice on whether a 91-year-old father should be withheld sweets.
Deceitful Airline PassengerI board planes early with the people ”who need extra time”—even though I don’t.
Skirting the IssueIn a live chat, Prudie advises a letter writer whose parents severely disapprove of a cross-dressing friend.