The Old College SighMy son is floundering at school. Should I withhold his tuition?
Goading GrannyPrudie advises a man whose now-dying mother enjoys haranguing plus-size loved ones.
Baggage RestrictionsMy family wants to cancel our remote vacation because I’ll be 36 weeks pregnant.
Twins in BedPrudie counsels a parent whose son and daughter may be a little too close.
Photo BombI found hundreds of explicit pictures of my daughter.
Father’s ChristmasPrudie counsels a woman uncertain how to mourn her dad’s passing so close to the holidays.
Unhelpful Holiday Sister-in-LawI’m tired of doing the dishes every Christmas while she plays on her phone.
Fit to Be UntiedPrudie advises a letter writer whose in-laws spend half the day opening Christmas gifts.
Dog-Maligning GrandmotherMy mom tells her grandchildren my dog will bite them if they misbehave.
The Gift-Giver ProxyPrudie advises a letter writer expected to do all the Christmas shopping on her mother’s behalf.
My Wife Is a SpendthriftShe thinks I’m nuts for wanting to save for retirement.
Butter BrawlPrudie counsels a woman who lost her cool after being fat-shamed at Thanksgiving.
Red-Letter DayThe notes my dying mother wrote to me a decade ago are haunting my life milestones.
I Want to Spend Thanksgiving AloneHow do I tell people without provoking pity?
The Malevolent MenteePrudie advises a letter writer being blackmailed by a former intern.
Beer-Fueled BlowhardMy husband starts to brag after a few drinks.
Overly Possessive Stay-at-Home DadMy husband won’t let me spend time with our son.
A Year in RevuePrudie revisits her most intriguing letters of 2014.
Prudence CallingThe most surprising follow-up conversations from a year of Dear Prudence on The Gist.
Crime at the BalletPrudie advises a parent sworn to secrecy about a daughter’s predatory dance instructor.
Can’t Take a JokeMy family mercilessly teases to show affection, but my boyfriend doesn’t get it.
I Saw Mommy Being Santa ClausPrudie counsels a parent who fears that lying about Santa will hurt her daughter.
Runway BrideI hate my unfashionable—and nonrefundable—wedding dress.
My Condolences, Marry MePrudie counsels a woman impatient to pursue a recent widower.
Present PainIf my husband doesn’t put more thought into his gifts, I’m going to cry.
Inside JobPrudie advises a woman who fears she’s tempting her husband by employing a hot live-in nanny.
I’m Adopted, and My Family Is RacistShould I cut ties with my bigoted mother and brother?
Nude BluesMy wife is always naked—and now she’s turning our children into nudists, too.
Crowning AchievementPrudie advises a woman who wants her 13-year-old stepdaughter present when she gives birth.
Gut ShotWe just found out the midwives helping my wife give birth are rabid anti-vaccinationists.