Dear Prudence

Advice, commentary, and conversation from Daniel Mallory Ortberg.

About the Show

Whether it’s a challenge with a lover, a fight with a difficult roommate or boss, or you just like to hear about the challenges other people face, Dear Prudence is the podcast for you. Every week, Prudie and special guests answer questions about relationships, sex, work, family, and life.

Dec 06, 2019

The “Weed Thief” Edition

My boyfriend witnessed my friend of 18 years secretly taking some of my marijuana, even though I’m usually happy to give her some. Help!

Dec 04, 2019

The “To Serve With Love” Edition

My favorite patron at the bar fell off the wagon. I feel so guilty making her drinks. Help!

Nov 29, 2019

The “Tattoo You” Edition

My brother accidentally burned me when we were young. Now he’s making fun of the tattoos I got to cover up my scars. Help!

Nov 27, 2019

The “Forever Young” Edition

I’m a decade younger than everyone else in my office. How do I prove that I’m not just a kid? Help!

Nov 22, 2019

The “(Grand)Motherlode” Edition

My dad reconnected with his birth mother, but I have no interest in meeting her. Am I making a mistake? Help!

Nov 20, 2019

The “Mistress at Work” Edition

The woman my husband had an affair with now works at my office. Help!

Nov 15, 2019

The “Where’s My Party?” Edition

I hate big parties. Why am I envious that my partner threw one for their best friend? Help!

Nov 13, 2019

The “Their Cheatin’ Hearts” Edition

I’ve caught my mom cheating multiple times, and she keeps begging me to keep the affairs a secret. Help!

Nov 08, 2019

The “Hall Pass Revoked” Edition

My wife dislikes sex, so she agreed to let me sleep with other women. Now she says she’s changed her mind. Help!

Nov 06, 2019

The “Morning Buns” Edition

We’ve been able to see our neighbors naked on the toilet every day for two years. How do we tell them? Help!

Nov 01, 2019

The “Problem With Perfection” Edition

On paper, my life looks pretty good. But my friends think that means I don’t have “real problems.” Help!

Oct 30, 2019

The “Some of Us Work” Edition

My visiting friends had planned to stay at my home only for a weekend—but now they’re asking to stay for a week and bring their four kids too. Help!

Oct 25, 2019

The “Baby Shower Gift Grab” Edition

A woman from my book club whom I barely know invited me to her baby shower. Do I have to go? Help!

Oct 23, 2019

The “Couch Surfer” Edition

My fiancé falls asleep on the couch almost every night. We fight about it constantly. Help!

Oct 18, 2019

The “Upstaging the Bride” Edition

My future mother-in-law is making everything in my wedding about her. Help!

Oct 16, 2019

The “A Friend Lost” Edition

My best friend has cut off communication with me after being taken in by a church that supports faith healing and conversion therapy for gay people. Help!