Dear Prudence Uncensored: The Envious Heiress

Nicole Cliffe and Daniel Mallory Ortberg

Sept 20, 2018 6:01 AM

Help! My Dad Revised His Will—and His New Girlfriend Is Getting More Than Me.

Daniel Mallory Ortberg

Sept 20, 2018 6:00 AM

Help! I Had to Give My Flaky Friends the Freeze-out—but Now I Really Miss Them.

Daniel Mallory Ortberg

Sept 19, 2018 1:24 PM

Help! My Niece and Nephew Took My Teenage Daughter Out of State to Get an Abortion.

Daniel Mallory Ortberg

Sept 18, 2018 6:06 AM

Help! My Son’s Summer Fling Is Pregnant, and I Want Her to Keep the Baby.

Daniel Mallory Ortberg

Sept 17, 2018 4:07 PM

Help! My Friend Can’t Keep a Job. Should I Tell Her That Her Personality Is the Problem?

Daniel Mallory Ortberg

Sept 12, 2018 1:13 PM

Help! I Pulled Strings to Get a Relative an Internship. It Was a Huge Mistake.

Daniel Mallory Ortberg

Sept 11, 2018 6:00 AM

Help! Do I Have to Volunteer at My Kids’ Private School? Isn’t That Why I’m Paying Them?

Daniel Mallory Ortberg

Sept 10, 2018 3:43 PM

Help! Are We Supposed to Pre-Clean Our House Before the Cleaners Arrive?

Daniel Mallory Ortberg

Sept 09, 2018 6:02 AM

Help! My Roommate Won’t Say Why She Decorated Our Dorm With Photos of Serial Killers.

Daniel Mallory Ortberg

Sept 05, 2018 6:01 AM

Help! I Think My Cleaner Stole Some Pain Meds.

Daniel Mallory Ortberg

Sept 04, 2018 3:52 PM

Dear Prudence Uncensored: The Stoner Boyfriend

Nicole Cliffe and Daniel Mallory Ortberg

Aug 30, 2018 6:01 AM

Help! My Boyfriend Smokes Pot All Day, Every Day.

Daniel Mallory Ortberg

Aug 30, 2018 6:00 AM

Help! My Sister-in-Law Disowned Her 13-Year-Old Son After He Came Out.

Daniel Mallory Ortberg

Aug 28, 2018 5:56 AM

Help! Are We Too Old to Adopt?

Daniel Mallory Ortberg

Aug 27, 2018 2:36 PM

Dear Prudence Uncensored: Mega Bed

Nicole Cliffe and Daniel Mallory Ortberg

Aug 23, 2018 6:01 AM

Help! My Husband Doesn’t Have Any Friends.

Daniel Mallory Ortberg

Aug 23, 2018 6:00 AM

Help! The Son of an Acquaintance Died. Is It Rude to Ask How?

Daniel Mallory Ortberg

Aug 21, 2018 6:00 AM

Help! I May Have Accidentally Kidnapped a Cat.

Daniel Mallory Ortberg

Aug 20, 2018 3:01 PM

Dear Prudence Uncensored: The Smart One

Nicole Cliffe and Daniel Mallory Ortberg

Aug 16, 2018 6:01 AM