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Tired of Helping an Ungrateful Neighbor May. 10, 2025

Dear Annie®

Dear Annie: I'm an avid gardener in a suburban neighborhood, and in turn, I meet lots of neighbors. ... Read More

JD Vance Might Not Be a Fan of the Pope, But Chicago Sure Is May. 10, 2025

Georgia Garvey

I don't know if you've heard already, but there's a new pope in town. Not only is he American —... Read More

Sharing a Home but Not the Load May. 09, 2025

Dear Annie®

Dear Annie: My younger sister "Kayla" recently moved in with me while she finishes school. I offered... Read More

For the Mothers Who Didn't Have To Be May. 09, 2025

Holding Space for Good

Last weekend I visited my aunt and uncle. Their 30-plus acres tucked into the foothills of Appalachi... Read More

Birthday Bills and Dog Dilemmas May. 08, 2025

Dear Annie®

Dear Annie: I have been close friends with "Marianna" since high school, and we still see each other... Read More

Money, Marriage and Mistrust May. 07, 2025

Dear Annie®

Dear Annie: I've been married for 16 years, and lately, I'm not sure I want to stay in this marriage... Read More

Compatibility Versus Connection May. 06, 2025

Dear Annie®

Dear Annie: I'm in my early 30s and have been dating someone for nearly two years. On paper, he is e... Read More

I Was 15 and He Was 33 May. 06, 2025

'Tween 12 & 20

DR. WALLACE: I'm writing in reference to the letter from the young teenage girl who was dating a guy... Read More

When to Hold On, When to Move On May. 05, 2025

Dear Annie®

Dear Annie: My husband and I have been together for 13 years and married for 10. We've always had wh... Read More

Your Husband and You Are Wise Parents May. 05, 2025

'Tween 12 & 20

DR. WALLACE: Our family lives in an area of Chicago that has an overabundance of criminal activity, ... Read More

Letting Go for Good May. 04, 2025

Dear Annie®

Dear Annie: I'm a 57-year-old woman, and I've been in an off-and-on relationship for nearly 11 years... Read More

Looking for Love Later in Life May. 03, 2025

Dear Annie®

Dear Annie: I'm a retired, divorced man who had a fulfilling career, but I now struggle to find fema... Read More

Protecting Son's Resting Place May. 02, 2025

Dear Annie®

Dear Annie: The town I live in is trying to cut expenses by having amateurs handle the mowing and we... Read More

Not the Office Punch Line May. 01, 2025

Dear Annie®

Dear Annie: I'm in a strange situation with my co-worker, "Jordan." We've worked together for three ... Read More

Love, Loss, and Showing Up Late Apr. 30, 2025

Dear Annie®

Dear Annie: I formed a close bond with my former daughter-in-law when she married my son. Even after... Read More

Saying No Without Guilt Apr. 29, 2025

Dear Annie®

Dear Annie: Over 10 years ago, I worked with a nonprofit organization on a contract project and beca... Read More

Should I Say Anything? Apr. 29, 2025

'Tween 12 & 20

DR. WALLACE: I'm a second-year college student who lives on campus and has a part-time job. My famil... Read More

When Parents Undermine Each Other, Kids Lose Apr. 28, 2025

Dear Annie®

Dear Annie: I read with interest your response to the mother whose spouse undermines her authority i... Read More

I Aim To Enhance My Grandmother's Longevity Apr. 28, 2025

'Tween 12 & 20

DR. WALLACE: I'm a teenage girl who has a wonderfully special, loving friendship with my paternal gr... Read More

The Other Side of Estrangement Apr. 27, 2025

Dear Annie®

Dear Annie: I often read letters in your column from people — usually parents, often mothers &... Read More