Ask Amy: Advice From Amy Dickinson - Chicago Tribune - Chicago Tribune

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Ask Amy: Girlfriend seeks to go through phone

Dear Amy: She asks to “go through” my phone on a regular basis. She says that her previous boyfriend cheated on her (they were engaged), and that going through my phone helps to ease her anxiety about being cheated on.

November 26, 2023

Ask Amy: The power of saying no

Mastering the power of saying “no” can be life-altering, writes Amy Dickinson.

November 25, 2023

Ask Amy: Teenage daughter purposely messing up chores

Dear Amy: I am furious. My husband thinks she’s being clever and doesn’t want to punish her. What do you think I should do now?

November 24, 2023

Ask Amy: 54-year-old mother wants another child

Dear Amy: At 54, my mother, already blessed with two academically accomplished children in the eighth and 12th grades, says she wants to have a third child.

November 23, 2023

Ask Amy: I have hit a stalemate with my mother

Dear Amy: We were always politely distant, but now that my father has died, the distance between my mother and me has grown.

November 22, 2023

Ask Amy: Pregnancy announcement excluded set of grandparents

Dear Amy: When our son and his wife announced their pregnancy (our first grandchild) it was at an event held at her folks’ house. They announced that her mother was going to be a grandmother for a fourth time, completely leaving us out and never mentioning us, even though we were there.

November 21, 2023

Ask Amy: Brother-sister relationship turns threatening

Dear Amy: I've been with my boyfriend for nine months. He lives with his sister and they are VERY close; closer than any siblings I know. They live together, are best friends, and are inseparable. I love his sister, but have had run-ins with her.

November 20, 2023

Ask Amy: I am feeling caught in the middle

Dear Amy: My spouse and a close friend of ours recently had a heated and deep argument. This involved philosophic and even theological differences, which had never before been revealed.

November 19, 2023

Ask Amy: I am grieving over the death of Matthew Perry

Dear Amy: How can you grieve someone that you never knew personally?

November 18, 2023

Ask Amy: Are we unreasonable for feeling this way?

This entire episode sounds like a friendship-ender. I’m sorry you had to experience it during such a challenging moment in your own lives, writes Amy Dickinson.

November 17, 2023

Ask Amy: Older male family member propositioned son during holidays

Dear Amy: This apparently took place at a holiday dinner where some heavy drinking had occurred (which was not unusual), and after his father and I had left.

November 16, 2023

Ask Amy: My wife of almost 20 years left me before I was diagnosed

Dear Amy: She believes the illness brought out my true personality, when that is not true at all. What happened was a complete accident.

November 15, 2023

Ask Amy: Daughter demands dogs be part of wedding

Dear Amy: She wants to dress them up and have them be a part of her wedding. Her dogs are not well behaved. They are not consistently housebroken.

November 14, 2023

Ask Amy: I need a chance to recharge my batteries on vacation

Dear Amy: When we visit, I feel as though they are trying too hard to dazzle me. They schedule a variety of activities, and I frequently feel obligated to participate.

November 13, 2023

Ask Amy: How to best honor classmate lost to suicide

Dear Amy: One of our classmates died by suicide a few years after graduation, I believe as a result of postpartum depression

November 12, 2023

Ask Amy: Is tipping on a wedding dress purchase the thing to do these days?

Dear Amy: Upon the swiping of the credit card, the machine prompted me to enter a 10 percent, 15 percent, 20 percent, or custom tip.

November 11, 2023

Ask Amy: She stopped answering texts

Dear Amy: I now understand what “ghosting” is, and what’s even more perplexing is that I cannot think of anything I did to cause this sudden break.

November 10, 2023

Ask Amy: We want ‘flower gremlins’ at our wedding

Dear Amy: Instead of having a traditional flower girl, we decided to have my fiancé’s cousins (who range between the ages of 3 to 6) be the “flower gremlins.”

November 09, 2023

Ask Amy: No children allowed at niece’s wedding

Dear Amy: In front of the family, I told my daughter that we could get her a beautiful dress to wear to the wedding. We then bought a dress. Then the wedding invitation arrived in the mail: NO CHILDREN ALLOWED!

November 08, 2023

Ask Amy: Should I say something to him?

Dear Amy: Eight months ago, I ran into an old flame. We had a three-year relationship that ended 10 years ago.

November 07, 2023

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