Ask Amy: I still walk on eggshells around my momDear Amy: It wasn’t horrific child abuse – there were no physical scars – but it shaped me and I’m still angry about it. November 06, 2023
Ask Amy: Have you made sincere amends to the people in your life?If not, you should do so now, through a genuine inventory, detailing specific episodes you now regret, and asking these family members to tell you whatever is on their hearts, and hopefully to embark on their own path toward forgiveness, writes Amy Dickinson. November 05, 2023
Ask Amy: Mother-in-law dresses in clothes too tight and too shortDear Amy: Should I tell her how I feel, or do I keep it to myself? November 04, 2023
Ask Amy: Nonbinary adult faces misgendering at workDear Amy: Most of my coworkers are mindful of how they refer to me, and correct themselves when they make mistakes. However, there are a few people in our small office who have trouble getting it right. November 03, 2023
Ask Amy: Friend’s infertility threatens relationshipDear Amy: My college best friend is struggling with infertility and is near the end of the road with multiple rounds of unsuccessful IVF. November 02, 2023
Ask Amy: A son rebuffs a ‘proud Dad’ commentDear Amy: My younger son is 29. We have a good relationship. He lives an hour away and we see each other or talk every few weeks (less often than I’d like), but his mom and I try to respect that he has developed his own circle and his own life. November 01, 2023
Ask Amy: I grew up in a fractious householdDear Amy: It was loud and disorganized, but my parents (first-generation Americans) worked hard and my four siblings and I all went to college and are successful and happy people. We are a very close, loving and loyal family. October 31, 2023
Ask Amy: I’m a happy drunkDear Amy: I am a man in my early-70′s, and I drink too much. I started when I was 16 and have continued my entire life. October 30, 2023
Ask Amy: I can’t stand my wife’s familyDear Amy: Out of the blue my father-in-law insisted on being called “Sir” – after a decade of me calling him by his first name. October 29, 2023
Ask Amy: What is a polite way to handle questions about family?Dear Amy: I am writing to ask for your advice on my upcoming bridal shower. I have a difficult relationship with my parents and sibling and I have worked to set boundaries in the past few years that have made me happier in general. October 28, 2023
Ask Amy: Should son’s new boyfriend be a holiday surprise?Dear Amy: Should I tell the family ahead of time or just let it be a surprise to everyone when he shows up with his new boyfriend? October 27, 2023
Ask Amy: Friend’s loan has gone unpaid for yearsDear Amy: It’s been two years now, with no mention of making a payment. October 26, 2023
Ask Amy: Should I pursue my friend’s widow?Dear Amy: Is it wrong for me to even think about trying to date her? October 24, 2023
Ask Amy: Husband wants to go back to Israel to fightDear Amy: I’m against it. I am estranged from my family and have a job that moves me every couple of years, so I have no support system if he dies. October 23, 2023
Ask Amy: We’ve been uninvited to the weddingDear Amy: At the last minute we received a postcard announcing that plans have changed and that the wedding will be a closed private ceremony, and that guests should just plan on showing up for the reception afterward. October 22, 2023
Ask Amy: My wife hardly does the laundryBecause you value having an empty laundry basket, I suggest that you should stop politely asking your wife to do it, and just do it yourself, writes Amy Dickinson. October 21, 2023
Ask Amy: When it comes to wooing and flirting, I’ve got nothingDear Amy: I am an almost 70-year-old widower (politically liberal and atheist) who wants to meet new people. Especially female people. October 20, 2023
Ask Amy: Brother doesn’t refill the tank after borrowing carDear Amy: Do I just make up a white lie the next time he asks to borrow my car? Do I oh-so-casually let him know that I've been tracking the car's mileage? October 19, 2023
Ask Amy: Should I confront my friend about an unpaid bill?Dear Amy: I paid a $900 deposit to guarantee the cruise for both of us, nine months in advance. October 18, 2023
Ask Amy: Violent assault inspires forgiveness questionsDear Amy: Am I obligated to forgive this person who caused so much damage to our family … even though he is part of our family? October 17, 2023