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Amy Dickinson

Columnist | Advice
Ask Amy appears on Mondays, Wednesdays, Fridays and Saturdays.
Recent content from Amy Dickinson

Ask Amy: Family member wants to reconcile with addict

Dear Amy: My cousin's daughter, who has always been like a niece to me, became addicted to prescription medication two years ago.While addicted, she…

Ask Amy: Daughter wonders what's behind 'advance' inheritance

Dear Amy: My father remarried 14 years ago. He married a Russian woman 15 years younger than he, and bought a house. He paid…

Ask Amy: Wife does too much and receives too little

Dear Amy: I have been married for 33 years. I love my husband, but I have totally enabled him — to the point where…

Ask Amy: Cynical mom not supporting engagement

Dear Amy: My boyfriend and I got engaged a few months ago. It should be the happiest time of my life, but my future…

Ask Amy: Parents worry about son in abusive marriage

Dear Amy: Our son married a girl who is emotionally abusive. She has one child from a previous relationship and they have a child…

Ask Amy: Single mom in a bind about son's slumber party

Dear Amy: I’m a single mom to a wonderful boy who will be 10 next month. His father has very limited involvement, and only…

Ask Amy: Sisters disagree over death disclosure

Dear Amy: My sister and I cannot agree on whether to tell my 96-year-old aunt that my 92-year-old father (her brother) passed away. Our…

Ask Amy: Estranged dad lords over family relationships

Dear Amy: I am estranged from my father. This came about after I confronted him about his molesting and physically abusing my sister and…

Ask Amy: Advice columnists have problems, too

Dear Readers: I’m about to celebrate another anniversary of writing this column, and — after almost 14 years — I will admit that I…

Ask Amy: Leave kids with distracted, pill-losing grandparents?

Dear Amy: My husband and I, along with our two children (ages 3 and 5), will be headed to Florida for a week this…

Ask Amy: She wants a baby, but he has reservations

Dear Amy: My husband and I got married five months ago. We’ve been together for over seven years. He’s in his mid-40s; I’m in…

Ask Amy: Transgender man's pregnancy roils family members

Dear Amy: I’m a proud mother to my gay son. We love him unconditionally. My son married his partner, “John.” They have been together…

Ask Amy: She's worried about 'inflamed hormones' of teens

Dear Amy: We know a couple with a 14-year-old daughter and a 5-year-old son who just took an 18-year-old boy (whom they have known…

Ask Amy: Should toxic mom help daughter deliver new baby?

Dear Amy: My mother and I have had a tumultuous and toxic relationship ever since I was a child. It was a mess of…

Ask Amy: Atheist parents grieve daughter's turn toward religion

Dear Amy: My husband and I raised two great kids. Our son is 30 and our daughter 28. Both of them finished college and…

Ask Amy: Villa guest confronts illegal drug use

Dear Amy: This past summer, my best friend of more than 30 years, her 9-year-old daughter, her new husband and others rented a villa…

Ask Amy: Should she tell 'Mr. OK' about long-ago abortion?

Dear Amy: For the first time in many years, I have been thinking about an episode from my earlier life. I got pregnant one…

Ask Amy: Insulting in-laws' weighty remarks are not welcome

Dear Amy: My in-laws always seem to feel the need to comment on people’s weight, either right to their faces or gossiping about it…

Ask Amy: Atheist should consider becoming 'Goshfather'

Dear Amy: I am a happily married man with two wonderful children. Recently, a close friend and his wife (who are Catholic) asked me…

Ask Amy: Child's flying phobia has family staying home

Dear Amy: My husband and I have two boys, ages 7 and 4. The 7-year-old is a great traveler, but the last time we…

Ask Amy: She was abused by her grandfather, now wants inheritance to pay for therapy

Dear Amy: I am a 23-year-old female. Recently, my grandfather (my mother’s father) died. He and I were estranged due to his ongoing molestation…

Ask Amy: Groom ponders bridal shower etiquette

Dear Amy: I am a groom-to-be. My fiancée and I grew up eight hours away from each other. My mother and my fiancée are…

Ask Amy: Family group wonders how to split cabin cost

Dear Amy: My three siblings and I are planning a getaway for our parents’ 50th wedding anniversary. We have all agreed to split their…

Ask Amy: Daughter juggles relationship with two mothers

Dear Amy: I am a 37-year-old woman who was adopted at the age of 6. My adoptive mother, “Jane,” encouraged me to find my…

Ask Amy: Tell neighbor that security camera has footage of her son?

Dear Amy: We recently installed a security system with cameras. One camera captures a view of the driveway and street in front of our…

Ask Amy: Companionship didn't accompany ride to church

Dear Amy: After a heavy snowfall, I offered a neighbor a ride to church. He gratefully accepted. Once in church, I noticed that he…

Ask Amy: Grieving husband deserves sympathy

Dear Amy: My husband and partner (we were a same-sex couple) of 39 years recently died. We live on the West Coast and his entire…

Ask Amy: Parents worry about daughter's college drinking

Dear Amy: My wife and I worry about our daughter. She’s a sophomore at a top university. She’s made the honor roll for three…

Ask Amy: Workplace exclusion creates petty drama

Dear Amy: I have a new colleague who recently moved from another division into mine. She is now working as the program coordinator for…

Ask Amy: She kept grandson's trip a secret to ease worries

Dear Amy: My young adult son recently traveled to a foreign country to visit a friend. Knowing how my elderly parents worry, I asked…

Ask Amy: Ex won't communicate for the sake of the kids

Dear Amy: My former wife and I divorced after 26 years of marriage. She has refused to communicate with me. We have twins in…

Ask Amy: Couple are confused by polyamorous friends

Dear Amy: My husband and I recently discovered that our closest friends are having an open relationship. They say they are “polyamorous.” I am…

Ask Amy: Girlfriend is flummoxed by introvert boyfriend

Dear Amy: I’ve been with my boyfriend for two years. I am 21; he is 23. We get along very well, but he is…

Ask Amy: Snark takes the wind out of wind ensemble

Dear Amy: I am a member of a 50-piece wind ensemble. We have a break for cookies and coffee on practice nights, once a…

Ask Amy: She's in love with a chronic cheater

Dear Amy: My boyfriend and I have been together for two years. I am 26, and he's 49.He has been married and divorced twice.I…

Ask Amy: Regular customer mortified that he thanked 'him' instead of 'her'

Dear Amy: I’m a man living in a diverse liberal neighborhood of a liberal college town. I frequent a great organic market/sandwich shop staffed…

Ask Amy: Daughter might not invite mom to her wedding

Dear Amy: My mother and I have a difficult relationship. She has some serious mental issues. She’s seen a few psychologists, but once the…

Ask Amy: Upset young adult wants to rejoin the '90s

Dear Amy: I am 24 years old. I am a happy person overall, but lately I’ve been feeling down. With everything going on in…

Ask Amy: Husband sends marriage to the dogs

Dear Amy: Shortly after my husband and I began dating, he bought a large-breed puppy. When we moved in together, we got a small…

Ask Amy: Couple should be smarter than their smartphone

Dear Amy: My husband and I recently got iPhones. We each downloaded the “Find My Friend “app. Ever since then, he has been tracking…

Ask Amy: Public restrooms not the best place to brush teeth

Dear Amy: Where I work, several departments share a large, public bathroom. Often, I see colleagues brushing their teeth in one of these public…

Ask Amy: Airport customers get played by line cutter

Dear Amy: I recently returned from a trip. At the airport, the gate agent asked us to start lining up, since the plane had been…

Ask Amy: Widowed mother still uses disabled husband's parking permit

Dear Amy: My fa­ther-in-law passed away re­cent­ly. Be­fore he died he had a hand­i­cap park­ing per­mit that Mom proud­ly dis­played when­ev­er she parked, even…

Ask Amy: Girlfriend worries about future mother-in-law

Dear Amy: I am a 23-year-old woman who has been in a relationship with my boyfriend for four years. We live together and plan on…

Ask Amy: Work friends clash over pregnancy news

Dear Amy: I used to be very good friends with a colleague. We socialized outside of work and I was a frequent guest in…

Ask Amy: Mother worries about communion exclusion

Dear Amy: My husband's brother and his wife just got divorced after 17 years of marriage and 25 years of being together.They have three children…

Ask Amy: Bullied child becomes bullied husband

Dear Amy: My wife and I have been married for more than 30 years and have raised three children. My wife is a controller…

Ask Amy: Mother worries about daughter's taste in men

Dear Amy: My daughter, 40, and her daughter, 10, have been living with me for the past couple of years. My daughter has a very…

Ask Amy: Aunt's nose is out of joint over baby visit

Dear Amy: My nephew and his wife recently had their first baby. We live in the same city, and are close. The day the…

Ask Amy: 'Out' girl wants to have gal-pal sleepover

Dear Amy: My middle-school daughter recently came out to our family; we are all very supportive of her. She has a girlfriend the same…

Ask Amy: Pastor persuades husband to clean his car

Dear Amy: My husband and I have been married six years. He is a Christian, and is active in his church. I am an…

Ask Amy: Man wants to be 'fun dad' while mom labors

Dear Amy: When my husband and I married about 10 years ago, we were both ambivalent about having children.My husband is a kind, generous…

Ask Amy: Celebrate the holidays by giving to charity

Dear Readers: Many of us are now in the recovery mode of the holiday season. In the spirit of the season, I present my…

Ask Amy: After 10 years, girlfriend wants to take relationship to next level

Dear Amy: My boyfriend and I have been together for almost 10 years. I am 28 and he is 26. I never really pushed…

Ask Amy: Husband concerned that wife's colleague is more than a friend

Dear Amy: I am 51; my wife and I have been married 25 years. She and a male colleague have been friends more than…

Ask Amy: Grandma overshares Facebook photos of grandkids

Dear Amy: My mother-in-law has recently started a Facebook account. There are three of us sisters-in-law and we all find this a great way…

Ask Amy: Daughter starts to parrot dad's critical comments

Dear Amy: I have a daughter who is a high school freshman. When she was 2, her father divorced me. I was devastated because…

Ask Amy: Family worried that alcoholic mom will disrupt wedding

Dear Amy: My daughter is engaged to a wonderful young man. We love him like our own son. His mother, however, is an alcoholic.…

Ask Amy: Old friend's joyful updates prove painful as daughter struggles

Dear Amy: My friend and I both have 30-year-old daughters. Each of our daughters has struggled over the years. My friend’s daughter now has…

Ask Amy: College student continues to cohabit with ex

Dear Amy: I am a 22-year-old college student. I recently broke up with my boyfriend. We still share an apartment, but we have our…

Ask Amy: Adult struggles to get over tough childhood

Dear Amy: I need your advice on how to get over my childhood, accept my parents for what they are and move forward without…

Ask Amy: Ex-husband wants to issue STD warning

Dear Amy: My wife of more than 40 years and I had a mutual parting of ways five years ago. Though we went our…

Ask Amy: Former friend gives gifts to get invitations

Dear Amy: I have a former friend, “Debbie.” Our friendship ended due to her constant criticism, gossiping, backstabbing and passive-aggressive behavior toward my family.…

Ask Amy: Child victim faces abuser at family events

Dear Amy: I suffered sexual abuse at the hands of a cousin when I was between the ages of 5 and 8. He is…

Ask Amy: Faux 'bridesmaids' can't afford the honor

Dear Amy: I have a longtime friend who has asked our circle of five women to be “bridesmaids” for her wedding photos. She has…

Ask Amy: Grieving family struggles to come together

Dear Amy: My sister recently died suddenly. My husband does not like my late sister's husband.My mother invited my sister's husband to share our…

Ask Amy: Sister catches her sister's boyfriend in a lie

Dear Amy: My sister has been dating “Dominic” for close to three years. She decided she wanted to start a whole new career path,…

Ask Amy: Beneficiary says emphatic 'no thanks!'

Dear Amy: A man who I was romantically involved with many years ago announced to me that he is making me the beneficiary on…

Ask Amy: Sister's harsh parenting advice is unwelcome

Dear Amy: I come from a large, opinionated family and we have a history of sibling rivalry and arguing, which is finally starting to…

Ask Amy: Druggie pal not wanted at wedding

Dear Amy: When “Maria” and I met, we promised each other to be as close as sisters forever, but things have changed. She was…

Ask Amy: Fiancé catches partner cheating, wants to heal

Dear Amy: I recently caught my fiancée of 12 years cheating on me with a co-worker. We have two children together.After I discovered her…

Ask Amy: Drunk bridesmaid ruined her wedding; now she wants to return favor

Dear Amy: I married my husband seven years ago. A close girlfriend was one of my bridesmaids. She got ridiculously drunk at my wedding.…

Ask Amy: Husband had many women, now he won't have her

Dear Amy: I fell in love with a wonderful, kind man. He told me that he had been with 30-plus women in his 55-plus…

Ask Amy: Should daughter intervene when Dad snaps at Mom?

Dear Amy: I was raised by two wonderful parents. My sister and I are independent and strong women. My parents allowed me, my husband…

Ask Amy: Deadbeat dad won't give money promised for down payment

Dear Amy: I am a 28-year-old woman with a father who routinely lies to me. When I was growing up, he sold his business…
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