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Amy Dickinson

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

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…

Ask Amy: Woman caught between boyfriend and mother

Dear Amy: My boyfriend and I have been dating for a year and a half. We’re both 32. I live at home with my…

Ask Amy: Mom's grief over miscarriage affects family

Dear Amy: My miscarriage was 10 years ago. I still grieve for my lost “Grace.” It took many years to come to terms with…

Ask Amy: Wife frustrated by husband's employment

Dear Amy: My husband of 29 years has been working as a contractor for the past nine years. His last stable position was in…

Ask Amy: Couple are poor partners and parents

Dear Amy: My current husband and I have been married 14 years (he is 74, I am 60). I had a very traumatic divorce;…

Ask Amy: She briefly dated husband's best friend, and just remembered

Dear Amy: My husband has become very good friends with a guy I have known for years from my small town. They treasure the…

Ask Amy: She loves her husband, but can't shake obsession with old flame

Dear Amy: I have been happily married for almost 50 years, until this past summer. My husband and I visited our hometown and I…

Ask Amy: Parents hosting teen party get busted

Dear Amy: My 16-year-old daughter hosted a party with about 20 of her classmates. The party was on our deck and my wife and…

Ask Amy: Woman finds herself married to his mom

Dear Amy: My husband is 51 and I’m 41. We’ve been together five years, and got married seven months ago. I am ready to…

Ask Amy: Husband's control makes wife miserable

Dear Amy: I have been with my husband for 30 years. We are both in our 70s and this is a second marriage for…

Ask Amy: Relationship goes from 'poly' to zero

Dear Amy: I'm a 24-year-old woman. When my guy and I were first together we had a polyamorous relationship with his girlfriend. We did…

Ask Amy: Son wants to kick freeloading dad off couch

Dear Amy: My parents divorced when I was very young. My brother and I were raised by our hardworking mom without any financial support…

Ask Amy: High-drama roommate impacts friendships

Dear Amy: I am at a loss with how to approach one of my best friends and roommate of more than three years, “Cassy.” Cassy…

Amy: Friend's guilt over college assault haunts her

Dear Amy: When I was a freshman in college, 17 years ago, my roommate and I went to a house party. My roommate disappeared into…

Ask Amy: Parents fret over daughter's relationship

Dear Amy: My 20-year-old daughter is in love with her former soccer coach, who is 53. When she was 16, he started coaching her…

Ask Amy: Unhappy second marriage leads back to first husband

Dear Amy: I have been married to my second husband for five years.I hold a great deal of animosity toward him, because in the…

Ask Amy: Worker would rather get cash than cashmere

Dear Amy: I’m a faithful reader of your column. I am a housekeeper for the best family in the world. I know they love…

Ask Amy: Parents want troubled son to be in control of sharing his story

Dear Amy: We had a very difficult summer. We sent our 14-year-old son out of state to a wilderness program because of his substance…

Ask Amy: Elderly alcoholic disrupts family dynamic

Dear Amy: My mother-in-law is a fun, smart, interesting 87-year-old alcoholic. Her children have approached her about her excessive drinking, but she perceives it…

Ask Amy: Woman in relationship competes with 'sugar mama'

Dear Amy: We first met when I was 14 and he was 16, but when we reconnected we were both married to other people,…

Ask Amy: Constant cousin comparisons causing damage

Dear Amy: My daughter, “Ally,” and my husband’s sister’s children, “Abe and Gretchen,” are all teenagers. While my family relocated away from our Midwestern…

Ask Amy: Widow finds out husband was cheating

Dear Amy: My husband passed away about two months ago. While going through his desk after his death I discovered he was having an…

Amy: Neighbor wonders how to intervene

Dear Amy: I have a neighbor who is usually kind, thoughtful and pleasant. He will go out of his way to help anyone. He presents…

Ask Amy: Do you need to forget in order to forgive?

Dear Amy: I have seven brothers and sisters. One of my brothers waited to get married until his mid-40s. Before marrying, he was happy…

Ask Amy: Is it right to contact the boss over ex's stalking?

Dear Amy: My ex and have been separated for six years. After that we were on and off as a couple, but a year ago…

Ask Amy: Wife's enthusiasm creates burdensome sexpectations

Dear Amy: I am 64; my wife is 62. We are empty nesters. My wife and I are intimate most often on weekends, when I…

Ask Amy: Illness interrupts wife's sexual desire

Dear Amy: My wife and I have been married more than 50 years. We are in our 70s. About seven months ago, my wife stopped…

Ask Amy: Parents wonder how to discipline other people's kids

Dear Amy: My wife and I are friends with the families of two children who play with our 7-year-old son. We know these families separately…

Ask Amy: Parent jealous of new in-laws' togetherness

Dear Amy: One of our children recently married into a large, close-knit, gregarious family. These folks spend all holidays together, vacation together and, although most…

Ask Amy: Series of losses made worse by pal's distance

Dear Amy: Sixteen years ago my best friend introduced me to the man who would become my husband. Her husband, "Stan," was my (future)…

Ask Amy: Family wants to exclude aunt from memorial

Dear Amy: My mother passed away, and my sisters and I are planning her "celebration of life" gathering.Mom was a loving and generous woman…

Ask Amy: Sisters wonder how to confront abusive dad

Dear Amy: My childhood was rough. My mother died when I was 6. She wasn't around much before that, but it took a hard…

Ask Amy: Teen's sugar addiction is not so sweet

Dear Amy: I am a young teen who has a bad addiction to sugar. When I have tea, I put way too much sugar in…

Amy: Sex addict not welcome at Thanksgiving

Dear Amy: My42-year-old cousin is in a serious relationship with a 52-year-old man. She recently learned that he told her child's 23-year-old baby sitter his…

Ask Amy: Man insists on biological child to create family legacy

Dear Amy: My boyfriend and I are in our 50s. We have known each other for 15 years, but started dating two years ago after…

Ask Amy: Anniversary getaway is all business

Dear Amy: I have been planning a four-day weekend getaway with my wife to celebrate our 20th anniversary. We have school-age children and work…

Amy: Drunken party causes fracas

Dear Amy: My boyfriend and I hosted a party. We consumed lots of alcohol. My boyfriend was drunk and started fighting with his friend. He…

Amy: Mother worries about daughter's bi guy

Dear Amy: My almost-25-year-old daughter is in a live-in relationship with a 36-year-old man who professes to be bisexual.He didn't tell her this in the…

Ask Amy: Dad worries son's life is going to pot

Dear Amy: My 18-year-old son started college this year. He has a part-time job and is paying for a new car to drive to school…
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