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Amy Dickinson

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

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: Politics has her questioning choice of husband

Dear Amy: My husband and I are in our early 30s. We have been married for three years. We come from very different backgrounds:…

Ask Amy: Overly friendly friend invites other guests

Dear Amy: My husband and I are in our mid-30s. We’re not introverts, but we are particular about the people with whom we spend…

Ask Amy: Toxic grandma forms an alliance with new family member

Dear Amy: After some 40 years of being emotionally bullied by my mother-in-law, my husband and I have drawn the line. We are polite…

Ask Amy: Sorority rush becomes a bust

Dear Amy: My daughter just started college. While in high school she had some friends, but never seemed to get very close to them.…

Ask Amy: Adopted adult seeks biological family

Dear Amy: I was adopted as an infant, and through an agency I tried to contact my biological parents. I have not heard back…

Ask Amy: Parents' split roils adult children

Dear Amy: My parents recently split up. It was my mom's decision and seemed quite sudden. For a few days I was angry with…

Ask Amy: Abuse survivor sees impact on children

Dear Amy: After an abusive 25-year marriage, in which I worked two jobs to help support the children, I finally left after my husband…

Ask Amy: Woman frets over guy's texts

Dear Amy: I am a 26-year-old woman. I’ve been in an exclusive, committed relationship with a 29-year-old man for almost five months. We believe…

Ask Amy: Husband gives wife the smartphone pause

Dear Amy: My husband and I have been married for four years. Lately, I’ve noticed that I’ll enter a room and remark about something…

Ask Amy: Shocking STD disclosure places partner at risk

Dear Amy: I recently found out that my partner of two years has herpes and has transmitted it to me. I moved into her…

Ask Amy: Woman upsets household by finally moving out

Dear Amy: I am a 32-year-old woman living at home with my parents, grandmother and college-age brother.Last year, I had to give up my…

Ask Amy: Daughter wants to shut down parental insults

Dear Amy: When I was growing up, my father called me terrible names, almost always centered on insulting my intelligence (“stupid,” a “nitwit,” etc.).…

Ask Amy: Protective brother wakes up to terrible surprise

Dear Amy: My younger sister and I are young adults. We are extremely close, and have many mutual friends. She is educated, attractive, successful,…

Ask Amy: Friend wants to deliver elder assessment

Dear Amy: When my late father was ill, I always appreciated hearing comments from friends who visited Dad, since I didn't live with him.…

Ask Amy: Sister doesn't seem like family

Dear Amy: I have a younger sister, “Tammy,” who was very cruel to me when we were growing up. Because of her abuse, I…

Ask Amy: Husbands are suddenly denied access to grandkids

Dear Amy: I am a gay man. My husband and I are legally married and have been together for 20 years. We were both…

Ask Amy: Her ex cheated, stole and now he's dying

Dear Amy: My mother is 63 and just ended a tumultuous three-year relationship with a man who cheated on her, lied to her and…

Ask Amy: Dad's will leaves her out

Dear Amy: During a recent visit with my father (age 75) and my stepmother (age 64), my father informed me that I would be…

Ask Amy: Preschoolers planning same-sex wedding

Dear Amy: My 4-year-old son came home from preschool one day and explained how one of the other children has “two uncles” and how…

Ask Amy: Birth mother's broken promises upset daughter

Dear Amy: We adopted our daughter “Laura” as a newborn. She is in college. Laura located her birth mother, “Cassie,” two years ago. Cassie…

Ask Amy: Mom won't let Skyping teen visit girlfriend in another state

Dear Amy: I turned 16 this summer. For nearly two years I’ve kept in touch with a girl from Georgia. I live in New…

Ask Amy: Wife wants to move because of big city blues

Dear Amy: My wife and I recently relocated from a small town in New Mexico to a city in another state.We both wanted to…

Ask Amy: Additional mouths to feed strain finances

Ask Amy: Six months ago our oldest daughter’s husband, “John,” walked out on her and their two kids (20 and 15) for another woman.…

Ask Amy: Parents fret over daughter's extreme change

Dear Amy: My daughter met a guy on an online dating site. He was a total stranger. My wife and I met him in…

Amy: Young marriage faces old problems

Dear Amy: I got married last year. My husband and I are both in our 50s with grown children. I am the primary breadwinner.…

Ask Amy: Boyfriend wanted her and daughter to move in, but now he's crabby

Dear Amy: I am a 31-year-old mother of an 11-year-old girl. I have been dating a 45-year-old man for more than a year. I…

Ask Amy: Wedding guest feels royally put out

Dear Amy: My 26-year-old niece is getting married. Her wedding theme is “Royal Wedding.” She has therefore requested that all family members of the…

Ask Amy: High school friends face boyfriend tension

Dear Amy: My best friend and I are high school seniors and I strongly dislike her boyfriend. He treats her horribly, tells her “no…

Ask Amy: Boyfriend's social surveillance spells trouble

Dear Amy: I have been dating my boyfriend “William” for 2½ years. We are both divorced with children. William’s ex-wife had a horrible two-year…

Ask Amy: Elderly mother is stressed by daughter's calls

Dear Amy: My mom is nearly 90 and is in great health. She is living with my husband and me — and we all…

Ask Amy: New parents wonder about posting, tagging

Dear Amy: As new parents, my husband and I are concerned about protecting our child’s online privacy. Our friends run the gamut from creating…

Ask Amy: Long-distance dieting buddy expresses concern

Dear Amy: Recently, my friend and I started dieting together. Even though she lives across the country, we talk frequently about the weight we’ve…

Ask Amy: Threatened coach leaves kids in gym

Dear Amy: I am a high school teacher and fifth-grade basketball coach. I was recently coaching a practice when a disgruntled parent walked into…

Ask Amy: Woman ties herself in knots to get guy to tie the knot

Dear Amy: My boyfriend and I have been together for more than seven years. He is a wonderful man who has a good intentions,…

Ask Amy: Retiring couple make touchy choice to relocate

Dear Amy: My husband and I are retired in our mid-60s, in relatively good health and financially independent. Our two adult children, who are…

Ask Amy: Wife's secret phone chats revive old affair

Dear Amy: My wife of many years has been engaging in secret phone conversations with an old boyfriend.She lied to me when I talked…

Ask Amy: Abuse survivor can't handle family contact

Dear Amy: About 16 years ago, I decided to sever all contact with my two brothers. This decision was based on the fact that…

Ask Amy: Drunken video of mom creates problems for kids

Dear Amy: My children are friends with a set of siblings. The kids enjoy spending time together, and their mother has even babysat for…

Ask Amy: Girlfriend wonders about 'stepson' relationship

Dear Amy: I am currently dating/living with my boyfriend of three years. He has a daughter (9 years old) from a previous marriage who…

Ask Amy: Family gets a head start worrying about Thanksgiving

Dear Amy: My boyfriend of two years and I will be hosting Thanksgiving for my family for the first time. I know it's still…

Ask Amy: Religious differences might be relationship red herring

Dear Amy: About three years ago, I met a wonderful guy online. “Jeff” and I have very passionate feelings for each other, as well…

Ask Amy: Breakup creates awkward moments at home

Dear Amy: I just broke things off with my fiancé. I told him I didn’t want to get married and that I didn’t believe…

Ask Amy: Overseas move locks mom into anxious cycle

Dear Amy: Our 23-year-old son will soon move overseas. He’s been working toward a goal of teaching in a country whose culture fascinates him,…

Ask Amy: Elderly caregiving seems like neglect

Dear Amy: My husband’s grandmother “Jenny” is 94 and lives alone. Up until three years ago, her son was her main caregiver. When he…

Ask Amy: Ex-wife tries mightily to reunite with husband

Dear Amy: I was 19 when I married my husband, who was 27 at the time. He was here five months before we started…

Ask Amy: Mom caters to the needs of adult son

Dear Amy: I am 55 and my significant other is 56. We are both divorced and have children from our previous marriages. I have…
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