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Amy Dickinson

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

Ask Amy: Is this family obligated to celebrate milestone birthday?

Dear Amy: My in-laws are hosting a birthday party for my husband's grandfather. He is turning 90. The party is 200 miles away. My…

Ask Amy: Reader wonders why parents with visitation fade away

Dear Amy: Please help me to understand why it seems so common that after a divorce, the parent with visitation will allow themselves to…

Ask Amy: Grandma worries grandson looks like a granddaughter

Dear Amy: My youngest grandson, "Jamie," is 3 years old. He and his family live out of state, so we only see him two…

Ask Amy: Mom's boyfriend causes strain during visits

Dear Amy: My mother and I have lived halfway across the country from each other for over 20 years. I enjoy spending time with…

Ask Amy: Cousin confab turns into drunken debacle

Dear Amy: During the holidays, our cousins invited my brother, sister and me (along with our spouses and families) to her home for dinner.…

Ask Amy: Woman wonders how to get her guy to help at home

Dear Amy: I recently started a new higher-paying job that I love. I work one 48-hour shift and then pick up extra hours to…

Ask Amy: Parents punish child for reporting unwanted touching

Dear Amy: Recently a 10-year-old reported to me that her friend's daddy had slapped her on her bottom twice and also held her in…

Ask Amy: Childless man learns he might be a dad

Dear Amy: When I was in my late 20s in the 1990s, I dated a woman for several months before I broke it off.A…

Ask Amy: Married woman fantasizes about woman at gym

Dear Amy: I am married to a wonderful man, but recently started obsessing over a woman I see at my gym.I hate myself for…

Ask Amy: He married a single mom and now wants out

Dear Amy: I married a single mom. Now that I am in the thick of it, I want out.I grew up an orphan, so…

Ask Amy: Abused husband wants to win wife back

Dear Amy: My wife and I met when we were 20. We've been married for 15 years. We have two wonderful young children. Our…

Ask Amy: Her lovely daughter is overweight; what's a mom to do?

Dear Amy: My 18-year-old daughter is beautiful and very smart. She is going to her dream college. My concern is that she has gained…

Ask Amy: Artist copes with unsolicited artless advice

Dear Amy: I'm an artist hoping to get a career as an illustrator. I graduated with an art degree three years ago and have…

Ask Amy: Mother struggles with daughter's weight

Dear Amy: My daughter was extremely active in high school. When she went to college, she decided not to play any sports at all.After…

Ask Amy: Long-ago love now seems like unhinged stalker

Dear Amy: When I was in high school, many years ago, I dated "Jack." He is a few years older than me. Apparently Jack…

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: Husband worries that weighty wife won't diet

Dear Amy: I love my wife. She is 5 feet 3 and weighs 200 pounds. When we married 35 years ago, she weighed 125…

Ask Amy: Woman groped at party is conflicted about reaction

Dear Amy: I am a 62-year-old woman who, along with my husband, went to a party at a friends’ house. I have known this…

Ask Amy: Grieving daughter wants to cut off mother

Dear Amy: When you tell someone, "Please, give me time to get myself strong before you ask for support," and they don't listen, what…

Ask Amy: Girlfriend wants to ditch the guy, keep his friends

Dear Amy: I am 58, and my boyfriend of two years (who I once loved) thinks a great date is to take me to…

Ask Amy: Thank maid of honor for shower despite drunken wedding spree?

Dear Amy: I was recently married, and my maid of honor threw me a bridal shower. At the wedding, she proceeded to drink too…

Ask Amy: Granddaughter wonders how to handle mean grammy

Dear Amy: I'm a 36-year-old woman who is lucky enough to have a large and wonderful family — with one exception: my 85-year-old grandmother,…

Ask Amy: Young couple encounter Christmas circus

Dear Amy: I can't really complain — my new husband and I both have very loving families, whom we are both close with —…

Ask Amy: Bitter breakup sours ex to funding funeral

Dear Amy: I dated a gal for over a year when we were in college. She eventually dumped me, saying, "You cannot afford the…

Ask Amy: Professionally, it's best to protect for the downside

Dear Amy: I've been in the professional world for a little over two years. I work in a fairly small town as a midlevel…

Ask Amy: Rules don't seem to faze these neighbors

Dear Amy: We live in a townhouse development. The house adjoining ours is owned by a retired man (who lives nearby) and is occupied…

Ask Amy: Should she warn future partners about abusive ex?

Dear Amy: About three months ago, I got out of an abusive relationship. My ex attempted to kill me and made threats on my…

Ask Amy: Three's no longer a crowd: Polyamory hires a press agent

Dear Amy: I recently learned that a relative, a young woman in her 20s, is involved in a polyamorous relationship — a ménage à…

Ask Amy: Assistant worries bad marriage is bad for business

Dear Amy: I work as a personal organizer/assistant for a home business. The owners are a married couple who I respect and enjoy working…

Ask Amy: Overgrown college bro overstays his welcome

Dear Amy: Several years ago, "Steve," a college acquaintance of my husband's, made contact with us after many years, asking if his daughter "Mandy"…

Ask Amy: Abusive ex puts vicious spin on annual holiday letter

Dear Amy: This will be my fifth holiday season since I left a suffocating, controlling, verbally abusive ex.We have gone to court multiple times…

Ask Amy: Wife ponders future with addict

Dear Amy: I discovered my husband with drug paraphernalia in our home and took our 1-year-old son and moved across the country to live…

Ask Amy: Sisters engage in a 'friending' war

Dear Amy: I recently got into a spat with my sister about Facebook. We're both in our mid-20s. She is furious that I don't…

Ask Amy: Living with saboteur husband isn't so sweet for a diabetic

Dear Amy: I am in my 60s. I have type 2 diabetes and am on oral medication.I have always been very active and try…

Ask Amy: Mother wants daughter to tidy up

Dear Amy: My daughter is married and has two teenage sons. Both she and her husband work full time and the boys are in…

Ask Amy: Holiday season brings on tug of war

Dear Amy: My boyfriend and I have been dating for three years. I dread every interaction with his family. He's the youngest of five;…

Ask Amy: Holiday guest receives ashes for dinner

Dear Amy: My partner “Mike” and I have been in a relationship/cohabiting for many years. We go to his mother “Peg’s” house for holiday…

Ask Amy: Might be time to rekindle lost love

Dear Amy: Through high school and on and off through my first two years of college I dated the only person I've ever been…

Ask Amy: Sister in-law feels cut from the herd

Dear Amy: I have been married to my husband for a wonderful 17 years, but I have never felt accepted by his family. He…

Ask Amy: He's insecure about girlfriend's past

Dear Amy: I am seeking advice on a very touchy subject between me and my boyfriend of two years.I am 24 years old. When…

Ask Amy: Boomer parents wonder why they are ignored

Dear Amy: During our 20s, 30s and 40s, my wife and I traveled to see our parents, who were in their 50s, 60s and…

Ask Amy: Man offers one story, Facebook reveals another

Dear Amy: I have recently become involved with a new guy, and we clicked immediately. I've had a great time getting to know him…

Ask Amy: Wife is very worried about husband's drinking

Dear Amy: My husband "Greg" is wonderful! He is funny and sweet. He is loving toward me and is a great dad to our…

Ask Amy: She's newly divorced; old love wants to meet

Dear Amy: I am recently divorced after a tumultuous marriage.I was recently contacted by an old boyfriend, whom I have not seen for many…

Ask Amy: When is it OK to leave your marriage?

Dear Amy: I'm at a crossroads. I've been married for 15 years, and have two children, ages 11 and 9.I don't love my husband…

Ask Amy: Wife heartbroken over husband's gift of trip with sister

Dear Amy: My husband and I have been married for seven years. He just turned 50. We have three children — one each from…

Ask Amy: If the louse is out of the house, why is she sad?

Dear Amy: After years of my paying all of our household expenses, buying my husband two cars, paying for vacations and literally everything else,…

Ask Amy: New stepmom struggles with behavior of hubby's ex

Dear Amy: I married the love of my life in June.I've known him for about 10 years. He was in a serious relationship and…

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…

Ask Amy: Neighbor wonders about confronting boor

Dear Amy: Our young neighbor boy defecated on public property near our yard. I think he just got caught up in playing.I immediately walked…

Ask Amy: Mom doesn't want to wade through 'mean girl' waters

Dear Amy: My daughter has a group of girlfriends I don't particularly care for, but I try to stay out of it and work…

Ask Amy: Mother worries about child bullied by cousins

Dear Amy: My husband and I have a 4-year-old son.At my husband's family functions his sister's 6-year-old boy (and 3-year-old girl) are always pushing…

Ask Amy: Neighborly cottage repairs could be billable

Dear Amy: My wife and I both recently retired and moved to our vacation cottage.I am a retired tradesperson and very familiar with repairs…

Ask Amy: Without treasured ornaments, Christmas is not the same

Dear Amy: My ex-husband and I lost our home and subsequently separated. While things were peaceful between us, he rented a storage unit that…

Ask Amy: Young daughters have tough time separating from pets

Dear Amy: I am at my wits' end. There are two beautiful little girls in my family (ages 7 and 9), and their mother…

Ask Amy: Sisters try to uncover adoption secret

Dear Amy: My mother gave up a daughter for adoption before my older sister and I were born. She told us about our half-sister…

Ask Amy: Is her guy hanging with the girls because he's bored?

Dear Amy: I have been with my boyfriend for almost five years, and lately he seems to want to meet up or hang out…

Ask Amy: Recovering hoarder says no to holiday gifts

Dear Amy: Fall has begun and the holiday season is fast approaching. I am a recovering hoarder, and I'm digging myself out from all…

Ask Amy: Dad's many girlfriends may meet at his funeral

Dear Amy: Our elderly father has had long-term, concurrent relationships with multiple women in the same city for years. It seems clear that the…

Ask Amy: Sister relationship bogged down by blog

Dear Amy: My only sister and I have never been close, possibly due to a six-year age difference and by having grown up in…

Ask Amy: Money woes have sisters' trip off to a bad start

Dear Amy: My four sisters and I discussed taking an overseas trip. I found a great vacation package and ran it by all of…

Ask Amy: Polyamorous trio wants to enjoy holidays together

Dear Amy: My 30-year-old niece has lived with her boyfriend for three years. They became engaged last year and then called off the engagement…

Ask Amy: Ailing daughter struggles to take care of aging parents

Dear Amy: I'm the youngest of four grown children. I'm currently trying to care for our aging parents.I hold a full-time job and I've…

Ask Amy: Should she make the big move for her boyfriend?

Dear Amy: The day after he was laid off from his IT job, my boyfriend received the offer of a lifetime for a new…

Ask Amy: Wife struggling to recover from decades-old infidelity

Dear Amy: After 44 years of marriage, I recently discovered my husband had several one-night stands during the first 15 years of our marriage.…

Ask Amy: Shy health care aide should report abuse

Dear Amy: I work as a health care aide. I love the job I have now, but the lady's husband is touching me inappropriately.I…

Ask Amy: Mother's dark secret should see the light

Dear Amy: I have six siblings, one older than I am. When my older sister and I were young (13 and 15), our mother…

Ask Amy: Couple bemoan son-in-law's promotion prospects

Dear Amy: Our daughter has been married for 10 years to a wonderful guy. They’re great parents. So what’s our problem? Well, our son-in-law…

Ask Amy: Bar mitzvah brings out the worst in ex-spouses

Dear Amy: My ex-wife and I haven't been together for almost seven years, but only recently can we peacefully co-parent our twin boys.My anger at…

Ask Amy: Boyfriend's 'comedy' really kills

Dear Amy: I have been with my boyfriend for about eight years.The other night we went out to dinner with my parents. One of their…

Ask Amy: Should a person marry and also plan for their exit?

Dear Amy: My partner of three years and I are very happy together and love each other. We are in our mid-20s, live together and…

Ask Amy: Parent facing student loan default asks daughter for help

Dear Amy: Years ago, I took out several parent “PLUS” loans to help put my daughter through college. She took out some smaller loans, which…

Ask Amy: Employer learns awful truth about employee through gossip

Dear Amy: A few months ago, I was told by "Carly," an acquaintance, that my employee "Bernadette's" entire family was killed in a truly horrific,…

Ask Amy: Mom wonders: Should I be cool with teen kegger?

Dear Amy: I am the mother of a 15-year-old daughter who is a freshman in high school. She attends a prestigious private school and she…

Ask Amy: Young mom needs to re-examine choices

Dear Amy: I am in my early 20s and am engaged to a man in his early 40s. We were both big drinkers. Then we…
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