ArcaMax

Dear Annie: My husband does not like my sister. He says she reminds him too much of his ex-wife. It has now come to the point where he doesn't want to be around her. This is making it very difficult to see my whole family. They live in Canada, and we are planning a trip there to visit them, seeing as my father's mental health is getting bad.

My...Read more

Dear Annie: My sister "Kendra" and I are not very close and only communicate two to three times per year, mainly in emails. Kendra sold her home and moved out of state. Through our sibling, I heard that she listed her house high to begin with and had to come down on her price in the end but made a decent amount on it. I never commented on how ...Read more

Dear Annie: I've been reading your column for a long time, and I admire how reasonable and nonjudgmental your advice seems to be.

My husband and I were childhood sweethearts. We are currently separated, and I am concerned that this might lead to divorce.

This is my second marriage. We have two children. Our first child was born in February ...Read more

Dear Annie: My son's wife was pregnant with their third child in November 2021. At that time, even though my wife is severely handicapped, I offered to come over and spend time with the "grandkids" while she gave birth. She called in December and said, "Pop, I'm in labor." I said, "Don't worry, I'll look in on the kids while you all are in the ...Read more

Dear Annie: I'm a 45-year-old woman, and my boyfriend is 36. His family loves me, except for his dad. I don't know what I have done for him to dislike me. I should say that at one point, in the past, he used to like me.

When my boyfriend's mom was diagnosed with cancer, I was there each time she was in the hospital. My boyfriend and I would ...Read more

Dear Annie: I love your column and am writing to offer a different point of view for the woman whose family does not celebrate her birthday or Mother's Day or Christmas the way she wants. She says she gives them presents, but they don't reciprocate.

Well, I have a friend who goes overboard in celebrating these holidays. She will spend an entire...Read more

Dear Annie: My husband and I finalized our divorce in April after nearly a year of separation. I'm at a loss as to what to do now when it comes to my ex's birthday and Father's Day. We share an 8-year-old son who is severely autistic, so when it comes to holidays and whatnot, everything is my doing with only a little assistance from our boy.

...Read more

Dear Annie: I work remotely and rent a small guesthouse on a property owned by a retired couple, "Tom" and "Linda." They live in the main house and are kind, but recently their friendliness has crossed into something more intrusive.

At first, it was small things; Linda would wave and come chat while I was outside on a break, or Tom would ask ...Read more

Dear Annie: My sister, "Jenna," is 38 and recently started selling handmade candles online. I was excited for her at first; it's a big step to start your own business. But now, every conversation somehow turns into a pitch. She'll bring candles to family dinners and "gift" them, only to follow up later asking for social media shoutouts or ...Read more

Dear Annie: I'm 65 years old, and after years of focusing on everything and everyone else, I finally feel ready to date again. The only problem is -- I'm not sure how to go about it, or if it's even realistic at my age.

I'll be honest: I have not been the best judge of character in the past. That makes me extra cautious now, especially when ...Read more

Dear Annie: I had my kids in my early 20s, which felt right for me and my husband at the time. We live in New York City, where most parents we meet had children much later in life. At school events, playdates or birthday parties, we're often the youngest parents in the room -- sometimes by more than a decade.

While everyone is polite, I can't...Read more

Dear Annie: I'll be starting college this fall, and while I'm excited to grow academically, I'm also looking forward to making new friends and maybe even finding a boyfriend. But I already know one thing: I don't plan on sharing many details about my romantic life with friends -- if I mention it at all.

Here's why: I've noticed that when ...Read more

Dear Annie: I'm 45 and trying to move forward after the end of a 15-year marriage that left me emotionally and financially depleted. In my early 20s, I was an ambitious, college-educated overachiever who fell in love with a charming, carefree man. He had no real goals, had flunked out of college and was working part-time in fast food. But I ...Read more

Dear Annie: My sister lives across the country and recently lost her husband. She doesn't have much of a support system nearby, and she's not in good health and can't get around well at all. She can barely take care of herself, never mind her little dog. Her home has serious issues because it's been poorly maintained. I haven't been able to go...Read more

Dear Annie: I have a frustrating problem with my mother. I'm 40 years old, but she still treats me like I'm a teenager. She expects me to answer every call immediately and freaks out if I'm unavailable, often roping in my cousin to text me if I don't respond since my mom doesn't know how.

This has been going on since I was a teen. When I was ...Read more

Dear Annie: I need some advice. My son got married three years ago to a woman we didn't know about. He never brought her over to introduce her to us. Didn't even tell us he got married. He stopped speaking to us.

Then, when my husband died, my son asked if I got any insurance money. That took me back. I don't see him anymore unless he needs ...Read more

Dear Annie: My husband has been coaching our 8-year-old son's soccer team this season. At first, I thought it would be a great bonding experience for them. Our son is an active, sweet kid who used to spend hours in the yard practicing his kicks and counting down the days until the next game. But now, that excitement is gone -- and I think I ...Read more

Dear Annie: I am a 60-year-old divorced mom with three grown children in their 30s. I have spent most of my adult life putting my family first, especially after my marriage ended more than a decade ago. I raised my kids mostly on my own, worked full time and never really dated seriously again. Part of that was fear, and part of it was being ...Read more

Dear Annie: I recently hosted a small dinner party at my home for a few close friends -- just six of us, gathered around the table for what I hoped would be a relaxing evening of good food and conversation. I spent the day preparing a nice meal, setting the table with care and making sure everything felt warm and welcoming. But one guest, my ...Read more

Dear Annie: My daughter recently got engaged, and while I want to be happy for her, I have serious concerns about her fiance. He's moody and dismissive, and I've seen him speak to her in ways that feel demeaning. She brushes it off and says I'm being overly sensitive. I don't want to ruin our relationship, but I'm struggling to stay silent ...Read more