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Dear Annie: I have been married to my wife for 25 years, and overall, we have a strong, trusting relationship. But something happened recently that I cannot seem to shake, and it has been gnawing at me more than I would like to admit.

My wife's best friend's husband, whom I will call "Charlie," came to her with a very strange request. He told...Read more

Dear Annie: I married my best friend 19 years ago, but we have known each other for nearly 40. Our shared history runs deep. We have weathered life's highs and lows together, raised children, supported each other through illnesses, job changes and the inevitable challenges of growing older. In many ways, our bond is strong and steady.

However...Read more

Dear Annie: I read the letter from "Sideline Mom With a Heavy Heart" with deep empathy. My husband coached both of our sons, now grown men, in baseball, wrestling and football. While he was not as intense as the father described in that letter, he certainly had his moments.

Early on, I sat him down and said, "No one feels worse about missing ...Read more

Dear Annie: I've been married to a wonderful woman for almost 50 years. That alone should explain our relationship: 50 years. I've never loved anyone else. Our courtship and marriage were wonderful. She was everything I wanted my wife and the mother of my children to be, and she has been, except for one detail. She lied to me about her sexual ...Read more

Dear Annie: I recently had my 50th birthday. My boyfriend and I have been dating for seven years, with a two-year break. His friend recently asked me if my boyfriend gave me a present from him. I hadn't received the present, so I didn't say anything to my boyfriend, hoping maybe time just got away from us and he forgot. It has been over six ...Read more

Dear Annie: I am at my wits' end. I don't know what to do for my 29-year-old grandson. He needs help, but I don't know how to help him.

This is what I call a wasted life. He has no motivation to better himself. He has been living at my house for five months. After he got here, he got fired, so he sat here until the end of July doing nothing but...Read more

Dear Annie: I am a 68-year-old Grammy, and I love to do things with my grandchildren. Unfortunately, as we age, our immunity lowers, and we can become sick more easily.

We can expose whooping cough to our grandbabies by just holding them. Pneumonia can be deadly, too, along with COVID-19 or the flu.

So, as we become older, we have to take care...Read more

Dear Annie: I had a seven-year relationship with a man who I thought was the love of my life. I had been married twice before -- once for 17 years -- to an alcoholic, and I was in a 10-year relationship with a man 15 years older than me.

I have one daughter, who is now 40, and he has a daughter with whom he is estranged. She is 43. He has been ...Read more

Dear Annie: My brother and I are in our early 50s, and our mom has dementia. Our personal lives could not be more different. I have kids and have been married for 25 years. I returned to the workforce full time five years ago after having been a stay-at-home mom. My brother is a newlywed of three years, no kids, and works on big projects for his...Read more

Dear Annie: I'm writing this concerning my family. I have five sons and one daughter who are all grown and have children.

My third son, "Jake," has two adult daughters and an adult son. When Jake's two daughters were kids, I went head over heels in buying things for them. The son wasn't born yet. I bought nothing but the best for the girls, and...Read more

Dear Annie: My daughter will be 26 this year. Her father and I divorced when she was 14. I feel like she had more sense as a 12-year-old than she does now. She had her fair share of issues growing up, and I took her to therapists until she turned 18. Needless to say, we've had a rough relationship the last few years. It's hard to talk to her ...Read more

Dear Annie: I've been helping my neighbor with errands and yard work ever since his wife passed last fall. He's 82, lives alone and doesn't have any close family nearby. At first, it felt good to help -- and I still care about him -- but lately, it's gotten overwhelming.

He's started calling me daily, asking me to pick up groceries, sit with ...Read more

Dear Annie: My husband, "Mark," and I have been married for six years. For the most part, things are good between us, but there's one recurring issue I can't get past. Mark's ex-wife, "Tina," is still very involved in his life -- not in a co-parenting way, since they don't even have kids, but socially. She calls him every few weeks or so, ...Read more

Dear Annie: Your column is a regular part of our home, and I truly appreciate the compassion and insight you bring to readers' questions. I would like to gently offer another perspective, one that may sometimes be overlooked when people write in about the emotional withdrawal of a spouse, parent or longtime friend.

In some cases, what appears...Read more

Dear Annie: My husband and I are the proud grandparents of two beautiful granddaughters. "Lila" is 20 months old and the daughter of our son "Michael" and his wife, "Emily." "Sophie" is 10 months old and the daughter of our other son "Daniel" and his wife, "Grace."

We love both girls dearly and feel so fortunate to have them in our lives. But...Read more

Dear Annie: I need advice on how to deal with a former fiance. We dated for nearly a year before getting engaged, but the engagement lasted only a few months. Once we were engaged, he began laying down expectations for our future: dinner on the table at 5, how many children we would have, even which promotions I should turn down at work. I am ...Read more

Dear Annie: My 23-year-old son graduated from college two years ago and has been unemployed ever since. He earned a degree in a competitive field but has not had any luck landing a job in his chosen profession. While we understand that finding the right opportunity can take time, we are growing increasingly concerned.

He refuses to consider ...Read more

Dear Annie: I met my husband three years ago, about eight months after he lost his first wife of 20 years. Their marriage was often toxic, and she was very abusive toward him. After she passed, he was ready to move on.

Right away, I knew something wasn't right with my husband. In his mid-50s, he was having short-term memory issues, falling ...Read more

Dear Annie: My best friend recently started dating someone new, and ever since, she's become distant. We used to talk daily; now I'm lucky if she texts back within a week. When we do hang out, he always tags along, even for things we used to do just the two of us.

I'm happy she's found someone she likes, but I miss our friendship. I tried ...Read more

Dear Annie: My fiance, "Mark," and I have been together for four years and are set to get married next spring. We live together in a small house we bought last fall. For the most part, things are good. But lately, something's been bothering me.

Mark has a weekly "guys' night" every Thursday with his two best friends from college. It used to ...Read more