Dear Annie: My sister and I were inseparable growing up. We talked every day, shared everything and supported each other through some tough times, including the death of our dad five years ago.

DEAR ANNIE: My wife and I were recently invited to a friend’s son’s college graduation celebration at a bar two-and-a-half hours from our home. When we arrived and ordered our first drink, we ...

DEAR ANNIE: I always feel guilty during the holidays. Between my family and my husband’s, we end up attending at least two Thanksgivings and three Christmas celebrations every year.

Dear Annie: I’ve been married for over 25 years, and from the outside, it probably looks like we have a stable life. We raised kids together; we pay the bills; we attend family functions.

Dear Annie: My best friend and I, both 54-year-old females, met two weeks before kindergarten. Except for a couple of years, we have stayed friends throughout our lives.

Dear Annie: I’ve read a lot of letters in your column about unhappy marriages, especially long-term ones. My partner and I have been married 33 years and have been through everything possible ...

Advice Dear Annie: Wife financially crippled us and ruined our marriage, and she did it all with DoorDash Published: May. 07, 2025, 9:00 a.m.

Dear Annie: My parents have been in a rocky marriage for as long as I can remember. I’m 16, and my brother is 20 and away at college. My dad has left and come back a few times, and now he’s ...

Dear Annie: I have been married for 25 years and always thought I had the perfect marriage. Everything was fine until my husband turned 50. After that, everything changed. He became grumpy and ...

Dear Annie: My husband is in prison. I don’t want to get into the details about why he is there. It’s mostly for context.

Dear Annie: Money can be one of the biggest sources of stress in a marriage, and it sounds like some people who write in to you feel more like accountants than equal partners. That’s a red flag.

Dear Annie: Lately I feel very bored with my life. On paper, my life looks great. I have a decent job that pays the bills, a circle of friends I can count on, and a daily routine that’s steady ...