“Who Should Keep My Engagement Ring?”

My boyfriend, Rick, and I are having a disagreement about engagement rings that I hope you can help with. Rick’s ex-wife, since their divorce four years ago, has pawned her engagement ring because she “needed” the money, despite everything she got from their divorce settlement. Rick is very disappointed because he spent a lot of money on the ring and because he thought she would have given that ring to their oldest child and only daughter. Now he wants to get me a ring and get married, despite the fact that it is very early in our relationship, but we disagree on what to do with the ring after I die or…

“Will His Estranged Mother Ruin the Christmas Party?”

My husband has been estranged from his mom for about three years. The reason is a really long story, but we think she has borderline personality disorder and she can’t take responsibility for her actions. He has no interest in reconciling with her at all. We just got invited to a family Christmas get-together and she, too, has been invited. My husband doesn’t have much family so I’m sure he’d love to see them, but I know he absolutely doesn’t want to see his mom. They don’t really do get-togethers like this, so it’s not like we could just see them all another time. His mom has only seen our older son…

“I’m Embarrassed That My Daughter Calls My Boyfriend ‘Stepdad'”

I’ve been living with my boyfriend for a year now, and I have a daughter, Carol, from my previous marriage. Lately, she’s been insinuating that he’s her stepdad. I’m very embarrassed because he’s never brought up marriage. I feel that unless you’re engaged or married, your kids should refrain from calling your partner stepdad or stepmom. Should I tell Carol to stop saying that? I don’t want my boyfriend to feel pressured. It makes me uncomfortable. — Too Embarrassed to Pressure Him

“My Boyfriend Is Unemployed, Lives With His Parents, and Has Two Kids to Support”

I have been reading your letters for months and I appreciate and admire how much you’ve helped people and I hope you can help me. I am 23 years old and live with my parents and am currently in a relationship with the love of my life who is 28 and also lives with his parents. I truly adore my boyfriend, and I think he feels the same way. It’s just that his life is sort of a mess right now. He has two children with two different women, one of whom has passed away. He loves his kids very much, but he doesn’t have enough money to support them. He and…

“I Feel Like My Boyfriend’s Sibling”

I’m nearly 25 and have been with my partner, Greg, eight years now on and off (mostly on). Last November, we moved into his parents’ annex, which is classed as different properties but has the same private landlord. At first, I thought it was a brilliant idea — we could have our own space, get a dog and really begin our lives together. However, things have not gone as I was hoping. Not one single day or night passes that Greg doesn’t need to go “next door.” I work till 7 or 8 some days and all I want to do is sit down, have a glass of wine, and talk with…

“After Two Years, He Still Wasn’t Ready to Meet My Family”

I have been in a relationship with a man for almost two years. I’m 27 and he is 43. I’m divorced and he’s never been married before. We met an app. He’s a doctor. I’m a teacher. I asked him to meet my parents and he got mad and said that he didn’t like that I told them about him without telling him first. Then he said, “I’m way too far from any stage of meeting them anyway,” so I left him. I deleted him and I stopped talking to him, but I really love him. I want to know if what I did is right or wrong. Please advise me. Thank…

“How Can I Ask If I’m No Longer a Bridesmaid?”

I (think) I have been un-asked to be a bridesmaid, and I do not know whether or how to acknowledge this without upsetting the bride. I would be most grateful for your thoughts as I am stuck, and it’s a relationship that I want to handle well, and I want to not create any negative feelings for the bride on such an important day. I was asked by the bride to-be, an old friend that I am most fond of but admittedly not close to, or see a lot of, to be bridesmaid. I was very touched and excited. She mentioned it again a few times at different meet-ups in the following…

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