#1199: “Hello, I’d rather hang out with my main character than my husband.”

Dear Captain - I (she/her) am a middle-aged wife of a man (he/him). We've only been married three years (together 8) but it has turned out to be rather nothing like what I wanted marriage to be - and I was not unrealistic! He's emotionally constipated and may also be more intellectually my inferior than … Continue reading #1199: “Hello, I’d rather hang out with my main character than my husband.”

#1175: “My teenager says their father (my ex of 1.5 decades) is sending me a V-Day Present. Help!”

Dear Captain Awkward, My teenager has informed me that their father told them he plans to mail me jewelry for Valentine's Day. Their father and I have been divorced for nearly a decade and a half and I've been in three committed, long-term relationships in that time. I have less-than-zero interest in my ex-husband romantically … Continue reading #1175: “My teenager says their father (my ex of 1.5 decades) is sending me a V-Day Present. Help!”

#1130: “When I told you my marriage is over, it wasn’t an invitation for advice on how to fix it.” + Summer Pledge Drive continues

By request, behind a cut with a content note for past suicidal ideation (that is resolved & the person is safe/ok now). Hello Captain, I write asking for a script. I (she/her pronouns) am leaving my husband of ten years. We have a young child. My husband is not an abuser or a Darth Vader; … Continue reading #1130: “When I told you my marriage is over, it wasn’t an invitation for advice on how to fix it.” + Summer Pledge Drive continues

#690 and #691: One of life’s saddest lessons is that people don’t have to be awful or evil to be not quite right for you.

Letter Writers, no one is topping "Dear Sugar" on this topic. Read that and you're probably good. But just in case, your letters and some answers are below. Dear Captain Awkward: I'm 29 and female, and have been in a relationship with the same guy since college. We now live together. He wants to marry … Continue reading #690 and #691: One of life’s saddest lessons is that people don’t have to be awful or evil to be not quite right for you.

#669: “My partner’s wife is a People-Pleaser. Good news, I am a Fixer!”

Hello awesome awkward people! I'm in a poly relationship, my partner (of four years) has a wife of 20 years (her & I have been really close but have grown more distant the last nine months or so) who has really been struggling the last couple years with what she feels is depression (I'm phrasing … Continue reading #669: “My partner’s wife is a People-Pleaser. Good news, I am a Fixer!”

#410: How do I tell old professional contacts about my recent name change now that I need a reference?

Dear Captain Awkward: Last year, I got divorced. At the time of my divorce, I was offered the legal choice to go back to my maiden name, or to keep my married name. I decided to choose a whole new last name, which was something I had always wanted to do. My new last name … Continue reading #410: How do I tell old professional contacts about my recent name change now that I need a reference?

#346: Single Parent Dating: When is the right time to introduce a new partner to your child?

Hello Awkward - I'm a single father. I married my high school sweetheart and as a consequence, dated very little. So now divorced, I am thrust into this dating life and am finding my way. The dating part comes easy, being a gentleman and forming relationships has gone well. I get that part. My question … Continue reading #346: Single Parent Dating: When is the right time to introduce a new partner to your child?