Ancestry Dot Con I’m a single woman in my mid-30s with an older half brother I haven’t seen in 20 years. He started calling me several years ago, and we speak sporadically (always instigated by him). He’s married and refers to me as the aunt to his four children (whom I’ve never met). Recently, he […]
Laddy Issues I’m a woman in my early 20s. My friends say I have “daddy issues,” because I tend to date men in their 30s. (I do have a decent relationship with my dad). I find men in their 20s generally immature, slobby, and inconsiderate, with limited communication skills (and no desire to improve them). […]
Emily Postal Bright red lipstick is my trademark. It makes me feel attractive and confident: ready to take on the world. A female friend criticizes me at parties about my leaving a lipstick mark on my glass, even when it’s a plastic cup. She says it’s disgusting, often when guys are listening. Is this her […]
Couching Tiger I’m a woman in my late 20s in a happy, committed relationship. I had the idea of going to a therapist with my boyfriend so we can learn to communicate better, etc. Friends I’ve told about this see it as a sign of “trouble in paradise.” Is it possible I’m in denial and […]
Meet Joe Slack My boyfriend does everything halfway, save for playing video games and smoking weed. He does sloppy work at his job, just the minimum to get by, and is always late turning things in. He’s gotten away with this so far, maybe because he’s charismatic and fun. In our relationship, he’ll promise me […]
Drop Dud, Gorgeous I typically avoid conflict to keep from having ugly conversations. I’m in an unhappy relationship, and it’s clearly not fixable. I always rely on the other person to end a relationship, even when it’s making me really miserable. Why do I do this, and how do I change? —Stuck Girl Note that […]
Adoptee Strainer My boyfriend, who was adopted as an infant, just heard from his birth mom for the first time ever. She contacted him out of the blue, sending a perfectly nice message, not expecting anything from him. Instead of responding to it, he’s just sort of shutting down. Times are tough enough, and I […]
Flee Bites I broke up with my boyfriend because he didn’t prioritize our relationship and wouldn’t commit. He now wants to get back together and has been sending me cards and letters for weeks. Is it foolish to give him another shot? —Red Flag? A man who’s all, “Forget the Tinder randos! I need you!” […]
Knight Vision My boyfriend is very successful, with a high-profile job in finance. He’s very romantic, and I felt I’d found “the one.” However, he has cheated on previous girlfriends, is unusually protective of his phone around me, and otherwise acts secretively. For example: He began disappearing for three hours on Wednesday nights. He didn’t […]
Son Of Clam Getting my boyfriend to talk to me about his feelings seems impossible. I know guys tend not to be super emotive, but trying to get a read on what he’s feeling is like trying to understand a foreign language. How can I get him to open up to me? —Distressed If only […]
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