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I recently made the decision to walk away from one of my oldest friends and I’m feeling very guilty. “Leigh” has been married for a long time to a terrible, terrible person. Her husband has a long history of neglecting Leigh and their children, verbally abusing Leigh, and isolating her from other friends and family. I have tried everything I know to do to get her help through domestic violence shelters, counselors, therapy…you name it. I have personally visited domestic violence counselors myself to try and help her as her only friend. She’s refused help every time, often backtracking things that have been said or done by her husband. I’ve often suggested…

It’s time again for “Dear Wendy Updates,” a feature where people I’ve given advice to in the past let us know whether they followed the advice and how they’re doing now. Today we hear from “Just Friends with Jane,” again, the man whose girlfriend, “Eve,” requested that he stop talking to his longtime female friend from childhood, “Jane.” Jane is like his sister, he said; he talks to her on the phone every Sunday and occasionally sees a new superhero movie with her (which Eve is invited to as well). “Eve says that I’m disrespecting her by continuing to associate with Jane and that she feels like an outsider when the three…

My daughter’s dad, “Rick,” and I haven’t been together in almost thirty years. Our daughter is now 28. Well, after all these years, Rick wants to get back together, saying he loves me and regrets leaving me, blah, blah, blah. I told him I didn’t want a relationship. I’ve been single for eight years by choice. He’s been married twice and had a girlfriend in between. He lives three and half hours away, not to mention he drinks every night. He tells me: “I know you love me, you just don’t know it.”We went out a few times together and I had a good time. But I just don’t know if I…

My boyfriend has Asperger’s Syndrome and, despite being 30 years old, has never held a job or even applied for one. I have several disabilities, but I’ve tried to hold a number of positions over the years – not always successfully, but I’ve put myself out there, even if it means I sometimes struggle or even get fired. He is on Social Security disability benefits. I understand that in order to reach a healthier place in life, some people need to go on disability benefits to make ends meet. I have empathy, given that at one point I almost went on benefits myself. My concern, however, is that he hasn’t made any…

“I am 57 and was dating a 54-year-old lady. On our ninth date we went wine tasting and dancing, and we had a fantastic day.”