“Am I Stupid For Dating My Ex-Boyfriend?”

I’m 22, about to start my senior year of college, and am wondering if I’m stupid for dating my ex-boyfriend. I met him when I was 18 and he was a couple years older. We dated for a few months, then broke it off because I wanted to date around more in college. A couple of silent years later, we decided to date again. It went on for a year, and was pretty great, but we had to end it because at the time, he was going to grad school far away. We had no end date, and our futures didn’t look so similar as I wanted to move across the country…

“I Despise My Husband”

My husband and I married when I was 18 and he was 19, and we have now been married for 3 1/2 years. Although people said we were too young to get married, I didn’t listen. As a result, I truly despise my husband. He has developed this disgustingly negative outlook on things (a bit of that was there before being married but it wasn’t the theme of his life as it is now). He lives his entire life judging everyone so much that he should just buy a throne. And he is becoming so far politically leftist you can barely converse with him on anything without getting a huge lecture, debate,…

Quickies: “Does My Ex Want Me Back?”

A man I dated was living with his girlfriend of ten years when he started pursuing me. He knew that I was in a bad marriage at the time and he kept insisting we be together. His girlfriend moved out. He promised me happiness, love, security, etc. and I believed him. Out of the blue one day, he told me he met with his ex-girlfriend and still had feelings for her. She moved back in with him. That was a year and a half ago. He recently called me when he was away from home one night at 11:30, saying he “Just wanted to see how I was doing.” What does this…

“I’m Married, But I’m Heartbroken Over My MIA Boyfriend”

I’m not in a typical relationship. My husband and I are polyamorous and have an open marriage. My question is about my “boyfriend,” not my husband. I was seeing my boyfriend for eight months, we broke up for a year, and we recently reestablished our relationship. I usually only get to see him once a week, and for the past seven weeks he has been in a bit of a funk dealing with some legal and family issues and has not wanted to see me at all. I am understanding, but the fact that he doesn’t even say hello every once in a while really bothers me. He tells me everything is…

Your Turn: “My Boyfriend Is Obsessed with Teenage Girls”

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without any commentary from me: My boyfriend of almost three years dropped out of college years ago without a backup plan. When I met him, he would talk about wanting to take courses to become a teacher. Months later, he said that he wanted to start some sort of business. Two years into our relationship he started prerequisites to become a diagnostic imaging technician. He never passed the courses and never got into the program, because he never really studied. And this is when his “hobby” started: befriending teenage girls….

“Will I Regret Losing My Boyfriend If I Don’t Move?”

I’ve been dating a guy long distance on-and-off for five years and we finally were making plans to get married. Our plan was for me to move to his hometown, where he lives, for 3-5 years so he can continue some of his work in music for a while and then move back to where I currently live to settle permanently. This was a plan he came up with and I was totally excited about. Not long after we went ring shopping he became distant, and he finally told me he can’t leave his hometown. He wants to settle there, continue with some of his dreams in music, have kids there and…

Updates: “Needs Encouragement” Responds

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 “Needs Encouragement” who was feeling overwhelmed caring for her severely disabled husband and only wanted a few words of encouragement to keep her going. Keep reading for a very uplifting update that will give you the warm fuzzies.

“My Husband Flirted With Another Woman at His HS Reunion”

Last Summer, my now-husband (who was my boyfriend at the time) took me to his high school reunion. It was at a local bar and was actually a lot of fun. I enjoyed meeting everyone and hearing about his high school days. I was sure to give him his space so he could mingle and catch up with all his classmates. His best friend, Ted, and Ted’s girlfriend, Jane, were there (I had previously met them) and Jane and I chatted a lot and had a few drinks while the “boys” did their own thing. There was a woman there who was high school friends with my husband. She was being extremely…

“I Want a Better Relationship with My Abusive Father”

My father had me relatively late in life and raised me by old-school parenting methods. He wasn’t around much because of work, and, when he was at home, he had a quick temper and extremely flexible definition of “spanking” (which resulted in more than one ER trip for me as a child. I think the only reason he got away with it is that we were a white, well-off, white collar family). I grew up terrified of him and hating him. I never wanted to be around him as a child or let him hug me. He was upset about this and really did try to get close to me, offered to…

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