“Is My Friend an Unwitting Sugar Mama?”

My closest friend has a history of hooking up with really rotten men who initially seem charming, into her and into her very quickly. She finally got rid of the last one a year or so ago (he was very bad news – stole from her, used hard drugs, had multiple women he was crashing with) and has been doing really well. Two months ago, at an event my boyfriend and I invited her to, she hooked up with a man 25 years her junior, and they’ve been inseparable ever since. As in: he spent the night at her place the night they hooked up and simply never went back to his…

“My Wife Doesn’t Want Sexy Time on Valentine’s Day”

My wife and I don’t get much leisurely sexy time because we have two children — a daughter, 14, and a son, 7 — and no nearby relatives to babysit. I suggested we get a hotel room for Valentine’s Day, but, since we don’t have a babysitter, we could only stay for about five hours, from about 6pm to 11pm. She wasn’t crazy about the idea. At first she said that it would feel too rushed and she wouldn’t be comfortable. After some discussion she said that if anything happened to the kids while we were gone she’d never be able to forgive herself. We feel comfortable leaving our kids alone for…

“My Boyfriend’s Alcoholic Brother Won’t Leave Our Home”

A few months ago my boyfriend’s (much) older brother lost his wife, kids, job, and almost his life to his alcoholism. When he was released from the hospital, he was essentially homeless, so we agreed to take him in until he got back on his feet. The first month he lived here he was fairly quiet and even somewhat helpful around the house. He was going to AA meetings, applying for jobs, and going to job interviews, and he seemed to be on the right track. However, around Christmas time things started to change (I can’t be sure why, but I think it might have to do with him realizing that his…

“After My Miscarriages, My Friend Abandoned Me When She Got Pregnant”

I’m a previous LW who has written in about infertility issues (and updated here and here). Here is the problem: I have a very close college friend whom I have known for almost 15 years. We were in each other’s weddings but now live in different cities (Philadelphia and Washington D.C.). She has known about my struggles and my miscarriages. We also used to visit each other once a year. Well, we went a few months without really talking and then, on Mothers Day, she announced on Facebook that she was pregnant. I was hurt that she didn’t email, call, or text me the news. She treated me like I was just…

Your Turn: “If He Loved Me, He’d Move for Me”

New readers, welcome to Dear Wendy, a relationship advice blog. Read some of the most popular Dear Wendy posts here. If you don’t find the info you need in this column, please visit the Dear Wendy archives or the forums (you can even start your own thread), do a search in the search bar, or submit a question for advice at wendy(AT)dearwendy.com. I’m taking a day off today to enjoy some down time with Drew, so I present this “Your Turn,” without commentary from me: I am in a serious long-distance relationship with someone I met in college. I moved back to my hometown, across the country, a year after we met,…

“How Do I Know If We’re Exclusive or Not?”

A year ago I met two guys. They are both friends of a friend of mine. We’ll call them Guy A and Guy B. Guy A and Guy B are certainly not the best of friends, but they used to work together and do the occasional happy hour together. I had a random one-night stand (OK, two-night stand) with Guy A. I immediately regretted it, not just because Guy A is a jerk, but because I was getting to know Guy B and thought we would be great together. Both guys are long-distance from me, so after meeting them I would communicate with Guy B through text almost every day. Eventually, six…

“I Feel Bad That I’m Glad She’s Dead”

I have been dating my boyfriend, “Mark,” for about 1.5 years, but we were friends/FWBs for about 1.5 years before that. We do not live together, but we spend every other weekend together. His 15-year-old daughter has had a best friend, Michelle, since 5th grade, and Mark has gotten to know Michelle’s whole family well. Before Mark and I started dating, when we were just in a FWB situation, I took my kids to a hockey game and Michelle’s family was there as well. I thought her mom, Dana, gave me some evil looks when she saw Mark come talk to me, but I dismissed that thought immediately as her husband was…

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