Tag Archives: dear wendy

Dear Wendy: “My Boyfriend Is Cheap!”

My boyfriend and I recently got engaged and moved across the country together for his job. We’ve been dating for about two years and known each other for about three and a half. I’ve always known him to be a very generous, giving person, but since our move, he’s been glib about expenses. For example, he’ll go shopping for clothes and then state that he can’t afford food for the upcoming week (leaving me to foot the grocery or restaurant bill). Or, we’ll go out with friends and he’ll make a show of paying for me at the table, but then ask me to pay him back later! Recently, he suggested that we get an animal together, but then stated, “but I don’t want to pay for any of it.”

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Dear Wendy Updates: “Parent Trap” 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 today. After the jump, we hear from “Parent Trap” whose live-in boyfriend’s children were spending the summer with them and getting on her last nerve. “I feel like I have no space, all my stuff is moved around, no food is ever in the fridge and worst of all, all they want to do is play with me! I mean it’s great that they love me and accept me in their lives and all but I’m starting to resent them,” she wrote. She said it was starting to affect her relationship with her boyfriend, that he questioned her ability to have a child of her own one day, and that she was even considering breaking up with him because of the kids. So, did she break up with him? Did they figure out a way to make time for their relationship while caring for the kids full-time? Find out all after the jump. Keep reading »

Dear Wendy: “Should I Befriend My Ex-Boyfriend’s New Girlfriend?”

One of my first really serious adult relationships happened when I was in my early- to mid-20s. We ended things after about three years, two of which we spent living together, and although our breakup was extremely heart-wrenching and hurtful, over the years we have been able to develop a much stronger relationship as friends. When he started dating his current girlfriend last summer, I wasn’t surprised when I didn’t hear from him as much (previously we had been hanging out an average of twice a week, sometimes more) because sometimes that’s just how things go when you meet someone new. But as the six month mark passed and my conversations with him were few and far between, I began to wonder what the deal was. He confided in me that his girlfriend had trust issues — MAJOR ones. (She was checking his browsing history on his computer, she made him de-friend me on Facebook, and every time he brought up my name or made an attempt to hang out with me, an argument would ensue.) They’ve been dating a year now and I’ve still never met her. The last time I talked to him — we’ve managed to see each other a handful of times since he started dating his girlfriend — he mentioned that he is thinking of proposing. I would like for his girlfriend to get the chance to know me. Additionally, I know my ex misses our friendship and still cares about me deeply, enough so that he has always stuck up for me and made sure she understood that her jealousy and trust issues were HERS, and not caused by anything I did. Should I make an attempt to befriend his girlfriend so that she becomes more comfortable with me? — The Ex

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Dear Wendy: “I’m Depressed, So I Want To Cheat On My Wife”

I am a 41-year-old professional man married to a beautiful woman. For the past few years I have felt that there has to be more to life than what I’ve been living as it’s been the same thing day in and day out for the past 10 years. I’ve never cheated on my wife, but I just need something more, and I think that could be it. My wife doesn’t like to have sex that often, but I need it every day, and although I would love to talk to her, I’m the type of person who doesn’t speak up or say anything. I have just been so depressed and I feel like I have given up on things. I did take medication, but it made me feel empty and very tired every day, so I gave it up and now I’m so depressed I’m not sure what to do. I just feel like if I could have another woman just one time that I would feel better, but the guilt would eat me up. Not sure why I feel like another woman would help, but I’m just drawn in that direction. I know you would say don’t do it—even though I feel like I need to—but what if I don’t do it, what can I do to feel better? — Married and Unhappy

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Dear Wendy Updates: “Pregnant And Terrified” 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 today. After the jump, we hear from “Pregnant and Terrified” whose booty call friend got her pregnant. She knew she wanted to get an abortion, but wasn’t sure she should tell her casual sex partner for fear of freaking him out or scaring him off. She also worried he’d be against abortion and would try to talk her out of terminating the pregnancy. I told her that scaring him shouldn’t be her concern and that “he’s as responsible for the pregnancy as you are so there’s no reason you should feel the need to sugar-coat the news or soften the shock.” I also told her to explain that she felt he deserved to know, but that it’s her body and she’s decided to get an abortion. So, did she tell him the news? Did he freak out or was he there for her? Find out after the jump. Keep reading »

Dear Wendy: “I’m 22 And He’s 35. Can It Work?”

This weekend is an all “Shortcuts” weekend for Dear Wendy. For every question, I’ll give my advice in two sentences or less, because sometimes the answer to a person’s question is so obvious and the need to hear it so great, being as clear and frank as possible is simply the best way to go. Today we discuss May-December romances, talking smack on Facebook, loving on a deadline, and undeniable cheating signs. Keep reading »

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