“My Best Friend’s Wedding is Wreaking Havoc on My Family”

It’s Donation Drive time again! For a few days, I’m encouraging readers to contribute and invest in the future of DW. Running this site isn’t free (it’s not even cheap) and your donation will help cover some of the costs, like a server upgrade that will accommodate DW’s growing traffic (and bandwidth needs), tech assistance, a small marketing and photo budget, and a small salary to me so I can pay for childcare coverage and continue creating the content you (hopefully) love to read. If you have ever considered donating, this is the time to do it (donate here) — even donations of $5 will add up and help reach the goal…

His Take: “I’m a 28-Year-Old Virgin. Does That Scare Guys Off?”

New readers, welcome to Dear Wendy, a relationship advice blog. 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), or submit a question for advice. His Take questions are answered by our panel of smart, opinionated, and funny dudes. I just read your responses to “Does My Virginity Turn Guys Off?” from a few years ago. It was great advice, tailored for a young woman who was 20. I am a woman who just turned 28. Though I am not particularly prudish, I have been working under the assumption that even with the best…

“I Have Only Met My Boyfriend Two Times”

I am a 27-year-old who’s “dating” a 32-year-old who lives 20 minutes away. I started talking to him 2-3 years ago on Facebook, but I didn’t meet him for the first time until this past October (he was in and out of relationships in between that time). After I saw him it was all sparks! We had a really great time. I couldn’t stop thinking about him and he felt the same way. This is the part where I’m confused: I didn’t see him for three months after we met. I finally saw him again a few weeks ago. I know you’re probably thinking I’m crazy, but I’m just trying to figure…

“My Boyfriend Won’t Stop Talking to His Ex”

My boyfriend of 8 months is still friends with his ex, whom he was with for five years. I understand that he has love and respect for her as a person and that I should be respectful of his past and their relationship. However, their current relationship upsets me. In the beginning of our relationship he spoke with her almost every day by phone (she lives three hours away). I was open with him about how I was uneasy with that and I didn’t understand why they needed to communicate so often. I guess I should mention that they were together for five years and had only been broken up for a…

“He Says He Has a ‘Fear of Relationships'”

I’m 25, studying full time and working part time, and I’ve been dating a guy for two weeks. He’s 40, is working freelance part-time, and has never been married, or so he says. We got together — if you can call it that — quite fast. He never actually asked me out, but he bought me drinks and things escalated from there. A few days later he proposed to take me away for a day to a city close-by. I was quite shocked but also flattered at how spontaneous and romantic it seemed, so I thought, “Why not?” I thought it was a bit crazy but also that he must really like me,…

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