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In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I’m from a small city where I grew up, attended college, and met my best friend, Leah. As amazing as she is, Leah makes poor choices in her relationships with men. One scary example is that she invited a creeper she met at a bar back to her home. I spent the evening trying to keep this guy away from her because she was wasted, and he was literally trying to lure her to his van. Still, she gave him her phone number and they hooked…

I am a 28-year-old woman who is dating a 50-year-old man. He is not a rich man (I’m only including that information because that is the stereotypical May-December romance situation). It is the easiest relationship I have ever been in. We don’t have petty arguments, and whenever a real problem crops up (there have been two), we discuss it like rational people and get past it together. This is a big departure from my past relationships where the main attractions for me tended to be adventure, talent, and substance abuse instead of common values and lifestyles — in other words, I liked to date musicians. My current boyfriend is the only boyfriend…

I’m a woman in my late 20’s who started a relationship with another woman four months ago. I love her with all my heart, can tell her absolutely anything, and she calms me down by just being there. I truly feel like she is the person I am meant to be with forever. I had only dated men before this; however, most of my family (dad, step-mom, brother, sister) have been accepting of her as my girlfriend. The problem is with my mom. She had a very religious upbringing where same-sex relationships are unacceptable. When I first told her about dating my girlfriend, I said that I understood that she would have…

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. In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I cannot stand the jokes my boyfriend makes. He does a variety of bad puns and forced jokes, usually sexual, and usually during serious/romantic…

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. In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: My boyfriend and I split up for two months. We decided to get back together as we can’t bear life without each other. While…

In a feature I call “Your Turn,” in which you, the readers, get to answer the question, I’m presenting the following letter without commentary from me: I met this guy, “Rick,” four years ago when I was sleeping with his best friend who is now my son’s biological father. Rick and I HATED each other at first. After some time, as things with my son’s father went downhill, Rick and I started talking more and more and becoming good friends. He helped heal my heart after I broke up with my son’s father. We have always been attracted to each other but it always seemed too off-limits. Eventually, he met his now-girlfriend…

It’s time again for Shortcuts. For every question, I’ll give my advice in three 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 cheating, mixed signals, and financially supporting a significant other.