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PHILADELPHIA -- George had a problem, and he had reached out to Yowei Shaw for help.

After a decade-plus relationship, his wife had come out as queer and divorced him. (George is a Midwesterner using a pseudonym.)

Shaw, the Philly-based creator and founder of the new podcast Proxy, listened to his story and began her search for help.

The ...Read more

SAN JOSE, Calif. -- After years of always being the perpetual bridesmaid, Lisa Catalano of San Mateo, California, laid down her soft-pink bouquet, hung up her strappy blue satin Maid of Honor dress and drafted a text to her friends:

“I’m officially announcing my retirement from being a bridesmaid,” she wrote. “The next wedding I’m ...Read more

Dear Anna,

I'm in a polyamorous relationship with my girlfriend of two years, and we see each other once a week due to other partners and our demanding work schedules. I completely understand that she's often exhausted when we finally get together, and I'm fine with low-key dates like ordering takeout and watching TV. The problem is that even ...Read more

This week, we have three very relatable dating questions:

Question: I really like Gerry and don’t feel like sifting through other profiles. But is that wise? Should I still go through the motions as backup options until my three-month Match subscription ends, in case Gerry and I fizzle? I know he likes me.

-- Jane, 62, Orlando, Florida

...Read more

I recently got a question from someone on my mailing list, not a client (so I don’t know their details intimately) but a person who seeks dating advice, and that question was this:

“Is it good to have some secrets in a relationship? Isn't that one of the many things that attracts a person… a little mystery? Are there things that you ...Read more

Dear Anna,

I'm a 31-year-old man who's been with my 27-year-old girlfriend for three years. We met through friends and clicked immediately — our conversations flow effortlessly and we laugh constantly together. But I'm struggling with something that's eating me alive: I'm losing physical attraction to her. When we started dating, I knew we ...Read more

Dear Anna,

I'm a 39-year-old man, married to my 36-year-old wife for 11 years. Last month I discovered she'd been having an emotional affair with a coworker that lasted about three months. When confronted, she admitted she hasn't felt attracted to me for over a year and that she's never really felt that "spark" with me, even though we've always...Read more

So many questions I get, as a dating coach, follow the format of, “How do I ask ____?” That blank might be “for more time together,” “for a date this Friday,” “for a few texts between dates,” “what they’re looking for in the future.” And in all of these cases, I would simple cross off the “how do I ask,” and you’re ...Read more

Dear Anna,

I'm a 28-year-old woman who's been seeing this amazing guy (31) for eight months now. We spend most weekends together, text daily and I've met some of his friends, but we've never actually had "the talk" about what we are. I’m pretty sure he's not seeing anyone else because we're together so much, and I'm pretty sure he knows I'm ...Read more

We have a selection of questions today, ranging from “feminine energy” to the sometimes dreaded “What are we?” conversation. I’m here to shed some light on, and hopefully, demystify a few common dating questions.

Q: What does it mean to be in your feminine energy?

A: I don't use language like this, so I’m not 100% sure what the ...Read more

Dear Readers: Since announcing my departure from writing this syndicated column, I have heard from scores of people across various platforms, thanking me for more than two decades of offering advice and wishing me well in my “retirement.” I am very touched and grateful for this outpouring of support.

The thing is – I don’t think of ...Read more