Senior Dating Advice

You’re enjoying dinner with a man you’d like to see again. Then he says he’s never been married, and you start wondering what you missed. At his age, shouldn’t he have made it down the aisle at least once? If you’ve been divorced, his history can feel harder to explain than your own. You know what it takes to share a life with someone. Has he ever tried?

They say you never know what it’s like to stand in another person’s shoes. This is such a profound and true statement when it comes to the relationship between married and single friends in their 50s, 60s and beyond…

If you’ve fallen for a widower and can’t tell whether he’s ready, or you’re a widow thinking about dating again, most dating advice skips right over you. Grief keeps no schedule, and love won’t wait for it to finish. Here’s what 20 years of coaching has taught me about telling the two apart…

Hot flushes, mood swings, creeping spare tires around the midriff – we are all familiar with the big M and its effects on us as we hit ‘that’ age. Few women sail through menopause with ease, and some of us have an exceedingly difficult time of it…

I talk to smart, accomplished women every week who are stuck in the same loop: swiping through profile after profile, comparing and cross-referencing, and somehow still unable to settle on anyone. Here’s what 20 years of helping daters in my coaching practice has taught me: the problem usually isn’t a shortage of good people; it’s how you’re searching…

Dating after 60 has a particular flavor of nervousness that 25-year-olds simply don’t have to deal with. You’re not just wondering if someone likes you back – you’re wondering if you still remember how to do this at all, and whether your judgment, tested by a marriage or relationship that didn’t work out, can be trusted again…

I’ve coached daters for more than 20 years, and there is one thing I know. Younger men, and plenty of older ones too, are actively seeking out women over 60. It’s a real, growing part of the dating world. If you’re wondering about this, I am here with an unpopular perspective: You have the upper hand more often than you think, and I’ve watched it play out in real life…

I’ve had a front-row seat to the dating patterns of Baby Boomers for more than 30 years. I’ve watched singles navigate classified ads, personal ads, matchmakers, online dating, dating apps, and everything in between. The technology has evolved. Human nature? Not nearly as much…

One of the most common worries I hear from women over 60 who are dating is the lack of available partners in their area. I get it. But I also see happy, committed couples every single day who have made a different kind of choice: they’re in love, they’re all in, and they don’t share a home!

Have you ever noticed how some women in our age group attract and date wonderful men while others struggle to meet any men at all? They aren’t prettier, smarter, thinner, or richer than you, so how do they find love with such high-quality men while you don’t? Is it simply luck? No, it’s not luck that makes the difference…