Think dating is at its best when you’re in your 20s or 30s? No way! It only gets better as time passes, say these midlife daters. Here’s what they’ve learned… and how you can benefit from their wisdom in order to enjoy your love life that much more.

There’s no ticking of the biological clock
“Because having kids is usually a thing of the past when you’re in your 50s, dating in your 50s means you don’t have any pressures of getting married at a certain time because you hear the ticking of your biological clock. As a result, I find that singles in their 50s are much more into entering into a relationship for the ‘right’ reasons, and not just because they think they’re running out of fertile years. It removes a lot of pressure for both men and women.”
— Gail, 59, New Bedford, MA

The media thinks older men are sexy
“Back when I was younger, older men weren’t necessarily seen as sexy; the media certainly didn’t focus on graying older males as sex symbols the way it now embraces guys like Harrison Ford and Jack Nicholson. But I feel like being in your 50s nowadays is no longer considered old, and gray hair is even seen as sexy, thanks to George Clooney. In fact, I find that a lot of women in their 30s and sometimes even younger find me sexier now than they did back when I was their age. I love that!”
— Abe, 55, New Rochelle, NY
View Singles on
Women feel more confident in their own skin
“I love how self-assured women in their 50s are; they know what they want out of a relationship and what they’re looking for in a mate, and they aren’t afraid to ask for it. Life experience — and learning from past mistakes — brings that, I think. That sense of self-assuredness is so incredibly alluring to me; confidence is just so sexy. I’d take a mature fifty-something over an innocent twenty-something any day!”
— Dan, 58, Portland, ME

A bigger bank account makes budgeting for dates easy
“I have a lot more money now than I did when I was younger, so now I am better able to plan romantic dates at nice restaurants or even take a woman away for a fun weekend getaway because I know I have the financial freedom to do so. It’s certainly better than scraping enough money together to barely take your date out for a burger and a movie. I imagine my dates probably like the older version of me better for that reason, too!”
— Jack, 61, Carlsbad, CA

Daters care more about finding someone they click with than impressing anyone
“When I was younger, I was very concerned about making the right impression and being liked. I used to try to adapt to my dates’ personalities. Now, I can’t be bothered with that — I speak my mind, am not afraid to say something outrageous, and just put my cards on the table from date number one. I find that makes dating a much simpler proposition — we either click or we don’t — and guys who get what I’m about do so right off the bat.”
— Donna, 60, St. Paul, MN

Mature women seem to be more comfortable with their bodies
“I know a lot of women feel like their bodies aren’t as good as they were in their 20s and 30s (or before they had kids), but I think bodies with a little character are so much sexier. To make things even better, when I was first dating, the thong hadn’t been invented, and neither had the Wonderbra. Now, though, it seems like they’re everywhere. I’m glad I have the chance to experience dating sexy, mature women in the era of such great lingerie!”
— Craig, 61, Jonesboro, GA

There are plenty of singles in the same age range to date
I got married in my 30s, which was incredibly over-the-hill back then. By that time, I think a lot of the good single men my age were married already. The dating pool of single men seemed so small, and I just sort of married one out of sheer desperation because the pickings were so slim. Now, however, I feel like there are an abundant number of single men my age — probably because so many people in my generation got divorced, and many of them did so around the same time. It’s like an entirely different situation than I knew; there are so many more men out there to choose from!”
— Beverly, 61, Alpine, NJ

Your children become concerned about your dating life
“I have two daughters in their 30s who are married, and now that I am the single woman in the family, I love how the tables have turned. It’s hysterical to hear them give me dating advice or worry about me finding the right guy, just like I used to do with them! Now I think they understand how I felt about their situations back then, and why I used to ask so many questions. It has been a lot of fun sharing my experiences with them and getting their advice. I’ve gotten good dating advice, and it’s brought us closer.”
— Shari, 62, Potomac, MD

When DC-based journalist Chelsea Kaplan isn’t helping you solve your relationship problems, she’s making jewelry. Check it out at

Article courtesy of