First Date Stories

In this high tech era, with social media, online dating and dating apps, some women wonder if it's still possible to meet a man the old fashioned way, in person. Cheryle returns to the podcast to share how she met Ray and what happened on their first date.

Everyone's time is valuable. How much of it should you spend texting and emailing with a prospective date before meeting him for the first time? A seasoned dater, Rachel invested more upfront time getting to know Matt than she usually did with her blind dates. As it turned out, Matt's actions spoke louder than his words.

What do you do when your biological clock is ticking and you want to be a mom, but there is no man in your life? Elizabeth decided to go it alone. With the help of a sperm bank, she got pregnant and was on her way to becoming a single mom. Then Tom, a childhood crush who had gotten married, asked her to dinner. The story of their evening out, and what happened next, should be heard by every woman who's in a similar place in life as Elizabeth was. Take a listen!

Connie, a 53 year old divorcee, thought she had found the perfect match in Chris. But, when his actions on their first date suddenly took a sharp turn, she wondered whether she should trust her heart, or her gut. Listen as Connie shares her story about connection and intimacy, and how they don't always match up.

Jeanette was in an unhappy long-term relationship when she met Randy. Hear how that encounter in her 50s, and the first date that followed, changed the trajectory of her life and all that she learned in her pursuit of hope and self-renewal.

Zoe was in her late 40s when she first considered dating apps. A private person, she was uncomfortable posting personal information online. Learn how she overcame her concerns and what happened on her memorable Match.com date with Mitch.

First dates are about exploring whether there's compatibility and chemistry between two people. Find out how Laurie, 47, handled things when she showed up for her date with Peter and discovered it was a threesome.

We all have baggage, but how much is too much? Theresa, 58, shares her story about going on a first date with a man who had a complicated backstory. She also imparts dating insights she's gained and talks about how her approach to dating has evolved.

What's the best frame of mind to be in when going out on a date? Juliana, 51, talks about a New Year's Eve date she went on with a man who said one thing, but did another and how she handled it all.

Should you always trust your first impression? Vanessa, 60, was certain about how she felt about her date Tony, until suddenly she wasn't. Find out what happened on her memorable Match.com date.