Carolyn and Her Fifty First Dates

It’s not unusual to date the same kind of person again and again, but Carolyn didn’t want to do that. Following a breakup, she decided to date a wide variety of types of men so that she could identify the qualities she wanted in a long-term partner. She named her adventure the “Fifty First Dates Project.” Find out what happened, what she learned during her two and a half year dating odyssey, and whether it led her to her Mr. Yes.

Read the Transcript

Season 4, Episode 10

Carolyn Lee Arnold’s new book, Fifty First Dates After Fifty: A Memoir, can be purchased on Amazon or from your local bookstore.

Learn more about Carolyn and connect with her on Facebook and Instagram.

Subscribe at Amazon Music, Apple Podcasts, Google Podcasts, Pocket Cast, Spotify, Pandora, TuneIn or wherever you get your podcasts to have future episodes delivered straight to you.

Jodi Klein

Jodi knows that dating can be challenging - especially in your late 30s and beyond. A successful businesswoman, she found herself navigating the dating world later in life. Jodi realized there was no place that demystified the dating scene and offered support, inspiration and camaraderie to female daters in midlife. That’s why she created First Date Stories. Jodi has hosted 56 interviews with women who have extraordinary dating tales to tell and dating coaches on the First Date Stories podcast. She is the author of the book "First Date Stories: Women's Romantic and Ridiculous Midlife Adventures," which was published by She Write Press and writes for this blog.

Penny and Jay

ByJodi Klein

Is it possible to find love when you least expect it? Penny is a teacher in her 40s who’d given up on online dating. When the pandemic hit, she got creative and used her passion for cosplay to uplift her students. She never imagined where this act of kindness would lead her.

Siobhan and Carl

ByJodi Klein

Do you have a long-standing rule that you’ll never break? Siobhan’s was to only go on first dates in public places. When Carl asked her to his house for dinner for their debut date, the invite came after they’d talked almost nightly for over a month. She’d done her online sleuthing. She felt she knew a lot about him. She said “YES.” On our Season 4 premiere, we find out whether Siobhan was right to break her rule and all that took place after she did.

Is He Ready for Marriage? Put Him to the Test

ByMarcia Naomi Berger

If you’re looking to marry, how do you know if he’s the one? Do some “litmus testing” to find out which qualities he has that you can accept and which ones spell trouble.

Janine and Kevin

ByJodi Klein

Do you wonder whether you’ll ever meet a man who is the right partner for the woman you’ve become? Janine did. She’d left her quarter-of-a-century marriage. When the pandemic began eight years later, she had a successful career and the wisdom that comes from decades of self-development. On our Season 4 finale, Janine shares how she approached dating as an adventure, came close to giving up on her search, and took a series of remarkable risks that has led her to the love she was seeking.

Isabel and Todd

ByJodi Klein

Have you been picked up by a guy at a bar before? Isabel has. She was excited when he asked her out. Their first date took a turn she never saw coming. Todd was a racist.

Rachel and Matt

ByJodi Klein

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.

Similar Posts

Leave a Comment Cancel reply