Stories of Seasoned Daters

Leelah and Jack

Leelah and Jack

“Why am I not married yet?” is a question Leelah asked herself. She’d expected to be married long before she reached her late 40s. Leelah knew what she wanted and needed from a healthy loving relationship, but hadn’t found it with any of her ex-boyfriends. One night, not long after a breakup, she showed up at a potluck dinner with a rotisserie chicken. So did Jack. Was that a sign that they had something, in addition to a fondness for poultry, in common? Find out.

Isabel and Zane

Isabel and Zane

It’s said that you need to know yourself before you can know who the right partner is for you. Isabel returns to the podcast to talk about how the unexpected happened when she focused on her own personal growth and embraced her vulnerabilities.

Lexi and Jerome

Lexi and Jerome

Are you able to sense true chemistry and connection from texts, calls, and virtual dates? Or can you only sense true chemistry in person? Lexi returns to talk about her date with Jerome. After lots of phone conversations, she had already imagined a future with him. And then they met. Was she right? Find out.

Anne and Mike

Anne and Mike

Should you give a guy a second chance? That’s a question Anne asked herself when she and Mike reconnected five years after their work romance ended. Tune in to find out what happened when she decided to give their long-distance relationship a try again.

Penny and Jay

Penny and Jay

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.

Lexi and Sam

Lexi and Sam

Some women know exactly what they want in a life partner. Lexi spent years running her successful company. With the little free time she had to date, she never wavered from the list of qualities she wanted in a soulmate. Was Sam the man she was seeking? Find out.

 Laura and Ivan

Laura and Ivan

When Laura realized she wanted a life partner, she took a project-like approach to finding love. Find out what happened when Laura and Ivan connected first through OKCupid, and then again, unintentionally, through Match.com one year later.

 Maxine and Brian

Maxine and Brian

For our Season 2 premiere, we explore dating and heavy drinking. Maxine used to get drunk on dates to deal with her nervousness and ended up in relationships with the wrong men. Hear about her date with Brian, how she awoke to her unhealthy dating pattern, and what she did about it.