If you want a new relationship to last, how long should you wait to sleep together? There’s an old adage that says three dates. But is that right? In today’s episode, we explore three takes on this question. Have a story of your own? Email us at loveletters@boston.com.
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Apr 14
Why Don't Men Ask Questions?
Really? What’s up with that?Simone, a single mom in her 40s, wrote to the Love Letters advice column asking, “Why don’t men on dating apps ask me any questions?” Simone said these men are happy to answer questions about themselves, but they don’t ask anything in return.That means ... Show More
32m 31s
Aug 2024
When Should I Expect Him To Say "I Love You"?
<p>Wondering why he hasn’t said “I love you” yet? In our latest podcast, we dive into the timing and significance of those three little words, exploring when it’s too soon, too late, and just right. Discover the truth behind the words and the actions that matter most in your rela ... Show More
33m 43s
Sep 2024
"I Want A Serious Relationship, But They Want To 'See How Things Go'"
<p>How do you know is someone is ready for a relationship? What if they use phrases in their dating app like "If the right person came along, I'd be open to a relationship", or "I want to see how things go"? In this episode, Matt, Audrey and Stephen discuss how certain you need t ... Show More
28m 9s
Mar 2017
How to Protect Your Heart from a Rebound Relationship
<p>Is it wise to date a guy who just got out of a relationship? How can you know if he’s actually ready to get serious with you now or if he’s still too hurt from the past? Actually, I can’t answer that for you… but HE can. Grab a pen, because in today’s episode, I’m going to giv ... Show More
5m 53s
Jun 2025
Terms & Conditions May Apply: What We All Need to Know About Modern Dating
Dating often comes with a lot of questions. Who gets to say what they want? Who gets to be chosen? Who gets to choose? Should I stay on/off the apps? How much do I share, when, and how? This week, Esther gets set up on a blind date of sorts with three people, all deeply invested ... Show More
49m 13s
Jul 2024
It’s OK To Lie On Dating Apps Sometimes
Double-standard debates in the dating world are weighing on us today, specifically those that are more of an issue for women than men. Before diving into emails, Jared and Jordana discuss the backlash to a Forbes article, “Are We Still Not Ready For A Mixed-Weight Romance On Scre ... Show More
1h 22m