When Should You Tell Your Boyfriend That...

Help us give you a show you love! Will you please fill out this survey so we can get your feedback? http://bit.ly/thebertshow-survey Hosted on Acast. See acast.com/privacy for more information. 

Help us give you a show you love! Will you please fill out this survey so we can get your feedback? http://bit.ly/thebertshow-survey Hosted on Acast. See acast.com/privacy for more information. 

Help us give you a show you love! Will you please fill out this survey so we can get your feedback? http://bit.ly/thebertshow-survey Hosted on Acast. See acast.com/privacy for more information. 

We kick off the episode with some of this week's dating wins and an update on my wedding venue search! Then I'm joined by Carly Silverman to answer your questions about if it's still okay to ask someone to facetime before a date (and how to pop the q), when is the right time to m ... Show More

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. Learn more ... Show More

When you're out to dinner and you notice something on your date's face, do you tell them or keep it to yourself? One of our listeners is worried the choice he made is why he's not getting a call back. We'll find out in a brand new Second Date Update! Get your 2nd Date Update Merc ... Show More

It's our last episode of the year and we're ending it with some listener advice from a Bestie whose boyfriend is not getting the hint... Hosted on Acast. See acast.com/privacy for more information. 

Introducing your boyfriend to your besties should be a fun, special moment - but what happens when you get the vibe that your friends aren’t vibing with your partner? Kat and Déjà share their best advice on how they'd handle the situation. Hosted on Acast. See acast.com/privacy f ... Show More

One of our listeners made a BIG ASK, a request we never heard before… telling a guy if he wanted any shot at dating her he had to do THIS first. Find out what it is in your Second Date Update podcast!!See omnystudio.com/listener for privacy information. 

Does dating today feel like a headache trying to figure out what stage your relationship is in or how long you should date? Even as Christians, we can get lost in the nuances of modern dating and find ourselves confused and frustrated. How can we get back to that old-school love? ... Show More

Why won’t Jared go to therapy? We get this question often and, this week, he shares his own thought on why as well as a helpful TikTok, "Men Who Wear Masks And Struggle With Conflict" by @elisemicheals. Plus, he and Jordana are slipping more into f*ck it mode for the holidays. Th ... Show More

One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it derailed his chances in your Second Date Update!See omnystudio.com/listener for privacy information. 

One of our listeners made a BIG ASK, a request we never heard before… telling a guy if he wanted any shot at dating her he had to do THIS first. Find out what it is in your Second Date Update podcast!! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener fo ... Show More