Red Flags, Gaslighting & Bad Behavior — Dating Dilemmas Pt.1
Let's Be Honest with Kristin Cavallari
Dear Media
4.2 • 3.3K Ratings
🗓️ 24 March 2026
⏱️ 39 minutes
🧾️ Download transcript
Summary
Listener dating dilemmas are back—and I'm always reminded how crazy it is out there. This episode is packed with your real-life dating questions, from men in relationships following (and liking) other women on social media, to ghosting, exclusivity gone wrong, and major red flags you should never ignore. We’re talking social media behavior, emotional maturity, cheating in the honeymoon phase, and why liking photos is very different than just following.
I also get into flirting (how to do it without overthinking), dating younger men, money in relationships, being “too loyal too fast,” and whether it’s okay to have fun with the wrong ones while waiting for the right one. Plus, what it really means when someone won’t talk about their past, why photos of an ex are an immediate no, and how to support a friend who keeps dating the same toxic type.
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Transcript
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| 0:00.0 | The following podcast is a dear media production. |
| 0:04.4 | This is Let's Be Honest with Kristen Cavalery, a podcast all about getting real and open on everything from sex, relationships, reality TV, wellness, family, and so much more. |
| 0:15.7 | And just a fair warning, there will probably be some oversharing. |
| 0:23.0 | Hello. |
| 0:25.7 | How are you doing, everybody? |
| 0:28.5 | I'm excited for today. |
| 0:30.9 | We're doing dating dilemmas. |
| 0:32.9 | I love doing dating dilemmas. They're fun. |
| 0:33.9 | And especially now that we have the voicemail set up. It's, I just love being able to hear your |
| 0:39.9 | voices. The only issue though with the voicemails is they can get really long. And so I actually, |
| 0:45.4 | most of these are going to be from Instagram because they're just super concise to the point. |
| 0:50.7 | Because in those little boxes on Instagram, you can only say so much. So I am going to play a couple voicemails. |
| 0:56.2 | However, most of them I'm going to read just for timing purposes. |
| 1:00.0 | So as always, I really appreciate you guys writing and calling in because they're just, |
| 1:06.2 | they're good. |
| 1:06.6 | And just always a little reminder that it's crazy out there, guys, in the dating world. |
| 1:13.9 | So, okay, we're going to start with this one because this became a whole to-do on the old Instagram. |
| 1:21.4 | Okay, so the first one is men and relationships following random women. |
| 1:25.7 | When I asked you guys to submit these dating dilemmas, |
| 1:28.8 | it turned into this whole thing about men and their social media behavior because women are |
| 1:36.6 | confused and women don't know. So I had asked the guys to chime in, let me know, give me all |
| 1:42.5 | the info on this. Okay, so here's the consensus, ladies, |
... |
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