The Hills: Old Habits Die Hard (Season 5, Episode 14)
Let's Be Honest with Kristin Cavallari
Dear Media
4.2 • 2.9K Ratings
🗓️ 6 January 2026
⏱️ 46 minutes
🧾️ Download transcript
Summary
We’re back with another Hills rewatch, and this episode hit me harder than I expected. Going home to Laguna Beach and filming with my dad and step-mom is emotional to revisit now that he’s no longer in my life. It’s wild how one scene can basically sum up our entire relationship. Watching how a narcissist can turn “on” for the cameras, the drama with my step-mom, and why I was genuinely floored she even agreed to film. And yes — her dressing up as me for Halloween comes up.
We also get into one of the few real, intense storylines of the show: Holly’s drinking. The moment that made me text Heidi, and how Holly went from that season of life to being 15 years sober and now running her own recovery center for women.
Plus, the scene that reminded me of doing a wedding-dress photoshoot the day after calling off my engagement… and the dramatic twist that sent the Justin Bobby–Audrina–me love triangle straight into chaos.
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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. |
| 0:15.5 | And just a fair warning, there will probably be some oversharing. |
| 0:21.1 | Happy New Year! morning, there will probably be some oversharing. Because I got all the power. Yep. |
| 0:23.2 | Happy New Year. |
| 0:25.1 | I can't believe I am saying that. |
| 0:27.3 | But it is officially 2026. |
| 0:31.2 | So yes, happy New Year. |
| 0:33.6 | I hope everybody had a great holiday season and did something fun on New Year's Eve or |
| 0:39.8 | just got a great night's sleep. And I hope everyone's feeling well rested and excited about the new |
| 0:46.6 | year ahead. I also just celebrated a birthday. It is my last year in my 30s. I still feel 18 sometimes. So even though obviously |
| 0:57.7 | a ton of life has happened, I think I will probably always in some way feel like 18, 19 years old. |
| 1:05.6 | I don't know. I don't know what that's about. But yeah, so I'm excited that it is a new year ahead, |
| 1:10.7 | a fresh start. I always like to write out |
| 1:12.2 | my goals every year and just kind of have a nice roadmap where I think the year is going to go. Of |
| 1:17.2 | course, there's always twist and turns that are unexpected. But I'm just feeling really good about |
| 1:22.5 | what's to come in 2006. So I hope you guys are all in the same boat. But today we're going to do another |
| 1:28.8 | Hills episode. And today's episode is from season five. And it's episode 14. It's titled, |
| 1:37.8 | Old Habits Die Hard. So we start the episode with Lo and I at lunch. And the very first sentence out of my mouth is I'm |
| 1:49.5 | telling her that I'm going to go home to Laguna Beach for the weekend and go see my dad and |
| 1:53.5 | my stepmom. And a couple of things here. The first one being there's no real buildup or mention of my relationship with Lowe. |
| 2:04.2 | I mean, the season started with essentially the girl is just talking a lot of shit on me. |
... |
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