Podcast Summary: "Second Date Update Podcast: Never Ask About The Ex"

Podcast: Brooke and Jeffrey: Second Date Update
Host: iHeartPodcasts
Episode Date: December 5, 2025

Episode Overview

In this lively installment of “Second Date Update,” the Brooke and Jeffrey team investigates why David hasn’t heard back from Ava after what he thought were two promising dates. The episode dives into how talking about exes (and fixating on past drama) can derail new romantic connections—and why trying to force “revenge passion” from someone’s history almost never works out the way you want. Expect plenty of laughs, some cringeworthy confessions, and a definitive “what not to do” lesson in modern dating.

Key Discussion Points & Insights

1. Setting the Scene: David’s Predicament (04:27–05:32)

• David reaches out after being ignored by Ava following their two dates.
• He fears he "messed things up" after learning she's attractive and has "many other suitors."
• The show notes: “There was a lot of talking about exes on this couple’s first date. And the guy was very into it, so...”

Memorable moment:

Jeffrey (04:27): “A lot of people say if you want to date successfully, you gotta be willing to play the game... But our listener David thinks he's been playing the game too much too hard for too long."

2. The Date Deconstructed: Planning, Ex Talk, and Red Flags (05:28–07:47)

• David took Ava to a tropical-themed bar, trying to impress her with planning—her previous partner never did that.
• This led into a detailed discussion of her ex and his cheating, with Ava sharing a wild "revenge" story:
  • She cooked a fancy dinner, had "the best sex of his life," then dumped him.
• The hosts are fascinated and confused by this "revenge."

Notable Quotes:

Brooke (07:03): “Whoa, wait, that’s what she told you?”
David (07:34): "After it was over, she asked him, 'So, how was that?' And he said, 'That was the best I’ve ever had.' And she responds, 'Good, because it’s the last time you’ll ever get it. I know you’ve been cheating on me, and I’m leaving you.'"

3. David's Misguided Strategy (08:18–09:50)

• David was so impressed (or obsessed) by Ava’s breakup story, he tried to trigger the same response from her—hoping she would want “revenge” on him.
  • He purposely acted like a jerk on date two, even stealing her fries, trying to "annoy" her.
  • Hoped she’d channel her anger into a repeat of the “last time” scenario.
• The hosts are incredulous and point out his behavior would likely backfire.

Notable Quotes:

David (09:00): “On the second date, I kind of just started to be kind of a jerk to her, to...see what I can get for misbehaving.” Brooke (09:07): “You’re holding on to the wrong part of the story for her.”

4. The Second Date Stall and David’s Regret (09:50–10:51)

• Ava stops responding after the second date; David recognizes his plan's failure—but still wants another chance.
• Reveals Ava told him he was the first guy she went out with since her breakup.

5. The Call: David and Ava Reunite On Air (13:28–17:02)

• Jeffrey brings Ava onto the line, who immediately realizes why she stopped replying:
  • “No response is a response, guys.” (14:09)
• Ava bluntly says she didn't like David, found him rude and disrespectful.
• David tries to hint at the "revenge" scenario, referencing her ex's story. Ava is flabbergasted he thought she'd react that way.
• She clarifies: she dated her ex for a year—and would "never do that again" (17:38).

Memorable moments:

Ava (16:04): “Why are you doing this?”
David (16:04): “Well, I’m doing it to get under your skin. Aren’t you mad at me?”
Ava (17:34): “Oh my God, are you serious right now? Wait, you thought that was going to happen to you?"

6. Lessons, Apologies, and a Firm ‘No’ (18:13–20:18)

• Brooke pushes David to own up and apologize. David confesses he was trying to annoy her on purpose.
• Ava is candid:
  • “Are you, like, the biggest idiot ever?”
  • “Yeah, that’s not happening.” (regarding a future date)
• Offers from the hosts to pay for another date are politely, but firmly, declined by Ava.

Notable Quotes:

Ava (20:07): “Did you just hear this entire conversation? It’s like I lost brain cells." Brooke (19:01): "Actions kind of speak louder than words right now."

7. Debrief & Takeaways (21:54–22:52)

• Hosts discuss whether talking about exes on a first date is ever a good idea—generally agreeing that it isn’t.
  • “Usually nothing good will come out of it, even if the backstory is super juicy.” (Jeffrey, 22:08)
• The group agrees David got caught up in fantasy, instead of reality.

Notable Quotes with Timestamps

• David: “I was doing things to bug you on purpose because, you know, I thought it would work.” (18:22)
• Ava: “No response is a response, guys.” (14:09)
• Brooke: “You’re holding on to the wrong part of the story for her.” (09:07)
• Jeffrey: “Never in the history of this show have I heard a tragic breakup story and said, gosh, I wish that would have been me.” (11:08)
• Ava: “Are you, like, the biggest idiot ever?” (18:30)
• Brooke: “Actions kind of speak louder than words right now.” (19:01)

Important Timestamps

• [04:27] – Jeffrey sets up the situation: David fears he’s “at the back of the line.”
• [05:32] – First date described: Tropical cocktails, ex’s lack of planning surfaces.
• [07:03] – Ava’s “revenge” breakup story revealed.
• [09:00] – David confesses to purposely annoying Ava to trigger a revenge scenario.
• [13:28] – Ava joins the call, makes clear she didn’t want to see David again.
• [17:25] – David admits he was hoping for the “revenge” treatment.
• [18:22] – David apologizes and explains his misguided antics.
• [20:04] – Offer for a paid second date is firmly rejected by Ava.
• [21:54] – Hosts reflect on the pitfalls of talking about exes on early dates.

Conclusion & Takeaways

This episode delivers a comedic but cringe-inducing lesson: Do not try to engineer drama (or base real-life dating strategies) on someone’s revenge story. Talking about exes so early can derail budding connections, and “playing games” usually ends badly—especially when you misread the story’s message entirely.

Both hosts and listeners are left amused and exasperated, while David gets a harsh (but funny) wake-up call about honesty—and how not to channel “revenge energy” on dates.

Final thought from Ava (20:07):

“Did you just hear this entire conversation? It’s like I lost brain cells.”

For more cringe, laughs, and relatable dating fails, check out Brooke and Jeffrey’s Second Date Update podcast on iHeartRadio, Apple, or Spotify.