Podcast Summary: Brooke and Jeffrey: Second Date Update

Episode: Second Date Update: Corey's Crazy Criteria

Date: November 12, 2025
Hosts: Brooke, Jeffrey, Alexis, Co-host J, Kev OnStage
Participants: Corey (the second dater), Charlotte (his date)

Main Theme

This episode centers around Corey, a returning guest with an infamously picky dating style, who tries his luck again at finding love. Corey devises a very specific checklist of what he wants in a partner and gets matched with Charlotte, who appears to fit all his requirements. However, after an enjoyable first date, Charlotte keeps dodging attempts to arrange a second date—leading Corey to seek answers and a possible reunion via the show's signature “Second Date Update” call.

Key Discussion Points and Insights

1. Corey's “Crazy Criteria” (04:05 - 08:05)

• Corey's New Strategy: After a failed prior attempt (where he unintentionally insulted a date), Corey updates his dating profile to include super-specific requirements to weed out incompatible matches.
• Corey’s Criteria:
  • Good sense of humor (06:04)
  • Brunette hair (06:27)
  • Age: mid to late 20s (06:52)
  • Ability to parallel park (07:12)
  • Must be okay with him being five minutes late to everything (07:47)

“They got to be able to parallel park...if you’re a grown up and you can’t even do that, I’m just like, get out of here.” - Corey, (07:21)

• Result: Only one match—Charlotte—fits the bill.

2. The Date Recap & Initial Chemistry (08:26 - 09:57)

• Date Details: Corey and Charlotte have dinner outdoors and talk for hours. Charlotte perfectly parallel parks—amusing but important to Corey.
• Post-date Communication: They text a lot and try to schedule follow-up dates, but Charlotte keeps canceling last minute.

3. The Reveal: Talking to Charlotte (12:21 - 17:02)

• Charlotte’s Perspective: She enjoyed the date but felt overwhelmed by Corey’s fixations and constant mention of his checklist.
• Her Secret: Charlotte admits (after prodding) that she lied about her age on the dating app—she’s actually 32, not mid-to-late 20s.
• Her Reason: She feels men filter out women over a certain age, and since she and Corey are the same age, it seemed harmless to fudge her profile (15:30).

“I just feel like guys are very specific when it comes to age...even though, I mean, we’re the same age. I’m 32, but I just feel like they want younger…” - Charlotte, (15:30)

4. Confrontation and Fallout (16:38 - 19:48)

• Corey’s Reaction: He feels betrayed and refuses to consider another date, latching onto Charlotte’s “lie” as a dealbreaker.
• Notable Moments:
  • Corey demands Charlotte Venmo him for half the dinner (17:48)
  • Threatens to take her to “Judge Mathis” over the dinner bill (18:23)
  • Reveals he’s “already been on the show twice” for roommate issues (18:36)
• Charlotte’s Clapback: Points out Corey isn’t a “10” himself, highlighting how picky and inflexible he is.

“Didn’t she say she was something and find out she’s a granny and a liar.” - Corey, (17:12)
“Wait a minute, Cory. If I’m a granny, then you’re a grandpa. Because they’re the same age.” - Charlotte, (17:18)

5. Hosts' Commentary and Debrief (21:09 - 22:41)

• Host Reflection: The group unanimously agrees both Corey and Charlotte made mistakes—Corey for his rigid criteria, and Charlotte for the dishonest profile.
• Broader Insights: They discuss the impossibility of finding a perfect match when both sides refuse compromise, and how dating “red flags” can sometimes be overblown.

“You shouldn’t care about people’s age. You shouldn’t lie about your own age...” - Jeffrey, (21:09)
“There should be more compromise in the world of dating...not everything is a dealbreaker.” - Co-host Alexis, (22:23)

Notable Quotes & Memorable Moments

• On Having Criteria:
  “You’re very specific about what you like, and that’s okay.” – Jeffrey, (06:50)
• Charlotte on her lie:
  “I have to eventually. I can’t just keep ignoring and canceling...” – Charlotte, (16:12)
• Corey’s pettiness:
  “I just want you—I think it’s only fair that you Venmo me half the cost of the dinner.” – Corey, (17:48)

Important Timestamps

• Corey’s criteria rundown: 06:04 – 08:05
• Date recap/highlights: 08:26 – 09:57
• Charlotte's admission & age reveal: 14:54 – 16:12
• Second Date confrontation: 16:38 – 18:54
• Venmo and TV judge moment: 17:48 – 18:36
• Hosts' debrief/reflections: 21:09 – 22:41

Overall Tone

Light-hearted, comedic, and a bit exasperated by both Corey’s “crazy criteria” and Charlotte’s fib. Playful ribbing from the hosts underscores the absurdity of searching for love with a rigid checklist, while also showing empathy for the complications and insecurities of online dating.

Final Word

Both parties walk away single, and the hosts conclude (with plenty of side-eye) that honesty and openness are vital for dating—but so is flexibility. Corey’s draconian standards and Charlotte’s fibs ensure no second date, but listeners get plenty of cringe and laughs.