About this episode

The episode revisits a couple from a previous Second Date Update to check on their relationship progress.

We’ve had “Momma’s boys” and women with “Daddy Issues” on our show before but today we’re reconnecting with a DIFFERENT type of Red Flag that involves a third type of family member… It’s a special Second Date Update UPDATE where if you listen until the end we check in with the couple and how things have gone since they first appeared on our show! See omnystudio.com/listener for privacy information.

Topics covered

• relationships
• family dynamics
• red flags
• dating updates
• comedy

Keywords

• Second Date Update
• red flags
• family issues
• dating
• relationship update

Mentioned in this episode

Organizations: iHeartPodcasts

More episodes of Brooke and Jeffrey: Second Date Update

• Second Date Update: No Questions Ever · June 12, 2026 · 18 min
• Second Date Update: Too Pretty To Tip · June 10, 2026 · 17 min
• Awkward Tuesday: Surprise Surprise · June 9, 2026 · 19 min
• Second Date Update: Big Brain vs Semicolon Corey · June 8, 2026 · 19 min
• FULL SHOW: Jeff’s Class of ’26 Song, Ashton’s Parents vs Dating + Dead Flower Date (6/5/26) · June 7, 2026 · 1h 4m
• Second Date Update Classics: Brunch Yuck + Down Under Blunder · June 6, 2026 · 37 min

Explore listener stats, chart rankings, contacts and more on the Brooke and Jeffrey: Second Date Update podcast page.