Brooke and Jeffrey: Second Date Update

iHeartPodcasts•www.brookeandjeffrey.com

Ghosted after a first date? We call the person who isn't calling you back to find out the real reason why and get you a Second Date. Low success rate...high entertainment for the rest of us.

Want more? Catch the FULL hour long show over at Brooke and Jeffrey:

iHeartRadio: https://www.iheart.com/podcast/1119-brooke-and-jeffrey-110194157/

Apple: https://podcasts.apple.com/us/podcast/brooke-and-jeffrey/id1252608081

Spotify: https://open.spotify.com/show/6wmqpNulHEqJNeR2iqmgyj?si=6cdcc5432d75423f

Last refreshed: June 19th, 2026 at 2:16 PM

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Episodes

Second Date Update Classic: I Dare You To Date Me

One of our listeners got maybe the worst possible response to an unsolicited text message… EVER! See omnystudio.com/listener for privacy information.

Jun 19, 2026•19 min

Brooke Breaks You Up: Drop the Stanford Dropout

It’s a favorite of the listeners and the bane of Brooke’s existence… We’re doing another edition of “BROOKE BREAKS YOU UP!” See omnystudio.com/listener for privacy information.

Jun 18, 2026•19 min

Second Date Update: Stroll Club Hero

Josh tried to be funny to impress Lisa on their date and that plan BACKFIRED so badly, he found himself apologizing to a random 9 year old and his family. Hear how his humor got him in trouble in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Jun 17, 2026•18 min

Awkward Tuesday: Paging Dr. Luke

We got BLINDSIDED by one of the BIGGEST LIES in the history of this show. It’s a complicated relationship problem and we’re doing our best to navigate it in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

Jun 16, 2026•18 min

Second Date Update: Shark Tanked

One of our listeners took his date to a ball game and INSTANTLY she was set off on a bad mood. He doesn’t know what sparked it but we’re on his side and we’re gonna dig in, when we do a Second Date Update! See omnystudio.com/listener for privacy information.

Jun 15, 2026•18 min

FULL SHOW: Jeff’s World Cup Song, No Questions EVER Date + Dumbest Political Troll (6/12/26)

Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, June 12th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information....

Jun 14, 2026•1 hr 5 min

Second Date Update Classics: Big Fragrance Energy + Trying To Connect 4

Part 1 One of our listeners is worried her gratitude for a gift was BADLY misinterpreted as rude and now she wants our help with a Second Date Update! Part 2 What do you do when someone suddenly STOPS replying to your texts? One of our listeners did something a little UNUSUAL to get his crush’s attention. See omnystudio.com/listener for privacy information.

Jun 13, 2026•37 min

Second Date Update: No Questions Ever

One of our listeners has a SYSTEM to get a date with ANY woman you want. But some of his tactics were so controversial, it nearly BROKE Brooke! See omnystudio.com/listener for privacy information.

Jun 12, 2026•18 min

Second Date Update UPDATE: First Base Fam

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.

Jun 11, 2026•18 min

Second Date Update: Too Pretty To Tip

Andrew overheard two woman saying something so SHOCKING & RUDE that he had to step in. He thinks he was heroic, but was it actually creepy? See omnystudio.com/listener for privacy information.

Jun 10, 2026•17 min

Awkward Tuesday: Surprise Surprise

A HUGE surprise is in total JEOPARDY and Olivia has turned to us for help! We’ll do our best to keep things on track in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

Jun 09, 2026•19 min

Second Date Update: Big Brain vs Semicolon Corey

One of our listeners says the woman he went out with wanted something VERY SPECIFIC whispered into her ears and it had him thinking “This woman is THE ONE!” Find out what that was coming up in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Jun 08, 2026•19 min

FULL SHOW: Jeff’s Class of ’26 Song, Ashton’s Parents vs Dating + Dead Flower Date (6/5/26)

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, June 5th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information....

Jun 07, 2026•1 hr 4 min

Second Date Update Classics: Brunch Yuck + Down Under Blunder

Part 1 Rez DEFINITELY regrets a story he told Katrina on their date, and you’re gonna want to hear how he tells it in the Second Date Update! Part 2 One of our listeners is looking for all the help he can get locking down another hang out with a VERY classy woman. See omnystudio.com/listener for privacy information.

Jun 06, 2026•37 min

Second Date Update: Three Day Bouquet

Is a gift ever okay on the first date? Does it say too much or go too far? We go to the bottom of that question and got way more than we bargained for in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Jun 05, 2026•18 min

Textual Healing: Breakup Breakfast

Maria is caught in a complicated entanglement of the modern dating scene and she wants our help to UNCOMPLICATE it in the weirdest way possible. It's your Textual Healing Podcast! See omnystudio.com/listener for privacy information.

Jun 04, 2026•20 min

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