Brooke and Jeffrey: Second Date Update

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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.

iHeartPodcasts


    • Jun 30, 2026 LATEST EPISODE
    • daily NEW EPISODES
    • 17m AVG DURATION
    • 2,308 EPISODES

    4.5 from 1,570 ratings Listeners of Brooke and Jeffrey: Second Date Update that love the show mention: brooke and jubal, jose s laugh, second date updates, jeffrey, jeffery, dad jokes, alexis, cracks, fake, callers, 2nd, awkward, ohio, funnier, annoying, addicting, segment, volume, phone, makes me laugh.


    Ivy Insights

    The Second Date Update podcast is a hilarious and entertaining show that never fails to make me laugh. I am a big fan of the hosts, Brooke and Jeffrey, who bring their own unique humor and dynamic to the show. They are joined by other members of the team, including Jose, whose contagious laugh never fails to put a smile on my face. The podcast features second date updates, where callers share their dating experiences and the hosts try to help them figure out what went wrong. The group dynamic is excellent, and it feels like you're listening to a group of friends having fun and joking around.

    One of the best aspects of this podcast is the humor. The hosts have great chemistry and play off each other perfectly. They have an incredible ability to turn awkward dating situations into comedic gold. From dad jokes to terrible puns, they always find a way to make me laugh out loud. The second date updates themselves are filled with twists, turns, and unexpected surprises that keep me engaged and entertained throughout each episode.

    However, there are some potential downsides to the podcast as well. Some listeners may find Jose's laugh annoying or creepy, although personally I find it endearing and it adds to the charm of the show. Additionally, some people may be disappointed that Jubal is no longer part of the show. However, I think Jeffrey does an excellent job as his replacement and brings his own unique style and personality to the podcast.

    In conclusion, The Second Date Update podcast is a must-listen for anyone looking for a good laugh. It's filled with witty banter, hilarious stories, and entertaining insights into the world of dating. While there may be some differences in opinion about certain aspects of the show, overall it delivers on its promise to provide laughter and enjoyment. I highly recommend giving it a listen if you're in need of some comedic relief in your day-to-day life.



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    Latest episodes from Brooke and Jeffrey: Second Date Update

    Awkward Tuesday: Un-Dump My Ex

    Play Episode Listen Later Jun 30, 2026 17:59 Transcription Available


    One of our listeners admits she might have taken things too far with her boyfriend, and now she wants our help to UN-dump him.See omnystudio.com/listener for privacy information.

    Second Date Update Classic: Dine For One But I'm Not Done

    Play Episode Listen Later Jun 29, 2026 18:08 Transcription Available


    The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast!See omnystudio.com/listener for privacy information.

    FULL SHOW: Pursue Me Date, Alexis' Identity Theft + Jeff's Mom's Song of the Week? (6/24/26)

    Play Episode Listen Later Jun 28, 2026 63:31 Transcription Available


    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: Wednesday, June 24th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

    Second Date Update Classics: A Slip Of The Ex + Putting Together The Pieces

    Play Episode Listen Later Jun 27, 2026 37:11 Transcription Available


    Part 1 One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in your Second Date Update! Part 2 If someone messed up your coffee order, would you politely let them know or go scorched-earth instead? It happened to one of our listeners and their response got the attention of the entire room!See omnystudio.com/listener for privacy information.

    Second Date Update Classic: Not A Happy Camper

    Play Episode Listen Later Jun 26, 2026 17:53 Transcription Available


    One of our listeners botched her date after trying to give him an honest compliment…. Hear how we tried to help her out her problem in a Second Date Update!See omnystudio.com/listener for privacy information.

    Am I The Jerk? Save The Announcement

    Play Episode Listen Later Jun 25, 2026 17:34 Transcription Available


    One of our listeners is soon to be married and she’s already made half her friends and family angry. Is she at fault or are they overreacting?See omnystudio.com/listener for privacy information.

    Second Date Update: Pursue Me Please

    Play Episode Listen Later Jun 24, 2026 17:03 Transcription Available


    Sometimes in the dating world, you have to decide if the pursuit is WORTH the prize at the end of the journey. In today’s Second Date Update we’re figuring out just HOW FAR one man will go for just one, single date. See omnystudio.com/listener for privacy information.

    Awkward Tuesday: AI Messed Up

    Play Episode Listen Later Jun 23, 2026 18:38 Transcription Available


    One of our listeners trusted his “idiot” friend to help cover for him, and now he could be out of an apartment AND a girlfriend. We’ll try to save him in your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

    awkward messed up awkward tuesday phone call
    Second Date Update: Tamogatchi Tea

    Play Episode Listen Later Jun 22, 2026 17:43 Transcription Available


    One of our listeners told us he was STRUGGLING to get his date back on track after a few early fumbles, until a COMPLETE STRANGER swooped in and changed everything with one simple sentence! See omnystudio.com/listener for privacy information.

    FULL SHOW: Brooke Breaks You Up, Whatcha Doin' at World Cup + Secret Man Crush (6/18/26)

    Play Episode Listen Later Jun 21, 2026 54:33 Transcription Available


    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: Thursday, June 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

    Second Date Update Classics: Failure To Launch + CSI Dinner Investigation

    Play Episode Listen Later Jun 20, 2026 37:21 Transcription Available


    Part 1 Can a guys job be a red flag? The woman in today’s Second Date met her guy at his red flag job, and she decided against her better judgment to go after him anyway! Part 2 Samantha warned her date that there’s ONE THING he HAD to do before she would see him… and he was shocked to find out she was SERIOUS.See omnystudio.com/listener for privacy information.

    Second Date Update Classic: I Dare You To Date Me

    Play Episode Listen Later Jun 19, 2026 18:49 Transcription Available


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

    Brooke Breaks You Up: Drop the Stanford Dropout

    Play Episode Listen Later Jun 18, 2026 19:27 Transcription Available


    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.

    Second Date Update: Stroll Club Hero

    Play Episode Listen Later Jun 17, 2026 17:55 Transcription Available


    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.

    Awkward Tuesday: Paging Dr. Luke

    Play Episode Listen Later Jun 16, 2026 17:58 Transcription Available


    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.

    Second Date Update: Shark Tanked

    Play Episode Listen Later Jun 15, 2026 17:36 Transcription Available


    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.

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

    Play Episode Listen Later Jun 14, 2026 64:55 Transcription Available


    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 InstagramTikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

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

    Play Episode Listen Later Jun 13, 2026 37:24 Transcription Available


    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.

    Second Date Update: No Questions Ever

    Play Episode Listen Later Jun 12, 2026 18:22 Transcription Available


    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.

    Second Date Update UPDATE: First Base Fam

    Play Episode Listen Later Jun 11, 2026 17:58 Transcription Available


    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.

    Second Date Update: Too Pretty To Tip

    Play Episode Listen Later Jun 10, 2026 17:22 Transcription Available


    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.

    Awkward Tuesday: Surprise Surprise

    Play Episode Listen Later Jun 9, 2026 19:16 Transcription Available


    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.

    jeopardy awkward surprise surprise awkward tuesday phone call
    Second Date Update: Big Brain vs Semicolon Corey

    Play Episode Listen Later Jun 8, 2026 18:43 Transcription Available


    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.

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

    Play Episode Listen Later Jun 7, 2026 64:06 Transcription Available


    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 InstagramTikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

    Second Date Update Classics: Brunch Yuck + Down Under Blunder

    Play Episode Listen Later Jun 6, 2026 37:01 Transcription Available


    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.

    Second Date Update: Three Day Bouquet

    Play Episode Listen Later Jun 5, 2026 18:12 Transcription Available


    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.

    Textual Healing: Breakup Breakfast

    Play Episode Listen Later Jun 4, 2026 19:31 Transcription Available


    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.

    Second Date Update: Capes At Costco

    Play Episode Listen Later Jun 3, 2026 18:59 Transcription Available


    We’ve heard some strange dealbreakers before on this show, but NOTHING has us as confused as the dealbreaker Kai had for Amy in today’s Second Date Update!See omnystudio.com/listener for privacy information.

    Awkward Tuesday: Ship My Situationship

    Play Episode Listen Later Jun 2, 2026 18:41


    Our listener, Juliana, let something slip at the WRONG moment and now she wants our help getting her situationship back on track! We’ll do our best in the Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

    awkward situationship awkward tuesday phone call
    Second Date Update: Door Dash Ashley

    Play Episode Listen Later Jun 1, 2026 18:43 Transcription Available


    Blake didn’t spend ANY money on his date with Ashley, in fact, he actually MADE money in a way that’s 100% legal. You’ll hear how in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

    FULL SHOW: Jeffrey's 1,000th Song, Ashton's Move Back Home + Divorce Party Date (5/29/26)

    Play Episode Listen Later May 31, 2026 63:41 Transcription Available


    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, May 29th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

    Second Date Update Classics: No Fire In The Fireplace +Best Date Of My Life

    Play Episode Listen Later May 30, 2026 38:02 Transcription Available


    Part 1 One of our listeners realized she’s been approaching dating apps the wrong way… and one piece of advice completed shifted her romantic life. Part 2 The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thing ever, or the cringiest, most awkward interaction of all time. Decide for yourself after the Second Date Update!See omnystudio.com/listener for privacy information.

    Second Date Update: Can't Beat The Sweet Treat

    Play Episode Listen Later May 29, 2026 17:24 Transcription Available


    One of our listeners showed up to his co-workers “DIVORCE PARTY” and while the theme was a bit strange, the romance levels were surprisingly high and now we’re gonna help him get ahold of the woman he met there in your Second Date Update!See omnystudio.com/listener for privacy information.

    Second Date Update UPDATE: Euro Date

    Play Episode Listen Later May 28, 2026 18:51 Transcription Available


    Two of our listeners told us about “European Dating” and it led to one of the most popular Second Date Updates of the year! Now, they’re back on again for a special UPDATE UPDATE!See omnystudio.com/listener for privacy information.

    Second Date Update: Defensive Driving Drama

    Play Episode Listen Later May 27, 2026 17:31 Transcription Available


    Jay let Allie know IMMEDIATELY what ONE THING has been a deal breaker, about his past… He thought she would appreciate it, but now he’s asking us for a Second Date Update!See omnystudio.com/listener for privacy information.

    Awkward Tuesday: Party Hard Granny

    Play Episode Listen Later May 26, 2026 18:24 Transcription Available


    One of our listeners told us her grandma is getting KICKED OUT of her senior home. It’s a unique circumstance and now she wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

    awkward granny party hard kicked out awkward tuesday phone call
    Second Date Update Classic: Senior Moment Slip Up

    Play Episode Listen Later May 25, 2026 18:17 Transcription Available


    One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! See omnystudio.com/listener for privacy information.

    FULL SHOW: Mistaken Identity Date, Paid Wedding Crashers + First Bidet Loser Line (5/18/26)

    Play Episode Listen Later May 24, 2026 65:08 Transcription Available


    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: Monday, May 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

    Second Date Update Classics: Update My Dino Profile + Doodle Worthy 

    Play Episode Listen Later May 23, 2026 37:46 Transcription Available


    Part 1 One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learned in your Second Date Update! Part 2 The guy on the phone today tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be…See omnystudio.com/listener for privacy information.

    Second Date Update Classic: Train Game

    Play Episode Listen Later May 22, 2026 17:53 Transcription Available


    There’s no EASY way to approach an attractive person on public transportation, and that was exactly the case for our listener! She’ll tell us her story and how she wants to get in touch with a guy she met on the train coming up in a Second Date Update!See omnystudio.com/listener for privacy information.

    Awkward Thursday: 30 Day Girlfriend

    Play Episode Listen Later May 21, 2026 19:12 Transcription Available


    Normally, we help people get second dates after a first one, but today we’re helping a guy who hasn’t even had ONE date with the woman he’s interested, and he wants to jump straight into a relationship!See omnystudio.com/listener for privacy information.

    Second Date Update: The Roadside King

    Play Episode Listen Later May 20, 2026 17:58 Transcription Available


    One of our listeners says he DEFINITELY has someone to thank for his unforgettable date night. But the weird part is… that person isn’t exactly ALIVE… See omnystudio.com/listener for privacy information.

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