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


    • Jul 21, 2026 LATEST EPISODE
    • daily NEW EPISODES
    • 17m AVG DURATION
    • 2,328 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: Awkward Family Reunion

    Play Episode Listen Later Jul 21, 2026 18:54 Transcription Available


    Normally, we help listeners with their romantic life, or crazy family drama, but today’s Awkward Tuesday Phone Call might be equal parts… BOTH? See omnystudio.com/listener for privacy information.

    reunions awkward family reunion awkward tuesday phone call
    Second Date Update: Greek Meat

    Play Episode Listen Later Jul 20, 2026 17:33 Transcription Available


    A romance blossomed out of the ashes of a once-thought to be dead dating app… but then it all came crumbling down at a fancy Greek restaurant. We got the juicy details coming up in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

    Second Date Update Classics: Offer He Can't Refuse + Sea Meat Surprise 

    Play Episode Listen Later Jul 18, 2026 35:57 Transcription Available


    Part 1 One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Part 2 The woman on the phone today claims that she discovered a place that is swarming with career driven, high-value men, and she even scored a date on her first visit. The problem? He's not calling her back!See omnystudio.com/listener for privacy information.

    Second Date Update: Bidding On Brandy

    Play Episode Listen Later Jul 17, 2026 18:31 Transcription Available


    How far would you go to win over a beautiful woman who showed interest in you? One of our listeners went to the EXTREME and he might have gone too far because now he wants our help with an Second Date Update! See omnystudio.com/listener for privacy information.

    Awkward Thursday: Convince The Sis

    Play Episode Listen Later Jul 16, 2026 18:52 Transcription Available


    One of our listeners BROKE UP with a guy and now she’s thinking she made a mistake. She wants him back but before she can get to him she’ll have to go through his SISTER in your Awkward Thursday Phone Call!See omnystudio.com/listener for privacy information.

    Second Date Update: Case of the Solo Shoe

    Play Episode Listen Later Jul 15, 2026 18:18 Transcription Available


    We have a real-life Cinderella story on our hands today! Will has one of Teri’s SHOES after their night out and in your Second Date Update we’re gonna find out why she left it and why she’s not calling him back!See omnystudio.com/listener for privacy information.

    Awkward Tuesday: JFK & Oprah the Assassin

    Play Episode Listen Later Jul 14, 2026 18:39 Transcription Available


    Stacy wants to explain how her romantic hangout nearly turned into a CRIME SCENE… and why her neighbor is now blaming HER for it, in your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

    Second Date Update: Car Wash Crush

    Play Episode Listen Later Jul 13, 2026 18:11 Transcription Available


    One of our listeners says she found an UNDERRATED place for ladies to meet QUALITY guys… and it might shock you where. See omnystudio.com/listener for privacy information.

    FULL SHOW: Voice Note Ick Date, Alexis Personal Love Island + Jeff's New Beef (7/8/26)

    Play Episode Listen Later Jul 12, 2026 67:36 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, July 8th, 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: Randall Is Back  + Highs & Lowells Of Dating

    Play Episode Listen Later Jul 11, 2026 37:28 Transcription Available


    Part 1 After many failed romantic encounters and a couple of outright scams, one of our most lovable listeners is back! He says this time is different because he finally executed the perfect date night...at least for a few minutes. We'll find out what went wrong this time! Part 2 Tara says MATH of all things helped her meet the perfect guy… You can hear how in your Second Date Update!See omnystudio.com/listener for privacy information.

    Second Date Update: Anti-Farmers Market

    Play Episode Listen Later Jul 10, 2026 18:18 Transcription Available


    Sam took Jamie to a UNIQUE first date spot. In fact, it was so unique, its not only impressive but it became it’s own conversation piece. We guarantee you’ve never heard of this date idea before!See omnystudio.com/listener for privacy information.

    Second Date Update UPDATE: He Bought Me A Star

    Play Episode Listen Later Jul 9, 2026 17:57 Transcription Available


    We’re bringing back a HIGHLY REQUESTED couple that have been on our show before, to get all the out-of-this-world details of what’s happened since they last talked with us. It’s a special Second Date Update UPDATE!See omnystudio.com/listener for privacy information.

    Second Date Update: Voice Note No No

    Play Episode Listen Later Jul 8, 2026 18:26 Transcription Available


    Corey THOUGHT he had the perfect conversation starter but after he brought it up his date was in TEARS. He swears it was a harmless topic that just went sideways SOMEHOW. See omnystudio.com/listener for privacy information.

    Awkward Tuesday: 40th Birthday Blunder

    Play Episode Listen Later Jul 7, 2026 18:33 Transcription Available


    The woman we call in today’s Awkward Tuesday Phone Call might be the most brutal, ruthless, and vile person we’ve ever had on the show. She’s the sister of one of our listeners and we can’t believe what happened when he called to apologize to her!See omnystudio.com/listener for privacy information.

    awkward blunders 40th birthday awkward tuesday phone call
    Second Date Update: Tap It or Scratch It

    Play Episode Listen Later Jul 6, 2026 18:22 Transcription Available


    Andre managed to cancel plans on Kim NOT ONCE, but TWICE in the same night. Is that too much to come back from? Find out in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

    FULL SHOW: Undercover Spy Date, Riffin' Around Summer Edition + Pettiest Neighbors (7/3/26)

    Play Episode Listen Later Jul 5, 2026 64:32 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, July 3rd, 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: B Dub Flub + Red Light Green Light

    Play Episode Listen Later Jul 4, 2026 36:33 Transcription Available


    Part 1 When the woman on the phone today described her job to us we were SHOCKED… but is it something that would keep her from a happy dating life? Part 2 In today’s Second Date Update there was one moment that brought the evening to a SCREECHING HALT!See omnystudio.com/listener for privacy information.

    Second Date Update Classic: I Brought My Mom

    Play Episode Listen Later Jul 3, 2026 17:58 Transcription Available


    What the couple on the phone today went through on their date was JUST SHORT of the plot of a James Bond movie. Were they shaken or stirred? We’ll find out in your Second Date Update!See omnystudio.com/listener for privacy information.

    Say Yes To The Ex: Trio Tangle

    Play Episode Listen Later Jul 2, 2026 17:52 Transcription Available


    We’re doing our best to reunite a listener with one of their previous romances… only if we don’t screw it up first. Catch a “Say Yes To The Ex!"See omnystudio.com/listener for privacy information.

    Second Date Update Classic: Uber Meets

    Play Episode Listen Later Jul 1, 2026 18:44 Transcription Available


    One of our listeners says HER MOM may have accidentally ruined her chance with a guy and its all because of what mom needed from her daughter in the MIDDLE of a date.See omnystudio.com/listener for privacy information.

    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

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