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Brooke and Jeffrey: Second Date Update

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  1. Awkward Tuesday: Accidentally Phone Snooped

    One of our listeners was alone and had the urge to open his significant other’s computer, and what happened next lead to possible the most shocking Awkward Tuesday Phone Call of the year! See https://omnystudio.com/listener for privacy info

  2. Second Date Update: Bobby 2.0

    Bobby didn’t come across in the best way the FIRST time he was on our show, but this time he SWEARS he’s changed and is now deserving of our help with a Second Date Update! See https://omnystudio.com/listener for privacy information.

  3. FULL SHOW: Flowers for the Ex Awkward Call, Reverse the Verse Game + Scammer Secret (8/25/26)

    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: Tuesday, August 25th, 2026 Curious if we look as ba

  4. Second Date Update Classics: Only Tears + 22nd Date Update

    Part 1 One of our listeners isn’t sure if his date meant to VANISH or if there was just miscommunication but you can tell us what you think after you hear it. Part 2 Today we’re shaking it up and doing an ALTERNATE version of our Second Dat

  5. Second Date Update Classic: First Date Worth The Wait

    The guy in today’s Second Date was willing to do something that took A LOT of patience, selflessness, and understanding… hear if his sacrifice was worth it in the podcast! See https://omnystudio.com/listener for privacy information.

  6. Blind Love Is? Doll Beds

    Two of our listeners will test the waters and see if they connect romantically when they speak to each other for the first time on our show! See https://omnystudio.com/listener for privacy information.

  7. Second Date Update Classic: Secret Garden Shocker

    In today’s Second Date we learned about a dating app that NONE of us had even heard of before, and even though we were skeptical.. it helped one of our listener's secure his match! See https://omnystudio.com/listener for privacy information

  8. Awkward Tuesday: Flowers For Who?

    Imagine getting a text from your ex you haven’t seen in a year and she’s ECSTATIC about the WORST NEWS POSSIBLE… It happened to one of our listeners and he needs our advice in an Awkward Tuesday Phone Call! See https://omnystudio.com/listen

  9. Second Date Update Classic: How Dare You Heart Me

    One of our listeners says he got a singular one-word text that let him know he BADLY screwed up his first date. See https://omnystudio.com/listener for privacy information.

  10. FULL SHOW: Monster-In-Law Awkward Call, Get Away Car Confession + Beat Brooke Trivia (8/18/26)

    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: Tuesday, August 18th, 2026 Curious if we look as ba

  11. Second Date Update Classics: I Got Cheesecaked + Locked Out Of Love

    Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy w

  12. Second Date Update: A Note For the Waitress

    Sasha is on the phone for today’s Second Date Update and she thinks the guy who left her his number is either her soulmate or a COMPLETE Scum Bag! Lucky for her, we've got a very special way to unveil the truth… See https://omnystudio.com/l

  13. Second Date Update UPDATE: Not So Spicy

    Aria and Ryan managed to do the near impossible: start a romance thanks to our show! And now they’re BACK and you’ll find out what’s happened since they were last on thanks to a Second Date Update UPDATE! See https://omnystudio.com/listener

  14. Second Date Update: I Went Full Robbins

    One of our listeners wanted to show his date he was a fun, outgoing guy, but what came out of his mouth is one of the CRINGIEST moments we’ve ever heard happen on a date! See https://omnystudio.com/listener for privacy information.

  15. Awkward Tuesday: Monster In Law

    One of our listeners says she’s dealing with a MONSTER problem with her mother-in law and her ridiculous demands are OUT OF CONTROL! We’ll try to help reel her in when we do an Awkward Tuesday Phone Call! See https://omnystudio.com/listener

  16. Second Date Update: Smells Like A Hamster

    One of our listeners says he has the PERFECT question that will tell him whether to STICK AROUND or RUN on a first date. Hear what it is in your Second Date Update podcast! See https://omnystudio.com/listener for privacy information.

  17. FULL SHOW: Boob Job Shock Awkward Call, Whatcha Doin’ at the Bus Stop + Spanish Tinder (8/11/26)

    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: Tuesday, August 11th, 2026 Curious if we

  18. Second Date Update Classics: Heart Eyes For Air Fries + Motivational Freaker

    Part 1 One of our listeners said he did EVERY FORM of communication he possibly could, leading up to his first date…. And something STILL went wrong…. Part 2 One of our listeners left his date with a GIFT that was ONLY supposed to be opened

  19. Second Date Update Classic: Yawn and She's Gone

    We’ve reached a pretty insane milestone with today’s Second Date and it happened with one of the nicest guys we’ve ever had on the show. See https://omnystudio.com/listener for privacy information.

  20. Closure Call: The Web Date That Got Away

    One of our listeners met the PERFECT person at the wrong time. They went on a date nearly two decades ago that was INTERRUPTED halfway through… Now all these years later she wants to reconnect in a Closure Call! See https://omnystudio.com/l

  21. Second Date Update: Sushi & Steve

    The “move” Sophia pulled at a restaurant on her date with Steve would either get you a second date OR get you kicked out of the building forever. Hear what it was in your Second Date Update podcast! See https://omnystudio.com/listener for p

  22. Awkward Tuesday: Enhancement Anxiety

    One of our listeners is struggling with the news that his girlfriend wants to get plastic surgery… HOW does he respond and is it better to tell the truth or lie? We’ll help him out in an Awkward Tuesday Phone Call! See https://omnystudio.co

  23. Second Date Update: Surprise Surprise

    One of our listeners got one of the BEST compliments a guy could get from a girl at the end of the night, but he’s PUZZLED why she’s not calling him back! We’re on the case in your Second Date Update podcast! See https://omnystudio.com/list

  24. FULL SHOW: Horror Movie Date, Jeff’s Discount Humiliation + Brooke's Pickleball Shame (8/5/26)

    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: Wednesday, August 5th 2026 Curious if we

  25. Second Date Update Classics: Floral Intentions + Lipstick Dipstick

    Part 1 One of our listeners tried out the dating app PLENTY OF FISH… and you’re not gonna believe what happened on her very first meet up! Part 2 One of our listeners WISHES he did a better job cleaning up his car, because his entire night

  26. Second Date Update Classic: Second Chance Scott

    One of our listeners went on a beach date and he gets huge props for one thing he DIDN’T DO… what was it? Find out in your Second Date podcast! See https://omnystudio.com/listener for privacy information.

  27. Textual Healing: Proposal Predicament

    One of our listeners has a delicate situation on her hands involving STOPPING her best friends proposal. She needs our help so she hit us up for some Textual Healing! See https://omnystudio.com/listener for privacy information.

  28. Second Date Update: Movie Mayhem

    A date at the movies went from your typical rom-com setting to an absolute HORROR scenario and now Sienna wants our help getting Evan to call her back! See https://omnystudio.com/listener for privacy information.

  29. Awkward Tuesday: Birthday Tip

    Today we’re talking to a guy who has been nominated as the spokesperson for all the ticked off moms in his wife’s friend group, and his mission is to CONFRTON another mom about her kid’s birthday party. See https://omnystudio.com/listener f

  30. Second Date Update: Kiss GPT

    What’s the best way to get better at kissing? Is it just practice and experience? Or is there an expert out there that’s much closer than you might think? We’re answering that question in your Second Date Update podcast! See https://omnystu

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