Brooke and Jeffrey: Second Date Update

Second Date Update UPDATE: Fetching Feelings

14 Aug 2025

Contributed by Lukas

Two dog lovers came on our show earlier and it was one of the most memorable Second Date Updates ever! They’re back today in a new Second Date U...

Second Date Update: Locked Out Of Love

13 Aug 2025

Contributed by Lukas

One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later they were inside her place getting ...

Awkward Tuesday: Plus One

12 Aug 2025

Contributed by Lukas

One of our listeners was FORCED to talk about money with his crush, and the reason WHY it’s the topic of conversation might be the craziest part...

Second Date Update: I Got Cheesecaked

11 Aug 2025

Contributed by Lukas

One of our listeners took a PLANE FLIGHT to hang out with a woman he met online… but their date left a lot to be desired… We’ll tr...

Second Date Update Classics: Locked Up In Love + Rent a Car Romance

09 Aug 2025

Contributed by Lukas

Part 1When the listener on the phone described his date we got some creepy vibes. Are we reading the situation wrong or is he just misunderstood? Part...

Second Date Update: Gucci First, Questions Later

08 Aug 2025

Contributed by Lukas

One of our listeners is worried he gave off a bad vibe and waiting three days before sending his first post-date text… He swears he has a good ...

Say Yes To The Ex: College Crush

07 Aug 2025

Contributed by Lukas

The woman on the phone today is hoping that someone from her college days still has the same feelings for her that she’s held onto since they gr...

Second Date Update: Motivational Freaker

06 Aug 2025

Contributed by Lukas

One of our listeners left his date with a GIFT that was ONLY supposed to be opened the next day… you’ll hear what it was, and how it back...

Awkward Tuesday: My Ex Can't Let You Go

05 Aug 2025

Contributed by Lukas

One of our listeners hadn’t thought about her ex-boyfriend in years until she got a random DM from a complete stranger… and what it said ...

Second Date Update: Heart Eyes for Air Fries

04 Aug 2025

Contributed by Lukas

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&he...

Second Date Update Classics: Private Jet Regret + Hair Today Gone Tomorrow

02 Aug 2025

Contributed by Lukas

Part 1 This might be one of the first International Second Dates we’ve ever done! So come take a ride with us in an ultra-classy Second Date pod...

Second Date Update: Lipstick Dipstick

01 Aug 2025

Contributed by Lukas

Our listener on the phone today says his entire night was ruined when his date reached down and pulled something out from between the seats of his car...

Textual Healing: Mass Text Madness

31 Jul 2025

Contributed by Lukas

One sassy email has sparked an ELECTRIC situation between neighbors and now we’re being roped into the drama in an all new Textual Healing!See o...

Second Date Update: Floral Intentions

30 Jul 2025

Contributed by Lukas

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!See om...

Awkward Tuesday: Road Trip Singer

29 Jul 2025

Contributed by Lukas

One of our listeners says she LOVES her boyfriend just the way he is…. Except for ONE THING. She’ll explain why she needs him to STOP FOR...

Second Date Update: Can I Cut In Lime?

28 Jul 2025

Contributed by Lukas

A single phone call caused the guy in today’s Second Date Update to RUN OFF of his date with someone he called one of the most beautiful women h...

Second Date Update Classics: Secret Selfie + Day Date Surprise

26 Jul 2025

Contributed by Lukas

Part 1 You won’t believe what one listener pulled off while on her date. Jose was FREAKING OUT that it was even possible! Hear for yourself in t...

Second Date Update: One More Refill

25 Jul 2025

Contributed by Lukas

A request made at a dinner date might have crossed the line… but the listener on the phone says he was well within his rights on his date! Hear...

Closure Call: Dumped Via Text

24 Jul 2025

Contributed by Lukas

One of our listeners was DUMPED over text! All he really wants is answers and all we can offer him is a CLOSURE CALL to help out!See omnystudio.com/li...

Second Date Update: Hearts and Crafts

23 Jul 2025

Contributed by Lukas

One of our listeners discovered a little trick to exchange phone numbers with someone in public without uttering a SINGLE WORD… and the ladies ...

Awkward Tuesday: Work Friend To Boyfriend

22 Jul 2025

Contributed by Lukas

One of our listeners says that a romantic spark is happening with her coworker and now she needs our help nudging this friendship with an Awkward Tues...

Second Date Update: Sea Meat Surprise

21 Jul 2025

Contributed by Lukas

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...

Second Date Update Classics: Childlike Wonder What Happened + Silent Dancer

19 Jul 2025

Contributed by Lukas

Part 1 The guy in today’s Second Date is a PROUD single-dad, but he thinks it also might be the reason for the downfall of his first date. You&r...

Second Date Update: Randall Is Back For More

18 Jul 2025

Contributed by Lukas

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 bec...

Second Date Update UPDATE: 5 Second Holiday Makeout Hack

17 Jul 2025

Contributed by Lukas

A couple that met at holiday work party did a 2nd date with us way back in December. And after the call, we thought there was NO WAY this relatio...

Second Date Update: Family Dinner Drama

16 Jul 2025

Contributed by Lukas

One man was stuck in the friend zone for 20 YEARS until he got a call that changed his life...You’re gonna hear what he did on the date he waite...

Awkward Tuesday: Stepmom Thirst Trap

15 Jul 2025

Contributed by Lukas

One of our listeners is freaking out over what his new stepmom just posted online...He says it has potential to ruin their entire family dynamic UNLES...

Second Date Update: Red Light Green Light

14 Jul 2025

Contributed by Lukas

In today’s Second Date Update there was one moment that brought the evening to a SCREECHING HALT! Hear what it was in the podcast!See omnystudio...

Second Date Update Classics: Recreate the Scene + Lifetimes of Love

12 Jul 2025

Contributed by Lukas

Part 1One of our listeners decided his goal was to bring the magic of RomComs to his dating life...Now we need to help him finish his love story!Part ...

Second Date Update: B Dub Flub

11 Jul 2025

Contributed by Lukas

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? Fi...

Blind Love Is? Kissing Animals + Serenade Escapade

10 Jul 2025

Contributed by Lukas

For the past few months we’ve been doing our own knock-off version of Netflix’s “Love Is Blind” but today there was a twist th...

Second Date Update: A Slip of the Ex

09 Jul 2025

Contributed by Lukas

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio...

Awkward Tuesday: Kids Party Problem

08 Jul 2025

Contributed by Lukas

After something went awry at a kid’s birthday party ONE YEAR AGO something is STILL causing a rift… and we’re being asked to settle...

Second Date Update: Vacation No No

07 Jul 2025

Contributed by Lukas

One of our listeners planned a first date to last 5 full days with a woman he had never even met before! We’ll hear what happened in your Second...

Second Date Update Classics: Fast Service Disservice + Give A Hero A Chance

05 Jul 2025

Contributed by Lukas

Part 1 One of our listeners had a very awkward and puzzling fact about himself get exposed on the show, but is it an instant deal breaker? Part 2 The ...

Second Date Update Classic: Catching Feelings and Z's

04 Jul 2025

Contributed by Lukas

Little mistakes are okay on a first date, but today's Second Date had one BIG mistake and we're hoping it didn't happen on purpose...See omnystudio.co...

Textual Healing: Stolen Phone Stolen Heart

03 Jul 2025

Contributed by Lukas

One of our listeners is having a CODE 9 emergency, which is why she stole her roommate's phone, and is now sitting in her car outside her apartment WA...

Second Date Update: Down In The Dumps

02 Jul 2025

Contributed by Lukas

It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it’s even more shocking that he somehow swung th...

Awkward Tuesday: Unlexy Hero

01 Jul 2025

Contributed by Lukas

Is there a way to BETRAY a friend… but POLITELY? One of our listeners wants to do that, but she has a good reason for it and wants our help wit...

Second Date Update: Escape the Fridgescape

30 Jun 2025

Contributed by Lukas

One of our listeners got a woman to come home with him thanks to a unique skill that was so bizarre it had Brooke asking for PICS!See omnystudio.com/l...

Second Date Update Classics: Hoping For A Bad Date + Nathan Of The Night

28 Jun 2025

Contributed by Lukas

Part 1  A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why would she want that? We’ll...

Second Date Update: Him At The Gym

27 Jun 2025

Contributed by Lukas

One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for you too? Find out what it is in your Second Date ...

Say Yes To The Ex: Guys and Girls Trip

26 Jun 2025

Contributed by Lukas

This segment might be one of our most difficult tasks we’ve faced this entire year! It’s an all new “SAY YES TO THE EX” and bo...

Second Date Update: CSI Dinner Investigation

25 Jun 2025

Contributed by Lukas

One of our listeners 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...

Awkward Tuesday: Prenup or Pre-NOPE

24 Jun 2025

Contributed by Lukas

One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. ...

Second Date Update: Big Fragrance Energy

23 Jun 2025

Contributed by Lukas

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!See omn...

Second Date Update Classics: Love Is On the House + Started From The DM’s

21 Jun 2025

Contributed by Lukas

Part 1 One of our listeners described their dinner date as the most IMPRESSIVE thing that they had ever seen. We HAD to know more so we contacted them...

Second Date Update: Brunch Yuck

20 Jun 2025

Contributed by Lukas

One of our listeners DEFINITELY regrets a story he told on his date, and you’re gonna want to hear how he tells it in the Second Date Update pod...

Closure Call: Grandpa's Inheritance

19 Jun 2025

Contributed by Lukas

If you had to choose, would you pick your family or a life-changing amount of money? A listener was faced with that choice and today he’s discus...

Second Date Update: Best Date of My Life

18 Jun 2025

Contributed by Lukas

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 interactio...

Awkward Tuesday: Graduating Class of 2025

17 Jun 2025

Contributed by Lukas

For one of our listeners, there’s ONE MAJOR THING standing in the way of the perfect graduation party for her son… and that’s her n...

Second Date Update: Doodle Worthy

16 Jun 2025

Contributed by Lukas

One of our listeners tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be&hellip...

Blind Love Is? Reunion of Love

15 Jun 2025

Contributed by Lukas

We've got a special new episode you this weekend! We’ve got two hopeful singles, ready to meet for the FIRST TIME on our show… and Brooke...

Second Date Update Classics: Vacation Date Gone Wrong + Old Flame New Burn

14 Jun 2025

Contributed by Lukas

Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her...

Second Date Update: Two Word Whisperer

13 Jun 2025

Contributed by Lukas

The woman on the phone today says her date decided to switch booths HALFWAY through their dinner… And all of us were stunned when we finally le...

Second Date Update UPDATE: Plant Me A Kiss

12 Jun 2025

Contributed by Lukas

Two plant parents became one of our sweetest Second Date Update calls we’ve done all year, and even better we’ve got an update on their si...

Second Date Update: Flea Market Find

11 Jun 2025

Contributed by Lukas

Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at her, an...

Awkward Tuesday: I Want To Date My Friend's Ex

10 Jun 2025

Contributed by Lukas

Is it ever okay to date your friends EX? Don’t ask us, in fact, just get ‘em on the phone for an Awkward Tuesday Phone Call instead!See om...

Second Date Update: Lonely Cannoli

09 Jun 2025

Contributed by Lukas

A quick trip to move his car ended up being a HUGE mistake for our listener, and it sent his date WILDLY OFF TRACK. Hear how it went down in a brand n...

Textual Healing: Ex-pectations

08 Jun 2025

Contributed by Lukas

We've got a special new episode you this weekend! Normally on this show we try to HELP make a romantic connection but coming in today’s Textual ...

Second Date Update Classics: 2nd Chance Scott + Mysterious Wallet Situation

07 Jun 2025

Contributed by Lukas

Part 1 One of our listeners took a woman on a BEACH DATE and he gets huge props for one thing he DIDN’T DO… what was it? We're going to f...

Second Date Update: 1st Impressions Are Everything

06 Jun 2025

Contributed by Lukas

One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL trying to p...

Second Date Update: Meal Me Once

04 Jun 2025

Contributed by Lukas

If you’re looking for a unique, innovative and new move to pick up women, you need to catch today’s Second Date Update with a guy who swea...

Awkward Tuesday: False Setto Freakout

03 Jun 2025

Contributed by Lukas

One of our listeners is dealing with a difficult type of neighbor drama. You’re gonna want to hear our advice coming up in a brand new Awkward T...

Second Date Update: One Year Later To Rejection King

02 Jun 2025

Contributed by Lukas

One of our listeners wishes she could take back what she said 11 months ago to a guy she went out with. It took her a year to realize her mistake, and...

Say Yes to the Ex: Unlucky Number 13

01 Jun 2025

Contributed by Lukas

We've got a special new episode you this weekend! It’s easy to say yes to some things, but saying YES to your EX is another story… After ...

Second Date Update Classics: Picture Says It All + Promotion Commotion

31 May 2025

Contributed by Lukas

Part 1: One of our listeners figured out a way to get his entire evening PAID FOR, and it involved no lying, not scheming and not cheating. How did it...

Second Date Update: Yup Date for Jessica

30 May 2025

Contributed by Lukas

A mysterious handwritten note was dropped onto the table during our listener's date and it altered both of their lives forever! Hear what it said comi...

Second Date Update: Three Wheelin' It

28 May 2025

Contributed by Lukas

One of our listeners is confused after his date ended in the WEIRDEST way ever… but he still has SOME interest, so it couldn’t be that ba...

Awkward Tuesday: Birthday Scamazon

27 May 2025

Contributed by Lukas

One of our listeners was SHOCKED by the children’s birthday invite her son received… in fact, all the parents were so bothered by the str...

Second Date Update Classic: The Blame Game

26 May 2025

Contributed by Lukas

In the podcast you can hear the SHOCKING and UNFORTUNATE events that happened during our Second Date Update – and they were all totally Brooke&r...

True Confessions: School Edition

25 May 2025

Contributed by Lukas

We've got a special new episode you this weekend! Can you figure out which of these embarrassing stories from our high school days are true and which ...

Second Date Update Classic: Scam the Scammer

24 May 2025

Contributed by Lukas

One of our listeners is FURIOUS after her date left her in the most embarrassing situation of her life… and now she wants not just answers, but...

Second Date Update: First Date Demise

23 May 2025

Contributed by Lukas

We guarantee once you hear today’s Second Date Update that you’ll be cheering for single school teacher Marianne to find her true love!&nb...

Second Date Update: Hang Up On Him

21 May 2025

Contributed by Lukas

One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of...

Awkward Tuesday: Sharing Aaron

20 May 2025

Contributed by Lukas

One of our listeners came across an overbearing mother and what went down between them is either gonna be the biggest misunderstanding ever, or the mo...

Second Date Update: Unconventional Beauty and the Feast

19 May 2025

Contributed by Lukas

When a listener describes his date as an "unconventional beauty", we're going to try to uncover if that's the reason she isn't calling him back!See om...

Textual Healing: Peek A Boo Your Neighbor Can See You

18 May 2025

Contributed by Lukas

We've got a special new episode you this weekend! One of our listeners caught his neighbor doing something that's making him very uncomfortable... it'...

Second Date Update Classic: The Birthday Trick

17 May 2025

Contributed by Lukas

One of our listeners managed to make a genuine connection with a woman, all because of one trick he’s been using for YEARS! Hear what it is in y...

Second Date Update: The Ride Of Shame

16 May 2025

Contributed by Lukas

How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners try to ...

Second Date Update UPDATE: Bumpin' Carts

15 May 2025

Contributed by Lukas

Today is proof that just because we think a relationship is doomed doesn't mean anything... because one of the most unexpected couples we've had on ou...

Second Date Update: The First Five Seconds

14 May 2025

Contributed by Lukas

When you're out to dinner and you notice something on your date's face, do you tell them or keep it to yourself? One of our listeners is worried the c...

Awkward Tuesday: Guy In A Tree

13 May 2025

Contributed by Lukas

One of our listeners met a guy at a house party and says he literally RISKED HIS LIFE to not get caught with her! Now she wants answers! We're going t...

Second Date Update: Flirt and Observe

12 May 2025

Contributed by Lukas

One of our listeners says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same tim...

Say Yes To The Ex: Podcast Problems

11 May 2025

Contributed by Lukas

We've got a special new episode you this weekend! One of our listeners got dumped a few months ago during an argument about TOENAILS... But now, he sw...

Second Date Update Classic: Red Envelope Regret

10 May 2025

Contributed by Lukas

If only finding a date was as easy as ordering your favorite drink. One of our listeners had the perfect girl right in front of him all thanks to a ne...

Second Date Update: A Picture Says A Thousand Icks

09 May 2025

Contributed by Lukas

Our listener on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize...

Second Date Update: Date Night Veto

07 May 2025

Contributed by Lukas

One of our female listeners used an innocent little excuse…. To go from awkward end of the night hug… to Instant sleepover at his place&...

Awkward Tuesday: Cheating Across Continents

06 May 2025

Contributed by Lukas

One of our listeners is facing a huge moral dilemma, does she mind her own business, or possibly ruin her friends relationship?See omnystudio.com/list...

Second Date Update: Street Walker Love Story

05 May 2025

Contributed by Lukas

One of our listeners turned a super awkward moment into an actual MEET CUTE that almost seemed TOO perfect. You’ll hear it in a brand new Second...

Blind Love Is? Automatic Yes & 20 Seconds of Silence

04 May 2025

Contributed by Lukas

We've got a special new episode you this weekend! Two single listeners will meet for the very first time on our show SIGHT UNSEEN… to see if ch...

Second Date Update Classic: Five Finger Hangout

03 May 2025

Contributed by Lukas

Someone’s phone alarm going off in the middle of the date set off the WILDEST part of their entire evening. Hear what it was for in your Second ...

Second Date Update: Right To Remain Sexy

02 May 2025

Contributed by Lukas

One of our listeners says HIS DATE asked him to do something UNUSUAL shortly after they sat down, and he thinks its part of why he’s not getting...

Second Date Update: Better Late Than Never

30 Apr 2025

Contributed by Lukas

Something happened to our listener on his way to the first meetup with his date, and it changed the trajectory of their entire night! Hear what happen...

Awkward Tuesday: Bridesmaid Contract

29 Apr 2025

Contributed by Lukas

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey', &...

Second Date Update: Ex Marks The Shot

28 Apr 2025

Contributed by Lukas

We were shocked when we heard about our listeners tense situation that went down on a first date with an UNEXPECTED VISITOR… You’ll hear ...

Say Yes To The Ex: Sims City Blues

27 Apr 2025

Contributed by Lukas

We've got a special new episode you this weekend! One of our listeners is having communication issues with her relationship, but it’s not as sim...

Second Date Update Classic: Ross Mess For Less

26 Apr 2025

Contributed by Lukas

We had to try our best to get the woman on the phone to tell us the TRUTH about what happened on her date… and it might be the most embarrassin...

Second Date Update: Appetizer Energy, Entrée Problems

25 Apr 2025

Contributed by Lukas

One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down....

Second Date Update UPDATE: A Quiet Place

24 Apr 2025

Contributed by Lukas

The couple on the phone today were so sweet and cute the last time they appeared on our show that we’re having them back on for a Second Date Up...