Brooke and Jeffrey: Second Date Update

Second Date Update Classics: 3rd Times a Yawn + Super Kid Shames the Day

13 Dec 2025

Contributed by Lukas

Part 1 The guy on the phone today told us he’s fed up with being friend-zoned, and he wants to get ahead of things with a bizarre new plan we&rs...

#10 Second Date Update of 2025: Give Him The Golden

12 Dec 2025

Contributed by Lukas

One of our listeners made a BIG ASK, a request we never heard before… telling a guy if he wanted any shot at dating her, he had to do THIS firs...

Textual Healing: Dog Disturbance

11 Dec 2025

Contributed by Lukas

One of our listeners is having a problem dealing with her next door neighbor and it’s slowly ruining her life. We’ll try to help her with ...

Second Date Update: Does This Smell Like Your Mom?

10 Dec 2025

Contributed by Lukas

One of our listeners says there's a sneaky spot where you can meet cute guys, and it ONLY happens during the holidays. You’ll find out where tha...

Awkward Tuesday: Knock Off No No

09 Dec 2025

Contributed by Lukas

The woman on the phone today is ready to CONFRONT the person who has been scamming her for the past 3 years. It also happens to be her boyfriend&helli...

Second Date Update: He Bought Me A Star

08 Dec 2025

Contributed by Lukas

It can be so difficult to find a guy who does the bare minimum, but the woman on the phone today found a guy who is OUT OF THIS WORLD! We’ll let...

FULL SHOW: The Last Hopeful Dater, Jeff’s Mom’s High Speed Chase & Alexis’ Car Casino (12/3/25)

07 Dec 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Double Roasted Turkey + 20 Treadmills of Love

06 Dec 2025

Contributed by Lukas

Part 1  One of our listeners met a guy in a peculiar way… by SAVING HIS LIFE! But why doesn’t he ever want to see her again? We&rsqu...

Second Date Update Podcast: Never Ask About The Ex

05 Dec 2025

Contributed by Lukas

The guy on the phone today has HUGE regrets about asking his date about Ex...Yet he still wants our help getting in touch with her for a Second Date U...

Second Date Update UPDATE: Age Is Just A Bummer

04 Dec 2025

Contributed by Lukas

The couple on the phone today got the most AWKWARD comment a server could say to a table when they first appeared on our show a few months ago. Now, t...

Second Date Update: Beer & Butterfly Kisses

03 Dec 2025

Contributed by Lukas

The woman on the phone today is CERTAIN that there is a logical explanation for why her date suddenly dropped off the face of the earth after ten days...

Awkward Tuesday: Change Him Back

02 Dec 2025

Contributed by Lukas

Our listener says her boyfriend is TOO PERFECT, and it might be all her fault! It’s causing a problem that she wants to fix in a brand new Awkwa...

Second Date Update: Love Bombs Away

01 Dec 2025

Contributed by Lukas

One of our listeners wanted to sweep his date off her feet….. but based on the reactions we got in this room to his grand romantic gestures the...

FULL SHOW: Dinner Faux Pas Date, Riffin Around Food Edition + Daddy & Me Loser Line (11/24/25)

30 Nov 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Driving Miss Laurie + Lick My Neck

29 Nov 2025

Contributed by Lukas

Part 1 One of our listeners said he changed ONE THING on his dating profile that instantly changed the game for him. He wishes he’d done this ye...

Second Date Update Classic: Cutecumber Couple

28 Nov 2025

Contributed by Lukas

One of our listeners says he got his inspiration for his dating “MOVE” by watching on video online and gathering the courage to try it him...

Second Date Update UPDATE Classic: 8 Trees A Trimming

27 Nov 2025

Contributed by Lukas

The holidays nearly broke up the couple on the phone today when they first dated a year ago. But now with the yuletide season coming up were going to ...

Second Date Update Classic: First Date Redate

26 Nov 2025

Contributed by Lukas

The guy in today’s Second Date Update has been on the show before, but today he gets the special opportunity for a First Date REDATE!See omnystu...

Awkward Tuesday: Stop That Ugly Duckling

25 Nov 2025

Contributed by Lukas

Is it ever okay for a person to meddle in their friends love life? It doesn’t matter because we’re doing it anyway before one listener's f...

Second Date Update Classic: Red Flaggy Much?

24 Nov 2025

Contributed by Lukas

One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it...

FULL SHOW: Jeff’s Iconic Thanksgiving Song, Turkey Day Mishaps + Late & Petty Date (11/21/25)

23 Nov 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Date Night Detour + Barista Foam Job

22 Nov 2025

Contributed by Lukas

Part 1  If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY w...

Second Date Update: Microwave Mosaics

21 Nov 2025

Contributed by Lukas

Kevin’s unique hobby might be one of the weirdest things we’ve heard and we’re wondering if MAYBE it's reason he isn’t getting...

Top 10 Loser Lines of 2025

20 Nov 2025

Contributed by Lukas

We're counting down our TEN FAVORITE Loser Line Clips of the entire year!See omnystudio.com/listener for privacy information.

Second Date Update: Escalator Escape

19 Nov 2025

Contributed by Lukas

The woman on the phone today says she was FORCED to confront her biggest fear in the first 5 minutes of her date. We’ll figure out what she&rsqu...

Awkward Tuesday: Wanna Be A Cop

18 Nov 2025

Contributed by Lukas

In your Awkward Tuesday Phone Call, one of our listeners think his girlfriend’s new career path might be putting her in DANGER! We’ll sort...

Second Date Update: Bottom of the Bread Bowl

17 Nov 2025

Contributed by Lukas

One of our listeners tried a dating HACK in today’s Second Date Update that guys might find useful, women probably hate it, and we’re just...

FULL SHOW: The Only Match Date, Jeff’s Celebrity Man Crush + Jose’s $100 Soup (11/12/25)

16 Nov 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Strings of Deceit + Claus for Concern

15 Nov 2025

Contributed by Lukas

Part 1 Sometimes just one photo can raise the reddest of red flags and that happened to one of our listeners. She noticed something on a guys profile ...

Second Date Update: Awkward Hugs & Hot Dogs

14 Nov 2025

Contributed by Lukas

The guy on the phone today says he left his date alone in his apartment and when he came back she was ready to BOLT away. We’re gonna try to fig...

Awkward Thursday: No Free Family Dinner

13 Nov 2025

Contributed by Lukas

You're about to hear some drama between a brother and sister that's turning their Turkey Day into BERZERKY-DAY, and the only way we can help fix it, i...

Second Date Update: Corey's Crazy Criteria

12 Nov 2025

Contributed by Lukas

The only thing blocking Corey from finding love is TRUTH and HONEST. He might have told a little bit too much of the truth… Judge for yourself ...

Awkward Tuesday: Nanny Zoned

11 Nov 2025

Contributed by Lukas

The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re...

Second Date Update: Ditch Me No Ditch You

10 Nov 2025

Contributed by Lukas

We have a CONTROVERSIAL Second Date Update today where at some point during the date, somebody DEMANDED to speak to the restaurant manager. We’r...

FULL SHOW: 30 for 30 Challenge Date, Jeff Trapped at Work + Brooke’s Turkey Trouble (11/5/25)

09 Nov 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Seafood Surprise + Philippines or Bust

08 Nov 2025

Contributed by Lukas

Part 1 The guy on the phone today says his date night included a blindfold and a bit of deception, but it turned out even better than he ever planned....

Second Date Update: Karaoke Cryer

07 Nov 2025

Contributed by Lukas

Something was EXPELLED from the body of one of our listeners while on a date, and while it wasn’t gross, it did happen for over an hour....But i...

Awkward Thursday UPDATE: He Saw What He Saw

06 Nov 2025

Contributed by Lukas

The couple on the phone today came on our show just a few short months ago, and their story was so captivating, we brought them back today for the fir...

Second Date Update: 30 for 30

05 Nov 2025

Contributed by Lukas

One of our listeners is experimenting in a new dating strategy, all about the YEAR she was born. Find out what she’s doing in your Second Date U...

Awkward Tuesday: Girls Trip Mystery

04 Nov 2025

Contributed by Lukas

One of our listeners wants to find out the TRUTH of what happened when his girlfriend went on a GIRLS TRIP out of town… We’ll do our best...

Second Date Update: Red Flag Test

03 Nov 2025

Contributed by Lukas

We needed the listener on the phone today to be 100% HONEST about what happened with his date, and that proved to be harder than we realized…Se...

HALLOWEEN SHOW: Jeff’s Disney Villian Song, Boo’s & Booze Date + Ghost Hunter Prank (10/31/25)

02 Nov 2025

Contributed by Lukas

We didn't want you to miss out on our favorite show of the year... Halloween is our Superbowl! Enjoy all the spooky crazy fun from our main show feed,...

Second Date Update Classics: It's A Costume Dummy + Blackout Drunk Shuttlecock 

01 Nov 2025

Contributed by Lukas

Part 1 The guy in today’s Second Date Update tried a pickup line that was cringey, not just on one level… but on MULTIPLE LEVELS and he q...

Second Date Update: Halloween Boos and Booze Bar Crawl

31 Oct 2025

Contributed by Lukas

One critical moment told the ENTIRE story of our listener's date and now they BOTH can’t stop talking about it. Hear how it went down in your Ha...

Blind Love Is? Halloween Edition

30 Oct 2025

Contributed by Lukas

Buckle up Boys and Ghouls, it's a special double-jam-packed HALLOWEEN EDITION of BLIND LOVE IS?See omnystudio.com/listener for privacy information.

Second Date Update: Halloween Bean Dip Mystery

29 Oct 2025

Contributed by Lukas

A family member showed up out of NOWHERE on our listener's date, and what happened next made everyone’s skin crawl. Catch it all in your Second ...

Awkward Tuesday: Dark Side of the Costume Contest

28 Oct 2025

Contributed by Lukas

A new costume is causing MAJOR drama between a listener and his close friend, and he has no idea where else to turn! It’s a Halloween-themed Awk...

Second Date Update: Romeo and Ghouliet

27 Oct 2025

Contributed by Lukas

The guy in today’s Second Date works at a haunted house and is looking to reconvene with a coworker he once dated. It’s Halloween week and...

FULL SHOW: Outed by Facebook Date, Nurse Alexis Fails + No Cake for Jeffrey (10/22/25)

26 Oct 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

25 Oct 2025

Contributed by Lukas

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE...

Second Date Update: Get That Sizzle

24 Oct 2025

Contributed by Lukas

One of our listeners found his PERFECT MATCH and it wasn’t on one of the popular dating apps you’ve probably heard of. We’ll reveal ...

Second Date Update UPDATE: Fruit Loop Folly

23 Oct 2025

Contributed by Lukas

We NEVER thought we’d hear from this couple again after the FIRST time they came on our show. But they’re back today for a Second Date Upd...

Second Date Update: First Base Fam

22 Oct 2025

Contributed by Lukas

The guy on the phone today didn’t use a pickup line or a smooth move, he did something so simple, even ALEXIS said it would have worked on her! ...

Awkward Tuesday: Tinder Surprise

21 Oct 2025

Contributed by Lukas

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta h...

Second Date Update: Escape Room Alpha

20 Oct 2025

Contributed by Lukas

The guy on the phone today ended up SCREAMING on his date, but not for any of the good reasons you’d expect. Find out why in your Second Date Up...

FULL SHOW: Jeff’s Big Pumpkin Parody, Rank Me Date + Scariest Haunted House EVER (10/17/25)

19 Oct 2025

Contributed by Lukas

We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...

Second Date Update Classics: Mexican Craycation + Boob Tube Experiment

18 Oct 2025

Contributed by Lukas

Part 1 Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encountered, and it all started with a h...

Second Date Update: Numbers Don't Lie But You Should

17 Oct 2025

Contributed by Lukas

In today’s Second Date Update we had a listener caught in the most awkward position you could hope to be in on a first date. Find out what it wa...

Say Yes to the Ex: Nextflix & Chillout + Miscommunication

16 Oct 2025

Contributed by Lukas

Our listeners are HOPING their exes have changed into new upstanding people they actually want to date, it’s a DOUBLE LOADED edition of Say Yes ...

Second Date Update, Suck, Slurp & Breathe

15 Oct 2025

Contributed by Lukas

One person in today’s Second Date Update stood up in the middle of their dinner, and THREW down their chair in a crowded restaurant. Safe to say...

Awkward Tuesday: Buddy Roommate Sitch

14 Oct 2025

Contributed by Lukas

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone C...

Second Date Update: Three Meals One Date

13 Oct 2025

Contributed by Lukas

Our listener admits her request during dinner was a little OUT OF BOUNDS. She’s worried it was TOO MUCH for her date to handle, and you can deci...

FULL SHOW: Your Crutch 2nd Date, Alexis’ Sneaky Drinks + Jeff’s Family Tabloid (10/8/25)

12 Oct 2025

Contributed by Lukas

We're trying out a new idea for our fans of the  2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main sh...

Second Date Update Classics: I'm Onto You + Just A Little Short

11 Oct 2025

Contributed by Lukas

Part 1 The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked!  Part 2 There’s...

Second Date Update Classic: Hot Date Hack

10 Oct 2025

Contributed by Lukas

In today’s Second Date Update we learned about a CRAZY technique, that involved one man, 200 DMs and a surprisingly high rate of success!See omn...

Awkward Thursday: Perfect Place For A Proposal

09 Oct 2025

Contributed by Lukas

We’re doing a little something different today, it’s our first ever Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy in...

Second Date Update: No Concert For You

08 Oct 2025

Contributed by Lukas

One of our listeners says he DOUBLED his response rate from women by making ONE LITTLE CHANGE to his profile pic. Hear how and why in your Second Date...

Awkward Tuesday: In-Laws Anonymous

07 Oct 2025

Contributed by Lukas

One of our listeners needs our help with an IN-LAW INFESTATION. We’re gonna try to assist and get her mother in law out of her home in a brand n...

Second Date Update: Smoke Show Alarm

06 Oct 2025

Contributed by Lukas

One of our listeners completely FROZE while on his date and it all happened because of one ominous question she asked… Hear what it was in your...

Second Date Update Classics: Ex-Aversary + Lady In Red

04 Oct 2025

Contributed by Lukas

Part 1  The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went...Y...

Second Date Update: Burned By Beauties

03 Oct 2025

Contributed by Lukas

Out of all the times we've asked listeners if they want to go on a Second Date NEVER have we heard the answer we did today! It's one of the most bizar...

Blind Love Is: Step-Mom Type Love/The Bar Is The Pelvic Floor

02 Oct 2025

Contributed by Lukas

We LOVE bringing people together, even if they’ve never even seen the other in person before! So today, we’re blindly putting two listener...

Second Date Update: There's A Chili In The Air

01 Oct 2025

Contributed by Lukas

One of our listeners said probably the #1 thing you should NEVER EVER say on a first date… No wonder he needs our help, but we’re ready i...

Awkward Tuesday: Proposal Sabotage

30 Sep 2025

Contributed by Lukas

The guy in today’s Awkward Tuesday Phone Call has had THREE FAILED PROPOSALS. He wants out help finding out what he’s doing wrong… ...

Second Date Update: Way Too Natural

30 Sep 2025

Contributed by Lukas

One of our listeners got turned down in one of the FUNNIEST ways we’ve heard in a long time… You’ll hear a brand new way to reject ...

Second Date Update Classics: Fin Dumb + Model Convention

27 Sep 2025

Contributed by Lukas

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're...

Second Date Update: Dutch Isn't Just A Language

26 Sep 2025

Contributed by Lukas

The guy on the phone today says he bonded with his date over their shared HATE for one specific thing… But now she’s not calling back? Ma...

Second Date Update UPDATE: Phone Paux

25 Sep 2025

Contributed by Lukas

Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special U...

Second Date Update: Big Fajita Energy

24 Sep 2025

Contributed by Lukas

We had NO IDEA who we’re dialing in today’s Second Date Update, and of course we walked straight into a trap!See omnystudio.com/listener f...

Awkward Tuesday: Pregnancy Safe Space

23 Sep 2025

Contributed by Lukas

One of our listeners needs help asking a VERY LOADED question to his girlfriend… We’ll try to help him out in your Awkward Tuesday Phone ...

Second Date Update: Facebook KO

22 Sep 2025

Contributed by Lukas

The listener in today’s Second Date Update says that if we can’t help him, it’ll be the first time EVER that he’s been rejecte...

Second Date Update Classics: Italian Surprise + Mid Hookup

20 Sep 2025

Contributed by Lukas

Part 1  One of our listeners said she met a guy the other night who almost got her ARRESTED. So why does she want another date with him?? Time to...

Second Date Update: Hotel Bar Rendezvous

19 Sep 2025

Contributed by Lukas

Our listener on the phone today says 5 min into his date he realized he forgot something MAJORLY important. Hear what slipped his mind and how we&rsqu...

Textual Healing: Mystery Makeout

18 Sep 2025

Contributed by Lukas

One of our listeners got a JUICY text message from a random number, and he HAS to get to the bottom of who sent it. He’ll get that opportunity i...

Second Date Update: Till Date Do Us Part

17 Sep 2025

Contributed by Lukas

For one of our listeners, the hottest thing that happened on her date was a game of CHARADES! Yeah, Charades! We’ll dive into that coming up in ...

Awkward Tuesday: Never Hire Friends

16 Sep 2025

Contributed by Lukas

One of our listeners THOUGHT she was doing the right thing lying to her boss and her company to get her friend hired, and in today’s Awkward Tue...

Second Date Update: Mystery Treadmill Man

15 Sep 2025

Contributed by Lukas

The woman in today’s Second Date Update agreed to meet up with a man before she even knew his name, and it’s all because of one grand roma...

Second Date Update Classics: Rome-ANTS Isn't Dead + Standup Standoff

13 Sep 2025

Contributed by Lukas

Part 1 The woman in today’s Second Date is for sure one of the most unique and interesting women we’ve ever had on the show...Buckle up. P...

Second Date Update: Mother's Dayte

12 Sep 2025

Contributed by Lukas

The guy in today’s Second Date Update decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in...

Say Yes To The Ex: You Remind Me

11 Sep 2025

Contributed by Lukas

There’s one particular night that one of our listeners wishes he could DO-OVER… and it ended with his girlfriend running out of the bar a...

Second Date Update: Falling To Pieces

10 Sep 2025

Contributed by Lukas

One of our listeners admits SHE did something stupid, just to MEET a guy. Was it her idea? No. Was it effective? Find out in your Second Date Update p...

Awkward Tuesday: Unhappy Birthday

09 Sep 2025

Contributed by Lukas

One of our listeners THOUGHT his girlfriend was planning an epic birthday trip for him, until one text message shattered everything… and now he...

Second Date Update: Singles Mixer Shocker

08 Sep 2025

Contributed by Lukas

One of our listeners came up with one of the CLEANEST & MOST FUN ice breaker questions we’ve ever heard… Hear what it was in a brand ...

Second Date Update Classics: Twitchers Not Tweakers + Lobster Lunges

06 Sep 2025

Contributed by Lukas

Part 1 Is it a green flag or a red flag when your date brings BINOCULARS on a first date? Our listener on the phone today said it’s a GREEN FLAG...

Second Date Update: Euro Date

05 Sep 2025

Contributed by Lukas

The couple on the phone today had one of the most hilarious miscommunications for a date night EVER! It’s led them here to our show for a Second...

Second Date Update UPDATE: Love On The Rocks

04 Sep 2025

Contributed by Lukas

Two of our listeners decided to go on a HIKE for their first meetup and it turned into one of the most memorable Second Date Updates of the year! Now ...

Second Date Update: Good Not Great Date

03 Sep 2025

Contributed by Lukas

One of our listeners had dates with TWO different guys, but could only pick one to pursue. Did she choose correctly? Find out in your brand new Second...

Awkward Tuesday: Future Father In-Law

02 Sep 2025

Contributed by Lukas

One of our listeners is facing a HUGE life moment, and the only person standing in his way is his terrifying FUTURE FATHER IN-LAW. He’ll make a ...

Second Date Update Classics: I Hope It's You + Fran-Fiction

30 Aug 2025

Contributed by Lukas

Part 1 One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to...

Second Date Update: Too Handy Not Handsy

29 Aug 2025

Contributed by Lukas

After today’s Second Date Update you might agree with us that dating apps can be used for WAY more than just dates! See what we mean in the podc...