Brooke and Jeffrey: Second Date Update
Episodes
#1 Second Date Update of 2025: Don't Take Me Out To The Ballgame
02 Jan 2026
Contributed by Lukas
The guy in today’s Second Date Update made a BOLD REQUEST before we even called his date. Was it fair? Sure! Was Brooke offended by it? Yep!See ...
Blind Love Is? Tyler and Shauna
01 Jan 2026
Contributed by Lukas
Two of our listeners are taking a big risk by being on our show today... in hopes of reaping the BEST REWARD of all... and they're about to meet for t...
Awkward Tuesday: The Prank That Went Too Far
30 Dec 2025
Contributed by Lukas
The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna g...
#3 Second Date Update of 2025: Couch Crush
29 Dec 2025
Contributed by Lukas
Our listener met a good-looking lady at a FURNITURE store of all places. You don’t hear that one too often! We’ll share his story in your ...
FULL SHOW: Worst Holiday Tinder Dates, Vacay No-No Date + Reverse the Verse Xmas Edition (12/24/25)
28 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: High School Holiday Hangout + Trial By Separation
27 Dec 2025
Contributed by Lukas
Part 1 One of our listeners thought inviting a guy over might save her from spending time with her parents while home for the holidays… but we'...
#4 Second Date Update of 2025: After Date Double Date
26 Dec 2025
Contributed by Lukas
One person almost ended up in tears just 9 holes into a mini-golf date..and our listener says it’s all his fault! We’ll have him explain c...
Closure Call: Sister Secret
25 Dec 2025
Contributed by Lukas
One of our listeners had a drunken night at the bar and it led to an entire year of silence between her and her sister. Now she wants our help reuniti...
#5 Second Date Update of 2025: Vacation No No
24 Dec 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...
Awkward Tuesday Classic: Invisible Girlfriend
23 Dec 2025
Contributed by Lukas
In your Awkward Tuesday Phone Call, one of our listeners is convinced her brother is hiding a big secret from the family, and she wants to reveal it w...
#6 Second Date Update of 2025: Lonely Cannoli
22 Dec 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 Second ...
FULL SHOW: Dating App Hack Date, Brooke vs Christmas Dads + Jeff’s Back Alley Boat (12/17/25)
21 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: The Boy Who Cried Tree + Deck The Mall
20 Dec 2025
Contributed by Lukas
Part 1 After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trollin...
#7 Second Date Update of 2025: Street Walker Love Story
19 Dec 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 your Second Date U...
#7 Second Date Update of 2025: Street Walker Love Story
19 Dec 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 your Second Date U...
Brooke Breaks You Up: Holiday Edition
18 Dec 2025
Contributed by Lukas
It’s one of the most controversial segments in the history of our show, but today it comes with a twist. It's the Holiday Edition of Brooke Brea...
#8 Second Date Update of 2025: That Name Sounds Familiar
17 Dec 2025
Contributed by Lukas
The most annoying part of dating apps is all the wasted energy you put in, only to never actually meet up in person… But our listener on the ph...
Awkward Tuesday: Baby Monitor Drama
16 Dec 2025
Contributed by Lukas
What if a family member overhears something they weren't supposed to, and now the holidays are going to be EXTRA WEIRD unless you make a phone call wi...
#9 Second Date Update of 2025: Dragon Thumbs & Aroma Chums
15 Dec 2025
Contributed by Lukas
One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not ...
FULL SHOW: Holiday Men Hack Date, Jose’s Midnight Meet Up + Smaller is Better for Jeff (12/10/25)
14 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: 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 ...