Brooke and Jeffrey: Second Date Update
Episodes
Second Date Update Classic: Motel 7
16 Feb 2026
Contributed by Lukas
The guy in today’s Second Date had ONE SHOT and ONE NIGHT with a woman while she was in town… and he admits… some weird stuff happ...
FULL SHOW: Jeff’s Love Song for Three, V-Day 2nd Date Edition + Riffin Around Romance (2/13/26)
15 Feb 2026
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: Scam the Scammer + V-Day Pass Out
14 Feb 2026
Contributed by Lukas
Part 1 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 answe...
Second Date Update Classic: Valentine's Day Fork
13 Feb 2026
Contributed by Lukas
Cupid needs our help with a Valentine’s Day emergency! The woman on the phone says they were KICKED OUT of a restaurant on their date but she in...
Second Date Update UPDATE: Family Dinner Drama
12 Feb 2026
Contributed by Lukas
Gillian and Thomas were on our show a few months ago after some drama happened on their date over a family recipe. Now, they’re BACK for a speci...
Second Date Update: Universe Is Busy
11 Feb 2026
Contributed by Lukas
One of our listeners SWEARS she found the fool-proof method to turn your dream guy into a reality! She’ll explain how she manifested him in your...
Awkward Tuesday: Theories We Don't Like
10 Feb 2026
Contributed by Lukas
In today’s Awkward Tuesday Phone Call, a MASSIVE SECRET gets revealed that shocked not only our listener but EVERY SINGLE PERSON in the room!See...
Second Date Update: Hired A Hinge Coach
09 Feb 2026
Contributed by Lukas
The guy on the phone today hired a PRO dating coach, and says he learned one line that worked INSTANTLY to attract a quality woman. You can STEAL it o...
FULL SHOW: Errand of Love Date, AI Sabotaging Our Show + Brooke’s Ruining Our YouTube (2/4/26)
08 Feb 2026
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: Car Talk + I Woke Up Where?
07 Feb 2026
Contributed by Lukas
Part 1 The woman on the phone today got an INTERESTING surprise when she got into her date's car, and that kind of weirdness is something we can all g...
Second Date Update: Unattractive Trey Is Back
06 Feb 2026
Contributed by Lukas
One of our listeners did something HEROIC for a stranger, and it got him a date! Meet our hero in today's Second Date Update!See omnystudio.com/listen...
Closure Call: The One Who Got Away
05 Feb 2026
Contributed by Lukas
12 years ago, things ended between one of our listeners and the man of her dreams. She’s always wondered what happened with him, and in a brand-...
Second Date Update: My Ears Are Clogged With Love
04 Feb 2026
Contributed by Lukas
One of our listeners was taken on one of the LEAST romantic dates we’ve ever heard of, and she says she CAN’T STOP thinking about the guy!...
Awkward Tuesday: Consent For Content
03 Feb 2026
Contributed by Lukas
One of our listeners found some unexpected fame, and now THOUSANDS of people know his name. And it created a weird issue that only an Awkward Tuesday ...
Second Date Update: No Snow Show
02 Feb 2026
Contributed by Lukas
The woman on the phone today learned the HARD WAY after her date promised to give her a luxurious “experience of a lifetime” that she shou...
FULL SHOW: Romantic Corndog Date, Brooke’s Theater Debut & José’s Bathroom Encounter (1/28/26)
01 Feb 2026
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: Sweet Sixteen Dates+ Be Excellent & Be Thirsty
31 Jan 2026
Contributed by Lukas
Part 1 There’s a brand new food item that you should definitely AVOID ordering on a first date unless you want to end up like one of our listene...
Second Date Update: Bending and Unfriending
30 Jan 2026
Contributed by Lukas
The guy on the phone today put on a special THEMED DATE for his online match, and it lasted a whole fifteen minutes… Hear what sent her running...
Textual Healing: Fired By Stylist
29 Jan 2026
Contributed by Lukas
The woman on the phone today is being dumped by someone WAY more important than a boyfriend, she got a weird text from someone she THOUGHT was a close...
Second Date Update: Corn Dog
28 Jan 2026
Contributed by Lukas
The guy on the phone today asked out someone that he works with and we DID NOT expect to hear what happened after that! Find out what it is in your Se...
Awkward Tuesday: British Naughty Nanny
27 Jan 2026
Contributed by Lukas
You never know what someone is gonna say when they think no one is listening. One of our listeners overheard their employee say something, and now we ...
Second Date Update: Bachelor Party of One
26 Jan 2026
Contributed by Lukas
This may be the BIGGEST RED FLAG we’ve ever heard on a first date… yet somehow, they still hooked up afterwords?? See omnystudio.com...
FULL SHOW: Jeff’s Plant Daddy Song, Bridal Bounty Date + Most Insane Reality Shows (1/23/26)
25 Jan 2026
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: Beauty and the Meh + Getaway Car
24 Jan 2026
Contributed by Lukas
Part 1 The guy on the phone today says he managed to pull a woman WAY out of his league, and it's all thanks to ONE move he pulled at the very end of ...
Second Date Update: Sneeze Sympatico
23 Jan 2026
Contributed by Lukas
One of our listeners unintentionally did something at the EXACT SAME TIME as his date, and he says it’s a sign of something HUGE! Hear what it i...
Brooke Breaks You Up
22 Jan 2026
Contributed by Lukas
It’s back by popular demand and against Brooke’s better judgment: We’re doing an all new edition of Brooke Breaks You Up!See omnystu...
Second Date Update: First Timers Club
21 Jan 2026
Contributed by Lukas
The guy on the phone today is a member of the “First timers club.” What’s the first timers club, exactly? Find out for yourself when...
Awkward Tuesday: Don't Be A Negative Nanny
20 Jan 2026
Contributed by Lukas
One of our listeners says the family she babysits for owes her a lot of money... And because they won't pay up, she's ready to confront them in an Awk...
Second Date Update Classic: Pet Store Probation
19 Jan 2026
Contributed by Lukas
One of our listeners has a unique technique in order to give herself a pick-me-up on a date. And not only did it work for her, it led her to a guy she...
FULL SHOW: Mom & Me Date, Brooke & Jeff’s Scam the Scammer Prank + Alexis' Granny Ghosts (1/14/26)
18 Jan 2026
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: Pop Some Tags + Love At First Flight
17 Jan 2026
Contributed by Lukas
Part 1 A little drawing on a cocktail napkin didn’t go the way our listener planned, and neither did his date night! You’ll understand why...
Second Date Update: Leave Wicky Alone
16 Jan 2026
Contributed by Lukas
The guy on the phone today got caught showing up to his date after getting dropped off by ANOTHER WOMAN! We’re readying our battle stations for ...
Second Date Update UPDATE: Pre-Block
15 Jan 2026
Contributed by Lukas
One of our listeners asked his date a question that was RUDE, INSENSITIVE, and INAPPROPRIATE… at least we thought at first… Now he&rsquo...
Second Date Update: Mom Plus One
14 Jan 2026
Contributed by Lukas
Ethan started his night meeting one woman, and ended up with a completely different one at his table by the end of the night! He’s desperate for...
Awkward Tuesday: Nerf Knights Forever
13 Jan 2026
Contributed by Lukas
99.9% of boyfriends would NEVER ask their girlfriends what the guy on the phone today asked his. Now he wants our help with an Awkward Tuesday Phone C...
Second Date Update: Dry Lips & Hands On Hips
12 Jan 2026
Contributed by Lukas
All the guy on the phone today had to do to make himself PERFECT for his date is change TWO PHYSICAL things about himself… It backfired and now...
FULL SHOW: Jeff’s Useless Resolutions Song, Bathroom 911 Date & The Craziest New Tech (1/9/26)
11 Jan 2026
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: Cobra Bye + Taco Truckstop Mystery
10 Jan 2026
Contributed by Lukas
Part 1 One of our listeners didn’t admit her guilty pleasure to her date, she THEMED their entire evening around it. Now she’s not getting...
Second Date Update: Bathroom 911
09 Jan 2026
Contributed by Lukas
The guy on the phone today is willing to tell us the MOST EMBARRASSING date night of his life… in hopes it will get him another shot with the w...
Awkward Thursday: Long Distance Liar
08 Jan 2026
Contributed by Lukas
One of our listeners hopes things aren’t falling apart with his long-distance girlfriend. And with our help he wants to make an Awkward THURSDAY...
Second Date Update Classic: Eyes Closed Mouth Open
07 Jan 2026
Contributed by Lukas
There’s one moment in every date where you can end on a high note, or push your luck and risk it all. One of our listeners says he definitely ma...
Awkward Tuesday: Grandpa's Secret Stash
06 Jan 2026
Contributed by Lukas
One of our listeners just moved in with her fiancé and what she found buried in his attic was incredible! She needs our advice on how to talk t...
Second Date Update Classic: High Stakes Higher Stacks
05 Jan 2026
Contributed by Lukas
There’s one thing a guy can put on his dating profile that will instantly up his chances of matching by 90%... The woman on the phone today saw ...
FULL SHOW: Anti-Baseball Date, Butter Personality Test + Worst Company Gifts (1/2/26)
04 Jan 2026
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: 401 Not Ok + Offline and Oblivious
03 Jan 2026
Contributed by Lukas
Part 1 One of our listeners said she added 3 little numbers to her dating profile and it made her matches go through the roof! Find out what it was in...
#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...
#2 Second Date Update of 2025: Flirt and Observe
31 Dec 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...
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...