Brooke and Jeffrey: Second Date Update

Second Date Update: Fifteen Minutes of Shame

14 Apr 2025

Contributed by Lukas

The guy in today’s Second Date is sorta famous and never told us! Not until we got a hold of his date was his true identity revealed and it left...

Textual Healing: Let's Get This Goat Show On The Road

13 Apr 2025

Contributed by Lukas

We've got a special new episode you this weekend! One of our listeners is worried she may be caught in a scary situation after she was ACCIDENTALLY ad...

Second Date Update Classic: Bats on the Beach

12 Apr 2025

Contributed by Lukas

The guy in today’s Second Date Update said he tangled tongues at a very awkward time right in the middle of his date, and he DIDN’T initia...

Second Date Update: That Name Sounds Familiar

11 Apr 2025

Contributed by Lukas

For SURE, the most ANNOYING part of dating apps….. is all the wasted energy you put in, getting to know someone really ONE… Only to neve...

Second Date Update: Pre-Block

09 Apr 2025

Contributed by Lukas

Normally, Second Date Updates focus on what happened DURING the date, but today it’s all about what happened one hour AFTER the date. It left on...

Awkward Tuesday: Bonjour Betrayal

08 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: Age Is Just A Bummer

07 Apr 2025

Contributed by Lukas

Imagine being on a date and the server points out your BIGGEST insecurity… It happened to one of our listeners and you can hear what it was com...

Say Yes To The Ex: Exes Have Layers

06 Apr 2025

Contributed by Lukas

We've got a special new episode you this weekend! If there’s one thing we know, its that guys who do character impressions get ALL the ladies. O...

Second Date Update Classic: Dino Drunkfest

05 Apr 2025

Contributed by Lukas

Today’s Second Date Update is all about the 3 D’s – Dinosaurs, drinking and diamonds. Hear the call for yourself in the podcast! Get...

Second Date Update: 3rd Times A Yawn

04 Apr 2025

Contributed by Lukas

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’ve ...

Second Date Update: Eyes Closed Mouth Open

02 Apr 2025

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: A.I Fail

01 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: High Stakes Higher Stacks

31 Mar 2025

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 ...

Closure Call: Case of the Missing Roommate

30 Mar 2025

Contributed by Lukas

We've got a special new episode you this weekend! The guy on the phone today had a really close relationship with his roommate, but one fateful day fo...

Second Date Update Classic: Cowboy Confusion

29 Mar 2025

Contributed by Lukas

One of our listeners said she made the first move and left her comfort zone to hit on a handsome guy. That decision lead her here but maybe we can hel...

Second Date Update: Don't Take Me Out To The Ballgame

28 Mar 2025

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! Get...

Second Date Update UPDATE: Carjitsu Crazy

27 Mar 2025

Contributed by Lukas

Its not easy to date a pro athlete, it’s even harder when it’s an athlete from an obscure sport! One of our listeners is facing that obsta...

Second Date Update: The Rudy Of Dating

26 Mar 2025

Contributed by Lukas

The guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP, who play...

Awkward Tuesday: I Quit For You

25 Mar 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: Be Excellent and Be Thirsty

24 Mar 2025

Contributed by Lukas

One of our listeners had not one but TWO opportunities to be a “Knight In Shining Armor” for his date… so why is she ignoring him a...

Textual Healing: Hot Teacher Nick

23 Mar 2025

Contributed by Lukas

We've got a special new episode you this weekend! One of our listeners is THINKING of crossing into the forbidden love zone… but before this ch...

Second Date Update Classic: Hot Date Hijack

22 Mar 2025

Contributed by Lukas

What started as a romantic one on one date ended with our listener sandwiched between three gorgeous women all night! He’ll explain how he did i...

Second Date Update: After Date Double Trouble

21 Mar 2025

Contributed by Lukas

One person almost ended up in tears just 9 holes into a mini-golf date. No one got hit by a flying ball but our listener says it’s all his fault...

Second Date Update: Phone Paux

19 Mar 2025

Contributed by Lukas

One of our listeners became best friends with a fellow gym-goer before he decided to ask her on a date… You’ll hear how he did it in your...

Awkward Tuesday: Worst Best Man

18 Mar 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: Beauty and the Meh

17 Mar 2025

Contributed by Lukas

The guy on the phone today managed to pull a woman out of his league, and it's all thanks to ONE move he pulled at the very end of the date...Hear for...

Blind Love Is? Fluent in Flirting

16 Mar 2025

Contributed by Lukas

We've got a special new episode you this weekend! Two of our listeners are going to test the waters & see if they connect romantically when they s...

Second Date Update Classic: Whack Beach Wedding

15 Mar 2025

Contributed by Lukas

You have to take risks if you want to find true love! One of our listeners did exactly that when he crashed a strangers wedding! Hear what other dange...

Second Date Update: Offline and Oblivious

14 Mar 2025

Contributed by Lukas

The guy in today’s Second Date Update DID NOT google his date before meeting up with her and he sure wishes he did now! She’ll reveal her ...

Second Date Update: Pop Some Tags

12 Mar 2025

Contributed by Lukas

A little drawing on a cocktail napkin didn’t go the way one listener planned, and neither did his date! You’ll understand why in the Secon...

Awkward Tuesday: Ruin A Birthday

11 Mar 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: Taco Truckstop Mystery

10 Mar 2025

Contributed by Lukas

A listener from one of the most popular Second Date Updates of last year is BACK… the bad news is the guy she went out with is trying to avoid ...

Second Date Update Classic: Secret Mission

08 Mar 2025

Contributed by Lukas

One of our listeners was DITCHED on a date in a BRAZEN way and so today we’re on the hunt for ANSWERS in your Second Date Update podcast! Get yo...

Second Date Update: Dragon Thumbs and Aroma Chums

07 Mar 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 ...

Say Yes To The Ex: Frat Man's Last Stand

06 Mar 2025

Contributed by Lukas

We've got a special episode for you today! We’re trying to get one more shot, for a guy who is desperate to win back the woman who dumped h...

Second Date Update: Give Him The Golden

05 Mar 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 first...

Awkward Tuesday: He Saw What He Saw

04 Mar 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',&n...

Second Date Update: First Date Redate

03 Mar 2025

Contributed by Lukas

Get your 2nd Date Update Merch For A Cause HERE! The guy in today’s Second Date Update has been on the show before, but today he gets the s...

Second Date Update Classic: Incriminating News At 11

01 Mar 2025

Contributed by Lukas

One of our listeners got their 15 seconds of fame DURING A DATE and it included tv cameras recording EVERYTHING he said… Find out the reason WH...

Second Date Update: Red Flaggy Much?

28 Feb 2025

Contributed by Lukas

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even pu...

Second Date Update UPDATE: We Built This Thing Together

27 Feb 2025

Contributed by Lukas

Get your 2nd Date Update Merch For A Cause HERE! Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners mo...

Second Date Update: Love On The Rocks

26 Feb 2025

Contributed by Lukas

Get your 2nd Date Update Merch For A Cause HERE! One of our listeners helped her date survive an actual EMERGENCY on the side of a mountain. Hear...

Awkward Tuesday: I Don't Love My Boss

25 Feb 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 that may have even more ...

Second Date Update: Date Night Detour

24 Feb 2025

Contributed by Lukas

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 would say &ldq...

Awkward Tuesday: There's Something About Maya

23 Feb 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 that may have even more ...

Second Date Update Classic: Soulmate Psychic

22 Feb 2025

Contributed by Lukas

One of our listeners had a GREAT first encounter with his date, but it was his FIRST TEXT after it ended that wrecked things… Hear what he sent...

Second Date Update: Brunette Has A Nice Ring To It

21 Feb 2025

Contributed by Lukas

One of our listeners received one of the lamest pickup lines of all time… and went along with it! It ended her up here for a Second Date Update...

Second Date Update: First Time Tinderer

19 Feb 2025

Contributed by Lukas

The woman in today’s Second Date Update is trying online dating for the first time after leaving a long term relationship. Her first try went so...

Second Date Update: Hockey Fan Gets Hosed

17 Feb 2025

Contributed by Lukas

Something caused the woman in today’s Second Date Update to abandon her date during the middle of an overtime hockey game. What was she running ...

Awkward Tuesday: Cut, Color & Flirt

16 Feb 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 that may have even more ...

Second Date Update Classic: I Got the Ick

15 Feb 2025

Contributed by Lukas

One of our listeners joined a specialty club and he says it’s a GOLD MINE for cute singles… Hear what it was in your Second Date Upd...

Second Date Update: V-Day Pass Out

14 Feb 2025

Contributed by Lukas

One of our listeners ended up in the HOSPITAL right in the middle of his first date… and he can’t believe he was naïve enough to mak...

Second Date Update: Plant Me A Kiss

12 Feb 2025

Contributed by Lukas

One of our listeners says she BOUGHT children on their first date...It sounds weird, possibly illegal, but a version of that happened, and you’l...

Second Date Update: Claus For Concern

10 Feb 2025

Contributed by Lukas

One of our listeners swears he has a VERY good reason that’s totally “not sketch at all” for wanting to make sure his date location ...

Awkward Tuesday: Secrets In Ink

09 Feb 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 that may have even more ...

Second Date Update Classic: Offer He Can't Refuse

08 Feb 2025

Contributed by Lukas

One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a ca...

Second Date Update: Philippines or Bust

07 Feb 2025

Contributed by Lukas

The guy in today’s Second Date Update flew across the ocean just to meet someone he think MIGHT be the ONE. Find out what happened in your Secon...

Second Date Update: Boob Tube Experiment

05 Feb 2025

Contributed by Lukas

One of our listeners said he opened the trunk of his car and his date wouldn’t stop SCREAMING… was it good screaming? Bad screaming? Find...

Second Date Update: Just A Little Short

03 Feb 2025

Contributed by Lukas

There’s a thin line between sharing and OVER-sharing. One of our listeners wished she had learned that lesson BEFORE texting her guy after their...

Awkward Tuesday: Ex-Expectations

02 Feb 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 that may have even more ...

Second Date Update Classic: I Brought My Mom

01 Feb 2025

Contributed by Lukas

What the couple on the phone today went through on their date was JUST SHORT of the plot of a James Bond movie. Were they shaken or stirred? We’...

Second Date Update: Ex-Aversary

31 Jan 2025

Contributed by Lukas

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

Second Date Update UPDATE: Hey Barbie, Why No Party?

30 Jan 2025

Contributed by Lukas

You might remember over a year ago we did a Second Date Update with a woman dressed as Barbie who met a guy dressed as Ken at a party. We FINALLY have...

Second Date Update: Fin Dumb

29 Jan 2025

Contributed by Lukas

One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… Find out wh...

Second Date Update: Fetching Feelings

27 Jan 2025

Contributed by Lukas

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand...

Awkward Tuesday: 2K All Day

26 Jan 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 that may have even more ...

Second Date Update Classic: Uber Meets

25 Jan 2025

Contributed by Lukas

One of our listeners says HER MOM may have accidentally ruined her chance with a guy and its all because of what mom needed from her daughter in the M...

Second Date Update: I'm Onto You

24 Jan 2025

Contributed by Lukas

The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked! Hear how in a brand new Second Da...

Second Date Update: Mid Hookup

22 Jan 2025

Contributed by Lukas

The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she...

Second Date Update Classic: No Fire In The Fireplace

21 Jan 2025

Contributed by Lukas

One of our listeners realized she’s been approaching dating apps the wrong way… and one piece of advice completed shifted her romantic li...

Awkward Tuesday: Operation Take Back

21 Jan 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 that may have even more ...

Second Date Update: How Dare You Chat Me Up

20 Jan 2025

Contributed by Lukas

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figur...

Awkward Tuesday: Hallmark Movie Fail

19 Jan 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 that may have even more ...

Second Date Update Classic: Update My Dino Profile

18 Jan 2025

Contributed by Lukas

One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learned in y...

Second Date Update: Standup Standoff

17 Jan 2025

Contributed by Lukas

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our liste...

Second Date Update: Fruit Loop Folly

15 Jan 2025

Contributed by Lukas

The woman on the phone today says her favorite pizza topping is unusual… but she FORCED her date to try it and she thinks its why he’s no...

Second Date Update: Twitchers Not Tweakers

13 Jan 2025

Contributed by Lukas

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

Awkward Tuesday: Carrot Top Jackpot

12 Jan 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 that may have even more ...

Second Date Update Classic: Due the Math

11 Jan 2025

Contributed by Lukas

We promise you that you’ve never heard of anything like the move a guy pulled to ask out our listener outside a coffee shop. Hear his smooth mov...

Second Date Update: 5-Second Holiday Makeout Hack

10 Jan 2025

Contributed by Lukas

One of our listeners took a weird piece of romantic advice and was SHOCKED when it worked! He says it could work for anyone, and we’ll talk to h...

Second Date Update UPDATE: Jolly Old Mess

09 Jan 2025

Contributed by Lukas

We’re the type of show that will do whatever it takes for our listeners. Even if it means putting on awful British accents. We did it for a coup...

Second Date Update: Forbidden Love

08 Jan 2025

Contributed by Lukas

One of our listeners contacted us saying he risked one of his closest friendships in order to KISS someone he’s been pining after for a long tim...

Second Date Update: Plane In The Neck

06 Jan 2025

Contributed by Lukas

We might have had one the most awkward “jump to conclusion” moments we’ve ever had on this show and we’re just shocked we didn...

Awkward Tuesday: Close Encounters Of The Friend Kind

05 Jan 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 that may have even more ...

Second Date Update Classic: Floozy In A Jacuzzi

04 Jan 2025

Contributed by Lukas

Today’s Second Date call involves a fedora, a jacuzzi and a big misunderstanding. We’ll try to sort it all out in the podcast!See omnystud...

Second Date Update: Senior Moment Slip Up

03 Jan 2025

Contributed by Lukas

One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! Hear what happened in a Second...

Second Date Update: Muppet Dinner

01 Jan 2025

Contributed by Lukas

Is it weird if a guy shows up to your date with two mysterious duffle bags? It happened to one of our listeners and she told us what weird things he w...

Second Date Update: The Actual Notebook (#1)

30 Dec 2024

Contributed by Lukas

One of our listeners met a gorgeous woman without even speaking a single word with her! In fact, he doesn’t even know what her voice sounds like...

Awkward Tuesday: Holiday Party Chemis-Tree

29 Dec 2024

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 that may have even more ...

Second Date Update Classic: Guinness What In The World Record

28 Dec 2024

Contributed by Lukas

The guy in Today's Second Date attempted to become world-renowned for feet stuff. But, not only did he fail that venture, he failed to keep his date i...

Second Date Update: Relationship Recipe Fail (#2)

27 Dec 2024

Contributed by Lukas

One of our listeners paid to fly a woman out to meet him… and the date went so bad she bought her own flight home a day early!See omnystudio.co...

Second Date Update: Ew, David (#3)

25 Dec 2024

Contributed by Lukas

A potential future celebrity reached out asking for our help in the love department! We’ll find out who they are and what happened during their ...

Second Date Update: Coffee and Canines (#4)

23 Dec 2024

Contributed by Lukas

If we could give any advice to the average dater today it would be: BE PREPARED FOR ANYTHING IF YOU COME TO US FOR HELP. You’ll hear what we mea...

Awkward Tuesday: Invisible Girlfriend

22 Dec 2024

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 that may have even more ...

Second Date Update Classic: I Got My Bullseye On You

21 Dec 2024

Contributed by Lukas

If you have a REAL connection with someone even the most mundane tasks seem fun. One of our listeners put that theory to the test in a Second Date Upd...

Second Date Update: Trust Fails (#5)

20 Dec 2024

Contributed by Lukas

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either...

Second Date Update UPDATE: Hot Girl Jumper

19 Dec 2024

Contributed by Lukas

After one of our most-listened to Second Dates, we were flooded with texts demanding an update after it aired...And now months later the couple is bac...

Second Date Update: No Fun Top Gun (#6)

18 Dec 2024

Contributed by Lukas

The guy in today’s Second Date tried to come up with a cool date idea, and he did. But once they were there he had to CONSTANTLY say “NO&r...

Second Date Update: Happy Shamaversary (#7)

16 Dec 2024

Contributed by Lukas

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved...

Awkward Tuesday: Peloton Envy

15 Dec 2024

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 that may have even more ...