Brooke and Jeffrey: Second Date Update

Second Date Update Classic: Hot Date Hijack

15 Apr 2026

Contributed by Lukas

What started as a romantic one on one date ended with one of our listeners sandwiched between three gorgeous women all night. He’ll explain how ...

Awkward Tuesday: My Brothers Wife Is A Bad Boss

14 Apr 2026

Contributed by Lukas

One of our listeners needs our advice on how to turn someone down. But it’s not just anyone… it’s someone in their own family! We&r...

Second Date Update: Rez Is Back

13 Apr 2026

Contributed by Lukas

See omnystudio.com/listener for privacy information.

FULL SHOW: Mom’s Night Out Date, Brooke’s Family Secret + Alexis’ Boozy Mexico Lesson (4/8/26)

12 Apr 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: The First Five Seconds + Hang Up On Him

11 Apr 2026

Contributed by Lukas

Part 1 When you're out to dinner and you notice something on your date's face, do you tell them or keep it to yourself? One of our listeners is worrie...

Second Date Update Classic: Show Me The Baby

10 Apr 2026

Contributed by Lukas

One of our listeners says it's hard to meet genuine guys who are sensitive to her unique situation, she’ll share what that is in a Second Date p...

Closure Call: Neighbor Nightmare

09 Apr 2026

Contributed by Lukas

For the first time in the history of our show, the person who asked us for help almost REFUSED to hear the truth once we got in touch with their long ...

Second Date Update: Moms Night Out

08 Apr 2026

Contributed by Lukas

The woman on the phone today saw something very personal on a guy's book shelf during their first date, and she was so bewildered, she reached out to ...

Awkward Tuesday: Wedding No Show

07 Apr 2026

Contributed by Lukas

The woman on the phone today is upset that her childhood best friend NO-SHOWED her wedding a few weeks ago… And we're going to find out the rea...

Second Date Update: Ambushed By Mom

06 Apr 2026

Contributed by Lukas

The woman on the phone today tried to take the lead on her date, and her surprise was her own MOTHER. We're not joking, it really happened and you can...

FULL SHOW: Jeff’s Easter Egg Parody,15 Minutes of Lame Date + Best April Fools Pranks (4/3/26)

05 Apr 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: Secret Mission + Three Wheelin' It

04 Apr 2026

Contributed by Lukas

Part 1 One of our listeners was DITCHED on a date in a brazen way, so today we’re on the hunt for ANSWERS. Part 2 One of our listeners is confus...

Second Date Update: 15 Minutes Of Lame

03 Apr 2026

Contributed by Lukas

See omnystudio.com/listener for privacy information.

Awkward Thursday: Hello Universe, Are You There?

02 Apr 2026

Contributed by Lukas

Humiliation happened not once but THREE SEPARATE TIMES to one of our listeners, but he’s not ready to give up. In fact, he wants our help with a...

Second Date Update: Farmers Market Only

01 Apr 2026

Contributed by Lukas

One of our listeners purposely arrived OVER AND HOUR AHEAD of their date, and you’ll never believe what they used that time to prepare for. Find...

Awkward Tuesday: From Ferrari To Friendzone

31 Mar 2026

Contributed by Lukas

The woman on the phone today DEEPLY regrets the compliment she paid to a guy, he took it the WRONG WAY and now Jose and Brooke are gonna have to dig d...

Second Date Update: Dirty Danny the Sexy Shoe Salesman

30 Mar 2026

Contributed by Lukas

What’s the boldest move a woman can make on the first date? Our listener on the phone today fears she might have pushed it in her interaction bu...

FULL SHOW: Jeff’s Spring Cleaning Song, Brooke’s Radio Wisdom + In Walks the Ex Date (3/27/26)

29 Mar 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: Pink Doesn't Stink + Unconventional Beauty and the Feast

28 Mar 2026

Contributed by Lukas

Part 1 One of our listeners had women FLOCKING to him thanks to one subtle change to his wardrobe. Hear what it was in your Second Date Update. Part 2...

Second Date Update: An Ex Walks Into A Bar

27 Mar 2026

Contributed by Lukas

You’re gonna be shocked when you hear how BRIEF the conversation was that brought our listeners date to a COMPLETE and INSTANT STOP. Avoid this ...

Second Date Update UPDATE: Marathon Date

26 Mar 2026

Contributed by Lukas

One of our listeners ended up on a 10-hour long marathon first date and the only thing more shocking than that... is what happened after we hung up th...

Second Date Update: Dog Parks and Daughters

25 Mar 2026

Contributed by Lukas

See omnystudio.com/listener for privacy information.

Awkward Tuesday: Lyndsey On My Leg

24 Mar 2026

Contributed by Lukas

Lyndsey heard what romantic gesture her boyfriend of 4 months was trying to pull off for her and she is ADAMANT that we help her STOP HIM at ALL COSTS...

Second Date Update: Sunset Scribbles

23 Mar 2026

Contributed by Lukas

The woman on the phone today says not only was her date a “solid 9” but the date he planned for them put him head and shoulders above the ...

FULL SHOW: Disney Adult Date, José’s Meet n Greet Fail + Brooke’s Snack Wars (3/18/26)

22 Mar 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: Ride of Shame + Incriminating News at 11

21 Mar 2026

Contributed by Lukas

Part 1 How can you parlay one night of fun with a person you met at the club into something more meaningful? We're going to help one of our listeners ...

Second Date Update: The Best Listener Ever

20 Mar 2026

Contributed by Lukas

James came on our show a few months ago and actually USED his previous experience to change for the better?? Hear how he’s worked to become a be...

Alexis Asks You Out: Make Out Mess Up

19 Mar 2026

Contributed by Lukas

After “Brooke Breaks You Up” was such a controversial, but rousing success, we’re trying a NEW segment for the first time ever today...

Second Date Update: A Whole New Girlfriend

18 Mar 2026

Contributed by Lukas

One of our listeners REGRETS being honest about his favorite hobby… he knows it can be a red flag for some women and he’s hoping we can h...

Awkward Tuesday: Fantasy Fail

17 Mar 2026

Contributed by Lukas

One of our listeners managed to ruin a LONG TIME friendship with ONE single sentence… He’s ready to risk anything to take it back so we&r...

Second Date Update: Ghost Date Hijack

16 Mar 2026

Contributed by Lukas

Our listener says his date got totally derailed by an anonymous stranger and if he doesn’t find out WHO the veiled figure is, he may never get a...

 Second Date Update Classics: A Picture Says A Thousand Icks + Appetizer Energy, Entrée Problems

14 Mar 2026

Contributed by Lukas

Part 1 The guy on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly reali...

Second Date Update: Champagne and Shackles

13 Mar 2026

Contributed by Lukas

One of our listeners ended up in the bathroom alongside her date and NOT in a good way… You’ll hear why she had no choice but to bring hi...

Textual Healing: License To Bill

12 Mar 2026

Contributed by Lukas

One of our listeners wants to make a BIG MOVE with a woman he’s known for 6 DAYS. You’ll hear it, and why he needs our help pulling it off...

Second Date Update: High Steaks Heartbreak

11 Mar 2026

Contributed by Lukas

One of our listeners found the ULTIMATE HACK to take a woman out, without breaking the bank. It requires a tad bit of deception though… find ou...

Awkward Tuesday: Private Jet For My Nervous Pet

10 Mar 2026

Contributed by Lukas

Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking.See omnystu...

Second Date Update: Sweet Benjamin and His Big Sis

09 Mar 2026

Contributed by Lukas

The guy looking to score another hangout with date isn’t even on the phone with us! Someone else is doing the call IN HIS PLACE! Find out who it...

FULL SHOW: Jeff’s Pizza Parody, Riffin’ Around Marching Bands + Reverse Catfish Date (3/6/26)

08 Mar 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: The Rudy of Dating + Date Night Veto

07 Mar 2026

Contributed by Lukas

Part 1 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 wh...

Second Date Update: Taking The Plunge

06 Mar 2026

Contributed by Lukas

One of our listeners was MORTIFIED when her date accidentally saw something that was NEVER intended for his eyes… She needs our help with a Sec...

Second Date Update UPDATE: Gucci First Questions Later

05 Mar 2026

Contributed by Lukas

Is it better to find true love or a rich guy with a big boat? Today we’ll finally learn the answer in a special Second Date Update UPDATE!See om...

Second Date Update: Late Night Lab Experiment

04 Mar 2026

Contributed by Lukas

One of our listeners says she found the EXACT right time to strike up a conversation with the cutest guy in the room… Find out how the shy scie...

Awkward Tuesday: CTRL ALT EX

03 Mar 2026

Contributed by Lukas

The guy on the phone today had not one, but TWO women asking to be his Valentine, and rather than figure it out himself, he’s tasking us with so...

Second Date Update: Pawn Shop Shopping Trip

02 Mar 2026

Contributed by Lukas

The listener on the phone today TRIED to buy a woman a gift in the middle of their date, but he never actually GOT it and the reason WHY is actually p...

FULL SHOW: Chicken Tender Lovin Date, José's a Dad? + Alexis’ Gross Plane Emergency (2/25/26)

01 Mar 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: Right To Remain Sexy + Scooter Safety Patrol

28 Feb 2026

Contributed by Lukas

Part 1  One of our listeners says HIS DATE asked him to do something UNUSUAL shortly after they sat down, and he thinks it's part of why he&rsquo...

Second Date Update: Two Year Ghost Job

27 Feb 2026

Contributed by Lukas

Alicia admits what she did to Liam on their first date was LOWER than LOWER. Now, two years later, she’s finally ready to make it right, in a Se...

Awkward Thursday: The Name Game

26 Feb 2026

Contributed by Lukas

One of our listeners was taken by surprise by her boyfriend and now she wants our help to try and get him to TAKE IT BACK… without hurting his ...

Second Date Update: So Turned On

25 Feb 2026

Contributed by Lukas

One of our listeners thinks that playing with his FOOD is part of the reason why he isn’t getting a call back… Only way to know for sure ...

Awkward Tuesday: Met At My Wedding

24 Feb 2026

Contributed by Lukas

The woman on the phone today is INCREDIBLY nervous and flustered all over a guy she hasn’t SEEN or SPOKEN TO for 3 years! It’s one of our ...

Second Date Update: Bros Before Kim

23 Feb 2026

Contributed by Lukas

One of our listeners says he was given no choice but to LIE right to his date’s face… Cuz if he was Truthful about why he REALLY had to s...

FULL SHOW: Double Kiss Surprise Date, Dumbest Lies Ever + Battle of the Tinder Dates (2/18/26)

22 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: Ex Marks The Shot + Better Late Than Never

21 Feb 2026

Contributed by Lukas

Part 1 We were shocked when we heard about our listeners tense situation that went down on a first date with an UNEXPECTED VISITOR… Part 2 Some...

Second Date Update Classic: Saved By The Shrimp

20 Feb 2026

Contributed by Lukas

The guy in today’s Second Date had to do something DRASTIC in order to save his date from going off the rails. Find out what it was in the podca...

Textual Healing: Take A Dip In Rent

19 Feb 2026

Contributed by Lukas

One of our listeners caught her landlord in a very compromising position and what she does next could either be the SMARTEST or DUMBEST move of her en...

Second Date Update Classic: Double Kiss Surprise

18 Feb 2026

Contributed by Lukas

One of our listeners was trying to walk a thin line in trying to get a man to notice her, and pulled a move that maybe went a little too far…&n...

Awkward Tuesday: What If?

17 Feb 2026

Contributed by Lukas

One of our listeners wants closure or else she’s always going to regret a moment from her past. We’re gonna try to help her in an Awkward ...

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 ...