Brooke and Jeffrey: Second Date Update

Second Date Update: Mistaken Identity

18 May 2026

Contributed by Lukas

Our listener on the phone today went out of his way to do the KIND, HONEST, and RESPECTFUL thing for his date… but it ended him up here with us...

FULL SHOW: Corpse Kiss Date, Jeff vs AI Song + Clover DoorDash Detective (5/13/26)

17 May 2026

Contributed by Lukas

 Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback......

Second Date Update Classics: I've Dated My Date Before + Two Word Whisperer

16 May 2026

Contributed by Lukas

Part 1 One of our listeners had the SHOCK OF A LIFETIME after being set up on a blind date by her friend. As soon as she showed up she knew something ...

Second Date Update: Ramen Common

15 May 2026

Contributed by Lukas

The woman on the phone today shared a SHOCKING secret in today’s Second Date Update. We were cool with it at first but by the end of the call ou...

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

14 May 2026

Contributed by Lukas

Ashwin and Sierra came on our show a while back and we got SO many comments asking for more info, we HAD to bring them back for a Second Date Update U...

Second Date Update: Corpse Kiss

13 May 2026

Contributed by Lukas

One of our listeners refused to do things the easy way, and after he complicated drinks with his date, he thinks he knows the reason she’s not c...

Awkward Tuesday: Surprise Sabotage

12 May 2026

Contributed by Lukas

One of our listeners found out what his girlfriend has been SECRETLY planning to give him for his birthday and he says he needs to STOP her IMMEDIATEL...

Second Date Update: Strawberry Blowout

11 May 2026

Contributed by Lukas

Our listener on the phone thinks that the reason he's not getting a call back is because of an argument he got into with a cashier during their d...

FULL SHOW: Jeff’s Mother’s Day Parody, AI Song For You Date + Gas Station Karen (5/8/26)

10 May 2026

Contributed by Lukas

Every Sunday, we host one of our FULL HOUR episodes from our main show feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send a...

Second Date Update Classics: Flea Market Find + Due The Math

09 May 2026

Contributed by Lukas

Part 1 Our listener on the phone today says his date set a boundary before they even met in person. He had to say “yes,” to get a shot at ...

Second Date Update: Taylor Where'd Ya Go

08 May 2026

Contributed by Lukas

Dennis wrote a SONG for Taylor after their night out and he’s not getting a call back. In exchange for our help with a Second Date Update he&rsq...

Blind Love Is? Brad, Dee & Alexis

07 May 2026

Contributed by Lukas

We’ve got two listeners who have never met but are open to love even if it comes out of one of the strangest segments we’ve ever tried! It...

Second Date Update: French Air Kiss

06 May 2026

Contributed by Lukas

Our listener invited herself along to run errands with her date and they actually had a pretty great time! But something about his dating profile is m...

Awkward Tuesday: Playing Phone Detective

05 May 2026

Contributed by Lukas

The couple on the phone today had their FIRST ARGUMENT on Date #3 of their new relationship. She realizes she might have been in the wrong but before ...

Second Date Update: Potter Got Hotter

04 May 2026

Contributed by Lukas

The guy on the phone today pulled out the stops to take his date to a staged play, and even though the PLAY was magical, his evening must have been le...

FULL SHOW: Jeff’s Dating Studs Parody, Funny Teacher Confessions + Wrong Way Cruise (5/1/26)

03 May 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: 1st Impression Means Everything + Dino Drunkfest

02 May 2026

Contributed by Lukas

Part 1 One of our listeners invited her date back to her place and spent HOURS together… but what she saw him do… she’s STILL tryi...

Second Date Update Classic: Where Do I Know You From?

01 May 2026

Contributed by Lukas

A weird little mix-up at the airport turned out to be a GOLDEN OPPORTUNITY FOR LOVE… You’ll hear about one of our listeners and his lucky...

Textual Healing: America's Next Top BF

30 Apr 2026

Contributed by Lukas

One of our listeners wants to take a HUGE LEAP with a very special person in his life… and if he doesn’t do it right, their 6-year friend...

Second Date Update: Practice Makes Perfect

29 Apr 2026

Contributed by Lukas

The guy on the phone today says there’s ONE THING about Mia that might give 99% of dudes “the ick” but it actually TURNS HIM ON. You...

Awkward Tuesday: Amber's Life Alert

28 Apr 2026

Contributed by Lukas

After a difficult situation ended up with Kash GHOSTING his ex Amber, he wants our help to navigate the murky waters of opening up contact again, in a...

Second Date Update: Glad You Didn't Die

27 Apr 2026

Contributed by Lukas

Charles’ date ended with Maggie telling him “I’m glad you didn’t die.” It was a close call but he’s here with us f...

FULL SHOW: Jose’s Birthday, Jeff’s Glove Me Bieber Parody+ Steady Eddy Wedding Prank (4/24/26)

26 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: Barwreck + Meal Me Once

25 Apr 2026

Contributed by Lukas

Part 1 Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve ever had on this show. And it’...

Second Date Update: Love At First Height

24 Apr 2026

Contributed by Lukas

Mike only had one shot to plan a night that Elise would never forget and what happened was definitely memorable… but was it a good memory? Find...

Second Date Update UPDATE: Hot to Huh

23 Apr 2026

Contributed by Lukas

We always talk about “the one who got away” but what about “The one who won’t go away?” We’re diving into it when ...

Second Date Update: 49er's For Life

22 Apr 2026

Contributed by Lukas

There’s a NEW dating term we heard today and whether it’s good or bad, we think it’s gonna catch on SOON to describe a certain type ...

Awkward Tuesday: Speed Date My Ex

21 Apr 2026

Contributed by Lukas

One of our listeners couldn’t believe his LUCK and WHO he ended up across from during a speed dating event. It led him all the way to us and you...

Second Date Update: Most Popular Guy In Town

20 Apr 2026

Contributed by Lukas

For a minute during her date, our listener on the phone today thought she was out with the most POPULAR guy in town. But is that everything it’s...

Second Date Update Classics: Yup Date For Jessica + 1 Year Later To Rejection King

18 Apr 2026

Contributed by Lukas

Part 1 A mysterious handwritten note was dropped onto the table during our listener's date and it altered both of their lives forever! Part 2 One of o...

Second Date Update Classic: My Wing Mom

17 Apr 2026

Contributed by Lukas

The guy on the phone today got an EMERGENCY call on the way to his date, and it put him in a definite lose-lose situation. Tell us what you would have...

Textual Healing: A Different Type of Ghosting

16 Apr 2026

Contributed by Lukas

In a new relationship there’s tons of little things that could give you the “ick.” We’re gonna help one of our listeners navig...

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...