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Brooke and Jeffrey: Second Date Update

#43
Language: en-US Society & Culture Comedy
Last Checked: 2025-09-22 08:20:34
Showing episodes 301 to 400 of 1958 total

Second Date Update: Todd The Bod (#9)

11 Dec 2024

Contributed by Lukas

The guy in today’s Second Date gave himself a saucy nickname that you’ll never forget. Y...

Second Date Update: Finding Nemo, Losing Date (#10)

09 Dec 2024

Contributed by Lukas

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO ...

Second Date Update UPDATE: Not Everything Is Better With Drinks

08 Dec 2024

Contributed by Lukas

We're adding a little extra content to help you get over the Sunday Scaries! A weird relationship sc...

Second Date Update Classic: Taraoke Date

07 Dec 2024

Contributed by Lukas

One of our listeners decided to invent her own unique date night based entirely on their ASTROLOGICA...

Second Date Update: Have Your Car Cake & Eat It Too

06 Dec 2024

Contributed by Lukas

The date idea that our listener in today’s Second Date Update concocted is so cool, we just know i...

Second Date Update: All In The Family

04 Dec 2024

Contributed by Lukas

One of our listeners says he got an UNSOLICITED photo from a woman that left him speechless… in a ...

Second Date Update: Blurry in a Hurry

02 Dec 2024

Contributed by Lukas

The woman in today’s Second Date Update admits she did something a little drastic to make a first ...

Second Date Update: The Long Game

29 Nov 2024

Contributed by Lukas

The woman in today’s Second Date was in shock once she ended up back at a guy’s place. There was...

Second Date Update: Fast Food Limo

28 Nov 2024

Contributed by Lukas

The guy in today’s Second Date took one classic date idea and flipped it on its head, making all o...

Second Date Update: Models and Manchester

27 Nov 2024

Contributed by Lukas

A professional model says she recently started listening to our show, but is she open to love with o...

Second Date Update: Too Late To Apologize

25 Nov 2024

Contributed by Lukas

The guy in today’s Second Date wants our help to apologize for saying one of the rudest things we’...

Second Date Update Classic: Mistah Secure

23 Nov 2024

Contributed by Lukas

Typically on a first date, you’re supposed to do something fun and not invite someone to your work...

Second Date Update: A Quiet Place

22 Nov 2024

Contributed by Lukas

We guarantee you’ll be rooting for the woman on the phone to find her true soulmate once you hear ...

Second Date Update: Miss Krustworthy Returns

20 Nov 2024

Contributed by Lukas

One of our listeners met a guy on a trip to the Carribbean, and now she needs our help tracking him ...

Second Date Update: No Uber and a Stupid Haircut

18 Nov 2024

Contributed by Lukas

The woman on the phone told us about her date and it involved an Uber, a really bad haircut and prob...

Second Date Update Classic: Get Silly with Two Milly

16 Nov 2024

Contributed by Lukas

One of our listeners has one of the COOLEST claims to fame ever. But he’s worried its attracting t...

Second Date Update: Brews and Bikes

15 Nov 2024

Contributed by Lukas

The guy in today’s Second Date Update accidentally blurted out something so DUMB, it might have be...

Second Date Update UPDATE: Cabo Single

14 Nov 2024

Contributed by Lukas

We reunited the couple on the phone today after years apart and now they’re BACK on our show for a...

Second Date Update: Too Handy Not Handsy

13 Nov 2024

Contributed by Lukas

After today’s Second Date Update you might agree with us that dating apps can be used for WAY more...

Second Date Update: Read My Lips

11 Nov 2024

Contributed by Lukas

Running into the last person you would ever want to see while out on a date is a nightmare. It happe...

Second Date Update Classic: Pan-Bandoned

09 Nov 2024

Contributed by Lukas

The couple in today’s Second Date went on a date to the fair and they left with a big mystery afoo...

Second Date Update: I Hope It's You

08 Nov 2024

Contributed by Lukas

One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense...

Second Date Update: Baddie and the Daddy

07 Nov 2024

Contributed by Lukas

One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all abo...

Second Date Update: Spontaneous No

04 Nov 2024

Contributed by Lukas

One of our listeners says his plan to impress his date and make her like him did NOT go how he wante...

Second Date Update Classic: Halloween Role Reversal

02 Nov 2024

Contributed by Lukas

The guy on the phone today wants to try and recreate his perfect first date all over again… exactl...

Second Date Update: Two's Company, Three's An Intervention

01 Nov 2024

Contributed by Lukas

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date e...

Second Date Update: Halloween Ghostface Ditcher

30 Oct 2024

Contributed by Lukas

No party is better for random makeouts than a Halloween Party! One of our listeners was close to get...

Second Date Update: Real Life Ghosting

28 Oct 2024

Contributed by Lukas

The couple in today’s Second Date Update went to a haunted house for their first date, but only on...

Second Date Update Classic: Demented or Determined

26 Oct 2024

Contributed by Lukas

One of our listeners waited MONTHS to finally get another date with a super-successful guy, which is...

Second Date Update: Recreate The Scene

25 Oct 2024

Contributed by Lukas

One of our listeners decided his goal was to bring the magic of RomComs to his dating life. You’ll...

Second Date Update UPDATE: Bid On Me

24 Oct 2024

Contributed by Lukas

Usually if you hear about someone exchanging money for a romantic time, it's something weird or ille...

Second Date Update: Hoping For A Bad Date

23 Oct 2024

Contributed by Lukas

A beautiful woman asked one of our listeners to take her out on a date… to a place she HATES! Why ...

Second Date Update: Started From The DM's

21 Oct 2024

Contributed by Lukas

One of our listeners admits he struggled to keep his cool on his date once he saw something on her I...

Second Date Update Classic: Age-Ja-Vu

19 Oct 2024

Contributed by Lukas

What’s the opposite of a Wingman? Whatever you call it, that type of guy is what ruined our listen...

Second Date Update: Love Is On The House

18 Oct 2024

Contributed by Lukas

One of our listeners described their dinner date as the most IMPRESSIVE thing that they had ever see...

Second Date Update: Hair Today Gone Tomorrow

16 Oct 2024

Contributed by Lukas

A fun activity to go along with dinner is normally a great date. NOT TODAY. One of our listeners bot...

Second Date Update: Secret Selfie

14 Oct 2024

Contributed by Lukas

You won’t believe what one listener pulled off while on her date. Jose was FREAKING OUT that it wa...

Second Date Update Classic: Pretty Privilege

12 Oct 2024

Contributed by Lukas

One of our listeners accidentally stumbled into a casual meet-up with a woman who admits she’s par...

Second Date Update: High Value Man

11 Oct 2024

Contributed by Lukas

The listener on the phone today says she only dates “HVM’s.” What exactly IS an HVM? Find out ...

Second Date Update: Silent Dancer

09 Oct 2024

Contributed by Lukas

One of our listeners has a perfect little trick to learn EXACTLY what a guy is thinking at the end o...

Second Date Update Classic: Love Me A Lengthy Lady

05 Oct 2024

Contributed by Lukas

The guy on the phone today was asked an important question during his date, and in a moment of panic...

Second Date Update: Down In The Dumps

04 Oct 2024

Contributed by Lukas

It’s SHOCKING to learn where the listener on the phone met a new love interest today, and it’s e...

Second Date Update UPDATE: Power of the Pinky

03 Oct 2024

Contributed by Lukas

One great date was nearly DESTROYED by a simple fashion disaster... Luckily we were here to help the...

Second Date Update: Rent A Car Romance

02 Oct 2024

Contributed by Lukas

The guy in today’s Second Date was brave enough to ask out a customer service agent while she was ...

Second Date Update: Escape the Fridgescape

30 Sep 2024

Contributed by Lukas

One of our listeners got a woman to come home with him thanks to a unique skill that was so bizarre ...

Second Date Update: Spoiled Rotten

28 Sep 2024

Contributed by Lukas

After one of our listeners met a man on a unique dating website she swears she CAN’T let him slip ...

Second Date Update: Him At The Gym

27 Sep 2024

Contributed by Lukas

One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for...

Second Date Update: Bumping Carts

23 Sep 2024

Contributed by Lukas

A new trend involving GROCERY carts has been uniting singles all over the world. We’re intrigued a...

Second Date Update Classic: You Light Up My Love Lamp

21 Sep 2024

Contributed by Lukas

The listener on the phone today wasn’t afraid to show off his sensitive side on his date, but the ...

Second Date Update: A Picture Says It All

16 Sep 2024

Contributed by Lukas

One of our listeners says it was a HUGE PLUS that his date listened to our show! That should have be...

Second Date Update UPDATE: Unidentified Family Opportunity

15 Sep 2024

Contributed by Lukas

We're adding a little extra content to help you get over the Sunday Scaries! Eric and Carrie joined ...

Second Date Update Classic: Someone's On The Naughty List

14 Sep 2024

Contributed by Lukas

After today’s Second Date Update happened we almost DIDN’T AIR IT, but Jeffrey said “the liste...

Second Date Update: Promotion Commotion

13 Sep 2024

Contributed by Lukas

One of our listeners figured out a way to get his entire evening PAID FOR, and it involved no lying,...

Second Date Update: Surprise Compatibility Test

11 Sep 2024

Contributed by Lukas

In today’s Second Date we hear from a woman who got the surprise of a LIFETIME… when she found h...

Second Date Update: Scam the Scammer

09 Sep 2024

Contributed by Lukas

One of our listeners is FURIOUS after her date left her in the most embarrassing situation of her li...

Second Date Update Classic: Unfit Run Club Snub

07 Sep 2024

Contributed by Lukas

You never know what strange thing might bring you and a cute stranger together. Today’s Second Dat...

Second Date Update: Camp Pants Down

06 Sep 2024

Contributed by Lukas

One of our listeners says his most meaningful hangout with a woman happened when his PANTS came down...

Second Date Update: The Birthday Trick

04 Sep 2024

Contributed by Lukas

One of our listeners managed to make a genuine connection with a woman, all because of one trick he’...

Second Date Update: Trust Fall TikTok

02 Sep 2024

Contributed by Lukas

The listener who needed our help with a Second Date shared a juicy detail from their first meetup th...

Second Date Update: Imperfect 10

31 Aug 2024

Contributed by Lukas

The guy in today’s Second Date said he used one perfect GIF to instantly stand out and it got him ...

Second Date Update: Chefzoned

30 Aug 2024

Contributed by Lukas

One of our listeners says he has a talent that makes him more attractive than 90% of guys, and he go...

Second Date Update: Waiting For The Waiter

28 Aug 2024

Contributed by Lukas

One of our listeners was so TURNED OFF by her date that instead of just escaping, she wanted revenge...

Second Date Update: Red Envelope Regret

26 Aug 2024

Contributed by Lukas

If only finding a date was as easy as ordering your favorite drink. One of our listeners had the per...

Second Date Update Classic: Capes Not Vapes

24 Aug 2024

Contributed by Lukas

One of our listeners is worried he got caught doing something he shouldn’t be doing during a big m...

Second Date Update: See Ya Later

23 Aug 2024

Contributed by Lukas

One of our listeners is in the airline industry and she dropped some serious INSIDER CODE that fligh...

Second Date Update: The Mystery of Bar 5

21 Aug 2024

Contributed by Lukas

One of our listeners practically collapsed under the pressure of picking the perfect date spot. Even...

Second Date Update: Last Chance Date

19 Aug 2024

Contributed by Lukas

What if after the BEST date of your life, that same person completely ghosts you? One of our listene...

Second Date Update Classic: Tinder Date Swipe Night

17 Aug 2024

Contributed by Lukas

The spot where the couple on the phone today decided to take their date night SHOCKED us initially b...

Second Date Update: Mr. Jenga's Got Her Tongue

16 Aug 2024

Contributed by Lukas

One of our listener's romantic gesture was NOT as well-received as he thought it would be. Was it to...

Second Date Update: Car Pie Surprise

14 Aug 2024

Contributed by Lukas

In today’s Second Date, not only are you gonna hear about a very strange date, but also a GENIUS l...

Second Date Update Classic: I Dare You To Date Me

10 Aug 2024

Contributed by Lukas

One of our listeners got maybe the worst possible response to an unsolicited text message… EVER!Se...

Second Date Update: Ross Mess For Less

09 Aug 2024

Contributed by Lukas

The woman on the phone today was willing to tell us what may be the most embarrassing story of the y...

Second Date Update: Dine For One But I'm Not Done

07 Aug 2024

Contributed by Lukas

The listener on the phone says her date ended up with some unexpected extra guests… but it’s act...

Second Date Update: Carjitsu Crazy

05 Aug 2024

Contributed by Lukas

One of our listeners is actually ELITE in a unique sport we had never heard about before today’s S...

Second Date Update Classic: Lick My Neck

03 Aug 2024

Contributed by Lukas

Out of every Second Date we’ve done this year, TODAY’S might be the most MEMORABLE of the bunch....

Second Date Update: Sweet Sixteen Dates

02 Aug 2024

Contributed by Lukas

There’s a brand new food item that you should definitely AVOID ordering on a first date unless you...

Second Date Update UPDATE: Convenience Store Samaritan

01 Aug 2024

Contributed by Lukas

A near-death experience brought the two people on the phone together on their first date, but is tha...

Second Date Update: Foodie Call

31 Jul 2024

Contributed by Lukas

One of our listeners admits that within 5 minutes of their date starting, she WENT OFF on him all be...

Second Date Update: Scooby Dooby Eww A Honda Civic

29 Jul 2024

Contributed by Lukas

One of our listeners came up with the perfect first date question. You might want to steal this one ...

Second Date Update Classic: Strings Of Deceit

27 Jul 2024

Contributed by Lukas

Sometimes just one photo can raise the REDDEST of RED FLAGS and that happened to one of our listener...

Second Date Update: Food Zoned

26 Jul 2024

Contributed by Lukas

One of our listeners claims she was just TRYING to flirt, but it went so badly it almost caused the ...

Second Date Update: Barista Foam Job

24 Jul 2024

Contributed by Lukas

One of our listeners is a barista and says she did something she would NEVER normally do… but the ...

Second Date Update: Man Of The Month

22 Jul 2024

Contributed by Lukas

There’s a fine line between unbridled romance and complete humiliation and in today’s new Second...

Second Date Update Classic: Hot Date Hack

20 Jul 2024

Contributed by Lukas

Today’s Second Date involves 1 man, 1 insane technique and over 200 direct messages. See omnystud...

Second Date Update: Seafood Surprise

19 Jul 2024

Contributed by Lukas

The guy on the phone today says his date night included a BLINDFOLD, a bit of deception and it turne...

Second Date Update UPDATE: Playing Possum

18 Jul 2024

Contributed by Lukas

Wild Bridge Possums were definitely involved, but absolutely unharmed in the making of today’s Sec...

Second Date Update: Dino Drunkfest

17 Jul 2024

Contributed by Lukas

Today’s Second Date Update is all about the 3 D’s – Dinosaurs, drinking and diamonds. Hear the...

Second Date Update: Barwreck

15 Jul 2024

Contributed by Lukas

Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve e...

Second Date Update UPDATE: Sister Drama

14 Jul 2024

Contributed by Lukas

We're adding a little extra content to help you get over the Sunday Scaries! We're checking in with ...

Second Date Update Classic: Shank to the Heart

13 Jul 2024

Contributed by Lukas

The #1 thing the woman on the phone today says she looks for in a man was SO SHOCKING, Brooke almost...

Second Date Update: My Wing Mom

12 Jul 2024

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 definit...

Second Date Update: Hot Date Hijack

10 Jul 2024

Contributed by Lukas

What started as a romantic one on one date ended with one of our listeners sandwiched between three ...

Second Date Update: Show Me The Baby

08 Jul 2024

Contributed by Lukas

One of our listeners says its hard to meet genuine guys who are sensitive to her unique situation, s...

Second Date Update: Jesus Take The Selfie

05 Jul 2024

Contributed by Lukas

One of our listeners was convinced into doing a selfless, good deed on his first date, and somehow i...

Second Date Update: Exposing Justin

03 Jul 2024

Contributed by Lukas

Yesterday we had an extremely Awkward Tuesday Phone Call…Where two girls, who are roommates, found...

Second Date Update: Pop Goes the Relationship

01 Jul 2024

Contributed by Lukas

A listener on the phone today says his first kiss with his date left a LOT to be desired… and now ...

Second Date Update Classic: Boat Fished

29 Jun 2024

Contributed by Lukas

We’ve dealt with catfishing on this show, but today’s Second Date might be the first case of BOA...

Second Date Update: Mexican Craycation

28 Jun 2024

Contributed by Lukas

Today’s Second Date Update is one of the most accidentally hilarious situations we’ve ever encou...

Second Date Update UPDATE: Switching Partners Country Style

27 Jun 2024

Contributed by Lukas

A few months ago we had a Second Date that had everything: Country Line Dancing, Allergic Reactions…...

Second Date Update: The Mysterious Wallet Situation

26 Jun 2024

Contributed by Lukas

Today’s Second Date segment might involve one of the GREATEST SCAMS we’ve ever heard on a first ...