Brooke and Jeffrey: Second Date Update
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Brooke and Jeffrey: Second Date Update
Ghosted after a first date? We call the person who isn't calling you back to find out the real reason why and get you a Second Date. Low success rate...high entertainment for the rest of us. Want more? Catch the FULL hour long show over at Brooke and Jeffrey: iHeartRadio: https://www.iheart.com/podc...
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Second Date Update: Can't Beat The Sweet Treat
One of our listeners showed up to his co-workers “DIVORCE PARTY” and while the theme was a bit strange, the romance levels were surprisingly high and...
Second Date Update UPDATE: Euro Date
Two of our listeners told us about “European Dating” and it led to one of the most popular Second Date Updates of the year! Now, they’re back on again...
Second Date Update: Defensive Driving Drama
Jay let Allie know IMMEDIATELY what ONE THING has been a deal breaker, about his past… He thought she would appreciate it, but now he’s asking us for...
Awkward Tuesday: Party Hard Granny
One of our listeners told us her grandma is getting KICKED OUT of her senior home. It’s a unique circumstance and now she wants our help with an Awkwa...
Second Date Update Classic: Senior Moment Slip Up
One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too!
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FULL SHOW: Mistaken Identity Date, Paid Wedding Crashers + First Bidet Loser Line (5/18/26)
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...but please...
Second Date Update Classics: Update My Dino Profile + Doodle Worthy
Part 1
One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learne...
Second Date Update Classic: Train Game
There’s no EASY way to approach an attractive person on public transportation, and that was exactly the case for our listener! She’ll tell us her stor...
Awkward Thursday: 30 Day Girlfriend
Normally, we help people get second dates after a first one, but today we’re helping a guy who hasn’t even had ONE date with the woman he’s interested...
Second Date Update: The Roadside King
One of our listeners says he DEFINITELY has someone to thank for his unforgettable date night. But the weird part is… that person isn’t exactly ALIVE…...
Awkward Tuesday: Something Smells In Canada
We’re dealing with an INTERNATIONAL ROMANCE EMERGENCY in today’s Awkward Tuesday Phone Call! We’re putting all our efforts behind getting one woman to...
Second Date Update: Mistaken Identity
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 and ou...
FULL SHOW: Corpse Kiss Date, Jeff vs AI Song + Clover DoorDash Detective (5/13/26)
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...but pleas...
Second Date Update Classics: I've Dated My Date Before + Two Word Whisperer
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 some...
Second Date Update: Ramen Common
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 our jaws...
Second Date Update UPDATE: Numbers Don't Lie But You Should
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
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 calling...
Awkward Tuesday: Surprise Sabotage
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
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 date....
FULL SHOW: Jeff’s Mother’s Day Parody, AI Song For You Date + Gas Station Karen (5/8/26)
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 all n...
Second Date Update Classics: Flea Market Find + Due The Math
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 her, a...
Second Date Update: Taylor Where'd Ya Go
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’s gonna l...
Blind Love Is? Brad, Dee & Alexis
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's your "Bli...
Second Date Update: French Air Kiss
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
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
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)
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
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 trying to process....
Second Date Update Classic: Where Do I Know You From?
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 accident in...
Textual Healing: America's Next Top BF
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 friendship could be...
Second Date Update: Practice Makes Perfect
The guy on the phone today says there’s ONE THING about his date that might give 99% of dudes “the ick” but it actually TURNS HIM ON. You’ll hear what...
Awkward Tuesday: Amber's Life Alert
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
Our listener on the phone says his night ended with his date telling him “I’m glad you didn’t die.” It was a close call but he’s here with us for a Se...
FULL SHOW: Jose’s Birthday, Jeff’s Glove Me Bieber Parody+ Steady Eddy Wedding Prank (4/24/26)
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
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’s all becaus...
Second Date Update: Love At First Height
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 out in...
Second Date Update UPDATE: Hot to Huh
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 Joe and Sabrina return to our show f...
Second Date Update: 49er's For Life
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 of person… Hear it...
Awkward Tuesday: Speed Date My Ex
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 your Awkw...
Second Date Update: Most Popular Guy In Town
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 crack...