Brooke and Jeffrey: Second Date Update

Part 1 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 call back.  Part 2 The woman on the phone today claims that she discovered a place that is swarming with career driven, high-value men, and she even scored a date on her first visit. The problem? He's not calling her back! See omnystudio.com/listener for privacy information.

See omnystudio.com/listener for privacy information.

One of our listeners BROKE UP with a guy and now she’s thinking she made a mistake. She wants him back but before she can get to him she’ll have to go through his SISTER in your Awkward Thursday Phone Call! See omnystudio.com/listener for privacy information.

We have a real-life Cinderella story on our hands today! Will has one of Teri’s SHOES after their night out and in your Second Date Update we’re gonna find out why she left it and why she’s not calling him back! See omnystudio.com/listener for privacy information.

Stacy wants to explain how her romantic hangout nearly turned into a CRIME SCENE… and why her neighbor is now blaming HER for it, in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners says she found an UNDERRATED place for ladies to meet QUALITY guys… and it might shock you where.  See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Wednesday, July 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 After many failed romantic encounters and a couple of outright scams, one of our most lovable listeners is back! He says this time is different because he finally executed the perfect date night...at least for a few minutes. We'll find out what went wrong this time! Part 2 Tara says MATH of all things helped her meet the perfect guy… You can hear how in your Second Date Update! See omnystudio.com/listener for privacy information.

Sam took Jamie to a UNIQUE first date spot. In fact, it was so unique, its not only impressive but it became it’s own conversation piece. We guarantee you’ve never heard of this date idea before! See omnystudio.com/listener for privacy information.

We’re bringing back a HIGHLY REQUESTED couple that have been on our show before, to get all the out-of-this-world details of what’s happened since they last talked with us. It’s a special Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

Corey THOUGHT he had the perfect conversation starter but after he brought it up his date was in TEARS. He swears it was a harmless topic that just went sideways SOMEHOW.  See omnystudio.com/listener for privacy information.

The woman we call in today’s Awkward Tuesday Phone Call might be the most brutal, ruthless, and vile person we’ve ever had on the show. She’s the sister of one of our listeners and we can’t believe what happened when he called to apologize to her! See omnystudio.com/listener for privacy information.

Andre managed to cancel plans on Kim NOT ONCE, but TWICE in the same night. Is that too much to come back from? Find out in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Friday, July 3rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 When the woman on the phone today described her job to us we were SHOCKED… but is it something that would keep her from a happy dating life?  Part 2 In today’s Second Date Update there was one moment that brought the evening to a SCREECHING HALT! See omnystudio.com/listener for privacy information.

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’ll find out in your Second Date Update! See omnystudio.com/listener for privacy information.

We’re doing our best to reunite a listener with one of their previous romances… only if we don’t screw it up first. Catch a “Say Yes To The Ex!" See omnystudio.com/listener for privacy information.

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 MIDDLE of a date. See omnystudio.com/listener for privacy information.

One of our listeners admits she might have taken things too far with her boyfriend, and now she wants our help to UN-dump him. See omnystudio.com/listener for privacy information.

The listener on the phone says her date ended up with some unexpected extra guests… but it’s actually kind of sweet how it all came together. Hear what happened in a Second Date podcast! See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Wednesday, June 24th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in your Second Date Update! Part 2 If someone messed up your coffee order, would you politely let them know or go scorched-earth instead? It happened to one of our listeners and their response got the attention of the entire room! See omnystudio.com/listener for privacy information.

One of our listeners botched her date after trying to give him an honest compliment…. Hear how we tried to help her out her problem in a Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners is soon to be married and she’s already made half her friends and family angry. Is she at fault or are they overreacting? See omnystudio.com/listener for privacy information.

Sometimes in the dating world, you have to decide if the pursuit is WORTH the prize at the end of the journey. In today’s Second Date Update we’re figuring out just HOW FAR one man will go for just one, single date.  See omnystudio.com/listener for privacy information.

One of our listeners trusted his “idiot” friend to help cover for him, and now he could be out of an apartment AND a girlfriend. We’ll try to save him in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners told us he was STRUGGLING to get his date back on track after a few early fumbles, until a COMPLETE STRANGER swooped in and changed everything with one simple sentence!  See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Thursday, June 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 Can a guys job be a red flag? The woman in today’s Second Date met her guy at his red flag job, and she decided against her better judgment to go after him anyway! Part 2 Samantha warned her date that there’s ONE THING he HAD to do before she would see him… and he was shocked to find out she was SERIOUS. See omnystudio.com/listener for privacy information.

One of our listeners got maybe the worst possible response to an unsolicited text message… EVER! See omnystudio.com/listener for privacy information.

It’s a favorite of the listeners and the bane of Brooke’s existence… We’re doing another edition of “BROOKE BREAKS YOU UP!” See omnystudio.com/listener for privacy information.

Josh tried to be funny to impress Lisa on their date and that plan BACKFIRED so badly, he found himself apologizing to a random 9 year old and his family. Hear how his humor got him in trouble in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

We got BLINDSIDED by one of the BIGGEST LIES in the history of this show. It’s a complicated relationship problem and we’re doing our best to navigate it in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners took his date to a ball game and INSTANTLY she was set off on a bad mood. He doesn’t know what sparked it but we’re on his side and we’re gonna dig in, when we do a Second Date Update! See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Friday, June 12th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners is worried her gratitude for a gift was BADLY misinterpreted as rude and now she wants our help with a Second Date Update! Part 2 What do you do when someone suddenly STOPS replying to your texts? One of our listeners did something a little UNUSUAL to get his crush’s attention. See omnystudio.com/listener for privacy information.

One of our listeners has a SYSTEM to get a date with ANY woman you want. But some of his tactics were so controversial, it nearly BROKE Brooke!  See omnystudio.com/listener for privacy information.

We’ve had “Momma’s boys” and women with “Daddy Issues” on our show before but today we’re reconnecting with a DIFFERENT type of Red Flag that involves a third type of family member… It’s a special Second Date Update UPDATE where if you listen until the end we check in with the couple and how things have gone since they first appeared on our show! See omnystudio.com/listener for privacy information.

Andrew overheard two woman saying something so SHOCKING & RUDE that he had to step in. He thinks he was heroic, but was it actually creepy?  See omnystudio.com/listener for privacy information.

A HUGE surprise is in total JEOPARDY and Olivia has turned to us for help! We’ll do our best to keep things on track in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners says the woman he went out with wanted something VERY SPECIFIC whispered into her ears and it had him thinking “This woman is THE ONE!” Find out what that was coming up in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 negative reviews to Jeffrey. FULL SHOW: Friday, June 5th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 Rez DEFINITELY regrets a story he told Katrina on their date, and you’re gonna want to hear how he tells it in the Second Date Update! Part 2 One of our listeners is looking for all the help he can get locking down another hang out with a VERY classy woman. See omnystudio.com/listener for privacy information.

Is a gift ever okay on the first date? Does it say too much or go too far? We go to the bottom of that question and got way more than we bargained for in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Maria is caught in a complicated entanglement of the modern dating scene and she wants our help to UNCOMPLICATE it in the weirdest way possible. It's your Textual Healing Podcast! See omnystudio.com/listener for privacy information.

We’ve heard some strange dealbreakers before on this show, but NOTHING has us as confused as the dealbreaker Kai had for Amy in today’s Second Date Update! See omnystudio.com/listener for privacy information.

Our listener, Juliana, let something slip at the WRONG moment and now she wants our help getting her situationship back on track! We’ll do our best in the Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

Blake didn’t spend ANY money on his date with Ashley, in fact, he actually MADE money in a way that’s 100% legal. You’ll hear how in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Friday, May 29th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube InstagramTikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1  One of our listeners realized she’s been approaching dating apps the wrong way… and one piece of advice completed shifted her romantic life. Part 2 The kiss that happened at the end of our listener's date was either the cutest, most spontaneous thing ever, or the cringiest, most awkward interaction of all time. Decide for yourself after the Second Date Update! See omnystudio.com/listener for privacy information.

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 now we’re gonna help him get ahold of the woman he met there in your Second Date Update! See omnystudio.com/listener for privacy information.

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 for a special UPDATE UPDATE! See omnystudio.com/listener for privacy information.

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 a Second Date Update! See omnystudio.com/listener for privacy information.

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 Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too!  See omnystudio.com/listener for privacy information.

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 send all negative reviews to Jeffrey. FULL SHOW: Monday, May 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 learned in your Second Date Update! Part 2 The guy on the phone today tried a UNIQUE STRATEGY to extend his date.… and even he admits, it was WAY more cringe than he thought it would be… See omnystudio.com/listener for privacy information.

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 story and how she wants to get in touch with a guy she met on the train coming up in a Second Date Update! See omnystudio.com/listener for privacy information.

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, and he wants to jump straight into a relationship! See omnystudio.com/listener for privacy information.

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…  See omnystudio.com/listener for privacy information.

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 FINALLY pick up the phone for her boyfriend… See omnystudio.com/listener for privacy information.

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 out of luck and love! Luckily, we can help him with a Second Date Update! See omnystudio.com/listener for privacy information.

 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 send all negative reviews to Jeffrey. FULL SHOW: Wednesday, May 13th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 was very wrong… Part 2 The woman on the phone today says her date decided to switch booths HALFWAY through their dinner… And all of us were stunned when we finally learned the actual reason he demanded to move  locations. See omnystudio.com/listener for privacy information.

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 were on the floor!  See omnystudio.com/listener for privacy information.

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 UPDATE! Stay tuned to the end to hear from both of them and how their romance has gone since last time they spoke with us! See omnystudio.com/listener for privacy information.

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 him back! We’ll see if he’s right in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 IMMEDIATELY. Hear why in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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. He says it’s totally justified but he wants our assistance explaining! We'll do just that in the Second Date Update Podcast! See omnystudio.com/listener for privacy information.

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 negative reviews to Jeffrey. FULL SHOW: Friday, May 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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, and now we’re trying to get her to say “Yes” to a Second Date! Part 2 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. See omnystudio.com/listener for privacy information.

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 let us PLAY IT on air too! See omnystudio.com/listener for privacy information.

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 "Blind Love Is?" podcast! See omnystudio.com/listener for privacy information.

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 making her uneasy… Find out what that is in the Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 apologizing, she wants our help in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 less than because he’s not getting a call back. See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, May 1st, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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.  Part 2 Today’s Second Date Update is all about the 3 D’s – Dinosaurs, drinking and diamonds. Hear the call for yourself in the podcast! See omnystudio.com/listener for privacy information.

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 a Second Date Update! See omnystudio.com/listener for privacy information.

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 over. Get your Textual Healing podcast right here! See omnystudio.com/listener for privacy information.

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 it is in your Second Date Update! See omnystudio.com/listener for privacy information.

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 an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, April 24th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 because of an embarrassing run-in that happened at a bar! Part 2 If you’re looking for a unique, innovative and new move to pick up women, you need to catch today’s Second Date Update with a guy who swears his tactic worked (at least ONCE). See omnystudio.com/listener for privacy information.

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 your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 for a new Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

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 in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 cracked up to be? Find out in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 our listeners wishes she could take back what she said 11 months ago to a guy she went out with. It took her a year to realize her mistake, and now she wants another chance in a Second Date Update! See omnystudio.com/listener for privacy information.

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 done, once you hear the Second Date Update! See omnystudio.com/listener for privacy information.

In a new relationship there’s tons of little things that could give you the “ick.” We’re gonna help one of our listeners navigate AWAY from those icebergs with some Textual Healing! See omnystudio.com/listener for privacy information.

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 he did it coming up in your Second Date Update! See omnystudio.com/listener for privacy information.

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’ll explain more in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

What do you do if you’re the ONE PERSON who didn’t get the memo that you’re supposed to bring a gift to the party? One of our listeners had a GENIUS save when that happened to him and it even got him a DATE at the same time! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, April 8th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 worried the choice he made is why he's not getting a call back... Part 2 One of our listener’s first kiss happened but her second date never did! So we’re gonna do everything in our power to get to the bottom of it in a Second Date Update! See omnystudio.com/listener for privacy information.

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 podcast! See omnystudio.com/listener for privacy information.

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 lost friend…  See omnystudio.com/listener for privacy information.

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 us as soon as she could!  See omnystudio.com/listener for privacy information.

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 reason why in an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 hear how it went down in your Second Date Update Podcast! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, April 3rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 confused after his date ended in the WEIRDEST way ever… but he still has some interest... See omnystudio.com/listener for privacy information.

Our listener, Jason, has NO IDEA what went wrong on his date with Riley, but SOMETHING must have happened based on how things ended. He asked for our help and we’re ready to dive in, in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 an Awkward Thursday Phone Call and we’re gonna give it to him in the podcast! See omnystudio.com/listener for privacy information.

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 out if it backfired or helped in your Second Date Update! See omnystudio.com/listener for privacy information.

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 deep for some advice in your Awkward Tuesday Phone Call podcast! See omnystudio.com/listener for privacy information.

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 but we’re ready to help her get a Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, March 27th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 When a listener describes his date as an "unconventional beauty", we're going to try to uncover if that's the reason she isn't calling him back! See omnystudio.com/listener for privacy information.

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 sentence if you can, once you hear it, in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 the phone! It’s a Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

Our listener wasn’t TRYING to find a romantic connection, it was her 7 year old DAUGHTER who wanted to do it for her. Hear how a sneaky 2nd grader introduced MOMMY to an eligible bachelor in your Second Date Update podcast!  See omnystudio.com/listener for privacy information.

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!  See omnystudio.com/listener for privacy information.

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 rest! So why isn’t he calling her back? Find out in the Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, March 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 try to do exactly that. Part 2 One of our listeners got their 15 seconds of fame DURING A DATE and it included tv cameras recording EVERYTHING he said… See omnystudio.com/listener for privacy information.

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 better DATER in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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

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 help smooth it over in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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’re setting him up with an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 another shot to take Mysty to dinner!  See omnystudio.com/listener for privacy information.

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 realize she was relationship material! Part 2 One of our listeners THOUGHT he had a second chance all lined up with his date, but a single one-word text message brought that reality crashing down.  See omnystudio.com/listener for privacy information.

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 him with her in a Second Date Update! See omnystudio.com/listener for privacy information.

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 with some Textual Healing! See omnystudio.com/listener for privacy information.

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 out more in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking. See omnystudio.com/listener for privacy information.

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 is in your Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, March 6th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 who played a strange role in his date. Part 2 One of our female listeners used an innocent little excuse…. To go from awkward end of the night hug… to Instant sleepover at his place… Your gonna hear how she did it! See omnystudio.com/listener for privacy information.

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 Second Date Update!  See omnystudio.com/listener for privacy information.

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 omnystudio.com/listener for privacy information.

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 science girl got the courage to do it, in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 sorting through the chaos in an all new Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 pretty hilarious. It's your Second Date Update Podcast! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, February 25th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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’s not getting a call back. Part 2 The guy on the phone today had a run-in with a woman who wouldn’t stop SCREAMING at him during his first date. You’re not gonna believe the topic that set her off! See omnystudio.com/listener for privacy information.

The woman on the phone admits what she did to her date was LOWER than LOW. Now, two years later, she’s finally ready to make it right, in a Second Date Update! See omnystudio.com/listener for privacy information.

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 feelings! It’s an Awkward THURSDAY Phone Call! See omnystudio.com/listener for privacy information.

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 is to have him on for a Second Date Update! See omnystudio.com/listener for privacy information.

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 most entertaining Awkward Tuesday Phone Calls we’ve ever had! See omnystudio.com/listener for privacy information.

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 suddenly leave... she’d probably never talk to him again. See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, February 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 Something happened to our listener on his way to the first meetup with his date, and it changed the trajectory of their entire night!  See omnystudio.com/listener for privacy information.

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 podcast! See omnystudio.com/listener for privacy information.

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 entire life. We’re gonna help her with some Textual Healing! See omnystudio.com/listener for privacy information.

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…  See omnystudio.com/listener for privacy information.

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 Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 happened. See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, February 13th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 answers, but REVENGE. Part 2 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 make this dumb, avoidable choice… You’ll hear it in a special Valentine’s Day Second Date Update! See omnystudio.com/listener for privacy information.

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 insists it was one of the best meetups she’s ever had. See omnystudio.com/listener for privacy information.

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 special Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

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 Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 omnystudio.com/listener for privacy information.

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 once you find out what it is in your Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, February 4th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 get behind on this show! Part 2 One of our listeners needs our help piecing together his night because he woke up not in his bed, not in her bed, and not even in a bed at all!  See omnystudio.com/listener for privacy information.

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/listener for privacy information.

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-new Closure Call we’re about to find out! See omnystudio.com/listener for privacy information.

The woman on the phone today 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! We’ll try to track him down in a Second Date Update! See omnystudio.com/listener for privacy information.

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 Phone Call can fix! See omnystudio.com/listener for privacy information.

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 shouldn’t be so quick to trust. She’s ready to call him out in a Second Date Update!  See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, January 28th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 listeners. We’ll hear what it was and try to help him recover in your Second Date Update. Part 2 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 after his heroism? Time to find out! See omnystudio.com/listener for privacy information.

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 in your Second Date Update! See omnystudio.com/listener for privacy information.

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 friend. It’s a mess and she wants our help with some Textual Healing! See omnystudio.com/listener for privacy information.

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 Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 have an Awkward Tuesday Phone Call on our hands! See omnystudio.com/listener for privacy information.

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/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, January 23rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 the date!  Part 2 One of our listeners says he doesn’t need help getting a hold of the woman he dated… he needs our help to avoid criminal prosecution instead!  See omnystudio.com/listener for privacy information.

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 is coming up in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

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 omnystudio.com/listener for privacy information.

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 we do a Second Date Update! See omnystudio.com/listener for privacy information.

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 Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 really likes too! Hear her strategy in your Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Wednesday, January 14th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 in the Second Date Update. Part 2 Just when you thought nothing good happens on airplanes anymore, one of our listeners met a woman on a flight and his story might inspire everyone listening! See omnystudio.com/listener for privacy information.

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 a contentious Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners asked his date a question that was RUDE, INSENSITIVE, and INAPPROPRIATE… at least we thought at first… Now he’s back for a special Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

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 a Second Date Update and we’re gonna give him one! See omnystudio.com/listener for privacy information.

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 Call! See omnystudio.com/listener for privacy information.

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 he wants a Second Date Update!  See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, January 9th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

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 a call back?  Part 2 One of the most popular Second Date Updates from last year is BACK… the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We’re gonna try to find out why in the podcast! See omnystudio.com/listener for privacy information.

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 woman he loves. Will it be worth the humiliation? Find out in the Second Date Update! See omnystudio.com/listener for privacy information.

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 Phone Call! See omnystudio.com/listener for privacy information.

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 made the WRONG choice on his date and now he’s on the line looking for help with a Second Date Update. See omnystudio.com/listener for privacy information.

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 to him about it so we’re doing an Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

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 it on her date's profile and now she wants our help locking him down in a Second Date Update! See omnystudio.com/listener for privacy information.

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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, January 2nd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 One of our listeners said she added 3 little numbers to her dating profile and it made her matches go through the roof! Find out what it was in the podcast! Part 2 The guy in today’s Second Date Update DID NOT google his date before meeting up with her and sure wishes he did now! Good thing she'll reveal her juicy secret to us.  See omnystudio.com/listener for privacy information.

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! See omnystudio.com/listener for privacy information.

Two of our listeners are taking a big risk by being on our show today... in hopes of reaping the BEST REWARD of all... and they're about to meet for the first time over the phone... See omnystudio.com/listener for privacy information.

One of our listeners says she experienced an intimate moment with a guy she’d never met, when they were in a crowded coffee shop at the same time…and it was definitely more than just flirty eye contact. We're going to hear how that transpired into a whole afternoon together in your Second Date Update! See omnystudio.com/listener for privacy information.

The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast! See omnystudio.com/listener for privacy information.

Our listener met a good-looking lady at a FURNITURE store of all places. You don’t hear that one too often! We’ll share his story in your Second Date Update. See omnystudio.com/listener for privacy information.