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!

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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:

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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!

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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!

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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… 

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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! 

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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!

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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!

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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:

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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...

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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!

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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!

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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!

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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!

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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!

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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:

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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!

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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!

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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!

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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! 

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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! 

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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!

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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:

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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…

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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!

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

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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!

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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!

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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! 

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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. 

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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!

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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!

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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!

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

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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!

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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!

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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! 

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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!

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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!

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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!

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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!

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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!

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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!

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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!

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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!

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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.

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