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: Moms Night Out
The woman on the phone today saw something very personal on a guy's book shelf during their first date, and she was so bewildered, she reached out to...
Awkward Tuesday: Wedding No Show
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...
Second Date Update: Ambushed By Mom
The woman on the phone today tried to take the lead on her date, and her surprise was her own MOTHER. We're not joking, it really happened and you can...
FULL SHOW: Jeff’s Easter Egg Parody,15 Minutes of Lame Date + Best April Fools Pranks (4/3/26)
We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...
Second Date Update Classics: Secret Mission + Three Wheelin' It
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 listene...
Second Date Update: 15 Minutes Of Lame
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...
Awkward Thursday: Hello Universe, Are You There?
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 Awkw...
Second Date Update: Farmers Market Only
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 i...
Awkward Tuesday: Ferrari To Friendzone
The woman on the phone today DEEPLY regrets the compliment she paid to a guy, he took it the WRONG WAY and now Jose and Brooke are gonna have to dig d...
Second Date Update: Dirty Danny the Sexy Shoe Salesman
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’r...
FULL SHOW: Jeff’s Spring Cleaning Song, Brooke’s Radio Wisdom + In Walks the Ex Date (3/27/26)
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: Pink Doesn't Stink + Unconventional Beauty and the Feast
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.<...
Second Date Update: An Ex Walks Into A Bar
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 senten...
Second Date Update UPDATE: Marathon Date
One of our listeners ended up on a 10-hour long marathon first date and the only thing more shocking than that... is what happened after we hung up th...
Second Date Update: Dog Parks and Daughters
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 int...
Awkward Tuesday: Lyndsey On My Leg
Lyndsey heard what romantic gesture her boyfriend of 4 months was trying to pull off for her and she is ADAMANT that we help her STOP HIM at ALL COSTS...
Second Date Update: Sunset Scribbles
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...
FULL SHOW: Disney Adult Date, José’s Meet n Greet Fail + Brooke’s Snack Wars (3/18/26)
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: Ride of Shame + Incriminating News at 11
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 list...
Second Date Update: The Best Listener Ever
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 D...
Alexis Asks You Out: Make Out Mess Up
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 omny...
Second Date Update: A Whole New Girlfriend
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...
Awkward Tuesday: Fantasy Fail
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...
Second Date Update: Ghost Date Hijack
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...
Second Date Update Classics: A Picture Says A Thousand Icks + Appetizer Energy, Entrée Problems
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...
Second Date Update: Champagne and Shackles
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...
Textual Healing: License To Bill
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 T...
Second Date Update: High Steaks Heartbreak
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...
Awkward Tuesday: Private Jet For My Nervous Pet
Today’s Awkward Tuesday Phone Call involves a private plane, a nervous pet, and one BIG question that our listener needs help asking.
See omnyst...
Second Date Update: Sweet Benjamin and His Big Sis
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...
FULL SHOW: Jeff’s Pizza Parody, Riffin’ Around Marching Bands + Reverse Catfish Date (3/6/26)
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: The Rudy of Dating + Date Night Veto
Part 1
The guy on the phone for today’s Second Date Update says we need to get him ANSWERS, not just for his sanity, but for his FRIEND GROUP wh...
Second Date Update: Taking The Plunge
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 Dat...
Second Date Update UPDATE: Gucci First Questions Later
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 o...
Second Date Update: Late Night Lab Experiment
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 gir...
Awkward Tuesday: CTRL ALT EX
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...
Second Date Update: Pawn Shop Shopping Trip
The listener on the phone today TRIED to buy a woman a gift in the middle of their date, but he never actually GOT it and the reason WHY is actually p...
FULL SHOW: Chicken Tender Lovin Date, José's a Dad? + Alexis’ Gross Plane Emergency (2/25/26)
We're trying out a new idea for our fans of the 2nd Date Update! Every Sunday, we will be hosting one of our FULL HOUR episodes from our main show fee...
Second Date Update Classics: Right To Remain Sexy + Scooter Safety Patrol
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 no...
Second Date Update: Two Year Ghost Job
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 Dat...