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.
Mar 03, 2026•19 min
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.
Mar 02, 2026•19 min
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....
Mar 01, 2026•1 hr 7 min
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.
Feb 28, 2026•38 min
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.
Feb 27, 2026•19 min
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.
Feb 26, 2026•19 min
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.
Feb 25, 2026•19 min
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.
Feb 24, 2026•19 min
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.
Feb 23, 2026•19 min
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....
Feb 22, 2026•1 hr 4 min
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.
Feb 21, 2026•38 min
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.
Feb 20, 2026•19 min
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.
Feb 19, 2026•19 min
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.
Feb 18, 2026•18 min
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.
Feb 17, 2026•19 min
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.
Feb 16, 2026•18 min
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....
Feb 15, 2026•1 hr 12 min
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....
Feb 14, 2026•35 min
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.
Feb 13, 2026•18 min
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.
Feb 12, 2026•18 min
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.
Feb 11, 2026•19 min
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.
Feb 10, 2026•18 min
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.
Feb 09, 2026•18 min
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....
Feb 08, 2026•1 hr 9 min
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.
Feb 07, 2026•37 min
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.
Feb 06, 2026•19 min
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.
Feb 05, 2026•20 min
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.
Feb 04, 2026•18 min
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.
Feb 03, 2026•19 min
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.
Feb 02, 2026•19 min