Masked Speaker: Second Hand Engagement

<p>FULL SHOW: Wednesday, November 26th, 2025</p> <p>Curious if we look as bad as we sound? Follow us @BrookeandJeffrey:</p> <p><a href="https://www.youtube.com/c/BrookeandJeffrey">Youtube</a></p> <p><a href="https://www.instagram.com/brookeandjeffrey/?hl=en">Instagram</a></p> <p> ... Show More

<p>Have a knack for trivia? Well, so does Brooke&hellip; Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!</p><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for pri ... Show More

<p>The guy in today&rsquo;s Second Date Update has been on the show before, but today he gets the special opportunity for a First Date REDATE!</p><p>See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.</p> 

A man proposed multiple times to his fiance before she said yes find out why.See omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey',  that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners wants to STOP her futur ... Show More

The guy on the phone today had a plan to create a memorable moment during his date...and it ended up almost getting them kicked out halfway through dinner...But did it still impress her? See omnystudio.com/listener for privacy information. 

Happy Wednesday everyone!!! We're asking about your holiday disaster stories in today's Question of the Week. Sticking on the holiday theme, there's one Sarah who's been shocked when an invite for a girls trip didn't come her way, another who doesn't know whether or not to tell h ... Show More

Part 1One of our listeners puts 2 little letters on her dating profile to let people know she’s into a VERY SPECIFIC type of thing… We're about to find out what those letters are and what they mean coming up.Part 2 The peculiar thing one of our listeners saw when he picked up his ... Show More

Of all the Second Date Update calls we've done, Brooke has never been more passionate than she was on this one! She was so excited, we got a special UPDATE from the person who shares her weird passion!See omnystudio.com/listener for privacy information. 

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!    One of our listeners discovered a hidden secret in their home, and ... Show More

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners overheard their husband saying something VERY s ... Show More

On today's show, it's a busy morning! New Ryan's Roses, a caller asks Ryan for an anniversary favor and Ryan celebrates his "Break Up" anniversary with his ex Aubrey while Sisanie and Tanya and learn more about his quirks. All that playing NOW on the On Air With Ryan Seacrest Pod ... Show More

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.