logo
episode-header-image
Jan 2025
6m 37s

Masked Speaker: Second Hand Engagement

iHeartPodcasts
About this episode

Today's Masked Speaker played the picture perfect engagement... but there's one small part of the proposal his fiancee doesn't know about and if she ever did it might end the whole relationship!

See omnystudio.com/listener for privacy information.

Up next
Mar 28
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. 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 ca ... Show More
36m 58s
Mar 28
Gen Z vs Classic Movie: Space Jam
In the middle of March Madness, we had Alexis go back and watch the original 1996 Space Jam for the very first time. Will she understand the 90's jokes or know any of the cameos? You'll have to listen to find out!See omnystudio.com/listener for privacy information. 
11m 16s
Mar 27
FULL SHOW: Jeff’s Spring Cleaning Song, Brooke’s Radio Wisdom + In Walks the Ex Date (3/27/26)
FULL SHOW: Friday, March 27th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information. 
1h 4m
Recommended Episodes
Sep 2019
September 10th- What's Rossi Reading
A man proposed multiple times to his fiance before she said yes find out why.See omnystudio.com/listener for privacy information. 
2m 2s
Mar 2025
Awkward Tuesday: Worst Best Man
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
18m 37s
Aug 2025
Second Date Update Classic: Hibachi Trick
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. 
19m 8s
Aug 2025
Girl Talk: Am I crazy for telling my bff she’s about to get engaged?
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
59m 22s
Aug 2024
Second Date Update: Dine For One But I'm Not Done
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. 
17m 15s
Sep 2024
Second Date Update: Promotion Commotion
One of our listeners figured out a way to get his entire evening PAID FOR, and it involved no lying, not scheming and not cheating. How did it work? Find out in your new Second Date podcast!See omnystudio.com/listener for privacy information. 
16m 26s
Sep 2025
Second Date Update Classics: Fin Dumb + Model Convention
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
36m 5s
Jul 2024
Second Date Update Classic: Strings Of Deceit
Sometimes just one photo can raise the REDDEST of RED FLAGS and that happened to one of our listeners. She noticed something on a guys profile pic and now she wants our help finding him and getting him to explain. See omnystudio.com/listener for privacy information. 
16m 10s
Sep 2025
Second Date Update UPDATE: Phone Paux
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. 
18m 19s
Feb 2025
Awkward Tuesday: Secrets In Ink
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
17m 46s