Part 1 The woman in today’s Second Date Update agreed to meet up with a man before she even knew his name, and it’s all because of one grand romantic gesture. Part 2 For one of our listeners, the hottest thing that happened on her date was a game of CHARADES! See omnystudio.com/listener for privacy information.
Oct 3
37 min
Hannah says that she and her date got into TWO arguments before they even got out of her driveway! Why would she even want to see him again? She’ll explain in your Second Date Update podcast!See omnystudio.com/listener for privacy information.
Oct 2
18 min
Out of all the Second Date Updates we’ve done in 2026, this one might have been the most viral! And we’ve got the couple back for a long awaited Second Date Update UPDATE!See omnystudio.com/listener for privacy information.
Oct 1
18 min
Vince is on the phone for a Second Date Update and he says the intimate parts of his relationship with Jamie are great but he want’s our help getting MORE SERIOUS than he’s ever been before!See omnystudio.com/listener for privacy information.
Sep 30
18 min
Last week we promised a guy that we’d help him come clean about losing his job and lying about it to his fiancé… but he snuck in another bombshell we didn’t see coming! Hear what it was during your Awkward Tuesday Phone Call podcast!See omnystudio.com/listener for privacy information.
Sep 29
19 min
The guy on the phone for today’s Second Date Update isn’t getting a call back, and it’s probably because the woman he’s interested in was on a DATE with ANOTHER MAN! He swears he can explain in the podcast!See omnystudio.com/listener for privacy information.
Sep 28
18 min
Every Sunday, we host 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: Tuesday, September 22nd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.
Sep 27
55 min
Part 1 The guy on the phone today decided he would surprise his date with an unexpected guest during their dinner… Hear who it was in the podcast! Part 2 The guy in today’s Second Date clearly got his idea for a date from listening to our show, and we might owe him an apology, or at least some help trying to get another one! See omnystudio.com/listener for privacy information.
Sep 26
36 min
Jack managed to secure a night over at Sarah’s place, but she CAUGHT HIM on the couch doing something he shouldn’t in the MIDDLE of the night! Find out what happened in your Second Date Update!See omnystudio.com/listener for privacy information.
Sep 25
18 min
One of our listeners thinks he has the chance to take the TRIP of a LIFETIME with one of his co-workers… if we can give him the right advice in your Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy information.
Sep 24
18 min
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