Second Date Update UPDATE: Pre-Block
One of our listeners asked his date a question that was RUDE, INSENSITIVE, and INAPPROPRIATE… at least we thought at first… Now he’s back for a special Second Date Update UPDATE!See omnystudio.com/listener for privacy information.
15 Jan 18min
Second Date Update: Mom Plus One
Ethan started his night meeting one woman, and ended up with a completely different one at his table by the end of the night! He’s desperate for a Second Date Update and we’re gonna give him one!See omnystudio.com/listener for privacy information.
14 Jan 17min
Awkward Tuesday: Nerf Knights Forever
99.9% of boyfriends would NEVER ask their girlfriends what the guy on the phone today asked his. Now he wants our help with an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.
13 Jan 20min
Second Date Update: Dry Lips & Hands On Hips
All the guy on the phone today had to do to make himself PERFECT for his date is change TWO PHYSICAL things about himself… It backfired and now he wants a Second Date Update! See omnystudio.com/listener for privacy information.
12 Jan 18min
FULL SHOW: Jeff’s Useless Resolutions Song, Bathroom 911 Date & The Craziest New Tech (1/9/26)
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 feed, Brooke & Jeffrey! We'd love to hear your feedback...but please send all negative reviews to Jeffrey. FULL SHOW: Friday, January 9th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.
11 Jan 1h 4min
Second Date Update Classics: Cobra Bye + Taco Truckstop Mystery
Part 1 One of our listeners didn’t admit her guilty pleasure to her date, she THEMED their entire evening around it. Now she’s not getting a call back? Part 2 One of the most popular Second Date Updates from last year is BACK… the bad news is the guy she went out with is trying to avoid her (he even RAN AWAY). We’re gonna try to find out why in the podcast!See omnystudio.com/listener for privacy information.
10 Jan 37min
Second Date Update: Bathroom 911
The guy on the phone today is willing to tell us the MOST EMBARRASSING date night of his life… in hopes it will get him another shot with the woman he loves. Will it be worth the humiliation? Find out in the Second Date Update!See omnystudio.com/listener for privacy information.
9 Jan 17min
Awkward Thursday: Long Distance Liar
One of our listeners hopes things aren’t falling apart with his long-distance girlfriend. And with our help he wants to make an Awkward THURSDAY Phone Call!See omnystudio.com/listener for privacy information.
8 Jan 19min
