Podcast Episodes

Second Date Update Podcast: Never Ask About The Ex

The guy on the phone today has HUGE regrets about asking his date about Ex...Yet he still wants our help getting in touch with her for a Second Date Update!

See omnystudio.com/listener for privacy inf…

Published on 2 weeks, 6 days ago

Second Date Update UPDATE: Age Is Just A Bummer

The couple on the phone today got the most AWKWARD comment a server could say to a table when they first appeared on our show a few months ago. Now, they’re BACK to give us a special Second Date Upda…

Published on 3 weeks ago

Second Date Update: Beer & Butterfly Kisses

The woman on the phone today is CERTAIN that there is a logical explanation for why her date suddenly dropped off the face of the earth after ten days… We’re gonna help her KEEP HOPE ALIVE in your Se…

Published on 3 weeks, 1 day ago

Awkward Tuesday: Change Him Back

Our listener says her boyfriend is TOO PERFECT, and it might be all her fault! It’s causing a problem that she wants to fix in a brand new Awkward Tuesday Phone Call!

See omnystudio.com/listener for p…

Published on 3 weeks, 2 days ago

Second Date Update: Love Bombs Away

One of our listeners wanted to sweep his date off her feet….. but based on the reactions we got in this room to his grand romantic gestures there’s a chance he MAY have overdone it… See for yourself …

Published on 3 weeks, 3 days ago

FULL SHOW: Dinner Faux Pas Date, Riffin Around Food Edition + Daddy & Me Loser Line (11/24/25)

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 feedb…

Published on 3 weeks, 4 days ago

Second Date Update Classics: Driving Miss Laurie + Lick My Neck

Part 1

One of our listeners said he changed ONE THING on his dating profile that instantly changed the game for him. He wishes he’d done this years ago and you can hear what it is in the Second Date …

Published on 3 weeks, 5 days ago

Second Date Update Classic: Cutecumber Couple

One of our listeners says he got his inspiration for his dating “MOVE” by watching on video online and gathering the courage to try it himself. Hear what it was in a Second Date podcast!

See omnystudi…

Published on 3 weeks, 6 days ago

Second Date Update UPDATE Classic: 8 Trees A Trimming

The holidays nearly broke up the couple on the phone today when they first dated a year ago. But now with the yuletide season coming up were going to reconnect with them for a special update!

See omny…

Published on 4 weeks ago

Second Date Update Classic: First Date Redate

The guy in today’s Second Date Update has been on the show before, but today he gets the special opportunity for a First Date REDATE!

See omnystudio.com/listener for privacy information.

Published on 4 weeks, 1 day ago