Today

Second Date Update Classic: How Dare You Heart Me

One of our listeners says he got a singular one-word text that let him know he BADLY screwed up his first date. See omnystudio.com/listener for privacy information.

16m 37s

Yesterday

FULL SHOW: Monster-In-Law Awkward Call, Get Away Car Confession + Beat Brooke Trivia (8/18/26)

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, August 18th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffr ... Show More

53m 26s

Aug 22

Second Date Update Classics: I Got Cheesecaked + Locked Out Of Love

Part 1 Cory took a PLANE FLIGHT to hang out with Alison… but their date left a lot to be desired… We’ll try to fix their future in your Second Date Update podcast! Part 2 One of our listeners took a BOLD step when she made a move on a guy while he was working… and seconds later t ... Show More

36m 10s

Mar 2025

Awkward Tuesday: I Quit For You

If an office romance goes awry, don’t go to Human Resources… come to us! We’ll take you along for the ride in an all new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

16m 7s

Aug 2024

Awkward Tuesday: Ex So Nice Dumped Her Twice

Can you breakup with someone and NOT leave them hating you? We're going to help a listener try to pull it off in today's Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

14m 48s

Apr 2025

Awkward Tuesday: 15 Minutes of Gurt

How do you tell someone you love that their wildest dream might not be achievable? One of our listeners has that very problem with her boyfriend and she chose to email us for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

16m 17s

Jun 2025

Awkward Tuesday: Prenup or Pre-NOPE

One of our listeners has a looming conversation coming up and it’s one of the most difficult things you could ever talk about with a loved one. Before it happens they want our help via an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

17m 30s

Jun 2025

Second Date Update Classics: Vacation Date Gone Wrong + Old Flame New Burn

Part 1 Brooke has seen a lot in her 400 years in radio, but today one of our listeners put her in the most DRAMATIC and UNCOMFORTABLE situation of her entire career. Part 2 There’s some topics you just don’t bring up on a first date. One of our listeners didn’t follow that rule a ... Show More

36m 7s

Oct 2025

Second Date Update Classics: 10 Pin Mixup + Pop Goes the Relationship

Part 1How badly are you willing to embarrass yourself if it means getting a date with that special person? One of our listeners went to the limit LIVE ON AIR and you get to hear it!Part 2A listener on the phone today says his first kiss with his date left a LOT to be desired… and ... Show More

36m 4s

Mar 2025

Say Yes to the Ex Fan Favorite: Trio Tangle

We're adding a little extra content to help you get over the Sunday Scaries! We’re doing our best to reunite a listener with one of their previous romances… only if we don’t screw it up first. Catch a “Say Yes To The Ex!"See omnystudio.com/listener for privacy information.

15m 36s

Jun 2025

What's On Your Mind? (6/25/25)

Brooke wants to give a shoutout to a special someone, Jose has some MAJOR dating drama, Alexis is being visited by the Ghost of Exes Past, and Jeffrey is retiring from sleeping on the couch! It's time to go around the room and share What's On Our Minds!See omnystudio.com/listener ... Show More

7m 12s

Mar 2025

Blind Love Is? Fan Favorite: Doll Beds

We're adding a little extra content to help you get over the Sunday Scaries! Two of our listeners will test the waters and see if they connect romantically when they speak to each other for the first time on our show!See omnystudio.com/listener for privacy information.

14m 48s

Apr 2025

Awkward Tuesday: Bonjour Betrayal

One of our listeners has a dilemma. Her friend asked her to tell the biggest lie of her life, or it might cost someone their career! We’ll help her through it in a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

15m 51s