Today

Awkward Tuesday: Stop That Ugly Duckling

Is it ever okay for a person to meddle in their friends love life? It doesn’t matter because we’re doing it anyway before one listener's friend can go on a blind date!See <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy infor ... Show More

19m 50s

Yesterday

Second Date Update Classic: Red Flaggy Much?

One of our listeners said he made a restaurant faux pas RIGHT AWAY on his date before he even put down the menu. We’ll talk to him and see if it derailed his chances in your Second Date Update!See <a href="https://omnystudio.com/listener">omnystudio.com/listener</ ... Show More

18m 42s

Nov 23

FULL SHOW: Jeff’s Iconic Thanksgiving Song, Turkey Day Mishaps + Late & Petty Date (11/21/25)

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 feedback...but please send all negative reviews to Jeffrey. FULL SHOW: F ... Show More

1h 5m

Mar 2025

Closure Call Fan Favorite: Case of the Missing Roommate

We're adding a little extra content to help you get over the Sunday Scaries! The guy on the phone today had a really close relationship with his roommate, but one fateful day four years ago changed everything. Today he’s on our show trying to figure out what went wrong in a Closu ... Show More

18m 1s

Aug 26

Awkward Tuesday: Burner Phone Freakout

Today’s Awkward Tuesday Phone Call gave us one of the BIGGEST surprises of the year! The WHOLE SHOW didn’t know what to say... don't miss the new podcast!See omnystudio.com/listener for privacy information.

18 m

Feb 2025

Closure Call Fan Favorite: Neighbor Nightmare

We're adding a little extra content to help you get over the Sunday Scaries! For the first time in the history of our show, the person who asked us for help almost REFUSED to hear the truth once we got in touch with their long lost friend… Hear the Closure Call in the podcast!See ... Show More

15m 34s

Oct 14

Awkward Tuesday: Buddy Roommate Sitch

Something UNWELCOME has been living in our listeners apartment, and it’s HIS OWN FRIEND. We’re using today’s Awkward Tuesday Phone Call to try and break up a living situation while saving a friendship!See omnystudio.com/listener for privacy information.

18 m

Apr 2025

Closure Call: Switch Sitch

It all started with a SHOCKING and mysterious Facebook message... Now, after a full year of trying to track this listener down, we finally have some answers and it might be the most emotional closure call we've ever had to do!See omnystudio.com/listener for privacy information.

15m 15s

Jul 2024

Closure Call: Find My Fiance

We're adding a little extra content to help you get over the Sunday Scaries! This Closure Call had us tearing up in studio! We were in total disbelief when the truth finally came out...See omnystudio.com/listener for privacy information.

18m 26s

Jul 2024

Closure Call: Long Lost Brother

We're adding a little extra content to help you get over the Sunday Scaries! One of our listeners needs our help to reconnect with her long lost brother she hasn’t spoken to in 5 years. She’s desperate for some answers and we’re eager to help in a CLOSURE CALL.See omnystudio.com/ ... Show More

17m 1s

Jan 2025

Closure Call UPDATE: 13 Years, 13 Thousand Tears

One of our listeners waited 13 years to reconnect with a woman that ditched him over a decade ago. You'll hear his Closure Call and then we'll find out what happened since we intervened in his life. It's a Closure Call Update!See omnystudio.com/listener for privacy information.

17m 19s

Oct 21

Awkward Tuesday: Tinder Surprise

One of our listeners asked us for help with an Awkward Tuesday Phone Call but ended up BLINDSIDING us and his girlfriend at the same time. You gotta hear it in the podcast!See omnystudio.com/listener for privacy information.

17m 24s

Jul 2023

Awkward Tuesday: The Prank That Went Too Far

The woman in today’s Awkward Tuesday Phone Call almost screwed up her whole relationship just for a social media prank video. Things are gonna get messy when we get her on the podcast!See omnystudio.com/listener for privacy information.

15m 27s

Closure Call: Case of the Missing Roomma...