Today

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 <a href="https://omnystudio.com/listener">omnystudio.com/listener</a> for privacy information.

17m 51s

Yesterday

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

Nov 24

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

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

Oct 2024

Awkward Tuesday: Bullied By My Exes Kid

One of our listeners had her daughter come home in tears and she says the only way to fix it is if we helped her a brand new Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

15m 39s

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

Jul 2024

Awkward Tuesday: Party Saviors

One of our listeners says it took her less than 12 hours from meeting a guy to completely ruining her chances. Find out how she did it coming up in your Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

16m 55s

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

Jan 2025

Awkward Tuesday: Carrot Top Jackpot

One of our listeners is about to get fantastic news… His wife went on a girls trip to Vegas and maybe one of the best things ever just happened to her… in your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

16m 17s

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

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

Mar 2025

Second Date Update: Dragon Thumbs and Aroma Chums

One of our listeners made her date laugh so hard that something embarrassing slipped out and she’s worried it’s the reason he’s not calling back!See omnystudio.com/listener for privacy information.

17m 35s

Apr 2025

Say Yes to the Ex Fan Favorite: Dance Battle

We're adding a little extra content to help you get over the Sunday Scaries! One of our listeners called it quits with his ex after the dramatic events of a relative's wedding... It was so bad, her family FORBID him from seeing her again. Now he's just hoping enough time has pass ... Show More

16m 50s

Awkward Tuesday: Stepmom Thirst Trap