Brooke and Jeffrey: Second Date Update

One of our listeners is on the line to tell us about the SURPRISE LOCATION he brought a woman to to try and win her over. Hear where it was in a brand new Second Date Update podcast! See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners needs our help because a GIFT she got for her wedding, might jeopardize the ENTIRE ceremony! We’re treading lightly in an Awkward Tuesday Phone Call. See om...

One of our listeners says HER MOM may have accidentally ruined her chance with a guy and its all because of what mom needed from her daughter in the MIDDLE of a date. See omnystudio.com/listener for privacy information.

The woman on the phone today saw a cute guy and although her first move was UNORTHODOX… apparently it worked! Hear how in a brand new Second Date Update podcast! See omnystudio.com/listener for privacy information.

The woman on the phone says both she AND her date were asked to leave bar trivia over the most ridiculous reason, but it bonded them together. Now she wants our help putting it over the finish line in a new Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners realized she’s been approaching dating apps the wrong way… and one piece of advice completed shifted her romantic life.. She’ll explain in the podcast! See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners didn’t fully read a message from her boss and now she needs our HELP getting her JOB back! It’s a high stakes Awkward Tuesday Phone Call! See omnystud...

The guy on the phone today gets points for a creative first date idea, but his lady disappeared on him and now we’re on the case trying to figure out exactly how he went wrong.  See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  One of our listeners tried to do a good deed for his old high school crush… and he thinks it may have ruined everything forever! Hear why in your Awkward Tuesday Phone Call pod...

One of our listeners went down a weird internet rabbit hole and what she found changed her whole approach to dating… Hear what she learned in your Second Date podcast! See omnystudio.com/listener for privacy information.

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help. See omnystudio.com/listener for privacy information.

The woman on the phone today says her favorite pizza topping is unusual… but she FORCED her date to try it and she thinks its why he’s not calling her back! Ready your stomach to hear what it is in the Second Date Update Podcast! See omnystudio.com/listener for privacy information.

Is it a green flag or a red flag when your date brings BINOCULARS on a first date? The listener on the phone today said it’s a GREEN FLAG and he’ll tell us more about their magical experience coming up in the Second Date Update podcast!! See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  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 T...

We promise you that you’ve never heard of anything like the move a guy pulled to ask out our listener outside a coffee shop. Hear his smooth move coming up in your Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners took a weird piece of romantic advice and was SHOCKED when it worked! He says it could work for anyone, and we’ll talk to him in the Second Date Update podcast! See omnystudio.com/listener for privacy information.

We’re the type of show that will do whatever it takes for our listeners. Even if it means putting on awful British accents. We did it for a couple and today they are back for a Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

One of our listeners contacted us saying he risked one of his closest friendships in order to KISS someone he’s been pining after for a long time. Was it worth it? See omnystudio.com/listener for privacy information.

We might have had one the most awkward “jump to conclusion” moments we’ve ever had on this show and we’re just shocked we didn’t screw it up for the guy. Hear it in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  The woman in today’s Awkward Tuesday Phone Call wants to preserve a friendship that might be on the rocks all thanks to her buddy's new girlfriend. See omnystudio.com/listener f...

Today’s Second Date call involves a fedora, a jacuzzi and a big misunderstanding. We’ll try to sort it all out in the podcast! See omnystudio.com/listener for privacy information.

One of our listeners admits she broke more than FIVE unwritten rules of dating, but she says she had a good reason too! Hear what happened in a Second Date Update! See omnystudio.com/listener for privacy information.

Is it weird if a guy shows up to your date with two mysterious duffle bags? It happened to one of our listeners and she told us what weird things he was keeping in the bags in your Second Date Update! See omnystudio.com/listener for privacy information.

One of our listeners met a gorgeous woman without even speaking a single word with her! In fact, he doesn’t even know what her voice sounds like. We’ll find out how he did it in a Second Date Update! See omnystudio.com/listener for privacy information.

Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed that may have even more drama than a Second Date Update. Let us know what you think!  In today's Awkward Tuesday Phone Call, we’re helping one listener recover from an office holiday party that he says was the “GREATEST NIGHT” of his life… unti...