Brooke and Jeffrey: Second Date Update

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 for privacy information.

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… until his boss saw what he was doing…See omnystudio.com/listener for privacy information.

The guy in Today's Second Date attempted to become world-renowned for feet stuff. But, not only did he fail that venture, he failed to keep his date interested as well!See omnystudio.com/listener for privacy information.

One of our listeners paid to fly a woman out to meet him… and the date went so bad she bought her own flight home a day early!See omnystudio.com/listener for privacy information.

A potential future celebrity reached out asking for our help in the love department! We’ll find out who they are and what happened during their night out, in today's Second Date Update!See omnystudio.com/listener for privacy information.

If we could give any advice to the average dater today it would be: BE PREPARED FOR ANYTHING IF YOU COME TO US FOR HELP. You’ll hear what we mean 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!    In your Awkward Tuesday Phone Call, one of our listeners is convinced her brother is hiding a big secret from the family, and she wants to reveal it with our help!See omnystudio.com/listener for privacy information.

If you have a REAL connection with someone even the most mundane tasks seem fun. One of our listeners put that theory to the test in a Second Date Update!See omnystudio.com/listener for privacy information.

How long should a first date last? The couple in today’s Second Date Update had their date last much, much longer than either one of them either expected.See omnystudio.com/listener for privacy information.

After one of our most-listened to Second Dates, we were flooded with texts demanding an update after it aired...And now months later the couple is back on the phone with us!See omnystudio.com/listener for privacy information.

The guy in today’s Second Date tried to come up with a cool date idea, and he did. But once they were there he had to CONSTANTLY say “NO” to his date. Can we help get a “yes” back from her?See omnystudio.com/listener for privacy information.

One of our listeners tried to go the “funny” route for a first date activity and it ended up stinking worse than Brooke’s microwaved lunches. You’ll hear what happened 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!  The guy on the phone today swears his girlfriend is falling in love with another man right IN FRONT of him...In their own home...And he wants our help confronting her in an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

We conducted a mini-experiment with Brooke in today’s Second Date Update and it helped us get into the unusual mindset of one of our listeners to try and find him a match!See omnystudio.com/listener for privacy information.

One of our listeners tried online dating for the first time, and was so nervous she brought someone or some-THING along with her. Find out what it is in the podcast!See omnystudio.com/listener for privacy information.

The guy in today’s Second Date gave himself a saucy nickname that you’ll never forget. You’ll hear it and hear how turned on Brooke was by it, in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

The guy in today’s Second Date is wondering if the surprise he prepared on the first date was TOO MUCH, and now wants our help to reconnect with the woman he might have scared away!See omnystudio.com/listener for privacy information.

We're adding a little extra content to help you get over the Sunday Scaries! A weird relationship scandal is what brought the couple on the phone together during one of our segments months ago... but they're back now to let us know what has happened ever since they last appeared on our show.See omnystudio.com/listener for privacy information.

One of our listeners decided to invent her own unique date night based entirely on their ASTROLOGICAL SIGNS? Find out what she did in a Second Date Update!See omnystudio.com/listener for privacy information.

The date idea that our listener in today’s Second Date Update concocted is so cool, we just know it’s gonna go viral so we’re gonna get in on the ground floor.See omnystudio.com/listener for privacy information.

One of our listeners says he got an UNSOLICITED photo from a woman that left him speechless… in a bad way. See omnystudio.com/listener for privacy information.

The woman in today’s Second Date Update admits she did something a little drastic to make a first impression… and even maybe a little sketchy.See omnystudio.com/listener for privacy information.

The woman in today’s Second Date was in shock once she ended up back at a guy’s place. There was no question she wants to see him again, but the real question is why doesn’t he want to see her?See omnystudio.com/listener for privacy information.

The guy in today’s Second Date took one classic date idea and flipped it on its head, making all of us in studio jealous when we heard it. Who is this beloved mystery man?See omnystudio.com/listener for privacy information.

A professional model says she recently started listening to our show, but is she open to love with one of our listeners?See omnystudio.com/listener for privacy information.

The guy in today’s Second Date wants our help to apologize for saying one of the rudest things we’ve ever heard on this show. Is it too little too late though?See omnystudio.com/listener for privacy information.

Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information.

We guarantee you’ll be rooting for the woman on the phone to find her true soulmate once you hear her story in today’s all new Second Date Update!See omnystudio.com/listener for privacy information.

One of our listeners met a guy on a trip to the Carribbean, and now she needs our help tracking him down for an INTERNATIONAL SECOND DATE UPDATE!See omnystudio.com/listener for privacy information.

The woman on the phone told us about her date and it involved an Uber, a really bad haircut and probably a new LOW for the modern dating scene.See omnystudio.com/listener for privacy information.

One of our listeners has one of the COOLEST claims to fame ever. But he’s worried its attracting the wrong type of woman… hear what it is in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

The guy in today’s Second Date Update accidentally blurted out something so DUMB, it might have become the cringiest moment of his life. Relive his embarrassing moment right now in the podcast!See omnystudio.com/listener for privacy information.

We reunited the couple on the phone today after years apart and now they’re BACK on our show for a Second Date Update UPDATE to tell us all about their happily ever after! Hear the call in the podcast!See omnystudio.com/listener for privacy information.

After today’s Second Date Update you might agree with us that dating apps can be used for WAY more than just dates! See what we mean in the podcast!See omnystudio.com/listener for privacy information.

Running into the last person you would ever want to see while out on a date is a nightmare. It happened to one of our listeners and it might be one of the cringiest Second Dates we’ve ever done!See omnystudio.com/listener for privacy information.

The couple in today’s Second Date went on a date to the fair and they left with a big mystery afoot… We’ll help them sort it out and solve their problem in the podcast!See omnystudio.com/listener for privacy information.

One of our listeners tells us she had an “intense moment” on her date, but it was a GOOD intense. So good, she’s desperate to get a Second Date Update with us!See omnystudio.com/listener for privacy information.

One of our listeners was brave enough to introduce his date to his FAMILY on night one! Hear all about this bold new strategy in the Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners says his plan to impress his date and make her like him did NOT go how he wanted… in fact his night ended in physical pain! Hear it all in your Second Date Update!See omnystudio.com/listener for privacy information.

The guy on the phone today wants to try and recreate his perfect first date all over again… exactly one year to the day. It involves wearing children’s costumes and it’s happening in a Second Date Update!See omnystudio.com/listener for privacy information.

The guy on the phone today probably couldn’t have picked a more embarrassing way to end his date even if he tried!See omnystudio.com/listener for privacy information.

No party is better for random makeouts than a Halloween Party! One of our listeners was close to getting lucky but fate (or something else) intervened and now she needs a Second Date Update!See omnystudio.com/listener for privacy information.

The couple in today’s Second Date Update went to a haunted house for their first date, but only one of them came out, and now HE wants our help getting ahold of the woman!See omnystudio.com/listener for privacy information.

One of our listeners waited MONTHS to finally get another date with a super-successful guy, which is why she wanted our expertise in search of a Second Date!See omnystudio.com/listener for privacy information.