Brooke and Jeffrey: Second Date Update

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 omnystudio.com/listener for privacy information.

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 omnystudio.com/listener for privacy information.

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: Friday, November 21st, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJ...

Part 1  If you asked a million people if they thought the surprise one of our listeners had for the woman he was dating was a good idea, NOBODY would say “YES!” Part 2 One of our listeners is a barista and says she did something she would NEVER normally do… but taking that risk got her a date with a hot customer and now she wants our assistance bringing him back one more ti...

Kevin’s unique hobby might be one of the weirdest things we’ve heard and we’re wondering if MAYBE it's reason he isn’t getting a call back...But it's also what makes him one of the most memorable listeners we've ever had on the show! See omnystudio.com/listener for privacy information.

We're counting down our TEN FAVORITE Loser Line Clips of the entire year! See omnystudio.com/listener for privacy information.

The woman on the phone today says she was FORCED to confront her biggest fear in the first 5 minutes of her date. We’ll figure out what she’s so scared of in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

In your Awkward Tuesday Phone Call, one of our listeners think his girlfriend’s new career path might be putting her in DANGER! We’ll sort it out and get down to the nitty gritty, in the podcast! See omnystudio.com/listener for privacy information.

One of our listeners tried a dating HACK in today’s Second Date Update that guys might find useful, women probably hate it, and we’re just surprised it was even a THING! See omnystudio.com/listener for privacy information.

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: Wednesday, November 12th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok Brookea...

Part 1 Sometimes just one photo can raise the reddest of red flags and that happened to one of our listeners. She noticed something on a guys profile pic and now she wants our help finding him and getting him to explain.  Part 2 One of our listeners swears he has a very good reason that’s totally “not sketch at all” for wanting to make sure his date location was EXTRA PRIVAT...

The guy on the phone today says he left his date alone in his apartment and when he came back she was ready to BOLT away. We’re gonna try to figure out what spooked her in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

You're about to hear some drama between a brother and sister that's turning their Turkey Day into BERZERKY-DAY, and the only way we can help fix it, is with an Awkward Thursday Phone Call! See omnystudio.com/listener for privacy information.

The only thing blocking Corey from finding love is TRUTH and HONEST. He might have told a little bit too much of the truth… Judge for yourself in the Second Date Update podcast! See omnystudio.com/listener for privacy information.

The guy in today’s Awkward Tuesday Phone call is desperate to spark a romantic connection with someone he’s known for years. They’re not exactly friends… but they've been close for years... See omnystudio.com/listener for privacy information.

We have a CONTROVERSIAL Second Date Update today where at some point during the date, somebody DEMANDED to speak to the restaurant manager. We’re in crisis mode in the podcast! See omnystudio.com/listener for privacy information.

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: Wednesday, November 5th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok Brookean...

Part 1 The guy on the phone today says his date night included a blindfold and a bit of deception, but it turned out even better than he ever planned. Hear what happened in your Second Date podcast. Part 2 The guy in today’s Second Date Update flew across the ocean just to meet someone he thinks MIGHT be the ONE! See omnystudio.com/listener for privacy information.

Something was EXPELLED from the body of one of our listeners while on a date, and while it wasn’t gross, it did happen for over an hour....But it’s not dissuading our listener from trying to get a Second Date! See omnystudio.com/listener for privacy information.

The couple on the phone today came on our show just a few short months ago, and their story was so captivating, we brought them back today for the first ever Awkward THURSDAY (UPDATE)! See omnystudio.com/listener for privacy information.

One of our listeners is experimenting in a new dating strategy, all about the YEAR she was born. Find out what she’s doing in your Second Date Update podcast! See omnystudio.com/listener for privacy information.

One of our listeners wants to find out the TRUTH of what happened when his girlfriend went on a GIRLS TRIP out of town… We’ll do our best to help in a new Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

We needed the listener on the phone today to be 100% HONEST about what happened with his date, and that proved to be harder than we realized… See omnystudio.com/listener for privacy information.

We didn't want you to miss out on our favorite show of the year... Halloween is our Superbowl! Enjoy all the spooky crazy fun from our main show feed, Brooke & Jeffrey! FULL SHOW: Friday, October 31st, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJeffrey.com See omnystudio.com/listener for privacy information.

Part 1 The guy in today’s Second Date Update tried a pickup line that was cringey, not just on one level… but on MULTIPLE LEVELS and he quickly realized he needed our help. Part 2 One of our listeners found themselves in the middle of an epic house party and he thinks he found a girl he wants to get serious with… but something happened on the way over to the daiquiri mix&hellip...