Brooke and Jeffrey: Second Date Update

The guy on the phone today has HUGE regrets about asking his date about Ex...Yet he still wants our help getting in touch with her for a Second Date Update! See omnystudio.com/listener for privacy information.

The couple on the phone today got the most AWKWARD comment a server could say to a table when they first appeared on our show a few months ago. Now, they’re BACK to give us a special Second Date Update UPDATE! See omnystudio.com/listener for privacy information.

The woman on the phone today is CERTAIN that there is a logical explanation for why her date suddenly dropped off the face of the earth after ten days… We’re gonna help her KEEP HOPE ALIVE in your Second Date Update podcast!  See omnystudio.com/listener for privacy information.

Our listener says her boyfriend is TOO PERFECT, and it might be all her fault! It’s causing a problem that she wants to fix in a brand new Awkward Tuesday Phone Call! See omnystudio.com/listener for privacy information.

One of our listeners wanted to sweep his date off her feet….. but based on the reactions we got in this room to his grand romantic gestures there’s a chance he MAY have overdone it… See for yourself in the Second Date Update 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: Monday, November 24th, 2025 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: Youtube Instagram TikTok BrookeandJ...

Part 1 One of our listeners said he changed ONE THING on his dating profile that instantly changed the game for him. He wishes he’d done this years ago and you can hear what it is in the Second Date podcast. Part 2  Out of every Second Date we’ve done this year, today's might be the most MEMORABLE of the bunch. See omnystudio.com/listener for privacy information.

One of our listeners says he got his inspiration for his dating “MOVE” by watching on video online and gathering the courage to try it himself. Hear what it was in a Second Date podcast! See omnystudio.com/listener for privacy information.

The holidays nearly broke up the couple on the phone today when they first dated a year ago. But now with the yuletide season coming up were going to reconnect with them for a special update! See omnystudio.com/listener for privacy information.

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 omnystudio.com/listener for privacy information.

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.