Second Date Update: Bobby 2.0

One of our listeners tried a new way to meet single guys in real life, and she found herself in a dark room FULL of eligible bachelors! Hear about the surprising guy that she connected with in your Second Date Update!See omnystudio.com/listener for privacy information.

One overbearing mother got her son’s teacher to send an email to every parent in the class, and the drama its caused has shaken the school to its core and sucked us in for an Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information.

What one of our listeners did in a public park during her first date was definitely FREAKY. So much so, that it had us in studio wilding out!See omnystudio.com/listener for privacy information.

Every Sunday, we host 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: Thursday, September 3rd, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instagram TikTok BrookeandJeffrey.comSee omnystudio.com/listener for privacy information.

Part 1 Abbey had dates with TWO different guys, but could only pick one to pursue. Did she choose correctly?  Part 2 Miles’s closing move with Zoey was not only fun and flirtatious, it also comes with pizza. We guarantee guys are gonna try and steal this…See omnystudio.com/listener for privacy information.

One of our listeners felt INSTANT REGRET during his date and even tried to BAIL as soon as it started… But he stuck it out and now he wants our help with a Second Date Update!See omnystudio.com/listener for privacy information.

After 7 years apart we’re going to TRY to help one listener overcome the biggest romantic mistake he’s ever made, starting with getting his ex on the phone with us!See omnystudio.com/listener for privacy information.

Not all surprises are good surprises, and one of our listeners found that out the hard way! Hear what kind of trouble Ava and Dean found themselves in, in your Second Date Update podcast!See omnystudio.com/listener for privacy information.

One of our listeners was alone and had the urge to open his significant other’s computer, and what happened next lead to possible the most shocking Awkward Tuesday Phone Call of the year!See omnystudio.com/listener for privacy information.

Bobby didn’t come across in the best way the FIRST time he was on our show, but this time he SWEARS he’s changed and is now deserving of our help with a Second Date Update! See omnystudio.com/listener for privacy information.