Second Date Update Classic: I Got My Bul...

A part-time babysitting job led one of our listeners into our email where she’s trying to figure out how to confront her “boss” about how she’s been treated! It's your Awkward Tuesday Phone Call!See omnystudio.com/listener for privacy information. 

Meghan told herself she’d only go out for “one drink” but that night spiraled out of control and now she needs OUR HELP to fix her mistakes in your Second Date Update!See omnystudio.com/listener for privacy information. 

Every Sunday, we host one of our FULL HOUR episodes from our main show feed Brooke & Jeffrey, and incase you missed it, here's our extra spooky Halloween show! FULL SHOW: Friday, October 30th, 2026 Curious if we look as bad as we sound? Follow us @BrookeandJeffrey: YouTube Instag ... Show More

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. 

One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for you too? Find out what it is in your Second Date Update!See omnystudio.com/listener for privacy information. 

Our listener on the phone today claims his date said one specific thing to their waiter that wasn't just a green flag...but made him instantly realize she was relationship material! You’ll hear what it was in your brand new Second Date Update! Get your 2nd Date Update Merch For A ... Show More

One of our listeners tried out a dating LIFE HACK and it worked for her first try! Could it work for you too? Find out what it is in an all new Second Date podcast!See omnystudio.com/listener for privacy information. 

One of our listeners received one of the lamest pickup lines of all time… and went along with it! It ended her up here for a Second Date Update!See omnystudio.com/listener for privacy information. 

If only finding a date was as easy as ordering your favorite drink. One of our listeners had the perfect girl right in front of him all thanks to a new dating event that even YOU might want to try! Get your 2nd Date Update Merch For A Cause HERE!See omnystudio.com/listener for pr ... Show More

One of our listeners claims they’ve discovered the GOLDEN pick-up line, hear what it is in a brand new Second Date Update podcast!See omnystudio.com/listener for privacy information. 

Not everyone is wired to be ultra-romantic… that was an issue for one of our listeners months ago when they were on our show. Today he’s back and we’ll see if anything has changed since then in a Second Date Update UPDATE!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. 

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.