Brooke and Jeffrey: Second Date Update

Brooke and Jeffrey: Second Date Update


Latest Episodes

Second Date Update: Undercover Boss
December 06, 2021

This has to be one of the most embarrassing misunderstandings we've ever had happen on a date...Turns out "Mr.Perfect" isn't so perfect after all...

Second Date Update: Weak in the Knees
December 03, 2021

The guy on the phone today got "the invite" into his date's house as their night came to an end...But 20 minutes later...He was driving himself home and NOTHING romantic had happened... Now he wants o

Second Date Update: Farmers Market Love
December 02, 2021

The guy on the phone today took his date to see a psychic... But knowing what lies ahead backfired on him! What she learned about their future together might be what scared her away....

Second Date Update: Strife With Surprises
December 01, 2021

We've heard a lot of tricks for getting a kiss on a first date... But putting wasabi on your lips is a new one even for us... That's what the guy in today's Second Date tried and now he needs our help

Second Date Update: The Boring Test
November 30, 2021

One of our listeners claims he’s developed a plan to determine is someone is relationship-worthy on the very first date. But does his system sound too good to be true?

Second Date Update: Sister Drama
November 29, 2021

Is it a deal breaker if your date rudely takes a PHONE CALL in the middle of a first date? It happened to one of our listeners but she swears she had good reason for it.

Second Date Update: Medieval Mischief
November 26, 2021

The guy on the phone for today’s Second Date admits that he let his ego get the best of him on his date. What was supposed to be a fun and flirty date escalated past fun and now he wants a second chan

Second Date Update: Granny Approved
November 25, 2021

The guy on the phone today for a Second Date met a woman while visiting his grandma at a retirement home. And as we all know, there's no better wingwoman than your own Grandma.

Second Date Update: Defensive Guitar Player
November 24, 2021

In today's Second Date, our listener sent us an email that started with “I hope I didn’t offend him…” Not a great start. We’ll see if she rubbed her date the wrong way and if we can fix her chance at

Second Date Update: Bingo Beer and Mr. Grey
November 23, 2021

The woman on the phone today had something stolen from her within the first 30 seconds of meeting a guy... And now he won't call her back! It's time to find out what he stole and help her talk to him