Second Date Update Classic: Love Me A Lengthy Lady

Second Date Update Classic: Love Me A Lengthy...

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Second Date Update: Sunset Scribbles

The woman on the phone today says not only was her date a “solid 9” but the date he planned for them put him head and shoulders above the rest! So why isn’t he calling her back? Find out in the Second Date Update podcast!See omnystudio.com/listener for privacy information. 

FULL SHOW: Disney Adult Date, José’s Meet n Greet Fail + Brooke’s Snack Wars (3/18/26)

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, Marc ...  Show more

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Second Date Update Classic: Love Me A Lengthy Lady
Brooke and Jeffrey

The guy on the phone today was asked an important question during his date, and in a moment of panic he thinks he may have given the most awkward response possible! Hear the Second Date podcast right here!See omnystudio.com/listener for privacy information. 

Second Date Update Classic: Offer He Can't Refuse
Brooke and Jeffrey

One of our listeners says a DEAFENING silence happened after an awkward question from their waiter on their date, and now she’s not getting a call back. Second Date Update podcast is right here for ya!See omnystudio.com/listener for privacy information. 

Second Date Update: Barwreck
Brooke and Jeffrey

Today’s Second Date Update includes probably the MOST AWKWARD 20 minutes of a first date we’ve ever had on this show. And it’s all because of an embarrassing run-in that happened at a bar!See omnystudio.com/listener for privacy information. 

Second Date Update Classics: Ex-Aversary + Lady In Red
Brooke and Jeffrey

Part 1 The guy from today’s Second Date Update said he got a text that completely BAFFLED HIM considering how good his first date went...You’ll hear about the weird message he received coming up. Part 2 An interaction on the dance floor led to one of the most embarrassing situati ...  Show more