Awkward Tuesday: In Greg We Trust

Awkward Tuesday: In Greg We Trust

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Second Date Update: No Snow Show

The woman on the phone today learned the HARD WAY after her date promised to give her a luxurious “experience of a lifetime” that she shouldn’t be so quick to trust. She’s ready to call him out in a Second Date Update! See omnystudio.com/listener for privacy information. 

FULL SHOW: Romantic Corndog Date, Brooke’s Theater Debut & José’s Bathroom Encounter (1/28/26)

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, Janu ...  Show more

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Second Date Update: Standup Standoff
Brooke and Jeffrey

We had a problem with today’s Second Date Update that we’ve NEVER experienced before and it probably says a lot about why one of our listeners is asking us for dating help.See omnystudio.com/listener for privacy information.