After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trolling us or just likes the punishment. We can't let him down this time!

After we totally botched a Second Date for a guy a few months ago, he’s back and at this point we’re not sure if he’s trolling us or just likes the punishment. We can't let him down this time!

Brooke & Jeffrey in the Morning is a nationally syndicated, award-winning radio show that will quickly turn into your next guilty pleasure. Listen anytime and anywhere for hilarious relationship advice, ridiculous prank calls, parody songs, dumb news stories and absolutely nothing at all that will make you smarter…but will make you laugh. New episodes daily that are totally safe for work, your family road trip or at full volume to punish your annoying neighbors. 

Brooke &amp; Jeffrey in the Morning is a nationally syndicated, award-winning radio show that will quickly turn into your next guilty pleasure. Listen anytime and anywhere for hilarious relationship advice, ridiculous prank calls, parody songs, dumb news stories and absolutely nothing at all that will make you smarter&hellip;but will make you laugh. New episodes daily that are totally safe for work, your family road trip or at full volume to punish your annoying neighbors.&nbsp;

Brooke & Jeffrey In The Morning official podcast. Phone taps, 2nd Date Updates, Awkward Tuesday Phone Calls, Masked Speaker...it's all here. Connect with the show on socials @BrookeandJeffrey

Brooke and Jeffrey

Second Date Update: The Boy Who Cried Tree

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/a2931dc9-a965-4df3-9592-b0d7010a82b5/transcript

FULL SHOW: Monday, May 11th, 2026

Curious if we look as bad as we sound? Follow us @BrookeandJeffrey:

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BrookeandJeffrey.com

FULL SHOW: Monday, May 11th, 2026
Curious if we look as bad as we sound? Follow us @BrookeandJeffrey:
<a href="https://www.youtube.com/c/BrookeandJeffrey">Youtube</a>
<a href="https://www.instagram.com/brookeandjeffrey/?hl=en">Instagram</a>
<a href="https://www.tiktok.com/@brookeandjeffrey">TikTok</a>
<a href="https://www.brookeandjeffrey.com/">BrookeandJeffrey.com</a>

FULL SHOW: Strawberry Blowout Date, Parking Karen Loser Line + Missed Connections (5/11/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/875ca7d9-30f7-46b2-87f6-b447010ad626/transcript

Have a knack for trivia? Well, so does Brooke… Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!

Have a knack for trivia? Well, so does Brooke&hellip; Try to answer as many questions right as you can in 30 seconds. If you answer more correctly than Brooke, you win 100 bucks! Good luck!

Win Brooke's Bucks (5/11/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/b215a939-3b92-4d8a-8879-b4470108ed2f/transcript

We scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you!

We scoured the back pages of Craigslist to find the best (or is it worst?) entries from their Missed Connections section! Whether you're a hopeless romantic or just plain hopeless, this might be the place for you!

Missed Connections (5/11/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/2a25c75f-0dc4-45ff-8a54-b4470106c149/transcript

Second Date Update: The Boy Who Cried Tree

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