Running into the last person you would ever want to see while out on a date is a nightmare. It happened to one of our listeners and it might be one of the cringiest Second Dates we’ve ever done!

Running into the last person you would ever want to see while out on a date is a nightmare. It happened to one of our listeners and it might be one of the cringiest Second Dates we’ve ever done!

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: Read My Lips

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/1d36f202-796e-4fb6-adcf-b22501156594/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 (3/16/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/e04513fe-2f3d-4409-9040-b40f00fc4bb3/transcript

All this week we’re celebrating “BOT WEEK” with some of our favorite AI-voice generated Phone Taps! In today’s call, Brooke lets her AI agent do all the “karen” complaining for her!

All this week we&rsquo;re celebrating &ldquo;BOT WEEK&rdquo; with some of our favorite AI-voice generated Phone Taps! In today&rsquo;s call, Brooke lets her AI agent do all the &ldquo;karen&rdquo; complaining for her!

Phone Tap: AI Karen Complains

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/72af0bd3-f66b-4947-9548-b40f00f55aa9/transcript

Don't give that creep at the bar your number! Slip him the Loser Line number instead and we'll play his awful voicemail on the air!

Don't give that creep at the bar your number! Slip him the Loser Line number instead and we'll play his awful voicemail on the air!

Loser Line (3/16/26)

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/9061f581-a961-41d3-a16d-b40f00ed006b/transcript

Second Date Update: Read My Lips

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