Second Date Update: Christmas Freak

Second Date Update: Christmas Freak

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FULL SHOW: Brooke Breaks You Up, Whatcha Doin’ at World Cup + Secret Man Crush (6/18/26)

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: Thursday, June 18th, 2026 Curious if we look as bad as we sound? Follow us @Broo ...  Show more

Second Date Update Classics: Failure To Launch + CSI Dinner Investigation

Part 1 Can a guys job be a red flag? The woman in today’s Second Date met her guy at his red flag job, and she decided against her better judgment to go after him anyway! Part 2 Samantha warned her date that there’s ONE THING he HAD to do before she would see him… and he was shoc ...  Show more

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The guy from today’s Second Date brought his dinner date back to his place, but before the magic could begin.. something tragic happened!See omnystudio.com/listener for privacy information. 

Second Date Update: Mistah Secure
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Typically on a first date, you’re supposed to do something fun and not invite someone to your work... But the guy in today’s Second Date did the second option and now he’s calling us for help fixing his love life!See omnystudio.com/listener for privacy information. 

I Was In The Closet The Whole Time
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Dear Steve and Shirley, I’m 28 years old and single and I’ve had the worst dating history of all of my friends. I was recently dating a guy that told me he had a stalker and we had to lay low for a while until she left him alone. I understood why he might have a stalker because h ...  Show more

I’ll Take It Any Way That I Can Get It
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Dear Steve and Shirley, I’ve been dating a man or we have been messing around, as he says. It’s been almost five years and he’s not the settling down type, so I’ll take it any way I can get it. I have fallen in love with him and he knows it. I think he uses it against me at times ...  Show more