Jared Freid sits down with Tiff Baira to learn all about Street Hearts, how to flirt with men and the best place to break up in NYC. They dive into listener dilemmas about how to turn long, flirty bar conversations into a real first date, and what to do when you are stuck in “Instagram limbo” after making the first move. The conversation also gets into major ... Show More
Mar 20
What Are the Rules of an Open Relationship? ft Ashley Gavin
Comedian Ashley Gavin joins Jared to talk about dating, sexuality, and the chaos of life on the road! Ashley explains her open relationship rules with her girlfriend, their monthly check-ins, and how touring sometimes leads to unexpected hookups. They tackle listener emails about ... Show More
41m 15s
Mar 18
Is “Right Person, Wrong Time” Actually Real? ft Logan Ury
Jared is joined by Hinge relationship expert, Logan Ury, to break down some of the biggest dating questions listeners are dealing with right now. They debate whether asking for a voice note before a first date is an innocent preference or a major red flag, and unpack the idea of ... Show More
1h 23m
Jul 2024
24k Magic w/ 24kGoldn | First Date with Lauren Compton
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On this week's episode of First Date, Lauren welcomes rapper 24KGoldn onto the show. Golden is a smooth operator, that can sometimes come off as a red flag, but on this date it's appreciated. Lauren ge ... Show More
37m 1s
Apr 2025
First Date Red Flags with Jeremy Jacobowitz
We have our friend, content creator, and second GGE guest ever Jeremy Jacobowitz back on the show to talk about our favorite topics – food and dating. We kick this fun convo off talking about the most underrated food cities, traveling to Japan, LA vs. NYC food scenes, Jeremy's be ... Show More
1h 41m
May 2025
124. Hot Not Bothered Summer: Holding Your Standards in the Disappointment That is Modern Dating
It’s the first ever edition of Hot Not Bothered Summer! In this series, Jess and Caroline answer listener’s burning questions about all things dating, and they start out with a bang. They discuss giving men the benefit of the doubt when you’re jaded, how to use dating apps in an ... Show More
1h 10m
Feb 2025
Office Hours Amy Nobile Messing Takes Us Deep into Dating
<p>This week holistic dating coach, Amy Nobile Messing takes us on a guided tour of all the good and bad of dating. We get some hard truths about chemistry, second dates, and what to shut about early on in the process. Then in a moment of vulnerability I open up my phone and ha ... Show More
51m 50s