We’re kicking off the first Sunday Special of August with not-so-unique dating experiences. J&J play a round of “Icky or Picky?” about a seemingly flirty line that rubbed one listener the wrong way. Then, an email comes from a listener who keeps getting what he calls the “hero treatment breakup,” a breakup involving loads of compliments leaving you alone and ... Show More
Aug 19
Your Crush Is Dating Your Friend. What Do You Do?
Jordana and Jared discuss what to do when your friend starts dating your crush, whether the way you handle getting roasted at a comedy show is an ick, and how to handle overbearing in-laws. They also talk summer dating, waiting for your partner at the airport, and using AI to wri ... Show More
1h 32m
Apr 2025
Awkward Tuesday: A.I Fail
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey', that may have even more drama than a Second Date Update. Let us know what you think! Is a gift on a first date too much? One of o ... Show More
18m 55s
Dec 2023
175: Weekend Trips and Secret Rendezvous
Matt, Maggie, and Becky delve into your messiest situations. When to breakup with your boyfriend, what you can expect from a situationship, and what "having a conversation with yourself and not with me" means Learn more about your ad choices. Visit megaphone.fm/adchoices
1h 4m
Apr 2025
Awkward Tuesday: In Greg We Trust
Our listeners love dysfunctional relationships so much, we didn't wanna deprive you. Here's a segment from our Full Show feed, 'Brooke and Jeffrey', that may have even more drama than a Second Date Update. Let us know what you think! What happens when you go on 3 dates and one ... Show More
16m 20s