Decoding Weird Boyfriend Habits

In this episode, Jared and Jordana tackle dating red flags, starting with a listener’s story about a guy wearing obvious shoe lifts, sparking comparisons to push-up bras, stuffed socks, and bald men in hats. They dive into the dreaded height conversation, unpack why “short king” talk is a lose-lose, and share their own insecurities. The duo also dishes out expert advice on solo travel in their “Go Solo?” game, weighing options like hostels, group tours, and adventure spots. Plus, Jared reveals his top tips for celebrating a birthday alone, from breakfast in town to massages and movie marathons, proving that solo days can be just as indulgent and fun! Learn more about your ad choices. Visit megaphone.fm/adchoices

5 Sep 43min

Kat Sadler, creator and star of the Hulu series Such Brave Girls, joins J&J on U Up to talk dating, relationships, and her chaotic personal life. She opens up about her disorganized attachment style, stories of making dates cry, and navigating love while dealing with past trauma and parental influence. From comparing the energy of New York versus London to debating whether coworker gossip is a relationship essential, Kat keeps the conversation lively and unfiltered. She also shares behind-the-scenes insights from her show and reflects on what it’s like to grow up with complicated family dynamics! Learn more about your ad choices. Visit megaphone.fm/adchoices

29 Aug 33min

From fro-yo runs in his parents’ Neil Sedaka-signed red Jaguar to unexpected parking lot meet-cutes, Jared is enjoying his Del Ray Summer. A listener shares a quirky first-date story where everyone says her date looks like Lil Dicky, and he eventually snaps! Jared and Jordana debate whether his reaction was fair or a red flag. They also tackle tricky dating dilemmas: when it’s fair to ask for a breakup refund after a partner cheats, how to date confidently with an invisible disability, and whether frugal habits in love are charming or a hard pass. Plus, they unpack a first date with an eight-year sex hiatus, weighing the context and what questions matter before moving forward. Learn more about your ad choices. Visit megaphone.fm/adchoices

27 Aug 1h 16min

Kamie Crawford is on the podcast, and we learn right away how she’s the 1% dater who found her boyfriend on the very first day of swiping! As the eldest of five sisters, she shares their collective conclusion on men and how she gives her sister's advice. She opens up about the unsettling realities of dating while Miss Teen USA and how men reacted to the title. The three also debate whether certain breakup moves are petty or justified, including Kamie’s infamous story of spitting on an ex’s belongings before giving them back! By the end, you’ll understand exactly why she calls it one of her proudest break-up moments. Learn more about your ad choices. Visit megaphone.fm/adchoices

22 Aug 48min

Jordana kicks things off by reminiscing about Billy Joel and a second date she went on, while Jared shares a story about a voice memo mishap that didn’t go as planned. In our listener emails, we dive into issues of cheating, mistrust, and an unemployed boyfriend. Jared and Jordana also dissect an “Icky or Picky?” as one listener discovers their date is a potentially full-blown Disney Adult - yep, it's a thing. Per usual the warps with the signature Red Flag or Deal Breakers covering everything from overly passionate kissers to awkward wedding plus-one scenarios! Learn more about your ad choices. Visit megaphone.fm/adchoices

20 Aug 1h 20min

This week, comedian Whitney Cummings joins J & J for a chaotic and hilarious deep dive into everything she’s done once and never again—from Ozempic to dating emotionally unavailable men. She gets into her current relationship, why she’s officially tired of mean girl energy, and her take on what makes a real friend (spoiler: they’ll tell you your outfit is trash). They also get into freezing your eggs and how men vs. women interpret toxic behavior. Learn more about your ad choices. Visit megaphone.fm/adchoices

15 Aug 1h 9min

This week  J  & J dig into Jared’s hilarious origin story as a summer camper in New England, and how it still resonates with his life today. The episode kicks off with listener feedback on Jared’s ongoing Summer Dating Challenge, followed by a laugh-out-loud “Icky or Picky” that’s both “yummy” and divisive. Next, the hosts answer a listener’s question about how to date more intentionally in a world full of people still "figuring out their relationship type." Finally, J+J wrap up with a Red Flag or Deal Breakers, where they dive into travel compatibility, the chronic relationship type, and a bold move from someone handing out their number. 00:00 - Intro 13:00 - Jared's New England Camp Days 20:39 - Summer Dating Challenge 39:12 - More Is Not More 54:01 - Different Vacation Styles in Couples #Dating #Advice #Hinge #Debate #RedFlag #Dealbreaker #DatingApps #Podcast #Summer Learn more about your ad choices. Visit megaphone.fm/adchoices

13 Aug 1h 22min