Episodes

  • Should You DM the Girlfriend If You’re the Other Woman?

    Should You DM the Girlfriend If You’re the Other Woman?
    Apr 24 2026
    Jordana and Jared kick things off discussing their night before at a fun client dinner that somehow turns into a lesson about the one airplane seat that always survives a crash (allegedly, 11A)! From there, they get into travel drama, including middle seat horror stories, whether couples who book the aisle and window are selfish, and how being nice to a gate agent can score you a surprise upgrade! Then it’s into listener emails: a petty or prudent about DMing a secret girlfriend after a Tinder hookup, and an honest breakdown of why one guy keeps striking out on first dates. They unpack dating fatigue, transactional energy, and the subtle signs you need to pay attention to to delete the apps! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    46 mins
  • He Matched With Me… And My Brother! A Dating App Nightmare

    He Matched With Me… And My Brother! A Dating App Nightmare
    Apr 22 2026
    Jordana and Jared are back in the studio and immediately spiraling about NYC heat, aging, and why early flights now require a full recovery day! They debate whether a man in his late 30s sleeping in a twin bed is an instant ick and why his mom might be the bigger red flag. Then, a listener asks if it’s okay to date while still living with an ex, and whether that situation might signal you’re not ready for something serious. Plus, red flag or dealbreaker gets wild: matching with your brother on a dating app, a $500 first date that feels too pricey, and whether a lisp is enough to end things. Jared has some thoughts about this speech pathologist! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    57 mins
  • What’s the Right Way to Approach Someone IRL?

    What’s the Right Way to Approach Someone IRL?
    Apr 17 2026
    J&J kick off today’s Friday Feels discussing New England Patriots coach Mike Vrabel being spotted holding hands with another married woman, and whether interlocking fingers can ever be explained as “just friends.” Jared shares a surreal run-in with TikTok-famous Costco Guys while buying Ozempic, and why it felt a little too close to influencer rock bottom. They then dive into Instagram’s possible new feature that lets you secretly watch IG stories, track rewatchers, and how it could quietly ruin dating. Finally, they tackle listener drama: a drunk friend stirring engagement jealousy and the right (and wrong) way to approach someone at the park for a date! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    58 mins
  • The Moment His TikTok Fame Ruined the Date

    The Moment His TikTok Fame Ruined the Date
    Apr 15 2026
    Are people cheering for me to be in a relationship or single?! Jared talks about how public reactions to his new relationship make him reflect on his dating history and social media pressure, including whether he should post his girlfriend or not. They answer emails, starting with a guy who insists on bringing his dog on a second date and even feeds it from his fork. EW! They also react to a listener who sent a brutally honest rejection text to a “TikTok famous” guy who wouldn’t stop talking about his money, real estate, and trust issues. J&J then debate an email about dating into a wealthy country club family and whether it crosses the line from culture shock into straight-up judgment. Later, a widow’s date asks if she’ll “compare all future partners” to her late husband. We’re calling it a major red flag! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 31 mins
  • My Friend & My Ex Are Hooking Up!

    My Friend & My Ex Are Hooking Up!
    Apr 10 2026
    In this Friday Feels episode, J&J dive back into reality TV drama that’s hitting all of our feeds: Summer House dating announcements from Wes and Amanda. They break down Amanda Batula and West Wilson’s relationship announcement on IG, dissecting why a vague “we” statement can ruin friendships and trigger the internet. Jared shares his first-hand experience meeting his girlfriend’s parents (and niece!) with NYC chocolate babka in hand, because what’s a gift without a story? They then tackle an “icky or picky” from a listener who received a novel-length first text from a new guy. Lastly, a first date goes so well, but the guy wants to end it before things get serious because she mentions moving in a year. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    59 mins
  • Why Situationships Hurt More Than Breakups

    Why Situationships Hurt More Than Breakups
    Apr 8 2026
    Jared and Jordana are back and immediately diving into Summer House drama, breaking down the Amanda, West, and Ciara rumors and why situationships might hurt more than traditional breakups. They debate whether hooking up with a friend’s ex is worse when things weren't fully official, and what it says about dating after a long relationship. Then it’s listener dilemmas, from whether it’s petty or prudent for an ex to sneak into your apartment to grab his stuff to what it means when your husband refuses to wear his wedding ring, plus J&J weigh in on oral dealbreakers, anti-tickling boyfriends, and siblings turned roommates. Jared’s mom joins this episode for some sound perspective, it’s one you don’t want to miss! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 34 mins
  • Follow These Rules For Meeting The Family

    Follow These Rules For Meeting The Family
    Apr 3 2026
    Jared is officially meeting his girlfriend’s parents, but what should he bring? J&J break down the strategy of what to bring, expectations of meeting the family, and what actually matters during that first intro. Jared and Jordana get real about long distance dating, traveling for a relationship, and how to set boundaries when your partner joins you on work trips. They also unpack a listener’s “OnlyFans comment” nightmare after a first date setup goes sideways on Instagram. Plus, Jared explains why asking for Instagram instead of a number is a major red flag! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    36 mins
  • What Changes In A Relationship After Kids?

    What Changes In A Relationship After Kids?
    Apr 1 2026
    Jordana is back after maternity leave with twins (AKA “Twisters”), and she and Jared finally catch up on everything! The two get into the What Are You Up To? segment brought to us by HBO’s Euphoria. Jordana shares life with newborns and how her relationship with Mike has changed, from couples therapy to what actually matters in a partner once you have kids. Jared drops a major update: he has a girlfriend! They originally met at the Comedy Cellar, dated years ago, we hear how they decided to date again! Plus, they get into some fun red flags or dealbreakers: debating whether not asking about a sick cat is a dealbreaker, how much you should tip on a $45 date, and why trying too hard, or not at all, might both be red flags!! Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 19 mins