Double-standard debates in the dating world are weighing on us today, specifically those that are more of an issue for women than men. Before diving into emails, Jared and Jordana discuss the backlash to a Forbes article, “Are We Still Not Ready For A Mixed-Weight Romance On Screen?”, and the topic of mixed-weight relationships in general. Next, the first emailer wants to know how to let a guy know that you aren’t interested in hanging out when you still have to work – or be stuck in some capacity – with him. The Awkward Encounter is a dating don’t when you’re feeling anxious. Then, the second emailer needs help navigating her way out of a sticky situationship. The episode ends with a “Red Flag or Deal Breaker?” about prolonging the talking stage, living with an ex, and leaving out an important detail post-sex.

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After Jordana dished on some UK setbacks, it’s Jared’s turn to share what happened after he left Cannes including a scary solo travel experience en route to Ibiza. Plus, Taylor Warning: Swifties may not like what Jared has to say about Travis Kelce's Eras Tour cameo, but if you take Taylor out of it, he’s got a point about the dire state of today’s dating world. Next, J&J receive a Couple’s Court asking them to decide if it’s fair for a listener’s fiancé to hire a stripper for his bachelor party despite her discomfort. Then, we receive an email about dating non-negotiables. A listener’s booty call keeps mentioning his “list” and, while she’s not interested in seeing him seriously, her curiosity is getting the better of her. Jared and Jordana break down what is wrong with this scenario, and the sign that she needs to walk away.

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Listeners are in for a double rant to kick off this week, but if you thought it’d be from Jared, guess again. After Jordana gains a new commercial enemy, Jared makes a request to single listeners for this 4th of July: take advantage of the fun holidays. The first email comes from a confused listener after a man drove 3 hours to surprise her and quickly lost interest after. The Awkward Encounter comes from a single mom who met a man in France, but had to work through logistics for a hookup while traveling with her daughter. Then, the next emailer is worried she’s scaring men away by being too upfront about what she wants. The episode ends with a “Red Flag or Deal Breaker?” about men in thongs, annoying sayings, and changing thermostats.

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We’re balancing out the seriousness with a lot of laughter as comedian Rachel Feinstein (@rachelfeinstein_) joins J&J on the pod for this Sunday Special. She’s married to a firefighter, but didn’t mean to be, so she recounts bad dates, awkward dumpings, and the lessons learned from dating through her 30s that got her to find the right guy. Then, J&J read a “Petty or Prudent?” about wanting custody of a neighborhood after a breakup. The trio discuss post-breakup boundaries, both physical and emotional, as well as whether our listener or her ex were in the wrong.For more from this episode’s guest, visit rachel-feinstein.com or follow @rachelfeinstein_ on Instagram!

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Let’s get vulnerable! This week’s episode is full of listeners reaching out regarding intimacy, awkward conversations, and heavier topics. Before they get into it, J&J delve into differing life stages after Jared hears from a friend in full dad mode. Then, the first email comes from a male listener whose relationship seems to be teetering into the friend zone after 2 years with his girlfriend. The Awkward Encounter includes a throwback to a memorable Awkward Sex Encounter from July 2019. If you ever wondered what happened with Tampon Guy and the mortified woman who wrote in, she’s back with an endearing update! The next emailer asks how to disclose diagnoses affecting your life when you’re dating. She’s dealt with anorexia for a decade, but when does that get brought up if she wants to get serious with someone? The episode ends with a “Red Flag or Deal Breaker?” about coupled U Up? listeners, pet parents, and a common Hinge question.

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It’s an extra special Sunday because we’re letting you in on some office goss. Divya, a Betches staff member, joins J&J for a debrief about her neighbor. She met a cute guy in her building during cuffing season and, at the time, Jordana warned her that dating a neighbor is a risky move, but also gave some helpful advice on how to proceed. Now that summer is in full swing, J&J are dying to know if the risk was worth the reward. She retells how the situation came to be, the dates they shared along with in-the-moment advice Jared and Jordana gave, and how it all ended. With that situation in hindsight, Divya, Jared and Jordana reflect on the red flags, and J&J share what would’ve worked to spare the issues.

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J&J are questioning narratives today, starting with what happened to romcoms. After seeing Jared’s criticism of “Anyone But You,” Jordana wants to discuss thoughts on Sydney Sweeney, Glen Powell, and the state of romcoms in 2024. Then, we hear from a listener who can’t figure out how to get a guy out of Instagram DMs and into exchanging numbers. Their mutual friends advised her that he’s just “playing it cool,” but it’s starting to feel intentionally avoidant. Next, J&J receive a long email that’s both Awkward Encounter and an ask for advice after a guy friend professed his love at the airport. Our listener is pansexual and feels a tinge of betrayal with her confusion, but J&J don’t think she’s seeing enough of the other side. The episode ends with a “Red Flag or Deal Breaker?” about texting habits, hating travel, and wearing the same shirts.

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The perfect episode to tune in ahead of a Father’s Day brunch, J&J are back with another bite-size Sunday Special. They start with a “Petty or Prudent?” about sending an obituary after someone ghosts you, but they also saw a red flag before our listener got to the point of being ghosted. The episode ends with an email about another TikTok dating trend. Several fun #DatingTok videos are telling single people to try dating with an expiration date, but our listener didn’t have fun with the concept at all. Is it just not for her, or did she do it wrong? The hosts weigh in and advise the workaround for her and anyone else wanting to give this a try.

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J&J are tackling nuance in the modern dating world. Before jumping in, Jordana recounts her Sonoma vacation and her driverless ride reminds Jared of dating apps’ impact on society. Plus Jared has feedback for a fan that shot her shot for an upcoming tour date, and his reasons for what was wrong with her approach tie into the first email. A listener has a crush on her fitness instructor, but is there a way to shoot her shot without making it awkward if he wants to pass? In true U Up? fashion, John Mayer enters the tangent fray, but first, J&J have an introduction to make. Then, the Awkward Encounter involves a situation going from flirty online to uncomfortable irl when a listener finally meets her colleague at graduation. Next, J&J answer an “Are We Dating?” about a long-distance connection growing between traveling work trips. The episode ends with a “Red Flag or Deal Breaker?” about seatbelts, professional Tinder pics, and IG explore pages.

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Jared and Jordana are getting pumped for their trip to Cannes, but they have to get a few things crossed on their list before they go. First up, Jordana needs answers on what the f*ck is up with Jared’s beard? Next, they read a wedding note from a subscriber before delving into a “Petty or Prudent?” about a SIL asking to share a wedding anniversary date. The episode ends with an advice email for a listener’s mom. He’s tried helping her navigate dating after her divorce, but she has excuse after excuse on why no one is right, so he needs help from J&J on how to get through to her.

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