U Up?

Before diving into emails, J&J get caught up in the sitcoms of the 90s. Plus, they follow up on a recent "Petty or Prudent?" after a YouTube comment schools them on the difference between kinks and fetishes. Then, the first email comes from a listener concerned her guy friend’s intentions may be more flirty than friendly. The Awkward Encounter will make you think twice about where you hide your sex toys. Next, a listener is her boyfriend’s first girlfriend and that’s been noticeable as their relationship continues, but how much onus is on her to help him mature? The episode ends with a “Red Flag or Deal Breaker?” about whether kissing gay friends counts as cheating, a traveling quirk, and a lack of boundaries with coworkers.

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This Sunday Special is a dream brunch group as J&J are joined by Keltie Knight, Becca Tobin and Jac Vanek of The LadyGang podcast. They start with learning the famous toxic ex origin story behind The LadyGang’s formation before J&J get into relationship icebreakers and questions that will tell you exactly how everyone’s relationship style differs. Then, they play a round of Firsts and Worsts, for a lightning round catchup on The LadyGang’s past and present relationships. Plus, Jared is outnumbered being the only one both single and male in the chat. Keltie, Becca and Jac each share differing marriage dynamics and perspectives on their past, and Jordana relates to one more than anyone else. The episode ends with a “Petty or Prudent?” about a male listener on the brink, wondering whether he should skip being his girlfriend’s wedding date to avoid being part of her family’s memories if a breakup will happen any day now.

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Long intro lovers, today is your day! J&J have a lot to unload this week, from the one quality Jordana’s husband isn’t in love with to Jared’s weekend in the Hamptons with Hannah Berner, and a one-and-done take on this season of Love Island USA and that Casa Amor shakeup. Next, J&J get an email from a listener four years into her relationship and itching to know whether I do’s will ever be in their future. The Awkward Encounter is a trip down memory lane. Then, a male listener writes in wondering how his female coworker is getting so much attention on Hinge (no offense). The episode ends with a “Red Flag or Deal Breaker?” about changing dating app photos, misused prompts, and an uncomfortable date.

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We’re deep into summer and Jared’s in a bit of a rut. He talks Jordana through where his mind’s been while he’s been on the road. Then, they kick off the Sunday Special with a round of “Icky or Picky?” about a secret kink. Our listener stumbled upon her date’s Reddit and saw his activity in fetish communities online and, after witnessing what he was into, she felt turned off. Next, J&J answer an email seeking redemption for revenge. Our listener is happily married, but still pining over the perfect way to tell her ex off. Jared and Jordana speak about the attempt at winning in relationships and seeing beyond the traumas of the past.

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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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