On this week’s episode, Jared and Jordana start out with a discussion about Jared’s Dad’s birthday party plans and how everyone goes a little crazy this time of year. The first emailer writes in about a guy who put a fake story on his dating app profile. He doubled down on the lie during their date but later called to admit that he stole the story from a friend. Should she go out with him again? The Awkward Sexual Encounter is a wild night in Vegas. Later, a listener asks how to deal with her and her boyfriend’s different views on drinking. Her boyfriend and his family are big drinkers but heavy drinking makes her anxious and emotional. Is this lifestyle difference a deal breaker? J&J finish the episode with a round of Faux Pas or Nah about expensive drinks, fake teeth, and single pillow households.

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As a special gift this Valentine's Day, J&J are diving into the archives and revisiting our Valentine's Day episodes past. In these throwback clips, Jared and Jordana talk through their Valentine's Day plans from 2019, 2020, and 2021 and give advice on navigating Valentine's Day at different stages of a relationship. Plus, they break down how to spice things up in the bedroom on Vday without feeling awkward.

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Jared and Jordana are back with another Sunday Special, and this week they’re joined by Jay Shetty to talk about his new book “8 Rules Of Love” and his journey from monk to best-selling author and podcaster. Then, they answer an email from a listener wondering which side of dating TikTok to listen to. Should she treat dating like a job to find a relationship or will it happen when she least expects it? Plus, J,J, and Jay talk about how absence really does make the heart grow fonder.

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On this week’s episode, Jared and Jordana start with a chat about Valentine’s Day and how weird it is at different stages of a relationship. The first email comes from a listener in situationship limbo. How can you get to the next step of a relationship if neither of you have time to really hang out? When are relationships supposed to go from “me” to “we”? The Awkward Sexual Encounter involves a surprise visitor. Later, a listener asks if it’s normal to feel embarrassed about a past rejection. Does she need to tell her new boyfriend how upset she was about her last breakup? J&J finish the episode with a game called Who Comes First? presented by Bumble.

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J&J are back with another Sunday Special, and this week they start with a discussion about not drinking on dates. The emailer writes in about a breakup with a younger guy. Things were progressing well until a few months in when he revealed he was scared to get into a serious relationship and needed time alone to work on himself. Is this a legit excuse? Jared and Jordana break down what she should’ve done differently and why you should negotiate like Judge Judy.

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On this week’s episode, Jared and Jordana are joined by Maddy (AKA the person reading all your emails) to talk about what 25 year olds do on their birthdays, and Jared recaps his brother’s engagement. The first emailer asks if it takes longer to “click” with someone when you’re in your 30s. Is it actually harder to settle as you get older? The Awkward Sexual Encounter was a hookah bar hookup. Later, a listener asks if she’s a cheater after a steamy dance floor moment on vacation. Does she need to tell her boyfriend about it? J&J finish the episode with a round of Red Flag or Deal Breaker about mid-date haircuts and pizza syllabi.

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On this week’s Sunday Special, J&J are joined by a real listener to break down her break up LIVE for our first U Up? SOS episode. Jess was blindsided by a breakup after a solid start to her new relationship, and then 2 days later, he tried to take the breakup back. Was the excuse he gave the real reason for the breakup? Jared explains the spiral he probably went through, and they advise her on what to do if he reaches out again.

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On this week’s episode, Jared and Jordana start with a discussion about how girls' trips evolve as you grow up and a TikTok poking fun at men who say they want someone who “doesn’t take life too seriously” on the dating apps. The first emailer asks if her boyfriend is a deadbeat or if she’s being too hard on him. Are lifestyle differences a deal breaker? The Awkward Sexual Encounter involves a repeat offense. Later, a listener asks if she has to justify her texting style to guys who interpret her slow responses as lack of interest. J&J finish the episode with a round of Faux Pas or Nah about expensive tabs, dog behavior, and fart etiquette.

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Don't miss this special crossover episode between Oversharing and the U Up? podcast. To hear the full episode and enjoy more great Oversharing content go to: https://betches.co/jared

In an Oversharing first, Jordana invites her Jared on for a dating therapy session with her sister, Dr. Naomi. They walk through Jared’s dating challenges, including why it’s so hard to get past the first few dates, and where his mind goes to when it’s time to end things. Plus, they talk about his dating habits and history, how his role as a podcast host affects his decision-making, and whether or not people are as upset about ending things after 3 dates as they are after 3 months. 

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We love a Sunday Special, and this week, Jared is in his Samantha Jones era. This week’s email comes from a guy getting mixed signals from a barista. She keeps saying they should hang out, but when he tries to make plans, she flakes. Why even bring it up in the first place? Plus, J&J talk about the problem with being a people pleaser in dating.

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