On this week’s episode, Jared and Jordana start out with a chat about Jared’s upcoming Ted Talk and our new segment for the live tour called “Set U Up?”. The first emailer asks how she’s supposed to respond when dates ask “how are you still single?” Jared explains why guys ask this question, and Jordana shares her past anxiety about it. The Awkward Sexual Encounter involves a very confused sister. Later, a listener writes in about how her TikTok following is ruining her dating life. Is there a way to explain this part of her life to guys without turning them off? Or are male TikTokers her only options? J&J finish the episode with a round of Red Flag or Deal Breaker about crying, comfort water bottles, and ice cream eating methods.

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Jared and Jordana are back with another Sunday Special, and this week they’re answering an email from a listener whose boyfriend drunkenly told his friends he was relieved that she wasn’t as hot as his ex. After looking up his ex on Instagram, she started feeling insecure, and her boyfriend didn’t help by overcompensating. Can their relationship move past this? Is he ready to be in a new relationship in the first place? Plus, Jared gives a definitive ranking of the Kardashian family.

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On this week’s episode, Jared and Jordana start out with a discussion of the best day of the year for a birthday and how the internet can be a fickle friend. They read a follow up from the listener who wrote in on May 8th, 2022 about Tony the contractor which leads to a discussion about women making the first move. The Awkward Sexual Encounter involves a wet pair of trousers. Later, an emailer asks if she did herself a disservice by throwing out her old pros and cons lists about her current relationship. Is needing to make a pros and cons list in the first place a bad sign? J&J finish the episode with a round of Red Flag or Deal Breaker about peeing after sex, customer service voices, and sharing medical records.

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J&J are back with a Sunday Special, and they start out with a chat about the summer dating season. Next they listen to two new listener jingles which leads to a conversation on how “Les Miserables” is a f*ckboy story. Later they introduce a new segment called The People’s Courtship where Judge J&J will decide who is wrong in a dating situation. This week a listener called the hotline to ask if it was weird for a guy to bring her “grocery store flowers” on a first date. Plus, they talk about how judgmental is too judgmental when it comes to dating.

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On this week’s episode, Jared and Jordana start out with a conversation about how to keep dating momentum going while you're traveling for work. The first emailer asks about the difference between taking things slow and getting strung along. The Awkward Sexual Encounter involves a condom balloon. Another emailer asks how much white lies matter after her boyfriend lied to her about going to a strip club. Later, Jared and Jordana are joined by U Up? With Benefits subscriber Rebel Wilson to talk about her dating life and her new movie “Senior Year.” They finish the episode with a round of Red Flag or Deal Breaker about wedding etiquette and recycled playlists.

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On this week’s Sunday Special, Jared and Jordana are breaking down the texts between a listener and her almost contractor to decide whether or not he’s interested in her. Should she shoot her shot one more time or is a "k" text the kiss of death? Later, J&J introduce a new segment called Rate My Date where they review creative date ideas submitted by listeners. This week’s submission is a triple date straight out of a fever dream.

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Jared and Jordana are back with a very special episode recorded from the Pizza Hut struggle bus in Athens, GA. The first emailer asks how to deal with her boyfriend’s controlling mother. Should she take out her nose ring to please her? Is the nose ring really the issue here to begin with? The Awkward Sexual Encounter features a pet octopus. In the next segment presented by Pizza Hut, J&J answer a listener voicemail from the Hut-Line to solve some college dating struggles. The caller asks how she should address moving from college to the real world in her relationship. Is it better to leave the college bubble single? They finish the episode with a round of Red Flag or Deal Breaker about cult leaders, ear wax, and pet tarantulas.

• Thanks again to our presenting sponsor! Whenever you’re riding the Struggle Bus, order Pizza Hut for carryout or delivery at pizzahut.com

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J&J are back with another Sunday Special, and this week they’re reviewing Netflix’s newest dating show “The Ultimatum.” They break down why they think each person is actually on the show and how fear of commitment and fear of loneliness come into play. Later, Jared and Jordana explore why marriage isn’t as enticing for men as it is for women and whether or not any of these people are old enough to get married anyway. Plus, they play two new U Up? Jingles submitted by listeners.

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On this week’s episode, Jared and Jordana start out with a recap of Jordana’s trip to Dallas and a discussion about how Jared’s feeling now that he’s a year out from his breakup. The first emailer writes in about how she always has a good time on first dates, and it leaves her (and her dates) feeling confused about whether or not they have a connection. Can you be too good at first dates? The Awkward Sexual Encounter is a steamy bar bathroom encounter. Later, a listener asks if she should finally meet up with a guy she’s been texting since November 2020. Is it possible for the connection to live up to her expectations? J&J finish the episode with a round of Red Flag or Deal Breaker about Ohio, dating app openers, and homemade bidets.

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Jared and Jordana are back with another Sunday Special, and this week, they answer an email from a guy who has been disappointed by his recent dating experiences. He says he’s looking for a relationship, so where are all the women supposedly looking for commitment? Is he just coming in too hot with what he’s looking for? J&J show him how he’s going about this the wrong way. Plus, they explain how to show you’re looking for a relationship instead of telling.

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