Is Cheating Always A Deal Breaker?

The holidays are getting closer and the weather is getting colder which can only mean one thing: cuffing season is here. Jared and Jordana delve into the discourse around cuffing season and discuss controlling the narrative around your dating life. Then, a 27F listener writes in to ask whether wanting casual sex is derailing her dating goals. She's never had a real boyfriend; is abstinence the only way she'll ever find one? The Awkward Encounter involves a situationship with a love kink. Next, a listener with a tumor diagnosis asks how to address her medical journey while dating. The episode ends with a round of "Red Flag or Deal Breaker?" about sharing your life with your SO, updating Hinge daily, and owning only one cutlery set.  Learn more about your ad choices. Visit megaphone.fm/adchoices

20 Nov 20241h 13min

It's our anniversary! 7 years after the first U Up? episode, Jared and Jordana walk into a decorated studio themed to the traditional 7th-anniversary gifts: copper and wool. First, J&J exchange gifts, then they talk about what the dreaded 7-year itch means in relationships. Next, Jared and Jordana reveal their lists of what they want for the pod's future. The episode ends with a lightning round of U Up? history and reflecting on top pod moments since our last anniversary. Learn more about your ad choices. Visit megaphone.fm/adchoices

15 Nov 202453min

Jared fills Jordana in on his bizarre and funny late night Halloween experience and they also discuss the new Martha Stewart documentary. They hear from a listener who is struggling with communication from their partner. Next, they hear an Awkward Encounter that ends with them walking in on somebody in bed with another girl. Then, they discuss an email from a listener who isn't sure how to know if a relationship is serious if they both don't want marriage. Finally, they dive into a round of "Red Flag or Deal Breaker?" featuring a fat-phobic date, a boyfriend unwilling to compromise, and Olivia Rodrigo's number one red flag. Learn more about your ad choices. Visit megaphone.fm/adchoices

13 Nov 20241h 21min

DISCLAIMER: This episode was recorded prior to the election. Jared and Jordana divulge the complexities of dating during an election year and how to navigate discussing politics on a date. In this week’s "Icky or Picky?" a listener wants to know if their date littering dog poop is something worth overlooking. Next, they tackle a listener’s dilemma concerning her date's disappointing "whiskey dick" and Jared opens up about male performance anxiety. Learn more about your ad choices. Visit megaphone.fm/adchoices

8 Nov 202436min

We're officially headed towards the toughest times to date—cuffing season and the holidays—so Jared and Jordana discuss how to navigate this tricky period. They hear from a patient whose attractive doctor makes her temperature rise but she's unsure whether to make a move or not. Next, they hear an Awkward Encounter about life at boarding school. Then, they discuss an email from a listener whose boyfriend is extremely jealous and suspicious of her male friend. Finally, they dive into a round of "Red Flag or Deal Breaker?" about toilet plungers and gift giving etiquette. Learn more about your ad choices. Visit megaphone.fm/adchoices

6 Nov 20241h 13min

Jared and Jordana break down artist Spritely’s viral TikTok breakup video, unpacking relationship red flags, communication pitfalls, and the complexities of moving for love. In this week’s "Icky or Picky?" a listener asks if designer labels make or break a date J&J agree, no one should feel judged for their fashion choices, no matter the brand. Next, they tackle a listener’s dilemma about tracking down a Bumble match from nearly a year ago. Is her search romantic or just plain extra? Jared and Jordana empathize but offer a crucial reminder: while bold moves can impress, more than one follow-up message might push things into red flag territory. Learn more about your ad choices. Visit megaphone.fm/adchoices

1 Nov 202438min

It’s the spookiest episode of the year, and Jordana and Jared are feeling a little trapped in more ways than one! They rank Halloween couple’s costumes for 2024 and explore what your costume choice reveals about your relationship. Then, they tackle a listener’s costume conundrum, where differing opinions on what’s “too sexy” lead to the conclusion that her date is too controlling. Next, an Awkward Encounter that’s more alarming than amusing. Then, they advise a listener who wonders if she’s being unreasonable for expecting her Halloween one-night stand to leave by morning. J&J completely understand her perspective and hold a masterclass on how to nail the perfect one-night stand. Finally, the episode wraps up with a Halloween-themed lightning round of “Red Flag or Deal Breaker,” tackling controversial costumes, costume refusals, and the right time to suggest a couples costume. Learn more about your ad choices. Visit megaphone.fm/adchoices

30 Okt 20241h 22min

In this Friday’s episode, Jordana navigates the chaos of her impending move, sparking a deeper conversation with Jared about how our living spaces impact relationships. Next, they tackle an Icky or Picky from a listener overwhelmed by her boyfriend’s bombardment of romantic texts. Even though this partner checks all the right boxes on paper, J&J explore why it’s okay to walk away when the spark just isn’t there. Finally, they dive into an email from a listener seeking advice about her boyfriend’s hidden vaping habit, which was downplayed early on. J&J encourage an open conversation that leans into support, not shame—proving that honesty is key. Learn more about your ad choices. Visit megaphone.fm/adchoices

25 Okt 202440min