U Up?

If you’ve cheated or been cheated on, this Sunday Special is for you. Before diving in, Jared has some pre-wedding thoughts as we get closer to his brother’s big day. Then, J&J play a round of “Petty or Prudent?” about removing social media posts with your ex. Is that an unspoken rule of breakups, or is it OK to let posts of your past stay up? Next, we hear from a listener who’s just cheated and come back to the wreckage his ex left at home after she found out. He asks Jared and Jordana how he can apologize and what next steps he should take from here, but they think he’s missing something if he truly wants to change. Learn more about your ad choices. Visit megaphone.fm/adchoices

Nature is healing this week! Jordana is tan and refreshed from her trip to St. Kitts, JetBlue made amends, and Jared brought gifts for himself! Next, a new listener intrigued by an AITA about lying to have sex with someone wants J&J’s take on consent and morality. The Awkward Encounter leads to impromptu dramatic performances. Then, J&J answer a listener email in Better With Age segment sponsored by Lee. Our 29-year-old listener has been hit hard by her breakup and, despite her ex being the issue, can’t see herself finding love again. The episode ends with a “Red Flag or Deal Breaker?” about TikTok pranks, free drinks, and chin hairs. Learn more about your ad choices. Visit megaphone.fm/adchoices

We’re getting to the bottom of an on-again, off-again relationship in this Sunday Special! One of our listeners, Natalie, knows she’s dating a man she’s been seeing since September, but he keeps backpedaling on the seriousness of commitment. They’re in their 40s, she knows what she wants, and he claims to care for her, so what is the hold-up? When she listens to our podcast, some of Jared’s answers resonate with the way she perceives this man to be, so she wants answers from Jared and a reality check from Jordana. Is he just not that into her, or does he just need some more time before he gets tired of playing games? J&J give her some perspective to see a future for herself on the other side of this relationship, and help Natalie draft a text to follow up on their most recent hangout. Learn more about your ad choices. Visit megaphone.fm/adchoices

J&J have a lot to discuss this week! Jordana is finally about to get her vacation fill, but it’s going to take a JetBlue flight to get to her destination. Then, Jared retells the story that his followers (and Jordana) were convinced was a meetcute, and explains why it wasn’t a romcom setup in his mind. Plus, after meeting Rob at his Boston show, Jared gives an update on our SOS caller. Next, he and Jordana are asked about the rules around your parents’ involvement in your dating life. Should you wait for labels or a certain time to let them know you’re seeing someone new? The Awkward Encounter proves that some men never change. Then, we receive an “Are We Dating?” submission that ends with J&J drafting a text for our listener. The episode ends with a “Red Flag or Deal Breaker?” about dating types, app omissions, and a pet portrait. Learn more about your ad choices. Visit megaphone.fm/adchoices

This Sunday Special is a birthday gift to Jared! Joey Grazadei, the Bachelor and the internet’s newest boyfriend, is in the studio and ready to face Jordana’s questioning. We get asked endlessly about the two types of men, so we’re putting Jared and Joey to the test. Is a single man ready to get married pretty similar to a single man seeing how it goes, or are there questions to emphasize any polarizing differences? We’re pulling back the curtain and breaking down the perfect Bachelor image to see who the real Joey is. Learn more about your ad choices. Visit megaphone.fm/adchoices

The Worst Month of the Year is wrapping up, but before it ends, we’ve got a lot of off-air moments to recap from the past week! Since last week’s recording, we surprised Jared with his apartment tour, hosted our first mixer, he had back-to-back sold out NYC shows, and now his birthday has finally arrived. Then, we hear from a listener who needs Jorge’s perspective on a guy she’s dating. Is she only uncertain because she’s used to dating Jareds? The Awkward Encounter is encouraging more listeners to join in on our dating challenge. Next, there’s an update to the “Are We Dating?” email from Valentine’s Day. The 95% girlfriend heard our advice, acted on it, and let us know what happened next. The episode ends in a “Red Flag or Deal Breaker? about a black eye, Valentine’s Day card, and yet another story about peeing in weird places. Learn more about your ad choices. Visit megaphone.fm/adchoices

Hopeful season is on the horizon, but for now, J&J are getting you through the bleakest part of winter with another Sunday Special! The episode kicks off with a round of “Petty or Prudent?” about a V-Day breakup. Is it automatically petty to break up with someone on Valentine’s Day, or was our listener within reason? Next, J&J hear from a listener whose biggest issue with her talking stage is the repeated breaking of her boundaries. Is her perspective skewed from being recently out of a long-term relationship, or is this guy being f*cked up? J&J read the texts and weigh in on why these red flags should be a deal breaker. Learn more about your ad choices. Visit megaphone.fm/adchoices

It’s the Worst Day of the Year, which happens to be the day Jared Freid was born! The episode starts with reflecting on Jordana’s unhinged rant that gave today its special name and how he feels entering his personal new year. Then, Emma Willmann, host of Ask Men Anything, returns and shares revelations she's gained as a lesbian questioning men on everything. Next, they hear from a listener in need of guidance on an internal debate. After having sex with the guy she’s been dating, he casually mentions being queer, and she wonders why he would not be direct about such a big part of his identity. Is it internalized homophobia making her question a non-issue, or was there a better way to go about this conversation? Jared, Jordana, and Emma debate all sides of a relatable issue in today's modern dating world. Learn more about your ad choices. Visit megaphone.fm/adchoices

Still in awe of Tracy Chapman’s reemergence at the GRAMMYs, J&J’s pre-show talk spills into the start of this Sunday Special. Next, they jump into “Petty or Prudent?” about blocking your ex after a breakup text. Do you owe them a chance to respond, or nothing at all once a breakup is done? Then, a listener explains why her boyfriend seeking therapy is a growing problem for her and their relationship. What’s appropriate to share with your partner from sessions, and when is it OK to push back on what you’re being told? It’s his therapist she has an issue with, but J&J have a bone to pick with him too. Learn more about your ad choices. Visit megaphone.fm/adchoices

Happy Valentine’s Day! Today’s episode has something for everyone – lovers, new listeners, singles, and anyone struggling in a situationship. J&J have a dating challenge to share, but first, Jared kicks off with a pep talk for anyone alone on Valentine’s Day. Then, Jordana speaks on TikTok coming for her over last week’s Pookie and Jett debate. Next, a listener is starting to get back into dating, but just isn’t feeling it. Does she just need more time to get the spark back, or is there a deeper issue at play?The Awkward Encounter is an all too common issue of being on a date that isn’t a date. The episode ends in a “Red Flag or Deal Breaker” about your SO misspelling your name and thinking your friend is hot, and pranking a SO. Learn more about your ad choices. Visit megaphone.fm/adchoices