
If It’s Giving Boyfriend, Just Say That
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
6 Mar 20241h 23min

Is Jared Just Like The Bachelor? ft. Joey Graziadei
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
3 Mar 202458min

When To Walk Away From The Person You’re Dating
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
28 Feb 20241h 22min

How To Break Up Like A Gentleman
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
25 Feb 202429min

Was This A Red Flag Or Is My Internalized Homophobia Showing?
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
21 Feb 20241h 11min

I Hate My BF’s Therapist
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
18 Feb 202430min

V-Day, TikTok Backlash, And Where The Single Men Are
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
14 Feb 20241h 38min

Bland DMs: Why You Might Be The Problem
As Valentine’s Day gets closer, we’re anticipating make-or-break reveals hitting a high, but there’s a silver lining: J&J explain why this V-Day is perfectly placed for single people in 2024. Next, they dive into “Icky or Picky?” about a lackluster conversation starter in the DMs. Then, the episode ends with an email about how to get a could-be relationship out of a weird place after the holidays. Communication isn’t what it was in December and our listener isn’t sure she can get them back on the right track without using “masculine energy,” but does that really matter? J&J read the texts she shared and weigh in on where to go from here. Learn more about your ad choices. Visit megaphone.fm/adchoices
11 Feb 202444min