Bob the Drag Queen and Jared kick off today’s episode bonding over their favorite WWF wrestlers and swapping stories from their early stand-up comedy days. Then they dive into modern dating drama, including a straight boyfriend who wants to explore drag, but his girlfriend is feeling insecure and unsure how to navigate it. They red flags, deal breakers, and quirky relationship moments, from mannequins at the front door to reality TV obsession. Bob talks about having two boyfriends and advises an emailer that dating an ENM man is a definite dealbreaker if you’re monogamous at heart! Along the way, Bob shares stories from Eddie Izzard, Harry Styles, Moulin Rouge, and life on stage.  It’s a fun episode you don’t want to miss, and be sure not to miss Bob on Broadway until March 22! 👉: https://www.bobthedragqueen.com/appearances

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Jordana is on maternity leave, so Jared Fried is joined by BETCHES’ Jack Maloney to break down a second date disaster featuring aggressive tongue, a “breast exam” style titty grab, and whether bad kissing is an ick or just picky. They share exact language to use in the moment like whispering “slow down” and how to reset physical chemistry on date three. Jared tackles a listener’s breakup after a layoff where an ex is telling people she only dated him for money, and he explains why the dumper is always painted as the villain and the one text to send. Plus, they answer a vulnerable email from a trans woman who feels invisible in dating and unpack how straight men think about attraction, fear, and identity.

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Yamaneika Saunders joins Jared Fried while Jordana Abraham is on maternity leave, and nothing is off limits. She breaks down dating at 47, hooking up with a 33-year-old Pisces, and why she refuses to “debate” her worth! They get specific about sexual chemistry, age gaps, and why synergy in bed matters more than body count. Then they tackle a 29-year-old gamer whose girlfriend hates his Fortnite obsession, a woman posting flyers to “curse” her ex in South Philly, and whether walking a kitten in a stroller is a red flag or secretly hot. Yamaneika says hot.

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On this week's Friday Feels, Jared Freid is joined by BETCHES' own Maddie Mahoney, tackling cheating exes, pyramid scheme drama, and the first date red flags that say everything about a person. A listener discovers her ex had a secret girlfriend for nearly a year while they were together, so was getting him uninvited from a wedding petty or prudent? Then a husband asks how to tell his wife that Arbonne is a scam without blowing up their marriage. Maddie also shares her genius gift-giving hack so you will never forget a loved one's gift again! Lastly, Jared breaks down why when hearing "my life is a sitcom," you should expect them to follow up with "all my exes are crazy" and "I don't wait in lines" and end the date early.

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Why is everyone obsessed with Heated Rivalry? Jared and his friend from the stand-up comedy world, Matteo Lane, kick things off by unpacking the hype around the viral hockey romance before diving into a chaotic round of red flag or dealbreaker. They debate whether a boyfriend kissing his girlfriend every single time she gets in the car is romantic or suffocating, react to the shock of a surprise giant tongue ring mid-dating, and argue over a man who feels “betrayed” after learning his girlfriend had a nose job at 19. The episode spirals into celebrity look-alike delusion (strong Joey Tribbiani energy), plus why everyone can’t stop talking about The Golden Bachelor! It's a modern dating drama, cosmetic surgery disclosure debates, and maybe too brutally honest relationship takes!

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Is celebrating Valentine’s Day a basic expectation, or optional? Jared and Matchmaker Maria unpack a petty or prudent situation where a woman uses an entire couples spa gift card on herself after her boyfriend refuses to acknowledge Valentine’s Day at all. J & MM break down how attitude is everything in dating and why showing up authentically matters, especially for Gen Z. They also share what to do if you’ve been seeing someone for one day versus a few months for Valentine’s Day. Then, a listener asks how to tell a guy she wants to wait to have sex, without killing attraction, right before their first Valentine’s Day together.

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Jared is joined by original U Up? co-host Sami Sage for a fun episode that kicks off with body image, Ozempic shame, and why vulnerability isn’t owed, but it does matter. They unpack a listener’s dilemma about dating a woman who may have lost weight on GLP-1s and whether hiding old photos is a red flag, a boundary, or none of his business. Then they review texts from a guy who gives his date the ick by editing his messages multiple times, one edit should be the max! Sami and Jared also discuss what women should actually get men for the upcoming Valentine’s Day. Lastly, they dig into two red flag deal breakers: staying close with an ex-wife and being single at 33 – is that a red flag?

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Jared is joined by VP of BETCHES, Bryan Russell Smith, to kick off a Friday Feels episode that starts with a funny discussion about watching Heated Rivalry and why women are loving this show so much! Bryan shares how he met his now-husband at a bar after losing his coat, their age gap, and what Jared thinks straight dating could learn from gay dating honesty. They then dig into an icky or picky email where a listener gets dumped for loving Beyoncé, Taylor Swift, and Sabrina Carpenter instead of indie rock. Jared and Bryan answer a Valentine’s Day gift question, revealing why Valentine’s Day cookies aren’t just treats, but a way to show where someone really stands in a relationship. Finally, they answer a vulnerable email about disclosing STI on a first date, and if sharing an educational podcast is the way to go?

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Jared welcomes Vivian Tu (@your.richbff) as the first guest during Jordana’s maternity leave, and the conversation focuses on one of the most emotional topics in relationships: money. Vivian shares why she left Wall Street, how she became a personal finance creator, and why it is important to talk about money with your partner, even on date one. They tackle a real rent divide dilemma, breaking down how splitting costs “equally” can quietly build resentment when incomes are not the same, and why a fair, proportional split matters more. They unpack a prenup panic email, where a boyfriend wants a prenup because the government already has one on your marriage, making refusal to discuss one the real red flag. Vivian also drops a hard truth: a guy can be rich on paper, but if money is all he brings to the table, he is actually poor where it counts. Be sure to check out Vivian’s new book: ⁠Well Endowed⁠, out everywhere now!

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It’s Jordana’s last episode before maternity leave but you can still catch episode with Jordana on their latest Benefits episodes 👉 betches.com/podcast-channel/u-up/

J&J get into emails and break down a petty or prudent dilemma involving a $20,000 “gift” from a wealthy ex and whether keeping it after a breakup is fair game. Plus, an advice email sparks a heated conversation about saying “I love you,” with age gaps 24 vs. 37, and why not all “I love yous” mean the same thing!

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