Ill Advised (2026)

18/12/2025

NEW | Episode 155 - High Tide... & You're Raggin'

This week, the Biffs crack open The Washington Post’s Carolyn Hax column and immediately regret having functional nervous systems. We tackle a family who keeps serving seafood despite a life-threatening allergy (because vibes > survival, apparently), a woman wondering if it’s fine to marry a man she’s not excited about as long as he’d make a solid dad, and a soon-to-be father who went bungee jumping and was shocked to discover his very pregnant wife was not amused. Stefani and Ray bring their usual best-friend banter, emotional honesty, and low tolerance for nonsense as they talk boundaries, risk, resentment, and why “it seemed like a good idea at the time” is not a personality trait. [Colossal Reserva Red, 2019]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

26/11/2025

NEW | Episode 153 - Wowed, Oohed, & Aahed

This week, the Biffs tackle Thanksgiving chaos courtesy of Dear Prudence and Dear Abby: one man is appalled his wife wants to help the less fortunate on a holiday (unthinkable), and one older sister is being roped into cooking the entire feast for a sibling who’s “hosting” in name only. Stefani and Ray bring peak sarcasm and zero patience for seasonal nonsense. Expect righteous indignation, a touch of holiday guilt-tripping, and the annual reminder that family gatherings are just team-building exercises with higher stakes. [Côté Mas Orange, 2024]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

19/11/2025

NEW | Episode 152 - Flop Out & Flop Over

This week, the Biffs dive into Slate’s How To Do It, where the s*x is messy, the signals are mixed, and every letter reads like it was written mid–panic spiral. We tackle: a husband rattled by a “joke” from his wife that lands way too close to home; a guy overwhelmed by his girlfriend’s marathon-level or**sm skills; and a couples’ night that detonates when one husband goes feral for the wrong person.

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

*xadvice

13/11/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 151 | Camel Noise

From body odor to boundary issues, this week’s reading of the Dear Annie column is giving eau de despair. One writer’s begging HR to handle a fetid coworker, another’s stuck between her mother-in-law’s feuding daughters, and someone’s “service animal” story is pure fiction. The Biffs tackle it all with equal parts compassion, chaos, and questionable ethics." [Marchese di Borgosole Rosé]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

01/10/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 148 | We Didn't Shave for This

This week, Stefani and Ray put the advice column down and turn the spotlight on themselves—answering the kind of unhinged, cockamamie questions only ChatGPT could dream up. From ghosting for the pettiest reasons to drag-naming their unresolved trauma, the Biffs get brutally honest and painfully funny about their own mess. Turns out, nothing makes you face yourself quite like bad hypotheticals and mediocre wine. Get prepped for maniacal self-reflection, but don't judge them. Ray doesn't have time for this and Stefani forgot to shave. [Louis Jadot Beaujolais-Villages, 2023]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

24/09/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 147 | RIP Your C**o

Lies, loathing, and a whole lot of family baggage—it’s a triple feature in this week’s episode when the Biffs read from the Independent's Dear Vix column. First, a compulsive storyteller whose “white lies” have evolved into full-blown epic sagas. Next, a mom who swears she’d take a bullet for her daughter… but would rather not take her to brunch. And to round it out, someone finally blurts the unspeakable: they just don’t like their parents (yes, even after the holidays).

Stefani and Ray roll up their sleeves and dive headfirst into the dysfunction, serving up therapy-adjacent hot takes like “maybe stop lying so much,” “boundaries are cheaper than bullets,” and “you don’t have to like family just because DNA says so.” It’s messy, it’s brutally honest, and it’s exactly the kind of chaos that makes you feel a little better about your own group chat. [Four Vines Old Vine Zinfandel, 2021]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

03/09/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 145 | Skibidi-Eight

This week, Colleen Nolan’s (Mirror.co.uk) inbox is a circus and we’ve got front-row seats. A man secretly pays off his wife’s ex-husband like it’s hush money for his own conscience. A woman brags about cheating on her husband with a coworker and somehow thinks “no guilt” is a personality trait. And another poor soul can’t stop dreaming about a high school crush while insisting she’s totally happy in her marriage. [Martin Codax Albarino, 2024]

Consider it your weekly reminder that love lives are messier than a group chat after bottomless brunch—and Stefani and Ray aren’t here to clean it up, just to make sure you don’t look away.

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

27/08/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 144 | Side Bitch to a Baby Mama

Out of the Vault: One bride’s recycling her heartbreak couture, another diner’s beefing with the blue-plate special crowd, and someone’s about to ghost a group chat with more drama than a telenovela. This week, the Biffs weigh in on three Am I the As***le (Reddit) posts that range from petty to petty iconic: should you wear the dress even if it was meant for your ex, clap back at elderly buffet bullies, or leave a group chat that just won’t die? Stefani and Ray bring eyebrow-raises, unlicensed logic, and just enough judgment to keep you from pressing send. [Franck Massard Mas Sardana Brut Nature Cava]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

20/08/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 143 - Extra-Relative Relations

Out of the Vault: A wife’s uncomfortably close bond with her stepdad has her husband spiraling; a boyfriend thinks a lie detector is the secret to lasting love (and they say romance is dead); and a sister is ready to go to war with her late brother’s abusive widow. Stefani and Ray dive headfirst into the drama of Dear Abby, serving up side-eye, sharp takes, and just enough empathy to make it sting. Expect boundary violations, a little family chaos, and at least one (or three) piece of advice Abby definitely wouldn’t co-sign. [Samuel Robert Pinot Noir Rosé Vineyard Reserve, 2023]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

13/08/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 142 - 'Gross' With a Lisp

Out of the Vault: The summer vacation continues with another unreleased recording. A hidden video. A bizarre bedroom ultimatum. And the Sunshine State taking its “Florida Man” energy straight to the law books. This week, the Biffs wade into three deeply uns*xy messes from Slate’s How to Do It column: the girlfriend who found exactly what her boyfriend didn’t want her to see, the woman stuck with a partner whose idea of foreplay comes with fine print, and the Floridian whose favorite solo pastime is now on the state’s naughty list. You’d think Stefani and Ray were Attorneys at Flaw at Policy, Privacy & Pleasure—but with more judgment, less restraint, and better wine.[Château La Freynelle Bordeaux Blanc, 2023]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

*xadvice *xandthecity

06/08/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 141 - Toddlers & Drunkards

Out of the Vault: Previously recorded and unaired, this week the Biffs read from Ask Natalie. He’s married. You’re pregnant. And he thinks the solution is as easy as hitting delete. Then, your bestie’s open marriage suddenly includes your husband—and no one asked your opinion. This week, Stefani and Ray dive headfirst into the kind of chaos that makes you want to throw your phone in the ocean. Expect enough boundary violations to warrant a cease-and-desist. [Juggernaut Sauvignon Blanc, 2023]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

30/07/2025

🚨NEW EPISODE ALERT! 🎤 | Episode 140 - Am I Not Ketchup, Enough?

A mistress meet-cute at the nail salon. A stolen baby name (the audacity!). And a Golden Corral showdown that wasn’t even their first. This week, the Biffs tackle three delightfully deranged dilemmas from Slate’s Dear Prudence column, including: what to do when you and your boyfriend’s side piece go full spy-movie, whether baby names are fair game (spoiler: not if you’re a traitor), and how to cope when your in-laws treat buffet night like WrestleMania. This one’s got all the essentials: espionage, betrayal, and buffet brawls. But don’t worry—Stefani and Ray came armed with side-eyes, hot takes, and at least one grudge. [Famille Bougrier Sauvignon Blanc Val de Loire, 2024]

Send us your questions, feedback, &/or wine recommendations to [email protected].

Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com

Send us your questions, feedback, &/or wine recommendations.
[email protected].

Ill Advised

18/12/2025

26/11/2025

19/11/2025

13/11/2025

01/10/2025

24/09/2025

03/09/2025

27/08/2025

20/08/2025

13/08/2025

06/08/2025

30/07/2025

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