Ill Advised with Stefani & Ray

Ill Advised with Stefani and Ray is a comedy-advice podcast where friendship meets life’s messiest situations. Each week, the BiFFs dive into classic and modern advice columns — from the sincere & genuine to the unhinged & absurd — and serve up their own brand of thoughtful, unfiltered advice, the way only a best friend could. If you like living through someone else’s drama, emotional deep-dives, and laughing through life’s inconveniences, this one’s for you. Join the BiFFs — Stefani & Ray — as they dig into advice columns and dish out their own insights with humor, heart, and a whole lot of therapy under their belts. Come for the laugh. Stay for the advice. Therapy-adjacent, wine-fueled, and probably ill advised.
Episodes
Episodes



Wednesday Jun 29, 2022
22 | Dick, Thom, & Beelzebub
Wednesday Jun 29, 2022
Wednesday Jun 29, 2022
The BiFFs revisit a favorite - Slate Magazine's Dear Prudence. A sex addict's partner questions her nieces motives with her new breasts. A sexless marriage entices one writer to ask how to have an affair. Meanwhile, a self proclaimed cuck-for-hire tells her mom about her side-hustle only for her professional life to be affected. [Indomita Pinot Noir Rosé, 2019]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Jun 22, 2022
21 | Testes, Testes, 1-2-3
Wednesday Jun 22, 2022
Wednesday Jun 22, 2022
This weeks questions come from Ask E. Jean’s column of Elle Magazine. A spouse pits her future with her internet influencer counterpart against her biological clock. Another writer is ghosted and can’t accept that his decision is set in stone. Finally, how do you tell your children that they were at one point cryogenically stored? [Tenshen White Blend, 2017]



Wednesday Jun 15, 2022
20 | Definitely in the Pants
Wednesday Jun 15, 2022
Wednesday Jun 15, 2022
In honor of Pride month, the BiFFs take on S. Bear Bergman's "Ask Bear." A straight-identifying man looks for advice when he starts having feelings for his bro. Another writer worries that their friends are right and that they take themselves too seriously. The BiFFs also follow through with their promise for a wine tasting challenge. Winner asks the other BiFF whatever question they want. [Oyster Bay vs. White Haven - Sauvignon Blanc, 2021]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Jun 08, 2022
19 | Seeked. Sought. Sucked.
Wednesday Jun 08, 2022
Wednesday Jun 08, 2022
The BiFFs talk sex this week with Little Village Mag's Dear Kiki. Stefani redefines pegging when a reader asks about the prospect of penetrating her male partner. A swinging couple wants to broach the topic of having a mutual friend join them in bed. A man with a monthly hall pass can't quit what he hit. [Mezza Di Mezzacorona Extra Dry Rosé]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday Jun 01, 2022
18 | Wick My Moisture
Wednesday Jun 01, 2022
Wednesday Jun 01, 2022
The BiFFs take a stand against plastic surgery to please one's partner. A one night fling results in a pregnancy and a slew of unsupportive family members. Finally, should you drug your Mom, even when it's to her benefit, without her knowing? [White Haven Sauvignon Blanc, 2021]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday May 25, 2022
17 | You Can’t Do It Alone
Wednesday May 25, 2022
Wednesday May 25, 2022
In the last episode in the Mental Health series, the BiFFs look back at how untreated mental health issues affected their families growing up, the influence that it has now being parents themselves, and how they plan to navigate that dynamic with their own children. [Sebastiani Chardonnay, 2017]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday May 18, 2022
16 | The Forest of My Life
Wednesday May 18, 2022
Wednesday May 18, 2022
The BiFFs are reeling from a long, emotionally arduous day in the third episode of the mental health series. A series of events prior to recording guide an otherwise aloof pair in discussing their current mental states, their coping mechanisms, and how exhausting tending to your mental health can been. [Z Alexander Brown Sauvignon Blanc, 2020]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com



Wednesday May 11, 2022
15 | My Perception of Normal
Wednesday May 11, 2022
Wednesday May 11, 2022
In the second of four episodes in the mental health series, the BiFFs delve deeper into their mental health struggles. They go over what their anxieties and depression look like, how they've been affected by them, and how that's played out in their relationships. [Clos du Gaimont Vouvray, 2019]
Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com.
Find sources/credits for this and all of our episodes in our show notes at www.illadvisedthepodcast.com