Be A BiFF Media

Ill Advised with Stefani & Ray

Comedy EN ↓ 161 episodes

Peruse the advice columns over a glass of wine with Stefani and Ray. Listen on while they put years of therapy and life experience to the test against some the best columnists out there with their own comedic approach.

Author

Be A BiFF Media

Category

Comedy

Podcast website

illadvisedthepodcast.com

Latest episode

Jan 21, 2026

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Episodes

11 | God Damn It, Kourtney 13.04.2022

Could a couple of pounds really affect your love for- and future with- someone? The BiFFs, Stefani and Ray, get carried away when they stumble across the "Dear Sugars" advice column - a question involving love, self-sabotage, and a lack of physical attraction. This one hits home and spider-webs into more questions and other scenarios. This week's drink of choice is a [90+ Cellars Lot 174 Alabariño...

10 | Libidinous Barbarians 06.04.2022

The BiFFs open a bottle of Brut to celebrate 10 episodes with special guests, Jenny & Kellee, who lead the discussion with Slate Magazine's "How To Do It" Sex Column. A mild-mannered man's vanilla approach to rough sex starts this week's conversation. Meanwhile, another man questions the need for consent after he's robbed of his own. Stay turned for a third, looking to get freaky at a rest hom...

9 | Let Him In Marjorie 30.03.2022

The BiFFs get a little unruly this week. Thankfully, columnist Carolyn Hax is on her game. A year of couples counseling leaves partners in limbo and a new girlfriend takes herself off of the pedestal when she feels the ex-wife becomes the butt of the joke. Cleat up, BiFFs. [Drylands Sauvignon Blanc, 2012] Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail...

8 | Coffee Shop Karen 23.03.2022

Miss Manners talks a "Karen" off the proverbial ledge over her plea for silence in a public venue, whilst Cheryl tries to stop a cemetery scavenger hunt. Sharon's hate for food service workers wraps up this week's topics. [Chateau Tour d'Auron 2016 Bordeaux, 2016] Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com. Find sources/credits for this and al...

7 | Closed Legs, Bro 16.03.2022

Not even the wine could cushion the blows of Grandma's fictional tale of custodial, vehicular manslaughter, the plea for an open marriage because "I love her like a sister," or even a daughter's racist agenda against her step-mom. [Nobilo Sauvignon Blanc, 2020] Send us your questions, feedback, &/or wine recommendations to illadvisedthepodcast@gmail.com. Find sources/credits for this and all o...

6 | Elbow Deep 09.03.2022

In the midst of finding your people, one must let Facebook and let live. [Black Box Cabernet Sauvignon, 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

5 | One Toe One Hair 02.03.2022

Key lime pie kinks meet tantalizing toe hairs, while the neighbors gander the garage grandstander. [Black Box Pinot Noir] 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

4 | Pink Cheeks 23.02.2022

Lion in the streets, lamb in the sheets, and a self-knighted seven year old. [Bortoluzzi Pinot Grigio, 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

3 | Be a Biff 19.02.2022

The BiFFs make the rounds on the advice columns calling out a cheating husband and a Happy Dry Limp. [Freixenet Cava] 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

2 | Stefani’s Giant Mouth 13.02.2022

Stefani and Ray make Sketchy Steve and Jaded Jane the focus of this week's discussions, with a bottle of wine guiding the discussion. [Aljibes Cabernet Franc, 2018] 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

1 | Boudoir 03.02.2022

In the inaugural episode, Stefani & Ray (the BiFFs) open up a bottle of wine and discuss a 2014 publication of the Slate's Dear Prudence advice column. [Louis Jadot Macon-Villages Chardonnay, 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...

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