Be A BiFF Media
Ill Advised with Stefani & Ray
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.
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Be A BiFF Media
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Podcast website
Latest episode
Jan 21, 2026
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Episodes
134 | Exuberantly Flamboyant 11.06.2025 1:04:37
This week, the Biffs read from Natalie Bencivenga’s Ask Natalie. What’s the correct course of action when your husband’s empowered to be more controlling as a result of the presidential election? Oldest friend may not mean best friend, but should you still help plan their birthday? Pregnant, and now your abusive boyfriend wants to get married? [Natale Verga Gavi, 2023] Send us your questions, fee...
133 | Curtsy, Bow, & Gyrate 04.06.2025 1:00:33
After a ten-month hiatus, your Biffs are back! Stefani and Ray hit the waves refreshed with new questions and the same banter. This week, the Biffs take on the Slate’s “How To Do It.” A girl know’s too much about a new girlfriend’s boyfriend’s past, and is chomping at the bit to tell her. A man is turned on when he finds out his boyfriend is married, and wants to look the other way. A man’s fetish...
132 | A British Southerner from Canada 28.08.2024 57:11
Stefani and Ray visit Susan Writer's column, Ask Someone Else's Mom, this week. The Biffs read about potentially rigged, by-chance encounters with former flames; an inter-familial rivalry that has two uteruses vying for first; and a long-distance open relationship without rules on track for marriage. [Patrice Grasset Vin de France Chenin Blanc, 2021] Send us your questions, feedback, &/or wine...
131 | Best of the Biffs (Part VII) 21.08.2024 1:10:05
In this week's episode, relive some of the Biffs' favorite moments of Ill Advised. From episode 78 - How to Kidnap Us, a man's self-proclaimed stupid face is putting his wife off to sex with him. In episode 11 - God Damn It, Kourtney, her partner's weight gain has a woman questioning the future of her relationship. And from Episode 22 - Dick, Thom, & Beelzebub, a woman's lackluster sex life le...
130 | I Can Pretend It's a Manhole 14.08.2024 40:47
Out of the Vault: This week, the Biffs bring you an episode with unaired segments from previous recordings. From Reddit’s AITA, a father wonders if laughing at his son’s self-sabotage makes him an asshole. From Metro.co.uk, a man promises to suppress his homoseuality in exchange for shelter with his wife and their children. And from Ask Amy, a woman starts a Facebook dating profile after her husba...
129 | Besties Use Your Vibrators 07.08.2024 1:18:56
In this week’s episode, the Biffs read from one of their favorite columns - Natalie Bencivenga’s, Ask Natalie. A series of unfortunate events in a contentious relationship leaves a grieving widow wanting to sever ties with her late husband’s son. A writer’s roommate-turned-close-friend crosses an unspoken boundary and violates her privacy when she borrow’s her sex toy. Another writer’s emotional...
128 | Get Rich'd Down 31.07.2024 1:02:07
Stefani and Ray attempt to weigh in on questions sent to the Slate.com’s How To Do It Column, by Rich Juzwiak and Jessica Stoya. A coupled individual’s want to connect intimately with girlfriends is interrupted by booty calls and one-nighters. Another writer’s realization that they’re non-binary, along with their penchant for masochism, leaves them wondering if their husband is the one for them. F...
127 | We Are the Kool-Aid That Others Drink 24.07.2024 48:18
This week, the Biffs revisit Reddit’s Am I the Assh*le (AITA) thread. A man’s disagreement with his wife’s unusual punishment of their underaged drunk son stalls communications at home. Another father questions whether he’s asshole for kicking his son out, when it’s revealed that he’s been staying with them because he cheated on his pregnant, bed-ridden wife. And a man’s dash cam footage reveals w...
126 | Throw Some Cheese on That, B*tch 18.07.2024 49:09
The Biffs, Stefani and Ray, put new columnist, R. Eric Thomas of Asking Eric (Washington Post), to the test. He’s got big shoes to fill as he steps in following Amy’s (Ask Amy) departure. An anti-gay rights in-law puts together a family tree and leaves the writer’s husband of ten years out, because of her stance on same-sex marriage. A man who enjoys just about everything in his marriage can’t sto...
125 | Ass First. Adult Later. 10.07.2024 55:31
The Biffs celebrate twenty-one years of Ask Amy with a send-off/tribute, including some of her best advice to date. Amy gets pranked in our first question, when a writer's scenario is the movie plot of the 2003 cult-classic, The Room. The second writer is a woman whose unchecked privilege, along with that of her family/friend group, gets in the way of her being a good sister. Finally, a dinner gue...
124 | Say Uncle & I'll Stop 03.07.2024 53:58
This Biffs read through Laura Collins's column in the Metro.co.uk this week. One writer asks for guidance on coming out to her mother about sleeping with her uncle. Another questions that status of his marriage when his postpartum wife cheats on him, following his unplanned vacation with his friends. And finally, a young man, sexually harassed by his dad's young girlfriend, doesn't know how to tel...
123 | McMuff Me 27.06.2024 55:55
In this week’s episode of Ill Advised, Stefani and Ray read from Miss Manners column from UExpress. One writer asks for help in determining when to relate and when to express empathy when someone close is sharing a personal problem. Another writer takes a tumble and becomes the joke of the friend group. Finally, a change in a cancer survivors appearance has them wondering how to redirect complimen...
122 | Best of the Biffs (Part VI) 20.06.2024 47:02
It's another trip down memory lane as we relive some our favorite advice columns from our early days. From episode 13 - Swipe if You Want the Pipe, the Biffs address a writer's plan to get down and dirty with an internet beau. A man's uncut member becomes a Jewish mother's biggest worry, in episode 32 - Was Jesus Circumcised. And from Episode 72 - In the Privacy of Your Public, should Mom have kno...
121 | Peen or Not? 13.06.2024 51:22
Coleen Nolan, the Mirror.co.uk's agony aunt's column, is the topic of this week’s conversation between the Biffs. A woman’s insecurities over the life her daughter lives prompts her question to Coleen. Another woman’s husband doesn’t like it when she’s barefoot on vacation, when she just wants to air out the puppies. Finally, when your Biff doesn’t like your significant other, which side of the fe...
120 | Little Piece of Pork Rind 06.06.2024 1:00:29
The Biff’s read through advice from Jenee Desmond-Harris of the Slate’s Dear Prudence, this week. A woman finds her husband’s notes to himself on the best way to handle her in several scenarios. A husband cheats on his wife with the person she has a restraining order on, and now she’s ready to give notice at their co-owned business. Lastly, when the rat-tail when out of style, this writer thinks t...
119 | Ketamine. Okay, We'll Start Here. 30.05.2024 1:15:46
In this week’s episode, Stefani and Ray read from “Dear Abby.” A woman struggles to support her daughter through divorce when she learns about their open marriage. An ornate cut glass cake stand is the final straw after a writer feels snubbed by their family friend. Finally, a young woman is torn about her parent’s divorce after her father lays blame directly on her. [Rapaura Springs Sauvignon Bla...
118 | You're a Glory Hole 15.05.2024 42:36
Out of the Vault: This week, the Biffs bring you an episode with unaired segments from previous recordings. From Boston Globe's Love Letters, Stefani and Ray discuss a twenty-four years old's serial monogamy and her plea to ditch the habit. From The Slate's How To Do It, the Biffs learn about garden party- and kitchen table-polyamory when a writer's efforts at having all of their partners at their...
117 | Runneth-Up, B*tch 08.05.2024 53:42
The Biffs take on Reddit’s Am I The Assh*le again this week. A man’s culinary skills are challenged when his sister’s boyfriend marches out in a huff in search of his own hot sauce. When a man is sniffed by a dog at a pet-friendly eatery, he barks at it’s owners. Self-sufficiency is a lesson best learned at self-check out. Finally, a grown man is butt-hurt and lashes out against his girlfriend’s d...
116 | Unauthorized Stripper Pole 01.05.2024 1:02:46
In this week's episode, the Biffs, Stefani and Ray, read from the Reddit Am I The Asshole (AITA) thread. A man begs for judgement after serving his stay-at-home-mom wife with a performance evaluation based on the way she parents their children. Another Redditor brings her case before the internet after her roommate snitches on her to the landlord for refusing to move her sofa. [Miguel Vinho Verde]...
115 | Forgive Me, Father 24.04.2024 1:08:12
Sally Land's Dear Deidre of the Sun.co.uk takes the stage this week, with some controversial advice topics. What do you do when the man of your dreams turns out to be your long lost half-brother - and you want to keep sleeping with him? A man is pocket dialed by his wife and listens in to her moans and groans before busting her at home. A love child threatens a family's livelihood. [Bonterra Zinfi...
114 | Not a Sex Doll Movie 17.04.2024 1:13:36
Natalie Bencivenga’s "Ask Natalie" is the center of the Biffs' conversations this week. It’s one thing to sleep with your best friend’s boyfriend, but it’s another thing entirely to keep it from her. A man questions his fidelity after hiding a sex toy purchase from his ailing wife. Finally, a cheating husband wants to have a sleepover with his mistress where he and his wife still live and share a...
113 | The Whole Wrinkled Penny 10.04.2024 51:53
In this week’s episode, Stefani and Ray read from Boston.com’s Love Letters, by Meredith Goldstein. A retreat from the familiar and the mundane inspires a left-field marriage proposal that the first writer only sees as a bandage to their problems. In the second letter, a woman introduces her boyfriend to her mother only to find out about their past sexual relations. Listen on to see what the Biffs...
112 | Best of the Biffs (Part V) 03.04.2024 57:26
In Best of the Biffs (Part V), listen to some of Stefani and Ray’s favorite questions from episodes 82 - Lemme Project These Hands, 79 - Polly Want a Condom, and 73 - Mt Me Beautiful. A man’s mismatched sex drive has him asking Natalie Bencivenga if opening his marriage is a good idea. ChatGPT gives the Biffs a wild scenario of a parrot blabbing about their owner all over the neighborhood. Eleanor...
111 | Nana Has a New Banana 27.03.2024 1:02:07
Stefani and Ray take to the Washington Post this week to read from Carolyn Hax's advice column. Nice guys finish last when a man's political correctness overrides chivalry. A woman questions whether to tell her five-month-old and three-year-old about her mother-in-law’s extra marital affairs. When a man’s mental health conditions start to affect his adult children, a mother ponders her place in di...
110 | Do You Take Dick King? 20.03.2024 1:01:10
In this week’s episode, your Biffs talk advice from How to Do It’s (Slate.com) Rich Juzwiak. In the first question, the Biffs discuss a scenario where ex-lovers, apart for thirteen years, come back together only for one of the men to be completely put off by his roommate's comfortable appearance. Lastly, a woman is having a hard time trusting her husband when she uncovers his lies and his hidden p...
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