The Biffs take on artificial intelligence this week with ridiculous questions generated by Chat GPT using the prompt, "Twisted questions and scenarios you would send the Biffs of Ill Advised w/ Stefani & Ray, an advice podcast." Let's take a break from the norm and take on a chatty parrot, a spell gone awry, gossiping rodents, and a family of buccaneers. How the AI platform responds will shock you. Don't miss the fun in this episode. [Nomadica Sparkling White]

The BiFFs hit the Slate’s trusted How To Do It column this week. A barely legal young woman asks if she should go “all the way” with her step dad. A man’s stupid face is a barrier to getting his wife off. Lastly, learn how to handle a homophobic homosexual’s disturbing online persona. [Misty Cove Estate 2022 Sauvignon Blanc]

It’s been a minute, so the BiFFs revisit Toronto Life’s Urban Diplomat this week for some fun discussion. Potty-mouth-Penny and her foul influence is tainting the carpool. Social media past puts a grad-school-grad’s career in jeopardy. An Uber rider isn’t keen on stars for stars. A pro-life sticker has potential for a spike in car insurance claims. Finally, a senseless streetcar rider shares her personal conquests on speakerphone.. and there were children around. [A de Arínzano 2020 Rosé]

The BiFFs take to The New York Times’ The Ethicist Column, this week. A step-mother feigns love for her step-children, even decades later. Estranged siblings leave a writer debating going around the sister to meet nieces and nephews. Suspected child-abuse leaves a writer unable to reconcile their own ethical dilemma. [Pacha Reserva 2019 Carmenere]

The BiFFs test their Sense and Sensitivity this week with Harriette Cole’s column. A woman puts herself on the line to hide her best friend’s affair. A woman flags her ex- for trying to worm his way back into their toxic situation. Mom’s feelings for gay dad cloud her judgement as a parent. Exes living under the same roof fail to set the ground rules for at-home-rebounds. [Prophesy 2019 Buttery Chardonnay]

It's back to the classics this week for the BiFFs, with Dear Abby. A woman's willingness to help another, and protect her right to choose, leads to divorce. A husband's trips with his ex-wife and their daughters, leaves his new wife with unsettled tropical romance vibes. A sister in denial, spins her toxic relationship into post-mortem glorification. [Riff 2019 Pinot Grigio]

This week, the BiFFs discuss The Guardian's advice column penned by Eleanor Gordon-Smith, with 'fupas on fleek.' Stefani and Ray discuss what body image is to a seven-month old baby, and how that translates to future perception. And a writer's ex-husband and children warm up to the mistress that destroyed their marriage twenty years earlier, when she re-enters their lives. [Mt. Beautiful 2022 Sauvignon Blanc]

In this week’s episode, the BiFFs return with the Slate’s Dear Prudence column. It’s all rainbows and butterflies until you find your husband’s slam book on his computer. A guilt-ridden writer just wants peace years after framing her sister for a domestic crime. And Mom, when the door’s closed and the vacuum’s running, maybe knock? [Double Black 2020 Cabernet Sauvignon]

A mother with a convoluted experience with her husband and his interfamilial relations spurs a long and thoughtful discussion with the BiFFs. BFFL Shorty drops in with a question of her own when a conniving ex- pushes the envelope, encroaching on her professional life. {Voga Prosecco]

Rachel Sievers (counselor, coach, & retired psycho-therapist) of the Consent to Treat Podcast joins the BiFFs this week to peruse the Washington Post’s Ask Amy Column. A father asks whether he should warn his future son-in-law about the psychological perils that await him, pre-nuptials. A writer asks for guidance for dealing with her psychologist-sister’s niche for crossing boundaries. Stefani get’s real with Rachel in a beautiful, vulnerable conversation. [Tiny [Pink] Bubbles Prosecco d.o.c. Sparkling Rosé]

It’s Pride Month and what better way to kick it off than with Metrosource’s Ask Daddy, an advice column for LGBTQ readers. A man struggles to reassure his partner, despite his unconditional support as she navigates her gender identity. Another contemplates the future after catching his man having intimate conversations with his ex. And finally, a writer asks for a definition of “masculinity” in the face of bigotry. [Château Moncontour 2017 Chenin Blanc]

The BiFFs are joined by lifelong bestie, Shorty (Chantay), to help answer one of life's long-pondered questions: Am I the Assh*le? Join them as they go through the Reddit thread to tackle some interesting scenarios, such as: when your boyfriend gets mad at you for being in a bathing suit, laughing at your sister-in-law when she asks for help with her weight, and being a secret to your partner's homophobic friends. [D’Autrefois 2022 Chardonnay]

This week, the BiFFs revisit Carloyn Hax and her column. A friendship faces uncertainty when a reader is labeled as ‘no fun’ by her best-friend when her focus is evading the husband’s advances. A Mother-in-Law with manipulative side-eye rocks another reader’s peace. And a boyfriend faces-off with his girlfriend’s mastermind cat. [Lobster Reef 2022 Sauvignon Blanc]

Tried and tested, the Slate's "How To Do It" column takes up the conversation between the BiFFs this week. A man discovers he likes to be watched when his neighbor goes looking for her missing cat. Another's constant attempts at consoling his wife makes for an alright-sex-life. A writer's budding new fetish is threatened by his very livelihood. And Stefani's sister has a question for the BiFFs. [Borrasca Prosecco Rosé]

This week, the BiFFs are joined by Philasophikal & J. Ecko, hosts of the Let’s Rap Podcast. The group has an open and honest conversation about the emotional dynamics of men and women ; how love is given, perceived, and received; and communicating specific needs to your partner . It’s a special episode you won’t want to miss. [Amici 2019 Cabernet Sauvignon]

This BiFFs are all over the relationship map this week with Sex Column (Metro.co.uk), including: the age old story of son meets wife, wife sleeps with step-dad; keeping the baby based on a ghosting baby daddy; a real life application of attachment theory; and a chauvinist man who thinks of his wife’s friend during sex. [Ruggero di Bardo 2019 Susumaniello]

The BiFFs love Meredith’s column so much, that it’s back to Love Letters this week with: a ‘tricked ya’ proposal, an immature silent-treatment-loving husband, and yearning for an ex- in the middle of a pregnancy. [Carnivore 2019 Cabernet Sauvignon]

This week, the BiFFs take on Meredith of the Boston Globe's, Love Letters. It's a series of relationship woes, including a man who hardly acknowledges his son, a wife whose husband's kissing skills are lacking, and fourth-time's-the-charm break-up remorse. [Aix 2021 Rosé]

Stefani & Ray talk Harriet Cole’s column, “Sense & Sensitivity.” A woman feels betrayed when her man reveals her deepest secret to his mother. A writer blames their mentor for missed opportunities. Another’s vulnerability with their partner leaves them yearning for a different reaction. A high school bully tries to make amends, but her now adult victim isn’t buying it. [Viña Las Perdices 2018 Cabernet Sauvignon]

The BiFFs take on Susan Writer’s “Ask Someone Else’s Mom” column this week. From a liquor motivated preteen and classic-construction-wrecking-millennials, to cautious parents and in-laws - don’t miss these interesting discussions. [Arrogant Frog ‘Lily Pad White’ 2019 Chardonnay]