Dear Mrs. Web, personal advice for your life, peaks the interest of the Biffs in this episode. A single, professional, young woman who has it all, questions why she actually has nothing aside from the material. Another woman’s near-, albeit dishonest tryst with her best friend’s fiancé, leaves her contemplating the benefits of coming clean years later. The final writer asks for what she’s doing in wrong in her efforts to make genuine friend connections. [Rio Lindo 2017 Syrah]

This week, the Biffs revisit How To Do It, Slate.com's sex advice column. One writer’s question deals with a low-libido remedied by liquid courage. A husband’s size isn’t an issue for 19 years, until his wife makes a targeted crack in a drunken stupor. A college student’s knack for “face painting” get’s him in trouble with his girlfriend’s girlfriends, calling his respect for women to question. [Chronic Cellars Sir Real 2020 Cabernet Sauvignon]

In Best of the Biffs Part 2, relive some conversations from episodes such as Rectum Ralph, Aunty AITA, Side of Raunch, Gaslighty, and more. In these episodes, they cover some of your favorite columnist from Amy Dickinson to E. Jean Carolle, as well as some of your favorites from the Slate. Laugh at the ridiculous banter. Giggle at the over-reaching puns. Just another weekly chuckle with Stefani & Ray. It’s a wonder these Biffs have made it this far in life.

Let’s take a walk down memory lane - a throwback to our first year in podcasting. A “Coffee Shop Karen” from episode 8, wants peace and quiet in a public establishment. From episode 9 (Let Him in Marjorie), a writer’s couples therapist dumps “them” for “him.” And finally, one really long hair on a toe in episode 5 (One Toe One Hair) is the only flaw that this writer sees in his partner.

Stefani and Ray talk ‘Ask Amy’ in this week’s episode. A man in his 60s questions his cyber relationship with a twenty-something in the Philippines when he begins to support her financially, despite never having met. A husband snoops on his wife’s computer or phone while she’s using it. A past eating disorder is informing Mom’s present anxieties about her daughter’s possible relapse. And plucking stray-hairs off a shirt should be a sport, but this writer isn’t having it. [Carpineto 2019 Dogajolo Rosso]

This week, the Biffs take on the Independent’s Virginia Ironside. A family’s dislike for their son’s ex-girlfriend intensifies when she decides to keep the child they conceived post-breakup. A mom writes in with the idea of kidnapping her daughter because she’s been brainwashed by a cult. Finally, a writer shows concern for their psychological health when their lack of empathy is self-diagnosed as psychopathy. [Zin-phomaniac 2019 Zinfandel]

Stefani and Ray read from The Slate's Dear Prudence column, in this week's episode. A man grinds up against his girlfriend in his sleep, calling for his ex-. A woman discovers her wife's secret and mysterious checking account. Sister's quarrel over the importance of one's wedding over the other's vacation. Finally, a man is looking for the words to tell his boyfriend that he's not interested in living in the free home next-door to his parents. [Kadabra 2021 Malbec]

It’s back to the classics this week with life advice from the one and only Dear Abby. A woman ponders her future with her husband after constant gaslighting following sexual assault. When the boyfriend is away for work, the naked, divorced spiritual advisor physically heals his girlfriend, then sleeps over. “Kennedy’s” volleyball future is threatened by Dad’s bigoted views on her trans coach. Finally, a wife’s had enough of her husband letting it all hang out. [Segura Viudas Cava]

This week, the Biffs read from Reddit’s Am I The Asshole thread (Aunty AITA). A woman’s presumptuous boyfriend plans a work trip, leaving the responsibility of his kids to her. Someone gets defensive after their moment of levity backfires as insensitivity during a funeral. A professional with experience working with individuals diagnosed with ASD pushes the envelope with a friend about her child’s behaviors. Another writer catches mom’s wrath when he refers to someone as “baby momma.” [Azul y Garanza 2020 Tempranillo]

The Biffs give Sally Land of The Sun’s Dear Deidre a run for her money in this week’s episode. What’s a man to do when his wife feel ‘dirty & disgusting’ showing him any sort of affection? Is it curtains for this woman’s cowardly nice-guy? Is Mom in the right to accept blame for her son’s inability to warm up to girlfriend? It’s an episode of conviction and impassioned conversation. [Commanderie du Bardelet 2019 Bordeaux Blanc (Sauvignon Blanc)]

This week, the Biffs read Natalie Bencivenga’s Ask Natalie for the first-, and certainly not the last-, time. Things go awry for one reader after finding out her best friends knew about her husband’s affair. Following a one night stand, this writer wants to know if she should even trouble the standee for reimbursement related to the termination of the pregnancy. Low libidos bring husbands to consider a separate lover for the high-riding counterpart. [Cote Mas 2022 Rose Aurore]

Agony aunt, Coleen Nolan, of UKs Mirror, takes center stage with the Biff's this week. Secret's out and a writer questions whether or not to bring up his partner's affair. Mystery boxers make it home with another writer's wife, following her work trip. A woman wants out of her six-month marriage when her husband begins to treat her as a possession. [90+ Cellars Prosecco]

This week, the Biffs give advice in response to listener questions. It’s a soap opera scenario when a writer’s long lost twin ends up with her ex-. What we’re sure is a Lifetime movie plot gets a PBS response when a man confesses to his girlfriend that he’s investigating her family. Finally, a ghost-writing best friend wants in on the accolades that the credited author is receiving. Do you need advice? Send us your questions, comments, and all of your concerns to illadvisedthepodcast@gmail.com. [Chloe 2022 Pinot Grigio]

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]