The BiFFs warm up with Gawking Gary and Sterile Steve, who hasn't put out for ten years. Oh, bee-tee-dubz, your mother puts out. [Old Soul 2020 Chardonnay]

Stefani and Ray turn to the Slate's "How to Do It" for content this week. Where does Chelsea put her Cherry Chapstick? Mother and son - a bond to be undone. How hot is your cousin? Hot enough to...? It ain't a wine night. [Chateau Bel Air 2019 Bordeaux and Bonfante & Chiarle 2015 Barolo]

This week, Stefani and Ray reflect on Little Village Mag's Dear Kiki. A boyfriend falls victim to his girlfriend's trap when he accepts her invitation to rifle through her text messages. Rambunctious sexual responses from her partner leave a girlfriend's neighbors flustered. A friendly female finds herself dodging the advances of older men. [Château La Commanderie du Bardelet 2018 Sauvignon Blanc]

Emily Yoffe of tried-and-true Dear Prudie fame takes center stage as the topic of conversation with Stefani and Ray. A live-in girlfriend takes it upon herself to surveil the kids. A husband's dead wife gets credit for making way for happiness in his new marriage. A trans woman keeps her transition a secret from her new partner. [Chateau de Roques 2015 Puisseguin St Emilion]

The BiFFs hit another Facebook Community this week with entries on AITA (Am I The A-Hole). One troll wonders if she can send her partner's child to her grandparents because she looks like his late wife. Another poster gets a worker fired for being too pretty at her wedding. The last question involves a boyfriend meeting up with his ex- in a vacant home and it's complicated. Who's the assh*le, now? [Cooper & Thief 2019 Red Blend]

The BiFFs jump around between advice columnists this week. Amy of Ask Amy publishes a question from someone who evokes talk of "girl code" when a guy connects with a friend of a woman who ghosted him. A Miss Manners writer questions the intentions of their partner's need to constantly correct them. Carolyn Hax's question deals with commitment when a writer dates in wait for the next best thing. [19-Crimes 2021 Sauvignon Blanc]

In this episode, Stefani & Ray circle back to classic columnist, Carolyn Hax. A reader once highly criticized is now lavishly praised by her parents and can't find middle ground. Another is too busy waiting for a relapse than enjoying her partner's victories. The final reader questions loyalty when asked to have her untruthful partner's back. [19-Crimes 2021 Shiraz]

This week, the BiFFs go back to basics with a 2010 Dear Abby column. A mature married man crushes on a younger colleague thirty-two years his junior. A husband who works part time asks his fully employed wife to take on a second job to secure their family financially. Mother dearest finds out daughter's boyfriend isn't Jewish because of what's in his pants. [19-Crimes 2020 Cabernet Sauvignon]

The BiFFs veer from the traditional columnists and turn to the Relationship Rules page on Facebook. A man becomes upset with his girlfriend when she refuses to give up her bank account info for a game console. A woman scorned kicks her beau to the curb and wants to rush the healing process. Finally, how do you deal when your husband laughs at you every time you try to initiate intimacy? [19 Crimes 2020 Cali Rose]

When Advice Goddess Amy Alkon speaks, the BiFFs suck up the scientific evidence. A business man’s penchant for dating models comes into question when it’s used as a measure for success. An independent individual insists on living their life while their needy counterpart sulks. A snooping boyfriend reads his girlfriend’s journal, realizing she has feelings for another man. [Ashbourne 2108 Sauvignon Blanc-Chardonnay Blend]

Freak in the sheets, #MeToo in the streets. Heather can’t see why her boyfriend needs to have sex in the dark. Peggy Sue and Lyle Jones wonder if their vanilla’s still hitting the spot. [Villate 2020 Prosecco Rosé]

This week the BiFFs travel through time. Ann Landers and her vintage posts commandeer this weeks’ topics. Stay-at-home-wife or sex worker? Sure. But what about cat-fish fiancé? [Cartlidge & Browne 2013 Chardonnay]

The BiFFs find a new column this week in Simply Oloni. The Rap Whisperer makes a cameo in Missionary. Herpes on deck. What now? And Young Wild & Free wonders if her previous zest for sex defines what’s next. [Josh Rose Prosecco]

This week, Stefani and Ray read questions for Paging Dr. NerdLove of doctornerdlove.com. A love-sick pup dwells when his ex- elects the nuclear option following their break. Platonic tactics, a gym membership, and a new wardrobe have a reader questioning why they’re regularly friend-zoned. A thirty-year-old aromantic virgin worries she’ll find her feels whilst living in her parent’s basement. Send us your tan-lines. [Devils Backbone Vodka Mules]

This week's questions come from Thrillist's "In Bed with Gigi Engle." When a girl runs hot-and-cold, a man in denial worries he's hit the friend-zone. One reader worries that her kinks with her new beau might make her too 'whorey.' Another reader tortures themselves about their relationship status with a person who's more interested in their friend. [Allan Scott 2020 Sauvignon Blanc]

Dan Savage's "Savage Love" give the BiFFs some food for thought when a 19 year old girl asks for advice after a sexual partner insults her physique in bed. Can a hall pass go wrong if a hall pass don't pass hall? [Ninety Plus Cellars 2020 Cotes de Provence Rose]

The BiFFs take on Logan Hill of Cosmopolitan.com. Do boys talk in the potty? Cheating Chastity ponders a bachelorette party despite her boyfriend's concerns. Red Flag Rhonda's rose colored glasses render elusive second date. Taxi Tara's hook-ups leave her wondering if the problem is her boyfriend. [Chateau Haut Peyruguet Sauvignon]

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. [2019 Indomita Pinot Noir Rosé]

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 2017 White Blend]

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 - 2021 Sauvignon Blanc]