Ill Advised with Stefani & Ray

25 - C is for Kinky

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]

24 - Douche Responsibly

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]

23 - Toasted Toast

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]

22 - Dick, Thom, & Beelzebub

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. [Indomita Pinot 2019 Noir Rosé]

21 - Testes, Testes, 1-2-3

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]

20 - Definitely in the Pants

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]

19 - Seeked. Sought. Sucked.

The BiFFs talk sex this week with Little Village Mag's Dear Kiki. Stefani redefines pegging when a reader asks about the prospect of penetrating her male partner. A swinging couple wants to broach the topic of having a mutual friend join them in bed. A man with a monthly hall pass can't quit what he hit. [Mezza Di Mezzacorona Extra Dry Rosé]

18 - Wick My Moisture

The BiFFs take a stand against plastic surgery to please one's partner. A one night fling results in a pregnancy and a slew of unsupportive family members. Finally, should you drug your Mom, even when it's to her benefit, without her knowing? [White Haven 2021 Sauvignon Blanc]