Send us a text In this lively episode of 'Not Well,' hosts Bobby and Jimmy Boy dive into a plethora of outrageous and humorous topics. They kick off with a light-hearted banter about their follower Asa and an amusing debate on being known as a 'pillow princess.' The conversation takes unexpected turns as they share their harrowing experience of witnessing a car accident and explore urban hazards. Interspersed with hilarious anecdotes about bar encounters, karaoke, and neighborhood quirks, they a...
Aug 02, 2025•49 min•Ep. 285
Send us a text On this explosive episode of Not Well , Bobby and Jim return after a chaotic two-week hiatus to unpack political incompetence, conspiracy-fueled madness, and downright filthy camp confessions. From government cover-ups and Epstein conspiracies to poolside debauchery and aggressive public dick-sucking, nothing is off-limits. The duo spirals into the absurdity of aging, American dysfunction, Fourth of July dread, and their own questionable behavior at gay campgrounds. With rants abo...
Jul 19, 2025•1 hr 1 min•Ep. 284
Send us a text In this episode of Not Well, Bobby and Jim are back and holding nothing back! The guys catch up with some wild stories, from a memorable camping trip that involved a terrifying rainstorm and a surprising racial barrier being broken, to their unfiltered thoughts on Pride weekend, the LGBTQ+ community's hygiene, and a chance encounter with a "Viking" man that has Jim rethinking body hair. Get ready for hilarious and honest conversations as they dive into everything from pee play and...
Jun 28, 2025•37 min•Ep. 283
Send us a text Join Bobby and Jim for another hilariously unfiltered episode of "Not Well". This week, the hosts dive deep into a whirlwind of personal adventures and societal critiques, proving that life is anything but "well". Get ready for candid tales from a cousin's recent wedding, complete with open bars and unexpected "spirals" that led to a guest "not making it". Hear about the hosts' wild night out in Cleveland, featuring casino wins on roulette and a memorable, if not entirely conventi...
May 30, 2025•59 min•Ep. 282
Send us a text This chaotic and hilarious episode of Not Well marks the return of Bobby and Jim after a whirlwind spring that included a trip to Ireland. They catch up on everything from skincare and sugar daddy dreams to bizarre road rage incidents and unhinged homemade driving signs. The centerpiece is their unforgettable Irish adventure—drunken nights in Dublin and Galway, being “cut-shamed” at a gay bar, dealing with horny 20-year-olds, and falling in love with Irish lads, butter, and unboth...
May 15, 2025•1 hr 6 min•Ep. 281
Send us a text In this chaotic pre-vacation catch-up, Bobby and Jim return after a brief hiatus to unpack their lives before jetting off to Ireland. From skincare obsessions and Spirit Airlines horror stories to hot dentist encounters and the psychology behind sounding "too gay," the duo dives headfirst into everything. They rant about billionaires in space (screw you, Katy Perry), the illusion of economic wins, and the prison industrial complex. There’s also a heartfelt moment reflecting on int...
Apr 25, 2025•1 hr•Ep. 280
Send us a text In this unedited chaos-core episode of Not Well , Bobby and Jim dive into hot mess territory with unfiltered rants about April Fools’ trauma, she-cocks, the “goon” community, straight men in denial, crying influencers, and the dream of a five-man Irish rugby orgy. Between travel anxieties and poop logistics on planes, they still find time to manifest fame, mock chemsex culture, and debate why lesbians are society’s most helpful gays. Support the show As always you can write us at ...
Apr 04, 2025•55 min•Ep. 279
Send us a text In this outrageously entertaining episode of the "Not Well" podcast, hosts Bobby and Jim deliver a rollercoaster of laughter, shock, and unfiltered banter. Tune in as they explore Jim's wild travel escapades through Amsterdam's infamous red-light district, sharing eye-popping encounters involving explicit peep-show booths, quirky condom stores with flamingo-shaped protection, and surreal canal rides filled with unexpected comedy. They hilariously recount personal misadventures, in...
Mar 27, 2025•1 hr•Ep. 278
Send us a text In this chaotic and hilarious episode of Not Well , Bobby and Jim dive into a variety of topics ranging from reality TV and cult conspiracies to open relationships and political absurdities. They kick things off with a Chris Lilley reference before discussing the eerie themes of Severance , the state of weight loss drugs like Zepbound, and their upcoming trip to Ireland. They also explore their thoughts on open relationships, the ridiculousness of transphobic sports policies, and ...
Mar 13, 2025•59 min•Ep. 277
Send us a text This episode dives into a chaotic mix of topics, kicking off with an absurd discussion about government spending on transgender mice before spiraling into an existential rant about sleep routines. The struggle of putting in a mouthguard, earplugs, and taking melatonin like a nightly pre-flight checklist is real, and the resentment toward winter laziness is reaching peak levels. Travel plans are a big theme, with talk of Amsterdam and Ireland outfit planning. The dilemma of picking...
Mar 06, 2025•1 hr 8 min•Ep. 276
Send us a text This episode was a whirlwind of chaotic energy fueled by cold brew, deep thoughts on dicks, and unsolicited introspection. Bobby and Jim discuss everything from waking up at ungodly hours, Botox touch-ups, and the undeniable power of bulge bands. There’s talk of mysterious Irishmen, deep-seated bisexuality panic, and how Gen Z is dismantling the big dick industrial complex. The boys take a detour into a philosophical breakdown of averages (which nearly breaks Bobby’s brain), get d...
Feb 18, 2025•1 hr 6 min•Ep. 275
Send us a text The episode begins with a chaotic, rapid-fire discussion on current events, conspiracy theories, and pop culture, blending humor, absurdity, and deep frustration over political affairs. The hosts open with an explosive claim that the federal government is experiencing a private takeover under the guise of reform, referencing missing CDC datasets and security concerns with high-ranking officials using Gmail. The conversation pivots into political absurdities, touching on right-wing...
Feb 05, 2025•1 hr 7 min•Ep. 274
Send us a text This chaotic episode covers everything from personal health woes to existential dread, with plenty of political rants and inappropriate humor in between. The hosts, overtired and slightly sick, spiral through absurd conversations about bodily functions, credit scores, and the downfall of America. Main Topics Discussed: Energy Struggles & Gum Chewing – Trying to wake up, chewing gum aggressively for theanine, and realizing they're out of shape. Bloating & Puffy Nipples – Ov...
Jan 31, 2025•57 min•Ep. 273
Send us a text This episode of Not Well dives deep into chaotic and hilarious conversations ranging from Trumpism, trans rights, societal failings, crumbs, childhood fears, and a lot of irreverent humor. Bobby and Jim dissect the ridiculousness of patriotism displayed during inaugurations, the bizarre cult-like worship of certain political figures, and the ongoing culture war surrounding trans individuals. They reminisce about their childhood quirks, like Bobby’s fear of his parents turning into...
Jan 23, 2025•1 hr 6 min•Ep. 272
Send us a text This episode dives into an eclectic mix of subjects ranging from lighthearted banter to deeper reflections on societal norms and historical narratives. The hosts begin with a discussion about hair loss and confidence, exploring the practical and emotional impacts of embracing baldness versus pursuing treatments like hair transplants. The conversation shifts to weather preferences, with humorous takes on the struggle between cold-blooded individuals who thrive in winter and those w...
Jan 16, 2025•57 min•Ep. 271
Send us a text Guess who’s back? Back again. An old caller reemerges from the shadows, kicking off a wild and chaotic episode of Not Well . This week, the conversation dives into everything from holiday highs and lows to existential musings and absurd tangents that only Bobby and Jim can pull off. The holidays take center stage as the duo unpacks the weirdness of gift-giving, the stress of unwrapping presents in front of an audience, and the sheer absurdity of obligatory workplace gift exchanges...
Jan 09, 2025•1 hr 4 min•Ep. 270
Send us a text Chaos in the Cosmos (and on Earth) In this wild episode of Not Well , Bobby and Jim dive headfirst into chaos, tackling their latest adventures, current events, and gay life with unfiltered humor. From Pig Week shenanigans to alien drones, the duo delivers an unpredictable mix of laughs and insights. Florida Madness and Pig Week Revelations The episode begins with Bobby recounting his recent Florida trip during the infamous Pig Week, where "anything goes." From slings to fisting, ...
Dec 12, 2024•1 hr 17 min•Ep. 269
Send us a text In this jam-packed episode of Not Well , Bobby and Jim take listeners on a chaotic journey of humor, personal confessions, and existential musings. They open with a candid review of a TikTok-famous gum, dive into hygiene debates, and meander through Thanksgiving drama, small-town parades, and philosophical reflections about their younger selves. From humorous rants about priests being suspiciously gay to theories about history being rewritten, the duo keeps it raw, relatable, and ...
Dec 05, 2024•1 hr 3 min•Ep. 268
Send us a text In this episode of Not Well , Bobby and Jim dive into a chaotic mix of current events, personal anecdotes, and sharp critiques of modern life. From calling out scams in corporate sales and wellness industries to discussing the absurdity of political figures like Sarah Huckabee Sanders, the duo spares no one. They unpack the ongoing struggles of LGBTQ+ spaces in Columbus, Ohio, reflecting on how the city has changed and why it might be time for new adventures. The discussion veers ...
Nov 21, 2024•1 hr 6 min•Ep. 267
Send us a text Quote of the week: " I am just trying to avoid anyone here who has been inside me" In this unfiltered unhinged instant classic episode, Bobby and Jim kick things off by embracing a doomed mission: pretending to be straight bros. Spoiler alert—it’s hilarious and painfully bad. Their half-hearted attempt to discuss “smashing pussy” quickly devolves into a crisis of identity and nostalgia, sparking deep memories of hiding who they were and re-living past traumas, but with their signa...
Nov 14, 2024•1 hr 7 min•Ep. 266
Send us a text In this episode of Not Well , listeners are taken on a journey through a special segment featuring letters from the Founding Fathers, reimagined for today’s turbulent political climate. With historical reflections and modern parallels, George Washington introduces the discussion, emphasizing the enduring importance of constitutional principles in safeguarding democracy and freedom. Through words brought to life by Benjamin Franklin, Thomas Jefferson, John Adams, James Madison, and...
Nov 07, 2024•25 min•Ep. 265
Send us a text In this episode of Not Well , Bobby and Jim take listeners on a wild ride of hilariously chaotic stories, cringe-worthy Lyft encounters, turning another year older, and messy nights out in New York City’s queer scene. From Jim’s struggle with an incompetent Lyft driver to Bobby’s existential thoughts on Halloween costumes, the duo keeps it real and raw. Jim reflects on hitting 37, sharing his mixed feelings on aging, while Bobby hilariously overshares his panic over eating pumpkin...
Oct 31, 2024•1 hr 5 min•Ep. 264
Send us a text In this lively and humorous podcast episode, Bobby and Jim return with plenty of energy and discussions that range from Bobby's recent trip to Kansas City to the quirks of social life and nightlife in Columbus. Bobby, who has just recovered from being under the weather, reflects on his trip to Kansas City, praising the city's liberal atmosphere and vibrant nightlife. They dive into Kansas City's appeal, comparing it to places like Columbus, and highlight specific hotspots like "Mi...
Oct 17, 2024•57 min•Ep. 263
Send us a text In this episode, Bobby’s AI voice steps in while Bobby recovers from a post-vacation sickness (thanks, Kansas City). The AI voice navigates through the mess of dating narcissists, offering tips on surviving the modern gay dating scene, and reminds listeners why voting matters, especially for LGBTQ+ rights. Plus, Brat Summer isn’t over, thanks to Charli XCX’s new release, and of course, some hilariously real talk about post-vacation sickness and the work dilemma that follows. Call ...
Oct 10, 2024•20 min•Ep. 262
Send us a text In this raw, unedited episode of Not Well , Bobby and Jim dive into an assortment of personal, humorous, and thought-provoking topics. The episode starts with Bobby revealing a recent life decision: he got Botox for the first time, leading to a lighthearted and detailed discussion about beauty treatments, anti-aging, and skincare routines. Jim shares his own skincare journey, discussing the importance of moisturizing and his use of specific products. They both laugh about how thes...
Oct 04, 2024•1 hr 6 min•Ep. 261
Send us a text 🎮 Gaming Obsession: With the highly anticipated new Zelda game launching soon, it’s officially game-on mode. Who else is ready to disappear for a week (or two) to conquer every level? Ideal for the plane ride to NYC, if you can fit in a couple mimosas before it lands! 🍾 Flying & Mimosas: Speaking of flights, what’s your record for mimosas on a short flight? Three seems totally achievable, right? Especially when you’re heading to the big city with dreams of fame… or, you know...
Sep 26, 2024•1 hr 5 min•Ep. 260
Send us a text Bobby and Jim are back from Puerto Vallarta, celebrating Bobby’s 40th birthday in true chaotic fashion. From forgotten weed gummies to full blackouts in gay pool parties, the episode takes you on a wild journey. Highlights include Bobby's panic over leaving his weed gummies at home, several intense discussions about aging, and multiple bottoming revelations. They also reflect on their peak moments at Montemar, stories about a threesome with a cartel-adjacent daddy, and detailed es...
Sep 18, 2024•53 min•Ep. 259
Send us a text This episode of Not Well is a mix of casual banter, unexpected plans, and a humorous yet honest take on life’s little surprises. Bobby and Jim start off by discussing how they ended up recording the podcast, despite initial plans to do nothing for the day. They dive into random conversations about drinking habits, chugging beer, and the sheer absurdity of some of their experiences. The discussion also takes an amusing turn as they talk about everything from the anatomy of whales t...
Aug 29, 2024•38 min•Ep. 258
Send us a text This episode of Not Well was an unedited rollercoaster of laughs, candid discussions, and some unexpected twists. Bobby and Jim kicked things off by recounting a wild Saturday of day drinking that spiraled out of control, leading to some hilarious encounters and thoughts on dart-playing, margaritas, and even the unexpected behavior of some possibly gay softball players. The conversation then meandered into deeper, more philosophical waters, tackling heavy topics like the ethics of...
Aug 22, 2024•56 min•Ep. 257
Send us a text In this hilarious and unapologetically candid episode of Not Well , Bobby and Jim dive deep into the realities of turning 40, camping disasters, and navigating the treacherous waters of aging. As Bobby bids farewell to his 30s, the duo reflects on what it means to hit the big 4-0 and how it feels when your hangovers outlast your youthful spirit. The conversation veers into everything from the horror of assembling a tent at a questionable campsite to the realization that if you can...
Aug 15, 2024•1 hr 1 min•Ep. 256
