Not Well
Bobby and Jim have been doing this for seven years and they're only getting worse. Gay life, American dysfunction, travel chaos, unhinged takes on the news, and conversations that start at foreskin philosophy and end at the collapse of civilization. May cause uncontrolled laughter, sarcasm, and existential dread. You've been warned.
Episodes
To celebrate their milestone 300th episode, Bobby and Jim return to recap their recent separate vacations to two very different places named Naples. Bobby shares wild, chaotic stories from his trip to Italy—including navigating bullet trains, dealing with aggressive tour guides, visiting a gay nudist beach in Palermo, and surviving a sudden police raid at an underwear club in Rome. Meanwhile, Jim contrasts that with...
Episode 299 of Not Well Podcast is complete disorder.
This week Bobby and Jim discuss drinking out of the sink, gay nightlife chaos, furry encounters, hookup apps, Italy travel plans, weird kinks, hot people problems, armpit attraction science, toxic cookware paranoia, seat-switching airplane drama, and why some people stir coffee for far too long.
Comedy, zero filter, questionable logic, and premium nonsense.
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Episode 298 of Not Well Podcast is chaos in its purest form.
This week Bobby and Jim spiral through aging panic, weird beauty standards, Botox limits, golf bros, gay bar behavior, bald head hotness, awkward encounters, body image, nightlife nonsense, and the random observations nobody else is brave enough to say out loud.
Sharp humor, zero filter, and two hosts trying to stay semi-functional.
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This week on Not Well, Bobby and Jim spiral beautifully through a night out that started with cheap margaritas and ended somewhere between gay bar chaos, moon conspiracies, death talk, body shame trauma, and the collapse of modern society.
We cover:
- A wild night at Lupitas and Columbus bars
- Meeting a hot casket salesman
- Why American car culture is broken
- Weird truths about body odor and shame
- Going around the...
We finally made it to Dallas, and let’s just say the Big D stood for more than just the city name. In this episode, we’re peeling back the foil on our own incompetence—specifically how we’ve been winging our medical prescriptions while trying to maintain a 10/10 aesthetic. We’re diving into the "Modern Grime" of our travel habits, from the "Cornhole Lesbians" of Texas to the absolute panic of a ...
In this unfiltered catch-up, Bobby and Jim dive into a chaotic month of travel, awkward social encounters, and the strangest corners of the internet. From the "scenes" in Puerto Vallarta and Cleveland to the frustrations of being blocked on dating apps in Columbus, no topic is off-limits.
We explore the "profound" world of energy work and chakras after a life-altering massage, share our anxieties ...
This episode of "Not Well" is a brutally honest, stream-of-consciousness conversation about navigating gay life in your 30s with all its contradictions and anxieties. The hosts dive deep into the psychological aftermath of major weight loss, discussing how losing 65-70 pounds has paradoxically made one of them feel less attractive in gay spaces—getting way more attention as a bigger bear than as a slimmer ...
This episode starts where all good family stories end:
with a silicone torso sex toy accidentally delivered to a mother’s house.
From there, Bobby and Jim spiral through modern shame, bad decisions, creative vulnerability, and the unspoken rules everyone knows but nobody says out loud. They talk about incoherent politics, Irish gin, finishing a deeply personal short film, aging out of nightlife, and why “discree...
Bobby returns from his "Echoes Abroad" tour of Ireland and Copenhagen with a a questionable "director lesbian" aesthetic. While Bobby recounts the struggles of finding a decent sunrise in Dublin and the perils of feeling "famous" on TikTok, Jim, who has had flu, shares a horrifying domestic scene involving nose hair plucking and corns. The boys pivot to heavier topics—literally—discussi...
he conversation moves through a fast, chaotic blend of social commentary, sexual humor, political cynicism, and personal reflection. It begins with discussion about the resurgence of collectible items and how AI and capitalism may force people back into simpler, more human activities. That leads into a critique of money, crypto, billionaires, and the concept that nearly everything in modern society is essentially fa...
This Not Well episode is chaotic, funny, and wildly inappropriate in true Bobby-and-Jim fashion. It bounces from self-deprecating body talk and aging jokes to dark humor about ancestry, suicide, and religion—before spiraling into AI obsession, first-class flight hacks, uncut dick curiosity, fungal infections, and political outrage. The second half dives into everything from dementia couples and priest trauma to SNAP...
As always you can write us at nowellpodcast@gmail.com or call us at (614) 721-5336 and tell us your Not Wells of the week
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Bobby and Jim return after a chaotic few weeks with an unfiltered, hilarious deep dive into the apocalypse, neighborhood drama, and America’s collective psychosis. From “RaptureTok” lunatics leaving their clothes out for Jesus to MAGA cults worshiping the golden calf, nothing is off limits. The boys spiral through religion, politics, tailgating chaos, and dog poop wars on their street—all while high, ranting, and tr...
This episode of Not Well is chaotic, funny, and raw—Bobby and Jim dive into everything from soccer games and drag shows to conspiracy theories and neighborhood drama. It kicks off with banter about attending a USA vs. Japan match and Bobby’s struggle with overstimulation in large crowds. They move into cultural commentary: Japan’s heat, high-speed trains vs. America’s broken transit, and the hypocrisy of U.S. politi...
In this chaotic ride of Not Well, Bobby and Jim spiral from dementia scares and weed brain to childhood slut stories, raw dicks, and armpit fetishes. They argue about stoves, confess about breeding kinks, roast Ron DeSantis’ gay boots, and imagine dying together in an ICU bed. Along the way: Molly gets railed on a park bench, someone admits to jerking off 4 times a day as a teen, and the phrase “double-s...
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 w...
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 t...
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.
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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 ...
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-...
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